Windstar Homes with Boating Community Type

Welcome to Windstar, an enchanting boating community nestled in the heart of Naples, Florida. This picturesque neighborhood offers a unique blend of luxury living and a vibrant coastal lifestyle, making it an ideal destination for those who appreciate both elegance and adventure.

Windstar is situated along the stunning shores of Naples Bay, providing residents with direct access to the Gulf of Mexico. The community is renowned for its breathtaking waterfront views, lush landscapes, and meticulously designed homes that cater to every taste. Here, you’ll find a variety of architectural styles, from charming single-family residences to exquisite custom estates, all thoughtfully integrated into the natural surroundings.

One of the standout features of Windstar is its commitment to the boating lifestyle. With a private marina and easy access to deep-water channels, boating enthusiasts can indulge their passion with ease. Spend your days sailing the serene waters, fishing, or simply enjoying the scenic vistas that the Gulf has to offer. The community also boasts a range of amenities that enhance the coastal experience, including a championship golf course, tennis courts, and a clubhouse that serves as a social hub for residents.

Beyond its stunning properties and recreational offerings, Windstar is conveniently located near Naples’ vibrant dining, shopping, and cultural attractions. Enjoy a leisurely afternoon at the nearby beaches or explore the charming boutiques and gourmet restaurants that define this upscale city.

In Windstar, you’re not just buying a home; you’re investing in a lifestyle that celebrates the beauty of Florida living. Come and discover the magic of Windstar—where your dream home awaits!

Newest Windstar Homes with Boating Community Type

$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

$899,000

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

Start Your Search

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.