Windward Cay Real Estate

About Windward Cay

Windward Cay is a Southwest Florida community in Naples where the NABOR MLS currently shows 4 active listings, asking $425,000 to $1,375,000, averaging 70 days on market. Waterfront Realty Group, Inc. has worked this market as an independent, Realtor-owned brokerage since 1986, and pairs every customer with a Sales Associate who knows these streets, waterways, and price trends firsthand.

Figures reflect the active Windward Cay inventory shown on this page, drawn live from the Naples Area Board of REALTORS® (NABOR) MLS. Closed-sale counts cover the trailing 90 days.

$1,375,000

4700 Yacht Harbor DR 622

3 bd · 3 ba · 2,178 sf

Listing courtesy of Homeinc Realty LLC

Source: NABOR MLS

$1,099,000

4600 Yacht Harbor DR 412

2 bd · 2 ba · 2,185 sf

Listing courtesy of Coldwell Banker Realty

Source: NABOR MLS

$649,000

4650 Yacht Harbor DR 124

2 bd · 2 ba · 1,589 sf

Listing courtesy of The Agency Naples

Source: NABOR MLS

$425,000

4700 Yacht Harbor DR 612

3 bd · 2 ba · 1,830 sf

Listing courtesy of KW Elevate Luxury

Source: NABOR MLS

Listing data provided via the Naples Area Board of REALTORS® (NABOR) MLS. Information deemed reliable but not guaranteed. Equal Housing Opportunity. © 2026 Waterfront Realty Group, Inc. License CQ257718. All rights reserved.