Winter Springs Homes under $250,000

Winter Springs Homes under $250,000

Welcome to Winter Springs, Florida, a picturesque city nestled within Seminole County that perfectly blends the charm of suburban living with the vibrancy of community spirit. Known for its lush landscapes and family-friendly atmosphere, Winter Springs offers a serene escape while being conveniently located near the bustling city of Orlando. With a rich history and a commitment to preserving its natural beauty, this city is an ideal place for families, retirees, and young professionals alike.

One of the most appealing aspects of Winter Springs is its diverse real estate market, particularly for those seeking homes under $250,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find a range of options that cater to your needs. From cozy single-family homes to charming townhouses, the properties in this price range are not only affordable but also offer great value for your investment.

Residents enjoy access to a variety of amenities, including well-maintained parks, scenic walking trails, and top-rated schools, making it an excellent choice for families. The local community hosts numerous events throughout the year, fostering a sense of belonging and connection among neighbors.

With its inviting atmosphere and affordable housing options, Winter Springs is truly a hidden gem in Central Florida. Explore the possibilities and discover why so many are choosing to call this lovely city home. Your dream home awaits in Winter Springs!

Newest Winter Springs Homes under $250,000

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
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
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
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
417 Sheoah Boulevard Unit 17, Winter Springs
$166,000
2 Beds ⋅ 2 Baths ⋅ Sheoah Sec 3 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath first-floor condo located at 417 Sheoah Blvd, Apt 17, Winter Springs, FL 32708. This inviting home offers a spacious and comfortable floor plan with plenty of natural light throughout. The renovated kitchen provides a fresh and functional space and comes complete with all appliances. A washer and dryer are also included for added convenience. The home also features renovated bathrooms, adding to its fresh and move-in-ready appeal. The spacious living and dining areas feature tile flooring, creating an open and welcoming space for everyday living and entertaining. The generously sized primary bedroom features wood-look flooring and sliding glass doors that open directly to the outdoor patio, bringing in natural light and providing convenient access to the outdoor space. Enjoy the screened-in back porch and extended paver patio overlooking the community’s mature trees and green space. This inviting outdoor area offers a peaceful setting and added privacy, perfect for enjoying your morning coffee, relaxing outdoors, or entertaining guests. The community offers desirable amenities including a swimming pool and tennis courts. The HOA maintains the building exterior, roof, and community landscaping, providing valuable services for residents. The HOA fee is $485 per month. In addition, there is a separate Master Association fee of $436, paid annually at the beginning of the year. Conveniently located in Winter Springs, this updated first-floor condo offers a wonderful combination of renovated interiors, spacious living areas, inviting outdoor spaces, and community amenities. Enjoy a great location within the desirable Seminole County school district, with convenient access to shopping, dining, parks, and major roadways. Schedule your private showing today and discover everything this beautiful condo has to offer!

417 Sheoah Boulevard Unit 17, Winter Springs
113 Kristi Ann Court, Winter Springs
$205,000
2 Beds ⋅ 2 Baths ⋅ Moss Cove SubDv. ⋅ 32708 Zip Code
Virtually Staged. *New Lower Price** Charming Winter Springs Townhouse – Perfect for Buyers or Investors! Welcome to 113 Kristi Ann Court, a beautifully maintained 2BR/1.5BA townhouse in the highly sought-after Winter Springs area. Offering 898 sq ft of thoughtfully designed living space, this home features a bright, open living area and a well-appointed kitchen optimized for everyday comfort. Step outside to your private, screened-in patio—the perfect spot to relax and enjoy the Florida lifestyle. Superb location provides seamless access to premier shopping, local dining, parks, top-rated schools, and major roadways for an easy commute. An exceptional opportunity for first-time homebuyers, downsizers, or savvy investors looking for excellent rental potential. Immediate income producing opportunity for investors. No detail overlooked, functional layout, and unbeatable location. Schedule your private tour today!

113 Kristi Ann Court, Winter Springs
220 Moree Loop Unit 1, Winter Springs
$130,000
1 Beds ⋅ 1 Baths ⋅ Baytree Village SubDv. ⋅ 32708 Zip Code
Move-In Ready First Floor 1 Bed/1 Bath Condo located in desirable Seminole County, Florida. Situated in the highly sought after "The Highlands" community, this condo offers effortless living. No stairs or elevator needed! Inside, you will find a spacious living room/kitchen combo. The generous sized primary bedroom has a walk in closet with the primary bathroom attached. The washer/dryer are conveniently located in a laundry closet right off of the bathroom. This condo is awaiting a new owner! Come see all this property has to offer! Call Today to schedule your private showing!

220 Moree Loop Unit 1, Winter Springs
600 Northern Way Unit 1108, Winter Springs
$240,000
3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
WOW! OPPORTUNITY to live in Tuscany Place-in the heart of sought after Tuscawilla! This townhouse style condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal for relaxing after a long day or lounging. This popular gated community offers many amenities including a community pool, beautifully maintained grounds, located across the street from Trotwood Park & little shops AND close to all major roads, amenities, schools, medical facilities, shopping, dining, schools, golf course and parks. A fantastic opportunity to enjoy the Winter Springs lifestyle & this community. Pricing reflects owner's motivation. Property being sold AS IS, as it needs your personal touches to make it home. Great OPPORTUNITY for first time buyers, investors and empty nesters! PRICED TO SELL. Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs
611 Casa Park A Court, Winter Springs
$234,900
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 611 Casa Court, Unit A, a well-located 2-bedroom, 2.5-bath condo offering 1,156 square feet of living space and a great opportunity for an investor or future owner-occupant. The two-story layout provides comfortable separation between the main living areas and bedrooms, with a convenient half bath downstairs and private baths upstairs. Enjoy outdoor space just outside your door along with the benefits of a community setting and shared amenities. Conveniently located near shopping, dining, major roadways, and everything the surrounding Orlando area has to offer, this property provides easy access for everyday living. Whether you're looking to add to your rental portfolio or purchase a property with long-term potential, Unit A offers an affordable opportunity in a convenient Central Florida location.

611 Casa Park A Court, Winter Springs
1307 Park Villa Place, Winter Springs
$233,000
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Nice Casa Park 2 bedroom 1.5 bath townhome located in beautiful and upscale Tuskawilla! New carpet and fresh interior paint. The townhome features separate living and dining rooms with a half bath downstairs and sliding glass doors leading out to the back patio with a outdoor closet for storage. Off the living is a huge bay window letting in tons of natural light! The kitchen offers tons of cabinet space for all those kitchen essentials! Upstairs has 2 spacious bedrooms with a full bath between them. Located across the street from Trotwood Park, soccer fields, tennis courts, basketball, pavilion for picnics, and much more! Just a 5-minute walk from both Keeth Elementary and Indian Trails Middle Schools. Take a walk to Central Winds Park or ride your bike on the Cross-Seminole Trail. Have fun with your dog at the Doggie Park with a view of Lake Jessup! Tuskawilla Country Club minutes away! What are you waiting for...Check it out today!

1307 Park Villa Place, Winter Springs
70 Moree Loop Unit 61, Winter Springs
$178,900
2 Beds ⋅ 2 Baths ⋅ Bay Tree Sec 09 SubDv. ⋅ 32708 Zip Code
Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs
1453 Casa Park Circle, Winter Springs
$244,999
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 2 SubDv. ⋅ 32708 Zip Code
Welcome to this well-maintained 2-bed, 1.5-bath townhome in the desirable Casa Park Villas community of Winter Springs. This move-in-ready home features new flooring on the first level, a bright open living area, and a private rear patio perfect for relaxing or entertaining. Upstairs, both bedrooms with en-suite bathrooms and generous closet space. With excellent upkeep throughout, low HOA fees, and a prime location near Tuscawilla, top-rated schools, parks, dining, and major commuter routes, this home is ideal for first-time buyers, downsizers, or investors seeking quality and convenience. A must see schedule your private showing today.

1453 Casa Park Circle, Winter Springs
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