Southbay Yacht & Racquet Club Homes with Pool Amenities

Southbay Yacht & Racquet Club Homes with Pool Amenities

Welcome to Southbay Yacht & Racquet Club, a hidden gem nestled in the picturesque surroundings of Osprey and Nokomis, Florida. This vibrant subdivision offers a unique blend of luxurious living and a laid-back coastal lifestyle, making it the perfect place for families, retirees, and anyone seeking a serene escape.

Southbay Yacht & Racquet Club is renowned for its stunning waterfront properties, many of which boast private pools that serve as the perfect oasis for relaxation and recreation. Imagine soaking up the Florida sunshine while lounging poolside, or hosting unforgettable gatherings with friends and family in your own backyard paradise. The community is designed for those who appreciate the finer things in life, with homes that feature spacious layouts, modern amenities, and exquisite finishes.

Beyond the allure of the homes, the Southbay community offers a wealth of amenities to enhance your lifestyle. Residents can enjoy access to a private marina, perfect for boating enthusiasts looking to explore the beautiful waters of the Gulf Coast. Tennis courts, walking trails, and lush green spaces provide ample opportunities for outdoor activities, ensuring that you can stay active while soaking in the natural beauty that surrounds you.

With its prime location in Sarasota County, Southbay Yacht & Racquet Club is just a stone's throw away from stunning beaches, fine dining, and vibrant cultural attractions. Experience the charm of coastal living in this exceptional community, where every day feels like a vacation. Come discover your dream home at Southbay Yacht & Racquet Club – where luxury meets leisure in the heart of Florida's paradise!

Newest Southbay Yacht & Racquet Club Homes with Pool Amenities

1474 Landview Lane, Osprey
$1,485,999
4 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Welcome to 1474 Landview Ln, a charming single-family home located in the desirable Southbay Yacht & Racquet Club in Osprey, FL. This spacious property features and exceptional layout with a total finished area of 3,246 sq.ft. As you step inside, you'll be greeted by a warm and inviting atmosphere with plenty of natural light flowing through the home. Quality, attention to detail, and fine finishes surround you in every room. The interior features 3 bathrooms, providing convenience and privacy for all residents and guests. Premium upgrades throughout include a built-in coffee system, custom cabinetry, multiple living rooms- including a 6' fireplace! The gourmet kitchen flows into the hearth room and simultaneously opens to the pool counter. The lot size is an impressive 10,560 sq.ft. offering ample outdoor space for entertaining, gardening, or simply relaxing in serene privacy. Whether you're looking to host a BBQ with friends or enjoy a quiet evening under the stars, this property has plenty of room to accommodate your lifestyle. Southbay Yacht & Racquet Club has it's own PRIVATE MARINA with well maintained boat slips up to 55ft. Easy access to the ICW and Gulf passes make Southbay one of Florida's most unique neighborhoods. Southbay is conveniently located near a variety of amenities and attractions, including the Heritage Bicycle and Recreational Trail. Finally, shopping, dining, a micro brewery, coffee shop, Pilates studio, fitness center, beauty salon and more are accessible with your golf cart via a designated entrance to the adjacent shopping center. Don't miss your chance to make this wonderful property your new home. With its ideal location, ample space, and charming features, boat slip, racquet courts, and more, 1474 Landview Ln is the perfect place to create lasting memories and enjoy the Florida lifestyle to the fullest. Contact us today to schedule a showing and see all that this property has to offer.

1474 Landview Lane, Osprey

275 Lookout Point Drive, Osprey
$4,590,000
5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey

206 Four Knot Lane, Osprey
$1,690,000
3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
LOVE BOATING? LOVE SARASOTA, FLORIDA? THIS HOME HAS A LIFESTYLE YOU DON'T FIND EVERY DAY! What makes this Osprey home in Sarasota County truly special isn't just the beautifully reimagined residence—it's the boating, recreation, and coastal lifestyle of Southbay Yacht & Racquet Club, a marina and golf-cart-friendly community! Imagine mornings on the water, afternoons beside your private heated pool, and evenings cruising the neighborhood by golf cart or entertaining friends at home. Welcome to 206 Four Knot Lane, featuring 2,411 square feet, 3 bedrooms, 2 bathrooms, and a thoughtfully designed split floor plan with an adjoining office/den within the primary suite. THE HEART OF THE HOME IS A SPECTACULAR 14' × 37' PRIVATE HEATED POOL, set in a courtyard-style space surrounded on three sides by the residence. Expansive sliding glass doors connect interior rooms to the pool and lanai, creating an exceptional indoor-outdoor living environment. The beautifully reimagined gourmet kitchen features an oversized island with seating for approximately 8–10, GE Monogram appliances, a beverage refrigerator, pop-up outlets, a two-drawer dishwasher, and thoughtfully designed cabinetry. A pantry/laundry room combines a coffee or tea bar, utility sink, and stackable washer and dryer. Italian porcelain plank tile, updated doors and moldings, and distinctive shiplap ceiling details complement the home's refined coastal design. THE PRIVATE PRIMARY SUITE includes an office/den positioned along the passage to the en suite bathroom. This flexible space can serve as a home office, reading retreat, sitting area, or potentially an additional walk-in closet. The primary bath features a soaking tub, custom cabinetry, and carefully selected finishes. Two additional bedrooms provide comfortable accommodations. MAJOR IMPROVEMENTS include a 2020 roof, impact-resistant windows and sliding glass doors installed in 2020, two-zone air conditioning updated in 2025, and newer appliances. A two-car garage, additional storage, and multiple outdoor living spaces enhance everyday convenience. THE SOUTHBAY LIFESTYLE—MARINA LIVING, GOLF CARTS & RESORT-STYLE AMENITIES! Residents enjoy a 172-slip deep-water marina with access to the Intracoastal Waterway and Gulf waters beyond, plus a clubhouse, heated community pool and spa, fitness center, tennis and pickleball courts, kayak facilities, and recreational activities. Marina slips are separate and subject to availability and applicable fees. Southbay's golf-cart-friendly neighborhood is conveniently located near Nokomis Beach, restaurants, shopping, and Sarasota's cultural attractions. Whether you're looking for a full-time residence, seasonal retreat, or a boating and recreational lifestyle, 206 Four Knot Lane presents a distinctive opportunity to enjoy Southwest Florida living. BEAUTIFULLY REIMAGINED. EXCEPTIONALLY DESIGNED. COASTAL LIVING AT ITS BEST.

206 Four Knot Lane, Osprey

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