Cypress Club Homes with Clubhouse Amenities

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida, in the scenic Seminole County. This charming subdivision offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Cypress Club boasts a variety of beautifully designed homes that cater to diverse tastes and lifestyles. Each residence is thoughtfully crafted with spacious layouts, contemporary finishes, and lush landscaping, providing a warm and inviting atmosphere. Whether you’re looking for a cozy single-family home or a more expansive property, Cypress Club has something for everyone.

One of the standout features of this delightful community is its exceptional clubhouse amenities. Residents enjoy access to a state-of-the-art clubhouse, where you can mingle with neighbors, host events, or simply unwind after a long day. The clubhouse is complemented by a sparkling swimming pool, perfect for those sunny Florida days, as well as recreational facilities that encourage an active lifestyle. From fitness classes to social gatherings, there's always something happening at Cypress Club.

In addition to its fantastic amenities, Cypress Club is conveniently located near top-rated schools, shopping centers, and beautiful parks, ensuring that everything you need is just a stone's throw away. With its friendly community atmosphere and prime location, Cypress Club is not just a place to live; it’s a place to thrive. Come discover the charm of Cypress Club and make it your new home today!

Newest Cypress Club Homes with Clubhouse Amenities

$199,900

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

Move in Ready!...Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! **Freshly Painted with light and neutral colors throughout! Vaulted ceiling in the very spacious/huge... family/great room with a wood burning fireplace! Split bedroom floorplan, with one bedroom downstairs. Brand new ceiling fan in upstairs bedroom. Tub and shower combination and linen closets in both bathrooms. Tile flooring in the living areas and laminate in the bedrooms. **Brand New Lennox A/C system and a washer and dryer included! Screened and Covered porch and an outside storage closet for additional storage. Two pools: the Cypress Club Community pool, and The Highlands master community pool! Brand new roofs in the community, HOA covers building insurance and grounds maintenance. Two assigned parking spaces. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.

497 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

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