Chatham Woods Real Estate

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida, within the vibrant Collier County. This enchanting subdivision offers a unique blend of serene living and convenient access to the best that Naples has to offer.

Chatham Woods is characterized by its lush landscaping, tree-lined streets, and a welcoming community atmosphere. The homes here exude charm and character, with a variety of architectural styles that cater to diverse tastes. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars.

One of the standout features of Chatham Woods is its prime location. Residents enjoy easy access to Naples’ pristine beaches, upscale shopping districts, and a plethora of dining options. Whether you’re in the mood for a casual beachfront café or a fine dining experience, the culinary scene in Naples is sure to delight.

For outdoor enthusiasts, Chatham Woods is a gateway to adventure. Nearby parks and nature preserves provide ample opportunities for hiking, biking, and birdwatching, while the Gulf of Mexico invites you to enjoy sun-soaked days of swimming and sailing.

Families will appreciate the quality of education available in the area, with highly-rated schools just a stone's throw away.

Chatham Woods is more than just a subdivision; it’s a community where neighbors become friends and memories are made. If you’re seeking a tranquil yet vibrant lifestyle in Naples, Chatham Woods is the perfect place to call home. Come and discover the charm that awaits you in this delightful neighborhood!

Newest Listings in Chatham Woods

$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.