Chatham Woods Real Estate

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

Chatham Woods boasts a variety of beautifully designed single-family homes, each exuding a unique character while maintaining the community's overall charm. With lush landscaping and mature trees lining the streets, residents enjoy a picturesque environment that feels like a serene getaway, yet is just moments away from the vibrant life Naples has to offer.

One of the standout features of Chatham Woods is its prime location. Situated in Collier County, this community is just a short drive from Naples' stunning beaches, upscale shopping centers, and gourmet dining options. Whether you're looking to spend a day soaking up the sun on the white sandy shores or exploring the eclectic boutiques at Waterside Shops, everything you need is right at your fingertips.

Families will appreciate the excellent schools nearby, ensuring that children receive a top-notch education. Additionally, the community offers a friendly neighborhood atmosphere, where neighbors become friends, and outdoor activities abound. Enjoy leisurely strolls along the picturesque sidewalks or take advantage of the nearby parks for picnics and playdates.

In Chatham Woods, you’ll find not just a home, but a lifestyle that celebrates the beauty of Florida living. Come experience the warmth and charm of this delightful community, where every day feels like a vacation!

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

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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.