Chatham Woods Real Estate

Chatham Woods Real Estate

Welcome to Chatham Woods, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in sunny Southwest Florida.

Chatham Woods is characterized by its lush landscapes, mature trees, and well-maintained homes that exude a warm, inviting atmosphere. The community boasts a variety of single-family residences, each with unique architectural styles that reflect the relaxed elegance of the Naples lifestyle. With spacious yards and friendly neighbors, it’s a place where you can truly feel at home.

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, renowned for their soft white sands and stunning sunsets. Outdoor enthusiasts will appreciate the nearby parks and nature preserves, perfect for hiking, biking, or simply enjoying the beautiful Florida weather.

Shopping and dining options are plentiful, with the upscale boutiques and gourmet restaurants of Naples just minutes away. Families will also benefit from the excellent local schools, making Chatham Woods a fantastic choice for those with children.

Community spirit thrives here, with regular neighborhood gatherings and events that foster connections among residents. Whether you’re looking to relax by the pool, explore the vibrant local art scene, or indulge in outdoor activities, Chatham Woods offers a lifestyle that is both enriching and enjoyable.

Discover the charm of Chatham Woods, where community and comfort come together in the heart of Naples. Your dream home awaits!

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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