Cypress Club Homes with Sidewalks Community Features

Cypress Club Homes with Sidewalks Community Features

Welcome to Cypress Club, a charming subdivision nestled in the heart of Winter Springs, Florida, within the picturesque Seminole County. This delightful community is perfect for those seeking a tranquil lifestyle while still enjoying the convenience of nearby urban amenities. Cypress Club is known for its well-maintained homes and inviting atmosphere, making it a wonderful place for families, retirees, and everyone in between.

One of the standout features of Cypress Club is its well-planned layout, which includes beautifully designed homes that boast sidewalks throughout the neighborhood. These sidewalks encourage leisurely strolls, morning jogs, and friendly chats with neighbors, fostering a strong sense of community. Children can safely ride their bikes, and families can enjoy evening walks, all while soaking in the delightful Florida sunshine.

The subdivision offers a variety of home styles, ensuring that there’s something for everyone, whether you're looking for a cozy starter home or a spacious residence for a growing family. The lush landscaping and manicured lawns add to the overall charm of the neighborhood, creating a picturesque backdrop for your new life in Cypress Club.

Located just minutes away from local parks, shopping centers, and dining options, residents have easy access to everything they need. The nearby Wekiva Springs State Park offers outdoor enthusiasts a chance to explore nature, while the vibrant downtown area of Winter Springs is perfect for those seeking entertainment and community events.

Discover the warmth and charm of Cypress Club—where community, comfort, and convenience come together in perfect harmony. Your dream home awaits!

Newest Cypress Club Homes with Sidewalks Community Features

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) located in the desirable Cypress Club 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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Aaron Hunt

Meet Aaron Hunt | Tampa Bay & St. Petersburg Real Estate Expert Raised with an entrepreneurial mindset and a passion for delivering exceptional client experiences, Aaron Hunt has become one of the most trusted real estate professionals in the Tampa Bay area. As the Broker and Co-Founder of Avalon Group Realty, Aaron is known for his strategic marketing expertise, skilled negotiation, and concierge-level service that consistently helps buyers and sellers achieve outstanding results. Originally from the San Francisco Bay Area, Aaron grew up surrounded by business ownership and hospitality, with his family operating hotel properties throughout California, Idaho, and Las Vegas. That background shaped his understanding of customer service, presentation, and relationship-building from an early age. Before entering real estate, Aaron worked in the luxury spa industry, where he refined the attention to detail and personalized service approach that continue to define his business today. After relocating to St. Petersburg in 2013, Aaron quickly fell in love with the Tampa Bay lifestyle and became passionate about helping others find their place in the community. Today, he specializes in helping buyers, sellers, investors, relocating families, luxury home clients, and vacation-home seekers navigate the competitive Tampa Bay real estate market with confidence. Aaron has built a strong reputation for working with out-of-state buyers relocating to Florida, providing in-depth local market knowledge, honest guidance, and a seamless experience from start to finish. His clients value his calm communication style, responsiveness, and ability to simplify even the most complex real estate transactions. In 2014, Aaron co-founded Avalon Group Realty and helped grow the company into one of the top-rated real estate teams serving St. Petersburg, Tampa, and the surrounding Tampa Bay communities. Known for innovative digital marketing, high-end property presentation, and hands-on client support, Aaron intentionally limits the number of clients he works with at one time to ensure every client receives personalized attention and exceptional communication throughout the process. Whether helping sellers maximize their home’s value through expert pricing strategy and marketing or helping buyers secure the right property in a competitive market, Aaron approaches every transaction with professionalism, precision, and a commitment to protecting his clients’ best interests. When he’s not working with clients, Aaron enjoys exploring local neighborhoods, biking along the waterfront, discovering new restaurants, traveling, and supporting community events throughout St. Petersburg and Tampa Bay.

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