Winter Springs Homes under $400,000

Winter Springs Homes under $400,000

Welcome to Winter Springs, Florida – a charming city nestled in the heart of Seminole County, where suburban tranquility meets vibrant community life. Known for its picturesque landscapes and lush greenery, Winter Springs offers a perfect blend of nature and modern amenities. With an array of parks, recreational facilities, and scenic trails, it’s an ideal place for families, outdoor enthusiasts, and anyone seeking a peaceful lifestyle.

One of the standout features of Winter Springs is its welcoming community spirit. Residents enjoy a variety of local events, farmers' markets, and festivals throughout the year, making it easy to connect with neighbors and create lasting friendships. The city is also conveniently located just a short drive from the bustling metropolis of Orlando, providing easy access to world-class entertainment, dining, and shopping, while still allowing you to retreat to your serene home in Winter Springs.

For those looking to invest in their dream home without breaking the bank, Winter Springs offers a fantastic selection of properties under $400,000. Whether you’re seeking a cozy single-family home, a charming townhouse, or a spacious condo, you’ll find a diverse range of options that cater to various tastes and budgets. Many homes boast modern features, generous outdoor spaces, and proximity to schools and parks, making them perfect for families or first-time homebuyers.

Discover the allure of Winter Springs and explore the wonderful homes available in this delightful city. Your perfect home awaits!

Newest Winter Springs Homes under $400,000

141 N Edgemon Avenue, Winter Springs
$199,000
3 Beds ⋅ 1 Baths ⋅ North Orlando SubDv. ⋅ 32708 Zip Code
Great Rehab Opportunity in Winter Springs! This 3-bedroom, 1-bath concrete block home offers 945 square feet of living space and plenty of potential for a buyer looking to update and make it their own, or an investor searching for their next project. Several major components have already been updated, including a 2018 roof, 2021 A/C, and 2019 water heater, providing a strong head start. The home needs additional repairs and cosmetic updating, but offers a solid footprint and an excellent opportunity to add value. Whether you're looking for a primary residence, rental, or renovation project, this property offers flexibility in a desirable Winter Springs location. Bring your vision and make this one your own. Investor Special, Handyman Special, Cash Buyers or Hard Money.

141 N Edgemon Avenue, Winter Springs
408 Lancers Drive, Winter Springs
$349,000
3 Beds ⋅ 2 Baths ⋅ Mount Greenwood Unit 5 Of SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this charming home in the Mount Greenwood community of desirable Winter Springs! Offering comfortable one-story living, this home combines a versatile layout with a fantastic Seminole County location surrounded by established neighborhoods, parks and recreation. Vaulted ceilings give the main living spaces an open, airy feel, while the split bedroom plan provides separation between the primary suite and secondary bedrooms. The living and dining area features French doors opening directly to the fenced backyard. The kitchen features a closet pantry and pendant lighting, with an adjacent dining area that keeps meals and gatherings conveniently close. Just off the kitchen, an indoor laundry room leads to a flex area that can be used as a breakfast nook, home office or sitting area. Prefer your breakfast nook toward the front of the home? The area to the left of the front door provides another option, leaving the flex space available for whatever best suits your needs. The primary suite includes a generously sized walk-in closet and its own bathroom with a tub and shower combination. The secondary bathroom also offers a tub and shower combination, and the additional bedrooms provide space for guests, a home office or hobbies. The Winter Springs location is another major plus, offering access to Seminole County public schools and plenty of ways to enjoy the outdoors. Spend time at Central Winds Park, explore the Cross Seminole Trail on foot or by bike, or enjoy the shopping and dining options throughout Winter Springs and neighboring communities. Access to State Road 434 and the 417 makes it convenient to connect with the greater Orlando area while enjoying an established residential setting. A two-car garage provides parking and storage, and the fenced backyard offers room to create your own outdoor gathering space, add a garden or simply relax at the end of the day. With flexible living spaces and so much to enjoy in the surrounding area, this home is ready for your personal touch. Come check out your future home today!!

408 Lancers Drive, Winter Springs
615 Pearl Road, Winter Springs
$350,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 08 SubDv. ⋅ 32708 Zip Code
Welcome to 615 Pearl Road, a well-loved Winter Springs home ready for its next chapter! Owned by the original family and set on a spacious quarter-acre lot, this three-bedroom, two-bath home offers a wonderful opportunity to bring your own style and make it truly yours. Inside, the comfortable floor plan provides plenty of room to spread out, with a formal living room, formal dining room and additional living space for everyday gathering and entertaining. The two-car garage adds convenient parking and storage, while out back, a large screened porch creates the perfect place for morning coffee, weekend gatherings or simply relaxing while overlooking the beautiful fenced backyard. With plenty of room for pets, play, gardening, outdoor entertaining or creating the backyard you have always envisioned, this outdoor space is one of the home’s standout features. Major updates include a 2019 roof and 2024 AC, offering a great starting point as you add your own finishing touches. Conveniently located near Central Winds Park, Ranchlands Park, Publix, Aldi and everyday shopping and dining, this home combines an established Winter Springs location with space, potential and a backyard that is becoming harder to find. Whether you are searching for your first home, your next home or a property you can personalize over time, 615 Pearl Road is ready to welcome its next owners.

615 Pearl Road, Winter Springs
1436 Winter Wharf Lane, Winter Springs
$399,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to easy, stylish living in Jesup’s Landing, one of Winter Springs’ most desirable communities. This spacious 3 Bedroom, 3 1/2 Bath Townhome features a versatile split-level design that creates a comfortable sense of separation between living areas while still offering plenty of room to gather and entertain. The beautifully appointed kitchen features 42-inch cherry cabinetry, granite countertops, and a spacious prep island, creating an inviting and functional space for cooking, baking, and entertaining. Upstairs, the primary suite offers a generous bedroom, a spacious walk-in closet, and a well-designed primary bath with a double-sink vanity, separate shower, and soaking tub. A second upstairs bedroom also features its own en-suite bath with a walk-in shower and a large walk-in closet, providing added privacy and convenience. The lower level includes an additional secondary bedroom with its own en-suite shower bath, along with access to the two-car garage and extra storage space. New Carpet in the Bedrooms and Stairways was just installed for a MOVE-IN READY transition for the new Owner. The exterior has also been refreshed with New Paint, New Screen on Balcony and the home features a New Roof for added value and peace of mind. The location offers exceptional convenience with Central Winds Park, shopping, dining, SR 417, Orlando Sanford International Airport, UCF, and Seminole State College all within easy reach. Jesup’s Landing residents enjoy a variety of community amenities, including a clubhouse, fitness center, and inviting swimming pool. With its spacious floor plan, recent updates, convenient location, and low-maintenance lifestyle, this home offers a wonderful opportunity to enjoy all that Winter Springs has to offer. ROOF - 2026, A/C and Water Heater - 2014.

1436 Winter Wharf Lane, Winter Springs
711 Thistle Place, Winter Springs
$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
725 Adidas Road, Winter Springs
$365,000
2 Beds ⋅ 2 Baths ⋅ Wedgewood Tennis Villas SubDv. ⋅ 32708 Zip Code
Enjoy peaceful pond views from this 2-bedroom, 2-bath Winter Springs home that blends thoughtful updates with genuine character. Exposed wood beams and a fireplace anchor the living room, while the kitchen was renovated in 2021 with butcher block counters and new wood cabinetry. New exterior paint in September 2026! The home was fully repiped in 2024, and the primary bath features an updated shower. The enclosed porch, cooled by its own mini-split AC, adds flexible space for a home office, reading nook, or entertaining. Step outside to a 14' x 14' brick paver patio overlooking the pond. Conveniently located near Trotwood Park, Seminole County schools, and SR 417, making it easy to get anywhere in Central Florida. Schedule your showing today!

725 Adidas Road, Winter Springs
131 Kristi Ann Court, Winter Springs
$206,999
2 Beds ⋅ 2 Baths ⋅ Moss Cove SubDv. ⋅ 32708 Zip Code
Welcome to this charming 2-bedroom, 1.5-bath townhome in the established Moss Cove community of Winter Springs! Offering 898 square feet of comfortable living space, this two-story home features a functional open living and dining area, easy-care luxury vinyl flooring, and plenty of natural light. The kitchen offers ample cabinet and counter space along with a full appliance package, while both bedrooms are privately located upstairs. Step outside to the covered and screened rear porch—a great spot for morning coffee, relaxing at the end of the day, or simply enjoying the peaceful green surroundings. The home also features an enclosed front porch, interior laundry closet, ceiling fans, central A/C, and no rear neighbor immediately behind the screened porch. Association fees include exterior and grounds maintenance, helping make this an appealing low-maintenance option for homeowners. Conveniently located in Winter Springs with easy access to SR-434, shopping, dining, schools and major Central Florida roadways. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this affordable Moss Cove townhome offers plenty of potential and is ready for its next chapter!

131 Kristi Ann Court, Winter Springs
728 Ridgewood Way, Winter Springs
$269,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price PLUS an INCREDIBLE opportunity to save 3% interest on your mortgage thanks to a GENEROUS 4% Seller credit at closing! 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
$269,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
NEW price PLUS an INCREDIBLE opportunity to save 3% interest on your mortgage thanks to a GENEROUS 4% Seller credit at closing! 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
130 Rhoden Lane, Winter Springs
$220,000
2 Beds ⋅ 2 Baths ⋅ Moss Place SubDv. ⋅ 32708 Zip Code
Welcome home to this charming 2-bedroom, 1.5-bath corner-unit townhome offering a comfortable floor plan and a convenient Winter Springs location. The home features NEW laminate flooring throughout the downstairs living room and kitchen, with carpet in both upstairs bedrooms. The spacious living room includes a fireplace, creating a cozy focal point for the home. Step outside to the screened-in patio, which also features a convenient laundry closet. The A/C is approximately 2 years old, providing an important recent update for the new owner. HOA states the roof was done in 2017. Enjoy having Torasco Park directly across the street, offering a splash park, basketball court, soccer field, playground, and exercise trail. Conveniently located near SR-434 and SR-419, with easy access to Winter Springs Town Center, SR-436, and SR-417, as well as nearby shopping, dining, parks, and everyday conveniences. Whether you're looking for a place to call home or an investment opportunity, this corner-unit townhome is worth a look!

130 Rhoden Lane, 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
512 Pinebranch Circle, Winter Springs
$330,000
2 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome Home to 512 Pine Branch Circle, a stunning contemporary townhome nestled within a secure gated enclave in the heart of Winter Springs. While originally built in 2006, this residence has been exceptionally well-maintained, offering the peace of mind that comes with a home. Roof replaced in 2021. New vinyl flooring and interior paint on downstairs level. Step inside to discover a bright, open interior elevated by stylish recent upgrades. The layout flows effortlessly from the kitchen into the living spaces, creating an inviting environment for hosting friends or relaxing in comfort. Outside, the community serves as a private retreat. You’ll appreciate the peaceful atmosphere and beautifully maintained grounds centered around a serene community pond—a picturesque spot to unwind and take in the Florida sunshine. This property combines the ease of low-maintenance townhome living with the reliability of a move-in-ready home. Don't miss the opportunity to make this polished, tranquil space your own. Schedule your private viewing today.

512 Pinebranch Circle, Winter Springs
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