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

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1484 Seafarer Dr, Osprey, FL 34229
1484 Seafarer Dr, Osprey, FL 34229
1484 Seafarer Dr, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast’s most coveted communities—where every day feels like a vacation! Southbay boasts a world-class private marina with 172 deep-water slips, accommodating yachts up to 55 feet, along with personal watercraft and kayaks. Slip rentals are available and offered at a highly competitive rate, making this an exceptional value for boating enthusiasts. This remarkable residence is one of the largest in the community and offers a rare 3-car, side-load garage with a dedicated workshop—perfect for collectors, creatives, or anyone in need of additional space. Step outside to your private oasis: a peaceful lanai overloo

$1,295,000

4 beds3.5 baths3,479 sq ft

1484 Seafarer Dr, Osprey, FL 34229

0.26 acre lot • $204 HOA • 3 garage spots

OPEN SUN, 1PM TO 3PM

180 Lookout Point Dr, Osprey, FL 34229
180 Lookout Point Dr, Osprey, FL 34229
180 Lookout Point Dr, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club—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 five-bedroom, 3.5-bath, 3,236-square-foot home blends solid block construction with high-end design and cutting-edge technology. No detail was overlooked including a standing seam metal roof, all new high-velocity impact windows, hurricane-rated garage doors and fully integrated Alexa features throughout. Wide-plank wood floors lead through a thoughtfully designed

$2,299,900

5 beds3.5 baths3,236 sq ft

180 Lookout Point Dr, Osprey, FL 34229

0.4 acre lot • $204 HOA • 2 garage spots

1527 Buoy Ln, Osprey, FL 34229
1527 Buoy Ln, Osprey, FL 34229
1527 Buoy Ln, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large covered outdoor living space overlooking the large lanai with tv, private tanning area, and room to entertain. A split bedroom design, game room with space for billiards table, and separate dining area, and great room surround the private courtyard layout designed to entertain. Ample storage throughout

$1,279,000

3 beds2.5 baths2,830 sq ft

1527 Buoy Ln, Osprey, FL 34229

0.27 acre lot • $204 HOA • 2 garage spots

238 Lookout Point Dr, Osprey, FL 34229
238 Lookout Point Dr, Osprey, FL 34229
238 Lookout Point Dr, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile flooring and a wall of sliding glass doors that seamlessly connect to the expansive covered lanai. The open floor plan is perfect for entertaining, with a dining area adjacent to the sophisticated kitchen equipped with 42” cabinets, stone countertops, stainless steel appliances, a breakfast ba

$959,000

3 beds2.5 baths2,676 sq ft

238 Lookout Point Dr, Osprey, FL 34229

0.28 acre lot • $204 HOA • 2 garage spots

172 Sea Anchor Dr, Osprey, FL 34229
172 Sea Anchor Dr, Osprey, FL 34229
172 Sea Anchor Dr, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
One or more photo(s) has been virtually staged. Welcome to your dream home! This 3-bedroom, 3-Bath residence offers the perfect blend of comfort, style, and outdoor living. Step inside to an open floorplan featuring a spacious living area, modern kitchen with stainless steel appliances. The separate den allows the perfect place to work from home! The highlight of this home is the inviting saltwater pool and roomy screened lanai. New tile roof and hurricane impact windows will give you peace of mind and protection. Additional features include a community clubhouse, private marina, waterfront park with a view of the Intracoastal, tennis courts, playground, pickleball and a prime location clos

$950,000

3 beds3 baths2,283 sq ft

172 Sea Anchor Dr, Osprey, FL 34229

0.27 acre lot • $204 HOA • 2 garage spots

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

$2,495,000

4 beds4 baths2,572 sq ft

312 Yacht Harbor Dr, Osprey, FL 34229

Property at 120 Lookout Point Dr, Osprey, FL 34229, 4 beds, 3 baths

$1,199,000

4 beds3 baths2,925 sq ft

120 Lookout Point Dr, Osprey, FL 34229

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Nearby homes that match your criteria

1728 S Creek Dr, Osprey, FL 34229
1728 S Creek Dr, Osprey, FL 34229
1728 S Creek Dr, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Immaculate 3-bedroom 2-bath home in the highly desirable waterfront gated community of South Creek. This meticulously cared-for property features a 2,320 SqFt split floor plan with a primary suite on one side and a guest retreat on the other side, all facing the outdoor living with a lap pool surrounded by lush landscaping. The second bath room is a pool bath. Additional home features include a great kitchen with granite counters, stainless steel appliances and double pantry. The kitchen is open on the family room that has a wood burning fireplace. Enjoy South Creek amenities which include tennis, pickleball, basketball, kayak launch, social events, and a day dock for boating enthusias

$774,900

3 beds2 baths2,320 sq ft

1728 S Creek Dr, Osprey, FL 34229

0.33 acre lot • $150 HOA • 2 garage spots

570 Blackburn Point Rd #11, Osprey, FL 34229
570 Blackburn Point Rd #11, Osprey, FL 34229
570 Blackburn Point Rd #11, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Dry boat slip for sale at Osprey Harbor Village, hurricane-protected dry storage with top-tier amenities! Keep your boat safe from Floridas 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 33L x 10.5W x 6.5H. 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, its a boaters dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy

$42,500

— beds— baths— sq ft

570 Blackburn Point Rd #11, Osprey, FL 34229

1.04 acre lot • $362 HOA • Car-dependent

570 Blackburn Point Rd #6, Osprey, FL 34229
570 Blackburn Point Rd #6, Osprey, FL 34229
570 Blackburn Point Rd #6, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Dry Boat Slip for Sale – Osprey Harbor Village, Sarasota County Secure your spot in one of Sarasota County’s premier boating destinations with this hurricane-protected dry boat slip at Osprey Harbor Village. Designed to offer both protection and convenience, this indoor slip ensures your boat is shielded from Florida’s unpredictable weather — potentially reducing your insurance premiums by eliminating storm prep. Slip Size: Accommodates boats up to 30’-6” L x 10’ W x 7’-6” H (Actual slip size: 31' long x 11' wide x 9'-6" high) Prime Location: Located just before the swing bridge to Casey Key at ICW Marker 33, north of Black

$44,000

— beds— baths— sq ft

570 Blackburn Point Rd #6, Osprey, FL 34229

1.04 acre lot • $680 HOA • Car-dependent

1801 Highland Rd, Osprey, FL 34229
1801 Highland Rd, Osprey, FL 34229
1801 Highland Rd, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Enjoy this Key West-style townhome in Towns-End Shores-maintenance-free living at its best! Beautifully upgraded with porcelain wood look tile flooring, crown molding and 9-foot ceilings, this 2 bed/2 bath townhome features granite countertops, wood cabinetry, an enclosed Florida room, and a spacious 2-car garage. Enjoy a tropical private backyard oasis and community pool amenities. Original metal roof, A/C 2010, Hot Water Heater 2013 This home is ideally located just minutes from pristine Gulf beaches, dining, boutiques, shopping, airports, Shoreland Park, The Legacy Trail, and Oscar Scherer State Park. Perfect for outdoor enthusiasts, this townhome is a sanctuary for those who seek bea

$380,000

2 beds2 baths1,165 sq ft

1801 Highland Rd, Osprey, FL 34229

4,505 sq ft lot • $133 HOA • 2 garage spots

1164 Beachcomber Ct #19, Osprey, FL 34229
1164 Beachcomber Ct #19, Osprey, FL 34229
1164 Beachcomber Ct #19, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable waterfront communities! This rarely available, beautifully appointed townhome offers the best of maintenance-free, coastal living in a gated community featuring resort-style amenities including a heated pool, cabana, tiki bar, and more. Enjoy peace of mind with a new roof (2025) and new impact-rated hurricane windows (2023) in the enclosed sunroom —providing storm protection, energy efficiency and quiet comfort. This turnkey-furnished residence is move-in ready, ideal for full-time living, a seasonal retreat or a vacation rental opportunity. Inside, the open-co

$550,000

3 beds2.5 baths1,952 sq ft

1164 Beachcomber Ct #19, Osprey, FL 34229

$1,063 HOA • Garage • Community pool

137 Woodland Pl, Osprey, FL 34229
137 Woodland Pl, Osprey, FL 34229
137 Woodland Pl, Osprey, FL 34229
ABOUT THIS HOME
Southbay Yacht & Racquet Club, FL Homes for Sale
Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charming unit and enjoy a cup of tea on your tranquil and private outside deck, nestled in a wooded, West of Trail paradise! The condo is surrounded by a backdrop of nature and you can enjoy the outdoors on three balconies which is wonderfully unique! The unit features generous room sizes with plenty of light throughout, soft tones, high ceilings, NEW paint--a neutral pallet of freshly painted walls and NEW carpet in the living room. This immaculate home comes complete with a carport and two outdoor storage closets. You can also enjoy the cross breezes provided by windows on all

$188,000

2 beds2 baths1,325 sq ft

137 Woodland Pl, Osprey, FL 34229

4.39 acre lot • $820 HOA • Community pool

Property at 570 Blackburn Point Rd #33, Osprey, FL 34229

$109,000

— beds— baths— sq ft

570 Blackburn Point Rd #33, Osprey, FL 34229

Property at 1313 Thornapple Dr, Osprey, FL 34229, 3 beds, 3 baths

$549,000

3 beds3 baths2,082 sq ft

1313 Thornapple Dr, Osprey, FL 34229

Property at 3300 Casey Key Rd, Nokomis, FL 34275, 4 beds, 4 baths

$6,750,000

4 beds4 baths4,350 sq ft

3300 Casey Key Rd, Nokomis, FL 34275

Property at 111 Woodland Pl, Osprey, FL 34229, 2 beds, 2 baths

$260,000

2 beds2 baths1,316 sq ft

111 Woodland Pl, Osprey, FL 34229

Based on information submitted to the MLS GRID as of Wed Jul 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
$799,000

Neighborhoods

Palmer Ranch homes for sale
$549,000
Calusa Lakes homes for sale
$795,000

Southbay Yacht & Racquet Club, FL real estate trends

$3.52M

Sale price

+161.1%
since last year

$667

Sale $/sq ft

+125.3%
since last year

Under list price

5.4%

Days on market

Down payment

—

Total homes sold

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