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 is a vibrant community that perfectly blends luxury living with an active lifestyle, making it an ideal choice for families, retirees, and everyone in between.

Chatham Square is renowned for its beautifully designed homes that exude elegance and comfort. Each residence is thoughtfully crafted with modern amenities and spacious layouts, offering a welcoming atmosphere for both entertaining and relaxation. One of the standout features of this community is the inclusion of pickleball amenities, a sport that is rapidly gaining popularity among residents of all ages. The well-maintained courts provide the perfect setting for friendly matches and social gatherings, fostering a sense of camaraderie among neighbors.

As you explore Chatham Square, you’ll discover a wealth of outdoor activities and recreational opportunities. The lush landscaping and serene surroundings create an idyllic backdrop for leisurely strolls or bike rides. Additionally, the community is conveniently located near Naples’ stunning beaches, upscale shopping, and gourmet dining options, ensuring that residents have access to the best that Southwest Florida has to offer.

Whether you’re seeking a tranquil retreat or an active lifestyle, Chatham Square is the perfect place to call home. Experience the charm of this delightful subdivision and embrace the vibrant community spirit that makes living in Naples truly special. Come and discover your dream home in Chatham Square, where luxury meets leisure in the heart of Florida!

Newest Chatham Square Homes with Pickleball Amenities

$249,000

2 Beds ⋅ 2 Baths ⋅ 226036221 MLS ⋅ Chatham Square BLDG.

FULL GOLF MEMBERSHIP INCLUDED! Experience the best of the Naples golf lifestyle in this beautifully updated second-floor residence at Glen Eagle Golf & Country Club. This stylish 2-bedroom, 2-bath condo combines modern updates, beautiful golf-course views, and an exceptional location just minutes from downtown Naples. The thoughtfully updated interior features a refreshed kitchen with quartz countertops, brushed nickel hardware, and brand-new stainless-steel appliances. Brazilian laminate flooring enhances the living area and kitchen, while both bedrooms offer newly installed carpeting. A new 2025 A/C system provides added comfort and peace of mind. Step onto the private lanai and start your morning with coffee while enjoying beautiful sunrises and views of golfers heading out on the course. It’s the perfect setting to relax, entertain, and enjoy the year-round Southwest Florida lifestyle. Glen Eagle offers an outstanding array of amenities and social activities, including an 18-hole golf course, Har-Tru tennis courts, state-of-the-art fitness center, pools, dining, and a vibrant calendar of activities and clubs. Best of all, full golf membership is included. Ideally located less than three miles from Fifth Avenue South, you’ll be close to Naples’ renowned restaurants, boutique shopping, art galleries, and pristine Gulf beaches. Updated, beautifully positioned, and ready to enjoy—this is the Naples lifestyle you’ve been waiting for.

6945 Dennis CIR Unit 203, 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

Start Your Search

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.