Cypress Club Homes with Playground Amenities

Welcome to Cypress Club, a delightful subdivision nestled in the heart of Winter Springs, Florida, in beautiful Seminole County. This charming community is not just a place to live; it’s a lifestyle that embraces the warmth of Florida living while offering modern conveniences and amenities that cater to families and individuals alike.

Cypress Club features a variety of stunning homes that are designed for comfort and style. Each residence is thoughtfully crafted, showcasing spacious layouts, contemporary designs, and lush landscaping that harmonizes with the natural beauty of the area. Whether you are a first-time homebuyer or looking to downsize, Cypress Club has something for everyone.

One of the standout features of this community is its commitment to family-friendly living. With playground amenities available right within the subdivision, children can enjoy endless hours of outdoor fun and adventure. The playgrounds are safe, well-maintained, and provide a perfect setting for kids to play, socialize, and create lasting memories. Parents can relax knowing their little ones are just a stone's throw away, enjoying the great outdoors in a secure environment.

Cypress Club also boasts a prime location, with easy access to local parks, shopping, dining, and top-rated schools, making it an ideal choice for families. The warm Florida sunshine and friendly neighbors create a welcoming atmosphere that you’ll be proud to call home.

Experience the charm and community spirit of Cypress Club, where your dream home awaits and a vibrant lifestyle is just around the corner!

Newest Cypress Club Homes with Playground Amenities

$267,500

3 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code

Virtually Staged. Welcome to 476 Club Drive, a beautifully maintained 3-bedroom, 2-bath townhome in the highly sought-after Cypress Club section of The Highlands in Winter Springs. NEW ROOF 2026, NEW WATER HEATER 2026, 2020 A/C, FULL-HOME REPIPE 2016, and WHOLE-HOME WATER SOFTENER 2016! This spacious home offers a flexible floor plan, peaceful wooded views, and an impressive list of updates. The main level features knockdown ceilings, updated recessed lighting, and an inviting living and dining area overlooking the serene, tree-lined surroundings. A step-down enclosed patio provides additional living space and a wonderful private retreat for relaxing or entertaining. A downstairs bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi-generational living. Upstairs, two spacious bedrooms feature soaring ceilings and abundant natural light. The generous primary suite offers ample closet space, tranquil wooded views, and a private bath with a Jacuzzi tub and separate shower. A dedicated tankless water heater serves the Jacuzzi tub and primary suite bathroom, adding an extra level of comfort and convenience. Enjoy the added benefit of a covered carport with TWO dedicated parking spaces, keeping your vehicles protected from the Florida sun and weather. Cypress Club is the only section of The Highlands with its own private pool, while residents also enjoy access to the community’s outstanding amenities, including multiple pools, tennis courts, walking trails, parks, pavilions, BBQ areas, clubhouse, volleyball, and basketball courts. Located in desirable Winter Springs, this move-in-ready townhome combines thoughtful updates, flexible living spaces, natural surroundings, covered parking, and an exceptional amenity-rich community. Don’t miss the opportunity to make 476 Club Drive your new home!

476 Club Drive, Winter Springs

$215,000

2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code

Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. The HOA just installed brand new roofs throughout the community. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. Conveniently located near shopping, dining, entertainment, major highways, and all the area’s conveniences.

506 Club Drive, Winter Springs

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