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$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.

$310,000
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..

$99,000
7118928 MLS
Imagine building your dream home where every day begins with breathtaking views of the Mississippi River and the stunning beauty of the Driftless Area. This incredible homesite offers the perfect opportunity to create a home that is uniquely yours while enjoying one of nature's most spectacular backdrops. Watch the seasons transform the landscape from your own backyard as bald eagles soar overhead, barges make their way up and down the river, and elegant cruise ships pass through the valley. Whether you're enjoying your morning coffee at sunrise or unwinding in the evening, the views are simply unforgettable. Don't miss this rare opportunity to own a piece of the Driftless Region and build the home you've always imagined. **Please do not walk the property without your real estate agent. All showings must be accompanied by a licensed real estate agent.**

25579 Leeward Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$475,000
5 Beds 4 Baths 7113201 MLS
Warrantied home! 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. Seller to provide 1 year home warranty with purchase.

1555 48th Avenue, 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..

$244,900
5 Beds 2 Baths 7111039 MLS
Motivated sellers! 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.

$529,000
4 Beds 4 Baths 7107430 MLS
Nestled on 1.38 picturesque acres just minutes from Winona, this spacious two-story home offers privacy, room to spread out, and a beautiful country setting. Featuring 3 bedrooms plus a main-level den and 4 bathrooms, the home offers plenty of flexible living space. The open-concept main level brings the living room, dining area, and kitchen together around a beautiful three-sided gas fireplace. A full bath and versatile den provide options for a home office, guest space, or additional bedroom. Upstairs, the spacious primary suite features a walk-in closet, double vanity, jetted tub, and private deck. Two additional bedrooms, a full bath, and an open loft complete the upper level. The walkout lower level offers a huge family room with backyard access, another full bath, and a spacious laundry room. Outside, enjoy beautifully landscaped grounds, a fenced area for children or pets, covered front porch, and deck—all in a peaceful setting just minutes from Winona! FLOOD RISK CLARIFICATION: Despite the 9/10 third-party online flood risk rating, lender-required flood insurance does not apply to this property.

26238 County Road 17, Winona

Listing courtesy of Edina Realty, Inc..

$100,000
3 Beds 3 Baths 7104624 MLS
Beautifully updated 3 bedroom, 3 bath manufactured home offering 1,848 finished sq ft with an open and spacious layout! This home has been completely updated throughout and features new flooring, kitchen, appliances, lighting, doors, trim, paint, and much more. You’ll love the ample kitchen cabinet storage, large living spaces, and two fireplaces that make the home feel warm and inviting. Outside features a large lot with 3 spacious storage sheds and plenty of room to park a boat, trailer, or extra vehicles. Located in the scenic Country Valley manufactured home community, just minutes to town. If buyer chooses to keep the home in the park, park approval is required. Lot rent includes water, sewer, and trash. Seller is agent relative.

13C Hickory Lane, Winona

Listing courtesy of Edina Realty, Inc..

$1,200,000
4 Beds 5 Baths 7099978 MLS
Set on five private acres just two minutes from Winona, this exceptional one-owner estate offers the rare combination of refined living, remarkable craftsmanship, and unparalleled functionality. With over 4,800 finished square feet, every space has been thoughtfully designed and impeccably maintained, showcasing timeless materials, custom details, and quality that stands apart. The heart of the home is a stunning great room where vaulted ceilings and expansive windows frame sweeping valley views, filling the space with natural light. Custom window coverings, rich Brazilian cherry flooring, extensive natural woodwork, handcrafted built-ins, and custom cabinetry create a warm atmosphere throughout. A formal dining room provides an elegant setting for entertaining, while the spacious floor plan offers effortless everyday living. The primary suite is a true retreat, featuring two walk-in closets and an en-suite bath complete with a soaking tub and separate shower. With four bedrooms and five bathrooms, the home offers generous accommodations for family and guests alike. There is a new walk-in-tub and shower on the second floor. The finished lower level includes a walk-out basement, a kitchenette, creating excellent potential for a private mother-in-law suite, along with a walk-in safe, abundant storage, and in-floor heat for year-round comfort. Practical luxury continues beyond the living spaces. The attached three-car garage is equipped with in-floor heat, while the impressive 79' x 49' outbuilding offers more than 3,600 square feet of versatile space. Partially heated and air-conditioned with a half-bathroom, it's ideal for collectors, hobbyists, home-based businesses, or anyone seeking exceptional workspace without compromise. Designed for low-maintenance living, the steel siding and maintenance-free deck allow you to spend more time enjoying the breathtaking valley sunsets that unfold each evening. A newer roof, installed in 2021, adds peace of mind, while the home's extraordinary level of care and attention to detail is evident at every turn. Waiting on results for Septic Compliance. Properties of this caliber, offering luxury, privacy, exceptional utility, and a location just moments from the conveniences of Winona, are rarely available. This is a home built not only to impress, but to be enjoyed for generations.

22189 Garvin Heights Road, Winona

Listing courtesy of Real Broker, LLC..

$4,850,000
7089677 MLS
Discover an exceptional investment opportunity in the thriving Winona area. Three properties, located at 102 Walnut Street, 159 East 2nd Street & 163 East 2nd Street in Winona offers an ideal setting for office building investors. Boasting a strategic location in Winona, this property provides easy access to local amenities and a strong business community. Its modern design, versatility, and ample parking make it a standout choice for businesses seeking a professional and convenient space. With its high visibility and excellent connectivity, this property presents a compelling opportunity for investors looking to capitalize on the dynamic market in the Winona area. This exceptional investment opportunity features a strong mix of established long-term tenants, providing immediate and stable income. Current leases include a well-known upscale restaurant, financial advisory professionals, and several other independent businesses with long-standing occupancy histories. An additional leasing opportunity exists on the third floor of 102 Walnut, where vacant space is available and ready for tenant buildout, offering future income growth potential. Detailed financial information, including rent rolls and operating statements, is available upon request to qualified buyers. A signed Non-Disclosure Agreement (NDA) and proof of financial capability are required prior to the release of financial documents.

102 Walnut Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$410,000
3 Beds 3 Baths 7089433 MLS
Looking for country living in one the most energy efficient homes you will ever see? Well, look no further! This three bedroom, two bath home nestled on 9 acres in Homer Valley was meticulously constructed with efficiency in mind. Triple pane windows, double insulated, insulated concrete forms, geothermal air conditioning, and high efficiency appliances keep your cost of living low year-round. The open main floor contains your primary bathroom ensuite with and open floor plan containing your kitchen, dining and living space. A main floor laundry and half bath round out your first floor convenience. The lower level reveals another large bedroom with double closets, full bath, and a third bedroom or office space. A generous sized attached garage leaves plenty of room for tools and other outside toys, as well as the family vehicles. Still in need of additional storage? No problem with the large storage room in the basement or powered pole shed steps from your home. A stunning yard leaves plenty of room for your family or fur family to run free. Schedule a showing today and make this your own oasis, just minutes from Winona.

24082 Homer Valley Road, Winona

Listing courtesy of RE/MAX Advantage Plus.

$499,900
2 Beds 2 Baths 7079764 MLS
Welcome to river living! Enjoy your own piece of Mississippi River paradise with this charming 2 bedroom home offering the perfect combination of comfort, convenience, and a peaceful waterfront setting. Whether you’re searching for a year-round residence, weekend getaway, or investment opportunity, this property delivers the lifestyle buyers dream about. Relax and take in the river views, watch the wildlife, enjoy fishing and boating, or simply unwind surrounded by nature. Conveniently located just minutes from Winona and La Crosse, you’ll love having a quiet retreat without giving up everyday conveniences. A rare opportunity to own along the Mississippi River plus the neighboring riverfront parcel is also available, creating even more possibilities for additional space, privacy, or future plans.

25020 Gull Lane, Winona

Listing courtesy of RE/MAX Results.

$1,999,000
6 Beds 6 Baths 7081945 MLS
This English manor contains one of the most breathtaking views in Winona, MN and is set across four city lots for privacy and space. The view of Lake Winona can be seen from almost every window on the South side of the home as light streams in from the windows. Better yet, most of the windows have been updated with Andersen 400 windows, along with a new tile roof. The home is built with stone from five different quarries, has restored wood floors and showcases both artistry and strength. The kitchen area contains a lovely coffee bar and pantry, along with an informal and formal dining room. The main level family room is cozy with a fireplace, high ceilings and a beautiful library with lovely wood structures. Upstairs contains spacious bedrooms with bathrooms for all. The lower level offers versatile gathering space with a fireplace and arched alcoves, along with extra rooms to house materials for all different types of hobbies and storage. The back, closed in patio is the perfect place to drink your morning coffee. There are several other locations to take in the view and enjoy the 170 feet of land in between the home and lake. Enjoy the manicured grounds with stone garden walls, a garden house, raised garden beds, brick walkways, shaded patios, and a fire pit area, all that provide spaces to relax or entertain. Take in the view of the nearby rose garden, lake and park. The 3 stall garage is heated with Epoxy floors. With extensive storage and thoughtfully updated systems throughout, this one-of-a-kind residence balances historic charm with thoughtful modern amenities.

661 Market Street, Winona

Listing courtesy of Real Broker, LLC..

$850,000
5 Beds 3 Baths 7062600 MLS
This house truly has it all—set on 40 acres of land on Bollers Lake in Goodview, it offers a rare combination of luxury, comfort, and country living just 2 minutes to Winona. Completely renovated throughout, the home showcases a designer chef’s kitchen with premium finishes, high-end bathrooms featuring custom tile and stone, and a stunning great room with soaring 20-foot ceilings. A private indoor heated swimming pool, complete with a fireplace and water feature, creates a year-round retreat right at home. The property includes a 3-car attached garage, plus a bonus outdoor wood stove capable of heating both the home and the pool room. With space for small livestock and zoning for agriculture and natural resources, the opportunities are endless—whether you envision a private getaway, hobby farm, or lakeside estate. This one-of-a-kind property blends modern elegance with natural beauty in an unmatched setting.

2331 Goodview Road, Winona

Listing courtesy of Edina Realty, Inc..

$25
7056401 MLS
Position your business in one of Winona’s most active retail corridors. Located within East Lake Plaza on Frontenac Drive and surrounded by major national retailers including Target, Walmart, and Menards, the property benefits from consistent daily traffic and strong visibility along one of the area’s primary commercial routes. The available spaces offer clean, functional layouts with flexibility to accommodate a variety of retail or service users. Whether you’re looking for a turnkey setup or a space to customize for your operation, this location provides an efficient footprint with front door parking and easy access for customers. If you’ve been looking for a well-located space with visibility, accessibility, and the right surrounding momentum, this is worth a look. Let’s connect to discuss availability, layout options, and timing. Availability: Suite 100: - 3,500 SF - Lease Rate: $30 PSF (NNN) Suite 140: - 1,450 SF - Lease Rate: $25 PSF (NNN)

940 Frontenac Drive, Winona

Listing courtesy of Realty Growth Inc..

$819,000
5 Beds 5 Baths 7055050 MLS
This stately 5 Bedroom, 5 Bathroom 1930 English Tudor offers an incredible location in the heart of Winona with sweeping views of the Bandshell, Veteran's Park, Lake Winona and Sugar Loaf. It is packed with charm inside and out. Adjacent to four city owned tennis courts, it is situated on 3 city lots. The all-brick exterior has intricate pattern design and Biesanz stone highlights. A tile roof and leaded glass windows add to the curb appeal. Interior features include original hardwood floors, an updated kitchen with quartz countertops and custom tile bathrooms. The main level has 9-foot ceilings and beautifully textured plaster walls with crown molding. Each level has a stone, wood burning fireplace, spacious rooms and ample storage exists throughout. A Biesanz stone upper terrace walk was replaced in the late Fall of 2025. Every corner of this residence reflects nearly three decades of meticulous care and thoughtful updates, creating a sanctuary that is as move-in ready as it is soul-warming.

51 W Sarnia Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$549,000
2 Beds 3 Baths 7052964 MLS
This 2025-built home offers high-end finishes and thoughtful design throughout. Located within walking distance to Saint Mary’s University, the setting adds everyday convenience in a fantastic neighborhood with walking and biking trails, plus easy access through the underground tunnel. Step inside and you’re greeted by a stunning open-concept design, elevated craftsmanship, and attention to detail throughout. The kitchen features Cambria quartz countertops, cabinetry extending to the ceiling, and a seamless flow into the living space highlighted by a gas fireplace with custom tile. Solid panel doors, recessed lighting inside and out, sunlit Anderson windows, and in-floor heat in both the home and garage add to the comfort and quality. Designed for one-level living, the home features extra-wide hallways and doorways for added accessibility, while the upper level offers additional space that works well for guests, caregivers, or extended family. A whole-house reverse osmosis system and truly maintenance-free construction make everyday living simple and efficient. The primary suite includes a beautifully finished bath with a custom ceramic tile shower featuring both a rain showerhead and a second showerhead for added comfort. Concrete countertops in the bathrooms and laundry room add a custom, high-end touch throughout. The main floor also offers a convenient laundry room and dedicated office space. Upstairs, the loft provides a spacious family room, additional bedroom, and full bath—with plans already in place for a potential third bedroom if desired. The level of detail in this home is exceptional, including abundant electrical outlets—even in closets—adding everyday functionality that sets it apart. Outside, enjoy a maintenance-free Trex deck, a privacy-fenced yard, and professionally landscaped grounds complete with a sprinkler system. The oversized, heated two-car garage includes a water faucet, adding even more versatility. Enjoy neighborhood amenities including pickleball and tennis courts, along with a playground just steps away.

54 Brickyard Lane, Winona

Listing courtesy of Edina Realty, Inc..

$549,900
4 Beds 3 Baths 7052082 MLS
Welcome home to this beautifully designed 4-bedroom, 3-bath property nestled on a quiet cul-de-sac with breathtaking bluff views. From the moment you arrive, you’ll appreciate the peaceful setting and the opportunity to enjoy both sunrises from the covered front deck and relaxing evenings surrounded by nature on the back patio. The main level offers an inviting open-concept layout, where the kitchen and family room come together around a stunning two-sided gas fireplace—perfect for cozy nights and entertaining alike. Large windows frame the incredible views, bringing the outdoors in. You’ll also find a kitchen nook and a formal dining room that leads directly to the back patio, creating seamless indoor-outdoor living. The primary suite is conveniently located on the main floor and features a private ensuite bath and walk-in closet. Downstairs, the lower level boasts 9-foot ceilings, giving it a bright, spacious feel. A huge family room provides plenty of space for gatherings, along with two additional bedrooms and excellent storage options. Complete with a 2-car garage and thoughtfully designed spaces throughout, this home offers comfort, functionality, and views you won’t want to miss.

76 Rodeo Drive, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$474,000
7030696 MLS
Constructed with natural stone, the building combines durability with striking visual character, highlighted by clean lines, geometric elements, and timeless design. Beyond its current office configuration, this property presents a unique opportunity for investors and developers. With its substantial square footage, flexible floor plan, and multiple existing office spaces, the building may offer excellent potential for conversion into apartments, mixed-use housing, or live-work spaces, subject to zoning and city approvals. The abundance of private rooms, existing restroom facilities, and solid mid-century construction create an attractive foundation for redevelopment while preserving the building's distinctive architectural appeal. Whether you're seeking a signature office headquarters, an investment property, or a redevelopment opportunity, this one-of-a-kind building offers endless possibilities in a timeless package.

55 W Sanborn Street, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

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