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 that perfectly blends suburban tranquility with vibrant community life. Just a short drive from the bustling city of Orlando, Winter Springs offers residents a serene escape while still providing easy access to a wealth of entertainment, dining, and recreational opportunities.

Known for its lush landscapes, Winter Springs is adorned with beautiful parks, scenic trails, and sparkling lakes that invite outdoor enthusiasts to explore. The city boasts a strong sense of community, with numerous events and festivals throughout the year that bring neighbors together to celebrate the unique spirit of this delightful locale. Families will appreciate the top-rated schools and safe neighborhoods, making it an ideal place to raise children.

If you're searching for your dream home in Winter Springs, you'll be pleased to discover a variety of charming properties available for under $400,000. Whether you're a first-time homebuyer, looking to downsize, or seeking a cozy retreat, Winter Springs offers an array of options that cater to diverse tastes and lifestyles. From modern townhomes to quaint single-family houses, each residence is designed to provide comfort and convenience.

Immerse yourself in the warmth and charm of Winter Springs, where community spirit thrives and homes are not just places to live, but spaces to create lasting memories. Explore the opportunities that await you in this beautiful city, and discover why so many choose to call Winter Springs home. Your dream home is just around the corner!

Newest Winter Springs Homes under $400,000

604 Casa Park Court G, Winter Springs
$235,000
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Move-in ready two-bedroom, one-and-a-half-bath Winter Springs townhouse with fresh interior paint, new laminate flooring upstairs, updated tile grout downstairs, plus a refreshed kitchen with painted cabinets, new countertop, faucet, and oven. Additional updates include new baseboards, new ceiling fans, new bedrooms light fixture, new blinds throughout, new fire detector, and, in the upstairs bathroom, a new tub, updated piping, and fixtures. The unit comes with two assigned parking spaces and access to a community pool. Nearby, you’ll find a park with tennis courts, barbecue pavilions, and a playground. Available for immediate occupancy.

604 Casa Park Court G, Winter Springs
432 Tradition Lane, Winter Springs
$279,999
2 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to 432 Tradition Ln, a charming townhouse located in the desirable Winter Springs, FL. This residence accords a comfortable and efficient living space with 1,275 square feet, designed to accommodate a variety of lifestyles. Inside, you'll find two generously sized bedrooms. The property is set on a manageable lot of 0.039 acres, making maintenance simpler while still offering outdoor possibilities. This townhouse presents a fantastic opportunity to enjoy the benefits of living in a vibrant community, with the convenience of nearby amenities and attractions. Whether you're looking for a primary residence or an investment opportunity, this property holds great potential.

432 Tradition Lane, Winter Springs
846 Benchwood Court, Winter Springs
$385,000
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
PRICED TO SELL! Opportunity awaits at 846 Benchwood Ct in Winter Springs! This fixer-upper is ready for its next chapter and offers plenty of potential for buyers looking to renovate, customize, or invest. Notable features include a private fenced backyard and a screened-in pool, providing a great starting point for creating an inviting outdoor living space. Conveniently located in Winter Springs with access to shopping, dining, parks, and major roadways. Bring your vision and explore the possibilities this property has to offer. Priced to reflect its current condition and the improvements needed. Sold as-is.

846 Benchwood Court, Winter Springs
226 Bennett Street, Winter Springs
$310,000
3 Beds ⋅ 2 Baths ⋅ North Orlando Townsite 4th Add Rep SubDv. ⋅ 32708 Zip Code
NO HOA. NO RULES. NO MONTHLY FEES. JUST YOUR HOME, YOUR WAY. Imagine owning a home in Winter Springs where nobody tells you what color to paint your door, where to park your truck, or what you can build in your backyard. That freedom is rare, and it’s right here. This 3-bedroom, 2-bathroom home sits on a quiet, established street and gives you something most new communities can’t: real ownership without the HOA bill every month. A 1-car garage keeps your vehicle protected and gives you extra storage space, while the yard is ready for weekend cookouts, a garden, or your next big idea. And the location? Minutes from SR 434 and SR 417, Winter Springs Town Center, shopping, dining, parks, and Orlando Sanford International Airport. Layer Elementary is just around the corner. Whether you’re a first-time buyer tired of renting or an investor looking for a smart Winter Springs buy, this one checks the boxes. No HOA homes at this price point don’t last. Schedule your showing before someone else does!

226 Bennett Street, 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
702 Glasgow Court, Winter Springs
$299,990
4 Beds ⋅ 3 Baths ⋅ Highland Patio Homes SubDv. ⋅ 32708 Zip Code
Picture-perfect 4 bedroom townhouse with private outdoor living spaces in the wonderful Highlands community! 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 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, new energy efficient windows and doors and garage door. 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
466 Tradition Lane, Winter Springs
$289,000
2 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code
Virtually Staged. Beautiful townhome in Heritage Park conveniently located in Winter Springs and close to EVERYTHING! Immaculate 2 bedrooms with 2.5 bathrooms with a covered back porch and single car garage. This townhome is very well maintained with faux wood vinyl flooring and berber carpets. Spacious kitchen with stainless steel appliances. Great floor plan. Secluded and covered back patio to relax and chill out and the end of the day. Gated community which provides privacy and security for your family. Heritage Park also has amenities including a fabulous community pool and playground. Heritage Park is near to convenient Winter Springs and Longwood shopping centers, restaurants and retail stores. Great Seminole County school district. Do not miss the opportunity to own this property!!!! Perfect investment property for rental income. Turn key and ready to go! Request your appointment and come see this gem today!

466 Tradition Lane, Winter Springs
600 Casa Park N Ct., Winter Springs
$219,900
2 Beds ⋅ 1 Baths ⋅ Casa Park Villas SubDv. ⋅ 32708 Zip Code
Welcome home to the well established neighborhood of Casa Park Villas. Rare one story townhouse, 2 bedroom, 1 full bathroom, 980 square feet of living area end unit. From the moment you step inside, you'll love the bright, open layout that flows so naturally from the family room to the dining area and kitchen. It creates such a warm, inviting space that is truly perfect for both everyday relaxing and host-filled gatherings. Come and make it your own. The Community features enjoyable sparkling swimming pool. Close by is Trotwood Park that offers pickleball and tennis courts, splash pad, playgrounds, basketball courts, a large pavilion, yoga, community events. Great location! Conveniently located to nearby shopping, banks, medical centers, and restaurants as well as easy access to major highways. Elementary and middle schools are walking distance. Don't miss it. Priced to sell. Will Not Last!

600 Casa Park N Ct., Winter Springs
425 S Hawthorn Circle, Winter Springs
$250,000
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.

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
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