Cypress Club Homes with Pool Amenities

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida, within the picturesque Seminole County. This charming subdivision is more than just a place to live; it’s a vibrant community that offers a perfect blend of comfort, convenience, and leisure.

Cypress Club boasts a variety of beautifully designed homes, each thoughtfully crafted to cater to modern lifestyles. One of the standout features of this community is the abundance of homes equipped with inviting pool amenities. Imagine stepping out of your door and into your own private oasis, where you can unwind in the sun, host lively pool parties, or simply enjoy a refreshing dip after a long day. These poolside retreats provide the ideal backdrop for relaxation and entertainment, making every day feel like a vacation.

Located just minutes from the scenic trails of the Cross Seminole Trail and the lush parks of Central Florida, residents of Cypress Club enjoy easy access to outdoor adventures and recreational activities. The community is also conveniently situated near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

Whether you’re a growing family, a retiree looking for tranquility, or anyone in between, Cypress Club offers a welcoming atmosphere where neighbors become friends. Discover the charm of this wonderful subdivision and make it your new home, where every day is a chance to relax by the pool and enjoy the beautiful Florida sunshine. Welcome to Cypress Club, where your dream home awaits!

Newest Cypress Club Homes with Pool 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

Start Your Search