chatham woods

Chatham Woods is an intimate community of just 24 single-family homes in North Naples, tucked within the Willoughby Acres area near Immokalee Road and Airport-Pulling Road. The neighborhood offers a distinctly different experience from North Naples' larger gated and master-planned communities, with a single residential street, generous homesites and no large recreational complex. Its small scale creates a traditional neighborhood atmosphere while still providing convenient access to shopping, dining, beaches and other North Naples destinations.

Homes in Chatham Woods feature contemporary Florida designs with approximately 1,700 to 2,700 square feet of living space, although individual residences vary in configuration and improvements. Floor plans include multiple bedrooms, dens and flexible living spaces, with attached garages and outdoor living areas. Private pools can be found at some residences, while individual lots provide room for landscaping, patios and other outdoor features. Because the homes were built and customized individually, buyers will find differences in architecture, interior finishes, hurricane protection, pools and other improvements from one property to another.

Chatham Woods does not have a clubhouse, community pool or extensive collection of shared recreational amenities. Instead, the focus is on private single-family living and the convenience of the North Naples location. Lawn and landscape maintenance is provided through the homeowners association, adding a lower-maintenance component while allowing residents to enjoy the space and privacy of a detached home.

Why People Like the Chatham Woods Community

• Only 24 Homes: The exceptionally small size creates an intimate residential setting that feels more like a traditional neighborhood than a master-planned development.

• Single-Family Living: Chatham Woods consists of detached residences with private homesites, attached garages and individual outdoor living areas.

• Private Outdoor Space: Some properties feature private pools, outdoor kitchens, screened lanais and fenced yards, with features varying by residence.

• Lawn Maintenance Included: Association-provided lawn and landscape maintenance reduces some of the routine upkeep associated with single-family ownership.

• No Large Amenity Complex: Buyers who do not want to support a clubhouse, golf course or extensive recreational facilities may appreciate the community's simpler structure.

• Convenient North Naples Location: Immokalee Road, Airport-Pulling Road, U.S. 41 and I-75 provide convenient access to beaches, shopping, dining and destinations throughout North Naples.

What You Need to Know About Living in Chatham Woods

• Chatham Woods Is Not Gated: Unlike many small newer Naples enclaves, Chatham Woods does not have a gated entrance.

• Homes Are Not Uniform: Size, floor plan, architecture, pool configuration, interior finishes and other improvements vary throughout the neighborhood.

• Private Pools Are Property-Specific: Some residences have private swimming pools and expanded outdoor living areas, but these features are not universal.

• HOA Maintenance Has Defined Limits: Lawn and landscape maintenance and certain common services are provided through the association, but buyers should review current documents to understand exactly what is included and which responsibilities remain with the homeowner.

• There Are No Traditional Community Recreational Facilities: Buyers looking for a clubhouse, community pool, fitness center, tennis or pickleball should understand that Chatham Woods is designed around the individual residences rather than shared amenities.

• Association Rules Apply: Leasing, pets, parking, exterior modifications and other property-use matters are governed by the community documents and should be verified as part of the purchase process.