Windstar Real Estate

Welcome to Windstar, a hidden gem nestled in the heart of Naples, Florida, where luxury meets tranquility. This exclusive waterfront community is renowned for its stunning natural beauty and vibrant lifestyle, making it the perfect place to call home.

Windstar is bordered by the picturesque waters of Naples Bay and offers residents unparalleled access to the Gulf of Mexico. Imagine waking up to breathtaking views of lush landscapes and serene waterways right outside your window. Here, you can embrace the outdoors with miles of scenic trails, pristine beaches, and lush parks, all while enjoying the warm Florida sunshine year-round.

One of the standout features of Windstar is its exceptional golf course, designed by the legendary Jack Nicklaus. Whether you’re an avid golfer or just enjoy the sport, this meticulously maintained course provides a challenging yet enjoyable experience for players of all skill levels. Beyond golf, residents can indulge in a variety of recreational activities, including boating, fishing, and kayaking, all easily accessible from the community’s private marina.

Windstar is also conveniently located near the vibrant cultural scene of Naples, where you’ll find an array of upscale dining, shopping, and entertainment options. Stroll through the charming streets of downtown Naples, visit world-class art galleries, or unwind at one of the many exquisite restaurants offering fresh, local cuisine.

With its perfect blend of natural beauty, luxury amenities, and a welcoming community spirit, Windstar is more than just a neighborhood – it’s a lifestyle. Discover the magic of Windstar, where your dream home awaits amidst Florida’s finest.

Newest Listings in Windstar

$2,795,000

3 Beds ⋅ 3.5 Baths ⋅ 226028395 MLS ⋅ Admirals Watch BLDG.

Welcome to 1600 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the elegant lobby of this 4-unit boutique building to the elevator which opens directly into your 3 Bedroom, 3.5 Bathroom tastefully updated home in nearly 2800 square feet of living space. Open-concept living area with walls of glass affording stunningly gorgeous western views of golf course, Naples Bay, Port Royal, Royal Harbor and sunsets. A true chef's eat-in kitchen replete with contemporary white quartz countertops, stainless steel appliances, breakfast bar, dining area plus a sitting room with lovely fireplace. Master Suite oasis featuring large bedroom with wall of glass overlooking the bay, dual walk-in closets with custom built-ins plus an updated en-suite bathroom with walk-in shower, soaking tub, dual vanities and separate water closet. Split floor plan with 2 additional guest suites (1 is set up as home office) each with en-suite bathrooms and views of the preserve. Full size laundry room plus a convenient updated powder room. Lovely terrace provides additional outdoor living space. Oversized 2-car garage. Gorgeous resort-style pool and spa. 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, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center. 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. This truly exceptional home has been thoughtfully updated with modern features perfect for today's paradise living. If you are looking to buy the quintessential, resort style low-maintenance home in Naples look no further!

1600 STAR POINT LN Unit 2-201, 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

$675,000

3 Beds ⋅ 2 Baths ⋅ 226021275 MLS ⋅ Marina Cove BLDG.

Welcome to Marina Cove at Windstar on Naples Bay. This 3 bedroom/2 bath coveted first floor end unit unit feels more like a house. Open-concept living space including an eat-in kitchen and island with spacious living room/dining room with wall of sliding glass doors opening out to large lanai seamlessly blending indoor/outdoor living. Tranquil views of mature tropical landscaping. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with walk-in shower, soaking tub, double vanity and separate water closet. 2 additional guest bedrooms plus hall bathroom, convenient laundry and a 2-car attached garage. 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 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club (separate membership) with multiple dining areas with stunning views of Naples Bay and Port Royal, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center slated for summer 2026 completion. Convenient location less than 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Walk to Naples Botanical Garden and East Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports

5035 YACHT HARBOR DR Unit 103, 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

$415,000

2 Beds ⋅ 2 Baths ⋅ 226011185 MLS ⋅ Compass Point South BLDG.

There are very few addresses in Naples where you can wake up to water views, walk to a deep water marina, and live inside a private gated golf community at this price. This is one of them. Unit 113 at Compass Point South offers a rare first-floor entry into Windstar on Naples Bay, one of Naples' most distinctive and amenitized communities. With two bedrooms, two full baths, and views of the lake and golf course from your screened and tiled lanai, this is a home that lives beautifully and costs far less than nearly everything else within these gates. Windstar is in a category of its own. A Tom Fazio-designed championship golf course, a newly reimagined clubhouse overlooking Naples Bay, a 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce, fitness, and a private beach shuttle to Keewaydin Island. All of this, plus the Bayshore Arts District, Naples Botanical Garden, and Fifth Avenue South just minutes from your front door. Compass Point South adds its own layer of ease: two resort-style pools, covered parking, a community elevator, and lush tropical landscaping that makes every arrival feel like a reset.

3554 Haldeman Creek DR Unit 113, Naples

$725,000

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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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.