The community of Windstar is located in Naples. Superbly located for access to all of the Naples area amenities and comforts available.

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17 listings match your search criteria.
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Active
1450 Gulfstar Dr S  Naples
  • 5Bedrooms
  • 4Bathrooms
  • 6104Sq Ft
  • 2001Year Built
$7,480,000

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…

Active
1701 Gulfstar Dr S 103 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2961Sq Ft
  • 1996Year Built
$1,995,000

Enjoy luxury coastal living in this beautiful waterside condo boasting spectacular views of the marina and golf course, Nestled within a secure gated community, it provides exceptional privacy and quiet in a peaceful exclusive setting. The newly remodeled kitchen showcases sleek modern finishes and premium appliances, while a Generac generator with buried propane tank ensures…

Active
1717 Gulfstar Dr S 204 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3221Sq Ft
  • 1996Year Built
$1,895,000

Windstar on Naples Bay is one of only a select few communities that seamlessly combines a premier Golf & Country Club lifestyle with a true boating community, complete with its own private marina. While separate memberships apply, Windstar stands apart as a five-star enclave, just minutes from downtown Naples and offering direct private boat access…

Active
2488 Breakwater Way  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2348Sq Ft
  • 2020Year Built
$1,250,000

Welcome to a BOATER'S DREAM in Regatta Landing at Windstar! Your 25ft boat dock with lift is just steps away is INCLUDED with the purchase of this end unit coach home. NO HURRICANE DAMAGE to unit or dock. This exquisite residence invites you to experience refined living, offering a harmonious blend of coastal retreat with…

Active
4451 Yacht Harbor Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2345Sq Ft
  • 1989Year Built
$1,249,000

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…

Active
2472 Breakwater Way  11102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2348Sq Ft
  • 2021Year Built
$1,199,000

Step into the Windstar lifestyle and experience one of Naples’ most coveted private communities. This exceptional residence presents the opportunity to skip the waitlist and apply for immediate Social Membership, with the option to upgrade to Social with Summer Golf at Windstar on Naples Bay, offering a rare advantage for those looking to enjoy club…

Active
2472 Breakwater Way  11101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2348Sq Ft
  • 2021Year Built
$1,195,000

Beautiful first-floor end unit with no neighboring building next door. Built in 2021, this highly desirable open floor plan features 2 bedrooms + den (with Murphy bed), 2 full baths, loads of upgrades, and an attached 2-car garage, along with storm impact windows and doors, crown molding, and 2,348 sq. ft. of living area with…

Active
2153 Paget Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1833Sq Ft
  • 1989Year Built
$999,000

Move-in ready and attractively priced, this villa is a standout opportunity in Windstar under $1M. This beautifully refreshed villa captures sweeping golf course and tranquil lake views within one of Naples’ most sought-after gated communities. Bright, light-filled interiors showcase fresh paint, modern furnishings, and expansive windows that bring the outdoors in, creating an inviting atmosphere…

Active
3580 Windjammer Cir  1603 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1832Sq Ft
  • 1995Year Built
$950,000

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…

Active
5095 Yacht Harbor Dr  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1822Sq Ft
  • 1997Year Built
$759,000

Welcome to Marina Cove at Windstar on Naples Bay, where refined comfort meets the effortless coastal lifestyle Naples is known for. This beautifully updated turnkey furnished coach home offers an exceptional opportunity to enjoy one of Naples’ most desirable waterfront communities. Offering 1,822 square feet of living space and 2,507 total square feet, this two bedroom…

Active
5080 Yacht Harbor Cir  101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1700Sq Ft
  • 1999Year Built
$695,000

Upscale remodel defines this spacious first-floor coach home ideally located directly across from the Windstar Marina, offering serene lake and fountain views from the expansive screened lanai. Thoughtfully redesigned with a refined coastal-aesthetic, the residence showcases exceptional custom millwork and wood detailing throughout. The living area features a striking built-in media wall with shiplap accents, floating cabinetry, and natural…

Active
5020 Marina Cove Dr  201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1822Sq Ft
  • 1998Year Built
$595,000

This spacious, well-designed second-floor end-unit is located in Marina Cove at Windstar on Naples Bay! Offering 1,822 square feet of living space, the residence features 2 bedrooms plus a den and a bright, open kitchen with white cabinetry, granite countertops, a center island, and a welcoming breakfast area. High ceilings enhance the generous living and…

Active
4700 Yacht Harbor Dr  612 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1830Sq Ft
  • 2003Year Built
$450,000

Exceptional Value - This beautifully maintained first-floor condo offers 2 bedrooms, 2 bathrooms, a den, vaulted ceilings, crown molding, plantation shutters, and an attached 1-car garage—all just steps from the community pool. With nearly 1,800 sq ft of living space, the screened lanai overlooks lush landscaping for privacy and sits right at the scenic 7th…

Active
5060 Yacht Harbor Cir  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1561Sq Ft
  • 1999Year Built
$449,000

Discover this beautifully maintained first-floor coach home perfectly situated just steps from the Windstar Marina and Yacht Basin. The inviting layout features an open design with a bright kitchen and cozy breakfast nook, crown molding, and diagonally laid tile floors. French doors open to a spacious screened lanai where you can relax with serene lake…

Active
3570 Haldeman Creek Dr  111 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1485Sq Ft
  • 1992Year Built
$449,000

Breathtaking Lakefront for sale in Exclusive Windstar on the Bay – Naples, FL 3570 Haldeman Creek Drive Apt. 111 Naples Florida Seller financing offered: Lease-to-own option available. Ideal for investors seeking winter cash flow with access to golf, marina, and quick proximity to Downtown Naples dining, shopping, and beaches. How the Golf Wait List Works at Windstar Wait List Structure:…

Active
3554 Haldeman Creek Dr  113 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1414Sq Ft
  • 1995Year Built
$425,000

If you have been looking for a Naples property with a beautiful view, a first-floor location, and access to an incredible lifestyle, Compass Point at Windstar on Naples Bay is worth a look. This residence overlooks water, golf course, and natural scenery in one of Naples’ most distinctive gated communities. Compass Point offers two community…

Active
3522 Haldeman Creek Dr  4-121 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1414Sq Ft
  • 1995Year Built
$425,000

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…

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