Winter Springs Homes with Pickleball Court(s) Amenities

Winter Springs Homes with Pickleball Court(s) Amenities

Welcome to Winter Springs, Florida—a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes, vibrant community spirit, and family-friendly atmosphere, Winter Springs is a place where nature and modern living harmoniously coexist. With its lush parks, scenic trails, and serene lakes, residents can enjoy an active outdoor lifestyle while being just a short drive from the bustling city of Orlando.

One of the standout features of this charming city is its commitment to recreational activities, particularly the growing popularity of pickleball. For those who are passionate about this exciting sport, Winter Springs offers a variety of homes equipped with pickleball court amenities. Imagine stepping out of your beautifully designed home and onto your private court, where you can challenge friends or practice your serves in the comfort of your own backyard. These properties not only provide a unique lifestyle but also foster a sense of community among neighbors who share a love for the game.

In addition to pickleball courts, homes in Winter Springs boast spacious layouts, modern finishes, and access to top-rated schools, making them ideal for families and individuals alike. Whether you’re looking for a cozy bungalow or a sprawling estate, the real estate options here cater to diverse tastes and budgets.

Embrace the Winter Springs lifestyle, where outdoor recreation meets suburban charm. Discover your dream home today and become part of a community that values both leisure and connection. Your pickleball paradise awaits!

Newest Winter Springs Homes with Pickleball Court(s) Amenities

499 Club Drive, Winter Springs
$205,000
2 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Virtually Staged. As you arrive at this beautiful 2 bedroom + loft, 2 bath residence in a serene townhome community within The Highlands in Winter Springs, you’ll note a feeling of privacy, relaxation, and tranquility among the lush landscaping, fantastic amenities, and peaceful walking trails. TOUR THE HOUSE WITH THE VIRTUAL TOUR AND WALK THRU VIDEO LINKS. Step inside to a spacious open floorplan where light bathes the soaring vaulted ceilings and tile flooring runs throughout the main living areas. The family cook will enjoy preparing meals among the new appliances (2022) in the functional kitchen layout, while overlooking the great room and exterior nature views. Step out to the screened patio to enjoy your morning coffee, where you’ll also find an outside storage closet offering a convenient place for your bikes, tools, or gardening supplies. The layout of this home offers double suites, thoughtfully split between the two levels, each with a full bath with shower/tub combo. Upstairs, a bonus loft provides an ideal flex space for a home office, reading nook, or more! Life here is stress-free with a new roof (2026) and A/C (2023), and 2 reserved parking spaces, side-by-side, right outside your front door. Beyond the home itself, this community provides you a carefree lifestyle with the HOA taking care of exterior maintenance and landscaping, leaving you plenty of time to meet up with friendly neighbors to enjoy the private community pool within the neighborhood, as well as the Highlands’ exceptional amenities -- including a junior Olympic-size lap pool, tennis/pickleball courts, clubhouse, playground, and picnic areas, perfect for relaxing moments or social gatherings. Conveniently located with easy access to main thoroughfares, everyday conveniences are close by -- groceries, restaurants, shopping, banks, fitness centers, etc. – as well as top-rated Seminole County schools. Come see why your new neighbors already love to call the area home and are enjoying the care-free lifestyle you deserve!!

499 Club Drive, Winter Springs
627 Clearn Court, Winter Springs
$485,000
5 Beds ⋅ 4 Baths ⋅ The Highlands Sec Four Tracts A & B Rep SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated home, with it's own IN-LAW SUITE, tucked away on a quiet cul-de-sac in Winter Springs! The first floor offers plenty of room to spread out, featuring a sunken living room, cozy fireplace, and formal dining area. This living space opens to the large fully fenced backyard. The kitchen has been updated with bright & light cabinets, countertops, stainless steel appliances, and right off the kitchen is a screened covered porch with access to the backyard. Through the laundry room, is the garage which has been thoughtfully converted into a private 1 bedroom, 1 bathroom in-law suite with its OWN ENTRANCE. This space has been beautifully done and features its own kitchen with a stove, microwave, and refrigerator, and it's own AC unit. You can access the in-law suite from inside or outside the home, depending on how you'd like to use the space. Whether used as an in-law setup, guest space, home office, or additional flex space, it gives the home versatility that is hard to find. Upstairs, is the primary suite with an en-suite bathroom and generous closet. Off the primary suite is a spacious balcony, just in time for Florida's great fall weather! Three additional bedrooms and a full guest bathroom provide plenty of space for family, guests, or working from home. Conveniently located in Seminole County with easy access to Winter Springs Town Center, Longwood, Lake Mary, Altamonte Springs, SR 434, US 17-92, and I-4, making getting around Central Florida easy. If you've been looking for a home with extra space and possibilities beyond the traditional floor plan, this one deserves a look! The Highlands neighborhood features a great community pool and tennis courts/pickleball courts, as well as beautiful nature trails and stately historic trees.

627 Clearn Court, Winter Springs
220 Moree Loop Unit 2, Winter Springs
$140,000
1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Virtually Staged. UPDATED FIRST-FLOOR CONDO IN THE HIGHLANDS OF WINTER SPRINGS! This move-in ready 1-bedroom, 1-bath condominium offers 710 square feet of comfortable living, an oversized screened porch, and convenient ground-floor access, no stairs to navigate. Set beneath mature oak trees, it combines an inviting interior with access to the outdoor amenities that make The Highlands a distinctive Seminole County community. The interior features ceramic tile flooring in the main living areas, new luxury vinyl flooring in the bedroom, new appliances, updated lighting & ceiling fans. A new water heater and an A/C system replaced in 2019 add value. In 2010, the building’s interior components were replaced, including electrical wiring, plumbing, doors, windows, drywall, and studs. Custom bedroom closet organizers help maximize storage, while two additional exterior storage closets provide space for bicycles, seasonal decorations, tools, and outdoor gear. The oversized screened porch extends your living space outdoors, offering a peaceful spot for morning coffee, reading, or relaxing with views of the tree-lined surroundings. The Highlands amenities include scenic walking and nature trails, a community pool, tennis and pickleball courts, a clubhouse, and a playground. Enjoy opportunities to walk, swim, play, and spend time outdoors close to home. Conveniently located near shopping, dining, medical facilities, and parks, with access to SR 434, SR 417, and US 17-92 for travel throughout Winter Springs, Lake Mary, Winter Park, and Orlando. Looking for a first home, a seasonal retreat, or a smaller home with less upkeep? This updated Winter Springs condo offers first-floor convenience, useful storage, and inviting outdoor space.

220 Moree Loop Unit 2, Winter Springs
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