Cypress Club Homes with Pool Amenities

Welcome to Cypress Club, a charming subdivision nestled in the heart of Winter Springs, Florida! This picturesque community in Seminole County offers an inviting blend of suburban tranquility and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Cypress Club is renowned for its beautifully designed homes that boast a variety of architectural styles, catering to diverse tastes and preferences. Each residence is thoughtfully crafted with spacious layouts, contemporary finishes, and lush landscaping, creating a warm and welcoming atmosphere. One of the standout features of this community is its homes with pool amenities, perfect for those who love to soak up the Florida sunshine. Imagine spending lazy afternoons lounging by your own private pool, hosting summer barbecues, or enjoying a refreshing swim with family and friends.

In addition to the stunning homes, Cypress Club is conveniently located near a wealth of amenities. Residents can take advantage of nearby shopping centers, restaurants, and recreational parks, ensuring that everything you need is just a stone's throw away. For nature enthusiasts, the beautiful trails and parks in the area provide ample opportunities for hiking, biking, and enjoying Florida's natural beauty.

With its serene environment, friendly neighbors, and exceptional amenities, Cypress Club is more than just a place to live; it’s a community where memories are made. Come discover the charm of Cypress Club, where your dream home awaits in sunny Winter Springs!

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

$199,000

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

Virtually Staged. 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