Cypress Club Homes with Pool Community Features

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida. This charming subdivision, located in scenic Seminole County, offers a perfect blend of tranquility and modern living, making it an ideal place for families and individuals alike.

Cypress Club is renowned for its stunning homes, each designed with a unique flair, ensuring that every resident finds their perfect sanctuary. One of the standout features of this community is its inviting pool area, which serves as a central hub for relaxation and recreation. Imagine sunny afternoons spent lounging by the poolside, hosting barbecues with friends, or enjoying a refreshing swim on a warm Florida day. The pool area is not just a place to cool off; it’s a vibrant social spot where neighbors become friends and memories are made.

The community is thoughtfully designed with lush landscaping and well-maintained common areas, enhancing the overall appeal of Cypress Club. Residents enjoy the benefits of living in a secure and friendly environment, where community events and gatherings foster a sense of belonging.

Additionally, Winter Springs is known for its excellent schools, beautiful parks, and convenient access to shopping and dining, making Cypress Club an ideal location for those seeking a balanced lifestyle. Whether you’re a first-time homebuyer or looking to downsize, Cypress Club offers a variety of options to suit your needs. Experience the charm and warmth of this exceptional community—your dream home awaits!

Newest Cypress Club Homes with Pool Community Features

$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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