Winona County Homes under $250,000

Welcome to Winona County, Minnesota, a hidden gem nestled along the scenic banks of the Mississippi River. Known for its rich history, vibrant arts scene, and stunning natural beauty, Winona is a place where community and culture thrive. With its charming downtown area filled with local shops, restaurants, and galleries, residents enjoy a unique blend of small-town warmth and urban convenience. The county is also home to several parks and outdoor recreational areas, making it an ideal location for nature enthusiasts and families alike.

For those seeking affordable housing options, Winona County offers an impressive array of homes priced under $250,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, there’s something for everyone in this welcoming community. From cozy single-family homes to charming bungalows, these properties provide an excellent opportunity to invest in your future without breaking the bank.

Imagine unwinding in your own backyard, surrounded by the beauty of the Midwest, or taking leisurely strolls along the riverfront. With a variety of homes available, you can find a space that perfectly suits your lifestyle and budget. Plus, the friendly neighborhoods and strong sense of community make it easy to feel right at home.

Don’t miss out on the chance to discover your dream home in Winona County. With its affordable housing market and rich community spirit, it’s the perfect place to plant your roots and create lasting memories. Explore the possibilities today!

Newest Winona County Homes under $250,000

$240,000

4 Beds ⋅ 3 Baths ⋅ 7160119 MLS

Welcome home to this spacious 4-bedroom, 3-bathroom property offering plenty of room to live, relax, and entertain! Enjoy the added versatility of a finished basement featuring a bonus family room, perfect for movie nights, gatherings, or extra living space. The oversized, finished 1,000-square-foot, 3-car garage provides exceptional room for vehicles, storage, hobbies, and more. A newer roof, offering added peace of mind. With generous living space, valuable updates, and an impressive garage, this home is ready to meet a variety of needs and lifestyles! This home is also rental certified for up to a family of 9.

1101 E Wabasha Street, Winona

Listing courtesy of Edina Realty, Inc..

$209,900

2 Beds ⋅ 1 Baths ⋅ 7156534 MLS

Build Instant Equity! Recently appraised at $21,000 above the list price and pre-inspected, this home is full of opportunity! Whether you're buying your first home, looking for an investment property, or ready to downsize, you'll love the potential and flexibility this property offers. Featuring 2 bedrooms, including one on the main level, a convenient main-floor full bath and laundry, plus an office/den area perfect for working from home or possible 3rd bedroom. Enjoy the dining area, spacious family room, updated flooring, fresh paint, vinyl siding, and some newer vinyl windows. Outside, the large lot with alley access offers additional flexibility and additional building possibilities. Move right in, continue making improvements at your own pace, and build equity along the way. A great opportunity to make it your own, relax, and enjoy!

243 W 15th Street, Saint Charles

Listing courtesy of Re/Max Results.

$240,000

4 Beds ⋅ 2 Baths ⋅ 7159794 MLS

Welcome to this charming 4-bedroom, 2-bath home filled with character, warmth, and an exceptional amount of updates throughout! Beautiful wood floors, vaulted ceilings, and exposed wood beams create a wonderful blend of charm and architectural appeal. The inviting living room features a cozy wood-burning stove, while the updated kitchen and bathrooms offer modern conveniences. The practical and functional floor plan includes two bedrooms on the main level and two additional bedrooms upstairs, providing flexibility for a variety of living arrangements. Enjoy relaxing on the welcoming front porch or the wonderful wraparound back porch overlooking the fenced backyard. The extensive improvements to this home are truly impressive, including drywall throughout, replacement windows, updated siding and insulation, electrical and lighting updates, refinished wood floors, updated kitchen and bathrooms, a dual-zone gas forced-air heating system, new water service to the street, and so much more! Conveniently located directly across from Cotter High School, this home offers an incredible combination of timeless character, thoughtful improvements, and everyday functionality. So much has already been done for you in this charming home! Not used as a rental but home is rental certified.

1120 W Broadway Street, Winona

Listing courtesy of Edina Realty, Inc..

$129,900

3 Beds ⋅ 2 Baths ⋅ 7159303 MLS

Get your winter project lined up! This three-bedroom, two-bath home in Winona is a true fixer-upper with plenty of potential. Bring your ideas and renovation skills to make it your own. A newer roof and two-car detached garage add to the opportunity. If you’re ready for a project, don’t let this one get away!

429 W Mark Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$229,900

2 Beds ⋅ 2 Baths ⋅ 7158496 MLS

Super cut and cozy 2 bedroom 2 bathroom home in Winona. Open concept living with warm wood floors. New sink and faucet in the kitchen that features a breakfast bar, that opens up to the dining room and living room. Main level bathroom has a new vanity and sink. Lower level adds another family room, full bathroom, laundry and storage. Relaxing screened in porch overlooks the back yard. New light fixtures, new fenced in yard, new ceiling fans, new landscaping, new garage door opener and the list goes on!

1311 W 5th Street, Winona

Listing courtesy of Gerrard-Hoeschler.

$230,000

4 Beds ⋅ 2 Baths ⋅ 7155269 MLS

Discover the potential of this 1965 raised ranch home, offering 4 bedrooms, 2 bathrooms, and a 2-car tuck-under garage. The main floor features a comfortable living room plus a bonus family room with a woodburning fireplace, providing plenty of space to relax and entertain. Ample storage throughout and an oversized city lot add to the home’s appeal. New carpet provides a fresh start, while the property is ready for some tender loving care to bring out its full potential. A great opportunity for someone looking to make this home their own!

1659 Edgewood Road, Winona

Listing courtesy of Edina Realty, Inc..

$209,900

5 Beds ⋅ 2 Baths ⋅ 7153362 MLS

Spacious 5 bedroom/1.5 bath rental certified home is ready to be added to your portfolio! Home has been updated in many areas, newer upper full bath, updated kitchen/countertops, dishwasher and extensive drywall work throughout. Home has spacious living area, dining room and bedrooms, making this a great rental property or larger single-family home. Home has lots of original charm with hardwood flooring, large windows and some original doors/wood work. Conveniently located on the west end of Winona, close to colleges. Cotter, restaurants and shopping.

362 Cummings Street, Winona

Listing courtesy of Castle Realty, LLC.

$174,500

3 Beds ⋅ 1 Baths ⋅ 7151085 MLS

Welcome home to this charming 3-bedroom, 1-bath home in Winona offering a great character, updates, and everyday convenience! Numerous improvements have already been completed, including a new roof in 2020, central air installed in 2021, and many newer windows. Inside, would appreciate the beautiful hardwood floors, french doors, spacious kitchen, and convenient main-floor bedroom and laundry. The functional layout offers comfortable living spaces with plenty of character throughout. Step outside to enjoy the fenced-in backyard, perfect for relaxing, entertaining, gardening, or pets. With many updates already completed, this home is ready for its new own. Schedule your showing today!

562 W 4th Street, Winona

Listing courtesy of RE/MAX Advantage Plus.

$237,000

5 Beds ⋅ 2 Baths ⋅ 7150338 MLS

Rare opportunity to own a 5 bedroom, 2 bathroom rental certified home located directly across from Winona State University! Same owner since 1995 and now on the market for the first time in over 30 years. Wood floors are found throughout the home, with some currently covered by carpet. Basement offers laundry and additional space. Carport in back plus additional off street parking. Furnace replaced in 2023. Great location for a student rental or investment property with a long history as a rental.

468 Main Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$229,900

4 Beds ⋅ 2 Baths ⋅ 7144777 MLS

3 Bedroom/2 bathroom located in the heart of Winona next too Jefferson Elementary School. Large 2.5 car garage, mostly fenced yard. Updates to kitchen/bathrooms, electrical and plumbing; finished basement. Large deck off of the kitchen and charming front porch! This is a great home for the price! Seller can accommodate a quick closing!

1223 W 5th Street, Winona

Listing courtesy of Century 21 Affiliated.

$175,000

2 Beds ⋅ 1 Baths ⋅ 7143829 MLS

Great opportunity to build some quick equity! This 2 bedroom, 1 bathroom home offers everything conveniently located on one level, along with a 1 stall attached garage. Bring your cosmetic ideas and make this home your own. The large fenced backyard provides plenty of room to enjoy the outdoors. Conveniently located within walking distance to several schools and the walking paths. A great option for a first time buyer, downsizing, or anyone looking for an affordable home with potential!

687 W Belleview Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$209,999

5 Beds ⋅ 2 Baths ⋅ 7143190 MLS

A rare opportunity with incredible flexibility and income potential! This property offers a unique setup with 4 bedrooms and 1 bathroom throughout the main level and basement, plus a separate upper-level efficiency unit with its own small kitchen, bathroom, and private entrance. The possibilities are truly endless—live comfortably in the main home while renting the upper unit for additional income, create a great setup for multi-generational living, or utilize the property as a full investment. The home currently has a rental certificate, adding even more appeal for investors looking for an income-producing property. Whether you're an owner-occupant looking to offset your housing costs or an investor looking to maximize rental potential, this property offers the flexibility and opportunity to make it your own. Come take a look and see the possibilities!

423 W Mark Street, Winona

Listing courtesy of RE/MAX Advantage Plus.

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