Winter Springs Homes under $350,000

Winter Springs Homes under $350,000

Welcome to Winter Springs, Florida – a hidden gem nestled in the heart of Seminole County. With its picturesque landscapes, friendly community, and convenient access to major highways, Winter Springs is the perfect place for families, professionals, and retirees alike. Known for its lush parks, serene lakes, and vibrant local culture, this charming city offers a delightful blend of suburban tranquility and urban convenience.

Winter Springs boasts an array of amenities, including excellent schools, shopping centers, and recreational facilities. The city is home to the beautiful Central Winds Park, which features sports fields, walking trails, and playgrounds, making it an ideal spot for outdoor enthusiasts and families. The nearby Cross Seminole Trail provides miles of scenic paths for walking, jogging, and cycling, perfect for those who enjoy an active lifestyle.

For homebuyers seeking affordable options, Winter Springs has a variety of charming homes available for under $350,000. Whether you're looking for a cozy single-family home, a modern townhouse, or a spacious condo, you'll find a range of properties that cater to different tastes and budgets. These homes often feature inviting interiors, well-maintained yards, and access to community amenities, making them an attractive choice for first-time buyers or those looking to downsize.

Experience the warmth and charm of Winter Springs, where affordable living meets a vibrant community. Discover your dream home in this delightful city and embrace the Florida lifestyle today!

Newest Winter Springs Homes under $350,000

1352 Casa Park Circle, Winter Springs
$245,000
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Completely updated and move-in ready townhome in the desirable Casa Park Villas community of Winter Springs! Located directly across from Trotwood Park and zoned for top-rated Seminole County schools, this beautifully maintained 2-bedroom, 2.5-bath home offers extensive upgrades throughout. Major improvements include a new AC (2023), complete whole-house repipe (2023), hurricane-rated double-pane argon gas Low-E windows throughout (2025), and a new double-pane argon gas sliding glass door with built-in blinds (2025). The remodeled kitchen features an oversized white quartz countertop, updated cabinetry, custom backsplash, and new dishwasher, refrigerator, and microwave (2025). The first floor showcases newly updated neutral tile flooring, while the staircase has been enhanced with an updated wrought iron railing. Upstairs features luxury vinyl plank flooring throughout, updated bathroom vanities, new toilets, and a beautifully renovated primary bathroom. Additional upgrades include a new front door with decorative glass, new front landscaping, redesigned backyard with iron fencing, Tesla charging station with outdoor lock box, and fiber internet wiring to the upper level. Enjoy a private patio overlooking green space and access to community amenities including a pool, spa, and sauna. Conveniently located near Winter Springs Town Center, SR-417, shopping, dining, UCF, and recreation. This is a rare opportunity to own one of the most extensively updated homes in Casa Park Villas.

1352 Casa Park Circle, Winter Springs
1361 San Diego Court, Winter Springs
$349,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 1 SubDv. ⋅ 32708 Zip Code
Welcome home to this freshly updated 3-bedroom, 2-bath single-story block home in the Sunrise Village neighborhood of Winter Springs. Featuring a two-car garage, this home has been refreshed throughout with new luxury vinyl plank flooring in the main living areas and bathrooms, new carpet in all three bedrooms, fresh two-tone interior paint, and modern black hardware, lighting, and ceiling fans. The updated kitchen features new Carrara quartz countertops, an undermount sink with a pull-down faucet, and new stainless steel appliances, including a range and dishwasher. The living room features a cozy fireplace and sliding glass doors leading to the rear porch, creating a welcoming space to relax or entertain. With convenient access to Red Bug Lake Road, SR-417, and nearby shopping and dining, this move-in-ready home offers comfort and convenience in Winter Springs.

1361 San Diego 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
135 Cortez Court, Winter Springs
$314,900
3 Beds ⋅ 2 Baths ⋅ North Orlando Terrace Unit 1 Sec 6 SubDv. ⋅ 32708 Zip Code
Welcome home to this charming 3-bed/2-bath with an oversized 1-car garage, ideally situated on nearly a 1/4 acre on a quiet cul-de-sac in desirable Seminole County! Featuring durable concrete block construction, this property offers peace of mind with several significant improvements already completed, including a NEW ROOF (2020), A/C (2018), and ELECTRICAL REWIRE (2024)! Enjoy a spacious fenced backyard with plenty of room for outdoor entertaining, gardening, pets, or creating your own private Florida oasis. The cul-de-sac location provides added privacy and minimal through traffic. Whether you're a first-time homebuyer, investor, or looking for your next primary residence, this property presents an outstanding opportunity to own a solid home with major capital improvements already in place. PRIME SEMINOLE COUNTY LOCATION! Conveniently located near shopping, dining, parks, schools, and major roadways such as US Hwy 17-92 and the 417 Expressway; downtown Winter Springs; near Oviedo on the Park; 7 miles to Sanford Orlando Airport; 15 miles to Downtown Orlando; and 30 miles to Orlando International Airport. Easy access to everything Central Florida offers. Don't miss this opportunity to make this home your own!

135 Cortez Court, Winter Springs
491 Harbor Winds Court, Winter Springs
$335,000
3 Beds ⋅ 3 Baths ⋅ Harbor Winds SubDv. ⋅ 32708 Zip Code
Enjoy extra savings with up to $10,000 in seller concessions, and breathe easy knowing the big expenses are already handled for you with a newer Roof (2023), AC (2022), and Water Heater (2023)! Welcome to your beautiful new chapter at 491 Harbor Winds Ct! Nestled in a highly desirable gated community, this bright, move-in-ready townhome is designed for effortless living. Retreat to your private 1st-floor primary sanctuary, complete with dual closets, a walk-in shower, and a relaxing jacuzzi. The cheerful layout offers 3 spacious bedrooms, 2.5 baths, convenient laundry, and a 2-car garage. Reclaim your weekends! Your low monthly HOA fee covers exterior maintenance and grounds care, giving you more time to enjoy the resort-style community pool, nearby nature trails, and top-rated Seminole County schools. Everything you have been looking for is right here. Schedule your tour today!

491 Harbor Winds Court, Winter Springs
113 Lido Road, Winter Springs
$350,000
4 Beds ⋅ 2 Baths ⋅ North Orlando Ranches Sec 09 SubDv. ⋅ 32708 Zip Code
Virtually Staged. MOVE-IN READY WITH MODERN UPDATES + NEW A/C (2025) + RENOVATED KITCHEN! Discover the perfect blend of comfort, style, and convenience in this beautifully refreshed 4-bedroom, 2-bath home nestled in the heart of Winter Springs. Featuring a bright, spacious layout, thoughtfully updated interiors, and an oversized backyard, this home offers inviting spaces for everyday living and entertaining, with many of the major improvements already completed! From the moment you enter, you'll appreciate the fresh, welcoming feel created by NEW LVP FLOORING THROUGHOUT, FRESH INTERIOR PAINT, and abundant natural light. The beautifully RENOVATED KITCHEN features NEW WOOD CABINETRY, GRANITE COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES, and generous storage. An adjoining eat-in dining area features charming FRENCH DOORS opening to the backyard, creating an effortless connection between indoor and outdoor living. The comfortable PRIMARY SUITE features an updated en-suite bathroom with NEW CABINETRY, GRANITE COUNTERTOPS, and a tub/shower combination. Three additional bedrooms offer flexibility for guests, a HOME OFFICE, or hobbies, while the guest bathroom has also been refreshed with NEW CABINETRY AND GRANITE COUNTERTOPS. Beyond the interior improvements, major updates include a NEW A/C SYSTEM (2025), ROOF REPLACED IN 2018, and WHOLE-HOUSE REPIPE, providing added value and peace of mind. Outside, find the OVERSIZED BACKYARD, offering plenty of space for entertaining, gardening, outdoor activities, or creating your own private retreat. Conveniently located in WINTER SPRINGS, with easy access to shopping, dining, parks, major roadways, and surrounding Central Florida destinations, this home offers the perfect combination of an established neighborhood and modern comfort. Schedule your private showing today!

113 Lido Road, 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
711 Thistle Place, Winter Springs
$279,900
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
131 Kristi Ann Court, Winter Springs
$206,499
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
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