Winter Springs Homes with Park Community Features

Winter Springs Homes with Park Community Features

Welcome to Winter Springs, Florida, a picturesque gem nestled in the heart of Seminole County! Known for its vibrant community spirit and lush natural surroundings, Winter Springs offers an idyllic blend of suburban comfort and outdoor adventure. With its charming neighborhoods, top-rated schools, and a plethora of parks, this city is perfect for families, retirees, and anyone looking to embrace a serene lifestyle.

One of the standout features of Winter Springs is its commitment to preserving green spaces. The city is dotted with beautiful parks that provide residents with ample opportunities for recreation and relaxation. From the tranquil shores of Lake Jesup to the expansive trails of the Cross Seminole Trail, outdoor enthusiasts will find plenty of ways to enjoy the Florida sunshine. Families can picnic in the parks, children can play in the playgrounds, and fitness lovers can jog or bike along the scenic paths.

When it comes to housing, Winter Springs boasts a variety of homes that cater to diverse tastes and needs. Many neighborhoods feature homes with park community amenities, ensuring that nature is always just a stone's throw away. These communities often include playgrounds, walking trails, and picnic areas, fostering a sense of camaraderie among residents. Whether you're looking for a cozy single-family home or a modern townhouse, Winter Springs has something to suit everyone.

In Winter Springs, you’re not just buying a home; you’re investing in a lifestyle enriched by community, nature, and a welcoming atmosphere. Come explore what makes Winter Springs a truly special place to call home!

Newest Winter Springs Homes with Park Community Features

250 Moree Loop Unit 2, Winter Springs
$169,900
2 Beds ⋅ 2 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Virtually Staged. Updated and Move-In Ready Condo in Baytree Village – Winter SpringsBeautiful 2-bedroom, 1.5-bathroom condominium with approximately 1,080 square feet, recently updated and presented in excellent condition. The property features fresh paint throughout the interior, a repaired ceiling on the first floor, and newly renovated stairs with LVP flooring (replacing the previous carpet). The kitchen stands out with quartz countertops that perfectly match the two bathrooms, creating a cohesive and modern look.The layout includes an open living/dining area, a private patio ideal for enjoying Florida’s climate, and bedrooms on the second floor. Located in the Baytree Village community (part of Highlands), residents enjoy excellent shared amenities: community pool, tennis and pickleball courts, clubhouse, playground, basketball court, picnic areas, and walking trails.Ideal for first-time buyers, investors, or anyone seeking a low-maintenance lifestyle. Close to Seminole County schools, shopping centers, restaurants, and with easy access to SR 434 and SR 417. Don’t miss this opportunity to own an updated condo in a convenient Winter Springs location!

250 Moree Loop Unit 2, Winter Springs
740 Andover Circle, Winter Springs
$497,000
4 Beds ⋅ 3 Baths ⋅ Georgetowne Unit 3 SubDv. ⋅ 32708 Zip Code
TUSCAWILLA LIVING WITH A DOWNSTAIRS PRIMARY SUITE! Located in the Georgetowne community of Tuscawilla & offers OVER 2,100 SQUARE FEET OF LIVING SPACE, 4 BEDROOMS AND 2.5 BATHROOMS, with a primary bedroom suite conveniently located downstairs. This Winter Springs, Florida 32708 home includes a two-car garage and welcomes you with a paver driveway and side walkway, while its outdoor spaces invite you to enjoy more of Florida living. Start your morning on the screened porch, enjoy dinner outdoors on the rear paver patio, or invite friends over for a little friendly competition on the PROFESSIONALLY INSTALLED CORNHOLE COURT. Complete with a dedicated paver area and boards, the court gives the backyard a distinctive gathering spot. The driveway, side walkway and rear patio were installed in 2025. The Georgetowne community pool adds another way to enjoy time close to home, with Trotwood Park and Tuscawilla Country Club nearby. This Seminole County location offers access to shopping and dining via Winter Springs Boulevard and Tuskawilla Road, with connections to SR 417 for travel to Oviedo, the University of Central Florida (UCF), greater Orlando and Orlando International Airport (MCO). Plan a beach day in New Smyrna Beach, approximately 55 minutes away depending on traffic, or enjoy Central Florida’s major theme parks, including Walt Disney World Resort and Universal Orlando Resort. Inside, the staircase features STUNNING IRON BALUSTERS, adding a distinctive architectural focal point. Renovations completed in 2021–2022 include upstairs flooring, staircase improvements and bathroom remodels, and the interior has been freshly painted. The kitchen features a Bosch refrigerator and dishwasher; the home also has a Maytag washer and dryer. Additional property details include air conditioning replaced in 2021, a plumbing repipe in 2021, a water heater replaced in 2023 and a garage door, opener and tracks replaced in 2023. The roof was replaced in November 2013. Ring Security hardware conveys with the house.

740 Andover Circle, Winter Springs
1324 Via Villa Nova, Winter Springs
$420,000
4 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-A SubDv. ⋅ 32708 Zip Code
Welcome to 1324 Via Villa Nova, an inviting Winter Springs home situated on a desirable corner lot in an established, peaceful residential community. The open floor plan offers comfortable everyday living along with flexible bonus spaces ideal for a home office, guest room, playroom, nursery or additional living area. Step outside and enjoy your own large private pool, perfect for relaxing, entertaining and enjoying the Florida lifestyle year-round. The surrounding community offers three parks, two tennis courts, recreational areas and seasonal neighborhood events, creating a welcoming atmosphere with plenty to enjoy close to home. Conveniently located near shopping, dining, movie theaters, Oviedo Mall and major roadways, this home also provides easy access to Orlando’s world-famous theme parks, Orlando International Airport, Sanford International Airport and some of Central Florida’s beautiful Atlantic beaches. Enjoy the best of both worlds—close to major attractions and city conveniences, yet tucked away in a quiet residential setting. Located within the highly regarded Seminole County Public Schools district, this home combines location, flexibility and lifestyle in one attractive package. With its spacious layout, private pool, flexible living areas and convenient Central Florida location, 1324 Via Villa Nova offers an exceptional opportunity to enjoy comfortable Florida living.

1324 Via Villa Nova, Winter Springs
1354 Casa Park Circle, Winter Springs
$245,000
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully remodeled, move-in-ready townhome in the desirable Casa Park Villas community of Winter Springs! Perfectly situated directly across from Trotwood Park and conveniently located near highly regarded Seminole County schools, this charming 2-bedroom, 2.5-bath home offers the perfect combination of modern elegance, comfort, and convenience! Step inside and fall in love with the beautifully updated interior, featuring a remodeled kitchen with stylish finishes and newer appliances (2025), perfect for everyday living and entertaining. The entire first floor showcases beautiful tile flooring, while the second floor features gorgeous luxury vinyl plank flooring installed in 2025, creating a seamless blend of style and functionality. Both upstairs bathrooms were beautifully remodeled in 2025 with modern finishes, offering a fresh and contemporary feel. Additional improvements include four new front windows (2025), a new sliding glass door (2025), a water heater (2023), and a newly installed backyard fence (2025), creating a private outdoor space perfect for relaxing or entertaining. Enjoy the benefits of living in Casa Park Villas, where the HOA covers pool maintenance and lawn maintenance, allowing you to spend less time on upkeep and more time enjoying your home! Community amenities include a pool, spa, and sauna. Outdoor enthusiasts will love having Trotwood Park just across the street, offering wonderful opportunities for recreation and relaxation. Ideally located near Winter Springs Town Center, SR-417, UCF, shopping, restaurants, and entertainment, this home provides convenient access to everything Central Florida has to offer. Beautifully remodeled, thoughtfully updated, and ready for its next owner! Why spend time and money renovating when you can move right into a home where the work has already been done? Schedule your private showing today and discover the beauty, convenience, and low-maintenance lifestyle of Casa Park Villas!

1354 Casa Park Circle, Winter Springs
270 Moree Loop Unit 4, Winter Springs
$225,000
3 Beds ⋅ 3 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome in desirable Winter Springs! This spacious, move-in-ready home features a recently remodeled kitchen, bathrooms, and flooring throughout! The updated kitchen boasts sleek countertops, dark wood cabinetry, and stainless steel appliances. Enjoy the Florida lifestyle with covered, screened-in front and rear porches, perfect for relaxing or entertaining. The HOA maintains the building exteriors, roofs, and common areas, with basic cable included. Residents can also enjoy the community pool and a convenient location near parks, shopping, and dining. Low-maintenance living in a great location?don't miss this opportunity!

270 Moree Loop Unit 4, Winter Springs
1354 Tarflower Drive, Winter Springs
$445,000
4 Beds ⋅ 3 Baths ⋅ Hickory Grove Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to Hickory Grove, where modern living meets everyday convenience in the heart of Winter Springs! Built in 2024, this beautifully designed two-story townhome offers 4 bedrooms, 2.5 bathrooms, an open-concept living and dining area, and a spacious kitchen featuring stainless steel appliances, solid-surface countertops, a breakfast island, and a spacious pantry. The thoughtfully designed floor plan provides a comfortable balance of gathering space and private retreats, with the primary suite and additional bedrooms conveniently located upstairs. An attached two-car garage adds everyday functionality, while the covered front porch offers a welcoming place to unwind. Residents of Hickory Grove can enjoy community amenities including a swimming pool, playground, and dog park. Conveniently situated near Winter Springs Town Center, this location offers easy access to grocery stores, shopping, dining, coffee shops, parks, and major roadways for commuting throughout Central Florida. Enjoy the convenience of a connected location while having a comfortable place to call home. Whether you are looking for your next home or an opportunity to own in an established Central Florida market, this townhome offers a wonderful combination of modern design, low-maintenance living, and accessibility. Schedule your private showing and discover all that Hickory Grove and Winter Springs have to offer!

1354 Tarflower Drive, Winter Springs
702 Glasgow Court, Winter Springs
$297,490
4 Beds ⋅ 3 Baths ⋅ Highland Patio Homes SubDv. ⋅ 32708 Zip Code
Reduced! Amazing value for this immaculate property! Picture-perfect 4 bedroom townhouse with private outdoor living spaces in the wonderful Highlands community! Note that HOA fees for the Highlands Community are $404.25 annually. HOA fees for Pebble Creek Community are $450 monthly. This beautiful townhouse has had many updates and upgrades in recent years, including tongue and groove ceilings in the living room, updated kitchen and baths, Pella Doors & Windows and much more! No carpet! Walking in there is a private courtyard and screened-in front porch to relax in and enjoy your morning coffee. You'll appreciate the soaring wood ceilings in the living room lined with windows overlooking the large private fenced patio. The kitchen features wood cabinets and stainless steel appliances, including a gas range with a double oven! The kitchen has an area large enough for an eat-in table and is adjacent to the screened-in front porch. The first-floor primary has a very large seating area/office overlooking the patio, as well as a large custom built-in wood closet. The primary bath has a stylish vanity, newly tiled shower and a seamless glass door. Upstairs, you'll find three other roomy bedrooms, all with beautiful wood flooring. Other recent updates include a full replumb, energy efficient windows, doors and garage door. This property also comes with a designated parking space in addition to the one car garage and roomy driveway. Located in the highly desired Highlands Community, which features a clubhouse and community pool, tennis & pickleball courts, a lake for fishing, park and playground and multiple walking trails!

702 Glasgow Court, Winter Springs
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
728 Ridgewood Way, Winter Springs
$258,500
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price! 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
700 Castlewood Drive, Winter Springs
$258,500
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price! 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
766 Andover Circle, 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
1378 Tarflower Drive, Winter Springs
$499,000
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
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