Cypress Club Real Estate

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida, within beautiful Seminole County. This charming subdivision offers a perfect blend of tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between.

Cypress Club is renowned for its lush, tree-lined streets and well-maintained homes that exude warmth and character. The community is thoughtfully designed to foster a sense of belonging, with friendly neighbors and a welcoming atmosphere. Residents can enjoy the picturesque views of the surrounding nature, as the subdivision is conveniently located near several parks and nature trails, perfect for morning jogs, evening strolls, or family picnics.

One of the standout features of Cypress Club is its proximity to top-rated schools, shopping centers, and dining options. Families will appreciate the excellent educational opportunities available in the area, while food enthusiasts can explore a variety of local eateries that cater to every palate. For those who love outdoor activities, the nearby parks offer playgrounds, sports facilities, and scenic spots for relaxation.

Cypress Club also provides easy access to major highways, making commutes to Orlando and other nearby cities a breeze. Whether you’re seeking a peaceful retreat or a vibrant community lifestyle, Cypress Club has it all. Discover the charm of this exceptional subdivision and make it your next home sweet home in Winter Springs!

Newest Listings in Cypress Club

$250,000

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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