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$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.

$525,000
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.

$2,174,000
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..

$320,000
5 Beds ⋅ 2 Baths ⋅ 7077668 MLS
Welcome to this spacious and move-in ready 5-bedroom, 2-bath home offering room for everyone inside and out! Step inside to find multiple living spaces, updated flooring, and a functional layout designed for everyday living and entertaining. The kitchen offers ample cabinet space, a center island, and flows nicely into the dining area with access to the large deck and fenced backyard. The finished lower level provides additional living space, extra bedrooms, and a beautifully updated bathroom with a tiled walk-in shower. Outside, you’ll appreciate the oversized yard, mature trees, and attached 2-car garage. Conveniently located near parks and a school, this home combines space, comfort, and value all in one package.

5250 W 9th Street, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

$2,550,000
3 Beds ⋅ 4 Baths ⋅ 7069381 MLS
Welcome to paradise, located in the Pleasant Valley minutes outside Winona. This estate has many amazing qualities. Enter the estate on a fully paved driveway with an arched wrought iron entrance and custom concrete bridge, which passes over the teaming stream. The paved drive bordered by white picket fences leads to a concrete circle driveway entrance to the house. The 5,000+ square foot house is a 3-bedroom 4-bath, 2+ car heated and finished garage, open style executive walkout rambler. The entire house spares no detail and has been very well taken care of. Enjoy the large main floor master suite, with a large walk-in closet, and overlooks the pool and trout stream. Solid surface counters are in the kitchen and throughout the house. Main floor and lower floor laundry rooms. 3-season east and south-facing sunroom for a quiet place to take in the beautiful bluff country. Generous living room, family room, storage, abundant custom oak cabinets throughout, and a unique sit-down bar in the lower level. There is a sprawling custom concrete space with an in-ground pool and a custom-built pool pavilion that includes a kitchen and bathroom. The 36’x48’ horse barn has 3 stalls, a tack room, and an open area for managing the horses. There is a very large remodeled dairy barn, which has hand-hewn timber beams along with finished and heated workshop spaces. The 50’x70’ outbuilding has both cold storage and finished heated spaces. The 50’ x 80’ cold storage machine shed provides space to house farm equipment and supplies. The 140 acres of land includes 1/2 mile of private Pleasant Valley Creek, which has an abundance of trout, springs which feed two ponds, 40 acres of fenced and gated rotational grazing grounds, well-maintained trails through the property, valuable mature timber, 40 acres of tillable land, clover and alfalfa food plots for deer and turkey hunting, and 4 permanent enclosed hunting blinds. There is a custom-built trapper’s cabin which has bunks, heat, and a front porch where one can retreat to get away from it all. 1 mile from the 18-hole Bridges Golf Course and restaurant. Minutes to Lake Winona, where there are miles of paved biking and running trails, downtown Winona, and the Mississippi River.

24020 CTY RD 17, Winona

Listing courtesy of Bluff Country Properties,LLC..

$475,000
2 Beds ⋅ 1 Baths ⋅ 7069283 MLS
Escape to your own private retreat in the scenic bluff country of Winona, MN. This charming rustic log home, built with beautiful Montana pine, sits at the end of a quiet road on 27 acres, offering seclusion, privacy, and peaceful surroundings. This cozy 2-bedroom, 1-bath lodge is perfect as a personal getaway or a basecamp for outdoor adventure. Enjoy nearby hiking and camping, with plenty of space to explore and experience the natural beauty surrounding the property. Relax and unwind on the inviting covered front porch, where you can take in the fresh air, wooded views, and tranquil setting. Whether you're looking for a quiet escape or a place to reconnect with nature, this Private wilderness-style property delivers.

24141 Homer Valley Road, Winona

Listing courtesy of Keller Williams Premier Realty.

$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..

$170,000
3 Beds ⋅ 1 Baths ⋅ 7066029 MLS
Move-in ready and well cared for, this 3-bedroom, 1-bath home offers a comfortable, easygoing feel from the moment you walk in. The living room is larger than you’d expect, giving you plenty of space to spread out, and the enclosed front porch is a great spot to relax or enjoy a little extra sunlight. Out back, you’ll find a quaint yard that’s easy to maintain but still gives you room to enjoy the outdoors. The 2-car garage adds convenient parking and extra storage, and laundry is located in the basement. A solid home with a warm, welcoming feel ready for its next chapter.

975 W 2nd Street, Winona

Listing courtesy of @properties La Crosse.

$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.

$249,000
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..

$848,000
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.

$79,900
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.

$4,800,000
7046317 MLS
Discover this rare opportunity to own the historic Kensington, a premier investment property in the heart of downtown Winona. This vibrant 55+ community pairs a dynamic residential atmosphere with a thriving commercial clientele. Steps away from dining, shopping and entertainment, this well-established property boasts modern amenities, a vibrant social scene, and a loyal resident base. As retirement grows at a record pace, this is a prime moment to invest. The property is meticulously maintained and fully rented. There is also an option to acquire an additional parcel, a large commercial lot with garages and parking offering further development potential. Contact us today to learn more about this exceptional turnkey investment!

157 W 3rd Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$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.

$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.

$189,999
5 Beds ⋅ 2 Baths ⋅ 7023513 MLS
This rental-certified home is approved for 5 unrelated or 9 related occupants and is ideally located just three blocks from Downtown Winona, minutes from Winona State University, and within walking distance to a grocery store and everyday amenities. Offering five bedrooms and two main-floor bathrooms, the spacious layout provides flexibility for a variety of living arrangements — whether owner-occupied or used as an investment property. The home features main-floor laundry, off-street parking spaces, and a larger storage shed. Numerous updates have been completed over the years, including improvements to the electrical system, newer windows, lighting, newer washer and dryer, newer forced-air furnace and central air conditioning unit, and more — providing added value and peace of mind for the next owner. A well-maintained property in a convenient location with strong long-term potential.

263 Franklin Street, Winona

Listing courtesy of Edina Realty, Inc..

$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.

$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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