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$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.

$555,000
2 Beds ⋅ 2 Baths ⋅ 7085405 MLS
Nature enthusiast's dream meets modern equestrian living. Discover the perfect balance of rustic tranquility and modern reliability on this beautifully upgraded 13.4- acre estate. Features include seven horse stalls (four 10'x 12' and three 12'x 12'), an indoor arena, and a 50-foot round pen. Trails wrap around your own private pond into the backwoods, backing up to the State Forest. Whether you're looking for a turnkey hobby farm, a hunter's paradise, or a peaceful rural retreat, this property has been meticulously improved over the last two years to offer worry-free living in the heart of Winona County. Nestled among wildflowers and apple trees, the charming 1,861 sq. ft. brick home has been thoughtfully updated for maximum efficiency and comfort: Key Upgrades: A brand-new furnace and a newly installed septic system provide total peace of mind. Living space: 2 spacious bedrooms and 2 bathrooms, including an oversized laundry/mudroom and a beautiful kitchen designed for hosting. Cozy Features: A main-floor gas stove for those crisp Minnesota winters and a large wrap-around deck with a covered area for a hot-tub- perfect for soaking in the scenic views. Storage: An oversized, heated 2-car garage (24' x 34') offers plenty of room for vehicles and projects. The Farm: A premier hobbyist setup the outdoor infrastructure has been significantly expanded and upgraded for the animal lover: Renovated Barn: The heart of the farm! The main barn has been fully renovated and is ready for use. Equestrian Ready: Includes two new horse sheds, an additional dedicated grain room, and expansive pastures. Livestock friendly: Includes a goat/small critter pasture and existing fencing around the southern portion of the property. Utilities: A massive 60' x 36' pole shed with electric and water hookups, plus water lines run to multiple points across the property. The Land: Your private retreat bordered by over 160 acres of public land (and another 400 acres just down the road), your backyard feels endless! Natural Features: A large pond spring fed. Lush timber, native grasses, plum and pear trees. Come take a look today!

14968 County Road 25, Rollingstone

Listing courtesy of LPT Realty, LLC..

$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..

$425,000
1 Baths ⋅ 7074556 MLS
Opportunity awaits with this versatile commercial property in Minnesota City! Featuring a nicely updated interior completed within the last few years, this property offers a professional office space, bathroom, and a large open area ideal for a variety of business uses. Equipped with 6 loading docks, the building is well-suited for storage, distribution, light industrial, contractor space, warehouse use, and more. With endless potential and flexible space to fit your needs, this is a great opportunity to bring your business vision to life.

1010 71st Ave, Minnesota City

Listing courtesy of Edina Realty, Inc..

$254,900
3 Beds ⋅ 2 Baths ⋅ 7068974 MLS
Spacious 3 bedroom Ranch on an extra large lot in a quiet, residential neighborhood. This home features a very practical floor plan with a large Livingroom, nice size bedrooms, great storage, a main floor family/den area off the kitchen plus a large basement with all kinds of potential! Terrific opportunity for a great home in a wonderful location.

1888 Gilmore Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$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..

$940,000
7062246 MLS
For sale are two buildable lots that have been professionally surveyed in 2026. Each lot is roughly 40-42 acres. Price is $470,000 per lot. Or the entire 84 acres is available in one sale. Property Tax ID Number 0600004262

TBD County Road 15, Winona

Listing courtesy of Savvy Avenue, LLC.

$80,000
7058621 MLS
Nestled in a newer subdivision in Rollingstone, this .304-acre lot offers the perfect blend of neighborhood living and scenic surroundings. Backing up to open farmland, you’ll enjoy peaceful views and a sense of space that’s hard to come by along with beautiful sightlines of the surrounding bluffs. With utilities already available on-site, the groundwork is set for you to bring your vision to life. Whether you’re ready to build now or planning for the future, this lot provides a rare opportunity to create a home in a quiet, growing area while still being just a short drive from Winona. A solid location, a great backdrop, and ready for your next move.

255 Pheasant Run, Rollingstone

Listing courtesy of @properties La Crosse.

$239,000
5 Beds ⋅ 2 Baths ⋅ 7056765 MLS
LOCATION, LOCATION, LOCATION! Long time investment property for sale right across the street from the WSU Wellness Center. This is a certified duplex with 3 bedrooms down and 2 bedrooms up. Long, solid rental history. Rental certified for 5 unrelated down and 3 unrelated up. No laundry on site. Both units are rented for June 1, 2026-May 25, 2027. Upstairs rent is $850/month and downstairs rent is $1,350/month.

476 Main Street, Winona

Listing courtesy of Real Broker, LLC..

$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.

$75,000
7050547 MLS
62 Wildridge Dr, Winona, MN (Lot/Land) – This 0.62-acre parcel is one of the last remaining lots in a developed and quiet cul-de-sac. The site is platted and zoned for single-family residential use and sits on a paved dead-end street maintained by the city. With privacy, beautiful scenery and no association fees, this finished lot provides a rare chance to build a custom home in a desirable Winona location.

62 Wildridge Drive, Winona

Listing courtesy of RE/MAX Results.

$154,000
7042659 MLS
Build your dream home on this stunning 15.2-acre retreat just outside of Winona. A paved driveway leads you to a prime, flat building site perfect for a walkout home, with electricity already on-site. Enjoy the natural beauty and tranquility of a spring-fed pond, all while being just minutes from town.

24345 E Burns Valley Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$299,995
3 Beds ⋅ 1 Baths ⋅ 7042097 MLS
Opportunity awaits with this three bedroom, one bath ranch-style home situated on 2 beautiful acres in Minnesota City, just minutes from Winona. This property offers the perfect combination of country living with the convenience of being close to town. Many updates have been completed in the past few years, including a newer bathroom, updated flooring, doors, & more, making this home move-in ready with room to make it your own. One of the standout features of this property is the incredible garage & storage space. Between the attached garage & 2 detached garages, the property offers approximately 2,000 square feet of total garage space, perfect for car enthusiasts, hobbyists, workshop space, or extra storage. The spacious two-acre lot offers plenty of green space for gardening, outdoor activities, or simply enjoying the peaceful surroundings & extra elbow room that comes with country living so close to town. A car enthusiast lives here — but the collection will be moving with them prior to closing.

115 Keiper Drive, Minnesota City

Listing courtesy of Edina Realty, Inc..

$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.

$79,900
7026218 MLS
Elevated building lot over looking Bridges Golf Course. Lot is grandfathered in as a buildable lot. Beautiful views over the valley. Will take a creative build, but amazing potential for a home site.

1780 Valley View Drive, Winona

Listing courtesy of Minnesota Banker Realty.

$140,000
7022912 MLS
High profile Buildable Commercial lot. House and Garage will be removed.

1797 Service Drive, Winona

Listing courtesy of Key Real Estate.

$695,000
6 Beds ⋅ 7 Baths ⋅ 7018232 MLS
Call today on this 6 residential, 4 office and 1 retail space property that awaits with a lot of upgrades installed recently. Great down town location with ample opportunity to start your own business.Parking behind building, not far from river, great location, and more!

272 E 3rd Street, Winona

Listing courtesy of Coffee House Real Estate LLC.

$8
7015955 MLS
FOR RENT: 11,000 sqft warehouse/manufacturing, heavy power, river views, extra office space available, space is on 3rd floor, access to industrial freight elevator and loading docks

904 E 2nd Street, Winona

Listing courtesy of Minnesota Banker Realty.

$449,900
7003707 MLS
Two Buildings. Two Income Opportunities. One Smart Investment. This unique commercial offering includes two separate buildings, each presenting an opportunity to double your investment potential. The real estate only is being offered for sale; however, the business is also available for purchase—please contact me directly for details. Building One was completely remodeled approximately eight years ago and features a kitchenette, bathroom, and a large open-concept space ideal for a wide range of business uses. Building Two, currently home to a quilt shop, includes a bathroom, private office, and an open retail/workspace layout ready to adapt to your vision. Located just off 5th Street, this property offers excellent visibility and accessibility, along with ample off-street parking in the rear—a major bonus for customers and clients. Whether you’re looking to owner-occupy, expand, or invest, this property offers flexibility, functionality, and strong potential in a prime location.

1671 W 5th Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$595,000
6819828 MLS
A Rare and unique opportunity to find this type of property. Located in the heart of downtown Winona where the options are endless as to what you could do with this incredible space. Many old gas station are being repurposed as cafes and restaurants, often preserving their vintage architecture. Currently shows a service station with 5 garage stalls and additional parking on site.

177 Walnut Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$1,999,900
3 Beds ⋅ 1 Baths ⋅ 6811545 MLS
175.34 acres located in Winona County on the edge of Dakota. This property offers a little bit of everything. Hunting, recreational, tillable and pasture all wrapped into one with a creek meandering through it. 3 bedroom farm house and trailer are both rented out month to month. Approximately 28 acres of tillable land is rented out also. Several open grassy acres would be ideal for horses or cattle. Record state buck was shot on the adjoining property a couple of years ago!

44467 Dakota Valley Drive, Dakota

Listing courtesy of Gerrard-Hoeschler.

$18,000
6810395 MLS
Build Your Dream Home in Garvin View! Beautiful .35-acre buildable lot located in a quiet, private area at 8970 Hillside Ln, Winona. City water and sewer are available at the curb with no assessments—just standard hookup fees. Conveniently located just minutes from town, this lot is ready for your new home. Neighboring lot also available—buy one or both!

8970 Hillside Lane, Winona

Listing courtesy of Edina Realty, Inc..

$18,000
6810303 MLS
Build Your Dream Home in Garvin View! Beautiful .35-acre buildable lot located in a quiet, private area at 8990 Hillside Ln, Winona. City water and sewer are available at the curb with no assessments—just standard hookup fees. Conveniently located just minutes from town, this lot is ready for your new home. Neighboring lot also available—buy one or both!

8990 Hillside Lane, Winona

Listing courtesy of Edina Realty, Inc..

$2,199,999
6767333 MLS
Motivated seller! Spacious Double Lot Opportunity! Discover the potential of this rare double lot offering. The property consists of two adjacent vacant lots being sold together. With generous frontage and depth, these parcels offers ample room for development. Lots are cleared and ready for your vision. This is a prime location with flexibility and future potential. Key Features: Two legal parcels included in sale Level and buildable land Zoning: Commercial/business - B2 is part of the community business district. Moderate scale commercial, retail, personal services, multi-family residential Don't miss this unique chance to own a sizable piece of land with endless possibilities!

1845 W 5th Street, Winona

Listing courtesy of Real Broker, LLC..

$200,000
6708960 MLS
Situated on a total of 210 acres...WAIDA Business Park is located on County Road 12 in Winona Minnesota. Today, we are proud to offer PHASE 1, approximately 26.5 acres of the 210 acres have been rezoned and are ready to build for Industrial and Service/Distribution users. Five lots are currently available ranging in size from 2.81 acres up to 7.94 acres. Lot 1 - 5.35 Acres. Driveway access from County Road 12 Lot 2 - 2.78 Acres. Driveway access from WAIDA Road Lot 3 - 3.81 Acres. Driveway access from WAIDA Road Lot 4 - 7.67 Acres. Driveway access from WAIDA Road Lot 5 - 7.94 Acres. Driveway access from WAIDA Road The WAIDA Business Park will become home to industrial and service oriented businesses. This property has excellent potential for manufacturing service, distribution, logistics, flex, industrial, transport terminals, research facilities, executive offices, corporate headquarters and more. Strategically located, the WAIDA Business Park is adjacent to the main transportation corridor of Southeastern Minnesota. Located between the Winona and Rushford exits on Interstate 90, this property location is well-suited for the continued growth and expansion of Winona and neighboring communities. The WAIDA Business Park is a part of the transportation and infrastructure hub serving the Minneapolis, Milwaukee and Chicago markets. The WAIDA Business Park offers an unmatched business environment for growth-minded companies. The WAIDA Business Park is a mixed-use development that is ideally positioned for emerging industries as well as traditional business and office users. Positioned in the heart of Southeastern Minnesota, the WAIDA Business Park offers a high level of connectivity to local and regional markets, easy access to Interstate 90 and a ready supply of labor...all creating the perfect opportunity for business owners seeking the important balance between work and lifestyle.

TBD Lot 5 Waida Road, Winona

Listing courtesy of Keller Williams Premier Realty.

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