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49 Osprey Point Drive, Osprey
$2,399,000
4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

49 Osprey Point Drive, Osprey

1115 Gulf Of Mexico Drive Unit 401, Longboat Key
$875,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of Mexico waters. This views can also be enjoyed while in the master bedroom. The condo residence is a corner unit, located on the 4th floor with ideal proximity to the building elevator and has wood-look tile throughout. Beachplace is perfectly located on the south end of Longboat Key, minutes from St. Armands, downtown Sarasota, SRQ Airport and much, much more. Community offers on-site management, 24-hour security, a Jr. Olympic-sized swimming pool, and newly designed hot tub area. There are lighted tennis courts, a fitness center and gas grills for the community use.

1115 Gulf Of Mexico Drive Unit 401, Longboat Key

510 Harbor Gate Way, Longboat Key
$3,950,000
4 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected circular "pods," the residence flows like a choreographed dance. There are no awkward hallways, no wasted corners, no spaces that feel like afterthoughts. Curved walls carry throughout every room — even into the garage — creating a cohesive design statement that's genuinely rare in residential construction at any price point. This architectural masterpiece is a sculptural composition of flowing living spaces connected by custom corridors, delivering remarkable privacy, abundant natural light, and seamless indoor–outdoor living. The dramatic Great Room pod showcases soaring wood-paneled ceilings and expansive walls of glass that frame tranquil water views. The circular primary suite is a private retreat featuring a spa-inspired bath with dual showers, a lounge area, private office, and direct access to the pool and spa terrace. At the heart of the home, the striking circular kitchen is both artful and functional, centered around a curved island beneath a two-story ceiling and skylight, with a thoughtfully designed radial appliance layout. Two en-suite guest bedrooms open to private patios, while the fully self-contained Secondary Primary Suite above the impressive 32' x 23' three-car garage offers independent HVAC, a luxury bath with steam shower and sauna, and flexible living space ideal for extended guests or multigenerational living. Outdoors, the property embraces the waterfront lifestyle with protected deep sailboat water, a private dock with a 12,000-pound lift, and a resort-style pool and spa designed for entertaining and relaxation. Located behind the 24-hour guarded gates of Bay Isles, residents also enjoy exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

510 Harbor Gate Way, Longboat Key

122 Bella Vista Terrace Unit 8A, North Venice
$399,000
3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Virtually Staged. Buyer credit of $10,000 at closing towards first year of HOA and CDD fees!! Experience the best of maintenance-free, resort-style living in this beautifully designed first-floor condominium. Offering three spacious bedrooms and two full baths, this home features an open-concept layout, a two-car garage and a private screened lanai with serene preserve views. The community offers an exceptional array of amenities, including dining, resort-style swimming pool, elegant banquet facilities, state-of-the-art fitness center, tennis and pickleball courts, two impressive clubhouses, a nature park with walking trails and a dedicated yoga studio. A championship 18-hole golf course is also available with optional membership. The community is secured with a 24-hour guarded gate for added peace of mind. Conveniently near premier shopping, dining and local attractions, this is Florida living at its finest.

122 Bella Vista Terrace Unit 8A, North Venice

670 Alvarado, North Port
$25,000
La Casa SubDv. ⋅ 34287 Zip Code
Spacious vacant lot in a vibrant 55+ community! This lot provides privacy by backing up to La Casa's 40 acres La Casa offers the ultimate Florida lifestyle. We have 974 home sites nestled among a variety of native trees with spacious common grounds surrounding our eight lakes. La Casa is located between Sarasota and Fort Myers. We are convenient for shopping, sightseeing, golfing, fishing, and boating, as well as all the culture and elegance the Southwest Florida area is noted for. Wireless Internet (Wi-Fi) is available at the Clubhouse, Activity Building, and Recreation Hall area where these pools & spas are located, so you can catch some rays while you catch up on your email! Sound enticing? Come for a visit to this self-contained oasis and see for yourself why La Casa is the ultimate destination for both snowbirds and year-round residents! Welcome to La Casa, an enchanting community where 974 exquisite homes are beautifully set among native trees, surrounded by spacious common areas and eight serene lakes. Our generous 60 by 80-foot lots offer your ideal space. Perfectly located between Sarasota and Fort Myers, La Casa is a boater's paradise with direct access to the stunning Gulf of Mexico. Enjoy easy access to shopping, sightseeing, golfing, and fishing, all while immersing yourself in the rich culture of Southwest Florida. Experience the warmth of Southwest Florida’s winters in a relaxed environment, far from the east coast hustle. Our lush, mature landscaping reflects the dedicated care of residents and management. La Casa features some of the finest pools in the area, including our magnificent 40 by 60-foot swimming pool, maintained at a delightful 87 degrees, and a cozy 20 by 40-foot pool nestled between the clubhouse and Activity Building, both with inviting hot tubs. Stay connected with our complimentary Wi-Fi at the Clubhouse, Activity Building, and Recreation Hall while you soak up the sun. La Casa is a family-friendly haven where you can enjoy tranquility while remaining close to vibrant attractions. Come visit our charming oasis and discover why La Casa is the ultimate destination for snowbirds and year-round residents!

670 Alvarado, North Port

11720 Spotted Margay Avenue, Venice
$450,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook At Venice SubDv. ⋅ 34292 Zip Code
Welcome to this stunning 4-bedroom, 3-bathroom home with a 2-car garage, perfectly positioned on a serene lake in the desirable gated community of Stoneybrook at Venice. Offering over 2,000 square feet under air, this home combines spacious living with elegant finishes and resort-style amenities. Step inside to find 10-foot ceilings with crown molding that create an open, airy feel throughout the main living areas. The diamond pattern tile flooring in the main spaces provides a clean, modern look, while carpeted bedrooms offer comfort and warmth. The kitchen is a true centerpiece, featuring granite countertops, a stylish tile backsplash, pendant lighting over the island, and a large pantry—perfect for both entertaining and everyday living. Enjoy beautiful lake views from the living room through the 8-foot sliding glass doors that opens to a screened-in lanai, ideal for relaxing mornings or peaceful evenings outdoors. An added electrical outlet on the lanai for an outdoor kitchen while another outlet at the BBQ Grill area for the rotisserie. An additional outlet at the front of the home is perfect for holiday decorating. Low voltage wiring has been installed for accent lighting in the front yard. A screened in front entry allows you to open your front door without flying insects entering. The spacious primary suite offers a private retreat with a luxurious ensuite bathroom featuring a garden tub, walk-in shower, and dual vanities. Additional upgrades include attic stairs and plywood flooring for easy attic storage, and a generator wired directly into the electrical panel—simply flip a switch to power your home during an outage. Residents of Stoneybrook enjoy a vibrant, active lifestyle with access to a state-of-the-art fitness center, resort-style pool, tennis and pickleball courts, basketball, volleyball, and playgrounds—plus a full calendar of community events and social gatherings. Located just minutes from Downtown Venice, Downtown Wellen Park, and the Gulf beaches, this home offers the perfect blend of comfort, convenience, and Florida lifestyle.

11720 Spotted Margay Avenue, Venice

1065 Gulf Of Mexico Drive Unit 201, Longboat Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel. The residence features brand-new, impact-rated floor-to-ceiling sliding glass doors that brighten the living and dining areas and enhance indoor-outdoor living. The open-concept layout connects the kitchen, dining, and living spaces, making it well suited for everyday living or entertaining. A split-bedroom floor plan provides privacy, with the primary suite offering direct access to the terrace. One assigned parking space is included, and the unit is ready for personalization or updating. BeachPlace is a gated, Gulf-front condominium community offering 24-hour security and resort-style amenities, including a clubhouse, heated beachfront pool and spa, tennis courts, fitness center, and a private boardwalk with direct beach access. Seasonal beach service with lounge chairs and umbrellas is provided. Conveniently located near golf, marinas, dining, and shopping, and just a short drive to downtown Sarasota, this property offers flexibility as a full-time residence, seasonal getaway, or investment opportunity.

1065 Gulf Of Mexico Drive Unit 201, Longboat Key

1703 Starling Drive Unit 1703, Sarasota
$665,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!

1703 Starling Drive Unit 1703, Sarasota

5240 Hyland Hills Avenue Unit 1426, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.

5240 Hyland Hills Avenue Unit 1426, Sarasota

1253 N Basin Lane, Sarasota
$3,295,000
4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Virtually Staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

1253 N Basin Lane, Sarasota

418 Vivar, North Port
$30,000
La Casa SubDv. ⋅ 34287 Zip Code
Imagine the possibilities with this expansive vacant lot, perfectly positioned for your dream home! Nestled against a stunning 40-acre tract, this property offers the ideal blend of tranquility and accessibility. It’s a paradise for water enthusiasts and nature lovers alike. Don't miss the chance to create the home you've always envisioned in this serene setting! Welcome to La Casa, an enchanting community where 974 exquisite homes are beautifully set among native trees, surrounded by spacious common areas and eight serene lakes. Our generous 60 by 80-foot lots can create your ideal space. Perfectly located between Sarasota and Fort Myers, La Casa is a boater's paradise with direct access to the stunning Gulf of Mexico. Enjoy easy access to shopping, sightseeing, golfing, and fishing, all while immersing yourself in the rich culture of Southwest Florida. Experience the warmth of Southwest Florida’s winters in a relaxed environment, far from the east coast hustle. Our lush, mature landscaping reflects the dedicated care of residents and management. La Casa features some of the finest pools in the area, including our magnificent 40 by 60-foot swimming pool, maintained at a delightful 87 degrees, and a cozy 20 by 40-foot pool nestled between the clubhouse and Activity Building, both with inviting hot tubs. Stay connected with our complimentary Wi-Fi at the Clubhouse, Activity Building, and Recreation Hall while you soak up the sun. La Casa is a family-friendly haven where you can enjoy tranquility while remaining close to vibrant attractions. Come visit our charming oasis and discover why La Casa is the ultimate destination for snowbirds and year-round residents!

418 Vivar, North Port

5111 Peppermill Court, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
If you always wanted to live in a golfing community without the headaches of golf balls hitting your windows or ending up in your yard, this is the one. Perfectly positioned within the lush, guard-gated fairways of Heritage Oaks Golf & Country Club, this beautifully appointed end-unit CLUBHOME style villa offers a rare blend of refined golf course living and exceptional privacy. Perfectly situated with no neighboring building on one side and tranquil water and preserve views beyond, this residence feels more like a private retreat than a typical villa residence. Offered furnished, this elegant two-bedroom, two-bath residence with a dedicated office/den and spacious two-car garage is designed for effortless Florida living. Sunlight pours through the open, airy floor plan, highlighting serene natural vistas and creating a warm, inviting ambiance throughout. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a charming breakfast nook, seamlessly opening to the dining and living spaces designed for both everyday comfort and relaxed entertaining. The screened lanai becomes an extension of the home itself offring a peaceful outdoor sanctuary where mornings begin with tranquil preserve views and evenings unwind in complete serenity, far removed from the congestion often found in golf communities. Luxury vinyl flooring enhances the main living areas, while the spacious primary suite offers a walk-in closet, soaking tub, and glass-enclosed shower, creating a true retreat-like experience. Residents of Heritage Oaks enjoy an elevated country club lifestyle with championship golf, five heated pools, tennis courts, fitness center, clubhouse dining, and an active social calendar — all within one of the area’s most picturesque gated communities. Replumbed and re-piped, with a 2022 ROOF and 2017 A/C, this exceptional pet friendly CLUB home villa presents a rare opportunity to experience sophisticated golf course living without compromising privacy, tranquility, or comfort.

5111 Peppermill Court, Sarasota

230 Sands Point Road Unit 3205, Longboat Key
$996,000
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, Spa/Wellness Center, white sand beach with umbrellas and waitstaff and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start your Longboat Life today!

230 Sands Point Road Unit 3205, Longboat Key

5416 Hope Sound Circle, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Preserve SubDv. ⋅ 34238 Zip Code
This beautifully maintained home features one of the most sought-after floor plans in Sunrise Preserve. From the moment you step inside, you’ll appreciate the thoughtful details, wide-open layout, and excellent room sizes throughout. Unlike many Florida homes, this residence offers exceptional storage, including two walk-in closets in the owner’s suite, a spacious kitchen pantry, two additional hallway closets, and decorative niches and shelving that add charm and functionality. The gourmet kitchen is anchored by a massive island with gorgeous quartz countertops, offering ample prep space and seating. Adjacent to the island, a dining area flows seamlessly into the expansive living space, perfect for everyday living or entertaining. The oversized second bedroom provides comfort for guests, while the large flex room—conveniently situated between the guest space and owner’s suite—can easily be converted into a third bedroom if desired. The owner’s suite is a private retreat with preserve views, two walk-in closets, split vanities with quartz counters, and a spacious bath. At the back of the home, sliding glass doors lead to a significantly enlarged screened lanai, professionally coated in March 2025, offering nearly 500 square feet of outdoor living space. The fenced backyard overlooks a serene, private preserve, creating a secluded oasis. The den/office/flex room can easily be converted to a 3rd bedroom with closet from the hallway converted. Nestled on a private dead-end street with no through traffic, this home enjoys both tranquility and convenience. Sunrise Preserve is a resort-style, amenity-rich community featuring a pool, spa, outdoor kitchen, fitness center with training room, party room, tennis, pickleball, and monthly social events, live music, food trucks, and more. Golf carts are welcome, making it easy to enjoy everything the community has to offer. Location is unbeatable—just take Clark Road straight to world-famous Siesta Key Beach and Village, or head south to Osprey, Nokomis, and Venice without needing I-75. Sarasota also offers endless dining, shopping, theater, boating, arts, and entertainment options. This is the Florida lifestyle at its very best—private, spacious, amenity-rich, and perfectly located. Click on the link for a 3D tour of this home.

5416 Hope Sound Circle, Sarasota

236 La Rosas, North Port
$2,000
La Casa SubDv. ⋅ 34287 Zip Code
Vacant lot in a vibrant 55+ community! La Casa offers the ultimate Florida lifestyle to our residents and guests. We have 974 home sites nestled among a variety of native trees with spacious common grounds surrounding our eight lakes. Located between Sarasota and Fort Myers, this is a boater's dream with access to the Gulf of Mexico. It is convenient for shopping, sightseeing, golfing, fishing, and boating, as well as all the culture and elegance the Southwest Florida area is noted for. La Casa may have the best pools in the area. Our crown jewel is an extremely large, 40 X 60-foot swimming pool that is kept at a perfect 87 degrees. Our smaller 20 x 40 pool is quietly nestled between the clubhouse and the Activity Building. Both pools have adjacent hot tubs which are ideal for soaking muscles that are tired from golfing or tennis. Wireless Internet (Wi-Fi) is available at the Clubhouse, Activity Building, and Recreation Hall area where these pools & spas are located, so you can catch some rays while you catch up on your email! Sound enticing? Come for a visit to this self-contained oasis and see for yourself why La Casa is the ultimate destination for both snowbirds and year-round residents!

236 La Rosas, North Port

224 La Rosas, North Port
$2,000
La Casa SubDv. ⋅ 34287 Zip Code
Vacant lot in a vibrant 55+ community! La Casa offers the ultimate Florida lifestyle. We have 974 homes nestled among a variety of native trees with spacious common grounds surrounding our eight lakes. Located between Sarasota and Fort Myers, this is a boater's dream with access to the Gulf of Mexico. It is convenient for shopping, sightseeing, golfing, fishing, and boating, as well as all the culture and elegance the Southwest Florida area is noted for. La Casa may have the best pools in the area. Our crown jewel is an extremely large, 40 X 60-foot swimming pool that is kept at a perfect 87 degrees. Our smaller 20 x 40 pool is quietly nestled between the clubhouse and the Activity Building. Both pools have adjacent hot tubs which are ideal for soaking muscles that are tired from golfing or tennis. Wireless Internet (Wi-Fi) is available at the Clubhouse, Activity Building, and Recreation Hall area where these pools & spas are located, so you can catch some rays while you catch up on your email! Sound enticing? Come for a visit to this self-contained oasis and see for yourself why La Casa is the ultimate destination for both snowbirds and year-round residents!

224 La Rosas, North Port

412 Madonna, North Port
$2,000
La Casa SubDv. ⋅ 34287 Zip Code
Vacant Lot Available! La Casa is a quiet senior community, just for persons 55+, located in North Port, Florida in Sarasota County. There are 974 home sites nestled among a variety of native trees with spacious common grounds surrounding our eight lakes. La Casa offers the ultimate lifestyle on Florida’s Gulf Coast and is located between Sarasota and Fort Myers with boat access to the Gulf of Mexico. La Casa is an impeccably maintained isolated and self-contained oasis. It is convenient for shopping, sightseeing, golfing, fishing and boating, as well as all the culture and elegance the Southwest Florida area is noted for. Residents and visitors enjoy the warmth of Southwest Florida winters in a relaxed and unhurried environment far removed from the hustle of Florida’s east coast. You’ll be surrounded by hundreds of palms reaching for the sky and beautiful mature lush landscaping which demonstrates the utmost level of care our property receives from residents and management. When you leave our gates, North Port is only 1.5 miles from the city center, where you will find every kind of retail store and service you could need. Come for a visit or make La Casa your home!

412 Madonna, North Port

675 Alvarado, North Port
$2,000
La Casa SubDv. ⋅ 34287 Zip Code
Vacant lot in a vibrant 55+ community located near the boat ramp and across from the La Casa-owned pristine 40 acres! La Casa offers the ultimate Florida lifestyle. We have 974 home sites nestled among a variety of native trees with spacious common grounds surrounding our eight lakes. La Casa is located between Sarasota and Fort Myers, and is a boater's dream with access to the Gulf of Mexico. It is convenient for shopping, sightseeing, golfing, fishing, and boating, as well as all the culture and elegance the Southwest Florida area is noted for. La Casa may have the best pools in the area. Our crown jewel is an extremely large, 40 X 60-foot swimming pool that is kept at a perfect 87 degrees. Our smaller 20 x 40 pool is quietly nestled between the clubhouse and the Activity Building. Both pools have adjacent hot tubs which are ideal for soaking muscles that are tired from golfing or tennis. Wireless Internet (Wi-Fi) is available at the Clubhouse, Activity Building, and Recreation Hall area where these pools & spas are located, so you can catch some rays while you catch up on your email! Sound enticing? Come for a visit to this self-contained oasis and see for yourself why La Casa is the ultimate destination for both snowbirds and year-round residents!

675 Alvarado, North Port

1065 Gulf Of Mexico Drive Unit 402, Longboat Key
$799,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.

1065 Gulf Of Mexico Drive Unit 402, Longboat Key

1591 Gulf Of Mexico Drive Unit 216, Longboat Key
$2,750,000
1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Incredible value at St. Regis Longboat Key. The last two one bedroom residences sold for $2,970,000 and $2,975,000. Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and family, or relaxing outdoors. The chef’s kitchen is outfitted with Poggenpohl cabinetry, Wolf appliances, a Sub-Zero refrigerator, and Sub-Zero wine and beverage refrigerator, blending elegance with functionality. The owner’s suite also boasts floor-to-ceiling windows, a custom designed closet, and a luxurious bathroom with a frameless walk-in shower, Toto mechanized commode, and double vanities. With generous square footage and a thoughtful layout, this residence easily accommodates overnight guests while maintaining a sense of privacy. Additional features include electronic blinds throughout, adding both convenience and sophistication. Designer light fixtures add an elegant touch throughout the home. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.

1591 Gulf Of Mexico Drive Unit 216, Longboat Key

2600 Harbourside Drive Unit J-04, Longboat Key
$350,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss

2600 Harbourside Drive Unit J-04, Longboat Key

21 Bayhead Lane, Osprey
$789,000
3 Beds ⋅ 2 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

21 Bayhead Lane, Osprey

1055 Gulf Of Mexico Drive Unit 504, Longboat Key
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.

1055 Gulf Of Mexico Drive Unit 504, Longboat Key

240 Sands Point Road Unit 4102, Longboat Key
$939,000
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
Highly desirable 1st floor walkdown Junior Suite with Gulf views in Building 4 priced to sell. This completely renovated unit is currently in the hotel program and reported more income through August 2026 than all of 2025. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

240 Sands Point Road Unit 4102, Longboat Key

2600 Harbourside Drive Unit O-13/14, Longboat Key
$600,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
104 ft. x 29.5 ft. Boat Slip at Longboat Key Moorings Marina. This is a 104 ft. long T-dock/face dock ready to accommodate a large yacht; ample electrical service outlets. O-13 is 49.5 feet, and O-14 is 54.5 ft, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle o St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. Longest vessel permitted at the dock is 99 feet, usable beam is 25 feet. Vessel must be approved prior to entering the marina. A photo and boat specs must be provided to the Association.

2600 Harbourside Drive Unit O-13/14, Longboat Key

7233 Midnight Pass Road, Sarasota
$2,750,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
LIVE, BOAT, PARK while you build your waterfront dream home. ONLY waterfront lot on Siesta Key with Current 2/1 ADU and 3-car garage on property! Premiere boating/waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Current ADU on property is offered Turnkey Furnished! Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives "like" a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 28 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). New Build House Plans available or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the soon to be newly updated Sanderling Beach Club and existing tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.

7233 Midnight Pass Road, Sarasota

852 Macewen Drive, Osprey
$2,395,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. ROOF (2015). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

852 Macewen Drive, Osprey

203 Estrada, North Port
$127,500
2 Beds ⋅ 2 Baths ⋅ La Casa SubDv. ⋅ 34287 Zip Code
TURNKEY SNOWBIRD PARADISE 55+ Resort-Style Living in One of Sarasota County’s Most Desirable & Active Communities Move-in ready and fully furnished — just bring your toothbrush and flip-flops! This charming 2 bed | 2 bath | 1,056 sq ft home features a bright, spacious open floor plan perfect for relaxed Florida living. Recent major updates include: • 2015 A/C • 2022 Metal Roof • 2019 Hot Water Heater • Brand-new 2024 carport roof (plenty of room for your car + golf cart) Low monthly fee of only $191 covers water, sewer, lawn maintenance, trash, and access to all the incredible amenities below. Live every day like you’re on vacation: • Two heated pools + two hot tubs • 6 tennis courts + 4 pickleball courts + shuffleboard + bocce • Expansive clubhouse with dances, live shows, holiday parties, cards, billiards & darts • Fitness center, sauna, aerobics classes & weekly coffee socials • Two private boat ramps on 8 scenic lakes — bring your pontoon or kayak! Just 10 minutes to Manasota Key Beach, 15 minutes to vibrant downtown Venice, and surrounded by world-class golf courses. A recent 4-point inspection has already been completed and passed with flying colors — clean, turnkey, and ready for immediate cash or conventional financing. This is the rare combination of low-maintenance luxury, unbeatable location, and true resort-style living at an incredible value. Your Florida dream home is waiting — schedule your private tour today!

203 Estrada, North Port

4841 Whispering Oaks Drive, North Port
$279,800
2 Beds ⋅ 2 Baths ⋅ Heron Creek SubDv. ⋅ 34287 Zip Code
30K IN SELLER CONCESSIONS being offered to buyer at closing to be used as credit towards future roof replacement and or closing costs!!!!!! HERON CREEK GOLF & COUNTRY CLUB! **** MOVE-IN READY **** FULLY FURNISHED*** 2 Bedroom/2 Bath/ villa with 2 car garage in the desirable community of Heron Creek Golf & Country Club! This SNAPPY well-kept maintenance free villa boasts a popular floor plan (KEY LARGO MODEL) with 2 bedrooms, 2 baths and is well suited for easy living & entertaining alike. Interior features include a desirable split bedroom layout. OPEN CONCEPT kitchen with lots of cabinetry and workspace, updated cool quartz counter tops & colorful Glass Mosaic backsplash. the kitchen also boasts 2 pantry closets, and a charming dinette and breakfast bar. The Master suite features a tray ceiling, double windows, walk in closet & double vanities. The guest bedroom suite is very private with ensuite full bath, great deep closet and is sunny and bright. The Great Room features upgraded flooring, high sliders that open to the screened lanai and shows light and bright with large windows throughout. Nice attached 2 car garage has lots of rooms for your cars and or toys. Act quickly as this sweet home is priced to sell!! A ***CUSTOM 4 SEAT GOLF CART *** is available under separate contract and is great for cruising around the community, cruising up to the club house or for Trivia Nite or dinner out or just to pick up groceries at the Publix plaza just outside the gates! HOA quarterly fees are very reasonable and include TV, FIBER OPTIC high speed internet, ground maintenance, exterior painting, irrigation, and mulching. ++NO CDD FEES++ Heron Creek offers exceptional amenities including a 21,000 sq. ft. clubhouse, 27 holes of Championship golf Arthur Hills design, resort style pool and spa, a robust social activity calendar, fitness center, Tennis courts and formal and casual dining options! Club Membership is required with three membership levels currently offered beginning at $279/mo. Conveniently located with easy access to I-75 and US 41, the Cocoa Plum Shopping District, Myakkahatchee Creek trails, Blue Ridge Park & Trendy Wellen Park,The Braves Stadium, Costco & Just 3 miles from the new 450 million dollar SMH Sarasota Memorial Hospital Campus coming to North Port at i-75 and Sumter Blvd!! This home would be an awesome snowbird winter retreat but also a wise investment property with a proven rental history! Awesome location Flood zone X ( Lenders will not require Flood insurance!) and Evacuation Zone D.

4841 Whispering Oaks Drive, North Port