Chatham Woods Homes for Sale

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 serene living and convenient access to all the amenities that make Naples a sought-after destination.

Chatham Woods boasts beautifully designed homes that cater to a variety of lifestyles, whether you’re seeking a cozy retreat or a spacious family residence. With a range of properties available for sale, prospective buyers will find homes that feature modern finishes, open floor plans, and lush landscaping, all within a tranquil setting. The inviting streets are lined with mature trees and well-maintained gardens, creating a picturesque backdrop for your daily life.

Living in Chatham Woods means you’re just a stone's throw away from Naples' stunning beaches, world-class dining, and upscale shopping. Enjoy a leisurely day at the beach, indulge in gourmet cuisine at local restaurants, or explore the charming boutiques that dot the area. For outdoor enthusiasts, the nearby parks and recreational facilities offer endless opportunities for biking, hiking, and enjoying the beautiful Florida sunshine.

As a community, Chatham Woods fosters a friendly atmosphere where neighbors become friends, and families can thrive. With homes for sale that cater to various needs and budgets, now is the perfect time to discover the charm of Chatham Woods. Embrace the Naples lifestyle and make this enchanting subdivision your new home sweet home. Don’t miss out on the opportunity to live in one of Florida’s most desirable areas!

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. 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.