Chatham Woods Homes for Sale

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

Chatham Woods boasts a picturesque setting with lush landscaping and serene surroundings, providing residents with a peaceful retreat from the hustle and bustle of city life. The community is characterized by its well-maintained homes, each exuding unique charm and character. With a variety of architectural styles, you’ll find everything from cozy single-family homes to spacious residences that cater to diverse preferences and needs.

One of the standout features of Chatham Woods is its prime location. Residents enjoy easy access to Naples’ stunning beaches, world-class shopping, and gourmet dining options. The area is also known for its excellent schools and recreational facilities, making it a desirable spot for families. Outdoor enthusiasts will appreciate the nearby parks and nature trails, perfect for leisurely strolls or energetic bike rides.

Currently, there are several homes for sale in Chatham Woods, offering prospective buyers an opportunity to become part of this vibrant community. Whether you’re looking for a cozy retreat or a spacious family home, you’re sure to find a property that meets your needs. Don’t miss your chance to experience the charm and allure of Chatham Woods—your dream home in Naples 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.