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

$379,900

4 Beds ⋅ 3 Baths ⋅ 7115407 MLS

Stunning Turn-of-the-Century Brick Home with Modern Updates! This beautifully preserved 4-bedroom, 3-bath home blends historic charm with thoughtful upgrades, making it truly move-in ready. Step inside to find gleaming maple floors, a fully remodeled kitchen completed in 2020 featuring Cambria countertops, a breakfast bar, and modern cabinetry. The furnace and central air system were also updated in 2020. The spacious two-car garage includes a loft with over 500 sq ft of additional storage—perfect for hobbies or future expansion. Outside, the meticulously maintained yard features a stamped concrete patio and a cedar pergola, creating an ideal space for relaxing or entertaining. With too many improvements to list, this is truly a must-see home!

551 E 5th Street, Winona

Listing courtesy of Real Broker, LLC..

$549,900

3 Beds ⋅ 2 Baths ⋅ 7114286 MLS

Every detail of this thoughtfully designed 2024-built home has been carefully considered, from the elegant under-cabinet lighting to the high-end appliances and luxurious hard surface kitchen countertops that create a stunning and functional kitchen. The fully insulated garage already has water installed, is prepped for a future furnace with the necessary hookups in place, and is prewired for an electric vehicle charger, making it easy to create a comfortable, functional, year-round workspace. Step outside to the nearly 200-square-foot covered deck and soak in the breathtaking bluff views overlooking the scenic Driftless Valley. Built with quality and longevity in mind, this home showcases exceptional craftsmanship, premium finishes, and thoughtful design throughout. The partially finished lower level provides outstanding potential, already roughed in for two additional bedrooms, partially finished bathroom and a spacious family room while still offering abundant storage space. Whether you're looking for room to grow or simply appreciate superior construction and attention to detail, this home is sure to impress. Located in the charming community of Rollingstone, you'll enjoy the tranquility of small-town living while being just minutes from Winona. Combining quality construction, upscale finishes, and spectacular views, this remarkable 2024-built home truly has it all. Welcome home!

166 Rimrock Road, Rollingstone

Listing courtesy of Real Broker, LLC..

$380,000

4 Beds ⋅ 2 Baths ⋅ 6818648 MLS

Check out this beautiful 4 beds & 2 bathroom home with an oversized 2 stall garage, located in a delightful neighborhood of St. Charles. Not a standard split-level, featuring an expansive entryway! The updated kitchen is a chef's delight, featuring new granite countertops, SS appliances, loads of cabinetry, and updated light fixtures. The dining room walks out to the large deck, overlooking the spacious backyard which is treelined providing a serene & private setting. Two new woodburning fireplaces with gorgeous tile surrounds accent the large, open living spaces. The house is equipped with modern amenities, including a newer dishwasher, kitchen sink & faucet, plus the furnace, A/C & water heater were replaced in 2023! Other updates include: A new roof in 2024, New LVP flooring throughout the main level, sitting area and retaining wall in the backyard, Gazebo and firepit, woodshed, privacy fence, and washer/Dryer. Don't miss this perfect blend of comfort & convenience just 25 minutes from Rochester!

1560 Wabasha Avenue, Saint Charles

Listing courtesy of Keller Williams Premier Realty.

$495,000

5 Beds ⋅ 4 Baths ⋅ 7113201 MLS

Welcome to this spacious and beautifully updated 5-bedroom, 4-bathroom home offering over 4,000 square feet of thoughtfully designed living space on a desirable quarter-acre lot in WE Valley. Perfect for both everyday living and entertaining, this impressive home features two extra-large family rooms in addition to a formal living room, providing plenty of space for gatherings, relaxation, or recreation. Enjoy the convenience of two dining areas, three cozy gas fireplaces, and two laundry rooms. The expansive lower level boasts a large bar area with ample room for a pool table, game room, or additional dining space, making it an ideal entertainment hub. An oversized garage offers generous storage and parking, while the freshly painted interior and numerous recent updates give the home a fresh, move-in-ready feel. With its exceptional space, versatile layout, and desirable location, this WE Valley home is ready to welcome its next owners.

1555 48th Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$409,000

4 Beds ⋅ 3 Baths ⋅ 7112622 MLS

Beautifully remodeled home located at the end of a quiet cul-de-sac. This property offers a country-like setting but is located just 10 minutes from downtown Winona. Outdoor enthusiasts will appreciate being close to a Holzinger Lodge trailhead, providing easy access to hiking, biking, walking, and all the natural beauty that makes Winona’s bluff country so special. This spacious home features four bedrooms and three bathrooms, including a primary suite on the main level. The open-concept floor plan centers around a large kitchen with pecan cabinetry, stainless steel appliances, brand new quartz countertops and backsplash and plenty of space for gathering and entertaining. Step out onto the composite deck and enjoy the privacy of a wooded backyard setting with view of the city during the winter months. The main level showcases refinished original hardwood floors and a striking two-sided Winona Stone fireplace that serves as a focal point between the living room and den/dining area. The newly remodeled walkout lower level offers two additional bedrooms, full bathroom, laundry room, and a spacious second family room featuring a TV area, fireplace, and walkout to patio. Extensive updates throughout the home provide both comfort and peace of mind, including Andersen windows, updated plumbing and electrical service with a 200-amp panel, newer roof and siding and fresh paint throughout. A large 8’ x 20’ storage shed with a concrete floor provides ample room for tools, equipment, and seasonal storage. This move-in-ready property combines exceptional updates, scenic views, outdoor recreation, and a highly desirable location into one remarkable home.

1260 Wincrest Drive, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$230,000

2 Beds ⋅ 3 Baths ⋅ 7111909 MLS

Welcome home to this spacious and inviting 2-bedroom, 3-bath residence conveniently located in the heart of Winona! With exceptionally large bedrooms, each featuring its own private bathroom, this home offers comfort, privacy, and a layout that's perfect for a variety of lifestyles. The oversized living room provides an ideal gathering space, while the generous dining room is ready for everything from holiday celebrations to everyday meals. The kitchen is designed with functionality in mind, offering abundant storage and enough space for a large family-sized table. You'll appreciate the convenience of laundry on both the main floor and in the basement, making daily chores easier no matter where you spend your time. Outside, the beautifully landscaped front yard comes alive with wildflowers and new tree seedlings planted in 2025 creating colorful curb appeal. The large, fenced backyard is perfect for entertaining, pets, or play, complete with a spacious deck and a garage-sized storage shed with plenty of room for lawn equipment, bikes, outdoor gear, and all your favorite toys. The property also offers 2-3 off-street parking spaces. Recent updates include Newer furnace (2020), New water heater (2024), New flooring in the primary bedroom (2026).

214 E Howard Street, Winona

Listing courtesy of Edina Realty, Inc..

$829,900

5 Beds ⋅ 5 Baths ⋅ 7110230 MLS

Backing up to a wooded city park and nearby Sugarloaf, this unique home sits on 2 1/2 acres of lush and verdant gardens. This oasis overlooks Lake Winona and beyond it much of Winona proper and the river. The pool house is made from the original stables on the property, and the hillside is dotted with trails to the gazebo, pickleball court and various seating areas. A koi pond and waterfall feature sit just beyond the kitchen and mere steps out the door is a wonderful patio and screen porch to enjoy whatever kind of day the weather brings. This home is expansive and in addition to the 5 bedrooms and 5 bathrooms includes design features you won't find elsewhere. A distinctive turret, a beautifully painted room with vaulted chapel-like ceilings and natural woodwork throughout are just some of the notable features. Outside a spacious detached garage has three individual stalls as well as unfinished updoor space that would make a great workshop, office space, or storage. Many new updates in this home, but some notable ones include: Custom blinds (2023), new boiler (2019), new water heater (2025), Tiled floor in family room (2025). The open kitchen is perfect for entertaining and features custom maple cabinets with exquisite detailing, a down-venting stove, double ovens, a walk-in pantry and a commercial sized fridge. The outdoor areas are not-to-be-missed too; outdoor speakers, expansive gardens, landscape lighting and more make this yard a show-stopper. The pool has many updates including a new liner and pump (2023), new filtration system (2024), new heater and light (2025) and new skimmer (2026).

53 W Lake Boulevard, Winona

Listing courtesy of Creek Realty.

$359,900

4 Beds ⋅ 3 Baths ⋅ 7111850 MLS

Move-in ready doesn't even begin to describe this beautifully renovated Altura home. Thoughtfully updated from top to bottom over the past several years, nearly every inch of this property has been refreshed with quality finishes inside and out. Offering 4 bedrooms, 3 bathrooms, a dedicated office, and a finished basement with additional living space, this home provides the flexibility today's buyers are looking for. The stunning interior features updated flooring, smooth-finished walls, fresh paint, new trim and doors throughout, a beautifully remodeled kitchen with updated cabinetry and countertops, and renovated bathrooms. Outside, you'll appreciate the peace of mind that comes with a newer roof, siding, windows, fascia, soffits, and exterior doors. A rare highlight is the two separate attached garages providing a total of four garage stalls—perfect for vehicles, toys, hobbies, or extra storage. With all the major updates already completed, all that's left to do is move in and enjoy.

206 Park Avenue, Altura

Listing courtesy of Real Broker, LLC..

$639,900

4 Beds ⋅ 4 Baths ⋅ 7111839 MLS

Hidden at the end of a quiet cul-de-sac, this remarkable cedar home offers the best of both worlds: a peaceful, wooded setting on 1.5 acres with the convenience of being just minutes from everything Winona has to offer. With over 4,700 finished square feet, there's room for everyone to spread out without ever feeling connected. Sunlight pours through walls of windows, highlighting the beautiful hardwood floors and stunning natural woodwork that make this home feel warm, inviting, and truly one of a kind. The main level was designed with gathering in mind. Whether you're hosting Thanksgiving dinner, cheering on your favorite team, or enjoying a quiet evening by the fire, you'll appreciate the spacious living areas connected by a gorgeous double-sided wood-burning fireplace. The kitchen offers everything a home chef could want, including a large center island, wall oven, cooktop, wine cooler, extensive cabinetry, and plenty of prep space. Choose between casual meals in the breakfast area or hosting friends and family in the formal dining room. Upstairs, you'll find four spacious bedrooms, including a private primary suite where you can wake up to peaceful views of nature. The ensuite features a jetted soaking tub, separate walk-in shower, and the perfect place to relax after a long day. Need even more room? The finished lower level offers endless possibilities with expansive recreation space, an additional sitting area, a ¾ bathroom, and generous storage. Whether you envision a game room, home gym, movie room, or guest retreat, the space is ready to fit your lifestyle. The pool table is negotiable with the sale. Step outside and you'll quickly understand what makes this property so special. The current owners have thoughtfully designed the landscape to showcase a variety of native Minnesota wildflowers, creating a yard that's as beautiful as it is intentional. From cheerful Black-eyed Susans to fragrant lavender hyssop and native peppermint, the gardens come alive in waves of color throughout the growing season while naturally attracting pollinators and helping create a more enjoyable outdoor space. Relax in the included hot tub, entertain on the deck or patio, or simply take in the peaceful views of mature trees and rolling green space. Every season brings something new to enjoy, and every window offers a view worth appreciating. Additional highlights include main floor laundry, zoned heating and cooling with two furnaces and two central air units, an oversized three-stall garage with more than 1,000 square feet of space, and a large turnaround driveway for guests. Homes like this rarely become available. If you've been searching for space, privacy, incredible craftsmanship, and a setting that feels like a retreat without sacrificing convenience, this home deserves a spot at the top of your list.

104 Forest Oak Court, Winona

Listing courtesy of Real Broker, LLC..

$400,000

4 Beds ⋅ 4 Baths ⋅ 7111364 MLS

Welcome to this exceptional 4-bedroom, 4-bath home overlooking the golf course in Lewiston, where stunning views meet privacy and everyday comfort. Perfectly positioned overlooking the 7th tee box, you'll enjoy the peaceful ambiance of golf course living without the nuisance of stray golf balls or golfers in your backyard. Designed with both entertaining and everyday living in mind, the spacious open-concept floor plan features three generously sized bedrooms on the main level, along with a dedicated den/office that is ideal for working from home or creating a quiet living space. The beautifully appointed kitchen is truly the heart of the home, offering a large center island, abundant cabinetry and storage, a hidden microwave, and plenty of workspace for preparing family meals. The kitchen flows seamlessly into the expansive dining area and inviting living room, creating the perfect gathering space for family and friends. Just beyond the main living area, the oversized three-season sunroom provides panoramic views of the golf course and is the perfect place to enjoy your morning coffee or unwind at the end of the day. Step outside to the incredible backyard patio, where the soothing sounds of the gorgeous fountain and landscape lighting create your own private retreat. The expansive lower level offers endless possibilities with an oversized family room, a large recreation/workout room, a spacious fourth bedroom, a ¾ bath, and a sizable finished den currently used for storage but easily adaptable as a hobby room, office, or flex space. Golf enthusiasts will appreciate the convenient tuck-under golf cart garage, which also provides additional storage. The 2-car attached garage has been professionally upgraded with an epoxy-coated floor and additional overhead hanging storage, making organization a breeze. Recent improvements provide peace of mind and modern appeal, including all new main-level flooring in 2024 (LVP is waterproof), exterior painting completed in 2023, and a beautifully remodeled primary bathroom.

220 Country Club Drive, Lewiston

Listing courtesy of Edina Realty, Inc..

$450,000

5 Beds ⋅ 4 Baths ⋅ 7111047 MLS

Welcome to this beautifully maintained 2.5-story home in a convenient downtown Winona location! Offering 5 bedrooms and 4 bathrooms, this home is filled with timeless character, generous living spaces, and thoughtful updates. Beautiful hardwood floors flow throughout much of the home, while the partially finished basement and finished attic provide incredible flexibility for a family room, home office, guest space, playroom, or hobby area. With room to spread out on every level, there's space for everyone. Step outside to a beautifully landscaped, fenced yard featuring a patio that's perfect for relaxing or entertaining. A detached 2-car garage offers additional storage and convenience. Recent improvements, including a newer roof and furnace, provide added peace of mind. Combining classic charm with modern updates, all in a desirable downtown Winona location close to parks, restaurants, shopping, and more, this home is ready for its next chapter.

316 Franklin Street, Winona

Listing courtesy of Real Broker, LLC..

$264,900

5 Beds ⋅ 2 Baths ⋅ 7111039 MLS

Welcome to this well-maintained two-story duplex offering an excellent opportunity for both owner-occupants and investors. Featuring one upper unit and one lower unit, each residence has its own private laundry, creating convenience and eliminating shared common spaces. This property has seen numerous recent updates, including newer appliances, brand-new ovens in both units, a new laundry unit, fresh paint in the lower unit, and new siding and shutters completed in Fall 2025. Bright, sun-filled living spaces create a warm and inviting atmosphere in both units. Situated on a desirable corner lot in a great neighborhood, the property offers a large off-street parking area with plenty of room to add a spacious garage, if desired. An exterior storage shed provides additional storage for tenants or owners. With a proven rental history generating $2,400 per month, this duplex presents a fantastic investment opportunity while also serving as an ideal owner-occupied property with rental income to help offset your mortgage. Don't miss your chance to own this move-in-ready, income-producing property in a great location!

803 W 5th Street, Winona

Listing courtesy of Castle Realty, LLC.

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