Chatham Woods - Naples Florida Homes for Sale

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 Drive, Naples

Listing Courtesy of The Gebelhoff Group Of CO.

$1,205,000

4 Beds ⋅ 3 Baths ⋅ 226003947 MLS

This Rochester model by Gulfstream Homes blends sophisticated design with relaxed, cottage-style charm in a light-filled, open-concept layout ideal for both everyday living & entertaining. The great room flows seamlessly into a gourmet kitchen highlighted by beautiful coffered ceilings, while a private office and formal dining room add flexibility and function. Four generously sized bedrooms and three luxurious baths provide ample space, complemented by a thoughtfully designed drop zone and laundry room just inside the oversized two-car garage. The inviting exterior draws you through the home and out to a private outdoor retreat featuring a crystal-blue pool, sun deck, and lush landscaping, all set within a fully fenced backyard designed for privacy and enjoyment. Located in Chatham Woods, a newer enclave within a sought-after North Naples community, this home offers a refined yet comfortable lifestyle for a discerning new owner. Extensive upgrades enhance both comfort and peace of mind, including a buried 500-gallon LP tank & a whole-house 20KW generator, a Navien tankless water heater with recirculating plumbing, and a new gas range with dual ovens for convection and traditional baking. The great room is anchored by a vented linear gas fireplace set into a custom-built wall finished with porcelain tile, while matching floor tile replaces the original carpet in the primary bedroom. The laundry room has been fully outfitted with wall-to-wall white shaker cabinetry and an extendable drying rack, and television mounts have been installed in three secondary bedrooms. Privacy pull-down shutters have been added to the front glass doors and the primary bedroom doors leading to the pool, with curtain rods installed throughout the home. Ceiling fans have been added to all four bedrooms, with larger fans in the front rooms, great room, and lanai for enhanced airflow and comfort. Outdoor living is elevated with a gas-heated pool, two gas torches positioned at the edge of the pavers and visible from inside the home, a gas stub for an outdoor grill, and extended pavers to accommodate lounge seating, a fire pit with an underground gas line, and electric insect barrier screens for the lanai. A trellis-covered entry to the backyard with added walking pavers enhances the garden experience, while a mature calusia hedge surrounds the property for exceptional privacy. Tropical landscaping has been upgraded with palms throughout the front and backyard, along with additional exterior flood lighting featuring both motion-sensor and standard settings. The lanai is pre-wired with an electrical outlet and swing-out TV mount, the garage received a new opener in 2025, and the driveway pavers have been widened with additional pavers added for discreet trash storage and access to the generator. Every detail has been carefully considered, making this home a standout opportunity in North Naples.

29 JOHNNYCAKE Drive, Naples

Listing Courtesy of William Raveis Real Estate

Selling Office: .

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Chatham Woods - Naples, FL Homes for Sale

Are you looking to buy or sell a home in Chatham Woods Naples Florida? Call or Text (239) 880-8850 to schedule a showing on any Chatham Woods Naples, FL home for sale or to sell your Chatham Woods Naples Florida home! As Realtors specializing in the Chatham Woods Naples area, we can take care of all of your Chatham Woods Naples FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Chatham Woods Naples Florida. We can also help you find distressed properties in Chatham Woods Naples including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Chatham Woods Naples, we have access to some of the best lenders that service the Chatham Woods Naples Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Chatham Woods Naples area to help you build your home while building up your credit. If you are going to buy or sell a home in Chatham Woods Naples Ohio, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Chatham Woods Naples, FL area! Displayed are homes for sale in Chatham Woods Naples, FL, a Subdivision located in Naples Florida. These Chatham Woods Naples Listings are updated every 15 minutes from the Naples MLS.