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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.

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.

$2,199,999

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!

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..

$1,890,000

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.

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..

$1,100,000

RARE 7.88 ACRE COMMERCIAL/ASSEMBLY OPPORTUNITY!! This property offers approx. 6,615 sq ft of building space situated on a generous 7.88-acre parcel. The property provides a unique opportunity for an organization, business, investor, or owner-user seeking substantial acreage with an existing large building. The expansive grounds offer plenty of room for parking, outdoor activities, expansion, or future development possibilities, subject to applicable zoning and approvals. The existing building provides a spacious footprint that can potentially accommodate a variety of uses or be adapted to meet the needs of the new owner. Conveniently located in Winona with easy access to the surrounding community, this is an exceptional opportunity to acquire a sizable property with flexibility & potential. Properties offering this combination of acreage & building space are rarely available. BRING YOUR VISION AND EXPLORE THE POSSIBILITIES! This listing includes 2 parcels - 323207873 & 324630440

7151103 MLS

RARE 7.88 ACRE COMMERCIAL/ASSEMBLY OPPORTUNITY!! This property offers approx. 6,615 sq ft of building space situated on a generous 7.88-acre parcel. The property provides a unique opportunity for an organization, business, investor, or owner-user seeking substantial acreage with an existing large building. The expansive grounds offer plenty of room for parking, outdoor activities, expansion, or future development possibilities, subject to applicable zoning and approvals. The existing building provides a spacious footprint that can potentially accommodate a variety of uses or be adapted to meet the needs of the new owner. Conveniently located in Winona with easy access to the surrounding community, this is an exceptional opportunity to acquire a sizable property with flexibility & potential. Properties offering this combination of acreage & building space are rarely available. BRING YOUR VISION AND EXPLORE THE POSSIBILITIES! This listing includes 2 parcels - 323207873 & 324630440

109 Debi Lei Drive, Winona

Listing courtesy of Real Broker, LLC..

$1,100,000

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.

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..

$940,000

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

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.

$899,900

Rarely does a property offer this combination of space, privacy, recreation, and versatility. Situated on approximately 1.6 acres in the desirable Spring Brook/Cobblestone neighborhood, this impressive home offers nearly 5,900 sq. ft. of finished living space, 5 bedrooms, exceptional outdoor amenities, and an incredible six heated garage spaces. At the heart of the home is a beautifully designed kitchen with generous living and dining areas that flow effortlessly for everyday living and entertaining. The primary suite is a private retreat featuring its own fireplace, spa-inspired 5-piece bath, expansive walk-in closet, and adjoining bonus room—perfect for an office, fitness area, or quiet getaway. Upstairs are three additional spacious bedrooms, each with a walk-in closet, including two connected by a Jack-and-Jill bath and another with a private ensuite. The main level also features a dedicated office, laundry, multiple gathering spaces, and an inviting three-season room. The finished lower level adds even more flexibility with a spacious family room, wet bar, media room, 5th bedroom, bath, and abundant storage. Outside, enjoy the level backyard, patio with fire pit, and private Sport Court—ideal for basketball, pickleball, and year-round family fun. Two separate heated 3-car garages provide outstanding space for vehicles, recreational toys, hobbies, a workshop, and storage. A new septic system adds additional peace of mind. With its acreage, impressive square footage, recreational amenities, and unmatched garage space, 801 Spring Brook Drive offers a lifestyle and versatility that are truly hard to find.

4 Beds ⋅ 5 Baths ⋅ 7128634 MLS

Rarely does a property offer this combination of space, privacy, recreation, and versatility. Situated on approximately 1.6 acres in the desirable Spring Brook/Cobblestone neighborhood, this impressive home offers nearly 5,900 sq. ft. of finished living space, 5 bedrooms, exceptional outdoor amenities, and an incredible six heated garage spaces. At the heart of the home is a beautifully designed kitchen with generous living and dining areas that flow effortlessly for everyday living and entertaining. The primary suite is a private retreat featuring its own fireplace, spa-inspired 5-piece bath, expansive walk-in closet, and adjoining bonus room—perfect for an office, fitness area, or quiet getaway. Upstairs are three additional spacious bedrooms, each with a walk-in closet, including two connected by a Jack-and-Jill bath and another with a private ensuite. The main level also features a dedicated office, laundry, multiple gathering spaces, and an inviting three-season room. The finished lower level adds even more flexibility with a spacious family room, wet bar, media room, 5th bedroom, bath, and abundant storage. Outside, enjoy the level backyard, patio with fire pit, and private Sport Court—ideal for basketball, pickleball, and year-round family fun. Two separate heated 3-car garages provide outstanding space for vehicles, recreational toys, hobbies, a workshop, and storage. A new septic system adds additional peace of mind. With its acreage, impressive square footage, recreational amenities, and unmatched garage space, 801 Spring Brook Drive offers a lifestyle and versatility that are truly hard to find.

801 Spring Brook Drive, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$799,900

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).

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.

$799,000

This beautifully updated home is situated on 9.6 scenic acres, offering the perfect blend of modern comfort, space, and country serenity. The interior has been completely updated/remodeled, featuring four bedrooms, three bathrooms, with all new flooring, paint, trim, and doors throughout. The kitchen has been completely remodeled with new cabinetry, flooring, and beautiful hard-surface countertops, as well as a large 10 x 4 hard surface island. The lower level provides additional living space with a comfortable family room and a versatile flex room, currently being used as a music room. Bathrooms have been updated/remodeled also and a new electrical panel was installed. Major exterior improvements include a brand-new septic system, brand-new siding, roof, gutters, and garage doors, providing peace of mind for years to come. The spacious two-car attached garage offers convenient everyday access, while the additional 36’ x 24’ detached heated garage (with a loft) provides exceptional space for hobbies, projects, storage, or a home business. With extensive updates inside and out and nearly 10 acres of land (with trails), this move-in-ready property offers an incredible opportunity to enjoy modern living with plenty of room to spread out. Located directly across from the Cedar Valley Golf Course, you'll enjoy stunning views and the opportunity to hit the links anytime. Just minutes from both Winona and LaCrosse, this property gives you the best of both worlds -- country living with easy access to city amenities.

4 Beds ⋅ 3 Baths ⋅ 7145333 MLS

This beautifully updated home is situated on 9.6 scenic acres, offering the perfect blend of modern comfort, space, and country serenity. The interior has been completely updated/remodeled, featuring four bedrooms, three bathrooms, with all new flooring, paint, trim, and doors throughout. The kitchen has been completely remodeled with new cabinetry, flooring, and beautiful hard-surface countertops, as well as a large 10 x 4 hard surface island. The lower level provides additional living space with a comfortable family room and a versatile flex room, currently being used as a music room. Bathrooms have been updated/remodeled also and a new electrical panel was installed. Major exterior improvements include a brand-new septic system, brand-new siding, roof, gutters, and garage doors, providing peace of mind for years to come. The spacious two-car attached garage offers convenient everyday access, while the additional 36’ x 24’ detached heated garage (with a loft) provides exceptional space for hobbies, projects, storage, or a home business. With extensive updates inside and out and nearly 10 acres of land (with trails), this move-in-ready property offers an incredible opportunity to enjoy modern living with plenty of room to spread out. Located directly across from the Cedar Valley Golf Course, you'll enjoy stunning views and the opportunity to hit the links anytime. Just minutes from both Winona and LaCrosse, this property gives you the best of both worlds -- country living with easy access to city amenities.

25098 County Road 9, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$795,000

Commanding one of Winona's most coveted settings, this distinguished 1930 English Tudor blends timeless architectural presence with refined modern comfort. Set on three city lots beside 4 city-owned tennis courts, the residence captures sweeping views of Lake Winona, the Bandshell, Veteran's Park, and Sugarloaf-- an exceptional backdrop for everyday living and elegant entertaining. The all brick exterior showcases intricate masonry, Biesanz stone accents, a classic tile roof, and leaded glass windows that speak to the home's enduring craftsmanship and curb appeal. An automatic underground lawn sprinkling system help maintain the beauty of the landscaping and flower gardens with effortless ease. Inside, 5 bedrooms and 5 bathrooms are complimented by original hardwood floors, 9-foot main level ceilings, beautifully textured plaster walls, crown molding, generous room proportions and abundant storage throughout. Thoughtful updates include a quartz-appointed kitchen, custom tiled bathrooms, and a Biesanz stone upper terrace walk replaced in late fall 2025--enhance the home while preserving its character. With a stone wood-burning fireplace on each level and nearly three decades of meticulous care, this rare Tudor offer a "move-in ready" sanctuary of warmth, stature, and lasting elegance.

5 Beds ⋅ 5 Baths ⋅ 7150411 MLS

Commanding one of Winona's most coveted settings, this distinguished 1930 English Tudor blends timeless architectural presence with refined modern comfort. Set on three city lots beside 4 city-owned tennis courts, the residence captures sweeping views of Lake Winona, the Bandshell, Veteran's Park, and Sugarloaf-- an exceptional backdrop for everyday living and elegant entertaining. The all brick exterior showcases intricate masonry, Biesanz stone accents, a classic tile roof, and leaded glass windows that speak to the home's enduring craftsmanship and curb appeal. An automatic underground lawn sprinkling system help maintain the beauty of the landscaping and flower gardens with effortless ease. Inside, 5 bedrooms and 5 bathrooms are complimented by original hardwood floors, 9-foot main level ceilings, beautifully textured plaster walls, crown molding, generous room proportions and abundant storage throughout. Thoughtful updates include a quartz-appointed kitchen, custom tiled bathrooms, and a Biesanz stone upper terrace walk replaced in late fall 2025--enhance the home while preserving its character. With a stone wood-burning fireplace on each level and nearly three decades of meticulous care, this rare Tudor offer a "move-in ready" sanctuary of warmth, stature, and lasting elegance.

51 W Sarnia Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$699,000

Prime vacant lot consisting of three parcels located in the heart of downtown Winona! A rare opportunity to bring your vision to life in a vibrant and growing area. Whether you're planning a new business, development project, or investment, the possibilities are endless. Drive by anytime and imagine the potential!

7127102 MLS

Prime vacant lot consisting of three parcels located in the heart of downtown Winona! A rare opportunity to bring your vision to life in a vibrant and growing area. Whether you're planning a new business, development project, or investment, the possibilities are endless. Drive by anytime and imagine the potential!

56 E 3rd Street, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

$695,000

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!

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.

$674,900

Space, Comfort & Room to Roam on 4 Acres! This impressive 6-bedroom, 3-bath home offers an abundance of space inside and out! A major addition completed just five years ago doubled the size of the home, creating plenty of room for everyday living and entertaining. The spacious primary ensuite features a walk-in closet and relaxing soaking tub. Cozy up by one of two fireplaces and enjoy the convenience of a 4-car garage. Step outside and discover everything this beautiful 4-acre property has to offer! From the outdoor bar and greenhouse to the clubhouse and invisible dog fence, there's something for everyone in the family. Whether you love gardening, entertaining friends and family, or simply enjoying the outdoors, this property offers endless possibilities. Room to live, room to play, and room to make lasting memories!

6 Beds ⋅ 3 Baths ⋅ 7159002 MLS

Space, Comfort & Room to Roam on 4 Acres! This impressive 6-bedroom, 3-bath home offers an abundance of space inside and out! A major addition completed just five years ago doubled the size of the home, creating plenty of room for everyday living and entertaining. The spacious primary ensuite features a walk-in closet and relaxing soaking tub. Cozy up by one of two fireplaces and enjoy the convenience of a 4-car garage. Step outside and discover everything this beautiful 4-acre property has to offer! From the outdoor bar and greenhouse to the clubhouse and invisible dog fence, there's something for everyone in the family. Whether you love gardening, entertaining friends and family, or simply enjoying the outdoors, this property offers endless possibilities. Room to live, room to play, and room to make lasting memories!

1473 Gilmore Valley Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$674,900

Where the prairie meets the horizon and peace becomes part of everyday life. Nestled in the breathtaking natural beauty of Cedar Valley, this 10+ acre country retreat offers a rare opportunity to experience peaceful country living surrounded by rolling bluffs, open meadows, and abundant wildlife. Built in 1984, this well-constructed home was thoughtfully designed to embrace its spectacular surroundings, with large windows throughout filling the home with natural light and showcasing stunning views in every direction. Offering over 4,200 square feet of living space, the home features 3 spacious bedrooms and 3 bathrooms, soaring vaulted ceilings, two inviting fireplaces, and a generous primary suite with a private ensuite. The kitchen opens to a wraparound deck through sliding glass doors, creating the perfect place to enjoy your morning coffee, entertain guests, or simply take in the breathtaking prairie sunrises, sunsets, and star-filled skies. This remarkable property serves as a peaceful sanctuary while remaining just a scenic drive from Winona, Minnesota, and La Crosse, Wisconsin. Cedar Creek, a healthy, clean trout stream, winds through the valley, creating a truly picturesque setting. Wildlife enthusiasts will appreciate the abundance of birds, butterflies, and native prairie habitat, making every season something special. A 2-car attached garage and a large pole barn provide plenty of space for vehicles, recreational equipment, hobbies, or a hobby farm. A new septic system has already been installed, providing added value and peace of mind. Whether you're searching for a private country retreat, a hobby farm, or simply a place where family and friends can gather to enjoy nature, this property offers a lifestyle that is becoming increasingly difficult to find.

3 Beds ⋅ 4 Baths ⋅ 7122835 MLS

Where the prairie meets the horizon and peace becomes part of everyday life. Nestled in the breathtaking natural beauty of Cedar Valley, this 10+ acre country retreat offers a rare opportunity to experience peaceful country living surrounded by rolling bluffs, open meadows, and abundant wildlife. Built in 1984, this well-constructed home was thoughtfully designed to embrace its spectacular surroundings, with large windows throughout filling the home with natural light and showcasing stunning views in every direction. Offering over 4,200 square feet of living space, the home features 3 spacious bedrooms and 3 bathrooms, soaring vaulted ceilings, two inviting fireplaces, and a generous primary suite with a private ensuite. The kitchen opens to a wraparound deck through sliding glass doors, creating the perfect place to enjoy your morning coffee, entertain guests, or simply take in the breathtaking prairie sunrises, sunsets, and star-filled skies. This remarkable property serves as a peaceful sanctuary while remaining just a scenic drive from Winona, Minnesota, and La Crosse, Wisconsin. Cedar Creek, a healthy, clean trout stream, winds through the valley, creating a truly picturesque setting. Wildlife enthusiasts will appreciate the abundance of birds, butterflies, and native prairie habitat, making every season something special. A 2-car attached garage and a large pole barn provide plenty of space for vehicles, recreational equipment, hobbies, or a hobby farm. A new septic system has already been installed, providing added value and peace of mind. Whether you're searching for a private country retreat, a hobby farm, or simply a place where family and friends can gather to enjoy nature, this property offers a lifestyle that is becoming increasingly difficult to find.

24334 County Road 9, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$625,000

Welcome to this exceptional 4-bedroom, 3-bath home built in 2023 and located in the desirable Valley Oaks neighborhood! Offering over 3,300 finished square feet, this beautifully designed home combines modern style, spacious living and the convenience of main-level living. The impressive great room features a vaulted ceiling and modern gas fireplace and flows seamlessly into the dining area and gorgeous kitchen with quartz countertops, a large center island, upgraded cabinetry, black stainless steel appliances and a fantastic walk-in pantry. The main level features three bedrooms, including a beautiful primary suite with a tray ceiling, generous walk-in closet and spa-inspired bath with double vanities and a luxurious walk-in shower. Laundry and all essential living facilities are conveniently located on the main level. The finished lower level provides even more room to spread out with a spacious family room, fourth bedroom, full bath and dedicated office space, plus additional unfinished space for storage. Enjoy the heated screened-in deck, perfect for relaxing or entertaining throughout much of the year, along with an attached 3-car garage. With modern finishes throughout and no updating needed, this home is truly move-in ready. Best of all, the HOA takes care of lawn maintenance and snow removal, giving you more time to simply enjoy your home!

4 Beds ⋅ 3 Baths ⋅ 7152307 MLS

Welcome to this exceptional 4-bedroom, 3-bath home built in 2023 and located in the desirable Valley Oaks neighborhood! Offering over 3,300 finished square feet, this beautifully designed home combines modern style, spacious living and the convenience of main-level living. The impressive great room features a vaulted ceiling and modern gas fireplace and flows seamlessly into the dining area and gorgeous kitchen with quartz countertops, a large center island, upgraded cabinetry, black stainless steel appliances and a fantastic walk-in pantry. The main level features three bedrooms, including a beautiful primary suite with a tray ceiling, generous walk-in closet and spa-inspired bath with double vanities and a luxurious walk-in shower. Laundry and all essential living facilities are conveniently located on the main level. The finished lower level provides even more room to spread out with a spacious family room, fourth bedroom, full bath and dedicated office space, plus additional unfinished space for storage. Enjoy the heated screened-in deck, perfect for relaxing or entertaining throughout much of the year, along with an attached 3-car garage. With modern finishes throughout and no updating needed, this home is truly move-in ready. Best of all, the HOA takes care of lawn maintenance and snow removal, giving you more time to simply enjoy your home!

357 Valley Oaks Drive, Winona

Listing courtesy of Edina Realty, Inc..

$625,000

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 1.72 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.

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 1.72 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..

$614,900

Immaculate custom-built home offering the perfect combination of luxury, comfort, and effortless one-level living! Thoughtfully designed with zero-entry access and absolutely no steps throughout, this stunning 2-bedroom, 2-bath home showcases exceptional craftsmanship and beautiful finishes. The open-concept kitchen and living area features vaulted ceilings, a cozy fireplace, and a beautifully appointed kitchen with premium Café appliances. The spacious primary en-suite offers a walk-in closet, beautifully finished shower, heated bathroom floor, and direct access to the backyard. Enjoy year-round comfort in the inviting four-season sunroom and the peace of mind of a whole-house generator. Keyless exterior doors add everyday convenience, while the welcoming covered front porch is the perfect place to relax. An impressive three-car garage and abundant storage complete this exceptional property. Meticulously maintained inside and out, every detail has been thoughtfully taken care of. **Truly move-in ready with nothing left to do but enjoy!

2 Beds ⋅ 2 Baths ⋅ 7164508 MLS

Immaculate custom-built home offering the perfect combination of luxury, comfort, and effortless one-level living! Thoughtfully designed with zero-entry access and absolutely no steps throughout, this stunning 2-bedroom, 2-bath home showcases exceptional craftsmanship and beautiful finishes. The open-concept kitchen and living area features vaulted ceilings, a cozy fireplace, and a beautifully appointed kitchen with premium Café appliances. The spacious primary en-suite offers a walk-in closet, beautifully finished shower, heated bathroom floor, and direct access to the backyard. Enjoy year-round comfort in the inviting four-season sunroom and the peace of mind of a whole-house generator. Keyless exterior doors add everyday convenience, while the welcoming covered front porch is the perfect place to relax. An impressive three-car garage and abundant storage complete this exceptional property. Meticulously maintained inside and out, every detail has been thoughtfully taken care of. **Truly move-in ready with nothing left to do but enjoy!

424 Valley Oaks Drive, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$595,000

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.

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.

$570,000

Stately 4 bedroom, 2.5 bath home with open porch and patio which looks out onto Lake Park. All bedrooms are on the upper level. The main floor boosts a formal dining room, huge living room with fireplace, sunroom which overlooks Lake Park and has a half bath.

4 Beds ⋅ 3 Baths ⋅ 7126672 MLS

Stately 4 bedroom, 2.5 bath home with open porch and patio which looks out onto Lake Park. All bedrooms are on the upper level. The main floor boosts a formal dining room, huge living room with fireplace, sunroom which overlooks Lake Park and has a half bath.

720 Main Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$550,000

Very hard to find spacious 2,900 square foot 3-bedroom, 3 bath townhouse in a very private setting with wildlife abounding on all three sides! This property includes his and her offices/dens, 2 living rooms, main floor laundry, newer kitchen, custom stained glass, whole house surround sound plus a 4-car garage and a full basement just waiting for development.

3 Beds ⋅ 3 Baths ⋅ 7139367 MLS

Very hard to find spacious 2,900 square foot 3-bedroom, 3 bath townhouse in a very private setting with wildlife abounding on all three sides! This property includes his and her offices/dens, 2 living rooms, main floor laundry, newer kitchen, custom stained glass, whole house surround sound plus a 4-car garage and a full basement just waiting for development.

68 Whispering Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$519,900

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.

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.

$499,900

Country living at its best on 12 acres across from Cedar Valley Golf Course! This 3-bedroom, 2-bath ranch home features fresh paint, new carpeting, and a beautiful sunroom overlooking the valley. Gather around the gas fireplace and enjoy a space that’s wired for surround sound. The partially finished basement offers a blank canvas for whatever you envision next. A two-car attached garage plus a two-car detached garage with a storage loft provide plenty of room for vehicles, hobbies, and all your gear. Enjoy the space and views of country living, just 15 minutes from Winona.

3 Beds ⋅ 2 Baths ⋅ 7158017 MLS

Country living at its best on 12 acres across from Cedar Valley Golf Course! This 3-bedroom, 2-bath ranch home features fresh paint, new carpeting, and a beautiful sunroom overlooking the valley. Gather around the gas fireplace and enjoy a space that’s wired for surround sound. The partially finished basement offers a blank canvas for whatever you envision next. A two-car attached garage plus a two-car detached garage with a storage loft provide plenty of room for vehicles, hobbies, and all your gear. Enjoy the space and views of country living, just 15 minutes from Winona.

25434 County Road 9, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$499,900

Enjoy the space and beauty of country living just minutes from Winona! Situated on 1.38 beautifully landscaped acres, this spacious two-story home offers an exceptional combination of generous living space, beautiful outdoor surroundings, and convenient access to town. Mature landscaping creates a wonderful sense of privacy while offering plenty of room to relax and enjoy the outdoors. Step inside to an inviting open-concept main level featuring a spacious kitchen, dining area, and living room centered around a beautiful three-sided gas fireplace. A versatile main-level den and full bathroom provide flexibility for a home office, guest room, or potential fourth bedroom. Upstairs, the spacious primary suite offers a walk-in closet, double vanity, jetted tub, and private deck overlooking the property. Two additional bedrooms, a full bathroom, and an open loft complete the upper level. The expansive walkout lower level features a huge family room with direct backyard access, another full bathroom, and a spacious laundry room. Outside, enjoy the beautifully landscaped grounds, covered front porch, deck, and fenced yard area perfect for pets or outdoor enjoyment. With 1.38 acres, generous living space, and a convenient location just minutes from Winona, this property offers an incredible opportunity to enjoy the benefits of country living at an exceptional value! FLOOD RISK CLARIFICATION: Despite the 9/10 third-party online flood risk rating, lender-required flood insurance does not apply to this property.

4 Beds ⋅ 4 Baths ⋅ 7107430 MLS

Enjoy the space and beauty of country living just minutes from Winona! Situated on 1.38 beautifully landscaped acres, this spacious two-story home offers an exceptional combination of generous living space, beautiful outdoor surroundings, and convenient access to town. Mature landscaping creates a wonderful sense of privacy while offering plenty of room to relax and enjoy the outdoors. Step inside to an inviting open-concept main level featuring a spacious kitchen, dining area, and living room centered around a beautiful three-sided gas fireplace. A versatile main-level den and full bathroom provide flexibility for a home office, guest room, or potential fourth bedroom. Upstairs, the spacious primary suite offers a walk-in closet, double vanity, jetted tub, and private deck overlooking the property. Two additional bedrooms, a full bathroom, and an open loft complete the upper level. The expansive walkout lower level features a huge family room with direct backyard access, another full bathroom, and a spacious laundry room. Outside, enjoy the beautifully landscaped grounds, covered front porch, deck, and fenced yard area perfect for pets or outdoor enjoyment. With 1.38 acres, generous living space, and a convenient location just minutes from Winona, this property offers an incredible opportunity to enjoy the benefits of country living at an exceptional value! 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..

$499,900

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. New roof added September 2026.

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. New roof added September 2026.

25020 Gull Lane, Winona

Listing courtesy of RE/MAX Results.

$498,800

Welcome to desirable Knopp Valley, a 55+ community! This stunning 2025-built home features high-end finishes, exceptional craftsmanship, and thoughtful design throughout. Located within walking distance of Saint Mary’s University, where you can enjoy convenient access to sporting events, musical performances, lectures, and a variety of cultural and educational activities. This fantastic neighborhood also offers walking and biking trails, convenient access through the underground tunnel, pickleball and tennis courts, green space, and a playground just steps away. Step inside to discover a beautiful open-concept design with in-floor heat in both the home and garage. Designed for comfortable one-level living, the home features extra-wide hallways and doorways for added accessibility. The gorgeous primary suite includes a beautifully finished bath with a custom ceramic tile shower featuring dual showerheads, including a rainfall showerhead. The main level also offers convenient laundry and a dedicated office. Upstairs, the spacious loft features a family room, additional bedroom, and full bath, making it ideal for guests or extended family. Plans are already in place for a potential third bedroom and additional storage. A whole-house reverse osmosis system and low-maintenance construction add to the home's appeal. Outside, enjoy a privacy-fenced yard, professional landscaping, a sprinkler system, and an oversized, heated two-car garage. Move right in and enjoy the exceptional quality, comfort, and convenience this beautiful home has to offer! An added bonus—this home can also be purchased completely furnished, offering a truly turnkey opportunity!

2 Beds ⋅ 3 Baths ⋅ 7157901 MLS

Welcome to desirable Knopp Valley, a 55+ community! This stunning 2025-built home features high-end finishes, exceptional craftsmanship, and thoughtful design throughout. Located within walking distance of Saint Mary’s University, where you can enjoy convenient access to sporting events, musical performances, lectures, and a variety of cultural and educational activities. This fantastic neighborhood also offers walking and biking trails, convenient access through the underground tunnel, pickleball and tennis courts, green space, and a playground just steps away. Step inside to discover a beautiful open-concept design with in-floor heat in both the home and garage. Designed for comfortable one-level living, the home features extra-wide hallways and doorways for added accessibility. The gorgeous primary suite includes a beautifully finished bath with a custom ceramic tile shower featuring dual showerheads, including a rainfall showerhead. The main level also offers convenient laundry and a dedicated office. Upstairs, the spacious loft features a family room, additional bedroom, and full bath, making it ideal for guests or extended family. Plans are already in place for a potential third bedroom and additional storage. A whole-house reverse osmosis system and low-maintenance construction add to the home's appeal. Outside, enjoy a privacy-fenced yard, professional landscaping, a sprinkler system, and an oversized, heated two-car garage. Move right in and enjoy the exceptional quality, comfort, and convenience this beautiful home has to offer! An added bonus—this home can also be purchased completely furnished, offering a truly turnkey opportunity!

54 Brickyard Lane, Winona

Listing courtesy of Edina Realty, Inc..

$474,000

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.

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.

$450,000

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.

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..

$449,900

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.

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.

$439,900

Beautiful log home complemented by a durable metal roof nestled on 4 scenic acres in a picturesque location. This charming three-bedroom, 2 bath home features a spacious kitchen and inviting living room with hardwood floors and Amish handcrafted solid wood cabinetry. The primary bedroom is conveniently located on the main level and offers a walk-in closet. The lower level provides a spacious family room along with two additional bedrooms, offering plenty of room for family and guests. Enjoy the convenience of a two-car attached garage, plus a separate 12’ x 18’ shed for additional storage. Surrounded by nature and offering privacy and beautiful views, this property provides the perfect combination of rustic charm, comfort, and acreage.

3 Beds ⋅ 2 Baths ⋅ 7157491 MLS

Beautiful log home complemented by a durable metal roof nestled on 4 scenic acres in a picturesque location. This charming three-bedroom, 2 bath home features a spacious kitchen and inviting living room with hardwood floors and Amish handcrafted solid wood cabinetry. The primary bedroom is conveniently located on the main level and offers a walk-in closet. The lower level provides a spacious family room along with two additional bedrooms, offering plenty of room for family and guests. Enjoy the convenience of a two-car attached garage, plus a separate 12’ x 18’ shed for additional storage. Surrounded by nature and offering privacy and beautiful views, this property provides the perfect combination of rustic charm, comfort, and acreage.

22544 Windy Point Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$425,000

Investment Opportunity Near Winona State University! Looking to expand your investment portfolio? This spacious duplex at 323 W Broadway offers a fantastic opportunity in a convenient location near Winona State University! Each unit features 5 bedrooms and 1 bathroom, providing a total of 10 bedrooms between the two units. Currently rented to college students by the room, each unit offers shared living spaces and a washer and dryer. The room-by-room rental setup provides flexibility and income potential for investors. With its proximity to campus and established student rental arrangement, this property is an excellent opportunity to add to your rental portfolio!

10 Beds ⋅ 2 Baths ⋅ 7164574 MLS

Investment Opportunity Near Winona State University! Looking to expand your investment portfolio? This spacious duplex at 323 W Broadway offers a fantastic opportunity in a convenient location near Winona State University! Each unit features 5 bedrooms and 1 bathroom, providing a total of 10 bedrooms between the two units. Currently rented to college students by the room, each unit offers shared living spaces and a washer and dryer. The room-by-room rental setup provides flexibility and income potential for investors. With its proximity to campus and established student rental arrangement, this property is an excellent opportunity to add to your rental portfolio!

323 W Broadway Street, Winona

Listing courtesy of Edina Realty Rochester.

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