Cypress Club Homes with Pool Community Features

Cypress Club Homes with Pool Community Features

Welcome to Cypress Club, a stunning subdivision located in Winter Springs, Seminole County, FL. This highly sought-after community offers an exceptional living experience, combining the beauty of nature with the convenience of city living.

Cypress Club is known for its luxurious homes with pool community features. Imagine coming home to your own private oasis, where you can relax and unwind in the refreshing waters of your own pool. Whether you're hosting a poolside barbecue with friends or enjoying a peaceful swim after a long day, these homes provide the perfect setting for making lasting memories.

Aside from the incredible pool amenities, Cypress Club offers a range of community features that enhance the overall lifestyle of its residents. Immerse yourself in the lush green spaces and beautifully landscaped surroundings, perfect for morning jogs or evening strolls. The community also boasts recreational facilities such as tennis courts and playgrounds, ensuring there is always something for everyone to enjoy.

Winter Springs, FL, where Cypress Club is located, is a vibrant city with a strong sense of community. Residents can take advantage of the city's excellent schools, shopping centers, and dining options, all just a short distance away. Additionally, the area is known for its natural beauty, with nearby parks and lakes providing opportunities for outdoor activities such as hiking, boating, and fishing.

If you're looking for a home that combines comfort, luxury, and a strong sense of community, Cypress Club in Winter Springs is the perfect place to call home. Come and experience the best of Florida living in this exceptional subdivision.

Newest Cypress Club Homes with Pool Community Features

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

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

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

Beautiful 2 bedroom 2 bathroom townhome (Not a condo which means more financing choices for you as a buyer) within The Highlands Community. Brand New Roof on this townhome. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their Own Private Community Pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.

499 Club Drive, Winter Springs

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

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

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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Jadel Patterson

Taking care of people. That´s what I love to do. I always thought I´d be a doctor or physical therapist, so I went to college and got an Associate of Science in Pre-Physical Therapy Studies and then a Bachelor of Science in Biology with a minor in Chemistry. These degrees gave me a framework for how to think analytically, and developed patience and perseverance in me. After college, I joined the United States Army as a medic with the 82nd Airborne Division. My favorite part of being in the army was taking care of my guys, making sure they were in peak physical condition and helping them recover when they were hurt. After all, jumping out of airplanes, again and again, does tend to be hard on the body. I learned to be calm under stress, and fully embraced the code of discipline, honor, integrity, and completing the mission no matter what the challenges. A few months before getting out of the army, I began to look into real estate investing. I fell in love with all of it...the entire process of seeking properties, analyzing deals, making connections and the thrill of finding new opportunities daily. The things that naturally stress most people seem to motivate me in a positive way and I enjoy the challenge of finding places and getting deals even while working within time constraints. This brings us to now. I´m a real estate agent and a Military Relocation Specialist. I love what I do. It´s not a job to me, it´s my passion. These days, I get to take care of people in a different way- by helping them fulfill the American dream of home-ownership or commercial real estate ownership, or by finding great deals for investors seeking to begin or expand their portfolio. So, let me do what I love to do by helping take care of you! I will prove to you that choosing me will be a decision you will never regret. You trusted me to protect your country, you can trust me to protect your assets.

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