Chatham Square Homes with Pool Amenities

Welcome to Chatham Square, a hidden gem nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming subdivision offers a serene lifestyle, combining the tranquility of suburban living with the vibrant energy of city life. Chatham Square is renowned for its lush landscapes, friendly community atmosphere, and proximity to some of Naples' most sought-after attractions, including pristine beaches, upscale shopping, and exquisite dining options.

One of the standout features of Chatham Square is its stunning homes, many of which come with luxurious pool amenities. Imagine stepping out into your backyard oasis, where you can bask in the Florida sun or take a refreshing dip in your private pool. These homes are designed with outdoor living in mind, offering spacious patios and beautifully landscaped gardens that create the perfect setting for entertaining friends and family or enjoying peaceful evenings under the stars.

Residents of Chatham Square benefit from a close-knit community, where neighbors become friends and gatherings are a regular occurrence. The subdivision is not only an ideal place to call home but also a fantastic investment opportunity, given Naples’ booming real estate market. Whether you are looking for a family home or a vacation retreat, Chatham Square has something to offer everyone.

Experience the idyllic lifestyle that awaits you in Chatham Square. With its beautiful homes featuring pool amenities and a welcoming community spirit, this subdivision is the perfect place to create lasting memories in sunny Naples, Florida. Don’t miss your chance to be part of this enchanting neighborhood!

Newest Chatham Square Homes with Pool Amenities

$424,900

2 Beds ⋅ 2 Baths ⋅ 226036427 MLS ⋅ Chatham Square BLDG.

Enjoy Golf-Course Living at Glen Eagle Golf & Country Club Welcome to this beautifully remodeled condominium at Glen Eagle Golf & Country Club, where full golf membership is included and picturesque views of the 18-hole golf course create an exceptional Naples lifestyle. This spacious 2-bedroom, 2-bath condominium offers an oversized living room and generous lanai, providing plenty of space to relax and entertain while enjoying the beautiful golf-course setting. The residence also features a convenient laundry room and pantry, along with a stylish bar and wine cooler—perfect for entertaining family and friends. Property Features • Full golf membership included • Picturesque views of the 18-hole golf course • Completely remodeled • Oversized living room and spacious lanai • 2 bedrooms and 2 bathrooms • Laundry room and pantry • Stylish bar with wine cooler • All New Appliances • Newer Hot Water, Washer and Dryer • A/C replaced in 2024 • Hurricane shutters throughout • Community swimming pool and pickleball courts just steps from the condo The Glen Eagle Lifestyle Glen Eagle is a private, gated golf community offering an impressive array of amenities and activities. Members enjoy golf, tennis, billiards, bocce ball, card rooms, a library, restaurant, grill room, outdoor dining, swimming pool, planned social events, and so much more. The fully equipped fitness center offers a variety of classes and programs supported by professional instructors, providing residents with plenty of opportunities to stay active, socialize, and enjoy the community. Ideally located near Naples' renowned beaches, restaurants, shopping, entertainment, and attractions, Glen Eagle offers the opportunity to experience the best of Southwest Florida living in a private-club setting. Come experience the comfort, elegance, and exceptional golf-course lifestyle of this beautifully remodeled Glen Eagle condominium.

6985 Dennis CIR Unit 204, Naples

$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

$215,000

2 Beds ⋅ 2 Baths ⋅ 226009100 MLS ⋅ Chatham Square BLDG.

Positioned within Chatham Square at Glen Eagle, this inviting residence offers a sought-after bundled golf membership along with tranquil lake and golf course views. Enjoy tranquil views from your private screened lanai overlooking the lush fairways and sparkling lake, creating a peaceful backdrop for everyday living and relaxed outdoor enjoyment. With a desirable second-floor vantage point and a dedicated carport space, this two-bedroom, two-bath condominium presents an exceptional opportunity to embrace Naples golf lifestyle. The thoughtfully designed floor plan features a bright and open living and dining area with direct lanai access, allowing the beautiful lake and golf course views to become part of your daily experience. A formal dining space flows seamlessly into the living room, making the layout ideal for relaxed evenings and entertaining guests. The screened lanai, complete with a ceiling fan, provides comfortable outdoor living year-round while capturing sweeping views of the course and water. The kitchen is functional and inviting, offering a convenient pass-through window to the living room, a pantry for added storage, and a charming breakfast area set by a window with a ceiling fan. Appliances include a range, microwave and refrigerator/freezer, providing everything needed for effortless meal preparation. The primary suite serves as a comfortable retreat, featuring a ceiling fan and golf course views. The en-suite bath includes a sink vanity with a framed mirror and a shower-tub combination. The guest bedroom is thoughtfully positioned adjacent to a full bath with a shower-tub combo and includes ceiling fans for added comfort, making it ideal for visitors or flexible use as a home office. Residents of Glen Eagle Golf & Country Club enjoy an active, amenity-rich lifestyle centered around the 18-hole championship course. Additional offerings include tennis courts, a fitness center, resort-style pool, clubhouse dining and a vibrant year-round social calendar. Ideally in South Naples, this community is just minutes from the white sand beaches of the Gulf and renowned destinations of Old Naples, Fifth Avenue South, Third Street South, Naples Pier, Waterside Shops, Artis—Naples, Venetian Bay, Bayfront and Mercato, offering the best of Naples living.

7025 Dennis CIR Unit G202, 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.