Courtesy: KONA REALTY
941-718-8293
Located West of the Trail in Sorrento Shores, Osprey, this spacious 2BR/2BA villa with a den and oversized 1-car garage offers 1,578 sq. ft. of comfortable living space. A boating community with private dock access and a heated pool just steps away, it’s perfect for boaters, kayakers, or anyone seeking the coastal lifestyle. Features include hurricane-rated windows and doors, updated kitchen and baths with granite countertops, and a private walled courtyard ideal for entertaining. Home is currently being remodeled—ideal for investors or buyers ready to finish with their own touch. Sight-unseen (“blind”) offers will not be considered. No owner financing available.
Courtesy: GENEROUS PROPERTY
941-275-9399
One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. The Expansive screened lanai features a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. NEW FEATURES include ROOF, Hurricane Impact Windows & Doors, Flooring, Countertops, Appliances, Pool Cage, Newly Resurfaced Pool & Spa, newly Pavered driveway and pool deck, etc. 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.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-966-8000
Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest country clubs on the gulf coast, The Oaks Golf and Country Club. Previously redesigned, this tuscan style home in the quaint and charming Bishops Court in the Oaks Preserve features 2 large en suite bedrooms on the second floor, 2 1/2 baths, a spacious kitchen, and a great room overlooking a lovely lake view surrounded by canopied oaks and palm trees. The European designed kitchen has top of the line appliances (SubZero and Bosch), contemporary wood cabinetry, sleek granite countertops and ceramic tile flooring. Hand plastered walls adorn the home with art niches, plantation shutters, rounded archways, and Sisal carpeting. A separate laundry room and powder bath are off the entry foyer, and the private bricked balcony has space for a large outdoor table and chairs to dine al fresco.The primary and guest bedrooms are both ensuite. The main bedroom has windows overlooking the lake, two walk in closets, and a spacious bathroom with luxurious fixtures. The guest suite has built in shelving and closets for storage. Bishops Court Townhomes is part of the Oaks Country Club, where you can play two championship18 hole golf courses, tennis, pickleball, bocce, croquet and work-out in the fitness and wellness center. If you aren't into sports there are numerous social activities throughout the year to keep busy.
Courtesy: COLDWELL BANKER REALTY
941-907-1033
One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience.
Courtesy: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
941-254-6467
Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool and separate spa are wrapped in elegant travertine pavers with a covered dining area for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a dedicated kayak launch, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Step into a residence that redefines elegance and sophistication. This stunning 2,778 sq ft condo has been completely reimagined. Every inch has been thoughtfully redesigned to create a truly exceptional living experience. Boasting 3 spacious bedrooms, 3 bathrooms and an expansive den, the open-concept layout flows effortlessly, offering both comfort and style. From the moment you exit your private elevator and step inside, you’ll sense the uniqueness of this home. The sleek, modern design is complemented by oak flooring and a neutral palette that beautifully showcases any style decor. Perched just above the preserve, the screened-in balcony provides a serene retreat. The perfect place to enjoy peek-a-boo water views and breathtaking sunsets. Inside, every room sparkles with quality finishes and upscale touches, from high-end stainless steel kitchen appliances and custom lighting to exquisitely redesigned bathrooms that blend functionality with beauty. When you make this spectacular condo your home you have everything you need to live an incredible lifestyle on Florida’s gorgeous Gulf Coast! This residence includes two side-by-side parking spaces located directly beneath the building and is just steps from The Meridian residents’ exclusive pool, spa, and workout room. With mandatory membership in The Oaks Club, Sarasota’s premier golf and country club, you’ll enjoy access to world-class amenities including: 2 championship golf courses, 12 HAR TRU tennis courts (4 lighted), pickleball courts, a regulation croquet lawn, a clubside Junior Olympic pool, state of the art Wellfit Center and a vibrant array of dining, social and recreational options. Schedule a showing to see this residence that feels brand new and discover the pinnacle of luxury living in Meridian at the Oak Preserve.
Courtesy: BRIGHT REALTY
941-552-6036
Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality. Interior Highlights- Architectural Elegance: High tray ceilings, extensive crown molding, and built-in shelving throughout. Gourmet Kitchen: Stainless steel appliances, natural gas cooking, and glass block accents that flood the space with natural light. Spacious Great Room: Open floor plan ideal for entertaining, with seamless flow to dining and breakfast areas. Owner’s Retreat: Expansive 14x28 suite with a private sitting area and dual walk-in closets. Outdoor Living- Striking Entry: Double doors welcome you into a light-filled, airy interior. Covered Patio & Heated Pool: Extended lanai overlooks a tranquil pond, perfect for indoor/outdoor living. Upgrades for Peace of Mind: Hurricane shutters, property is well maintained . Community Perks- Resort-Style Amenities: Heated pool, spa, pickleball courts, fitness center, and playground just steps away. Low HOA Fees: Include high-speed internet, cable, yard maintenance, and irrigation. Location & Lifestyle Nature & Recreation: Hike Oscar Scherer State Park, bike Casey Key or the Legacy Trail, or enjoy the Intracoastal Waterway just 3 minutes away. Convenience: Minutes to white sand beaches, Pine View School, downtown Sarasota and Venice, with Publix grocery nearby.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Welcome to this attractive St. Charles floor plan found in the desirable Woodlands at Rivendell community! This charming home sits on a large corner lot directly across from the heated community pool and is within easy reach of the highly ranked Pine View School for the Gifted (Grades:2-12). Built in 2001, this well-maintained home features four bedrooms, or three bedrooms plus den with closet, and two full baths. The spacious great room includes living and dining areas, elegant crown moldings, tray ceilings, built-ins and plantation shutters for timeless style. The open kitchen offers a breakfast bar, Corian countertops, and a bright breakfast nook with bay windows ideal for casual dining. Go outside to enjoy a large, fenced-in backyard with exotic palm and fruit trees, and a screened-in lanai featuring roll-down sun protection and westerly exposure, ideal for relaxing sunsets or entertaining guests. Recent updates include new roof and paint from July 2023 (transferable warranty) and a new air conditioner in May 2024. Well for irrigation. Woodlands at Rivendell is in Osprey near the top-rated Pine View School, the Legacy Trail, shopping, dining, Casey Key, kayaking, boating, and the beautiful Gulf beaches. In a preferred X flood zone with low HOA dues (only $721 semi-annually), and no CDD fees.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 32.5L x 9.7W x 8H. With valet boat service, full-time staff, wash, fuel, and pump-out stations, fish cleaning tables, a bait and tackle shop, maintenance racks, picnic tables, restrooms, an on-site restaurant, deli, and ship store, it's a boater's dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy quick access to Midnight Pass and the Venice Inlet, along with the peace of mind that comes from hurricane-safe indoor storage that could even reduce your insurance costs. Skip the storm prep, protect your investment, and enjoy effortless boating with first-class service at Osprey Harbor Village.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator was just replaced, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the Intracoastal Waterway and offers room for dining and relaxing. The gated resort-style community Hidden Bay offers a heated pool and spa, a grass-thatched tiki hut with grilling stations, a lighted tennis court plus two lighted pickleball courts. For water lovers, there is a kayak launch and a 500-yard elevated boardwalk that winds through lush mangroves. The beautifully renovated clubhouse features a catering kitchen with countertop seating, a fully stocked reading library and a fitness room. The location combines a peaceful, gated waterfront community with convenient access to nearby shopping, dining, recreation and only eight miles to Siesta Key, consistently ranked as one of the best beaches in the U.S. For cycling enthusiasts, the nearby Legacy Trail offers 20-plus miles of scenic, paved biking trails.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2-car garage and is designed for the discerning buyer who values quality, elegance, and an unparalleled location. From sunrise to dramatic color-drenched sunsets over the Gulf, your days will be filled with the joy of elegant country club living. The moment you enter, you'll be captivated by the classic appointments and meticulous attention to detail. This expansive 3,700 square foot residence features beautiful Travertine marble floors, inlaid wood paneling, and a private elevator that opens directly into your home. The gourmet kitchen is a home chef's dream, boasting panel-ready appliances, maple cabinets, Miele double ovens, a Thermador induction range, and two Fisher Paykel dishwashers. The spacious master suite is a true sanctuary, featuring a luxurious bathroom with a steam shower, Onex counters, a large, jetted tub and his-and-hers closets. The third bedroom is currently set up as an office and has built-in features. With a soundproof media room, Lutron lightening system, customer millwork and a Sub Zero wine storage system, you’d think you couldn’t ask for more! Yet there is! This unit has a TWO CAR PRIVATE GARAGE, retractable screens on the balcony, and motorized hurricane shutters and, for Meridian residents only, your own community pool, spa and fitness center. Offering all this plus everything that being a member of The Oaks, Sarasota’s finest golf and country club, has to offer: two 18-hole championship golf courses, pickleball and 12 HAR TRU tennis courts, a regulation-size croquet lawn, state-of-the-art Wellfit Center, an inspired culinary program, and celebrated social calendar. Membership is required with homeownership.
Courtesy: LOKATION
954-545-5583
Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to one of the area’s most desirable boating lifestyles. Recent updates include a metal roof, 2018 HVAC system with all-new ductwork, 2022 whole-house re-plumb including sewer lines, underground electric and 200-amp electrical panel, new septic system, water heater, and stainless steel appliances—all completed in 2022. Yard was completely fenced in 2024. With ample square footage, there’s even potential to add a third bedroom, offering flexibility for your needs. All major systems have been upgraded; now this home is waiting for your personal touch. The oversized garage with over 500 SF has sliding doors leading to the backyard and side-yard. Large 15,500 SF of land there is ample space to add a pool. This home has a split bedroom layout and 2 bathrooms (one en-suite; other could be made en-suite). Not located in a high risk flood zone. The Bay Acres community features a private waterfront park on a protected bay with dockage for boats up to 22 feet, a kayak launch, and storage for kayaks and paddleboards. There’s also a shaded picnic area for relaxing or entertaining. Boaters will love the direct access to the water from the 12-slip community boat basin, with slips available by waitlist. For larger vessels, Blackburn Point Park Boat Ramp is just 1.5 miles away. Located just minutes from Casey Key, Siesta Key, and the A+ rated Pine View School, this property is ideal for boaters, beachgoers, and families alike. Nearby attractions include Oscar Scherer State Park, Selby’s Historic Spanish Point, and The Legacy Trail, while Downtown Sarasota and Venice have plenty of shopping, dining, and entertainment options. Bay Acres is a non-deed-restricted neighborhood, giving you the freedom to park your boat, trailer, or RV without the hassle of HOA restrictions. All the hard work has been done—now it’s time to make this your own piece of paradise.
Courtesy: FINE PROPERTIES
941-782-0000
The Arbors is the BEST of the Florida sun belt communities. This lovingly maintained manufactured home is perfect for a "Snowbird" or a "Year-Rounder." It is in a PET FRIENDLY zone. YOU and your fellow homeowners will own the company that owns the park . it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with low HOA dues. For showings please call the listing agent for the lock box combination. Better take a look and make an offer before the bidding war starts.
Courtesy: GENEROUS PROPERTY
941-275-9399
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN boasts Quartzite counters, hardwood cabinetry, NEW Appliances include SUBZERO Refrigerator, WOLF Range and built-in coffee station, etc. The Spacious primary bedroom suite entails a bonus sitting area and multiple walk-in closets while the primary bath offers dual vanities, elegant soaking tub and custom-tiled shower. Enjoy the utmost in Florida living in the expansive, screened Lanai with impressive pavered deck, ample covered sitting area and oversized, Heated, Saltwater, PebbleTec Pool and Spa. This desirable corner lot in Flood Zone “X” with lovely, manicured, lush landscape offers a tranquil and private setting. The nearby Community Day Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. 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 3 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.
Courtesy: COLDWELL BANKER REALTY
941-493-1000
GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding patio door to the back lanai that lets the natural light in. The half bath is also UPDATED and has granite countertops. The UPDATED kitchen has plenty of cabinets for storage, beautiful granite countertops, a pass through counter to the dining area and a new hurricane impact sliding patio door letting in more natural light and opening to a cozy private patio. The screened-in lanai runs almost the entire length of the back of the condo and is a perfect space to enjoy the warm tropical breezes and views of the lush tropical landscaping. Lovely tile flooring in every room. Two pets are welcome here! A/C and water heater new in 2021. Plus you have your own brand new in 2025 stackable washer and dryer inside this unit. This condo comes with a covered one car carport and TWO outdoor storage closets; a perfect place to store your beach chairs and bicycle! Pine Run is a resort-style community in a fabulous location in Osprey with beautiful tropical landscaping and all kinds of amenities to enjoy from the two heated community pools, pickleball and tennis courts, club house with fitness room and outdoor kayak storage racks! During the season there are plenty of fun events to fill up your calendar. Close to Nokomis beach, in a great location between Sarasota and Venice where you will find delicious waterfront restaurants, boutique shoppes, festivals golfing, fishing, boating and more. This wonderful condo is ready right NOW for you to move in, relax and start having fun!
Courtesy: DOUGLAS ELLIMAN
941-867-6199
Newly Remodeled Gulf-Front Mediterranean Villa on Casey Key Framed by the pristine natural beauty of North Casey Key, this Spanish Mediterranean beachfront estate is perfectly positioned along one of Florida’s most exclusive barrier islands — an unspoiled, eight-mile stretch of tropical coastline. Just minutes from the cultural and dining destinations of Venice and Sarasota, the residence offers unrivaled privacy, architectural beauty, and Gulf Coast living beyond compare. Behind a gated entry, the main residence features three bedrooms and three-and-a-half baths, thoughtfully remodeled with no detail spared. Distinctive design elements include wood beams and moldings, Mexican tile and wood floors, brick accents, hand-painted stair tiles, and hurricane-impact windows and doors. Additional enhancements include a new roof, new pool, and updated A/C and pool equipment, ensuring comfort and peace of mind. The gourmet kitchen showcases custom cabinetry, Wolf appliances, and elegant finishes — ideal for entertaining or everyday living. Expansive windows and sliding glass doors bathe the interiors in natural light and frame breathtaking Gulf views. The master suite serves as a private sanctuary featuring a sitting room, wet bar, soaking tub, dual sinks, walk-in closet, and balcony overlooking the pool. Two en suite guest bedrooms provide comfort and privacy for family or visitors. A spiral staircase leads to a rooftop deck offering panoramic Gulf and bay vistas. Reflecting the romance of classic Spanish design, the home radiates warmth and character with arched doorways, pecky cypress ceilings, wrought-iron detailing, and timeless brickwork — blending old-world craftsmanship with modern luxury. The courtyard-style pool area and lush tropical gardens with winding walkways provide a serene setting for outdoor living and entertaining, while the guest quarters above the garage — complete with a full bath — can be used as an art studio, office, or fitness room. Experience the serenity, seclusion, and sophistication of Casey Key — a rare Gulf Coast haven where architectural elegance meets the natural beauty of Florida’s most celebrated barrier island.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a six-foot depth at mean low tide, the marina can accommodate 175 boats owned by its residents. In Southbay, the HOA fees are only $612 per quarter and it’s also affordable to keep your boat in a slip that includes water and electric. With the Southbay neighborhood in your backyard and the marina in your front yard, this beautiful, completely renovated waterfront home features three bedrooms, four full baths, a flex-space office and it’s on one of only two waterfront streets in the community. The residence, which has stunning views of water from many of its rooms, boasts a tray ceiling inside the front entry, porcelain plank tile flooring, spacious open rooms, an abundance of impact-rated windows and sliding glass doors, a lovely entertainment kitchen that includes a breakfast area, along with spacious family room and dining room areas. The expansive outdoor pool space, with a newly built custom pool and spa, is framed with a panoramic, clear-span pool cage that features an expansive stone-tiled sundeck, along with ample covered areas for outdoor dining and entertaining. The primary suite offers privacy and boasts a double-door entry to the pool and spa. The primary bath features a deep soaking tub, a frameless glass shower, dual vanity sinks, large-format floor and wall tile, and two walk-in custom closets with organization systems. There are two guest bedrooms with en-suites, one with marina views and the other opens to the pool area, and both feature custom reach-in closets. This home is move-in ready with a three-car garage, brick paver driveway and mature landscaping. The home overlooks the Southbay Yacht & Racquet Club Marina, which features a newly renovated clubhouse that offers grand views of the marina. Inside is a 99-person ballroom with a catering kitchen and dance floor, a community room with a kitchen, piano and entertainment area, a fitness room with aerobic and strength training equipment, a card room, library and a meeting room. The community also has a geothermal-heated pool, a youth pool, covered outdoor patios with furniture, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboard courts, a basketball court, a kayak storage area, a waterfront park, 20 acres of common ground and five miles of meandering sidewalks. The development is golf-cart friendly and the community hosts weekly, monthly and multiple annual events, plus there’s even a Power and Sail Club. You’ll love living in this waterfront home and this special community. Be sure to request a copy of the 50-page digital property catalog, along with viewing the property film.
Courtesy: LASBURY-TRACY REALTY INC.
941-474-5585
END UNIT with RARE THREE CAR GARAGE, IMPACT WINDOWS AND SLIDERS, and sweeping panoramic views. This beautifully appointed Baypointe Vista condo in Osprey blends comfort, style, and convenience, all set against the backdrop of the Intracoastal Waterway and Little Sarasota Bay. Natural light pours through wide water view windows, while plantation shutters throughout add timeless coastal charm and privacy. The gourmet kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a spacious island perfect for entertaining with the bay as your backdrop. The open floor plan flows into the living and dining areas and onto the enclosed porch, where 180 degree views of Casey Key and the sparkling bay create a breathtaking focal point. Both oversized bedrooms are en suite with generous walk in closets. The primary suite features dual closets, tranquil water views, and a spa inspired bath with jetted tub, double vanity, and makeup counter. The guest suite has its own private entrance, walk in closet, and full bath. This residence is offered turnkey furnished and ready for immediate enjoyment. Additional highlights include luxury laminate floors, recessed lighting, a spacious laundry room with cabinetry and sink, impact windows and sliders, and the oversized three car garage which is a rare and valuable feature. Baypointe Vista is a gated resort style community with a pool, fitness center, tennis and pickleball courts, fishing pier, kayak launch and storage, tiki bar, and an active social calendar. HOA fees cover cable, internet, water, and sewer. Ideally located between Sarasota and Venice, you are just minutes from Gulf beaches, shopping, dining, golf, medical facilities, and Pine View School. Experience turnkey coastal living with panoramic water views, elegant plantation shutters, and the convenience of a rare three car garage and impact windows and sliders. Schedule your private showing today.
Courtesy: GENEROUS PROPERTY
941-275-9399
**IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STORY, CUL DE SAC ESTATE in the Highly Sought-After SOUTHBAY Community** offers 3 BEDS, 2 FULL and 1 HALF BATHS plus STUDY/DEN – and is nearly 100% SOLAR-POWERED (details available)! This Custom and Updated home offers many premium features including elegant Bolivian woodwork, beautiful tile floors throughout, Expansive Kitchen with Hardwood Cabinets, Granite Counters and Stainless Steel Appliances. The Spacious primary bedroom suite offers multiple walk-in closets and even a BONUS ROOM (possible Gym, Nursery, etc.) while the primary bathroom includes dual sinks, spa tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Solar-Heated Pool (Resurfaced in 2021) and ample entertaining space in a private and serene setting. With its HIGH ELEVATION (and NO FLOODING concerns during recent hurricanes and NO storm Damage), this residence is situated on an Oversized, Cul De Sac Lot with Circular Driveway, has wonderful curb appeal and an Ideal SOUTHERN Rear Exposure! Recent UPDATES include NEW ROOF, NEW HURRICANE IMPACT WINDOWS & SLIDING DOORS, NEW LANAI CAGE and Much More! SOUTHBAY YACHT & RACQUET CLUB is a BOATING COMMUNITY with a 170 Boat MARINA, Clubhouse, Tennis and Pickleball Courts! SOUTHBAY is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**
Courtesy: HARRY ROBBINS ASSOC INC
941-924-8346
Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings with a mix of travertine, LVP, and tile flooring, plus a kitchen with solid wood cabinets, stainless steel appliances, beadboard ceiling, and custom backsplash. The screened second-story porch has an electronic roll-up system for open-air or enclosed comfort. A unique “hidden” door design allows the home to function as one residence or two separate units, with the lower level offering its own entrance, bedroom, bath, family room, and laundry—perfect for in-laws, guests, or rental income. Outdoors, enjoy lush landscaping, a tropical pool setting, and unbeatable location just a block from the public dock and kayak launch. Minutes to Sarasota, Venice Island, beaches, Legacy Trail, and Spanish Pointe.
Courtesy: EXP REALTY LLC
800-486-1794
Beautifully renovated home with a heated pool on just over half an acre. Nestled on a private, tree-lined street and surrounded by lush tropical landscaping, this property offers exceptional privacy and tranquility. This home has been completely renovated and is being sold turnkey. It has been successfully used as an investment property with substantial rental income. Recent updates include: interior renovation, new roof and pool cage rescreened (2021), pool pump (2022), HVAC (2023), water heater, well pump, and garage door opener (2024), plus automated pool cleaner and septic flush (2025). Enjoy the spacious layout, modern finishes, and resort-style outdoor living with a heated pool and screened lanai. The location is ideally situated between downtown Sarasota and Venice, with a short drive to area beaches, parks, restaurants, and shopping. Oscar Scherer State Park is directly across the street, offering birdwatching and nature trails. The Legacy Trail (Osprey Junction Trailhead) is just 3 minutes away, making this a very bike-friendly area. With no HOA and ample parking, you can bring your boat, RV, or other recreational toys-there's plenty of room to store them comfortably on the property. This property is the perfect combination of updated comfort, natural beauty, and an unbeatable location. Ideal as a full-time residence, seasonal retreat, or income-producing investment.
Courtesy: KELLER WILLIAMS ON THE WATER S
941-803-7522
Tranquil Coastal Living in Pine Run 244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown Sarasota. Step inside to discover light-filled spaces, a warm neutral palette, and a welcoming open layout. The kitchen stands out with stainless-steel appliances, a stylish glass backsplash, and playful custom cabinetry that adds personality and character. A cozy breakfast nook sits beside a large window overlooking lush greenery, creating the perfect spot to start your day. The spacious living and dining areas flow naturally toward a screened lanai with vaulted wood ceilings, where you can sip coffee in the morning or unwind at sunset to the sounds of nature. Both bedrooms are roomy and inviting, with the primary suite opening directly to the lanai for that indoor-outdoor lifestyle Florida is famous for. Pine Run offers resort-style amenities in a natural, park-like setting two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and kayak storage. With 20+ acres of native trees, walking trails, and tropical landscaping, this community feels worlds away yet sits moments from Tamiami Trail, dining, marinas, and the Gulf’s turquoise waters. Highlights: • 2 Bedrooms, 2 Bathrooms, 1,325 Sq Ft • Open, light-filled interior with stylish kitchen and breakfast nook • Vaulted, wood-ceiling lanai with peaceful treetop views • Primary suite with private lanai access • Full laundry, ample storage, and designated carport parking • Low-maintenance living with exceptional amenities • Minutes to Nokomis Beach, Casey Key, and downtown Sarasota Live easy. Breathe deep. Welcome home to Pine Run.
Courtesy: WILLIAM RAVEIS REAL ESTATE
941-867-3901
This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace. Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new A/C system, dishwasher and garbage disposal in 2025. Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast. Southbay Yacht & Racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. ft. clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the Intracoastal Waterway with no fixed bridges to hinder your journey to the Gulf. Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground. Ideal location conveniently nestled between downtown Sarasota and downtown Venice, this home is close to top-rated dining, shopping, and entertainment. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School. Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities
Courtesy: MICHAEL SAUNDERS & COMPANY
941-966-8000
One of the largest homes in Bay Oaks Estates, this 5-bed, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, lush landscaping, and a covered, columned entry with French double doors and an arched transom. Inside, high ceilings and an abundance of natural light set a welcoming tone. The formal living and dining rooms flow to the heart of the home – a well-appointed kitchen designed for everyday living and entertaining, featuring granite counters, tile backsplash, stainless appliances, a center island with raised breakfast bar, closet pantry, built-in desk and wine rack, recessed & pendant lighting, and a picturesque breakfast nook with wraparound windows. The kitchen opens to the spacious family room with a tray ceiling and mirrored media niche. A pocketing three-panel slider seamlessly extends the living space to the covered lanai and screened pool; additional sliders from the formal living room, the primary suite, and a secondary bedroom maintain the indoor–outdoor connection. Out back, the lanai enjoys a private, tranquil, tree-lined backdrop, overlooking a curved, free-form pool with twin arc fountain jets, a raised sun terrace for lounging, and generous space to relax or gather. A screen door leads to the lawn and a separate pergola patio with power – perfect for morning coffee or an evening grill. From the backyard you have direct access to the Legacy Trail, the popular paved, multi-use path linking Sarasota and Venice, for miles of biking and walking through nature. The private primary retreat offers lanai access, two closets (one walk-in), and a spa-like en-suite bath with a Jacuzzi jetted soaking tub framed by an arched window with plantation shutters, separate walk-in shower with wall body sprays, a long double vanity, and a private water closet. Thoughtful split-bedroom design places three secondary bedrooms and a full bath together in their own wing (one is oversized with lanai access that can flex as a game/media space), while a full 5th bedroom – currently used as an office – sits near the primary suite. An interior laundry room adds storage shelves, cabinets, and a utility sink. Major updates for peace of mind include: replumbed water lines, roof (2015), A/C (2019), new water heater (2024), new pool pump (2024), kitchen appliances (2021), washer and dryer (2023), polycarbonate storm panels, and irrigation. All in a well-kept, low-fee, pet-friendly Osprey community conveniently located just minutes from top-rated schools, including the prestigious Pine View School, and close to the Gulf beaches of world-renowned Siesta Key, Nokomis, and Venice, as well as Oscar Scherer State Park, and a variety of shopping, dining, entertainment, and everyday conveniences; the Gulf Coast lifestyle at its finest. Schedule your private showing today and fall in love with the lifestyle that 571 Pine Ranch East Rd has to offer.
Osprey is located in Florida. Osprey, Florida has a population of 6,395. Osprey is more family-centric than the surrounding county with 17.99% of the households containing married families with children. The county average for households married with children is 17.15%.
The median household income in Osprey, Florida is $87,120. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Osprey is 58.3 years.
The average high temperature in July is 90.8 degrees, with an average low temperature in January of 50.7 degrees. The average rainfall is approximately 54.3 inches per year, with 0 inches of snow per year.
