Sarasotahomesforsale.com Search Results

RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code

RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota

6020 Midnight Pass Road Unit 61, Sarasota

$650,000

Villa 61 at Aloha Kai | Upscale Coastal Living on Siesta Key Completely Remodeled | Quality Finishes | Fully Furnished | Turnkey Ready | Gated Community Discover your own slice of paradise at Villa 61 at Aloha Kai, a beautifully remodeled two-bedroom, two-bathroom with washer & dryer nestled within a desirable gated beachside community on Siesta Key, Florida. Showcasing quality finishes, inviting coastal décor, and a fresh, sophisticated style, this charming villa combines modern comfort with the relaxed elegance of island living. Whether you’re searching for a personal vacation retreat, a second home, or an investment property, Villa 61 offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast. Step inside this beautiful remodeled coastal retreat and experience a thoughtfully updated interior designed for comfort, style, and effortless living. The two-bedroom, two-bathroom open floor plan provides a welcoming space for owners and guests, while the screened-in porch offers the perfect spot to enjoy morning coffee, unwind after a day at the beach, or savor the warm Florida evenings. Sold fully furnished and turnkey ready, Villa 61 makes owning a beach getaway wonderfully easy. The furnishings are included, so you can settle in for your first owner stay or prepare to welcome your first vacation guests with ease. Gated Resort Living in a Premier Beach Location Located within Aloha Kai, a gated, family-friendly resort community in the heart of Crescent Beach, this villa offers a wonderful combination of privacy, convenience, and resort-style amenities with easy access to the spectacular white quartz sands of Crescent Beach, the emerald-green waters of the Gulf of Mexico, and Aloha Kai’s expansive heated swimming pool. Relax beneath shaded beach pavilions, take peaceful walks along the shoreline, and experience the unforgettable sunsets that make Siesta Key one of Florida’s most beloved coastal destinations. This Turnkey Vacation Home with Rental Potential offers the flexibility to enjoy your own highly sought-after Siesta Key,Florida retreat while the location make this an appealing opportunity for buyers looking for both lifestyle and investment potential exploring short-term rental opportunities. With a three-day minimum rental period, the property may accommodate vacation guests when you’re not enjoying it yourself, subject to applicable community rules and local regulations. Your Beachside Lifestyle Awaits, Imagine arriving at your own beautifully furnished turnkey costal villa located in a gated community setting , spending sun-filled days by the beach or pool, and ending each evening with a spectacular Gulf Coast sunset. Make Villa 61 your own and start living the Siesta Key lifestyle!

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Villa 61 at Aloha Kai | Upscale Coastal Living on Siesta Key Completely Remodeled | Quality Finishes | Fully Furnished | Turnkey Ready | Gated Community Discover your own slice of paradise at Villa 61 at Aloha Kai, a beautifully remodeled two-bedroom, two-bathroom with washer & dryer nestled within a desirable gated beachside community on Siesta Key, Florida. Showcasing quality finishes, inviting coastal décor, and a fresh, sophisticated style, this charming villa combines modern comfort with the relaxed elegance of island living. Whether you’re searching for a personal vacation retreat, a second home, or an investment property, Villa 61 offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast. Step inside this beautiful remodeled coastal retreat and experience a thoughtfully updated interior designed for comfort, style, and effortless living. The two-bedroom, two-bathroom open floor plan provides a welcoming space for owners and guests, while the screened-in porch offers the perfect spot to enjoy morning coffee, unwind after a day at the beach, or savor the warm Florida evenings. Sold fully furnished and turnkey ready, Villa 61 makes owning a beach getaway wonderfully easy. The furnishings are included, so you can settle in for your first owner stay or prepare to welcome your first vacation guests with ease. Gated Resort Living in a Premier Beach Location Located within Aloha Kai, a gated, family-friendly resort community in the heart of Crescent Beach, this villa offers a wonderful combination of privacy, convenience, and resort-style amenities with easy access to the spectacular white quartz sands of Crescent Beach, the emerald-green waters of the Gulf of Mexico, and Aloha Kai’s expansive heated swimming pool. Relax beneath shaded beach pavilions, take peaceful walks along the shoreline, and experience the unforgettable sunsets that make Siesta Key one of Florida’s most beloved coastal destinations. This Turnkey Vacation Home with Rental Potential offers the flexibility to enjoy your own highly sought-after Siesta Key,Florida retreat while the location make this an appealing opportunity for buyers looking for both lifestyle and investment potential exploring short-term rental opportunities. With a three-day minimum rental period, the property may accommodate vacation guests when you’re not enjoying it yourself, subject to applicable community rules and local regulations. Your Beachside Lifestyle Awaits, Imagine arriving at your own beautifully furnished turnkey costal villa located in a gated community setting , spending sun-filled days by the beach or pool, and ending each evening with a spectacular Gulf Coast sunset. Make Villa 61 your own and start living the Siesta Key lifestyle!

6020 Midnight Pass Road Unit 61, Sarasota

$1,195,000

RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code

RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

5300 Ocean Boulevard Unit 301, Sarasota

6204 Midnight Pass Road Unit 205, Sarasota

$775,000

Welcome to Siesta Dunes! This bright and airy second-floor end-unit condominium offers a wonderful combination of comfort, updates, and location, with peaceful garden views and a peek-a-boo view of the Gulf. High ceilings and an abundance of natural light create a spacious, open feel throughout the residence, while new hurricane-impact windows provide added peace of mind. The roof and air conditioning system are also newer. The two bed, two bath layout features an updated kitchen with ample counter space and a convenient dinette area. The spacious living room opens through sliding glass doors to the balcony, extending the living space outdoors and providing a pleasant spot to enjoy the surrounding views. The primary suite offers a walk-in closet and ensuite bath, while the additional guest bedroom and full bath provide comfortable accommodations for family and friends. The desirable gulf front community of Siesta Dunes offers a saltwater pool & spa, tennis and pickleball courts, a beach deck and pavilion, carports, additional storage and small pets are allowed. Weekly rentals are also permitted, making this an appealing opportunity for those looking for a vacation home with rental potential or an investment property. With easy access to the renown Siesta Key Village, where you can enjoy the tropical ambiance of dining, shopping, and entertainment as well as everything Sarasota has to offer including the arts and culture of downtown. Whether you're looking for a place to enjoy yourself or an opportunity to generate rental income, this Siesta Dunes residence offers the flexibility, updates, and location to enjoy the best of the Florida lifestyle.

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Welcome to Siesta Dunes! This bright and airy second-floor end-unit condominium offers a wonderful combination of comfort, updates, and location, with peaceful garden views and a peek-a-boo view of the Gulf. High ceilings and an abundance of natural light create a spacious, open feel throughout the residence, while new hurricane-impact windows provide added peace of mind. The roof and air conditioning system are also newer. The two bed, two bath layout features an updated kitchen with ample counter space and a convenient dinette area. The spacious living room opens through sliding glass doors to the balcony, extending the living space outdoors and providing a pleasant spot to enjoy the surrounding views. The primary suite offers a walk-in closet and ensuite bath, while the additional guest bedroom and full bath provide comfortable accommodations for family and friends. The desirable gulf front community of Siesta Dunes offers a saltwater pool & spa, tennis and pickleball courts, a beach deck and pavilion, carports, additional storage and small pets are allowed. Weekly rentals are also permitted, making this an appealing opportunity for those looking for a vacation home with rental potential or an investment property. With easy access to the renown Siesta Key Village, where you can enjoy the tropical ambiance of dining, shopping, and entertainment as well as everything Sarasota has to offer including the arts and culture of downtown. Whether you're looking for a place to enjoy yourself or an opportunity to generate rental income, this Siesta Dunes residence offers the flexibility, updates, and location to enjoy the best of the Florida lifestyle.

6204 Midnight Pass Road Unit 205, Sarasota

$1,695,000

Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code

Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Sarasota

5830 Midnight Pass Road Unit 8, Sarasota

$429,000

BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota

$1,600,000

Rarely available at Summer Cove on Siesta Key, this exceptional 3-bedroom, 2.5-bath residence offers an elegant opportunity to enjoy the best of island living. Set within a gated Gulf-to-Bay community built in 2005, the residence features beautiful views from every window, abundant natural light, and deeded beach access. A private elevator opens directly to the residence, where comfort and coastal sophistication come together effortlessly. The thoughtfully designed kitchen serves as a beautiful centerpiece, while two expansive balconies extend the living space outdoors. Two tandem garage spaces provide secure, convenient parking. There is deeded beach access and a kayak launch for an easy way to enjoy the surrounding waterways and explore the coast. At the heart of the community is a beautifully renovated clubhouse. It was formerly the renowned Summerhouse Restaurant and a memorable part of Siesta Key history. Today, this distinctive gathering space features a new fitness center, game room, pool tables, library, and more—creating an inviting setting for recreation, entertaining, and relaxation. Outdoor amenities include a resort-style pool and spa, and a barbecue area. With its private elevator, generous outdoor spaces, secure garage parking, deeded beach access, and exceptional community amenities, this rarely offered residence presents a distinctive opportunity to experience Siesta Key in comfort and style. Siesta Key shops, restaurants, and beaches are just minutes away. Also, it’s just a short drive downtown Sarasota, St. Armand’s Circle, and Longboat Key. Schedule your private tour today!

3 Beds ⋅ 3 Baths ⋅ Summer Cove On Siesta SubDv. ⋅ 34242 Zip Code

Rarely available at Summer Cove on Siesta Key, this exceptional 3-bedroom, 2.5-bath residence offers an elegant opportunity to enjoy the best of island living. Set within a gated Gulf-to-Bay community built in 2005, the residence features beautiful views from every window, abundant natural light, and deeded beach access. A private elevator opens directly to the residence, where comfort and coastal sophistication come together effortlessly. The thoughtfully designed kitchen serves as a beautiful centerpiece, while two expansive balconies extend the living space outdoors. Two tandem garage spaces provide secure, convenient parking. There is deeded beach access and a kayak launch for an easy way to enjoy the surrounding waterways and explore the coast. At the heart of the community is a beautifully renovated clubhouse. It was formerly the renowned Summerhouse Restaurant and a memorable part of Siesta Key history. Today, this distinctive gathering space features a new fitness center, game room, pool tables, library, and more—creating an inviting setting for recreation, entertaining, and relaxation. Outdoor amenities include a resort-style pool and spa, and a barbecue area. With its private elevator, generous outdoor spaces, secure garage parking, deeded beach access, and exceptional community amenities, this rarely offered residence presents a distinctive opportunity to experience Siesta Key in comfort and style. Siesta Key shops, restaurants, and beaches are just minutes away. Also, it’s just a short drive downtown Sarasota, St. Armand’s Circle, and Longboat Key. Schedule your private tour today!

1640 Summerhouse Lane Unit 40, Sarasota

6006 Midnight Pass Road Unit 11, Sarasota

$449,000

Your opportunity to own a piece of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom condo on Siesta Key, this charming, TURNKEY 1-bedroom, 1-bath unit at Casa Mar features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat, a seasonal escape, or an income-producing vacation rental, this is your chance to own a slice of paradise! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and a brand-new outdoor paver patio currently being completed. The new patio will provide an adorable additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the screened lanai. It’s the perfect spot for morning coffee or unwinding after a day at the beach. The kitchen features solid-surface countertops, an eat-in dining area, and an open connection to the main living space. The spacious bedroom offers ample storage, including built-in closet cabinetry, while the bathroom features a walk-in shower. Recent improvements include a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows. An assigned covered carport is conveniently located directly outside the private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or south to Turtle Beach. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself or generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key!

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Your opportunity to own a piece of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom condo on Siesta Key, this charming, TURNKEY 1-bedroom, 1-bath unit at Casa Mar features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat, a seasonal escape, or an income-producing vacation rental, this is your chance to own a slice of paradise! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and a brand-new outdoor paver patio currently being completed. The new patio will provide an adorable additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the screened lanai. It’s the perfect spot for morning coffee or unwinding after a day at the beach. The kitchen features solid-surface countertops, an eat-in dining area, and an open connection to the main living space. The spacious bedroom offers ample storage, including built-in closet cabinetry, while the bathroom features a walk-in shower. Recent improvements include a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows. An assigned covered carport is conveniently located directly outside the private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or south to Turtle Beach. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself or generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key!

6006 Midnight Pass Road Unit 11, Sarasota

5830 Midnight Pass Road Unit 18, Sarasota

$549,000

The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Sarasota

1350 Siesta Bayside Drive Unit 1350B, Sarasota

$899,000

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

1328 Siesta Bayside Drive Unit 1328C, Sarasota

$699,000

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota

9397 Midnight Pass Road Unit 506, Sarasota

$665,000

LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota

5855 Midnight Pass Road Unit 221, Sarasota

$634,900

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

5855 Midnight Pass Road Unit 221, Sarasota

6144 Midnight Pass Road Unit 4N, Sarasota

$1,495,000

Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life.

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life.

6144 Midnight Pass Road Unit 4N, Sarasota

9393 Midnight Pass Road Unit 302, Sarasota

$675,000

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this beautifully updated turn-key furnished 2-bedroom, 2-bathroom unit and experience coastal elegance at its finest. The open-concept kitchen features stunning cabinetry, a quartz waterfall countertop, and sleek stainless-steel appliances—ideal for entertaining or enjoying quiet mornings with a view. Crown molding and recessed lighting add a refined touch throughout the space. The master suite is a private retreat with a spacious bedroom, walk-in closet, and sliding doors leading to the lanai—offering peaceful water views to wake up to each morning. The en-suite master bathroom is a spa-like sanctuary, complete with a walk-in shower, quartz countertops, and a breathtaking tiled wall and shower. The second bathroom echoes this sophisticated design with quartz counters and beautifully tiled features. A large screened-in lanai invites you to unwind while soaking in the ever-changing hues of sunrise and sunset over the Intracoastal Waterway. Additional conveniences include an in-unit washer/dryer and an assigned covered parking space. The stack pipe replacement work for this unit has been completed and all association projects are paid for and there are no outstanding assessments. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, clubhouse, a private island with a gazebo and grills, and on-site management and maintenance. This five-plus-acre property is conveniently located just a few minutes’ walk from Turtle Beach and three restaurants. Come live at the less-traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Step inside this beautifully updated turn-key furnished 2-bedroom, 2-bathroom unit and experience coastal elegance at its finest. The open-concept kitchen features stunning cabinetry, a quartz waterfall countertop, and sleek stainless-steel appliances—ideal for entertaining or enjoying quiet mornings with a view. Crown molding and recessed lighting add a refined touch throughout the space. The master suite is a private retreat with a spacious bedroom, walk-in closet, and sliding doors leading to the lanai—offering peaceful water views to wake up to each morning. The en-suite master bathroom is a spa-like sanctuary, complete with a walk-in shower, quartz countertops, and a breathtaking tiled wall and shower. The second bathroom echoes this sophisticated design with quartz counters and beautifully tiled features. A large screened-in lanai invites you to unwind while soaking in the ever-changing hues of sunrise and sunset over the Intracoastal Waterway. Additional conveniences include an in-unit washer/dryer and an assigned covered parking space. The stack pipe replacement work for this unit has been completed and all association projects are paid for and there are no outstanding assessments. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, clubhouse, a private island with a gazebo and grills, and on-site management and maintenance. This five-plus-acre property is conveniently located just a few minutes’ walk from Turtle Beach and three restaurants. Come live at the less-traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!

9393 Midnight Pass Road Unit 302, Sarasota

5855 Midnight Pass Road Unit 605, Sarasota

$719,000

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor Towers, your home at the beach- this perennial favorite building is now better than ever after undergoing massive exterior renovations which include strengthening and impact glass windows and sliding doors for all units! The unique and large grounds of Harbor Towers provide a spectacular setting with lots of space to enjoy the coastal lifestyle. You are not just buying a home, you're buying into a Yacht and Tennis Club, with har-tru tennis courts, a recently revamped marina with inexpensive boat mooring prices, a heated community pool, fitness center, meeting area, community kayak area and much much more. This unit has been renovated and lovingly cared for over the years. Besides the impeccable view down the Intracoastal Waterway, this unit offers well maintained luxury featuring tile floors throughout, kitchen update in 2021, in unit washer/dryer combo, full furniture package included- just to name a few. This unit must be seen to be appreciated. It is currently positioned in the rental program, but can be removed if desired. Pick your desired lifestyle- keep it all to yourself or earn some income to help pay for your investment. Harbor Towers is well taken care of and well managed. Onsite management, security and well funded reserves make this complex a true winner. This unit also has a covered carport spot that is included in the purchase. Don't wait on this opportunity- these types of units don't come to market very often. Schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor Towers, your home at the beach- this perennial favorite building is now better than ever after undergoing massive exterior renovations which include strengthening and impact glass windows and sliding doors for all units! The unique and large grounds of Harbor Towers provide a spectacular setting with lots of space to enjoy the coastal lifestyle. You are not just buying a home, you're buying into a Yacht and Tennis Club, with har-tru tennis courts, a recently revamped marina with inexpensive boat mooring prices, a heated community pool, fitness center, meeting area, community kayak area and much much more. This unit has been renovated and lovingly cared for over the years. Besides the impeccable view down the Intracoastal Waterway, this unit offers well maintained luxury featuring tile floors throughout, kitchen update in 2021, in unit washer/dryer combo, full furniture package included- just to name a few. This unit must be seen to be appreciated. It is currently positioned in the rental program, but can be removed if desired. Pick your desired lifestyle- keep it all to yourself or earn some income to help pay for your investment. Harbor Towers is well taken care of and well managed. Onsite management, security and well funded reserves make this complex a true winner. This unit also has a covered carport spot that is included in the purchase. Don't wait on this opportunity- these types of units don't come to market very often. Schedule your private showing today!

5855 Midnight Pass Road Unit 605, Sarasota

$2,175,000

Architectural masterpiece tucked away in one of Siesta Key’s most coveted, private gated communities. Masterfully renovated, this executive estate seamlessly blends modern elegance with unparalleled coastal convenience. Positioned just one block from the water, the residence boasts beautiful views of the Gulf of Mexico and the glittering Sarasota skyline—offering front-row seats to world-class Florida sunsets every single evening. Built with peace of mind in mind, both the home and the community's ground level are significantly elevated to minimize flood risk, meaning this property has never flooded. Soaring high ceilings and impact-resistant windows and doors throughout. Convinent elevator providing effortless access to all levels. Chef’s kitchen equipped with premium Viking appliances, double convection ovens, and sleek quartz countertops.4 large bedrooms, each featuring private en-suite baths and spacious walk-in closets. Flexible bonus room perfect for a dedicated home office or a 5th bedroom. Extra-high ceilings throughout the entire house, creating an incredibly open, airy, and grand feel. Grand primary suite offering an extra-large layout, ocean and city views, and a spa-like bath. Convenient elevator servicing the living levels. Multiple private balconies that effortlessly expand your living space outdoors. Fully fenced backyard framed by lush, mature landscaping—ideal for pets. Outdoor oasis featuring a sparkling pool and a relaxing water fountain. Extra-large 3-car garage supplemented by a climate-controlled storage unit. Bonus ground-floor space, perfect for a secondary climate-controlled office or gym, complete with a half bath. Two nearly brand-new A/C units ensuring optimal climate comfort. Recently insulated attic with premium spray foam for maximum energy efficiency. Located just 5 minutes from the vibrant dining and shopping of Siesta Village and only 8 minutes from the sugar-white sands of world-famous Siesta Key Beach. This estate offers the ultimate balance of secluded privacy and immediate coastal accessibility.....Please Note-Some Photos Virtually Staged.

4 Beds ⋅ 6 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Architectural masterpiece tucked away in one of Siesta Key’s most coveted, private gated communities. Masterfully renovated, this executive estate seamlessly blends modern elegance with unparalleled coastal convenience. Positioned just one block from the water, the residence boasts beautiful views of the Gulf of Mexico and the glittering Sarasota skyline—offering front-row seats to world-class Florida sunsets every single evening. Built with peace of mind in mind, both the home and the community's ground level are significantly elevated to minimize flood risk, meaning this property has never flooded. Soaring high ceilings and impact-resistant windows and doors throughout. Convinent elevator providing effortless access to all levels. Chef’s kitchen equipped with premium Viking appliances, double convection ovens, and sleek quartz countertops.4 large bedrooms, each featuring private en-suite baths and spacious walk-in closets. Flexible bonus room perfect for a dedicated home office or a 5th bedroom. Extra-high ceilings throughout the entire house, creating an incredibly open, airy, and grand feel. Grand primary suite offering an extra-large layout, ocean and city views, and a spa-like bath. Convenient elevator servicing the living levels. Multiple private balconies that effortlessly expand your living space outdoors. Fully fenced backyard framed by lush, mature landscaping—ideal for pets. Outdoor oasis featuring a sparkling pool and a relaxing water fountain. Extra-large 3-car garage supplemented by a climate-controlled storage unit. Bonus ground-floor space, perfect for a secondary climate-controlled office or gym, complete with a half bath. Two nearly brand-new A/C units ensuring optimal climate comfort. Recently insulated attic with premium spray foam for maximum energy efficiency. Located just 5 minutes from the vibrant dining and shopping of Siesta Village and only 8 minutes from the sugar-white sands of world-famous Siesta Key Beach. This estate offers the ultimate balance of secluded privacy and immediate coastal accessibility.....Please Note-Some Photos Virtually Staged.

6900 Bochi Circle, Sarasota

6480 Midnight Pass Road Unit 612, Sarasota

$1,325,000

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

6480 Midnight Pass Road Unit 612, Sarasota

6300 Midnight Pass Road Unit 809, Sarasota

$1,795,000

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

6300 Midnight Pass Road Unit 809, Sarasota

5855 Midnight Pass Road Unit 222, Sarasota

$620,000

TURNKEY, FULLY FURNISHED & JUST MINUTES FROM SIESTA KEY BEACH! Your Florida getaway awaits at Harbor Towers Yacht & Racquet Club! One of the building's largest floor plans, this spacious residence offers a desirable split-bedroom layout, with a private bathroom for each bedroom. Sold completely furnished, it's ready for you to arrive, unpack, and start enjoying the Florida lifestyle—or explore its potential as a rental property. Enjoy peaceful mornings sipping coffee on the enclosed patio overlooking the tranquil pond, followed by a game of tennis or a relaxing afternoon at the beautiful waterfront pool overlooking the docks. When it's time for the beach, Siesta Key's world-famous quartz sugar sand and turquoise waters are just a short drive or trolley ride away. Spend your evenings exploring the restaurants, boutiques, happy hours, and live music of Siesta Key Village. An especially appealing feature is the existing electric washer and dryer hookups beneath the kitchen counter, reportedly grandfathered under current building restrictions. A shared laundry room is also conveniently located on the second floor, just a few doors away. Whether you're searching for a seasonal escape, a furnished Florida retreat, or an opportunity to generate rental income, this residence offers flexibility in a desirable Siesta Key-area location. Short-term rentals are permitted with a two-week minimum, subject to applicable rules and restrictions. Owners may also have the option of using the community's on-site property management or selecting their own provider, subject to association requirements. Beach days, waterfront amenities, tennis, and the Siesta Key lifestyle are waiting for you. Schedule your private showing today! Buyer to independently verify all association rules and fees, laundry hookup permissions, boat slip availability and rental terms, property management options, and rental restrictions.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

TURNKEY, FULLY FURNISHED & JUST MINUTES FROM SIESTA KEY BEACH! Your Florida getaway awaits at Harbor Towers Yacht & Racquet Club! One of the building's largest floor plans, this spacious residence offers a desirable split-bedroom layout, with a private bathroom for each bedroom. Sold completely furnished, it's ready for you to arrive, unpack, and start enjoying the Florida lifestyle—or explore its potential as a rental property. Enjoy peaceful mornings sipping coffee on the enclosed patio overlooking the tranquil pond, followed by a game of tennis or a relaxing afternoon at the beautiful waterfront pool overlooking the docks. When it's time for the beach, Siesta Key's world-famous quartz sugar sand and turquoise waters are just a short drive or trolley ride away. Spend your evenings exploring the restaurants, boutiques, happy hours, and live music of Siesta Key Village. An especially appealing feature is the existing electric washer and dryer hookups beneath the kitchen counter, reportedly grandfathered under current building restrictions. A shared laundry room is also conveniently located on the second floor, just a few doors away. Whether you're searching for a seasonal escape, a furnished Florida retreat, or an opportunity to generate rental income, this residence offers flexibility in a desirable Siesta Key-area location. Short-term rentals are permitted with a two-week minimum, subject to applicable rules and restrictions. Owners may also have the option of using the community's on-site property management or selecting their own provider, subject to association requirements. Beach days, waterfront amenities, tennis, and the Siesta Key lifestyle are waiting for you. Schedule your private showing today! Buyer to independently verify all association rules and fees, laundry hookup permissions, boat slip availability and rental terms, property management options, and rental restrictions.

5855 Midnight Pass Road Unit 222, Sarasota

1001 Point Of Rocks Road Unit 310, Sarasota

$798,000

The ONLY one-bedroom residence in the entire building! Investors, take notice: maximize your cap rate with this high-performing, consistently booked beachfront rental at Siesta Sands! With a strong rental history, future reservations already on the books, and the flexibility of 3-day minimum rentals, Unit 310 presents a rare opportunity to own an income-producing property directly on world-famous Siesta Key Beach. Located on the third floor, this fully furnished, turnkey residence features a private balcony with sweeping Gulf views, refreshing tropical breezes, and spectacular sunsets year-round. Whether you’re looking for a profitable investment, a personal beachfront escape, or the best of both worlds, this unique one-bedroom condominium delivers. Siesta Sands is an intimate, gated beachfront community with just 31 residences and an impressive collection of resort-style amenities. Owners and guests enjoy exclusive access to the powdery white sands of Crescent Beach, complimentary beach lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the tranquil Bamboo Lounge. The shops, restaurants, and entertainment of Siesta Key’s South Village are just steps away. An established on-site rental office makes ownership effortless, handling rentals while you’re away and allowing you to enjoy the property whenever you choose, subject to existing reservations. With only one one-bedroom unit in the building, a proven rental history, and future bookings already secured, Unit 310 offers a compelling opportunity for investors seeking strong rental income in one of Florida’s most desirable beachfront destinations.

1 Beds ⋅ 1 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code

The ONLY one-bedroom residence in the entire building! Investors, take notice: maximize your cap rate with this high-performing, consistently booked beachfront rental at Siesta Sands! With a strong rental history, future reservations already on the books, and the flexibility of 3-day minimum rentals, Unit 310 presents a rare opportunity to own an income-producing property directly on world-famous Siesta Key Beach. Located on the third floor, this fully furnished, turnkey residence features a private balcony with sweeping Gulf views, refreshing tropical breezes, and spectacular sunsets year-round. Whether you’re looking for a profitable investment, a personal beachfront escape, or the best of both worlds, this unique one-bedroom condominium delivers. Siesta Sands is an intimate, gated beachfront community with just 31 residences and an impressive collection of resort-style amenities. Owners and guests enjoy exclusive access to the powdery white sands of Crescent Beach, complimentary beach lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the tranquil Bamboo Lounge. The shops, restaurants, and entertainment of Siesta Key’s South Village are just steps away. An established on-site rental office makes ownership effortless, handling rentals while you’re away and allowing you to enjoy the property whenever you choose, subject to existing reservations. With only one one-bedroom unit in the building, a proven rental history, and future bookings already secured, Unit 310 offers a compelling opportunity for investors seeking strong rental income in one of Florida’s most desirable beachfront destinations.

1001 Point Of Rocks Road Unit 310, Sarasota

5955 Midnight Pass Road Unit 21E, Sarasota

$698,000

Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!!

2 Beds ⋅ 2 Baths ⋅ Contntls Sea Club SubDv. ⋅ 34242 Zip Code

Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gulf of America, with a 5-minute walk down community path. This Unit is on the second floor with stair access only. Discover the beauty of Siesta Key from this superb 2-bedroom condo. One bedroom has a 1 king bed and one with a 1 queen bed, queen sofa bed in living room. Cozy Electric Fireplace, Heated Pool, Area for lounging in the sun, dock area for fishing, Tiki Hut with chairs & charcoal grills. This fabulous property offers a comfortable and inviting space for guests- enclosed lanai and a large private deck overlooking the Bay with a gas grill and outdoor furniture. You'll find all the essentials you need, including 2 yr. old AC, hair dryer, Wi-Fi, an iron, coin laundry, beach chairs, wagon and umbrella, beach towels included in this turn-key sale! Move in and enjoy your new purchase. Laundry hook-ups but there are coin laundry machines on the 1st floor. Pets are not allowed. Minutes from Restaurants, Shopping, Entertainment, Grocery Store and Downtown Siesta Key Village. Public Stop for the Trolly is steps from the Condo Entrance! The views are exceptional of the ICW and bay as this the bayfront unit on the second floor, the only one with the large patio. This unit comes with a one car garage that only a few units are lucky enough to have. This two-bedroom unit has a deluxe bathroom and a half bathroom as well. Nice kitchen with granite tops and island L bar seating. Dinig table next to kitchen for those family dinners to make memories at. There is a community marina to bring your boat and enjoy this true Florida Beach and Bay lifestyle!!

5955 Midnight Pass Road Unit 21E, Sarasota

5400 Ocean Boulevard Unit 15 1-4, Sarasota

$4,000,000

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

2 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit 15 1-4, Sarasota

$1,589,000

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities.

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond. Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset. The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless. Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests. Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf. Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events. Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities.

1280 Dolphin Bay Way Unit 402, Sarasota

6020 Midnight Pass Road Unit 49, Sarasota

$620,000

Turnkey furnished coastal villa with private deeded beach access in Aloha Kai, one of Siesta Key’s most established beachfront communities. This beautifully updated 2-bedroom, 1.5-bath residence offers an exceptional combination of island lifestyle, rental flexibility, and effortless ownership just moments from the sandy beach and turquoise waters of Siesta Key Beach. Designed for immediate enjoyment, the villa features an updated kitchen with newer cabinetry, countertops, and appliances, along with a thoughtfully furnished interior suited for use as a vacation retreat, seasonal residence, full-time home, or income-producing property. Significant improvements include a 2020 metal roof, impact-rated windows and front door, upgraded 200-amp electrical service, and a 2023 water heater. Following Hurricane Milton, the first floor was professionally remediated and underwent a fully permitted renovation. Independent mold testing produced negative results, and supporting documentation is available for review. Aloha Kai offers an inviting resort-style setting with private deeded beach access, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, tropical landscaping, and on-site management. Short-term rentals are permitted subject to association rules, providing valuable flexibility for owners seeking both personal use and rental-income potential. Enjoy convenient access to Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota from an established island community offering the beach lifestyle for which Siesta Key is celebrated. Buyer shall independently verify rental policies and restrictions, association rules and information, room dimensions, permits, remediation documentation, and all other property information deemed material.

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Turnkey furnished coastal villa with private deeded beach access in Aloha Kai, one of Siesta Key’s most established beachfront communities. This beautifully updated 2-bedroom, 1.5-bath residence offers an exceptional combination of island lifestyle, rental flexibility, and effortless ownership just moments from the sandy beach and turquoise waters of Siesta Key Beach. Designed for immediate enjoyment, the villa features an updated kitchen with newer cabinetry, countertops, and appliances, along with a thoughtfully furnished interior suited for use as a vacation retreat, seasonal residence, full-time home, or income-producing property. Significant improvements include a 2020 metal roof, impact-rated windows and front door, upgraded 200-amp electrical service, and a 2023 water heater. Following Hurricane Milton, the first floor was professionally remediated and underwent a fully permitted renovation. Independent mold testing produced negative results, and supporting documentation is available for review. Aloha Kai offers an inviting resort-style setting with private deeded beach access, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, tropical landscaping, and on-site management. Short-term rentals are permitted subject to association rules, providing valuable flexibility for owners seeking both personal use and rental-income potential. Enjoy convenient access to Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota from an established island community offering the beach lifestyle for which Siesta Key is celebrated. Buyer shall independently verify rental policies and restrictions, association rules and information, room dimensions, permits, remediation documentation, and all other property information deemed material.

6020 Midnight Pass Road Unit 49, Sarasota

5400 Ocean Boulevard Unit 17-04, Sarasota

$1,559,000

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

1001 Point Of Rocks Road Unit 208, Sarasota

$1,195,000

Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.

2 Beds ⋅ 2 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code

Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.

1001 Point Of Rocks Road Unit 208, Sarasota

9397 Midnight Pass Road Unit 903, Sarasota

$364,000

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$749,900

Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed October 2026, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.

3 Beds ⋅ 3 Baths ⋅ Fishermans Haven SubDv. ⋅ 34242 Zip Code

Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed October 2026, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.

9150 Blind Pass Road Unit 206, Sarasota

5830 Midnight Pass Road Unit 29, Sarasota

$525,000

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

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