Cypress Club Homes with Park Community Features

Cypress Club Homes with Park Community Features

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida, within the picturesque Seminole County. This charming subdivision offers an idyllic blend of suburban tranquility and vibrant community life, making it the perfect place to call home.

Cypress Club is renowned for its beautifully designed homes that cater to a variety of lifestyles. Whether you’re a growing family, a young professional, or looking to enjoy your golden years, you’ll find a residence that fits your needs. The homes here are characterized by their modern architecture, spacious layouts, and lush landscaping, creating an inviting atmosphere that greets you at every turn.

One of the standout features of Cypress Club is its commitment to community living. Residents enjoy access to well-maintained parks, walking trails, and recreational facilities that encourage an active and social lifestyle. The community park is perfect for family picnics, weekend barbecues, or simply unwinding after a long day. Children can play freely in safe, open spaces, while neighbors become friends through shared activities and events.

Conveniently located near shopping, dining, and top-rated schools, Cypress Club offers the best of both worlds—peaceful living with easy access to urban amenities. With its friendly atmosphere and community-focused features, Cypress Club is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting subdivision and experience the warmth and charm of Cypress Club today!

Newest Cypress Club Homes with Park 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

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

Start Your Search

Corey Lott

As a Native Floridian, and with 23 years of experience in Real Estate sales, 13 Years as a Broker, I pride myself in consistently providing exemplary services that I provide my clients. I guide you through the process of selling or buying your NextHome, and make that experience a positive outcome that helps you reach your goals! When you hire me, I am your confidant, your trusted partner, leading you through the sale or purchase of your NextHome with diligence, care, and persistence, as your advocate throughout the transaction and for years to come! I am a Florida Native, a career educator, a Master’s Degree in Leadership, and a Seasoned Real Estate Broker for over 20 years. Coverage Area includes all of Central Florida, Palm Beach, Broward, St. Lucie, Martin, as well as Miami-Dade. My brokerage is a member of Orlando Regional Realtor Associations covering 19 counties, Lake-Sumter, and Beaches MLS.

Learn More

Eric Stalnaker - Realtor

Eric-Stalnaker

I’m here to make your real estate journey not just smooth, but truly rewarding. Whether you’re buying your first home, upgrading, or investing, you deserve an agent who leads with honesty, patience, and care—and that’s exactly what I bring to the table. As a retired elementary school teacher, I know the value of trust, courtesy, and commitment. Just as I once guided my students with dedication, I now guide my clients with that same steady hand—always taking the time to listen, explain, and go the extra mile. With me, you’ll never feel rushed or pressured. Instead, you’ll have a trustworthy partner who ensures you’re informed and confident every step of the way. From navigating the market to negotiating the best deals, I’ll always put your needs first—and our relationship will never end at the closing table. Let’s build more than a transaction. Let’s build a partnership rooted in trust and care. I’d be honored to help you find your place to call home—reach out today, and let’s begin this exciting journey together.

Learn More

Shannon Bass

Looking for an agent who is both committed to your needs and capable of delivering results? Your search ends here - I am a full-time agent who provides top-notch service. With a strong work ethic and a focus on my clients' best interests, I work alongside a team of skilled professionals who know how to get the job done. As a NextHome agent, I prioritize #humansoverhouses and am excited to demonstrate my abilities to you.I am passionate about real estate for a variety of reasons! The excitement of buying or selling a property, the challenge of negotiating deals, the opportunity to help people find their dream homes or investments, and the satisfaction of seeing a project through from start to finish in a constantly changing and dynamic industry are just a few!I serve the Central Florida area specializing in Lake, Sumter, Marion, and Citrus counties. I live in Grand Island, Florida and enjoy helping my friends and neighbors find their next home, first home, or sell their current home! Not ready to buy? I can also help you find a rental!

Learn More