Chatham Woods Homes for Sale

Welcome to Chatham Woods, an enchanting community nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood is a hidden gem, offering a perfect blend of serene living and modern conveniences, making it an ideal choice for families, retirees, and anyone seeking a vibrant lifestyle.

Chatham Woods boasts an array of beautifully designed homes for sale, each exuding a unique character and style. From cozy single-family residences to spacious villas, there’s something here for everyone. These homes are thoughtfully constructed with high-quality materials, featuring open floor plans, gourmet kitchens, and lush outdoor spaces that invite you to bask in the Florida sunshine. Many properties also come with stunning lake or preserve views, providing a tranquil backdrop for your daily life.

Residents of Chatham Woods enjoy a wealth of amenities, including well-maintained walking trails, community parks, and recreational facilities that foster a strong sense of community. The neighborhood is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone’s throw away.

Moreover, Naples is renowned for its stunning beaches, vibrant arts scene, and world-class golf courses. Whether you’re looking to soak up the sun on the pristine sands or explore the local culture, Chatham Woods positions you perfectly to experience all that this beautiful city has to offer.

Don’t miss your chance to become part of this exceptional community. Explore the homes for sale in Chatham Woods today and discover your dream home in Naples!

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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