Winona County Homes under $750,000

Welcome to Winona County, Minnesota, a hidden gem nestled in the heart of the Midwest, where the Mississippi River gracefully winds its way through picturesque landscapes. Known for its rich history and vibrant community, Winona is a delightful blend of small-town charm and modern amenities. With its stunning bluffs, lush parks, and a myriad of recreational activities, this county offers an idyllic setting for families, retirees, and everyone in between.

Winona boasts a diverse selection of homes under $750,000, making it an attractive destination for homebuyers seeking both affordability and quality. Whether you’re looking for a cozy bungalow, a spacious family home, or a charming historic property, Winona has something to suit every taste and lifestyle. Many of these homes feature beautiful architecture, inviting outdoor spaces, and convenient access to local amenities.

Living in Winona means enjoying a strong sense of community, with friendly neighbors and a calendar full of local events. Explore the vibrant downtown area, filled with unique shops, delicious restaurants, and art galleries showcasing local talent. Outdoor enthusiasts will appreciate the abundance of parks and trails, perfect for hiking, biking, and enjoying the stunning natural beauty that surrounds the area.

With its affordable housing options and a welcoming atmosphere, Winona County is the perfect place to call home. Come discover the charm of Winona and find your dream home today!

Newest Winona County Homes under $750,000

$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!

1120 W Broadway Street, Winona

Listing courtesy of Edina Realty, Inc..

$495,000

3 Beds ⋅ 3 Baths ⋅ 7159361 MLS

Country living at its finest!! This hobby farm boasts 10.86 acres of land and a massive 30' x 60' pole shed! The 3-bedroom, 2-bath Ranch features a great layout with all 3 bedrooms on the main level as well as laundry. The main level also features a beautiful 4-season sunroom with a wood fireplace and panoramic views. A partially finished basement offers a large family room and game room with an area to add a 4th bedroom. An attached 2-car garage will keep your vehicles out of the elements but the large pole shed with a heated 35' x 20' workshop inside, and tons of loft storage, is what you'll really want to see. This acreage has approximately 3 acres of tillable land, 1.4 acres of pasture and 4 acres of wood land. You are not going to want to miss this one!

22516 Highway 248, Rollingstone

Listing courtesy of Real Broker, LLC..

$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.

$235,000

3 Beds ⋅ 2 Baths ⋅ 7159224 MLS

This inviting 3 bedroom, 2 bath home is located just 3 blocks from West Lake Winona offering easy access to walking paths and year-round recreation. Inside you will find comfortable living spaces, a practical layout and lovely hardwood floors. This home has character and beautiful sun light throughout the home. Upstairs, the primary bedroom includes a wonderful sunroom, providing a bright and relaxing space to unwind at the end of your day. This inviting location and appealing floor plan make this home a wonderful opportunity near West Lake Winona.

610 W Belleview Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$674,900

6 Beds ⋅ 3 Baths ⋅ 7159002 MLS

Space, Comfort & Room to Roam on 4 Acres! This impressive 6-bedroom, 3-bath home offers an abundance of space inside and out! A major addition completed just five years ago doubled the size of the home, creating plenty of room for everyday living and entertaining. The spacious primary ensuite features a walk-in closet and relaxing soaking tub. Cozy up by one of two fireplaces and enjoy the convenience of a 4-car garage. Step outside and discover everything this beautiful 4-acre property has to offer! From the outdoor bar and greenhouse to the clubhouse and invisible dog fence, there's something for everyone in the family. Whether you love gardening, entertaining friends and family, or simply enjoying the outdoors, this property offers endless possibilities. Room to live, room to play, and room to make lasting memories!

1473 Gilmore Valley Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$599,900

3 Beds ⋅ 2 Baths ⋅ 7146765 MLS

Discover the peaceful setting 18158 Willow Road. This Stunning Log Home sits on 7 wooded acres offering a serene, private location. Additionally It is adjoined by 40 Acres of Whitewater Wildlife Management Area, Great for all your recreational needs! Inside the home is 3 spacious bedrooms with 2 full bathrooms, one on each floor. This home features large log walls, knotty pine vaulted ceilings that make this home timeless. The spacious main floor features an open concept living area that connects to the kitchen, perfect for entertaining guests. The Kitchen features hickory cabinetry with under glow lighting. Step outside the patio door to a huge 50x18 deck and enjoy the scenic view. The basement is fully finished featuring 9 inch poured concrete walls throughout. In-floor heat is plumbed and ready for hookup. An additional oversized 2-car outbuilding provides extra room for vehicles, recreational equipment, storage, or hobbies.

18158 Willow Road, Altura

Listing courtesy of Real Broker, LLC..

$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..

$469,900

3 Beds ⋅ 2 Baths ⋅ 7157491 MLS

Beautiful log home complemented by a durable metal roof nestled on 4 scenic acres in a picturesque location. This charming three-bedroom, 2 bath home features a spacious kitchen and inviting living room with hardwood floors and Amish handcrafted solid wood cabinetry. The primary bedroom is conveniently located on the main level and offers a walk-in closet. The lower level provides a spacious family room along with two additional bedrooms, offering plenty of room for family and guests. Enjoy the convenience of a two-car attached garage, plus a separate 12’ x 18’ shed for additional storage. Surrounded by nature and offering privacy and beautiful views, this property provides the perfect combination of rustic charm, comfort, and acreage. Professional photos will be added 10/15/26.

22544 Windy Point Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$499,900

3 Beds ⋅ 2 Baths ⋅ 7158017 MLS

Country living at its best on 12 acres across from Cedar Valley Golf Course! This 3-bedroom, 2-bath ranch home features fresh paint, new carpeting, and a beautiful sunroom overlooking the valley. Gather around the gas fireplace and enjoy a space that’s wired for surround sound. The partially finished basement offers a blank canvas for whatever you envision next. A two-car attached garage plus a two-car detached garage with a storage loft provide plenty of room for vehicles, hobbies, and all your gear. Enjoy the space and views of country living, just 15 minutes from Winona.

25434 County Road 9, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$498,800

2 Beds ⋅ 3 Baths ⋅ 7157901 MLS

Welcome to desirable Knopp Valley, a 55+ community! This stunning 2025-built home features high-end finishes, exceptional craftsmanship, and thoughtful design throughout. Located within walking distance of Saint Mary’s University, where you can enjoy convenient access to sporting events, musical performances, lectures, and a variety of cultural and educational activities. This fantastic neighborhood also offers walking and biking trails, convenient access through the underground tunnel, pickleball and tennis courts, green space, and a playground just steps away. Step inside to discover a beautiful open-concept design with in-floor heat in both the home and garage. Designed for comfortable one-level living, the home features extra-wide hallways and doorways for added accessibility. The gorgeous primary suite includes a beautifully finished bath with a custom ceramic tile shower featuring dual showerheads, including a rainfall showerhead. The main level also offers convenient laundry and a dedicated office. Upstairs, the spacious loft features a family room, additional bedroom, and full bath, making it ideal for guests or extended family. Plans are already in place for a potential third bedroom and additional storage. A whole-house reverse osmosis system and low-maintenance construction add to the home's appeal. Outside, enjoy a privacy-fenced yard, professional landscaping, a sprinkler system, and an oversized, heated two-car garage. Move right in and enjoy the exceptional quality, comfort, and convenience this beautiful home has to offer! An added bonus—this home can also be purchased completely furnished, offering a truly turnkey opportunity!

54 Brickyard Lane, 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..

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