Sarasotahomesforsale.com Search Results

A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

9 Beds ⋅ 6 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code

A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

3476 Winton Avenue, Sarasota

$750,000

Discover an exceptional waterside end unit in The Strand, built in 2022, one of the largest floorplans available. This pristine residence boasts fabulous views of the Whitaker Bayou to Sarasota Bay from the large private balcony, has never been rented out/has been meticulously maintained by the original owner. This one bedroom plus a huge den with barn doors, is easily utilized as a 2nd bedroom (versatile). Impact rated doors, windows and sliders, 9 ft ceilings, along with custom Hunter Douglas window treatments, stone counters in kitchen (and baths) with upgraded white cabinets w pullouts, neutral kitchen backsplash, luxury vinyl floors in main living areas. Brand new LG washer and dryer, brand new top efficiency Carrier HVAC (compressor and in unit system), brand new InSinkErator garbage disposal, a nest thermostat, luxury lighting through residence, Modern Forms fans in main bedroom, den and living room, USB wall receptacle outlets installed in kitchen and den. A handheld shower head was installed in the main bath. The primary spacious bedroom includes a walk-in closet with custom California closets which are also installed in the den closet. One space garage parking beneath the building, plenty of outdoor guest parking and extra storage space in a secured storage room. Resort style amenities: heated pool and spa, fitness center, on-site full-time management (M-F), gas fire pit and gas grills, EV charging stations, dog park, kayak launch with storage, dog park. Located approx. one mile from vibrant downtown Sarasota with fine dining, boutiques, galleries, the bay front parks and The Bay community activities. Pet friendly association, generous rental policy (1 wk minimum 52x/year), this residence delivers refined waterfront living and easy access to coastal recreation. Boat slips are available for purchase from time to time, please inquire with listing agents.

1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code

Discover an exceptional waterside end unit in The Strand, built in 2022, one of the largest floorplans available. This pristine residence boasts fabulous views of the Whitaker Bayou to Sarasota Bay from the large private balcony, has never been rented out/has been meticulously maintained by the original owner. This one bedroom plus a huge den with barn doors, is easily utilized as a 2nd bedroom (versatile). Impact rated doors, windows and sliders, 9 ft ceilings, along with custom Hunter Douglas window treatments, stone counters in kitchen (and baths) with upgraded white cabinets w pullouts, neutral kitchen backsplash, luxury vinyl floors in main living areas. Brand new LG washer and dryer, brand new top efficiency Carrier HVAC (compressor and in unit system), brand new InSinkErator garbage disposal, a nest thermostat, luxury lighting through residence, Modern Forms fans in main bedroom, den and living room, USB wall receptacle outlets installed in kitchen and den. A handheld shower head was installed in the main bath. The primary spacious bedroom includes a walk-in closet with custom California closets which are also installed in the den closet. One space garage parking beneath the building, plenty of outdoor guest parking and extra storage space in a secured storage room. Resort style amenities: heated pool and spa, fitness center, on-site full-time management (M-F), gas fire pit and gas grills, EV charging stations, dog park, kayak launch with storage, dog park. Located approx. one mile from vibrant downtown Sarasota with fine dining, boutiques, galleries, the bay front parks and The Bay community activities. Pet friendly association, generous rental policy (1 wk minimum 52x/year), this residence delivers refined waterfront living and easy access to coastal recreation. Boat slips are available for purchase from time to time, please inquire with listing agents.

1709 N Tamiami Trail Unit 418, Sarasota

$7,595,000

Built in 2022 by SRQ Builders, this Sarasota waterfront home in Sapphire Shores offers 117 feet of waterfront along a protected yacht basin with views of Sarasota Bay. Set on 0.52 acres, the residence provides 5,636 square feet of air-conditioned living space and 9,065 square feet under roof, combining substantial boating infrastructure with indoor-outdoor living. The two-level home features three bedrooms and three-and-a-half baths on the main floor, along with two air-conditioned lower-level bonus rooms and a spacious game room, living area and flex space on the lower level. A private elevator connects the levels, while covered lanais overlook the pool and waterfront. The main living level features ceilings ranging from 10 to 18 feet, 8-foot solid doors, driftwood-look tile flooring, surround sound and a stone feature wall with a 60-inch Amantii electric fireplace. The kitchen centers on two curved islands with sinks, granite waterfall-edge countertops and seating for eight. A Thermador appliance package includes separate refrigerator and freezer columns, wine cooler, 48-inch six-burner dual-fuel gas range with induction module, steam and convection ovens, warming drawer, dishwasher, built-in microwave and built-in coffee machine. Custom soft-close cabinetry, Waterstone fixtures and a walk-in pantry complete the kitchen. The open dining area includes a built-in dry bar. The primary suite captures Sarasota Bay views and includes California Closets and an en-suite bath with a 70-inch freestanding soaking tub and separate shower with multiple showerheads. Guest bedrooms feature en-suite baths and custom walk-in closets, while the office includes floor-to-ceiling built-ins. Outdoor living extends across two covered lanais, two outdoor kitchens, a tiki hut with bar and grill station, fire pit and approximately 2,200 square feet of travertine pool decking. The gas-heated pool and raised spa feature a sun shelf, swim-up bar, water and fire elements, in-floor cleaning and automation. For boating access to Sarasota Bay, the property features a seawall and gated Trex dock with water and electricity, a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. A small shoreline area provides kayak and paddleboard access at low tide. Additional features include impact windows, smart-home technology, spray-foam insulation, whole-house water filtration, two tankless water heaters, three air-conditioning systems, extensive storage and a four-car tandem garage, plus a deep one-car garage. The fenced grounds incorporate professional landscaping, irrigation supported by a 50-foot well and a buried 500-gallon gas tank serving multiple outdoor features. The property is in Flood Zone AE. At 387 South Shore Drive in Sarasota's Sapphire Shores, this Sarasota Bay waterfront residence combines private boating amenities, substantial outdoor living areas, 2022 construction and water views with proximity to many of Sarasota's key destinations. Sarasota-Bradenton International Airport and The Ringling are nearby, while downtown Sarasota provides access to dining, shopping, arts and cultural venues. St. Armands Circle adds another destination for shopping and dining, connecting the property's waterfront setting with convenient access to Sarasota's cultural and lifestyle offerings.

3 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code

Built in 2022 by SRQ Builders, this Sarasota waterfront home in Sapphire Shores offers 117 feet of waterfront along a protected yacht basin with views of Sarasota Bay. Set on 0.52 acres, the residence provides 5,636 square feet of air-conditioned living space and 9,065 square feet under roof, combining substantial boating infrastructure with indoor-outdoor living. The two-level home features three bedrooms and three-and-a-half baths on the main floor, along with two air-conditioned lower-level bonus rooms and a spacious game room, living area and flex space on the lower level. A private elevator connects the levels, while covered lanais overlook the pool and waterfront. The main living level features ceilings ranging from 10 to 18 feet, 8-foot solid doors, driftwood-look tile flooring, surround sound and a stone feature wall with a 60-inch Amantii electric fireplace. The kitchen centers on two curved islands with sinks, granite waterfall-edge countertops and seating for eight. A Thermador appliance package includes separate refrigerator and freezer columns, wine cooler, 48-inch six-burner dual-fuel gas range with induction module, steam and convection ovens, warming drawer, dishwasher, built-in microwave and built-in coffee machine. Custom soft-close cabinetry, Waterstone fixtures and a walk-in pantry complete the kitchen. The open dining area includes a built-in dry bar. The primary suite captures Sarasota Bay views and includes California Closets and an en-suite bath with a 70-inch freestanding soaking tub and separate shower with multiple showerheads. Guest bedrooms feature en-suite baths and custom walk-in closets, while the office includes floor-to-ceiling built-ins. Outdoor living extends across two covered lanais, two outdoor kitchens, a tiki hut with bar and grill station, fire pit and approximately 2,200 square feet of travertine pool decking. The gas-heated pool and raised spa feature a sun shelf, swim-up bar, water and fire elements, in-floor cleaning and automation. For boating access to Sarasota Bay, the property features a seawall and gated Trex dock with water and electricity, a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. A small shoreline area provides kayak and paddleboard access at low tide. Additional features include impact windows, smart-home technology, spray-foam insulation, whole-house water filtration, two tankless water heaters, three air-conditioning systems, extensive storage and a four-car tandem garage, plus a deep one-car garage. The fenced grounds incorporate professional landscaping, irrigation supported by a 50-foot well and a buried 500-gallon gas tank serving multiple outdoor features. The property is in Flood Zone AE. At 387 South Shore Drive in Sarasota's Sapphire Shores, this Sarasota Bay waterfront residence combines private boating amenities, substantial outdoor living areas, 2022 construction and water views with proximity to many of Sarasota's key destinations. Sarasota-Bradenton International Airport and The Ringling are nearby, while downtown Sarasota provides access to dining, shopping, arts and cultural venues. St. Armands Circle adds another destination for shopping and dining, connecting the property's waterfront setting with convenient access to Sarasota's cultural and lifestyle offerings.

387 S Shore Drive, Sarasota

$449,999

Established short-term rental performance, excellent guest reviews, and the option to retain current management make Unit B210 at The Strand of Sarasota a compelling opportunity for investors seeking documented rental history in a desirable waterfront community. From 2023 through 2026 YTD, the property has generated more than $174,000 in platform payouts under current management, including approximately $40,000 in 2023, $55,000 in 2024, $41,000 in 2025, and $38,000 in 2026 YTD. The unit has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This established performance and guest feedback provide valuable insight into its appeal to Sarasota visitors and vacation renters. Buyers may retain current management for continuity in rental operations. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. B210 enjoys a desirable and more private setting overlooking beautifully maintained gardens, with views of the resort-style pool, fitness center, and spa. Its location offers convenient enjoyment of the amenities without the heavier foot traffic often associated with residences directly facing the main amenity areas. Inside, this well-maintained condo features a comfortable and inviting layout ideal for vacation stays, a seasonal Sarasota retreat, or a full-time residence. Buyers have the flexibility to pursue rental use, personal enjoyment, or a combination of both. The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. This waterfront setting allows residents and guests to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand may also purchase boat docks as they become available for sale from other owners. Resort-style amenities enhance the community's appeal to residents and vacation renters alike. Enjoy the pool and spa, fitness center, onsite dog park and dog run, fire pit and outdoor gathering areas, BBQ grills, beautifully maintained grounds, and a kayak launch providing convenient access to Whitaker Bayou. These amenities complement Florida's year-round outdoor lifestyle. The Strand places owners and guests just minutes from Downtown Sarasota and the Rosemary District, with convenient access to St. Armands Circle, Sarasota-Bradenton International Airport, shopping, dining, entertainment, cultural attractions, and popular Gulf Coast beaches. Enjoy easy access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the attractions that make Sarasota a desirable coastal destination. For investors, B210 combines documented rental performance, strong guest satisfaction, resort-style amenities, privacy, and a prime Sarasota location. For buyers seeking a seasonal getaway or full-time residence, it offers waterfront living with an established rental history and added flexibility. Garden and pool views, reduced foot traffic, a waterfront community, onsite dog park, kayak launch, resort-style amenities, a 4.95/5 guest rating, Guest Favorite recognition, and more than $174,000 in historical platform payouts come together in one exceptional property. Schedule your private showing to explore B210's investment potential and experience The Strand lifestyle.

1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code

Established short-term rental performance, excellent guest reviews, and the option to retain current management make Unit B210 at The Strand of Sarasota a compelling opportunity for investors seeking documented rental history in a desirable waterfront community. From 2023 through 2026 YTD, the property has generated more than $174,000 in platform payouts under current management, including approximately $40,000 in 2023, $55,000 in 2024, $41,000 in 2025, and $38,000 in 2026 YTD. The unit has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This established performance and guest feedback provide valuable insight into its appeal to Sarasota visitors and vacation renters. Buyers may retain current management for continuity in rental operations. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. B210 enjoys a desirable and more private setting overlooking beautifully maintained gardens, with views of the resort-style pool, fitness center, and spa. Its location offers convenient enjoyment of the amenities without the heavier foot traffic often associated with residences directly facing the main amenity areas. Inside, this well-maintained condo features a comfortable and inviting layout ideal for vacation stays, a seasonal Sarasota retreat, or a full-time residence. Buyers have the flexibility to pursue rental use, personal enjoyment, or a combination of both. The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. This waterfront setting allows residents and guests to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand may also purchase boat docks as they become available for sale from other owners. Resort-style amenities enhance the community's appeal to residents and vacation renters alike. Enjoy the pool and spa, fitness center, onsite dog park and dog run, fire pit and outdoor gathering areas, BBQ grills, beautifully maintained grounds, and a kayak launch providing convenient access to Whitaker Bayou. These amenities complement Florida's year-round outdoor lifestyle. The Strand places owners and guests just minutes from Downtown Sarasota and the Rosemary District, with convenient access to St. Armands Circle, Sarasota-Bradenton International Airport, shopping, dining, entertainment, cultural attractions, and popular Gulf Coast beaches. Enjoy easy access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the attractions that make Sarasota a desirable coastal destination. For investors, B210 combines documented rental performance, strong guest satisfaction, resort-style amenities, privacy, and a prime Sarasota location. For buyers seeking a seasonal getaway or full-time residence, it offers waterfront living with an established rental history and added flexibility. Garden and pool views, reduced foot traffic, a waterfront community, onsite dog park, kayak launch, resort-style amenities, a 4.95/5 guest rating, Guest Favorite recognition, and more than $174,000 in historical platform payouts come together in one exceptional property. Schedule your private showing to explore B210's investment potential and experience The Strand lifestyle.

1703 N Tamiami Trail Unit 210, Sarasota

$429,000

West of the Trail Mid-Century Home with Terrazzo Floors, Florida Room and Screened Lanai. Move-in ready and full of character, this inviting 2-bedroom, 1-bath home is tucked into Sarasota’s desirable Indian Beach–Sapphire Shores neighborhood. Original terrazzo floors, natural light and an easy, comfortable layout give the home a warmth that is hard to replicate. Thoughtful updates completed during a 2019 remodel complement its mid-century charm, and the roof was replaced in April 2019. Just off the kitchen, the bright Florida room overlooks the backyard and offers flexible space for dining, reading or working from home. The screened lanai with ceiling fan creates an inviting extension of the home for relaxing, entertaining, and enjoying Florida living year-round. Additional features include a covered carport and a spacious yard shaded by mature trees. Conveniently located near Sarasota Bay, The Ringling Museum, Asolo Theatre, New College, Sarasota Jungle Gardens, downtown Sarasota, the Rosemary District and Lido Key, with easy access to dining, shopping, arts and waterfront destinations. A neighborhood dog park is also nearby The property experienced no water damage from recent storms and is being sold as-is. Please note that some interior photos of this property have been virtually staged with furniture and decor to illustrate its potential. These digitally altered images are for conceptual purposes only, and the physical items shown do not convey with the property. Empty/as-is room photos are also included in the gallery for comparison. Floor plan is for representation purposes and deemed reliable but not guaranteed. Buyer to verify all dimensions and square footage.

2 Beds ⋅ 1 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code

West of the Trail Mid-Century Home with Terrazzo Floors, Florida Room and Screened Lanai. Move-in ready and full of character, this inviting 2-bedroom, 1-bath home is tucked into Sarasota’s desirable Indian Beach–Sapphire Shores neighborhood. Original terrazzo floors, natural light and an easy, comfortable layout give the home a warmth that is hard to replicate. Thoughtful updates completed during a 2019 remodel complement its mid-century charm, and the roof was replaced in April 2019. Just off the kitchen, the bright Florida room overlooks the backyard and offers flexible space for dining, reading or working from home. The screened lanai with ceiling fan creates an inviting extension of the home for relaxing, entertaining, and enjoying Florida living year-round. Additional features include a covered carport and a spacious yard shaded by mature trees. Conveniently located near Sarasota Bay, The Ringling Museum, Asolo Theatre, New College, Sarasota Jungle Gardens, downtown Sarasota, the Rosemary District and Lido Key, with easy access to dining, shopping, arts and waterfront destinations. A neighborhood dog park is also nearby The property experienced no water damage from recent storms and is being sold as-is. Please note that some interior photos of this property have been virtually staged with furniture and decor to illustrate its potential. These digitally altered images are for conceptual purposes only, and the physical items shown do not convey with the property. Empty/as-is room photos are also included in the gallery for comparison. Floor plan is for representation purposes and deemed reliable but not guaranteed. Buyer to verify all dimensions and square footage.

4722 Stevens Drive, Sarasota

$6,880,000

Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

5 Beds ⋅ 7 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code

Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

350 S Shore Drive, Sarasota