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 community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Chatham Woods boasts beautifully designed homes that reflect the essence of Southwest Florida living. With spacious layouts, modern amenities, and lush landscaping, each residence is a sanctuary of comfort. The community is well-maintained, featuring tree-lined streets and inviting common areas that promote a sense of camaraderie among neighbors.

One of the standout features of Chatham Woods is its prime location. Just a short drive away, you’ll discover the stunning beaches of Naples, known for their soft white sands and crystal-clear waters. Enjoy leisurely days soaking up the sun or partake in a variety of water sports. For nature enthusiasts, nearby parks and preserves offer opportunities for hiking, bird-watching, and exploring the area's unique ecosystems.

Chatham Woods is also conveniently located near an array of shopping, dining, and entertainment options. From upscale boutiques to delightful local eateries, you’ll find everything you need just moments from your doorstep. Plus, with top-rated schools and healthcare facilities nearby, families can rest assured that they have access to quality resources.

Experience the best of Naples living at Chatham Woods, where community, comfort, and convenience come together to create the perfect Florida lifestyle. Come discover your dream home in this enchanting neighborhood today!

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 Drive, Naples

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