Southbay Yacht & Racquet Club, FL homes for sale & real estate

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OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space.

$800,000

3 beds2.5 baths2,134 sq ft

102 Windward Dr, Osprey, FL 34229

Spacious great room • Large private lot • Cathedral ceiling

OPEN SUN, 1PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custom kitchen, perfect for entertaining guests and hosting company. From the granite countertops to the gas cooktop, and custom cabinetry, it is a pleasure to cook in here! The dining room is spacious with plenty of room plus a built-in custom buffet. overlooking the expansive living room with a wood-burning fireplace. One special feature of this home is the designed media room, set up for a large screen TV, and sound specially wired throughout to achieve maximum viewing and listening pleasure. The

$895,000

3 beds2.5 baths2,676 sq ft

238 Lookout Point Dr, Osprey, FL 34229

Designed media room • Geo-thermal pool • Waterfront park

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a . 4-acre lot in Flood Zone X (no lender-required flood insurance), this never-lived-in five-bedroom, 3.5 bath, 3,236-square-foot home blends solid block

$2,299,900

5 beds3.5 baths3,236 sq ft

180 Lookout Point Dr, Osprey, FL 34229

Custom built-ins • Luxury smart home • 0.4 acre lot

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
At last- the home you've been looking for! This updated 3-bedroom 3 bath retreat is tucked inside a lively marina community where every day feels like vacation. This home features modern updates throughout, saltwater pool, den, in home gym, new tile roof, new AC, hurricane impact windows and doors as well as an easy low maintenance open floorplan. Enjoy boating, fishing, biking, pickleball and evenings by the community pool looking out over the marina watching amazing sunsets. Walk, bike our take a golf cart to nearby shopping, restaurants and tiki bars. A definite value in an amazing community!

$936,000

3 beds3 baths2,283 sq ft

172 Sea Anchor Dr, Osprey, FL 34229

Saltwater pool • In home gym • New tile roof

3D WALKTHROUGH

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
This well-maintained South Bay home is your key to enjoy one of the best neighborhoods in the area. This three-bedroom pool home has the perfect layout with the primary bedroom and en suite on one side of the home and the two additional bedrooms on the other. A major renovation in 2017 included new flooring thought the entire home, totally gutted and installed new bathrooms with custom vanities and all new interior shaker doors throughout the house. This home was re-piped for both water and sewer. Every ceiling was updated with a new surface and new recessed lighting. The shiplap living room is bright and airy and flows onto the lanai where you will find the resurfaced pool, a new cage and

$995,000

3 beds2 baths1,869 sq ft

1486 Landview Ln, Osprey, FL 34229

Custom vanities • Major renovation • New flooring

Property at 225 Harbor House Dr, Osprey, FL 34229, 6 beds, 4 baths

$2,690,000

6 beds4 baths4,546 sq ft

225 Harbor House Dr, Osprey, FL 34229

Property at 123 Windward Dr, Osprey, FL 34229, 3 beds, 2 baths

$850,000

3 beds2 baths1,894 sq ft

123 Windward Dr, Osprey, FL 34229

Property at 1602 Southbay Dr, Osprey, FL 34229, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths2,980 sq ft

1602 Southbay Dr, Osprey, FL 34229

Property at 1218 Yacht Harbor Dr, Osprey, FL 34229, 3 beds, 3 baths

$1,150,000

3 beds3 baths3,297 sq ft

1218 Yacht Harbor Dr, Osprey, FL 34229

Property at 312 Yacht Harbor Dr, Osprey, FL 34229, 4 beds, 4 baths

$2,299,000

4 beds4 baths2,572 sq ft

312 Yacht Harbor Dr, Osprey, FL 34229

Property at 219 Keel Way, Osprey, FL 34229, 3 beds, 2.5 baths

$1,175,000

3 beds2.5 baths2,735 sq ft

219 Keel Way, Osprey, FL 34229

Property at 1527 Buoy Ln, Osprey, FL 34229, 3 beds, 2.5 baths

$1,219,000

3 beds2.5 baths2,830 sq ft

1527 Buoy Ln, Osprey, FL 34229

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ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches. Walking distance to Casey Key Mainland (Chef Rolfs), private community Shoreland Park & Oscar Scherer State Park. Minutes away from COSTCO, Publix, Target, Richard's, YMCA Potter Park, waterfront dining (Casey Key Fish House & Tiki bar - waterfront , Spanish Point restaurant & Tiki Bar. The townhouse is close to Laurel Rd and Saraso

$443,000

2 beds2 baths1,725 sq ft

1811 Highland Rd, Osprey, FL 34229

Community pool • Screened balcony • Granite countertop

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
This stunning Lee Wetherington-built home in Osprey's Willowbend community beautifully combines Florida's natural charm with elegant living. The desirable Willow floor plan with a sparkling pool and lanai offers a serene private space, just a short distance to the community's heated pool and spa. Inside, the home showcases meticulous attention to detail with features such as high ceilings, architectural details like arches and insets, sconce lighting, crown molding, tray ceilings and shutters. The layout promotes a refined atmosphere where the subtle color palette, which is newly painted, fosters a seamless transition between indoor and outdoor spaces, ideal for enjoying Florida's unique cl

$595,000

3 beds2 baths2,172 sq ft

1337 Copperwood Dr, Osprey, FL 34229

High ceilings • Private space • Sconce lighting

3D WALKTHROUGH

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
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- S

$635,000

3 beds2 baths2,298 sq ft

510 Latitude Ln, Osprey, FL 34229

Glass block accents • High tray ceilings • Built in shelving

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
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 y

$89,000

— beds— baths— sq ft

570 Blackburn Point Rd #35, Osprey, FL 34229

Valet boat service • Full service marina • Maintenance racks

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
One or more photo(s) has been virtually staged. Light and bright 2-bedroom, 2-bath townhome in the desirable Town-End Shores community of Osprey! This beautifully maintained home features an open-concept first floor with a spacious living room, dining area, and a Florida room with sliding glass doors for added natural light. The gorgeous kitchen boasts granite countertops, perfect for cooking and entertaining. Elegant tray ceilings, crown molding, and 9-foot ceilings enhance the first floor living space. The flooring is a beautiful wood look tile and LVP throughout the home. Upstairs, you’ll find both bedrooms, including the primary suite with a walk-in closet. As an extra bonus, ther

$340,000

2 beds2 baths1,165 sq ft

1801 Highland Rd, Osprey, FL 34229

Community pool • Florida room • Granite countertops

3D & VIDEO TOUR

ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Welcome to a beautiful residence where comfort, privacy, and functionality come together seamlessly. A paver driveway, tile roof, mature landscaping, and a charming paver walkway set the tone as you arrive, leading to an inviting French door entry framed by a transom window. Inside, tile floors stretch through the main living areas, beginning with a light-filled foyer adorned with a chandelier. Flowing effortlessly into the heart of the home, the dining area offers an elegant setting for entertaining, complete with a chandelier and a niche perfectly sized for a buffet or credenza. The adjacent great room impresses with a wall of sliding glass doors, double tray ceilings, recessed lighting,

$620,000

3 beds2 baths2,298 sq ft

556 Crane Prairie Way, Osprey, FL 34229

French door entry • Tile roof • Paver driveway

Property at 570 Blackburn Point Rd #11, Osprey, FL 34229

$42,500

— beds— baths— sq ft

570 Blackburn Point Rd #11, Osprey, FL 34229

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Southbay Yacht & Racquet Club, FL

Cities

Sarasota homes for sale
$905,020

Neighborhoods

Palmer Ranch homes for sale
$484,450
Calusa Lakes homes for sale
$729,000

Southbay Yacht & Racquet Club, FL real estate trends

$1.2M

Sale price

+33.3%
since last year

$344

Sale $/sq ft

+13.5%
since last year

Under list price

Days on market

Down payment

—

Total homes sold

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