Winona Homes under $400,000

Welcome to Winona, Minnesota – a charming city nestled along the banks of the mighty Mississippi River, known for its rich history, vibrant arts scene, and stunning natural beauty. With a population of around 27,000 residents, Winona offers a perfect blend of small-town charm and urban amenities. The city is surrounded by picturesque bluffs, making it an ideal location for outdoor enthusiasts who enjoy hiking, biking, and exploring the great outdoors.

Winona is home to several higher education institutions, including Winona State University, which contributes to the city’s youthful energy and cultural vibrancy. The downtown area is bustling with unique shops, delightful cafes, and local eateries, providing a welcoming atmosphere for both residents and visitors alike. The annual Great River Shakespeare Festival and the Winona County Fair are just a few of the many events that showcase the community's spirit and creativity.

For those seeking a home in this delightful city, you'll be pleased to know that there are numerous options available under $400,000. Whether you are a first-time homebuyer, a growing family, or looking to downsize, Winona offers a variety of charming properties, from historic homes with character to modern builds with contemporary amenities. With tree-lined streets and friendly neighborhoods, you’ll find the perfect place to call home.

Discover the allure of Winona, where community spirit meets natural beauty, and explore the diverse housing options that make this city a wonderful place to live. Your dream home awaits!

Newest Winona Homes under $400,000

$369,900

3 Beds ⋅ 2 Baths ⋅ 7161315 MLS

Enjoy privacy and nature on this peaceful tree lined lot with ranch style home offering 3-4 bedrooms and 2 full baths and bonus additional 3 car garage/workshop. The main level features 3 bedrooms, a spacious kitchen with abundant cabinetry, and a living room with a gas fireplace. A large three-season room overlooks the private backyard. The finished walkout lower level adds a family room, fourth bedroom, full bath, laundry room, ample closet and storage space, and a hobby room with convenient pullout shelves. Parking and workspace are plentiful with an attached 2 car garage and a detached 3.5 car garage featuring one heated stall and a metal roof. Price includes new flooring in lower level and living room. Schedule your showing today!

42671 Lisa Lane, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$199,900

2 Beds ⋅ 1 Baths ⋅ 7160820 MLS

Welcome to 1414F McNally Drive, an end-unit 2-bedroom, 1-bath home with everything on one level. The cedar siding was freshly restained in September 2026, so the exterior is ready to go. As an end unit, you get open views on one side instead of neighbors. Inside, new and updated windows brighten the kitchen, dining, and living areas. Electric baseboard heat is the primary heat source, and two newly added mini-split units give you flexible heating and efficient cooling when you want them, so you’re comfortable in every season. The monthly fee covers snow removal, lawn care, and access to the community pool. That means no shoveling, no mowing, and a place to cool off in July. It’s a good fit for first-time buyers, downsizers, or anyone who wants a simpler routine. Schedule your showing today.

1414F Mcnally Drive, Winona

Listing courtesy of Keller Williams Premier Realty.

$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..

$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..

$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.

$309,900

4 Beds ⋅ 2 Baths ⋅ 7150138 MLS

Spacious 4 bed, 2 bath rambler with large rooms throughout, ideal as an in-law scenario with upstairs independent from the downstairs. Let your imagination run with the possibilities that this property has to offer! Gorgeous hardwood floors, marble finishes throughout, beautiful wood finishes and walls. New vinyl siding, 3-year-old metal roof, quiet residential location - this one is ready to move in!

1215 W Mark Street, Winona

Listing courtesy of Edina Realty, Inc..

$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.

$354,900

4 Beds ⋅ 2 Baths ⋅ 7145953 MLS

Welcome home to 8540 Crocus Lane in Stockton! Located just 7 minutes from Winona, this spacious 4-bedroom, 2-bathroom home offers plenty of room to spread out and enjoy comfortable everyday living. The home features a convenient heated 2-car attached garage, providing a comfortable and versatile space for vehicles, storage, hobbies, or projects. Located in a quiet Stockton cul-de-sac setting, this home is a great opportunity for anyone looking for space, comfort, and small-town living. Schedule your showing today!

8540 Crocus Lane, Winona

Listing courtesy of Keller Williams Premier Realty.

Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.

Winona Homes under $400,000

Newest Winona Homes under $400,000

How much is your home worth?

How much is your home worth?