Chatham Woods Real Estate

Welcome to Chatham Woods, a tranquil and inviting subdivision nestled in the heart of Naples, Florida, within the scenic Collier County. This charming community offers an idyllic blend of natural beauty and modern convenience, making it a perfect place for families, retirees, and everyone in between.

Chatham Woods is characterized by its lush landscapes, mature trees, and well-maintained homes that exude warmth and character. The neighborhood is designed for those who appreciate a peaceful lifestyle while being just minutes away from the vibrant culture and amenities that Naples has to offer. Residents enjoy easy access to stunning beaches, world-class dining, and upscale shopping, all while relishing the serene atmosphere of their suburban retreat.

One of the standout features of Chatham Woods is its community spirit. Neighbors often gather for social events, fostering lasting friendships and a sense of belonging. The subdivision is also conveniently located near top-rated schools, making it an ideal choice for families looking to settle down in a nurturing environment.

For outdoor enthusiasts, Chatham Woods boasts proximity to beautiful parks and recreational areas, perfect for leisurely strolls, picnics, or enjoying the Florida sunshine. The nearby nature trails and waterways provide ample opportunities for biking, jogging, or simply soaking in the breathtaking views of Southwest Florida’s natural splendor.

Whether you're seeking a permanent residence or a seasonal getaway, Chatham Woods offers a unique blend of comfort, community, and convenience—a place where you can truly feel at home in Naples. Come explore the charm of Chatham Woods and discover the lifestyle you’ve always dreamed of!

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. 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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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.