Winona County Homes under $350,000

Welcome to Winona County, Minnesota, a hidden gem nestled along the banks of the majestic Mississippi River. Known for its breathtaking bluffs, vibrant arts scene, and rich history, Winona offers a unique blend of small-town charm and outdoor adventure. Whether you’re an outdoor enthusiast, a history buff, or simply seeking a peaceful place to call home, Winona has something for everyone.

One of the most appealing aspects of Winona County is its diverse real estate market, particularly for those looking for homes under $350,000. Here, you’ll discover a variety of options that cater to different lifestyles and preferences. From cozy single-family homes with picturesque yards to modern townhouses in friendly neighborhoods, there’s a perfect fit for first-time buyers, families, and retirees alike.

The affordability of homes in Winona County is a significant draw, allowing residents to enjoy a higher quality of life without breaking the bank. Imagine sipping your morning coffee on a charming porch, or taking a leisurely stroll through the historic downtown area, filled with local shops and eateries. The community is known for its friendly atmosphere and strong sense of belonging, making it easy to forge lifelong connections.

In addition to its attractive housing market, Winona boasts excellent schools, numerous parks, and a plethora of recreational activities. Whether you’re hiking the bluffs, kayaking on the river, or attending a local festival, there’s always something happening in this vibrant community.

Explore the possibilities of making Winona County your home, where affordability meets charm and adventure awaits at every turn!

Newest Winona County Homes under $350,000

$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.

$269,900

4 Beds ⋅ 2 Baths ⋅ 7150762 MLS

A Classic Cape Cod design with deceptively large rooms throughout, 4 roomy bedrooms, a sweet lower-level family room, a front porch facing South that is enclosed giving you extra months of enjoyment. Tastefully, recently remolded kitchen, a whole house beaver system with a transferable warranty, 2 car garage and much more! A great property in a terrific location!

1022 Gilmore Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$219,900

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.

$265,000

3 Beds ⋅ 2 Baths ⋅ 7150898 MLS

Magical views of the main channel of the Mississippi River! Take in the beautiful sunrise every morning from inside your home or while relaxing on the front deck. Lovely ranch home with 3 bedrooms, 2 bathrooms and a 2 car garage. Large kitchen with an abundance of cabinet space that opens up to the spacious dining room. Living room with large picture window lets you enjoy the view of the river from inside. Cozy sun room off the back of the house leads to the back yard. Newer roof, siding and bathroom. Some windows have been replaced. Main floor laundry is a plus!

780 River Street, Dakota

Listing courtesy of Gerrard-Hoeschler.

$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.

$323,900

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..

$235,000

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.

$189,000

2 Beds ⋅ 1 Baths ⋅ 7144015 MLS

This 2 bedroom, 1 bath home is in a fantastic location with plenty of space both inside and out. The oversized living room overlooks the very large backyard, giving you plenty of room to spread out. A cement pad is already in place, making it a great start for you to add your own garage in the future. The bathroom offers plenty of space, and both bedrooms are generously sized. You will also love the cute front porch, a perfect spot to enjoy some fresh air without worrying about the bugs! The basement provides additional space to grow into or simply use for great storage. Newer windows, furnace, and central air add even more value to this home.

623 E Howard Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$294,900

3 Beds ⋅ 2 Baths ⋅ 7129240 MLS

Buyer walked away but their loss is your gain! Embrace tranquility and boundless nature just outside Rollingstone. Set on 5+ acres of private wooded land, this country property is an absolute dream for anyone seeking a serene lifestyle away from the city. Arrive just in time for fall and soak in the sweeping, picturesque countryside views as the leaves begin to change. Perfect for outdoor enthusiasts, wildlife watchers, or anyone craving space and seclusion. Key updates include a brand-new septic system installed in 2024.

18599 Horse Shoe Road, Rollingstone

Listing courtesy of Coldwell Banker Realty.

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