Winona County Homes under $400,000

Welcome to Winona County, Minnesota—a hidden gem nestled along the banks of the Mississippi River, where natural beauty meets small-town charm. Known for its vibrant arts scene, rich history, and stunning landscapes, Winona is a place where community spirit thrives and outdoor adventures abound. Whether you’re exploring the scenic bluffs or strolling through the historic downtown, you’ll quickly discover why so many choose to call this enchanting county home.

For those seeking affordable housing options, Winona County offers an impressive selection of homes under $400,000. From cozy bungalows to spacious family homes, there’s something for everyone in this welcoming community. Picture yourself sipping coffee on a charming porch or hosting family gatherings in a beautifully landscaped backyard. With a variety of styles and sizes, these homes provide the perfect backdrop for creating lasting memories.

Winona’s real estate market is not just about affordability; it’s about quality of life. Residents enjoy access to top-notch schools, a thriving local economy, and a plethora of recreational activities. With numerous parks, trails, and the picturesque Mississippi River right at your doorstep, outdoor enthusiasts will find endless opportunities for hiking, biking, and boating.

Whether you’re a first-time homebuyer or looking to downsize, Winona County offers a unique blend of affordability and community. Discover your dream home in this captivating region where every day feels like a retreat. Come explore Winona County, where your ideal lifestyle awaits!

Newest Winona County Homes under $400,000

$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.

$259,900

3 Beds ⋅ 2 Baths ⋅ 7160155 MLS

Welcome to this 4-bedroom, 2-bathroom split-level home located in Goodview! Featuring finished living space on both levels, this home offers plenty of room to spread out and a functional layout to fit a variety of needs. The spacious front yard provides plenty of outdoor space to enjoy, while the 2-car garage offers convenient parking and additional storage. A storage shed behind the home provides even more room for your outdoor equipment and belongings. Conveniently located near shopping, dining, and local amenities, this home offers a great combination of space, functionality, and location.

3761 W 6th Street, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

$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..

$299,900

3 Beds ⋅ 2 Baths ⋅ 7158976 MLS

Set beside the Mississippi River, this home feels made for enjoying life. The living room is warm and welcoming, with abundant natural light, and a tucked-away reading nook. Skylights brighten the kitchen, while a main-floor bedroom, full bath and laundry/mudroom make everyday living easy. The attached two-car garage offers far more than parking, with a half bath, pellet stove and projection screen for movies, hobbies or a hangout space. Summer evenings belong on the screened porch, around the fire pit or in the hot tub with the river just beyond. A finished studio shed adds flexible space for guests, work or creative projects, and a second shed keeps the extras tucked away. It's an easy place to gather, unwind and enjoy the changing river right outside. Must see to appriciate !!

46652 Riverview Drive, La Crescent

Listing courtesy of Gerrard-Hoeschler.

$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.

$315,000

3 Beds ⋅ 2 Baths ⋅ 7157876 MLS

Welcome to 114 E. Wilmar Street in Rollingstone! Tucked away in a quiet neighborhood, this inviting 3-bedroom, 2-bath split-level home offers a wonderful combination of comfort, space, and functionality. Enjoy the convenience of main-floor laundry and a beautiful three-season porch, perfect for relaxing and enjoying the outdoors. The spacious lower-level family room features a cozy gas fireplace, creating an ideal space for entertaining or unwinding, along with additional room for a potential fourth bedroom. Recent updates include a new furnace in 2025. Step outside to enjoy the deck and spacious oversized two-car garage, offering plenty of room for vehicles and storage. A fantastic opportunity to enjoy small-town living in a peaceful neighborhood!

114 E Wilmar Street, Rollingstone

Listing courtesy of Edina Realty, Inc..

$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..

$265,000

3 Beds ⋅ 2 Baths ⋅ 7154657 MLS

Enjoy the space, privacy, and convenience of this 3-bedroom, 2-bath ranch in Dakota! Set on a .311-acre partially fenced lot backing to woods, this home offers a peaceful setting with easy interstate access to both La Crosse and Winona. The main level features convenient laundry, comfortable living spaces, and access to a deck overlooking the spacious backyard. The finished lower level adds valuable living and entertaining space, giving you room to spread out. A 2-car garage features an overhead pass-through door to the backyard—perfect for lawn equipment, toys, or projects. Even better, a new well and septic system are currently being installed, offering added peace of mind for the next owner. Country-like surroundings with commuter convenience!

460 Center Street, Dakota

Listing courtesy of @properties La Crosse.

$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.

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