Southbay Yacht & Racquet Club Homes with Stucco Exterior Construction

Southbay Yacht & Racquet Club Homes with Stucco Exterior Construction

Welcome to Southbay Yacht & Racquet Club, a hidden gem nestled in the charming coastal community of Osprey, Florida. This exquisite subdivision offers the perfect blend of luxury and leisure, making it an ideal destination for those seeking a vibrant, active lifestyle amid stunning natural surroundings.

Southbay Yacht & Racquet Club is renowned for its impressive array of amenities, including a private marina, tennis courts, and a clubhouse that fosters community spirit. Residents enjoy easy access to the tranquil waters of the Gulf of Mexico, perfect for boating, fishing, or simply soaking up the sun on the pristine beaches nearby. The lush landscapes and manicured gardens create a picturesque setting that enhances the overall allure of this exclusive community.

The homes within Southbay Yacht & Racquet Club are crafted with care, featuring beautiful stucco exterior construction that not only adds to the aesthetic appeal but also ensures durability and low maintenance. With a variety of architectural styles, these residences offer spacious floor plans and modern finishes, catering to the diverse needs of families and individuals alike. Imagine stepping into your own sanctuary, where elegant design meets the warmth of a welcoming neighborhood.

Living in Southbay Yacht & Racquet Club means embracing a lifestyle filled with outdoor adventures, community events, and the serene beauty of Florida's natural landscape. Whether you're enjoying a sunset stroll along the marina or hosting a gathering at the clubhouse, you'll find that every day feels like a vacation in this idyllic enclave. Discover the charm of Southbay Yacht & Racquet Club and make it your next home!

Newest Southbay Yacht & Racquet Club Homes with Stucco Exterior Construction

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
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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