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$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.

$595,000
2 Beds 2 Baths 7085405 MLS
Nature enthusiast's dream meets modern equestrian living. Discover the perfect balance of rustic tranquility and modern reliability on this beautifully upgraded 13.4- acre estate. Features include seven horse stalls (four 10'x 12' and three 12'x 12'), an indoor arena, and a 50-foot round pen. Trails wrap around your own private pond into the backwoods, backing up to the State Forest. Whether you're looking for a turnkey hobby farm, a hunter's paradise, or a peaceful rural retreat, this property has been meticulously improved over the last two years to offer worry-free living in the heart of Winona County. Nestled among wildflowers and apple trees, the charming 1,861 sq. ft. brick home has been thoughtfully updated for maximum efficiency and comfort: Key Upgrades: A brand-new furnace and a newly installed septic system provide total peace of mind. Living space: 2 spacious bedrooms and 2 bathrooms, including an oversized laundry/mudroom and a beautiful kitchen designed for hosting. Cozy Features: A main-floor gas stove for those crisp Minnesota winters and a large wrap-around deck with a covered area for a hot-tub- perfect for soaking in the scenic views. Storage: An oversized, heated 2-car garage (24' x 34') offers plenty of room for vehicles and projects. The Farm: A premier hobbyist setup the outdoor infrastructure has been significantly expanded and upgraded for the animal lover: Renovated Barn: The heart of the farm! The main barn has been fully renovated and is ready for use. Equestrian Ready: Includes two new horse sheds, an additional dedicated grain room, and expansive pastures. Livestock friendly: Includes a goat/small critter pasture and existing fencing around the southern portion of the property. Utilities: A massive 60' x 36' pole shed with electric and water hookups, plus water lines run to multiple points across the property. The Land: Your private retreat bordered by over 160 acres of public land (and another 400 acres just down the road), your backyard feels endless! Natural Features: A large pond spring fed. Lush timber, native grasses, plum and pear trees. Come take a look today!

14968 County Road 25, Rollingstone

Listing courtesy of LPT Realty, LLC..

$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.

$635,000
4 Beds 3 Baths 7069061 MLS
This stunning new construction ranch home offers the perfect blend of modern design and everyday comfort. A modern, zero-entry home, it was designed for easy, step-free living with seamless accessibility throughout. Features include no-step entrances, wide doorways and hallways, accessible bathrooms and an open concept layout that provides comfort, convenience, and mobility for all ages and abilities. Featuring four spacious bedrooms and three beautifully appointed bathrooms, this home creates a bright and inviting living space ideal for both relaxing and entertaining. The heart of the home flows easily between the kitchen, dining, and living areas - complete with high-quality finishes and thoughtful details. Large windows bring in abundant natural light and frame the scenic surroundings. The oversized garage provides ample room for vehicles, storage, and hobbies. Step outside to the expansive deck, where you can unwind and take in views overlooking the river valley, nearby park and ballfield - perfect for morning coffee or evening gatherings - a peaceful setting, offering both convenience and a beautiful connection to the outdoors.

416 Brubaker Drive, Saint Charles

Listing courtesy of Edina Realty, Inc..

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

2331 Goodview Road, Winona

Listing courtesy of Edina Realty, Inc..

$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.

$349,900
3 Beds 2 Baths 7053329 MLS
Don't miss this opportunity to own a delightful retreat on the Mississippi Riverfront! This charming home features a cozy living room flooded with natural light, complete with a fireplace and a dedicated reading nook. The kitchen is brightened by skylights, adding to the home's airy feel. The main floor is designed for convenience, housing a bedroom, a full bathroom, and a laundry room/mud room off the two-car attached garage with a handy half bathroom, pellet stove and a projection screen for the ultimate ''man cave'' For outdoor relaxation, enjoy beautiful summer evenings on the screened-in porch, or gather around the fire pit to take in priceless river views. In addition to a storage shed, there is a finished studio shed that provides a private space for an office.

46652 Riverview Drive, La Crescent

Listing courtesy of RE/MAX Results.

$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.

$2,150,000
4 Beds 5 Baths 7043339 MLS
Set along the Apple Blossom Scenic Byway in Southeast Winona County, you will find this 2011 custom-built walkout rambler masterpiece. Masterpiece is the best word to describe the home with its design features and location. The home's designer is the seller’s son, and the attention to design and the detailed craftsmanship of the builder show when you experience this home. The wooden beam system extends from inside the house to the outside of the house. This place catches your eye when you drive by. The main floor of the home has expansive windows that showcase the view from the ridgetop to the Mississippi River and Lake Onalaska below. The stone and beam work is both inside and outside of the home. The main floor is nothing short of a retreat with tile floors, ¾” hickory floors, granite countertops throughout the home, in the chef’s kitchen you will find an large island and butcher block top, prep sink, stand along icemaker, high-end appliances, custom cabinetry throughout the entire house, large main floor laundry and walk-in pantry, Spa like owner’s suite on the main level with heated tile floors in the owner’s private bath. The 3-story staircase is a stunning piece of work and a point of conversation. The owner’s private loft office features a built-in desk with a jaw-dropping view for miles. In the lower level of the home, you will find 3 bedrooms plus another room with egress but without a closet that could be used for an office, workout room, or bonus room. The lower level is another great space for entertaining, featuring a stunning bar with granite countertops, an icemaker, and a large living room with a gas insert. You will also find two full bathrooms, with one having a steam shower. The home has no shortage of places to entertain and relax on the main level you can walk out the back to your 3-season porch with Trex decking, on the lower level you can entertain on the paver patio. The entire home is professionally landscaped. In the front yard, you will find a very large circular paver patio with a large fire pit, built for evening bonfires and enjoying the stunning views. The home features a large three-car garage with two floor drains and access to the main and lower levels of the home. The home features a zero-entry entrance from the outside. Sharing the same driveway to the house is an additional heated garage/shop, perfect for your toys or hobbies. The property also has a pole shed with over 4300 sq ft, partial concrete, multiple doors for easy access to park equipment or storage rental. The property is two parcels; the house and buildings are situated on 19+ acres and the remaining 118.68+/- acres is available to purchase. The area is well-known for the quality and quantity of deer and turkey. While sitting in the house or on the back porch, it is very common to observe deer drink from the pond and then eat from the apple trees just below the pond. Many of the property owners in the area have significant-sized farms and are into managing the deer herd for age class. This property offers some of everything and in a location that is extremely hard to find such quality. Some recent updates include the house and heated shop, which had new shingles and were repainted in 2024, and the pole shed, which had a new roof around 2022. The home also includes a whole-house Generac generator. The home affords stunning sunrises and sunsets, relaxing views, and is located only minutes from La Crosse, WI, and La Crescent, MN, and is in the famed Driftless Region.

32979 County Road 1, La Crescent

Listing courtesy of Whitetail Properties Real Estate.

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

115 Keiper Drive, Minnesota City

Listing courtesy of Edina Realty, Inc..

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