Winter Springs Homes with Playground Community Features

Winter Springs Homes with Playground Community Features

Welcome to Winter Springs, Florida—a charming city nestled in the heart of Seminole County. Known for its picturesque landscapes and family-friendly atmosphere, Winter Springs offers a perfect blend of suburban tranquility and vibrant community life. With its lush parks, scenic trails, and welcoming neighborhoods, this city is ideal for families, retirees, and everyone in between.

One of the standout features of Winter Springs is its commitment to outdoor living and recreation. The city boasts an impressive array of parks and green spaces, providing ample opportunities for residents to enjoy nature and engage in recreational activities. From the serene shores of Lake Jesup to the beautifully maintained trails of the Cross Seminole Trail, outdoor enthusiasts will find plenty to explore.

For families seeking a vibrant community with kid-friendly amenities, Winter Springs is home to several neighborhoods that feature playgrounds and community amenities. These playgrounds are not just a place for children to play; they serve as gathering spots for families, fostering a sense of belonging and camaraderie among neighbors. Imagine your children laughing and making friends while you enjoy a leisurely stroll or a picnic in the park.

In addition to its recreational offerings, Winter Springs is conveniently located near major highways, making it easy to access nearby attractions, shopping, and dining options. Whether you’re looking for a cozy single-family home or a spacious residence with a backyard oasis, Winter Springs has a diverse range of housing options to suit your needs.

Discover the charm and warmth of Winter Springs, where community spirit thrives, and beautiful homes await you!

Newest Winter Springs Homes with Playground Community Features

$284,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Welcome to Wildwood! This three-bedroom, two-bath home features ceramic tile flooring throughout, newer windows, siding and water heater, roof replaced in 2016. Enjoy the private, fenced backyard and spacious screened porch—perfect for relaxing or entertaining. This move-in-ready home offers plenty of potential to add your personal touches. The centrally located close to shopping and schools. The community features a pool, playground, tennis courts, and park. Call today for more details or to schedule your private showing.

711 Thistle Place, Winter Springs
$275,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Set within the established Wildwood community of Winter Springs, this near 1,400-square-foot townhome offers two features that are especially hard to find, a single-story layout and a two-car garage. Add in recent updates that bring real peace of mind, and the result is easy, comfortable living from the moment of arrival. Luxury vinyl plank flooring flows throughout the home, with tile in the kitchen, creating a clean, cohesive look from room to room. At the heart of the living room, a wood-burning fireplace with a natural coquina surround adds warmth and a distinctly Florida sense of character, making the space as inviting on a cool winter evening as it is for everyday gatherings. The dining area opens to the kitchen for a natural, connected flow, and extends outdoors to a covered, screened patio well suited to morning coffee, casual meals or simply enjoying the fresh air without the bugs. The oversized primary bedroom serves as a retreat, featuring a walk-in closet, an en-suite bath and direct access to a rear open patio for a quiet moment outside. Two additional bedrooms and a second full bath provide flexibility for family, guests, a home office or hobby space. The attached two-car garage adds everyday convenience along with valuable room for storage, a workshop area or simply keeping vehicles protected from the Florida sun and rain. Residents of Wildwood enjoy access to a community park, playground, swimming pool and tennis courts, offering plenty of opportunities for recreation close to home. Important recent updates include a 2019 HVAC system and a 2023 roof, two of the most significant investments in any home already taken care of. With the ease of single-story living, the rare advantage of a two-car garage and major systems recently addressed, this townhome is an easy choice in a well-located Seminole County neighborhood.

728 Ridgewood Way, Winter Springs
$275,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Set within the established Wildwood community of Winter Springs, this nearly 1,400-square-foot townhome offers two features that are especially hard to find, a single-story layout and a two-car garage. Tile flooring flows throughout the home, creating a clean, cohesive look from room to room that is durable and easy to maintain. The living room offers a comfortable, welcoming space for relaxing or gathering with friends. The dining area opens to the kitchen for a natural, connected flow, and extends outdoors to a covered, screened patio well suited to morning coffee, casual meals or simply enjoying fresh air without bugs. The oversized primary bedroom serves as a retreat, featuring a walk-in closet, an en-suite bath and direct access to a private covered lanai for a quiet moment outside. Two additional bedrooms and a second full bath provide flexibility for family, guests, a home office or hobby space. The attached two-car garage adds everyday convenience along with valuable room for storage, a workshop area or simply keeping vehicles protected from the Florida sun and rain. Residents of Wildwood enjoy access to a community park, playground, swimming pool and tennis courts, offering plenty of opportunities for recreation close to home. A newer HVAC system adds to the home's appeal. With the ease of single-story living and the rare advantage of a two-car garage, this townhome is an easy choice in a well-located Seminole County neighborhood.

700 Castlewood 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
$575,000
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 5 SubDv. ⋅ 32708 Zip Code
Hurry!! This sophisticated, private, and beautifully updated, 943 March Hare Court offers an exceptional Florida lifestyle in one of Winter Springs’ sought-after family communities with optional HOA!!! Tucked away on a quiet cul-de-sac, this residence combines thoughtful modern updates with an extraordinary level of privacy rarely found in a neighborhood setting. From the moment you enter, the home showcases a beautifully refreshed interior featuring new insulation, all-new Simonton windows, and elegant wood-look tile flooring that flows throughout the main living spaces. The updated kitchen is designed for both everyday living and entertaining, featuring contemporary finishes and modern quartz countertops with waterfall that provide a timeless, upscale aesthetic. The updated bathrooms continue the home’s cohesive, modern design. The outdoor living experience is truly the centerpiece of this property. The private pool and expansive backyard create a resort-like setting ideal for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The home backs directly to conservation, providing a peaceful natural backdrop and an exceptional sense of seclusion. Due to the home’s positioning, neighboring residences are virtually hidden from view, allowing the backyard to feel remarkably private. A partially fenced yard (sides are fenced but not along conservation) adds functionality and privacy, while the fire pit creates an inviting gathering space for evenings outdoors. The epoxy flake garage floor adds another polished, practical touch to the home and completes the upgraded feel. With its combination of designer-inspired updates, new windows and insulation, private pool, conservation backdrop, fenced yard, fire pit, cul-de-sac location, 943 March Hare Court offers a rare opportunity to enjoy elevated living in a peaceful Winter Springs setting. This home won't last schedule a showing today! Roof Replaced September 24, 2021 and A/C around 2020.

943 March Hare Court, Winter Springs
$550,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
Private Oasis Meets Smart Luxury in Georgetown. Welcome home to high-end design, smart living, and effortless comfort. Nestled in the heart of one of Georgetown’s most coveted neighborhoods, this fully remodeled, single-story 3-bedroom, 2-bath sanctuary showcases the sought-after Tuskawilla floor plan - offering 1,735 square feet of light-filled open living space, where every detail has been thoughtfully redesigned for effortless Florida living. Step inside to gorgeous wood flooring that spans every single room, beautifully highlighting the home's open layout. The centerpiece of the interior is the custom-remodeled kitchen, complete with new cabinetry, smart Samsung appliances you can control from your phone, and a massive quartz island designed to keep family and friends gathered right at the heart of the home. The spacious split-bedroom layout ensures maximum privacy, featuring generously sized bedrooms and a primary suite retreat. The primary bedroom showcases an oversized, custom-built California closet that makes moving in effortless, alongside an en-suite bath with dual vanities, quartz countertops, a deep soaking tub, and a separate shower. Premium fixtures and finishes continue seamlessly throughout the entire home. Beyond the main living space, step out into your private outdoor sanctuary: a screened pool and covered lanai framed by peaceful, lush views with no rear neighbors. Designed for ultimate convenience, this intelligent home lets you control climate settings, open or close the garage door, and manage automation right from your smartphone. Convenience extends to the garage with an electric vehicle charger ready for plug-and-play use. Security is top-tier, backed by a hardwired system featuring seven exterior and one interior audio-visual cameras for complete, 24/7 peace of mind whether you are relaxing inside or traveling away from home. The property pairs modern tech with reliable mechanicals, including a Roof, A/C, and water heater replaced in 2019; an energy-efficient RadiantGUARD® Radiant Barrier Xtreme insulation system in the attic; a hybrid energy-efficient pool pump (2019); and new smart Samsung stainless steel kitchen appliances (2024), plus a matching Samsung washer and dryer. With the HOA handling front lawn care, this home is truly 100% move-in ready. Enjoy mornings at Tuscawilla Country Club, afternoons at Trotwood Park, and weekends on the Seminole Trail - all paired with top-rated Seminole County schools and swift access to SR-417. Don't miss this opportunity; schedule your showing today. For tech-focused buyers, the complete network infrastructure - including the server rack, 48-port Netgear PoE switch, pfSense router, UniFi Access Points, Synology RS822+ (4x8TB drives), and Synology DiskStation DS923+ can also be included via a separate bill of sale.

766 Andover Circle, 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
$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
$505,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Beautifully Upgraded Sofia Model Townhome on a Premium Conservation Lot! Welcome home to this exceptional Sofia Model townhome, featuring one of the community’s most desirable floorplans—with the primary suite conveniently located on the first floor and two additional bedrooms upstairs. This thoughtfully designed layout is ideal for families, first-time buyers, those looking to downsize, or anyone seeking comfortable living with flexibility for guests, a home office, or additional living space. Situated on a premium lot backing to a peaceful conservation/green area, this home offers a wonderful sense of privacy and a tranquil natural backdrop. Inside, numerous builder upgrades and thoughtful custom enhancements create a beautiful blend of modern style, classic elegance, and everyday functionality. Upgrades include enhanced tile, bathrooms, and kitchen finishes, complemented by a custom-designed stair railing that adds a distinctive touch of sophistication. The spacious primary suite features a custom-built walk-in closet, maximizing storage and organization. An Ecobee Smart Thermostat system with Smart Sensors provides efficient, convenient control of the home's comfort while helping manage energy usage. Premium professionally installed ceiling fans in every room provide excellent air circulation and year-round comfort. The home is also professionally wired for rear surround-sound speakers, making it ready for an enhanced entertainment experience. All the rooms have plenty of natural lights! The garage is equally practical, featuring large custom-built ceiling-hung storage, providing valuable additional space while keeping vehicles and everyday belongings organized. Enjoy an outstanding location within Hickory Grove. The community pool and dog park are just down the street, while the Cross Seminole Trail can be easily accessed just outside the community—perfect for walking, jogging, or biking. The Magnolia Square Fountain and Park and The Winter Springs Town Center are both approximately a five-minute walk away, with roughly a dozen food-and-beverage places within walking distance or a short drive away. Central Winds Park is only about a 10-minute drive away. Access to 417 is about 7-minute drive away. With its highly sought-after first-floor primary suite, premium conservation lot, extensive upgrades, custom touches, and exceptional walkable location, this townhome offers a rare combination of comfort, style, privacy, and convenience.

1378 Tarflower Drive, Winter Springs
$497,500
4 Beds ⋅ 3 Baths ⋅ Parkstone SubDv. ⋅ 32708 Zip Code
Virtually Staged. Live the Florida lifestyle in the beautiful gated community of Parkstone! This 4-bedroom, 3-bath pool home offers the perfect combination of comfort, convenience, and resort-style living. Spend sunny afternoons relaxing by your own private screened pool, enjoy morning walks or bike rides along the nearby Cross Seminole Trail, or take advantage of Parkstone’s community pool, tennis and volleyball courts, playgrounds, and lakefront dock on Lake Jesup. Even better, lawn care is included through the HOA, giving you more time to enjoy everything the community has to offer. Inside, the open and inviting layout is designed for both everyday living and entertaining, with spacious gathering areas and easy access to the covered outdoor living and pool area. A downstairs bedroom and full bath provide flexibility for guests, a home office, or multigenerational living, while the spacious primary suite upstairs creates a comfortable private retreat. The home has also been thoughtfully cared for with approximately $5,000 invested in new gutters and an extensive underground drainage system, including underground downspouts and dual French drains. Approximately two tons of river rock, a side-yard walkway, refreshed landscaping in 2026, and refreshed tile grout in all three bathrooms add to the home’s move-in-ready appeal. Whether it’s coffee by the pool, an evening walk through the neighborhood, a bike ride on the trail, or a day enjoying the community amenities, 909 Devon Creek offers more than a home—it offers an easy, active Florida lifestyle.

909 Devon Creek Road, Winter Springs
$409,000
3 Beds ⋅ 2 Baths ⋅ Georgetowne Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome to 744 Barrington Circle, a beautifully maintained home nestled in the heart of the sought-after Tuskawilla community of Winter Springs. Tucked away in the desirable Georgetown neighborhood, this 3-bedroom, 2-bath home offers a thoughtful split-bedroom floor plan, soaring vaulted ceilings, abundant natural light, and an inviting blend of indoor and outdoor living. A private courtyard welcomes you into the home, creating a charming space for gardening and enjoying the outdoors. Inside, the open living and dining areas feature beautiful wood floors and vaulted ceilings, creating an airy and spacious feel. The living room flows seamlessly into the Florida room, where three sets of updated sliding glass doors bring the surrounding greenery indoors and open to the tranquil backyard. With a beautiful greenbelt directly behind the property, there are no rear neighbors, offering exceptional privacy. The spacious eat-in kitchen features white cabinetry and stainless steel appliances, while the generously sized primary suite offers double-door entry, plenty of room for a king-size bed, a walk-in closet, built-in vanity, and an ensuite bath with a separate garden tub and shower. The split-bedroom layout provides privacy for everyone, with two additional bedrooms located separately from the primary suite and sharing a full bathroom. Another unique feature is the air-conditioned bonus room within the garage, providing endless possibilities as a home office, gym, workshop, playroom, hobby space, or additional hangout area. Additional updates include new windows and doors, a new garage door, epoxy garage flooring, and fresh exterior paint. Residents of Georgetown enjoy a community pool, while the HOA includes front-yard lawn maintenance, making it easy to enjoy the neighborhood without the added upkeep. The home is also located in a highly desirable school zone, especially Keeth Elementary, and just minutes from Tuskawilla Country Club (membership separate) and Trotwood Park, one of the area's favorite recreational destinations with a splash pad, playground, tennis and pickleball courts, baseball fields, fishing, open green space, pavilions, and picnic areas. Private, peaceful, and perfectly positioned in the heart of Tuskawilla, 744 Barrington Circle offers the space, flexibility, and lifestyle that make this one of Winter Springs' most desirable places to call home.

744 Barrington Circle, Winter Springs
$399,000
3 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Built in 2024 and located in the desirable Hickory Grove community of Winter Springs, this move-in-ready home offers modern style, low-maintenance living, and everyday convenience. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home welcomes you with an open-concept layout filled with natural light. The modern kitchen is designed for both entertaining and everyday living with stainless steel appliances, quartz countertops, and a large center island overlooking the main living area. Upstairs, the spacious primary suite provides a private retreat with an en-suite bathroom and generous closet space, while two additional bedrooms offer plenty of flexibility for family, guests, or a home office. Enjoy maintenance-free living with an impressive list of community amenities just steps from your front door, including a resort-style pool and cabana, playground, dog park, serene green spaces, fountains, and walking paths. Monthly HOA dues include landscaping, irrigation, weed control, exterior paint, roof maintenance, 1GB high-speed internet, and a premium cable package. Conveniently located across the street from Winter Springs Town Center, you’ll have shopping, dining, and everyday conveniences just steps away, all while being near top-rated schools and everything Winter Springs has to offer. With its like-new condition, remaining builder warranty, and sought-after location, this home is ready for its next owner!

1406 Blumberg Boulevard, Winter Springs
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