Southbay Yacht & Racquet Club Homes with Rain Gutters Exterior Features

Southbay Yacht & Racquet Club Homes with Rain Gutters Exterior Features

Welcome to Southbay Yacht & Racquet Club, a picturesque gem nestled in the heart of Osprey and Nokomis, Florida. This exclusive subdivision offers a unique blend of luxury living and vibrant community spirit, making it an ideal destination for those seeking a serene lifestyle by the water.

Southbay Yacht & Racquet Club boasts a stunning selection of homes, each designed with meticulous attention to detail. One of the standout features of these residences is the inclusion of rain gutters, ensuring that your home is not only beautiful but also practical. These exterior features are essential in maintaining the integrity of your property, directing rainwater away from the foundation and protecting your landscaping.

As you explore the community, you'll find that Southbay is more than just a collection of homes; it's a lifestyle. Residents enjoy access to a private marina, perfect for boating enthusiasts eager to explore the breathtaking waters of the Gulf of Mexico. The community also offers tennis courts and a clubhouse, providing ample opportunity for social gatherings and recreational activities.

The surrounding area is rich with natural beauty, offering easy access to pristine beaches, lush parks, and vibrant local shops and dining options. With a friendly atmosphere and a strong sense of community, Southbay Yacht & Racquet Club is not just a place to live; it's a place to thrive.

If you're ready to embrace a lifestyle filled with sun-soaked days and tranquil evenings, Southbay Yacht & Racquet Club is the perfect place to call home. Discover the charm and elegance of this remarkable community today!

Newest Southbay Yacht & Racquet Club Homes with Rain Gutters Exterior Features

154 Lookout Point Drive, Osprey
$2,095,000
4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

154 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
1527 Buoy Lane, Osprey
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 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 including an air conditioned, secure 12x7 storeroom. Southbay Yacht and Racquet Club offers a clubhouse, tennis, pickleball, basketball, shuffleboard, playground, and low fee, exclusive dockage for residents in the deep water marina. Frequent community activities provide opportunities for an active social atmosphere from cruises to sports.

1527 Buoy Lane, Osprey
313 Lookout Point Drive, Osprey
$5,299,999
4 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey
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