Winter Springs Homes with Tennis Court(s) Community Features

Winter Springs Homes with Tennis Court(s) Community Features

Welcome to Winter Springs, Florida—a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Winter Springs offers a unique blend of suburban tranquility and urban convenience. With lush parks, scenic trails, and a rich tapestry of cultural events, this charming city is perfect for families, retirees, and everyone in between.

One of the standout features of Winter Springs is its exceptional real estate offerings, particularly homes with tennis courts. Imagine stepping out of your back door to find your very own private court, where you can enjoy morning matches or leisurely afternoons with friends and family. These homes not only provide an active lifestyle but also create a perfect setting for entertaining guests and fostering lifelong memories.

The tennis court community in Winter Springs is designed for those who appreciate both sport and leisure. Residents have access to well-maintained facilities and a welcoming atmosphere that encourages camaraderie among neighbors. Whether you're a seasoned player or just starting, you’ll find a supportive community ready to share their love for the game.

In addition to tennis, Winter Springs boasts a variety of amenities, including top-rated schools, local shops, and delicious dining options. With easy access to major highways, you can explore nearby attractions like the vibrant city of Orlando or the serene beauty of the St. Johns River.

If you're looking for a vibrant community that offers a balanced lifestyle with the added charm of tennis court homes, Winter Springs is the perfect place to call home. Embrace the opportunity to live in a city that truly celebrates both leisure and community spirit!

Newest Winter Springs Homes with Tennis Court(s) Community Features

$374,900
3 Beds ⋅ 3 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs
$179,900
2 Beds ⋅ 2 Baths ⋅ Bay Tree Sec 09 SubDv. ⋅ 32708 Zip Code
Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs
$375,000
3 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to the heart of Tuscawilla, one of Seminole County’s most desirable communities! This beautifully updated 3-bedroom, 2-bath home offers the perfect combination of modern updates, timeless character, and great location. Built with solid concrete block construction, this move-in ready home features a brand-new roof (2026), vaulted ceilings, a cozy wood-burning fireplace, and no carpet throughout for easy maintenance. The fully renovated kitchen is the centerpiece of the home, complete with stainless steel appliances, updated cabinetry, and a functional layout that opens seamlessly into the spacious living and dining areas, perfect for everyday living and entertaining. The floor plan provides privacy for the primary suite, while the inside laundry room and attached 2-car garage add convenience. Step outside to enjoy the screened-in back patio, an ideal space for morning coffee, evening relaxation, or entertaining friends while overlooking the peaceful backyard. Situated in the highly sought-after Wedgewood Tennis Villas within the Tuscawilla community, residents enjoy beautifully maintained surroundings, newly renovated neighborhood tennis courts, and an exceptional lifestyle just moments from Tuscawilla Country Club, offering golf, tennis, pickleball, dining, swimming, and social memberships. The Tuscawilla community is known for its tree-lined streets, parks, miles of walking and biking paths, and strong sense of community. Located within Seminole County's highly regarded school district, you'll also be just minutes from Trotwood Park, featuring a splash pad, playgrounds, sports fields, basketball and tennis courts, as well as the Cross Seminole Trail, one of Central Florida's premier destinations for walking, running, and biking. Shopping, dining, and entertainment at Oviedo on the Park are just a short drive away, with easy access to SR-417, UCF, Downtown Orlando, Orlando International Airport, Disney, Universal, and Florida's beautiful east coast beaches. Whether you're searching for your first home, looking to downsize without compromise, or simply want to enjoy the Tuscawilla lifestyle, this home checks all the boxes. Don't miss your opportunity to own this beautiful home in one of Central Florida's most established and sought-after communities! Schedule your private showing today. This is it!

787 Evert Court, Winter Springs
$549,900
4 Beds ⋅ 3 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
THIS METICULOUSLY MAINTAINED POOL HOME IN THE LUXURIOUS GATED COMMUNITY OF PARKSTONE IS MOVE IN READY! THE SPACIOUS OPEN SPLIT BEDROOM FLOOR PLAN OFFERS ABUNDANT NATURAL LIGHT WITH A GENEROUS KITCHEN OPEN TO THE FAMILY ROOM, OFFERING VIEWS OF THE POOL. STEP OUTSIDE TO YOUR OWN PRIVATE BACKYARD OASIS FEATURING A SPARKLING SOLAR HEATED POOL, RELAXING PROPANE HEATED SPA, (POOL & SPA RESURFACED IN 202O) NEW POOL PUMP ( 2020), SPACIOUS SCREENED LANAI, AND A VINYL PRIVACY FENCED BACKYARD. THE LANAI IS IDEAL FOR ENTERTAINING AND INCLUDES A FLAT SCREEN TV AND BUILT IN SPEAKER SYSTEM AS WELL AS A BBQ GRILL & COVER THAT CONVEY WITH THE HOME. A CHARMING GAZEBO PROVIDES THE PERFECT SPOT TO RELAX AND ENJOY THE FLORIDA LIFESTYLE. THE 3RD FULL BATH CONVENIENTLY HAS ACCESS TO THE POOL. INSIDE, YOU'LL APPRECIATE THE MANY QUALITY UPGRADES, INCLUDING THERMO INSULATED FRENCH DOORS WITH INTEGRATED BLINDS, A BEAUTIFULLY REMODELED MASTER BATH AND SHOWER (2023), AN IN WALL PEST CONTROL SYSTEM, RING DOORBELL & SECURITY SYSTEM. ENJOY PEACE OF MIND WITH MAJOR UPDATES INCLUDING A NEW ROOF (2020), NEW LARGER WATER HEATER (2021), AND NEW A/C (2016). HURRICANE SHUTTERS ON BOTH FRONT & REAR WINDOWS PROVIDE ADDED STORM PROTECTION, WHILE THE GARAGE OFFERS A WORKSTATION AND AMPLE STORAGE. THE PARKSTONE LIFESTYLE IS SECOND TO NONE, FEATURING A COMMUNITY POOL, TENNIS COURTS, PLAYGROUND, PARK, FISHING PIER, BEAUTIFUL WALKING TRAILS AND ACCESS TO LAKE JESSUP. EVEN BETTER, LAWN CARE IS INCLUDED IN THE HOA DUES, GIVING YOU MORE TIME TO ENJOY EVERYTHING THIS COMMUNITY HAS TO OFFER. PRIDE OF OWNERSHIP SHINES THROUGHOUT THIS EXCEPTIONAL HOME. CONVENIENTLY LOCATED NEAR TOP RATED SEMINOLE COUNTY SCHOOLS, PLENTY OF SHOPPING & DINING OPTIONS, PARKS AND MAJOR ROADS, THIS HOME TRULY HAS IT ALL. DON'T MISS YOUR OPPORTUNITY TO OWN THIS OUTSTANDING FLORIDA RETREAT-SCHEDULE YOUR PRIVATE SHOWING TODAY!

726 Seneca Meadows Road, Winter Springs
$279,900
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Beautifully remodeled 3-bedroom, 2-bath home with a 1-car garage. This charming home features: Brand-new kitchen cabinets with elegant quartz countertops. Updated bathrooms with new vanities and modern lighted mirrors. New lighting fixtures throughout. Stylish tile flooring and waterproof luxury vinyl plank flooring. Low HOA. Enjoy all the amenities this wonderful community has including a community pool, tennis courts, pickleball courts, and basketball courts. Conveniently located near highly rated schools, shopping, dining, and more. Don't miss this opportunity—this one won't last long! Schedule your showing today!

236 Panorama Dr, Winter Springs
$350,000
2 Beds ⋅ 2 Baths ⋅ Highland Village 1 SubDv. ⋅ 32708 Zip Code
Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower garden tub. The kitchen has newer appliances and solid wood cabinets. Check out the back yard - it's one of the largest lots in the community - with beautiful grass and a new fence! There's also a screened-in back porch and a large shed - great for storage. 2021 ROOF! Amazing Seminole County Schools!

321 Kirkcaldy Drive, Winter Springs
$370,000
2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome home to this impeccably maintained 2-bedroom, 2-bath home in the highly desirable area of Winter Springs, Florida! From the moment you step inside, you'll appreciate the open floor plan, soaring vaulted ceilings, and spacious living area centered around a stunning wood-burning fireplace—creating the perfect setting for both relaxing evenings and entertaining guests. The heart of the home is the completely remodeled kitchen (2024), featuring timeless Shaker cabinetry, beautiful butcher-block countertops, an oversized undermount sink, under-cabinet LED accent lighting, and a full suite of high-end stainless-steel appliances. The adjacent pass-through adds both convenience and connectivity, making entertaining effortless. Both bedrooms are generously sized, offering comfortable retreats with ample flexibility to suit your lifestyle. Whether you're hosting overnight guests, creating a dedicated home office, or simply enjoying extra space to unwind, these well-appointed rooms provide endless possibilities. The impressive updates continue with a fully remodeled bathroom (2024), new flooring throughout (2023), a new 40-year clay tile roof (2023), and a new garage door (2022), providing peace of mind for years to come. Outside is a well-kept backyard featuring a generously sized patio with a partially covered seating area—ideal for year-round outdoor dining, entertaining, or simply relaxing with your morning coffee or evening beverage. The low-maintenance outdoor space offers plenty of room to enjoy as-is while still providing endless possibilities for personalization and for creating your own backyard retreat. Ideally located near shopping, dining, parks, and recreation, this home also offers easy access to SR 417 and I-4 for a convenient commute. Situated within an A-rated school district and a community with fantastic amenities, this exceptional home offers the perfect combination of style, comfort, convenience, and pride of ownership. Don't miss your opportunity to make this beautifully updated, truly turnkey home your own! Schedule your showing today as this wont last long.

655 Nighthawk Circle, Winter Springs
$140,000
1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Virtually Staged. Price improvement for the perfect starter home, investment opportunity or downsizing. Excellent condition! Not every condo feels like HOME the moment you walk in—but this one does. EXCELLENT CONDITION! Tucked beneath the canopy of mature oaks in The Highlands of Winter Springs, this beautifully UPDATED FIRST FLOOR ONE BEDROOM/ONE BATH condominium offers the perfect blend of comfort, convenience, and carefree Florida living. Forget carrying groceries upstairs or tackling weekend projects. This move-in ready home has ceramic tile flooring throughout the main living areas, new luxury vinyl in the bedroom, new appliances, updated lighting, modern ceiling fans, a new water heater - A/C system replaced in 2019. The bedroom features custom-built closet organizers that maximize storage, while two additional exterior storage closets provide room for bicycles, holiday décor, tools, and outdoor gear. In 2010 all interior elements of the building were replaced with new electric, plumbing, doors, windows and all drywall and studs. One of the home's best features is the oversized screened porch—a private outdoor living space where you can sip your morning coffee, read a book, or unwind at the end of the day while enjoying the peaceful, tree-lined setting that has made The Highlands one of Winter Springs' most beloved communities. Life here extends well beyond your front door. Residents enjoy miles of scenic walking and nature trails, a community pool, tennis courts, pickleball courts, clubhouse, playground, and beautifully landscaped common areas that encourage an active outdoor lifestyle. Whether you're taking an evening stroll beneath the oak trees, meeting neighbors for a game of pickleball, or spending the afternoon poolside, you'll quickly see why so many people love calling The Highlands home. Located in the heart of Winter Springs, you'll be just minutes from top-rated Seminole County schools, shopping, dining, medical facilities, parks, and major roadways including SR 434, SR 417, and US 17-92, making commuting to Orlando, Winter Park, Lake Mary, and the surrounding area simple and convenient. Whether you're searching for your first home, a winter retreat, an investment property, or an easy, low-maintenance lifestyle, this updated Winter Springs condo delivers exceptional value in a location that continues to be one of Central Florida's most desirable places to live.

220 Moree Loop Unit 2, Winter Springs
$630,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you'll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you're entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don't miss your opportunity to own this exceptional waterfront home in one of Winter Springs' most desirable communities!

216 Tavestock Loop, Winter Springs
$749,000
5 Beds ⋅ 3 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Beautiful 5 bedroom, 3 full bath home, in highly sought after Tuscawilla golf community, on a large lot with desirable side entry 2-car garage. The home boast neutral paint and flooring décor, abundant natural light with views of the lake. The primary bedroom sits on one side of the house and has an adjoining room that can be used as an office or gym area. The remodeled kitchen is a chef’s dream, which includes granite countertops, an oversized pantry, a pot filler and two ovens, plus a large island with a prep sink along with an eating area to entertain.  You can sit by your pool overlooking a large backyard with a lake view. The home was recently updated with a new roof, gutters, exterior paint and new fencing in 2026. There are 2 central heat and air systems and a whole house water filtration system. Volunteer HOA with no HOA restrictions. Zoned for Seminole county A-rated school system.

1209 Deer Run Drive, Winter Springs
$249,000
2 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 4 Of SubDv. ⋅ 32708 Zip Code
Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!

498 Green Spring Cir, Winter Springs
$429,900
2 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome home to this absolutely charming and move-in-ready 2-bedroom, 2-bathroom home nestled in one of the most desirable areas of Winter Springs! From the moment you arrive, you'll appreciate the countless updates, beautiful wood beams and inviting curb appeal that make this home truly special. Major improvements provide peace of mind, including a 4-year-old roof, brand-new water heater, new flooring throughout, fresh interior and exterior paint, new appliances, and all-new light fixtures and ceiling fans. The beautifully updated kitchen offers modern style and functionality, while both bathrooms have been thoughtfully remodeled with today's buyer in mind. The spacious and light-filled bonus room overlooks the picturesque backyard and tranquil pond, creating the perfect space for a home office, reading room, playroom, or additional living area. Step outside and enjoy your backyard retreat featuring stunning water views and majestic oak trees that provide natural shade and beauty year-round while enjoying your morning coffee and watching the family of ducks swim by daily to greet you. Located in a great walking neighborhood, you'll love being just minutes from Tuscawilla Country Club and its renowned golf course, with olympic size pool and dining. Near top-rated schools and parks. Conveniently close to everything you need such as shopping, restaurants, medical facilities and your only a short drive to Florida's famous Theme Parks and about a 45 min drive to the best Beaches around. This adorable home offers the perfect blend of comfort, style, and location. Completely move-in ready and waiting for its new owners to fall in love—don't miss this incredible opportunity to own a piece of Winter Springs paradise!

717 Adidas Road, Winter Springs
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