Chatham Woods Homes for Sale

Chatham Woods Homes for Sale

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision is not just a place to live; it's a vibrant community where neighbors become friends and families thrive. With its lush landscapes and serene surroundings, Chatham Woods offers a tranquil retreat from the hustle and bustle of everyday life while still being conveniently close to all the amenities Naples has to offer.

The homes for sale in Chatham Woods are a testament to the quality of life that this community provides. Ranging from cozy single-family residences to spacious modern designs, each home exudes warmth and character. Many properties feature inviting outdoor spaces, perfect for enjoying Florida’s beautiful weather year-round. Imagine sipping your morning coffee on a sun-drenched patio or hosting a weekend barbecue in your own backyard oasis!

Located just minutes from Naples' pristine beaches, upscale shopping, and fine dining, Chatham Woods offers the perfect balance of relaxation and recreation. Residents can indulge in a variety of outdoor activities, from golfing at world-class courses to exploring the nearby nature preserves. The community is also known for its friendly atmosphere, making it easy to connect with neighbors through local events and gatherings.

If you’re looking for a place to call home in Naples, Chatham Woods is the ideal choice. With a diverse selection of homes for sale and a welcoming community spirit, you’ll find that this subdivision is more than just an address; it’s a lifestyle waiting to be embraced. Come discover the charm of Chatham Woods today!

Newest Chatham Woods Homes for Sale

$1,059,000
4 Beds ⋅ 2 Baths ⋅ 226023110 MLS ⋅ ACTIVE Status
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.