Winona County Real Estate

Welcome to Winona County, Minnesota—a picturesque gem nestled along the banks of the majestic Mississippi River. Known for its stunning natural beauty and rich cultural heritage, Winona County offers a perfect blend of small-town charm and vibrant community life, making it an ideal place to call home.

With its lush landscapes, rolling hills, and scenic river views, Winona County is a paradise for outdoor enthusiasts. The area is dotted with numerous parks and trails, including the breathtaking Great River Bluffs State Park, where you can hike to stunning overlooks and immerse yourself in the tranquility of nature. The Mississippi River provides ample opportunities for fishing, boating, and kayaking, ensuring that you can enjoy all the splendor of the great outdoors right at your doorstep.

Winona County is also steeped in history and culture. The city of Winona, the county seat, boasts a charming downtown area filled with unique boutiques, art galleries, and delightful eateries. You can explore the historic architecture that tells the story of the region’s vibrant past, or catch a performance at the renowned Minnesota Marine Art Museum, which showcases an impressive collection of marine-themed art.

Education is a cornerstone of the community, with excellent schools and institutions, including Winona State University, which adds to the youthful energy of the area. Whether you’re looking for a quiet retreat or a place to raise a family, Winona County offers a welcoming environment where community spirit thrives.

Come discover the allure of Winona County, where every day feels like a new adventure waiting to unfold!

Newest Listings in Winona County

$220,000

3 Beds ⋅ 2 Baths ⋅ 7142018 MLS

Charming Ranch Home on a Spacious Half-Acre Lot! Welcome home to this inviting 3-bedroom, 2-bathroom ranch-style home, ideally situated on a generous half-acre lot. Offering comfortable living spaces and plenty of room to enjoy the outdoors, this property has something for everyone. Step inside to find new flooring throughout most of the home, creating a fresh and updated feel. The home offers three bedrooms, two bathrooms, and a private home office—perfect for working from home or creating a dedicated study or hobby space. The lower level adds even more living space with a comfortable family room, ideal for movie nights, entertaining, or relaxing with family and friends. A large laundry room provides excellent storage and functionality. Outside, enjoy the expansive half-acre lot featuring a large vegetable garden in the backyard, offering plenty of space for gardening and outdoor activities. The new backyard deck provides the perfect spot for morning coffee, summer gatherings, or simply enjoying the peaceful surroundings.

4618 W 5th Street, Winona

Listing courtesy of Edina Realty, Inc..

$357,000

3 Beds ⋅ 4 Baths ⋅ 7141876 MLS

Enjoy beautiful golf course views and all the space you've been looking for at 100 Benson Drive in Lewiston! Nestled along the Lewiston Golf Course, this inviting 3-bedroom, 4-bath home (2 full, 2 half) offers a spacious layout designed for both everyday living and entertaining. The main level features generous gathering spaces filled with natural light, while the upper level offers three comfortable bedrooms, including a spacious primary suite. Downstairs, the fully finished lower level provides even more living space with a large family room that's perfect for movie nights, game days, a home gym, or play area. Whether you're hosting friends on the deck, relaxing with a morning coffee overlooking the course, or enjoying a quiet evening at home, this property offers the perfect balance of comfort and location. Recent improvements provide added peace of mind and include fresh interior paint throughout, updated hardware and fixtures, new cordless blinds, refreshed landscaping, freshly stained decks, a replaced A/C condenser, professionally serviced furnace and fireplace, professionally cleaned carpets, and an epoxy-coated garage floor. If you've been searching for a move-in ready home in one of Lewiston's most desirable neighborhoods, this is one you won't want to miss.

100 Benson Drive, Lewiston

Listing courtesy of Real Broker, LLC..

$150,000

3 Beds ⋅ 1 Baths ⋅ 7134077 MLS

Perfect starter home or a great addition to your rental portfolio, conveniently located just a few blocks from the college. This home features an open floor plan, three bedrooms, and a sunny front porch. Current rental certificate expires in 2027 and allows for 5 unrelated occupants. A great opportunity in a convenient Winona location!

577 W Sanborn Street, Winona

Listing courtesy of Real Broker, LLC..

$319,900

3 Beds ⋅ 2 Baths ⋅ 7140082 MLS

Historic Character, Timeless Charm & Peaceful Surroundings Welcome to a truly special 3-bedroom home where local history, distinctive craftsmanship, and comfortable living come together. An inviting open-concept main floor creates a wonderful flow for everyday living and entertaining, with a beautiful kitchen at the heart of the home, featuring ample storage and plenty of kitchen cabinetry. One of the home's most remarkable features is the one-of-a-kind fireplace crafted from two varieties of brick salvaged from the streets of 1800s Winona. Rich with local history and character, this exceptional architectural feature is a beautiful reminder of the community's past and a conversation piece unlike any other. Cozy up and keep warm by the gas fire, creating the perfect gathering spot on cool evenings. Adding even more character is a local stained-glass window, bringing beautiful color, artistry, and a unique sense of place into the home. Together, the historic brick fireplace and stained glass create an atmosphere filled with warmth, personality, and connection to Winona's heritage. The main floor underwent an extensive remodel in 2007, providing comfortable and functional living spaces while retaining the home's distinctive character. Main-floor laundry adds everyday convenience, while the two-car garage offers excellent parking and storage. Surrounded by mature trees, the property offers a peaceful and tranquil setting—an inviting place to enjoy quiet mornings, relax outdoors, or simply appreciate the beauty of the established landscape. The roof was replaced in 2021, providing an important recent update and added peace of mind. Historic details, thoughtful updates, abundant storage, mature trees, and a peaceful setting make this a truly distinctive Winona home—one with a story to tell and character you simply can't recreate.

106 Glendale Road, Winona

Listing courtesy of Real Broker, LLC..

$264,999

2 Beds ⋅ 2 Baths ⋅ 7139157 MLS

This spacious 2-bedroom, 2-bathroom home is updated, move-in ready, and offers plenty of room to make your own. Inside, you’ll find a welcoming living room, comfortable kitchen and dining areas, and a large sunroom just off the dining room—providing the perfect additional space to relax or entertain. The basement adds even more versatility with a finished family room and bonus room that offers potential for a third bedroom, home office, playroom, or hobby space. Outside, enjoy a large backyard and the convenience of a one-car garage. The location is hard to beat, with Lake Winona, a disc golf course, and ball fields just a short distance away, plus a beautiful view of Sugar Loaf right from the front window. With updated living spaces, flexible rooms, and a great Winona location, 496 E Sarnia Street is ready to welcome its next owner!

496 E Sarnia Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$204,900

2 Beds ⋅ 1 Baths ⋅ 7139441 MLS

Affordable, move-in ready and maintenance free! 2+ bedroom home with an updated bath/laundry, full basement with high ceilings, plus a 2nd floor bath waiting for development! Great quiet neighborhood with a full lot and lots of yard space.

317 E Howard Street, Winona

Listing courtesy of Edina Realty, Inc..

$550,000

3 Beds ⋅ 3 Baths ⋅ 7139367 MLS

Very hard to find spacious 2,900 square foot 3-bedroom, 3 bath townhouse in a very private setting with wildlife abounding on all three sides! This property includes his and her offices/dens, 2 living rooms, main floor laundry, newer kitchen, custom stained glass, whole house surround sound plus a 4-car garage and a full basement just waiting for development.

68 Whispering Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$449,900

4 Beds ⋅ 3 Baths ⋅ 7131627 MLS

Welcome home to 221 Devin Drive! This inviting ranch-style home offers 4 bedrooms, 3 bathrooms, and plenty of space both inside and out. With 3 bedrooms and convenient main-floor laundry, the main level provides comfortable one-level living. The home has been thoughtfully refreshed with fresh paint, beautifully refinished wood floors, and new carpeting, creating a clean and welcoming feel throughout. The finished lower level provides additional living space and flexibility for family, guests, a home office, or hobbies. Outside, enjoy the generous 0.43-acre lot with a spacious backyard, perfect for relaxing, entertaining, or letting the kids and pets enjoy the outdoors. A deck and patio just off the back of the home make outdoor living easy during Minnesota's beautiful warmer months. And the 3-car fully finished garage is sure to impress, offering plenty of room for vehicles, storage, and all of your extras. Located in a great St. Charles setting, this well-maintained home combines comfortable living, desirable updates, and an exceptional amount of outdoor and garage space.

221 Devin Drive, Saint Charles

Listing courtesy of Edina Realty, Inc..

$329,900

3 Beds ⋅ 3 Baths ⋅ 7138119 MLS

This clean, well-maintained, move in ready home is a 3-bedroom, 2.5 bath and offers plenty of space and natural light. The large windows brighten the home, while the spacious primary bedroom provides a comfortable retreat. The lower level features a family room, storage room, and additional space to enjoy. A 2-car attached garage adds convenience, and the wooded backyard offers a peaceful setting.

1026 Glen Echo Road, Winona

Listing courtesy of RE/MAX Results.

$293,000

3 Beds ⋅ 3 Baths ⋅ 7138264 MLS

Welcome to this inviting 3-bedroom home offering comfortable main-level living in a wonderful, close-knit community. All 3 bedrooms are conveniently located on the main floor, including a spacious primary suite featuring a large window that fills the room with natural light and a lovely 3/4 bath with a walk-in shower. The nicely sized eat-in kitchen provides plenty of space for preparing everyday meals, while the beautiful dining room is ready for family dinners, holiday gatherings, and making memories. Patio sliders open from the dining area to the Trex deck, creating an ideal space for grilling, relaxing, and entertaining. Main-floor laundry, conveniently located near all the bedrooms, makes everyday living a breeze. The lower level offers even more room to spread out with an almost-finished family room, a convenient half bath, and a large open storage/recreation area with plenty of possibilities for your needs and hobbies. Step outside and enjoy a beautifully manicured lawn made easy with an irrigation system. With the park and golf course nearby, plus all the charm of small-town living, this home offers a wonderful opportunity to settle in, make yourself comfortable, and make it your own. Home is being sold As-Is. Sellers are providing a 1-year Home Warranty! Come see all that this Lewiston home has to offer!

30 Tews Avenue, Lewiston

Listing courtesy of Edina Realty, Inc..

$44,900

7127198 MLS

Lot ready to build your dream home. Amazing views of the wooded hills around the area. Close to the golf course.

406 Church Avenue, Saint Charles

Listing courtesy of Keller Williams Premier Realty.

$439,000

4 Beds ⋅ 3 Baths ⋅ 7136924 MLS

Prepare to be surprised by everything this spacious home has to offer! Step inside and you’ll find a warm, inviting interior featuring beautiful bamboo flooring and a fantastic kitchen with stainless steel appliances, solid-surface countertops and plenty of space for cooking and gathering. The sun-filled four-season room, cozy gas fireplace and inviting living spaces make this home wonderful for both everyday living and entertaining. Generously sized bedrooms include a primary suite with a private half bath, while the lower level offers incredible flexibility with a large family room, kitchenette, additional bedroom and ¾ bath—ideal for guests, extended family or multigenerational living, with potential for rental use, subject to City rental certification. Additional highlights include a newer roof, yard sprinkler system, an impressive four-car garage and an additional carport providing exceptional parking and storage. Conveniently located near downtown Winona, this exceptionally well-maintained home offers far more than meets the eye—space, versatility and thoughtful features you truly need to see in person to appreciate.

65 E Broadway Street, Winona

Listing courtesy of Edina Realty, Inc..

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.