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

9,996 Properties Found. Page 1 of 833.
Photo of Listing #221016688

4540 Gordon Dr, NAPLES

$49,500,000 - 4 Beds, 9 Baths, 8,081 Sf

MLS® # 221016688

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221007413

3001 Veterans Pky, CAPE CORAL

$35,000,000 - 76 Acres

MLS® # 221007413

Coldwell Banker RealtyNaples Area Board of Realtors Logo
Photo of Listing #221013345

4444 Gordon Dr, NAPLES

$34,900,000 - 5 Beds, 7 Baths, 7,000 Sf

MLS® # 221013345

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221031342

1832 Galleon Dr, NAPLES

$33,000,000 - 12,781 Sf

MLS® # 221031342

London Bay Realty Inc.Naples Area Board of Realtors Logo
Photo of Listing #220069308

275 Gulf Shore Blvd N, NAPLES

$27,000,000 - 5 Beds, 6 Baths, 4,736 Sf

MLS® # 220069308

Premier Sotheby's International RealtyNaples Area Board of Realtors Logo
Photo of Listing #219004319

2050 Gordon Dr, NAPLES

$26,000,000 - 4 Beds, 5 Baths, 5,393 Sf

MLS® # 219004319

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #221023468

7425 Bay Colony Dr, NAPLES

$25,000,000 - 5 Beds, 8 Baths, 9,049 Sf

MLS® # 221023468

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #221004239

7607 Bay Colony Dr, NAPLES

$19,950,000 - 1 Acres

MLS® # 221004239

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo
Photo of Listing #220066049

980 Aqua Cir, NAPLES

$17,900,000 - 5 Beds, 11 Baths, 8,693 Sf

MLS® # 220066049

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221015074

81 Seagate Dr 2001, NAPLES

$17,500,000 - 4 Beds, 6 Baths, 11,698 Sf

MLS® # 221015074

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #220070146

4101 Gulf Shore Blvd N Ph-4, NAPLES

$16,900,000 - 5 Beds, 7 Baths, 12,050 Sf

MLS® # 220070146

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo
Photo of Listing #221022842

275 Champney Bay Ct, NAPLES

$15,500,000 - 4 Beds, 7 Baths, 5,400 Sf

MLS® # 221022842

BHHS Florida RealtyNaples 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: June 16th, 2021 at 3:42pm 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.