Chatham Woods Real Estate

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision is perfect for those seeking a tranquil lifestyle while still being close to the vibrant culture and amenities that Naples has to offer.

Chatham Woods is renowned for its serene environment, featuring beautifully landscaped streets and a close-knit community atmosphere. The homes here boast a variety of architectural styles, providing a unique blend of character and charm that appeals to both families and retirees alike. With spacious lots and lush greenery, residents enjoy a sense of privacy and peace, making it an ideal setting for relaxation and recreation.

One of the standout features of Chatham Woods is its proximity to Naples' stunning beaches. Just a short drive away, you can sink your toes into the soft sands of the Gulf of Mexico or explore the scenic coastline that Naples is famous for. Additionally, the area is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that you have everything you need right at your fingertips.

For outdoor enthusiasts, Chatham Woods offers easy access to numerous parks, walking trails, and golf courses, making it a paradise for those who appreciate an active lifestyle. The community also hosts various events throughout the year, fostering a sense of belonging and camaraderie among residents.

Whether you are looking for a permanent residence or a vacation home, Chatham Woods in Naples, FL, offers a delightful blend of comfort, convenience, and community. Come and discover the charm of Chatham Woods, where your dream home awaits!

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

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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.