Browse All Windward Cay Properties for Sale

4700 Yacht Harbor DR Unit 622, Naples image

4700 Yacht Harbor DR Unit 622, Naples — Windward Cay $1,375,000

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 approxi...

3 Beds
3 Baths
2026023271 MLS
Windward Cay Bldg.

4700 Yacht Harbor DR Unit 612, Naples image

4700 Yacht Harbor DR Unit 612, Naples — Windward Cay $425,000

Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Napl...

3 Beds
2 Baths
2026028731 MLS
Windward Cay Bldg.

4650 Yacht Harbor DR Unit 133, Naples image

4650 Yacht Harbor DR Unit 133, Naples — Windward Cay $725,000

Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee) Beautifully updated 2-bedroom + den, 2-bath top-floor condo in Windward ...

2 Beds
2 Baths
226012602 MLS
Windward Cay Bldg.

4700 Yacht Harbor DR Unit 613, Naples image

4700 Yacht Harbor DR Unit 613, Naples — Windward Cay $350,000

Welcome to Windward Cay, a charming enclave within the prestigious gated community of Windstar on Naples Bay. This desirable first floor end residence offers two bedrooms...

2 Beds
2 Baths
225083771 MLS
Windward Cay Bldg.

4650 Yacht Harbor DR Unit 121, Naples image

4650 Yacht Harbor DR Unit 121, Naples — Windward Cay $665,000

Luxuriously Remodeled Coach Home in Windstar on Naples Bay Welcome to an exceptional opportunity to own a fully remodeled, end-unit coach home in the prestigious Windsta...

3 Beds
2.5 Baths
225075980 MLS
Windward Cay Bldg.

4460 YACHT HARBOR DR, Naples — Windward Cay $1,075,000

Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Blvd, Moorings or Park Shore condo livin...

2 Beds
2 Baths
225070107 MLS
Windward Cay Bldg.

180 6th AVE S Unit 3, Naples — Windward Cay $2,195,000

A dreamy location only 6 houses from Naples famous sandy white beaches, one block to world famous 5th Avenue South & a short stroll to Third Street South’s world class sh...

4 Beds
3.5 Baths
225039473 MLS
Windward Cay Bldg.

4650 Yacht Harbor DR Unit 125, Naples image

4650 Yacht Harbor DR Unit 125, Naples — Windward Cay $483,000

The seller is paying ALL HOA fees for the rest of 2025, a generous $17,000 Buyer Credit that makes this home an unmatched value. This stunning second-floor residence in t...

3 Beds
2 Baths
225037921 MLS
Windward Cay Bldg.

4700 Yacht Harbor DR Unit 621, Naples image

4700 Yacht Harbor DR Unit 621, Naples — Windward Cay $730,000

This spacious coach home boasts over 2,300 sq. ft. of living space with views of Windstar’s 7th fairway. As a beautiful end unit, it is filled with natural light and feat...

3 Beds
3 Baths
225021371 MLS
Windward Cay Bldg.

4800 Yacht Harbor DR Unit 811, Naples image

4800 Yacht Harbor DR Unit 811, Naples — Windward Cay $675,000

GOLF MEMBERSHIP OPPORTUNITY AVAILABLE! End-unit 2 bed+ den condo with the option to purchase a transferable FULL GOLF MEMBERSHIP -YES-you can Beat The Wait-List!-Take a ...

2 Beds
2 Baths
224006702 MLS
Windward Cay Bldg.

4700 Yacht Harbor DR Unit 611, Naples image

4700 Yacht Harbor DR Unit 611, Naples — Windward Cay $500,000

This is the ultimate Naples lifestyle that you have been waiting for!!! First floor, end-unit, coach home with an attached garage!! CHECK OUT THE PRICE PER SQUARE FOOT!! ...

2 Beds
2 Baths
224001558 MLS
Windward Cay Bldg.

4800 Yacht Harbor DR Unit 822, Naples image

4800 Yacht Harbor DR Unit 822, Naples — Windward Cay $650,000

Social Memberships now available! Enjoy the ultimate Florida lifestyle in this stunning 3-bed, 3-bath second-floor unit in the gated community of Windstar on Naples Bay. ...

3 Beds
3 Baths
223080150 MLS
Windward Cay Bldg.

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.

Windward Cay Real Estate & Homes

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