Winter Springs Homes under $400,000

Winter Springs Homes under $400,000

Welcome to Winter Springs, Florida — a hidden gem nestled in Seminole County that perfectly balances suburban charm with modern conveniences. This vibrant community is known for its lush parks, scenic lakes, and a strong sense of community spirit. With a population that embraces diversity and a commitment to preserving its natural beauty, Winter Springs offers a delightful lifestyle for families, retirees, and everyone in between.

One of the most appealing aspects of Winter Springs is its affordability, particularly for homebuyers seeking properties under $400,000. This price point opens the door to a variety of charming homes, from cozy single-family residences to spacious townhouses, all designed to cater to diverse tastes and needs. Imagine settling into a lovely three-bedroom home with a picturesque backyard, perfect for weekend barbecues or quiet evenings under the stars.

Winter Springs is not just about beautiful homes; it’s also about a vibrant lifestyle. Residents enjoy access to top-rated schools, a plethora of recreational activities, and a rich array of dining and shopping options. The nearby Central Winds Park and the scenic Cross Seminole Trail offer ample opportunities for outdoor enthusiasts to explore nature, jog, or bike with family and friends.

With its friendly atmosphere and strong community ties, Winter Springs is more than just a place to live; it’s a place to thrive. Whether you’re a first-time homebuyer or looking to downsize, this charming city has something for everyone, making it an ideal location to call home. Discover your dream home in Winter Springs today!

Newest Winter Springs Homes under $400,000

425 S Hawthorn Circle, Winter Springs
$260,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Terrace Unit 2 Sec 8 SubDv. ⋅ 32708 Zip Code
Three bedrooms, a corner lot and NO HOA in the heart of Winter Springs! This concrete block home sits in the established North Orlando Terrace neighborhood, and the roof was replaced in 2023, so one of the biggest-ticket items is already taken care of. Step inside to a spacious 14x16 family room that flows into the dining area and kitchen, which includes a pantry, plus a separate indoor laundry room. The primary bedroom has its own half bath, and two additional bedrooms share the full hall bath. Out back, a 17x12 screened patio overlooks the fenced yard, ready for morning coffee or evening cookouts. A one-car attached garage and driveway parking complete the package. Moss Park is about a 13-minute walk away, and you are minutes from SR-434, SR-417, Winter Springs Town Center, shopping and dining. Zoned for Winter Springs Elementary, Indian Trails Middle and Winter Springs High. Whether you are a first-time buyer, downsizing or adding to your portfolio, this home is ready for its next chapter.

425 S Hawthorn Circle, Winter Springs
733 Lakeview Drive, Winter Springs
$365,000
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
Fresh interior paint and partial new flooring. Well-maintained 3-bedroom, 2-bath single-story home in Winter Springs with 1,597 sq ft of living space. The open layout offers a living room, family room, and separate dining area, plus a private primary suite with walk-in closet. Located on a quiet street near Winter Springs schools, parks, and shopping. Sold as-is. Opendoor Property Trust I. Please submit offers via opendoor.com/makeoffer. Include buyer-executed Opendoor addendum and Affiliated Business Disclosure.

733 Lakeview Drive, 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
140 Bombay Avenue, Winter Springs
$355,000
3 Beds ⋅ 2 Baths ⋅ North Orlando 5th Add SubDv. ⋅ 32708 Zip Code
Virtually Staged. Welcome to this renovated 3 bed 2 bath home featuring a converted garage that provides a large fourth bedroom or perfect for guest room, home office, or additional living space. Enjoy outdoor living on the aluminum-covered, screened-in patio--an inviting spot for morning coffee or relaxing evenings. The large yard offers plenty of room for family barbecues, celebrations, and relaxing weekends outdoors, while the driveway provides convenient off-street parking. With versatile space inside and room to entertain outside, this home is ready to move in. 2026 Roof and newer HVAC. Schedule your showing today.

140 Bombay Avenue, 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
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
$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
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
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