Winter Springs Homes with Tennis Court(s) Amenities

Winter Springs Homes with Tennis Court(s) Amenities

Welcome to Winter Springs, a charming city located in Seminole County, Florida. Known for its picturesque surroundings and family-friendly atmosphere, Winter Springs offers a perfect blend of suburban tranquility and modern conveniences.

For those seeking homes with tennis court amenities, Winter Springs has a lot to offer. Imagine starting your day with a friendly game of tennis right in your own neighborhood! Whether you're a seasoned player or just looking to have some fun, having a tennis court at your disposal adds a touch of luxury to your everyday life.

Living in a community with tennis court amenities not only promotes an active lifestyle but also provides a great opportunity to socialize and connect with your neighbors. It's the perfect setting to host friendly matches, tennis clinics, or simply unwind after a long day.

In Winter Springs, you can find a variety of homes with tennis court amenities to suit your preferences. From cozy townhomes to spacious single-family residences, there's something for everyone in this vibrant city. So why not elevate your living experience and enjoy the perks of having a tennis court just steps away from your front door?

Come and explore the real estate options in Winter Springs, where you can find your dream home with tennis court amenities and experience the best of Florida living.

Newest Winter Springs Homes with Tennis Court(s) Amenities

672 Nighthawk Circle, Winter Springs
$340,000
2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to 672 Nighthawk Circle, where a beautifully updated interior, NO REAR NEIGHBORS, and a serene, tree-lined setting come together in Winter Springs’ Greenspointe subdivision! This 2-bedroom, 2-bathroom home offers 1,560 square feet of living space, a 2-car garage, and access to the extensive amenities of the Highlands community. Thoughtful improvements include a remodeled kitchen in 2022, a complete plumbing repipe in 2024, bathroom updates in 2026, a water heater replaced in 2021, and exterior painting and fascia repairs completed in 2026. The kitchen is a standout, featuring granite countertops, white cabinetry with crown molding, stainless steel appliances, a subway tile backsplash, recessed lighting, and a wide peninsula overlooking the adjoining living space. A touch-activated faucet and instant hot water dispenser add everyday convenience, while generous cabinetry and counter space provide plenty of room for meal preparation and storage. Luxury vinyl plank flooring extends through the kitchen and dining area, creating a cohesive look that complements the home’s light, neutral finishes. Vaulted ceilings and abundant natural light give the main living areas an open, airy feel, with room to gather, entertain, or simply enjoy the peaceful surroundings. The kitchen’s connection to the living space keeps everyone part of the conversation, while windows overlooking the greenery bring the outdoor setting into view. Both bedrooms feature engineered hardwood flooring. The spacious primary suite includes an updated bathroom with a dual-sink vanity, a soaking tub beneath a large window, and a separate shower. The second bathroom also features recent updates, including a vanity top and faucet. An indoor laundry room, improved in 2023, offers additional cabinetry, counter space, and a tile backsplash, making this hardworking space both practical and attractive. Updated lighting, ceiling fans, and select smart switches add to the improvements throughout the home. Step outside to the covered, screened porch and enjoy a quiet spot for morning coffee or unwinding at the end of the day. An adjoining patio provides additional outdoor seating space, surrounded by mature trees and lush foliage. With no rear neighbors, the backyard offers a wonderfully private atmosphere. The home’s elevated position and established landscaping create a tucked-away feel near the entrance to Greenspointe, a neighborhood distinguished by its tile-roofed homes and mature landscape. As part of the Highlands community, residents enjoy access to a community pool, tennis courts, playground, Audubon Park, a nature trail, and a waterfront park. Whether you prefer a swim, a game of tennis, or time outdoors exploring the neighborhood, there is plenty to enjoy close to home. The property is served by Seminole County schools, including Highlands Elementary, South Seminole Middle, and Winter Springs High. With substantial updates, comfortable single-story living, a private backyard setting, and an impressive collection of community amenities, this Greenspointe home offers a compelling opportunity in Winter Springs. Schedule your private showing today!

672 Nighthawk Circle, Winter Springs
414 Horizon Drive, Winter Springs
$309,000
3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code
Virtually Staged. Stunningly updated and refreshed single-family home in "The Seasons," located in the highly desirable Winter Springs community in Seminole County, FL. Welcome to 414 Horizon Drive! This charming 3-bedroom, 2-bathroom residence offers 1,101 square feet of bright and inviting living space, combining beautiful curb appeal with the convenience of low-maintenance landscaping, two designated parking spaces, and available guest parking. Step inside to discover a completely refreshed interior featuring brand-new flooring, trim work, fresh paint, modernized hardware, and updated light fixtures throughout. The kitchen has been upgraded with brand-new cabinetry, pristine countertops, a brand-new dishwasher, and a sleek over-the-range microwave with stove setup. This is complemented by stylishly updated bathrooms featuring brand-new vanities, mirrors, countertops, sinks, faucets, and flooring. Situated just steps from the community pool, this home offers effortless leisure—simply step out your front door and take a brief left down the sidewalk. Residents also enjoy neighborhood amenities including a playground, tennis courts, and basketball courts. Conveniently located near local parks, top-rated Seminole County schools, shopping, and major roadways, this turn-key home is an outstanding opportunity.

414 Horizon Drive, Winter Springs
1230 Stone Harbour Road, Winter Springs
$589,900
4 Beds ⋅ 2 Baths ⋅ Parkstone Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to your Dream Home in gated, sought-after Parkstone…where the living is easy with the lawn mowing and trimming all taken care of for you! Nestled on a quiet CUL-DE-SAC street with direct access to the Cross Seminole Trail and walking distance to Central Winds Park, this METICULOUSLY RENOVATED, GORGEOUS 4-bedroom, 2-bath POOL/SPA home offers the perfect blend of luxury, comfort, and convenience. Every detail has been thoughtfully upgraded — just bring your toothbrush and swimsuit! Gourmet Kitchen & Spa-Inspired Baths: A totally remodeled kitchen showcases gleaming stainless steel appliances and Granite counters, as well as a brand-new refrigerator, gorgeous 42 inch solid-wood cabinetry, and elegant finishes that flow seamlessly into the home's open, airy layout. Both bathrooms have been completely remodeled with new solid wood cabinetry, granite counters, porcelain tile, modern fixtures and designer touches. The Primary Bath feels like a 5-Star hotel spa with a sleek Garden Tub & separate rimless shower! Flooring & Finishes: Stylish DRIVEWAY PAVERS set the stage from the moment you drive up to the home. Rich ENGINEERED HARDWOOD FLOORS (2022) flow through the Living & Family Rooms and Primary Bedroom, with tile floors throughout the remaining living areas and baths. Newer sculptured carpeting adds warmth to the bedrooms. Fresh INTERIOR & EXTERIOR PAINT, PLANTATION SHUTTERS, and a stunning wood-look fiberglass front door greet you the moment you arrive. Your Private Backyard Oasis: Step outside on the beautiful, covered, screened lanai, and enjoy your recently RESURFACED & RENOVATED ABSOLUTELY STUNNING, TOP-OF-THE-LINE POOL & SPA (each separately heated) for year-round enjoyment. Upgraded automated lighting and dancing fountains create a resort-style ambiance — perfect for entertaining or unwinding under the stars. Advanced Comfort & Efficiency: A NEWER CARRIER INFINITY AC SYSTEM (2022) features humidity control, UV lamps, and an air scrubber for pristine indoor air quality. Additional upgrades include a TANKLESS WATER HEATER (2022), NEWER ROOF (2021) new sliding glass doors, new ceiling fans and light fixtures, epoxy garage floor coating, new vinyl fencing, updated landscaping, new gutters with French drains, driveway pavers, and a Rain Soft whole-house water treatment system. Community & Location: Enjoy a low HOA that includes lawn mowing and shrub trimming, plus access to a community pool, splashpad, tennis courts, playground, and fishing pier. Located just moments from the 417, 434, and 17-92 for effortless commuting, and minutes from the Winter Springs Towne Center, shopping, dining, and major medical facilities. All this and it’s zoned for TOP-RATED WINTER SPRINGS SCHOOLS! Don't miss this rare opportunity for a gorgeous, turn-key home…schedule your private tour today!

1230 Stone Harbour Road, Winter Springs
654 Cypress Lane, Winter Springs
$325,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Welcome to 654 Cypress Lane, a move-in-ready 3-bedroom, 2-bathroom home featuring fresh interior paint throughout. The main entry opens into a bright living room that connects seamlessly to the kitchen, complete with quartz countertops and stainless steel appliances. Designed with a practical split floor plan, the primary bedroom sits on one side of the home with its own en-suite bathroom, while two secondary bedrooms share a second full bath on the opposite side. A dedicated laundry room adds extra convenience. Out back, a screened-in back porch offers a quiet spot to relax, leading to a private, fenced yard framed by mature shade trees. Homeowners will also appreciate the benefit of a low HOA fee, with amenities such as a pool, basketball and tennis court, playground, dog park, and much more! Located in Winter Springs, this home puts you near top-rated Seminole County schools, local parks, and the Cross Seminole Trail. Enjoy easy access to shopping and dining at the Winter Springs Town Center, with quick routes to SR 417 for a smooth commute to UCF, Oviedo, and Orlando.

654 Cypress Lane, Winter Springs
321 Kirkcaldy Drive, 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
220 Moree Loop Unit 2, 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
216 Tavestock Loop, Winter Springs
$605,000
5 Beds ⋅ 2 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Enjoy waterfront views and your own private pool in this spacious 5-bedroom, 2-bath home located in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this 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, a whole-house water filtration system, two mini-split air conditioning systems (2025), and an energy-efficient year-round. The backyard is 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
108 Sundance Court, Winter Springs
$349,900
3 Beds ⋅ 2 Baths ⋅ The Seasons SubDv. ⋅ 32708 Zip Code
Welcome home to this beautifully remodeled gem tucked away on a quiet cul-de-sac in desirable Winter Springs! From the moment you walk in, you’ll fall in love with the bright, open-concept layout designed for easy living and effortless entertaining. With 1,161 sq ft under air, every inch of this home has been thoughtfully updated and filled with charm. The stunning fully remodeled kitchen is the heart of the home, featuring modern finishes, updated cabinetry, and a welcoming flow into the spacious living and dining areas. Both bathrooms have also been completely renovated, creating a fresh, stylish feel throughout. Step through the back doors and discover your own private retreat — a peaceful backyard backing directly to a beautiful conservation area with no rear neighbors, offering the perfect blend of privacy and nature. Imagine morning coffee with serene views or relaxing evenings enjoying the Florida breeze. Even better, the major 4 systems have all been replaced within the last 5 years, giving buyers confidence and peace of mind for years to come. Whether you’re a first-time buyer, downsizing, or simply looking for a turnkey home in an amazing location, this one checks all the boxes. Conveniently located near shopping, dining, parks, and great schools, this is the opportunity you’ve been waiting for. Sold as-is and ready for its next owner to fall in love!

108 Sundance Court, Winter Springs
268 Tavestock Loop, Winter Springs
$557,900
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!

268 Tavestock Loop, Winter Springs
1304 Ortega Street, Winter Springs
$474,900
4 Beds ⋅ 3 Baths ⋅ Sunrise Estates Unit 1 SubDv. ⋅ 32708 Zip Code
New roof 2023, AC 2020, water heater 2023, whole-home water softener 2024. Non-flood zone. No rental restrictions. HOA only $30/month. The expensive questions are already answered on this Winter Springs home. Major systems have been replaced, the 4-point inspection is straightforward, and insurance-friendly construction (block and stucco, slab foundation, shingle roof 2023) keeps ownership costs predictable. 4 bedrooms, 2.5 baths, 2,152 SqFt of living area on a 10,019 SqFt lot in Sunrise Estates, a short walk to Rainbow Elementary and minutes from Tuskawilla Road, Winter Springs Town Center, Oviedo, and the 417 for an easy commute to Orlando, UCF, and Lake Mary. The three-level split layout gives you the separation most homes in this price range can't have. The main level holds the formal living and dining rooms and a 11x18 eat-in kitchen with pantry, storage closet, solid wood cabinets, and solid surface counters. One level down is a 21x18 family room with a stone wood-burning fireplace and French doors to the lanai. Upstairs, all four bedrooms: a 15x17 primary suite with walk-in closet and ceiling fan, plus three additional bedrooms with built-in closets. Cathedral and vaulted ceilings, ceramic tile throughout, updated bathrooms, freshly painted interior, and an indoor laundry room. Alkaline water filtration at the kitchen sink. Outside is where this home stands apart. A 21x14 covered and screened lanai with ceiling fan and gas fire pit opens to a fully fenced backyard with a second natural fire pit, play area, dog run, garden space, storage shed, and an irrigation system on a private sprinkler well, so the lawn stays green without a water bill. Two-car garage with opener plus open driveway parking. Community amenities include playground and tennis courts. Zoning PUD. Public water and sewer. Schedule your showing today! Seller may consider buyer closing-cost assistance with an acceptable offer.

1304 Ortega Street, Winter Springs
240 Moree Loop Unit 3, Winter Springs
$170,000
3 Beds ⋅ 2 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for an easy commute. Step inside to a bright, open-concept living and dining area featuring a wall of windows and two sets of triple sliding glass doors, filling the space with natural light and providing seamless access to a large screened balcony with peaceful garden views—perfect for relaxing or entertaining. The kitchen is well-equipped with stainless steel appliances, ample cabinet and countertop space, and easy-care tile flooring. The spacious primary suite offers a comfortable retreat, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. Additional highlights include in-unit laundry and extra storage off the balcony. Residents of Baytree Village enjoy well-maintained amenities and close proximity to local parks, including Audubon Park just minutes away. Seller is willing to cover up to six (6) months of the buyer’s Homeowners Association (HOA) dues with an acceptable offer. Whether you're a first-time buyer, downsizing, or investing, this is an opportunity you won’t want to miss. Schedule your private showing today!

240 Moree Loop Unit 3, Winter Springs
476 Club Drive, Winter Springs
$267,500
3 Beds ⋅ 2 Baths ⋅ Cypress Club SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to 476 Club Drive, a beautifully maintained 3-bedroom, 2-bath townhome in the highly sought-after Cypress Club section of The Highlands in Winter Springs. NEW ROOF 2026, NEW WATER HEATER 2026, 2020 A/C, FULL-HOME REPIPE 2016, and WHOLE-HOME WATER SOFTENER 2016! This spacious home offers a flexible floor plan, peaceful wooded views, and an impressive list of updates. The main level features knockdown ceilings, updated recessed lighting, and an inviting living and dining area overlooking the serene, tree-lined surroundings. A step-down enclosed patio provides additional living space and a wonderful private retreat for relaxing or entertaining. A downstairs bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi-generational living. Upstairs, two spacious bedrooms feature soaring ceilings and abundant natural light. The generous primary suite offers ample closet space, tranquil wooded views, and a private bath with a Jacuzzi tub and separate shower. A dedicated tankless water heater serves the Jacuzzi tub and primary suite bathroom, adding an extra level of comfort and convenience. Enjoy the added benefit of a covered carport with TWO dedicated parking spaces, keeping your vehicles protected from the Florida sun and weather. Cypress Club is the only section of The Highlands with its own private pool, while residents also enjoy access to the community’s outstanding amenities, including multiple pools, tennis courts, walking trails, parks, pavilions, BBQ areas, clubhouse, volleyball, and basketball courts. Located in desirable Winter Springs, this move-in-ready townhome combines thoughtful updates, flexible living spaces, natural surroundings, covered parking, and an exceptional amenity-rich community. Don’t miss the opportunity to make 476 Club Drive your new home!

476 Club Drive, Winter Springs
Start Your Search