Chatham Woods Real Estate

Chatham Woods Real Estate

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a serene and inviting atmosphere, perfect for those seeking a peaceful retreat while still being close to the vibrant life of the city.

Chatham Woods is characterized by its lush landscapes and well-maintained homes, each exuding a unique charm that reflects the warm coastal spirit of Southwest Florida. This community boasts a variety of single-family homes, designed to cater to diverse lifestyles and family needs. With spacious yards and mature trees, residents enjoy a sense of privacy and tranquility, making it an ideal spot for families, retirees, and everyone in between.

One of the standout features of Chatham Woods is its prime location. Just a short drive away, you’ll find Naples’ renowned beaches, upscale shopping districts, and gourmet dining options. Outdoor enthusiasts will appreciate the nearby parks and nature preserves, perfect for hiking, biking, or simply soaking up the sun.

Chatham Woods also fosters a strong sense of community, with friendly neighbors and local events that bring residents together. Whether you’re enjoying a leisurely stroll through the neighborhood or participating in neighborhood gatherings, you’ll quickly feel at home in this welcoming environment.

Experience the best of Florida living in Chatham Woods, where comfort meets convenience in one of Naples’ most desirable areas. Your dream home awaits in this idyllic subdivision, ready to welcome you to a life of relaxation and enjoyment in sunny Collier County!

Newest Listings in Chatham Woods

$1,059,000
4 Beds ⋅ 2 Baths ⋅ 226023110 MLS ⋅ Willoughby Acres BLDG.
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 Dr, Naples
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