Cypress Club Homes with Trail(s) Amenities

Cypress Club Homes with Trail(s) Amenities

Welcome to Cypress Club, a hidden gem nestled in the heart of Winter Springs, Florida. This charming subdivision in Seminole County offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Cypress Club is known for its picturesque landscapes and lush greenery, providing residents with a serene environment to call home. The community features a variety of beautifully designed homes, each with its unique character and charm. Whether you're looking for a cozy single-family home or a spacious residence for your growing family, Cypress Club has something to suit every taste and lifestyle.

One of the standout features of this community is its extensive trail system. Residents can enjoy leisurely walks, invigorating jogs, or peaceful bike rides along the scenic paths that wind through the neighborhood and connect to nearby parks and recreational areas. These trails not only promote an active lifestyle but also foster a strong sense of community as neighbors come together to enjoy the natural beauty surrounding them.

In addition to the trails, Cypress Club offers a range of amenities that enhance the quality of life for its residents. From well-maintained common areas to friendly community events, there's always something happening in this vibrant neighborhood. With easy access to shopping, dining, and top-rated schools, Cypress Club is not just a place to live—it's a lifestyle.

Discover the charm and warmth of Cypress Club, where your dream home awaits amidst nature's beauty and community spirit!

Newest Cypress Club Homes with Trail(s) Amenities

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

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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Uno Sorlie | Broker & Founder of HopKey Realty Orlando

Uno Sorlie is the Broker and Founder of HopKey Realty, a full-service real estate company focused on helping clients buy and sell homes across Central Florida. Originally from Norway, Uno moved to the U.S. in 2008 and quickly established himself in the real estate industry through hard work, deep market knowledge, and a passion for client service. Uno began his career in property management, overseeing vacation rentals throughout the Orlando area. By 2012, he transitioned into real estate sales, specializing in the same vacation and second homes he had been managing for years. This background gave him a unique perspective on both the investment side and the emotional side of homeownership — a combination that continues to benefit his clients today. Over the years, Uno has helped countless buyers, sellers, and investors navigate the Central Florida market with clarity and confidence. His hands-on experience with vacation homes, short-term rentals, and relocation clients allows him to provide strategic insight across a wide range of transactions. Uno is known for his transparent communication, calm demeanor, and commitment to doing what’s best for his clients — always. When he’s not working with buyers and sellers, Uno enjoys spending time with his family, traveling between Norway and Florida, and studying shifts in both U.S. and international real estate trends. Contact Uno today

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Mike Dudley | Orlando Realtor® at HopKey Realty

Mike Dudley brings nearly two decades of international real estate experience to HopKey Realty. His journey began in 2005 with his family’s business, Florida Villas Sales & Rentals, based in the UK, where he worked with British and European buyers and sellers seeking vacation and investment properties in Florida. In 2009, Mike and his family relocated their business to Central Florida, establishing a transatlantic presence with teams operating in both the U.S. and UK. Following the 2008 market crash, Mike founded the Dudley Elite Team, an international group specializing in residential properties and Disney-area short-term vacation rentals. His global network has connected him with clients from Colombia, Brazil, China, Canada, Europe, and across the U.S. Throughout his career, Mike has partnered with top brokerages across South and Central Florida and consistently ranked among the region’s top-producing agents. He was named one of Orlando’s Top 35 Agents Under 35 in 2020 and earned the ORRA YPN 20 Under 40 Rising Stars in Real Estate award in 2021. In 2023, he was recognized in the Top 1% of agents in Central Florida. Now a proud member of HopKey Realty, Mike continues to bring unmatched global perspective, negotiation expertise, and dedication to every client relationship — whether they’re right here in Florida or halfway around the world. Contact Mike today

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Amelia Ali | Orlando Realtor® at HopKey Realty

Amelia became a licensed Realtor® in 2023 and has quickly built a reputation for serving both buyers and sellers across Central Florida with professionalism and care. With over 11 years of experience as a Mortgage Loan Processor, she brings a deep understanding of the lending side of real estate—a perspective that allows her to expertly guide clients through every step of the home financing process. Her background gives her clients a distinct advantage in today’s competitive market, helping them navigate complex procedures with confidence and clarity. Whether you're buying your first home or selling your fifth, Amelia is committed to making the experience as smooth and stress-free as possible. Contact Amelia today

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