Winona Homes for Sale

Located in the beautiful state of Minnesota, Winona County is a hidden gem that offers a plethora of opportunities for homeownership. With a rich history and breathtaking natural beauty, this county is a dream come true for those seeking a peaceful and vibrant community to call home.

Winona County boasts a diverse range of homes for sale, catering to various preferences and budgets. Whether you're looking for a charming Victorian-style house, a modern and sleek apartment, or a cozy cottage nestled amidst nature, you'll find it all in Winona County. The real estate market here is known for its affordability, making it an ideal destination for first-time homebuyers and families looking to settle down.

In addition to its housing options, Winona County offers an abundance of recreational activities and amenities. Outdoor enthusiasts will be delighted by the county's numerous parks, hiking trails, and scenic landscapes, perfect for exploring and enjoying nature. The Mississippi River, which runs through the county, provides opportunities for boating, fishing, and other water activities.

Winona County is also home to a thriving arts and culture scene. The city of Winona, the county seat, is known for its vibrant downtown area, filled with art galleries, theaters, and music venues. Residents can indulge in a variety of cultural events, festivals, and community gatherings throughout the year.

With its small-town charm, natural beauty, and affordable housing options, Winona County is an ideal place to settle down and call home. Whether you're a nature lover, an art enthusiast, or simply seeking a tight-knit community, this county has something for everyone. Explore the homes for sale in Winona County today and discover the perfect place to start the next chapter of your life.

Newest Winona Homes for Sale

$228,900

2 Beds ⋅ 1 Baths ⋅ 7120917 MLS

Neat n' clean bungalow in a quiet, West neighborhood with 2 spacious bedrooms, full basement ready for finishing, close to shopping, restaurants, etc., maintenance free siding, updated windows and 4-year-old roof. This one is ready for a new owner!

625 Terry Lane, Winona

Listing courtesy of Edina Realty, Inc..

$169,900

3 Beds ⋅ 1 Baths ⋅ 7120056 MLS

763 W Mark Street, Winona Is A Sleeping Beauty! You will LOVE the 3 Main Floor Bedrooms, Spacious Kitchen with Tiled Floors, Replaced Cabinetry & Countertops & Stainless Steel Appliances, Newly Stained & Painted Front Porch & Expansive Back Deck. The Backyard is Fully Fenced, offering privacy & safety for families, children & pets, plus open parking for 2+ vehicles! The Roof, Thermo Windows, Stainless Steel Appliances, Water Heater & Forced Air Furnace are all in good condition! The Main Floor also includes a separate Laundry Room with Washer & Dryer included in the sale. Special Bonus - The Fully Finished Upstairs offers 2 rooms which are perfect for many purposes: an office, hobby room, exercise room, den, storage, media/gaming, additional sleeping & storage galore! All exterior staining & painting will be completed the week of August 3rd, 2026. This property is Rental Certified. Come & Look Now!

763 W Mark Street, Winona

Listing courtesy of Jewson Realty.

$315,000

3 Beds ⋅ 2 Baths ⋅ 7120123 MLS

Immaculately maintained and nicely updated 3-4 Bedroom, 2 Bath Rambler in convenient West side location. Close to shopping, schools and restaurants! The 2-car attached garage features a newer 10'x20' workshop addition on the back. You are sure to enjoy the tranquil backyard green space, the manicured landscaping, and the new paver patio. The main level boasts 3 bedrooms, newer LVP flooring, and an updated kitchen with Stainless Steel appliances. The lower level is partially finished and has so many possibilities. You'll be sure to enjoy movie night in the massive family room. The bonus/game room can be turned into a 4th bedroom, and there is so much storage space. Updates include: the kitchen, SS appliances, windows, flooring, roof, vinyl siding, gutters, driveway, water heater, and radon mitigation system. This gem is ready for you to move right in and enjoy. Schedule your appt. before it's gone!

334 Oak Street, Winona

Listing courtesy of Real Broker, LLC..

$265,000

2 Beds ⋅ 2 Baths ⋅ 7119443 MLS

Affordable Opportunity in a Great Winona Neighborhood! Here’s your chance to own an affordable home in a desirable Winona neighborhood! This 2-bedroom, 2-bath home offers comfortable living today with the potential to easily create additional bedrooms as your needs change. Many important updates have already been completed over the years, including the kitchen, windows, roof, water heater, and driveway extension. Hardwood floors add character to the main level, while the finished lower-level family room provides extra space for entertaining, hobbies, or relaxing. Step outside to enjoy the fenced backyard with a deck—perfect for grilling, pets, or spending time outdoors. With its great location, functional layout, and room to make it your own, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for an affordable place to call home.

1661 W 6th Street, Winona

Listing courtesy of Edina Realty, Inc..

$1,800,000

4 Beds ⋅ 3 Baths ⋅ 7108534 MLS

Positioned along the coveted main channel of the Mississippi River in Dresbach, Minnesota, this extraordinary custom residence was thoughtfully designed to embrace its remarkable setting while standing the test of time. Originally built in 2008 by Benson Construction, this estate is ingeniously structured so that every single riverfront room captures a panoramic, two-directional view of the water. Resting secretly on solid bedrock, this 4,500-square-foot home ensures absolutely no settling. This exceptional engineering combines with a striking exterior featuring natural stone, a Dryvit finish, and a distinctively curved steel roof. Inside, a dramatic 30-foot barrel ceiling frames a unique copper-door entry. The home features premium Brazilian Tigerwood flooring, a slate fireplace, and exquisite solid maple panel doors and millwork handcrafted by local Amish artisans. The layout offers 4 bedrooms, 2.5 bathrooms with luxury Kohler fixtures, and custom cabinetry in the library and master closets. A chef's kitchen boasts premium Diamond cherry cabinets, a Sub-Zero refrigerator/freezer, and a professional 6-burner Wolf cooktop and oven. Vehicles are housed in a deep 3-car garage finished with clean epoxy flooring. Outside, a composite circular deck overlooks approximately 110 feet of private shoreline with a private dock protected by a strategic wing dam. High-efficiency utilities feature luxurious heated hydronic concrete floors, off-peak energy electrical systems with Clearwater solar credits, a Moen Flo smart water monitor, and a reverse osmosis drinking system. The property includes landscaped butterfly gardens, low river traffic north of Dam 7, and local bike trail access. This is a residence defined not just by luxury, but by structural permanence and artistic excellence. Every element—from the raw, bedrock-anchored engineering to the meticulous Amish-crafted millwork—proves that no detail was overlooked and no compromise was made. To own this home is to inherit a masterclass in architectural integrity, offering an elite riverfront lifestyle built to endure for generations to come.

30960 Old Mill Road, Dresbach

Listing courtesy of Century 21 Affiliated.

$185,000

2 Beds ⋅ 2 Baths ⋅ 7118804 MLS

Welcome home to this well-maintained 2 bedroom, 2 bathroom ranch offering the convenience of one-level living with additional finished space in the basement! Whether you're looking for your first home, downsizing, or simply want a move-in ready property, this home checks all the boxes. Inside, you'll find beautiful hardwood floors in both bedrooms, an eat-in kitchen with appliances included, and a functional layout designed for comfortable everyday living. The finished lower level provides extra living space that could be used as a family room, hobby area, home office, or guest space. Outside, enjoy a spacious yard and a heated 2-car detached garage, giving you plenty of room for vehicles, storage, or projects year-round. The convenient Winona location puts you close to parks, schools, shopping, and everything the city has to offer. Don't miss your opportunity to make this charming home your own!

156 E Mark Street, Winona

Listing courtesy of Real Broker, LLC..

$510,000

5 Beds ⋅ 4 Baths ⋅ 7090573 MLS

Located on a quiet cul-de-sac, this spacious walkout two-story home sits on an impressive 1.47-acre wooded lot overlooking a pond. It offers 5 bedrooms, 4 bathrooms, and an attached 3-stall garage. Inside, you’ll find an inviting main living area with a fireplace, an open kitchen and dining space, custom-style cabinetry, main-floor laundry, a walk-in closet, and a finished walkout lower level. Enjoy the peaceful, private backyard setting from the deck or welcoming front porch. With numerous recent updates and a completed pre-inspection, this home is ready to enjoy with added peace of mind.

239 Willow Court, Saint Charles

Listing courtesy of Edina Realty, Inc..

$539,900

6 Beds ⋅ 3 Baths ⋅ 7116367 MLS

Must see this stunning 6 bed 3 bath home located in one of the most desirable areas of Winona, ample space for entertaining and enjoying, some features include hardwood floors, large en suite, newer appliances, nice 3 car garage with basement access, fireplace, large kitchen, solid stone counters, great backyard, and more. Call today!

1850 Garvin Heights Road, Winona

Listing courtesy of Coffee House Real Estate 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.

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