Winter Springs Homes with Tennis Court(s) Exterior features

Winter Springs Homes with Tennis Court(s) Exterior features

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community, Winter Springs offers a perfect blend of suburban tranquility and modern conveniences. With its lush parks, top-rated schools, and vibrant local culture, this charming city is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Winter Springs is its exceptional real estate offerings, particularly homes with tennis courts. Imagine stepping into your own backyard oasis, where you can enjoy a friendly match with friends or a family game on your private court. These properties not only provide a venue for sport and leisure but also enhance your lifestyle with outdoor entertainment options.

Homes with tennis courts in Winter Springs are designed to cater to both avid players and those who appreciate the beauty of an athletic environment. These properties often boast spacious layouts, modern amenities, and stunning outdoor spaces that seamlessly blend with Florida’s natural beauty. Whether you’re hosting a barbecue on the patio or enjoying a quiet evening under the stars, the possibilities for relaxation and recreation are endless.

Living in Winter Springs means embracing an active lifestyle surrounded by beautiful scenery and a welcoming community. With easy access to shopping, dining, and recreational activities, you’ll find everything you need just a stone’s throw away. Discover the joy of living in a city that combines the charm of small-town life with the excitement of modern amenities. Come explore the homes with tennis courts in Winter Springs, and elevate your living experience today!

Newest Winter Springs Homes with Tennis Court(s) Exterior features

$235,000
2 Beds ⋅ 3 Baths ⋅ Mount Greenwood Unit 2 Of SubDv. ⋅ 32708 Zip Code
Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. BRAND NEW HVAC JULY 2026, AIR DUCTS 2026, ROOF 2020!! Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and move-in-ready convenience. Step outside to one of this home’s standout features a SERENE BACKYARD retreat complete with a screened in porch perfect for morning coffee, evening unwinding, or hosting friends and family. Surrounded by mature landscaping and a peaceful setting, this outdoor space offers the privacy and tranquility you've been searching for. Located in an established community with a LOW HOA FEE, residents enjoy affordability without sacrificing location or lifestyle. A community playground, tennis courts and pool to use as you wish. Conveniently situated near shopping, dining, parks, and top-rated Seminole County amenities, this Winter Springs gem is one you won’t want to miss.

504 Green Spring Circle, Winter Springs
$210,000
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
$2,399,000
3 Beds ⋅ 3 Baths ⋅ Na SubDv. ⋅ 32708 Zip Code
A truly rare find in Winter Springs. This equestrian-friendly, lakefront estate is complete with its own private tennis court, a solid block-constructed horse barn, and room to enjoy every part of the lifestyle. All of this, tucked in a quiet setting that keeps you close to the heart of Orlando, with the added benefit of being just 2 miles from The Geneva School, one of the area’s premier private education options. Originally built in 1964, the home was thoughtfully expanded in 1994, creating a larger, more functional layout while preserving its character. Today it offers over 3,000 SF overlooking the shimmering waters of Little Lake Howell. Enjoy west-facing sunset views framed by mature cypress trees. Host friends for tennis or pickleball right in your backyard. The sizeable horse barn was engineered for exceptional durability, built with block construction and poured concrete for maximum strength. The main home includes a 3-car garage, and the barn adds an oversized carport that can easily double as covered boat storage.

4910 E Lake 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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