Explore Homes for Sale in Windstar, Naples, FL
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Windstar Naples FL Homes For Sale: Explore Premier Waterfront & Golf Course Living

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Discover an exquisite selection of Windstar Naples FL homes for sale, offering unparalleled luxury within a prestigious gated community.These desirable properties showcase stunning views of Naples Bay, the Gulf of Mexico, or the meticulously manicured golf course, providing an idyllic backdrop for waterfront and resort-style living.From spacious single-family residences to elegant condominiums, the available homes for sale in Windstar cater to diverse preferences, ensuring a perfect match for those seeking an active yet serene Naples lifestyle.Explore exclusive listings and find your dream home within this highly sought-after Southwest Florida locale, presented by Broker Brothers.

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The Allure of Windstar Naples FL Real Estate

Unrivaled Location and Lifestyle

Nestled along the picturesque shores of Naples Bay, Windstar offers a privileged lifestyle that blends natural beauty with sophisticated amenities.This exclusive, gated community provides direct access to the Gulf of Mexico, making it a boater's paradise.Residents enjoy not only a championship golf course but also proximity to the vibrant cultural scene of Old Naples, pristine beaches, and world-class dining and shopping.The appeal of Windstar homes for sale lies in this harmonious balance, promising a life of leisure and convenience.

Diverse Homes For Sale in Windstar

The real estate market within Windstar boasts a remarkable variety of properties designed to meet discerning tastes.Among the available homes for sale, you'll find elegant single-family residences offering expansive living spaces, private pools, and lush landscaping.For those seeking a more maintenance-free existence, luxurious villas and condominiums for sale provide resort-style living with spectacular views.Distinct enclaves like Windward Passage, Harbour Isle, Admiralty Point, and Flagship each present unique architectural styles and amenities, from bayfront estates to charming golf course villas, ensuring a perfect fit for every preference.

Finding Your Dream Home: Windstar Features & Amenities

Golf Course Properties and Club Membership

A significant draw for many seeking homes for sale in Windstar is the acclaimed Windstar on Naples Bay Golf Club.Properties lining the fairways offer breathtaking views and convenient access to the 18-hole championship course designed by Tom Fazio.Membership opportunities provide not just golf, but also access to a thriving social calendar, fine dining, and reciprocal privileges, enhancing the value of golf course homes for sale in this exquisite community.

Waterfront Homes and Boating Opportunities

For maritime enthusiasts, Windstar presents an exceptional array of waterfront homes for sale.Many residences feature private docks and deepwater access, allowing direct passage to Naples Bay and the Gulf of Mexico.Whether you envision a spacious estate with panoramic bay views or a charming canal-front villa ideal for smaller vessels, the opportunities for boating and water-centric living are abundant.These highly coveted waterfront homes are a cornerstone of the Windstar lifestyle.

Luxury Condos and Villas for Sale

Beyond single-family homes, Windstar offers an impressive selection of luxury condos and villas for sale, ideal for those desiring less upkeep without compromising on elegance or amenities.These properties often include access to private pools, fitness centers, and social areas.From multi-story condominiums overlooking the bay to charming attached villas nestled amidst tropical foliage, the diversity ensures that finding your ideal maintenance-free home is effortless within Windstar.

Life in Windstar and Surrounding Naples

Access to Old Naples and Beaches

One of the great advantages of owning Windstar Naples FL homes for sale is the enviable proximity to downtown Old Naples.Just a short drive away, residents can indulge in the sophisticated boutiques of 5th Avenue South and 3rd Street South, enjoy world-class culinary experiences, and immerse themselves in vibrant cultural events.Furthermore, the pristine white-sand beaches of the Gulf of Mexico, including the iconic Naples Pier, are easily accessible, offering endless opportunities for relaxation and recreation.

Community & Recreational Facilities

The Windstar community itself is rich with recreational amenities designed to foster an active and engaging lifestyle.Residents of Windstar homes for sale benefit from access to a private beach club on Keewaydin Island, reachable by shuttle boat, offering a unique Gulf-front experience.Additional facilities include state-of-the-art tennis courts, a modern fitness center, and a lively clubhouse serving as a hub for social gatherings and events, ensuring a fulfilling daily life.

Newest Homes for Sale in Windstar, Naples, FL

$1,295,000
2 Beds ⋅ 2.5 Baths ⋅ 226031090 MLS ⋅ Windstar 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 screened lanai and take in tranquil canal and mangrove views — a private, peaceful backdrop that's hard to find this close to the water. 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
$1,700,000
3 Beds ⋅ 2.5 Baths ⋅ 226031232 MLS ⋅ Windstar BLDG.
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.

3852 Clipper Cove Dr, Naples
$2,795,000
3 Beds ⋅ 3.5 Baths ⋅ 226028395 MLS ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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 ⋅ Windstar 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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