Chatham Woods Homes for Sale

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision in Collier County offers a perfect blend of tranquility and convenience, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise.

Chatham Woods is characterized by its lush landscapes, serene lakes, and well-maintained streets that invite leisurely strolls and evening bike rides. The community boasts a variety of single-family homes, each with its unique charm and character. Many of these residences feature spacious layouts, modern amenities, and beautiful outdoor spaces that are perfect for entertaining or simply enjoying the stunning Florida sunshine.

One of the standout features of Chatham Woods is its prime location. Just minutes away from Naples’ pristine beaches, world-class shopping, and gourmet dining, residents can indulge in the best that Southwest Florida has to offer. For nature enthusiasts, nearby parks and nature preserves provide ample opportunities for outdoor activities, from hiking and biking to birdwatching and kayaking.

Currently, there are homes for sale in Chatham Woods, presenting a fantastic opportunity for those looking to join this vibrant community. Whether you’re seeking a cozy retreat or a spacious family home, you’ll find a range of options to suit your lifestyle.

Don’t miss your chance to become part of this delightful neighborhood. Explore the homes for sale in Chatham Woods today and discover your dream home in Naples, where every day feels like a vacation!

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

Start Your Search

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.