Chatham Square Homes with Pickleball Amenities

Welcome to Chatham Square, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and everyone in between.

Chatham Square boasts beautifully designed homes that radiate warmth and elegance, with many properties featuring modern amenities and spacious layouts. Residents enjoy the luxury of well-maintained landscapes, inviting streets, and a welcoming atmosphere that fosters a close-knit community feel.

One of the standout features of Chatham Square is its commitment to an active lifestyle, highlighted by the availability of pickleball amenities. This popular sport, known for its fun and friendly competition, is a fantastic way to stay fit and socialize with neighbors. Whether you're a seasoned player or a curious beginner, the pickleball courts provide the perfect setting to engage in this exciting game.

In addition to pickleball, Chatham Square is conveniently located near Naples' stunning beaches, upscale shopping, and diverse dining options, ensuring that residents have everything they need within easy reach. The area's lush surroundings and warm climate create an inviting environment for outdoor activities year-round.

If you're seeking a vibrant community that values an active lifestyle and offers beautiful homes, Chatham Square in Naples, FL, is the perfect place to call home. Discover the charm and excitement of this exceptional subdivision today!

Newest Chatham Square Homes with Pickleball Amenities

$299,000

2 Beds ⋅ 2 Baths ⋅ 226007017 MLS ⋅ Chatham Square BLDG.

Welcome to effortless Florida living in this exceptionally maintained first-floor condo with a detached garage, located in the highly desirable Chatham Square community and offering a full golf membership at Glen Eagle Golf & Country Club. This inviting residence features two bedrooms plus a den, two full baths, and 18-inch tile laid on the diagonal throughout, creating a bright, clean, and cohesive feel. Thoughtful upgrades include decorative plantation shutters on every window and roll-down exterior storm shutter for added security. Major mechanicals have been updated, including the air conditioner, water heater, washer, and dryer, providing peace of mind for years to come. Unwind on your screened lanai, sip your morning coffee, and enjoy peaceful sunrise views in your own private retreat. Don’t miss this opportunity to own a piece of paradise in one of the best-valued golf communities in Southwest Florida. Glen Eagle is perfectly located less than 4 miles from downtown Naples, where you’ll enjoy Fifth Avenue’s fine dining, boutique shopping, art galleries, and the stunning Gulf beaches

6700 Dennis CIR Unit A102, Naples

$350,000

3 Beds ⋅ 2 Baths ⋅ 226000172 MLS ⋅ Chatham Square BLDG.

Enjoy beautiful golf course and lake views from this spacious end-unit condo in Glen Eagle Country Club with GOLF MEMBERSHIP INCLUDED. Featuring 2 bedrooms + den, 2 baths, covered parking, plenty of guest parking and walking distance to the community pool and tennis court. Glen Eagle Golf & Country Club is a bundled golf community featuring an 18-hole championship golf course and a wealth of social activities and amenities, including a resort-style pool, pro shop, restaurant and lounge, tennis, bocce, card room, billiards, and a separate fitness center with a café. Take a short drive to Naples pristine beaches, downtown top-rated restaurants, shopping, theatres and more. The perfect opportunity to enjoy the Naples golf lifestyle.

6945 Dennis CIR Unit I201, Naples

$225,000

2 Beds ⋅ 2 Baths ⋅ 225084882 MLS ⋅ Chatham Square BLDG.

FULL GOLF Membership included!! Freshly painted 2-bedroom, 2-bathroom ground-floor condo offered at a very reasonable price! The A/C unit was replaced in 2024. Updated bathrooms, a newer refrigerator, and much more- you won’t be disappointed! One covered parking space comes with the property, plus plenty of open guest parking nearby. Enjoy beautiful sunrises and picturesque golf course views from the spacious screened lanai. The subdivision amenities are just steps from the unit, including a community pool with hot tub/spa and pickleball/tennis court, in addition to the main Glen Eagle Golf & Country Club amenities. Glen Eagle Golf & Country Club is a bundled golf community featuring an 18-hole championship golf course and a wealth of social activities and amenities, including a resort-style pool, pro shop, restaurant and lounge, tennis, bocce, card room, billiards, and a separate fitness center with a café. Conveniently located in one of South Naples’ most desirable areas, just minutes from Naples’ sugar-sand beaches, shopping plazas, restaurants, fine dining, boutique shopping, art galleries, theaters, and museums. A short drive to downtown Naples attractions such as Olde Naples, Fifth Avenue South, Third Street South, Naples Pier, Waterside Shops, Artis-Naples, Venetian Bay, Bayfront, and Mercato.

6945 Dennis CIR Unit I-107, 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.