Windstar Homes with Dock Purchase Exterior Features

Welcome to Windstar, an enchanting neighborhood nestled in the heart of Naples, Florida, within the beautiful Collier County. This hidden gem is renowned for its serene atmosphere and stunning natural surroundings, making it a perfect haven for those seeking a blend of luxury and tranquility.

Windstar is not just a neighborhood; it’s a lifestyle. With its lush landscapes and picturesque waterfront views, residents enjoy a unique connection to nature. The area boasts a variety of outdoor activities, including scenic walking trails and access to the pristine waters of Naples Bay. Imagine spending your weekends sailing or kayaking right from your own backyard, as many homes here feature private docks, allowing for seamless access to the water.

The homes in Windstar are designed with elegance and comfort in mind. Many properties offer exquisite exterior features, including spacious patios, lush gardens, and stunning architectural details that reflect the coastal charm of Florida living. With a focus on outdoor entertaining, these homes provide the perfect backdrop for hosting gatherings with family and friends while soaking in the breathtaking sunsets over the bay.

Windstar is also conveniently located near some of Naples' finest dining, shopping, and cultural attractions. Whether you're indulging in gourmet cuisine, exploring art galleries, or enjoying the vibrant nightlife, everything you need is just a stone's throw away.

Experience the allure of Windstar, where luxurious waterfront living meets a warm community spirit. Discover your dream home in this idyllic neighborhood and embrace a lifestyle that truly embodies the best of Florida living.

Newest Windstar Homes with Dock Purchase Exterior Features

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 226033318 MLS ⋅ Regatta Landing BLDG.

SKIP THE WAITLIST! Windstar on Naples Bay Social Membership is available immediately with this property, offering buyers the opportunity to begin enjoying the Windstar lifestyle without the typical wait. Experience exceptional Southwest Florida living in this First-floor Coach Home in Regatta Landing, offering 2,348 square feet of spacious living with three Bedrooms, two Baths and an attached two-car Garage. Designed to live like a single-family home, this light-filled residence features a desirable split-bedroom floor plan, high ceilings, and an open-concept layout ideal for everyday living and entertaining. The spacious kitchen opens seamlessly to the main living and dining areas and features abundant cabinetry, a pantry, double ovens and a wine cooler. Significant upgrades include impact-resistant windows and doors for added peace of mind, along with an A/C system replaced in 2023. The expansive primary suite is a true private retreat, featuring generous proportions, two custom closets and a spacious primary bath with dual sinks, a soaking tub and oversized separate shower. Two additional bedrooms offer flexibility for guests, family or a home office. One of the home's standout features is the expansive oversized screened lanai, extending the living space outdoors and showcasing peaceful views across Windstar's beautifully maintained golf course. It's an exceptional setting for morning coffee, alfresco dining, entertaining or simply enjoying the Florida lifestyle. Residents of Regatta Landing enjoy a stunning private community pool and spa, along with a social grill area beautifully positioned along the waterway, creating an inviting setting to gather, entertain and enjoy Southwest Florida living. Windstar on Naples Bay offers one of Naples' most distinctive lifestyles, bringing golf, boating and beach living together within one gated community. Residents enjoy access to Windstar's private Keewaydin Island beach with boat transportation aboard the Keewaydin Queen. Optional Club membership opportunities provide access to additional amenities and experiences. Ideally located just minutes from downtown Naples, Fifth Avenue South, Third Street South, exceptional dining, shopping and Naples' renowned Gulf beaches, this residence presents an outstanding opportunity to enjoy the highly sought-after Windstar on Naples Bay lifestyle. Membership is optional, subject to Club approval, and requires a separate purchase.

2534 Windward CT Unit 15-101, Naples

$899,000

3 Beds ⋅ 2 Baths ⋅ 226033247 MLS

EXPANSIVE WATER AND GOLF COURSE VIEWS set the stage for this beautifully updated Somerset villa in highly sought-after Windstar on Naples Bay. Offering 1,833 square feet under air and 2,464 total square feet, this 3-bedroom, 2-bath residence combines the ease of villa living with the privacy and feel of a single-family home. An exceptional floor plan blends comfort and functionality, while the updated kitchen features custom wood cabinetry, Bosch stainless steel appliances and granite countertops. Freshly painted in a neutral color palette, additional features include wood flooring, plantation shutters, hurricane impact-resistant windows and doors, and a 2025 HVAC system. The large screened lanai showcases peaceful lake views extending across Windstar’s 13th hole, creating a beautiful backdrop for relaxing and entertaining. Lush tropical landscaping surrounds the brick-paver driveway and side walkway, while an attached 2-car garage with epoxy floor provides additional convenience. Ideally located just across from Somerset’s heated community pool and spa, this pet-friendly neighborhood also offers low HOA fees. Windstar residents enjoy access to a private beach on Keewaydin Island with boat shuttle service, while membership opportunities provide access to championship golf, tennis, fitness, dining, social amenities and Windstar’s private deep-water marina with direct Gulf access. All just minutes from downtown Naples, Fifth Avenue South, beaches and the Bayshore Arts District. Some photos have been virtually staged for visualization purposes only.

2153 Paget CIR Unit 1, Naples

$649,900

3 Beds ⋅ 2 Baths ⋅ 226030259 MLS ⋅ Marina Cove BLDG.

Indulge in refined coastal living within the prestigious gates of Windstar Country Club, one of Naples’ most coveted waterfront communities: Perfectly positioned first-floor end unit residence (with 2 car garage!), this exceptional home captures breathtaking views of the golf course and water while offering a rare sense of privacy and tranquility. Comfortable and inviting, the three-bedroom layout offers a desirable split-bedroom design, a private two-car attached garage, and a spacious kitchen with a center island and sunny breakfast nook that creates an easy gathering place for casual meals and conversation. Elegant crown molding, and timeless plantation shutters elevate the home with a level of sophistication synonymous with luxury Naples living. Peace of mind meets modern efficiency with recent high-value improvements, including an HVAC system just 4 months old (with warranty), a brand-new water heater, a new stainless steel refrigerator, and a one-year-old dishwasher—ensuring both comfort and confidence for years to come. Ideally located just minutes from the sugar-sand beaches of the Gulf and the world-class boutiques and dining of Old Naples and the Bayshore District, this residence offers the perfect balance of serenity and accessibility. Windstar delivers an unmatched lifestyle, highlighted by exclusive access to a private beach on Keewaydin Island via twice-daily shuttle. Optional membership unlocks a wealth of premier amenities, including a championship golf course masterfully designed by Tom Fazio, Har-Tru tennis courts, a state-of-the-art fitness center, and exceptional dining experiences. For boating enthusiasts, the community’s exclusive 72-slip deep-water marina—offering slips for purchase or lease—completes this extraordinary offering, setting Windstar apart as one of Naples’ only gated golf communities with direct boating access. This is more than a home—it’s an opportunity to enjoy the Windstar lifestyle, where an exceptional location, beautiful surroundings, and resort-style amenities come together.

5015 Marina Cove DR Unit 103, Naples

$1,295,000

2 Beds ⋅ 2.5 Baths ⋅ 226031090 MLS ⋅ Regatta Landing BLDG.

Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Windstar on Naples Bay community. This isn't just a home, it's a front-row seat to the boating, golf, and coastal lifestyle Naples is known for. Spanning over 2,600 square feet, this first-floor residence lives large with 2 bedrooms plus a den, 2.5 baths, and a 2-car attached garage. From the moment you walk in, quality is evident: beautiful French Oak hardwood floors run throughout, complemented by crown molding, plantation shutters, and frameless shower doors that elevate every room. The kitchen is a showpiece — stainless KitchenAid appliances, double wall ovens, quartz counters, and under-cabinet lighting come together for a space built for both everyday living and serious entertaining. Step out onto the spacious, fully enclosed lanai and take in tranquil canal and mangrove views — a private, peaceful backdrop that's hard to find this close to the water. Upgraded with glass doors, the lanai stays cool and comfortable year-round while offering the feel of an outdoor living space. Boat dock with lift options are available for purchase just steps behind the home, offering a short ride straight out to Naples Bay and the Gulf of Mexico. Beyond your door, Windstar delivers a resort-caliber lifestyle: a gated, boating and golf community with tennis courts, and a community pool, spa, and grill room just a short walk away. Built in 2017 and offered with quality upgrades throughout, this is a rare opportunity to own in one of Naples' most sought-after waterfront communities — where boating, golf, and bay views come standard.

2439 Breakwater WAY Unit 9102, Naples

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windward Cay BLDG.

Skip Windstar's 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. The waitlist currently runs approximately seven years. This sale is the shortcut: seller relinquishes their full golf membership at closing, giving the buyer immediate access to the Tom Fazio championship course, clubhouse, and practice facility — no waitlist (initiation fee and dues apply). The home: fully furnished 3BR/3BA two-story townhouse with den and 1-car garage, directly on the golf course inside Windstar's private gates — Naples' only gated golf community with direct bay access, a private marina, and its own beach on Keewaydin Island. The water: deeded Boat Slip #13 at Southpointe Yacht Club — deep-water marina fully rebuilt in 2023 with new pilings and composite docks. Direct Naples Bay and Gulf access, no bridges. Slip ownership includes private marina pool/spa and common area. Golf in the morning. Gulf by afternoon. Home on the course. One closing delivers all three. Furnished. Move-in ready.

4700 Yacht Harbor DR Unit 622, Naples

$425,000

3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS ⋅ Windward Cay BLDG.

Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Naples Bay. Offering nearly 1,800 square feet of thoughtfully designed living space, this 2-bedroom, 2-bathroom condo with a den features soaring vaulted ceilings, crown molding, plantation shutters, and an attached one-car garage. Perfectly positioned just steps from the community pool, the screened lanai overlooks lush tropical landscaping and the picturesque 7th tee, creating a peaceful backdrop that perfectly complements the community's renowned golf lifestyle. A fully paid reverse osmosis water treatment system provides an added level of comfort and value. Windstar is one of Naples' most exclusive communities, offering a rare combination of championship golf and direct Gulf access. Residents enjoy a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a beautifully redesigned clubhouse with waterfront dining overlooking Naples Bay. The community also features tennis, bocce, a state-of-the-art fitness center, and a vibrant social calendar, with residents receiving priority on the waitlist for Social and Social Summer Golf Memberships. Ideally located just minutes from the vibrant Bayshore Arts District, Naples Botanical Garden, and less than four miles from the world-class dining, shopping, and white sand beaches of 5th Avenue South, this home offers the perfect opportunity for full-time living, a seasonal retreat, or an exceptional investment in one of Naples' most desirable waterfront communities.

4700 Yacht Harbor DR Unit 612, Naples

$799,000

3 Beds ⋅ 2 Baths ⋅ 226014823 MLS ⋅ Spinnaker Pointe BLDG.

Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home offers 1,832 square feet under air (2,243 total) with a desirable 3 bedroom 2 bath layout that lives like a private single-family residence. The third bedroom easily converts to an office/flex space. Soaring ceilings, crown molding and an open, light-filled floor plan create an effortless flow for everyday living and entertaining. The large custom kitchen island anchors the space, while expansive glass sliders frame sweeping golf course and tranquil lake views. A glass-enclosed, air-conditioned lanai extends the living area—ideal for lounging, working, or hosting against a serene backdrop. The primary suite is a private retreat with a custom walk-in closet and a spa-style bath featuring an oversized rain shower and floating double vanity. A spacious guest bedroom and full bath offer comfort and privacy. Additional features include a well-appointed laundry room with custom cabinetry, custom quartz countertops just off an attached garage with epoxy flooring and built-in utility sink. Thoughtfully renovated with high-end finishes and exceptional craftsmanship, this residence is truly move-in ready. Just steps from the pool, spa, and clubhouse, and moments from the private marina, Windstar offers Naples’ only gated golf community with a Tom Fazio-designed championship course, private beach access on Keewaydin Island via boat shuttle, and a 73-slip deep-water marina. Optional clubhouse membership includes dining, tennis, bocce, and a new fitness center planned for 2026. Ideally located just 2 miles to 5th Avenue South, 3rd Street South, beaches, and the vibrant Bayshore Arts District.

3580 Windjammer CIR Unit 1603, Naples

$699,000

2 Beds ⋅ 2 Baths ⋅ 226009275 MLS ⋅ Marina Cove BLDG.

Turnkey furnished with peaceful water views in the highly sought after community of Windstar on Naples Bay, this beautifully updated Marina Cove coach home offers the perfect blend of luxury, comfort, and the Naples waterfront lifestyle. Offering 2 bedrooms plus a flexible den that easily lives as a third bedroom or home office, this spacious residence features soaring ceilings, abundant natural light, and an open flowing floor plan designed for effortless living and entertaining. The island kitchen seamlessly connects to the living and dining areas, while large sliding glass doors open to a screened lanai overlooking a tranquil lake and water feature. Thoughtfully updated and move in ready, this home includes an attached two car garage and lives like a private single family residence with the convenience of condominium ownership. Just a short stroll away are the heated community pool, spa, clubhouse, and Windstar’s private marina. Residents enjoy exclusive amenities including the private Keewaydin Island beach club with shuttle service aboard the Keewaydin Queen, as well as close proximity to downtown Naples, Fifth Avenue South, Gulf beaches, and the vibrant Bayshore Arts District with restaurants, coffee shops, art galleries, the Naples Botanical Garden, and the USOP National Pickleball Center. Elegant, turnkey, and ideally located, this Marina Cove residence captures the very best of the Naples lifestyle.

5095 Yacht Harbor DR Unit 203, Naples

$425,000

2 Beds ⋅ 2 Baths ⋅ 226003353 MLS ⋅ Compass Point South BLDG.

Welcome to 3522 Haldeman Creek Drive in the community of Compass Point of Windstar on Naples Bay. This 2 bedroom/2 bathroom corner end unit on the second floor is full of natural light with both eastern and western exposures. Spacious eat-in kitchen, inviting dining and living areas with wall of sliding glass opening out to lanai with western views of the 17th fairway. Master suite with en-suite bathroom. Guest bedroom plus hall bathroom plus convenient laundry room with great storage. 1-car carport plus plenty of non-deeded guest parking. Lovely community of just 4 elevator buildings, 2 community pools that were fully renovated a couple years ago. 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.

3522 HALDEMAN CREEK DR Unit 4-121, Naples

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