Southbay Yacht & Racquet Club Homes with Park Amenities

Southbay Yacht & Racquet Club Homes with Park Amenities

Welcome to Southbay Yacht & Racquet Club, an exquisite waterfront community nestled in the heart of Osprey, Florida, just a stone's throw from the vibrant Nokomis area. This charming subdivision is a hidden gem that offers an exceptional lifestyle, combining the serene beauty of nature with the excitement of active living.

Southbay Yacht & Racquet Club is renowned for its stunning homes, many of which boast breathtaking views of the shimmering waters of the intercoastal. Residents enjoy a variety of architectural styles, from elegant single-family homes to luxurious villas, each designed to embrace the Florida lifestyle. The community is not just about beautiful homes; it’s also about creating a vibrant social fabric.

One of the standout features of Southbay is its impressive array of park amenities. With direct access to private docks, residents can indulge in boating, kayaking, and fishing right from their backyard. The community also offers well-maintained tennis courts, a sparkling swimming pool, and lush green parks perfect for picnics or leisurely strolls. Whether you’re an active individual or someone who prefers a more laid-back lifestyle, Southbay offers the perfect blend of relaxation and recreation.

The location is another bonus, with nearby Nokomis and Osprey providing a plethora of dining, shopping, and entertainment options. The pristine beaches of the Gulf Coast are just minutes away, making it easy to enjoy sun-soaked days by the shore.

In Southbay Yacht & Racquet Club, you’re not just buying a home; you’re investing in a lifestyle rich in community, recreation, and natural beauty. Experience the allure of this exceptional neighborhood and discover your perfect piece of paradise in sunny Florida!

Newest Southbay Yacht & Racquet Club Homes with Park Amenities

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

Start Your Search