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, known for its picturesque landscapes, welcoming community, and vibrant lifestyle. With its ideal location just a stone's throw away from Orlando, Winter Springs offers residents the perfect blend of suburban tranquility and urban convenience.

This enchanting city is characterized by its lush parks, scenic trails, and beautiful lakes, making it a haven for outdoor enthusiasts and families alike. Whether you enjoy hiking, biking, or simply taking leisurely strolls, the natural beauty of Winter Springs is sure to captivate you. The city is also home to a variety of shopping, dining, and entertainment options, ensuring that you’ll never run out of things to do.

For those looking to call Winter Springs home without breaking the bank, you’ll be delighted to discover an array of charming residences priced under $400,000. From cozy single-family homes to modern townhouses, there’s something for everyone in this vibrant community. These affordable options provide not only comfort and style but also the opportunity to invest in a city that boasts a strong sense of community and excellent schools.

Living in Winter Springs means enjoying a high quality of life with access to top-rated amenities, all while being surrounded by friendly neighbors and a warm atmosphere. Explore the possibilities of finding your dream home in this delightful city, where affordability meets the beauty of Florida living. Come experience Winter Springs – where your next chapter awaits!

Newest Winter Springs Homes under $400,000

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
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
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