Windstar Naples Real Estate : 1 Homes for Sale

Clipper Cove Windstar Naples Homes for Sale: Welcome to 3852 Clipper Cove Drive, a beautifully designed 3-bedroom, 3-bathroom residence offering spacious living, exceptional entertaining areas, and a private pool facing south and overlooking the 10th hole of the golf course. Complete with an oversized 2-car garage, this home combines everyday functionality with the relaxed lifestyle Naples is known for. The main-floor owner’s suite creates a private retreat with a generous walk-in closet and large en-suite bathroom, providing the convenience and comfort of main-level living. Throughout the home, expansive gathering and entertaining spaces provide plenty of room to host family and friends while still offering comfortable separation for guests. The living areas flow naturally toward the outdoor space, where the pool and golf course setting become an extension of the home. Spend afternoons poolside, entertain guests in the Florida sunshine, or unwind in the evening while overlooking the 10th hole. With 3 bedrooms, 3 bathrooms, an oversized 2-car garage, a main-floor owner’s suite, generous entertaining spaces, and a private pool overlooking the golf course, 3852 Clipper Cove Drive offers an exceptional opportunity to enjoy the Naples lifestyle both inside and out.

Harrington Sound Windstar Naples Homes Under Contract: Set on an impressive half-acre homesite in the coveted Harrington Sound enclave of Windstar on Naples Bay, this custom single-story estate captures sweeping lake and golf course views while offering an exceptional blend of privacy, space and resort-inspired living. Encompassing nearly 3,300 square feet, the residence features four bedrooms plus a den, three-and-a-half baths and a three-car garage, all surrounded by beautifully established landscaping. The heart of the property is its extraordinary outdoor living environment. Nearly 2,600 square feet of screened space creates a private retreat overlooking the lake and Windstar’s picturesque fourth fairway. A generous covered lanai with a fully equipped summer kitchen provides an ideal setting for alfresco dining and entertaining, while the heated pool and spa invite year-round enjoyment against a backdrop of tranquil water and manicured golf course vistas. Thoughtfully designed for comfortable everyday living as well as entertaining, the home offers spacious interiors and the ease of single-level living. Valuable improvements include electric storm shutters, a roof approximately five years old and a whole-house Generac generator installed in 2020, providing added convenience and peace of mind. An optional social membership to Windstar Country Club is available with the purchase of the residence, offering the opportunity to experience one of Naples’ distinctive waterfront club lifestyles. Situated directly on Naples Bay, Windstar features a Tom Fazio-designed golf course, beautifully redesigned clubhouse overlooking the bay, waterfront dining, fitness facilities, clay tennis courts and bocce. Boating enthusiasts enjoy a 72-slip deep-water marina with direct Gulf access in less than ten minutes, while the private Keewaydin Island Beach Club and club boat shuttle provide an extraordinary way to enjoy Southwest Florida’s coastal lifestyle. With its expansive homesite, remarkable outdoor living spaces and panoramic lake and fairway setting, this Harrington Sound estate presents a rare opportunity to enjoy the very best of Windstar on Naples Bay. I

Southpointe Yacht Club Windstar Naples Homes: Rare waterfront estate on exclusive Southpointe Island at Windstar on Naples Bay. Tucked behind double gates within an intimate enclave of only ten estate residences, this exceptional property offers privacy, direct Gulf access, and an unparalleled Naples lifestyle just minutes from downtown and world-renowned beaches. Positioned on nearly half an acre, this home features a private 40-ft dock in the backyard with the option to purchase an additional 50-ft protected slip in Windstar’s private marina—an extraordinary offering seldom available in Naples Bay communities. Spanning over 6,100 sq ft of refined interior living space, this 5-bedroom + den, 4 full and 2 half bath residence showcases spectacular 20+ ft contoured ceilings, abundant natural light, and meticulous attention to detail throughout. The chef’s kitchen is designed for both function and style, featuring custom cabinetry imported from Japan, quartzite countertops, a gas cooktop island, premium appliances, and seamless flow to the expansive outdoor living areas. The luxurious owner’s suite offers tranquil water and preserve views, a private balcony, and a spa-inspired bath with jetted soaking tub and walk-in steam shower. An elevator provides convenient access to the second level. Impact-resistant WinDoor windows and doors and a newer roof provide peace of mind. Outdoor living is exceptional, with nearly 5,000 sq ft of covered and open-air space including multiple balconies, a custom saltwater pool and spa with cascading water features, summer kitchen, and spacious lanai—ideal for entertaining or quiet waterfront relaxation. Residents of Windstar on Naples Bay enjoy access to a full suite of private club amenities, including championship golf, tennis, an active clubhouse, private beach access via shuttle, and a full-service marina with harbormaster. Membership opportunities subject to club approval and availability. A rare opportunity to own an estate-level waterfront home combining boating, privacy, and proximity at an exceptional value on Naples Bay.

Ketch Cay Windstar Naples Homes: Perfectly positioned to capture serene lake views and the natural beauty of Ketch Cay, this immaculate residence in Windstar on Naples Bay offers an exceptional blend of comfort, style, and lifestyle. From the moment you arrive, the home’s pristine condition and thoughtful design are evident, creating a true move-in ready opportunity. Inside, warm wood flooring flows throughout the main living areas, complementing a light, modern aesthetic. The beautifully appointed kitchen features sleek solid-surface countertops, quality cabinetry, and a functional layout ideal for both everyday living and entertaining. Multiple glass doors seamlessly connect the interior to the outdoor living space, where a screened lanai invites you to relax and unwind while enjoying peaceful water views. The outdoor setting is equally impressive, highlighted by a sparkling pool and spa surrounded by a spacious covered seating area—perfect for year-round enjoyment of Southwest Florida’s coastal climate. Whether hosting guests or enjoying a quiet evening at home, this private retreat delivers the best of indoor-outdoor living. Residents of Windstar on Naples Bay enjoy an unparalleled amenity package, including a Tom Fazio-designed championship golf course, a private deep-water marina with direct Gulf access, and a private beach club on Keewaydin Island accessed via the community’s exclusive shuttle boat. Additional offerings include tennis, a state-of-the-art fitness center, waterfront dining, and a vibrant social calendar. Just beyond the gates, the thriving Bayshore Arts District adds even more appeal, with nearby destinations such as the Naples Botanical Garden and the USOP National Pickleball Center, along with an array of local restaurants, galleries, and waterfront venues. The newly completed boardwalk connecting to Sugden Regional Park enhances walkability and provides scenic access to outdoor recreation. All of this, just minutes from downtown Naples, world-class shopping, fine dining, and the area’s renowned white sand beaches—making this exceptional property a perfect blend of luxury, location, and lifestyle.

Clipper Cove Windstar Naples Homes: Perfectly positioned within the private enclave of Windstar, 3808 Clipper Cove Drive captures the essence of refined Naples living with sweeping southern exposure, expansive golf course vistas, and tranquil lake views that glow beneath endless sunset skies. Spanning over three thousand two hundred square feet under air, this four-bedroom plus den residence showcases an extraordinary floor plan designed for both elegant entertaining and relaxed daily living. Soaring ceilings and generous glass sliders frame panoramic fairway and water views, filling the interiors with natural light throughout the day. The main living areas flow effortlessly onto the outdoor lanai, where serene mornings transition into golden evenings overlooking the manicured greens and shimmering lake beyond. The kitchen is thoughtfully positioned at the heart of the home, offering abundant cabinetry, generous counter space, and seamless connectivity to the living and dining areas—ideal for hosting intimate gatherings or larger soirées. The primary suite is privately situated and generously scaled, with tranquil views, a spacious bath, and ample closet space designed for comfort and retreat. A separate den provides flexibility for a private office, media lounge, or library. The southern exposure ensures sun-drenched pool days and year-round enjoyment of the outdoor living spaces, while immediate golf membership availability presents a rare opportunity within this highly desirable community. Located just minutes from Naples’ celebrated dining, shopping, and cultural destinations, 3808 Clipper Cove Drive offers an exceptional lifestyle defined by championship golf, serene views, and effortless elegance. Discover the opportunity to make this remarkable Windstar residence your own and experience the elevated standard of living that defines Naples.

Ketch Cay Windstar Naples Homes: Offering the rare option to secure an IMMEDIATE FULL GOLF MEMBERSHIP at Windstar on Naples Bay (separate fee required) and skip the current seven-year waitlist, 4959 Bollard Court presents an exceptional opportunity to experience one of Naples’ most coveted private club lifestyles without delay. Tucked away on a quiet cul-de-sac in the highly sought-after Ketch Cay neighborhood, this private single-family residence is set on an expansive 0.48-acre homesite, surrounded by lush landscaping and tranquil golf course views. With three bedrooms, two bathrooms, and 2,168 square feet under air, the home offers a total of 4,672 square feet designed for both comfortable living and elevated entertaining. Inside, the home features both a formal living room and a spacious family room, creating a warm and inviting flow ideal for everyday living or hosting guests. The kitchen is thoughtfully designed with a center island and abundant cabinet space, offering both functionality and storage while serving as a natural gathering place for family and friends. Plantation shutters throughout add timeless elegance while enhancing privacy and natural light control, complementing the home’s relaxed yet refined ambiance. What truly sets this property apart is its exceptional outdoor living, with a combined 1,642 square feet of screened space thoughtfully divided between TWO distinct lanais, creating multiple areas to relax and entertain. The expansive rear lanai overlooks Windstar’s 6th hole and green, along with the 7th tee box, offering peaceful, panoramic golf course views and a serene backdrop for morning coffee or sunset evenings. A separate screened courtyard lanai provides a second private retreat, complete with a heated pool, spa, generous lounging and dining areas, and an outdoor wet bar, delivering a true resort-style experience right at home. Residents of Windstar on Naples Bay enjoy access to a Tom Fazio-designed championship golf course, a private deepwater marina with direct Gulf access, and a private beach club on Keewaydin Island accessible via the community’s exclusive boat shuttle. Additional amenities include tennis, a state-of-the-art fitness center, waterfront dining, and a vibrant social scene, all just minutes from downtown Naples, world-class shopping, dining, and white sand beaches. Just outside Windstar's gates, the vibrant Bayshore Arts District offers a dynamic mix of culture, dining, and outdoor living. Enjoy easy access to the Naples Botanical Garden, the USOP National Pickleball Center, and a growing collection of local restaurants and waterfront dining. The newly completed boardwalk connecting the district to Sugden Regional Park enhances walkability with scenic waterfront trails and recreational spaces, perfectly complementing the Naples lifestyle.

Somerset At Windstar Windstar Naples Homes: ** Full golf membership to Windstar Club eligibility ** Welcome to 2193 Paget Circle in desirable enclave of Windstar on Naples Bay. Enter this 2-story residence from a private courtyard walkway into a welcoming foyer and an open-concept living area with soaring ceilings. Spacious living room with wall of glass opens out to lanai with expansive southwestern vistas of the 10th fairway, lake and sunsets set amongst mature ficus trees. Eat-in kitchen with white shaker cabinetry, granite countertops and stainless steel appliances. Master suite oasis with spacious bedroom overlooking fairway and lake leads to a tastefully updated spa-like en-suite bathroom. A den with glass French doors could also serve as additional guest quarters plus powder room. Upstairs is ideal guest quarters with 2 generous sized bedrooms, updated hall bathroom plus a loft-space. Lovely and very private outdoor space with mature landscaping creates a truly private setting. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course that offers direct bay access, a private beach plus dock on Keewaydin Island with boat shuttle plus a full service 73-slip deep water marina. Newly renovated clubhouse (separate membership) with multiple dining areas with stunning views of Naples Bay and Port Royal and Royal Harbor, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center slated for 2026 completion. Preferred location just a short drive via car, bike or golf cart to downtown's 5th Avenue known worldwide for its fine dining, shopping and beaches. Situated in the vibrant Bayshore Arts District, Windstar is walkable to Naples Botanical Garden and Naples Pickleball Center home of the pickleball US Open. Easy access to I-75, Naples and Fort Myers airports.

Somerset At Windstar Windstar Naples Homes: Tucked away on a quiet cul-de-sac in the Somerset neighborhood of Windstar on Naples Bay, 2128 Paget Circle is a beautifully renovated retreat that lives like a private single family home while offering the ease of a lock and leave lifestyle. Offering 2,456 square feet under air and 3,120 total square feet, this spacious two story residence features four bedrooms plus a loft, two full bathrooms, and one half bath. The versatile loft provides ideal space for a home office, media room, or additional guest retreat, allowing everyone to spread out comfortably. Major renovations and significant updates elevate this home beyond expectations. Thoughtfully selected finishes and modern improvements create a refined yet welcoming atmosphere. The result is a move in ready property that delivers style, comfort, and exceptional value within one of Naples’ most desirable gated communities. The outdoor living space is designed for true Florida living. Professionally and lushly landscaped, the private backyard is perfect for indoor outdoor entertaining. The sparkling pool is surrounded by expansive areas for sunning and swimming, along with a dedicated barbecue grill area ideal for gatherings. The screened lanai features picture frame screens that maximize light and views, enhancing the open feel while maintaining comfort. A fully fenced yard adds privacy and is ideal for pets. Low HOA fees include landscape and lawn maintenance, allowing for effortless lock and leave convenience. Windstar residents enjoy a private beach club on Keewaydin Island with shuttle service, championship golf, tennis, fitness, marina access, and dining. Located within the vibrant Bayshore Arts District and just minutes from downtown Naples, renowned restaurants, boutique shopping, and the white sand Gulf beaches, this home is also just around the corner from the USOP National Pickleball Center featuring 65 courts and host of the U.S. Open Pickleball Championships. 2128 Paget Circle is a rare opportunity to own a renovated, private, and spacious residence in Windstar that combines luxury, value, and convenience.

Leeward Cay Windstar Naples Homes: Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee required) Enjoy spectacular fairway views from this spacious 2 bedroom + den, 2-bath villa with private pool and spa, ideally located in the highly sought-after Leeward Cay community within Windstar on Naples Bay. The beautifully appointed kitchen features custom wood cabinetry, stainless steel appliances, and granite countertops, perfectly complementing the home’s exceptional floor plan that seamlessly blends comfort and functionality. Additional highlights include a wide-open great room with soaring ceilings, tile flooring, and stunning golf course views. The primary suite offers direct access to a private open patio, perfect for morning coffee or quiet evenings, while the screened lanai and outdoor deck provide an ideal setting for relaxing or entertaining beside the pool and spa. The long brick-paver driveway leads to the attached 2-car garage, while the side walkway is framed by lush tropical landscaping. Leeward Cay is known for its friendly neighbors, and exceptional curb appeal. This beautiful villa, paired with an immediate full golf opportunity, offers the perfect setting to embrace the Windstar on Naples Bay lifestyle. Windstar offers exceptional amenities including a Tom Fazio–designed golf course, newly redesigned clubhouse with sweeping views of Naples Bay, 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce ball, state-of-the-art fitness center, and private Windstar boat shuttle to Keewaydin Island’s white sandy beach featuring a shaded pavilion, restrooms, charcoal grill, and exceptional shelling & fishing!

Leeward Cay Windstar Naples Homes: Welcome to 4451 Yacht Harbor Dr, a rare opportunity to live in the exclusive Leeward Cay Community in Windstar, directly on Naples Bay. Remodeled and meticulously maintained 3-bedroom 2 full bathrooms with 2375 sq ft under air. Turnkey move-in ready, fully furnished, very well appointed. Stunning east facing views of the golf course with the desired morning sun and hours of natural light shine into a bright & fully renovated home. The living space was completely revamped to create an open-concept floor plan with a large spacious living room and 15-foot vaulted ceilings. Large imported Solarlux hurricane impact folding doors create an enclosed patio, adding 220 sq ft of climate controlled indoor-outdoor living space. Recently installed hurricane glass skylights allow more natural light flow into the patio. Outside, you will find a fully built-in outdoor kitchen with gas BBQ grill and vented Viking range hood, sink, granite countertops and a beverage fridge. Entire lanai area has a concrete reinforced structure, with remote controlled screens providing easy access to the garden and golf course! Living room triple slides pocket into the wall, creating a seamless indoor/outdoor flow. Beautiful Chef’s custom kitchen European style cabinets, high end Bosch appliances, and gorgeous tile flooring and a large impact glass window overlooking the golf course. Entire villa updated with Anderson Miami Dade impact windows. Primary suite with Anderson hurricane impact French doors leading out to a private greenspace in the courtyard. The master bedroom has an on-suite large master bathroom with a large walk-in shower, a separate tub, and twin vanities. Featuring a long driveway to accommodate up to 6 cars and a 2-car attached garage with expo flooring. New high-end A/C system with a 12 year fully transferable warranty with a separate filter box for the purest air quality. Home is equipped with a second electrical box for the generator that powers the home in case of a power outage, generator is included. Windstar is the only community in Naples that offers both boating, a golf course, and a private beach club and sunset cruises. Windstar is located directly on Naples Bay with a 72-slip marina, minutes from downtown Naples. Take the free Windstar Keewaydin Queen beach shuttle to the Windstar private beach club on Keewaydin Island or sunset cruise! Windstar Country Club boasts a brand-new clubhouse to enjoy, bocce courts, tennis courts. Leeward Cay has its own community pool heated in the winter only a one-minute walk. Windstar is only a few minutes’ walk from the Botanical Gardens! Join the exclusive Windstar Club to dine, socialize, and play the beautifully manicured 18-hole Tom Fazio championship course.Windstar is situated in the vibrant Bayshore Arts District and a short walk to Naples Botanical Gardens and Naples Pickleball Center, home of the US pickleball open. Easy access to I-75, Naples, and Fort Myers airports.

Somerset At Windstar Windstar Naples Homes: Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee) Enjoy desirable southern exposure and spectacular panoramic lake and golf course views from this spacious 3-bedroom, 2-bath villa ideally located in the highly sought-after Somerset community within Windstar on Naples Bay. Windstar offers exceptional amenities including a Tom Fazio–designed golf course, newly redesigned clubhouse with sweeping views of Naples Bay, 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce ball, state-of-the-art fitness center, and private Windstar boat shuttle to Keewaydin Island’s white sandy beach featuring a shaded pavilion, restrooms, charcoal grill, and exceptional shelling & fishing!

Somerset At Windstar Windstar Naples Homes: If you’ve been searching for a diamond in the rough, this is an amazing opportunity! Situated on an oversized southeast lot with unobstructed views of the lake and fairway in the highly desirable Somerset enclave in Windstar on Naples Bay, this 3-bedroom, 2-bath, 2 car garage, attached villa offers volume ceilings and an open floor plan to create a bright, airy backdrop ready to be refashioned to your personal style. All reasonable offers will be considered. The Somerset community pool and spa are just steps from the front door, immediate Social Membership with no waitlist provides access to Windstar’s newly redesigned clubhouse overlooking Naples Bay, along with dining, tennis, year-round social programs and a new state-of-the-art fitness center.