Windward Isles Homes For Sale

Windward Isles homes for sale are cozy, comfortable luxury estates located in a private alcove in sophisticated central Naples. These top-of-the-line executive homes are stunning examples of luminous modern design and classical elegance. Blending contemporary sophistication and timeless coastal architecture, these stately houses are truly incomparable. Encased in beautiful stucco and stone, Windward Isles homes merge indoor and outdoor living with rich open-air living spaces and delightful museum-quality interiors. These houses feature only the most aesthetically appealing of materials to create an absolutely incandescent masterpiece product. If you're looking for a residence that feels bright, polished, and unendingly indulgent — or you have a bit of an artistic side — choose a Windward Isle home in Naples.

Connect with LuxHomesOfNaples to receive the latest information on Windward Isles. But first, read all about the radiant homes in this highly anticipated community.

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Windward Isle

23,350 Properties Found. Page 1 of 1,946.
Photo of Listing #219077095

2700 Gordon Dr, NAPLES

$65,000,000 - 6 Beds, 8 Baths, 11,511 Sf

MLS® # 219077095

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #220025112

4444 Gordon Dr, NAPLES

$54,000,000 - 4 Beds, 6 Baths, 7,000 Sf

MLS® # 220025112

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #219076220

53090 Bermont Rd, PUNTA GORDA

$50,000,000 - 6,322 Acres

MLS® # 219076220

Tarpon Blue Real Estate LLCNaples Area Board of Realtors Logo
Photo of Listing #219047897

3100 Gordon Dr, NAPLES

$44,900,000 - 5 Beds, 8 Baths, 15,264 Sf

MLS® # 219047897

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #219072172

Veterans Pky, CAPE CORAL

$35,000,000 - 76 Acres

MLS® # 219072172

Coldwell Banker Residential ReNaples Area Board of Realtors Logo
Photo of Listing #220016181

4296 Cutlass Ln, NAPLES

$34,950,000 - 5 Beds, 12 Baths, 15,309 Sf

MLS® # 220016181

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #220004030

1978 Gulf Shore Blvd S, NAPLES

$24,500,000 - 6 Beds, 10 Baths, 6,405 Sf

MLS® # 220004030

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #220031867

600 Admiralty Parade W, NAPLES

$21,000,000 - 4 Beds, 6 Baths, 7,778 Sf

MLS® # 220031867

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #219051379

1000 Admiralty Parade, NAPLES

$19,900,000 - 6 Beds, 13 Baths, 15,569 Sf

MLS® # 219051379

Gulf Coast International PropNaples Area Board of Realtors Logo
Photo of Listing #219083917

700 Admiralty Parade W, NAPLES

$18,900,000 - 5 Beds, 7 Baths, 7,640 Sf

MLS® # 219083917

London Bay Realty Inc.Naples Area Board of Realtors Logo
Photo of Listing #220020755

16660 Captiva Dr, CAPTIVA

$18,000,000 - 5 Beds, 7 Baths, 9,030 Sf

MLS® # 220020755

Kingfisher Real Estate, Inc.Naples Area Board of Realtors Logo
Photo of Listing #219076497

43510 Neal Rd, PUNTA GORDA

$18,000,000 - 1,000 Acres

MLS® # 219076497

Tarpon Blue Real Estate LLCNaples Area Board of Realtors Logo

Explore Windward Isles Real Estate

Within the doors of any home on the Windward Isles real estate market is a haven of the highest quality. Windward Isles homes come in 3 select models: Abacos, Grenada I, Grenada II. Each has its own distinct characteristics as well as a few standard, across-the-board features; the Abaco model is the only single-story plan among them. Features within these homes include zero-edge pools and luxe outdoor kitchens, elevated vaulted ceilings, and shimmering lighting. Clean cream hues define most homes; creamy carpeting, slick stone flooring, and add-ons such as spacious studies and 3 car garages are abundant. Floor plans range from 4,550 square feet to 5,800 square feet.

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Data last updated: July 4th, 2020 at 7:31pm EDT and updating occurs daily

Naples Area Board of Realtors Logo The data relating to real estate for sale on this Website come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than William Raveis Luxury Properties 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.