Chatham Woods Homes for Sale

Chatham Woods Homes for Sale

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming community offers a perfect blend of serenity and sophistication, making it an ideal destination for those seeking a tranquil lifestyle without sacrificing access to vibrant city life.

Chatham Woods is characterized by its lush landscapes, tree-lined streets, and beautifully designed homes that exude warmth and charm. This community is perfect for families, retirees, and anyone in between, offering an inviting atmosphere that encourages neighborly connections and a sense of belonging. The homes for sale in Chatham Woods range from cozy single-family residences to spacious properties, ensuring there’s something to suit every taste and budget.

Living in Chatham Woods means you’re just minutes away from Naples’ stunning beaches, upscale shopping, and gourmet dining options. Enjoy a day soaking up the sun on the pristine shores of the Gulf of Mexico, or explore the eclectic boutiques and art galleries that line Fifth Avenue South. For nature enthusiasts, the nearby parks and recreational areas offer ample opportunities for hiking, biking, and birdwatching.

As you consider making Chatham Woods your new home, you’ll find that this community not only offers beautiful houses for sale but also a vibrant lifestyle filled with rich experiences. Embrace the charm of Naples and discover why Chatham Woods is the perfect place to call home. Your dream home awaits in this idyllic slice of Florida paradise!

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 Drive, Naples

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