Cypress Club Homes with Pool Amenities

Welcome to Cypress Club, a serene and inviting subdivision nestled in the heart of Winter Springs, Florida, within beautiful Seminole County. This charming community is the epitome of Florida living, where sunshine and comfort meet in perfect harmony. Cypress Club is well-known for its picturesque landscapes, friendly neighbors, and an array of amenities that make it an ideal place to call home.

One of the standout features of Cypress Club is the stunning homes that boast private pool amenities. Imagine stepping out into your own backyard oasis, where a sparkling pool awaits you, perfect for those warm Florida days. Whether you’re hosting a summer barbecue, enjoying a peaceful morning swim, or simply lounging by the poolside with a good book, these homes provide the ultimate retreat for relaxation and entertainment.

The subdivision is conveniently located near top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone's throw away. With easy access to major highways, commuting to nearby cities is a breeze, making Cypress Club an ideal choice for families and professionals alike.

In addition to the beautiful homes and pool amenities, the community fosters a sense of belonging, with regular neighborhood events and gatherings that bring residents together. Experience the vibrant lifestyle that Cypress Club has to offer, where every day feels like a vacation. Come discover your dream home in this enchanting subdivision and embrace the Florida lifestyle you’ve always desired!

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

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