Chatham Woods Homes for Sale

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

Chatham Woods is known for its picturesque landscapes, featuring lush greenery and beautifully manicured gardens that create a welcoming atmosphere. The community boasts a variety of well-designed single-family homes, each exuding character and warmth. With homes available for sale, prospective buyers will find a range of options to suit their needs and preferences, from cozy starter homes to more spacious residences perfect for entertaining.

One of the standout features of Chatham Woods is its prime location. Residents enjoy easy access to Naples’ stunning beaches, top-rated schools, and an array of shopping and dining options. The vibrant downtown area, with its upscale boutiques and gourmet restaurants, is just a short drive away, providing endless opportunities for entertainment and leisure.

For those who appreciate outdoor activities, Chatham Woods is surrounded by beautiful parks and recreational facilities, perfect for hiking, biking, or simply enjoying the Florida sunshine. The community fosters a friendly atmosphere, where neighbors become friends and lifelong connections are formed.

If you're searching for a place to call home in Naples, Chatham Woods is a wonderful option. Explore the available homes for sale today and discover the perfect backdrop for your Florida lifestyle. Embrace the charm and warmth of this delightful community, where your dream home awaits!

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.