Cypress Club Homes with Deed Restrictions Community Extras

Cypress Club Homes with Deed Restrictions Community Extras

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida! This charming subdivision in Seminole County offers a unique blend of serene living and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between.

Cypress Club is a thoughtfully designed neighborhood featuring beautiful homes that come with deed restrictions, ensuring that the community maintains its aesthetic appeal and value over time. These restrictions promote a harmonious living environment, where residents can enjoy well-kept lawns, attractive landscaping, and a sense of pride in their homes.

The community is enhanced by its fantastic amenities, including walking trails that wind through lush greenery, perfect for morning jogs or evening strolls. Families will appreciate the nearby parks, playgrounds, and top-rated schools, which contribute to the area's family-friendly atmosphere.

Cypress Club is conveniently located near major highways, providing easy access to the bustling cities of Orlando and Sanford. Residents can enjoy a plethora of shopping, dining, and entertainment options just a short drive away, while still relishing the tranquility of suburban life.

With its welcoming ambiance, beautiful homes, and a strong sense of community, Cypress Club is not just a place to live; it's a place to thrive. Experience the best of Winter Springs living and make Cypress Club your new home today!

Newest Cypress Club Homes with Deed Restrictions Community Extras

$275,000
3 Beds 2 Baths Cypress Club SubDv. 32708 Zip Code
Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a new roof 2026, new water heater 2026, 2020 A/C system, a full repipe completed in 2016, and a 2016 whole home water softener. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!

476 Club Drive, Winter Springs

$269,000
3 Beds 2 Baths Cypress Club SubDv. 32708 Zip Code
Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third bedroom upstairs. Sliding glass doors open to a private screened porch, ideal for morning coffee, evening relaxation, or entertaining guests. This inviting space offers seamless indoor-outdoor living along with additional storage. The upgraded kitchen is a true highlight, showcasing solid wood cabinetry, modern countertops, and a breakfast bar perfect for casual dining or hosting friends and family. Two reserved parking spaces are conveniently located directly at your front door. Enjoy the resort-style lifestyle The Highlands is known for, offering a community pool, recreational building, tennis courts, and scenic hiking trails. Ideally located near I-4 and SR-417, commuting and weekend adventures are effortless. HOA fees provide exceptional value, covering exterior building and grounds maintenance, community amenities, —delivering peace of mind and truly low-maintenance living. IMPORTANT MESSAGE- While this townhouse HOA fees may seem higher, it covers roof replacement and maintenance (brand new 2026), exterior maintenance, landscaping, and more. A single-family home may have lower HOA fees, but usually comes with higher maintenance costs, more upkeep, and added stress - making the overall expense very similar in the end, with far less hassle in a townhouse community. Schedule your private showing today and make this exceptional townhome yours.

446 Club Drive, Winter Springs

Start Your Search