Winona Real Estate

Welcome to Winona, Minnesota – a picturesque city nestled along the banks of the majestic Mississippi River. Known for its stunning bluffs and vibrant cultural scene, Winona is a hidden gem that beautifully blends small-town charm with rich history and modern amenities.

As the county seat of Winona County, this thriving community boasts a population of around 27,000 residents who take pride in their city’s heritage and natural beauty. The historic downtown area is lined with unique shops, cozy cafes, and delightful restaurants, making it a perfect spot for leisurely strolls and weekend outings. The iconic Winona State University adds an energetic vibe to the city, hosting various events and activities throughout the year.

Outdoor enthusiasts will find an abundance of recreational opportunities in Winona. With over 50 miles of scenic trails, the area is ideal for hiking, biking, and enjoying the breathtaking views of the Mississippi River Valley. The nearby Great River Bluffs State Park offers stunning overlooks and diverse wildlife, making it a favorite destination for nature lovers.

Winona is also rich in arts and culture, home to the renowned Minnesota Marine Art Museum and the Great River Shakespeare Festival, which draw visitors from near and far. The city’s commitment to preserving its history is evident in its beautiful architecture, including the historic Winona Depot and the majestic Basilica of St. Stanislaus Kostka.

Whether you’re seeking a vibrant community, a serene natural landscape, or a rich cultural experience, Winona, MN, has it all. Come discover the charm of this remarkable city and envision your future in this welcoming and dynamic environment!

Newest Listings in Winona

$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..

$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.

$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..

$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.

$249,900

3 Beds ⋅ 3 Baths ⋅ 7111177 MLS

Welcome to this spacious and well-updated 3-bedroom, 3-bath end-unit townhome offering nearly 2,000 finished square feet in a desirable Winona location. Step inside to a bright and inviting main level featuring brand new LVP flooring, fresh paint throughout, and a large living space filled with natural light. The updated feel continues upstairs with all new carpet throughout the bedrooms and stairs, creating a clean, move-in ready experience from top to bottom. The functional multi- level layout provides excellent separation of space, while the second-story deck offers a great place to relax and enjoy open views overlooking green space, and ball fields. Enjoy views of Sugar Loaf from the deck as well as from two of the three bedrooms -bringing a unique and scenic backdrop to everyday living. The bright and cheerful kitchen is filled with natural light, offering expansive counter space and abundant storage. Downstairs, you’ll find additional finished space perfect for a rec room, home office, or flex area, along with ample storage. An oversized two-car tuck-under garage provides convenience and extra room for storage or hobbies. Enjoy low-maintenance living with an HOA that covers lawn care, snow removal, garbage removal, and access to a shared pool. With its combination of space, updates, location, and value, this home is a fantastic opportunity. Don’t miss out on this one!

1426 Mcnally Drive Unit I, Winona

Listing courtesy of Edina Realty, Inc..

$162,900

2 Beds ⋅ 1 Baths ⋅ 7111037 MLS

Attractive 2 bedroom home in a wonderful West/Central location within walking distance to West Lake Park and all it has to offer! Maintenance free vinyl siding, newer windows, nice sized rooms throughout, completely glassed in front porch, spacious lot and quiet neighborhood! Great opportunity for home ownership.

617 W Howard Street, Winona

Listing courtesy of Edina Realty, Inc..

$148,900

2 Beds ⋅ 1 Baths ⋅ 7110357 MLS

Cute and cozy 2 bedroom with tons of charm and character, plus it's located only 2 short blocks from Lake Park and all that it has to offer! Spacious rooms throughout, great open floor plan with a wonderful pantry off the kitchen. Large front porch featuring great morning sunshine.

653 Johnson Street, Winona

Listing courtesy of Edina Realty, Inc..

$284,900

4 Beds ⋅ 3 Baths ⋅ 7110271 MLS

This 2 story, 4 bed, 3 bath townhome offers an open layout, bright living spaces, and an attached 2 car garage. Enjoy truly low maintenance living, snow removal and lawn care are handled for you! All four bedrooms and the laundry are located on the same level, featuring walk in closets and plenty of storage throughout. Sit and relax on spring mornings or evenings out on the patio and enjoy the conveniences that this home has to offer. With a functional layout that provides both comfort and flexibility, this home checks all the boxes for easy living in a great location!

3525 W 7th Street Unit B, Winona

Listing courtesy of Edina Realty, Inc..

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