Windstar Real Estate for Sale
Windstar Community & Neighborhood Information
Windstar on Naples Bay, a private and gated golf course community consisting of unique luxury single-family homes, villas and condos; offers an array of floor plans and options that give buyers the freedom of choice. Windstar on Naples Bay real estate exists within 450-acres of well-manicured tropical terrain, consisting of nearly 40% preserved nature areas complimented by single family homes, villas, coach homes and condos.
Conveniently located on Bayshore Drive and Windstar Boulevard, off of Tamiami Trail (US 41), Windstar on Naples Bay is an exceptional boating, golfing and tennis community with wonderful views of Port Royal.
Ideally situated in the heart of South Naples, Windstar real estate is close to the breathtaking beaches and waters of the Gulf of Mexico, Naples Bay, five-star luxury hotels, superior hospitals, medical facilities, schools, upscale shopping and gourmet dining at The Village on Venetian Bay, The Waterside Shops, Mercato, The Coastland Center Mall, the boutique shops and fine gourmet restaurants of Fifth Avenue South and Third Street South, The Naples Philharmonic at Artis-Naples and The Baker Museum, The Naples Zoo and The Naples Botanical Gardens.
To see other luxury golf real estate communities near Windstar in Naples see Wyndemere, Audubon and Bears Paw.
For discrete and professional service call me at 239-963-6590 to schedule a private viewing of any one of these Windstar homes or condos for sale. You may also provide me with your real estate search criteria and I will do the searching for you.
Windstar Real Estate Listings
- 1600 STAR POINT LN 2-201
- NAPLES FL 34112
- $2,795,000
- 3 Beds | 3.5 Baths | 2,796 SqFt
- 0 Acres
- 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 bout...
- 3852 Clipper Cove DR
- NAPLES FL 34112
- $1,700,000
- 3 Beds | 2.5 Baths | 2,800 SqFt
- 0.19 Acres
- Welcome to 3852 Clipper Cove Drive, a beautifully designed 3-bedroom, 3-bathroom residence offering spacious living, exceptional entertaining areas, a...
- 4700 Yacht Harbor DR 622
- NAPLES FL 34112
- $1,375,000
- 3 Beds | 3 Baths | 2,178 SqFt
- 0 Acres
- Skip Windstar''s 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. T...
- 2439 Breakwater WAY 9102
- NAPLES FL 34112
- $1,295,000
- 2 Beds | 2.5 Baths | 2,633 SqFt
- 0 Acres
- Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Wind...
- 3580 Windjammer CIR 1603
- NAPLES FL 34112
- $799,000
- 3 Beds | 2 Baths | 1,832 SqFt
- 0 Acres
- Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home...
- 5015 MARINA COVE DR 203
- NAPLES FL 34112
- $749,000
- 2 Beds | 2 Baths | 1,822 SqFt
- 0 Acres
- Welcome to Marina Cove at Windstar on Naples Bay. This 2-bedroom plus den, 2-bath coveted end unit offers the spacious feel and privacy of a single-fa...
- 5095 Yacht Harbor DR 203
- NAPLES FL 34112
- $699,000
- 2 Beds | 2 Baths | 1,822 SqFt
- 0 Acres
- Turnkey furnished with peaceful water views in the highly sought after community of Windstar on Naples Bay, this beautifully updated Marina Cove coach...
- 5035 YACHT HARBOR DR 103
- NAPLES FL 34112
- $675,000
- 3 Beds | 2 Baths | 1,700 SqFt
- 0 Acres
- 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...
- 3554 HALDEMAN CREEK DR 111
- NAPLES FL 34112
- $549,000
- 2 Beds | 2 Baths | 1,414 SqFt
- 0 Acres
- Welcome to Compass Point at Windstar on Naples Bay. This thoughtfully renovated 2 bedroom/2 bath coveted first floor end unit feels more like a house...
- 4700 Yacht Harbor DR 612
- NAPLES FL 34112
- $425,000
- 3 Beds | 2 Baths | 1,830 SqFt
- 0 Acres
- Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community...
- 3522 HALDEMAN CREEK DR 4-121
- NAPLES FL 34112
- $425,000
- 2 Beds | 2 Baths | 1,414 SqFt
- 0 Acres
- 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 sec...
- 1600 STAR POINT LN 2-201
- NAPLES FL 34112
- $2,795,000
- 3 Beds | 3.5 Baths | 2,796 SqFt
- 0 Acres
- 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 bout...
- 3852 Clipper Cove DR
- NAPLES FL 34112
- $1,700,000
- 3 Beds | 2.5 Baths | 2,800 SqFt
- 0.19 Acres
- Welcome to 3852 Clipper Cove Drive, a beautifully designed 3-bedroom, 3-bathroom residence offering spacious living, exceptional entertaining areas, a...
- 4700 Yacht Harbor DR 622
- NAPLES FL 34112
- $1,375,000
- 3 Beds | 3 Baths | 2,178 SqFt
- 0 Acres
- Skip Windstar''s 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. T...
- 2439 Breakwater WAY 9102
- NAPLES FL 34112
- $1,295,000
- 2 Beds | 2.5 Baths | 2,633 SqFt
- 0 Acres
- Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Wind...
- 3580 Windjammer CIR 1603
- NAPLES FL 34112
- $799,000
- 3 Beds | 2 Baths | 1,832 SqFt
- 0 Acres
- Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home...
- 5015 MARINA COVE DR 203
- NAPLES FL 34112
- $749,000
- 2 Beds | 2 Baths | 1,822 SqFt
- 0 Acres
- Welcome to Marina Cove at Windstar on Naples Bay. This 2-bedroom plus den, 2-bath coveted end unit offers the spacious feel and privacy of a single-fa...
- 5095 Yacht Harbor DR 203
- NAPLES FL 34112
- $699,000
- 2 Beds | 2 Baths | 1,822 SqFt
- 0 Acres
- Turnkey furnished with peaceful water views in the highly sought after community of Windstar on Naples Bay, this beautifully updated Marina Cove coach...
- 5035 YACHT HARBOR DR 103
- NAPLES FL 34112
- $675,000
- 3 Beds | 2 Baths | 1,700 SqFt
- 0 Acres
- 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...
- 3554 HALDEMAN CREEK DR 111
- NAPLES FL 34112
- $549,000
- 2 Beds | 2 Baths | 1,414 SqFt
- 0 Acres
- Welcome to Compass Point at Windstar on Naples Bay. This thoughtfully renovated 2 bedroom/2 bath coveted first floor end unit feels more like a house...
- 4700 Yacht Harbor DR 612
- NAPLES FL 34112
- $425,000
- 3 Beds | 2 Baths | 1,830 SqFt
- 0 Acres
- Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community...
- 3522 HALDEMAN CREEK DR 4-121
- NAPLES FL 34112
- $425,000
- 2 Beds | 2 Baths | 1,414 SqFt
- 0 Acres
- 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 sec...

Corey Cabral
(239) 963-6590
ccsellsnaplesfl@gmail.com
Windstar Home Listings by Subdivision
Windstar Condo Listings by Subdivision
Windstar Naples Real Estate Homes & Condos for Sale
With 554 residences, comprised of single family homes, villas, coach homes and condos, spanning across diverse landscaping and bordering on Naples Bay, Windstar on Naples Bay real estate feels as though each home is surrounded by several acres of private land.
The well-planned spacing and location of residences provides homeowners with impressive unobstructed views of Naples Bay. Windstar on Naples Bay comprises 15 diverse neighborhoods, including Admiral’s Watch, Clipper Condo, Compass Point, Ketch Cay, Leeward Cay, Marina Cove, Morningstar, North Star, Somerset, Spinnaker Point, Spyglass Point, Windward Bay and Yacht Harbour Cove.
Windstar on Naples Bay real estate includes several azure-blue fresh water lakes and is a certified Audubon Sanctuary.
In fact, Audubon International has recognized the Windstar on Naples Bay community for their continuing efforts to protect the environment with providing a quality wildlife habitat and for conserving the natural resources of this attractive area, permitting members to enjoy the gorgeous native Southwest Florida scenery and to take advantage of these Windstar homes for sale, Windstar villas for sale and Windstar condos for sale.
Windstar Golf & Country Club
Within this community of Windstar on Naples Bay is the fabulous Windstar Golf Course, a pristine, well-manicured 18-hole par 72 golf course that was designed by the infamous golf course professional and architect, Tom Fazio.
One of the best perks of the serene Windstar Golf Course is the incorporation of the natural environment throughout the entire layout of the golf course…rolling lush fairways, flowering marshes, crystal-blue fresh water lakes, manicured greens, towering oak trees, pines and palm trees, sandy white bunkers, flowering natural vegetation and well-maintained tropical landscaping is intermingled amongst the lovely custom residences.
The Windstar Golf Course has a PGA-certified professional staff, a fully stocked pro shop, a driving range, a chipping and pitching area, a lesson area and organized competition for all skill levels. This challenging, yet enjoyable course will have you dreaming of golf not only on the weekends, but throughout the weeks, months and years ahead!
Members of Windstar on Naples Bay are privy not only to spectacular championship golf, but to a variety of benefits, facilities and amenities that include a beautiful clubhouse with breathtaking views of the surrounding golf course and Naples Bay, providing the members with casual to fine gourmet dining at The Bayview Dining Room & Veranda, The Sunset Lounge & Grille and The Keewaydin Grille & Terrace.
Furthermore, there is a large outdoor swimming pool, a contemporary Tennis Complex with a certified USTA professional staff and access to six-lighted Har-Tru tennis courts, a modern Fitness Center and Aerobics Center with professional trainers and an array of exercise activities including aerobics, Zumba, spinning, yoga, free weights and dance.
Additionally, the community of Windstar on Naples Bay offers a 72-slip deep water marina with a Dock Master and a private beach club that is located on Keewaydin Island which residents can enjoy via a shuttle service to this secluded beach.
Windstar on Naples Bay is proud of its diverse membership and strives to provide various options to suit every individual’s needs, thereby offering a variety of memberships. There is truly something for everyone at Windstar…from gourmet and casual dining, tennis, award winning championship golf, an array of social activities and unique private events.
Please note that memberships at Windstar on Naples Bay offer a Full Golf Membership, A Social Membership and a Social Membership with Golf. Additionally, prices and fees are subject to change.
Windstar Golf & Country Club Membership Fees
Membership fees should be verified prior to execution of sales contract as they are subject to change, please call the membership director at: (239) 775-3400
Windstar Golf & Country Club Address
Windstar Golf & Country Club Phone
Windstar Golf & Country Club Golf Cards


Corey Cabral
(239) 963-6590
For discrete and professional service call me at (239) 963-6590 to schedule a private showing of any one of these luxury golf real estate listings. You may also provide me with a detailed real estate search criteria and I will send you all property listings that match your criteria.













