Chatham Woods Homes for Sale

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise. Located in Collier County, Chatham Woods boasts a serene environment surrounded by lush landscapes and beautiful waterways, creating a picturesque backdrop for your dream home.

Chatham Woods features a variety of homes for sale, catering to diverse tastes and lifestyles. From spacious single-family residences to cozy villas, each property showcases unique architectural designs and modern amenities. Many homes are situated on expansive lots, providing ample outdoor space for gardening, entertaining, or simply enjoying the stunning Florida sunshine. With well-maintained streets and a welcoming community atmosphere, Chatham Woods is perfect for those looking to establish roots in Naples.

The subdivision's prime location offers easy access to Naples' finest attractions. Residents can enjoy nearby pristine beaches, world-class shopping at the Waterside Shops, and delectable dining options along Fifth Avenue South. Additionally, Chatham Woods is conveniently located near top-rated schools and recreational facilities, making it an ideal choice for families.

If you're searching for your dream home in a peaceful yet vibrant community, look no further than Chatham Woods. With a variety of homes for sale, this enchanting subdivision invites you to explore the possibilities and embrace the Florida lifestyle. Come discover your perfect oasis in Naples today!

Newest Chatham Woods Homes for Sale

$1,059,000

4 Beds ⋅ 2 Baths ⋅ 226023110 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Turnkey doesn't begin to cover it. No Flood Zone • Low HOA Fees • Private Fenced Backyard • Pool with Sun Shelf • Custom Outdoor Kitchen • Impact-Resistant Front Windows & Doors • Electric Hurricane Shutters • Motorized Bug Screens • Move-In Ready. This meticulously maintained Gulfstream-built 3-bedroom + den (or optional 4th bedroom), 2-bath home sits on a completely fenced, private lot and has been thoughtfully upgraded throughout. Every detail has been carefully maintained, making this a home you can enjoy from day one. Recent updates include a new refrigerator (2023), new dishwasher (2025), new pool pump (2025), updated bathroom vanity lighting, upgraded cabinet hardware, custom window treatments, and fresh interior paint. The tile floors have been professionally sealed, the driveway and pool deck pavers have been cleaned and sealed, the HVAC has been serviced, the gutters have been cleaned, the roof has been inspected, and all permits have been properly closed. Step outside to your private backyard oasis featuring a pool with sun shelf, a custom outdoor kitchen, electric hurricane shutters, and motorized bug screens that allow you to enjoy the lanai year-round. The fully fenced backyard provides both privacy and functionality, creating the perfect space for relaxing or entertaining. Ideally located just minutes from Mercato, Vanderbilt Beach, Waterside Shops, Artis–Naples, world-class dining, shopping, golf, and downtown Naples, this home offers the perfect balance of privacy, convenience, and the Naples lifestyle.

37 Johnnycake DR, Naples

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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.