Chatham Woods Real Estate

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida, within the vibrant Collier County. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between.

Chatham Woods is renowned for its lush landscapes and beautifully maintained properties, creating a picturesque setting that feels like a serene oasis. Residents enjoy spacious single-family homes, many of which feature stunning views of the surrounding greenery and water features. The community is designed with an emphasis on outdoor living, allowing you to soak up the Florida sunshine in your own backyard or take leisurely strolls along the scenic walking paths.

One of the standout features of Chatham Woods is its prime location. Just a short drive away, you’ll find the pristine beaches of Naples, where you can relax on the sandy shores or indulge in various water activities. Additionally, the area boasts exceptional dining, shopping, and entertainment options, ensuring that you’re never far from the action.

Families will appreciate the top-rated schools nearby, providing quality education within a supportive community. For those who enjoy an active lifestyle, Chatham Woods is conveniently located near parks, golf courses, and recreational facilities.

In Chatham Woods, you’re not just buying a home; you’re embracing a lifestyle filled with warmth, community spirit, and the beauty of Southwest Florida. Come discover why this enchanting subdivision is the perfect place to call home!

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. Meticulously maintained Hampton model by Gulfstream Homes offering 3 BR + den/4th BR, 2 BA, and a fully fenced private lot surrounded by lush landscaping in Chatham Woods, a newer subdivision within Willoughby Acres where the landscaping and irrigation maintenance is included. Designed for Florida living, the open layout leads to a backyard oasis complete with a private pool & sun shelf, custom outdoor kitchen, and motorized lanai bug screens. Enjoy full peace of mind with motorized hurricane shutters on the lanai, front impact windows/doors, and a non-flood zone location. Notable upgrades include new primary bath lighting (2026), dishwasher, pool pump, and primary bath faucets (2025), plus a new refrigerator (2023). Fresh interior paint, upgraded cabinet hardware, and overhead garage storage make it turnkey. Ideally located under 4 miles to Gulf beaches and minutes from Mercato, Waterside Shops, Artis Naples, world class dining, shopping, golf, and downtown Naples.

37 Johnnycake DR, Naples

Start Your Search

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.