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$220,000
3 Beds 2 Baths 7142018 MLS
Charming Ranch Home on a Spacious Half-Acre Lot! Welcome home to this inviting 3-bedroom, 2-bathroom ranch-style home, ideally situated on a generous half-acre lot. Offering comfortable living spaces and plenty of room to enjoy the outdoors, this property has something for everyone. Step inside to find new flooring throughout most of the home, creating a fresh and updated feel. The home offers three bedrooms, two bathrooms, and a private home office—perfect for working from home or creating a dedicated study or hobby space. The lower level adds even more living space with a comfortable family room, ideal for movie nights, entertaining, or relaxing with family and friends. A large laundry room provides excellent storage and functionality. Outside, enjoy the expansive half-acre lot featuring a large vegetable garden in the backyard, offering plenty of space for gardening and outdoor activities. The new backyard deck provides the perfect spot for morning coffee, summer gatherings, or simply enjoying the peaceful surroundings.

4618 W 5th Street, Winona

Listing courtesy of Edina Realty, Inc..

$319,900
3 Beds 2 Baths 7140082 MLS
Historic Character, Timeless Charm & Peaceful Surroundings Welcome to a truly special 3-bedroom home where local history, distinctive craftsmanship, and comfortable living come together. An inviting open-concept main floor creates a wonderful flow for everyday living and entertaining, with a beautiful kitchen at the heart of the home, featuring ample storage and plenty of kitchen cabinetry. One of the home's most remarkable features is the one-of-a-kind fireplace crafted from two varieties of brick salvaged from the streets of 1800s Winona. Rich with local history and character, this exceptional architectural feature is a beautiful reminder of the community's past and a conversation piece unlike any other. Cozy up and keep warm by the gas fire, creating the perfect gathering spot on cool evenings. Adding even more character is a local stained-glass window, bringing beautiful color, artistry, and a unique sense of place into the home. Together, the historic brick fireplace and stained glass create an atmosphere filled with warmth, personality, and connection to Winona's heritage. The main floor underwent an extensive remodel in 2007, providing comfortable and functional living spaces while retaining the home's distinctive character. Main-floor laundry adds everyday convenience, while the two-car garage offers excellent parking and storage. Surrounded by mature trees, the property offers a peaceful and tranquil setting—an inviting place to enjoy quiet mornings, relax outdoors, or simply appreciate the beauty of the established landscape. The roof was replaced in 2021, providing an important recent update and added peace of mind. Historic details, thoughtful updates, abundant storage, mature trees, and a peaceful setting make this a truly distinctive Winona home—one with a story to tell and character you simply can't recreate.

106 Glendale Road, Winona

Listing courtesy of Real Broker, LLC..

$264,999
2 Beds 2 Baths 7139157 MLS
This spacious 2-bedroom, 2-bathroom home is updated, move-in ready, and offers plenty of room to make your own. Inside, you’ll find a welcoming living room, comfortable kitchen and dining areas, and a large sunroom just off the dining room—providing the perfect additional space to relax or entertain. The basement adds even more versatility with a finished family room and bonus room that offers potential for a third bedroom, home office, playroom, or hobby space. Outside, enjoy a large backyard and the convenience of a one-car garage. The location is hard to beat, with Lake Winona, a disc golf course, and ball fields just a short distance away, plus a beautiful view of Sugar Loaf right from the front window. With updated living spaces, flexible rooms, and a great Winona location, 496 E Sarnia Street is ready to welcome its next owner!

496 E Sarnia Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$439,000
4 Beds 3 Baths 7136924 MLS
Prepare to be surprised by everything this spacious home has to offer! Step inside and you’ll find a warm, inviting interior featuring beautiful bamboo flooring and a fantastic kitchen with stainless steel appliances, solid-surface countertops and plenty of space for cooking and gathering. The sun-filled four-season room, cozy gas fireplace and inviting living spaces make this home wonderful for both everyday living and entertaining. Generously sized bedrooms include a primary suite with a private half bath, while the lower level offers incredible flexibility with a large family room, kitchenette, additional bedroom and ¾ bath—ideal for guests, extended family or multigenerational living, with potential for rental use, subject to City rental certification. Additional highlights include a newer roof, yard sprinkler system, an impressive four-car garage and an additional carport providing exceptional parking and storage. Conveniently located near downtown Winona, this exceptionally well-maintained home offers far more than meets the eye—space, versatility and thoughtful features you truly need to see in person to appreciate.

65 E Broadway Street, Winona

Listing courtesy of Edina Realty, Inc..

$339,900
4 Beds 2 Baths 7135485 MLS
Whether you want to have your business right at home or need plenty of storage space, this is the one, just minutes from Winona. This home is booming with character and waiting for you to add your touches. With four generous bedrooms, two bathrooms, an updated kitchen with new appliances, large dining & living rooms, attached one car garage, a partially finished basement for additional living space, you have plenty of room for the whole family. The vast backyard has an oasis with a large deck, established garden, plenty of green space and a creek providing stunning views and trout fishing. Additional storage is available in the climate controlled detached garage as well as the large shop that is already setup for a taxidermy business but could easily be used for another business or storage. A parking area next to the shop is perfect for additional off-street parking for additional vehicles or customers. Come see the endless possibilities and opportunities this home offers before it's too late!

8270 E Main Street, Winona

Listing courtesy of RE/MAX Advantage Plus.

$275,000
3 Beds 2 Baths 7134711 MLS
Welcome to this well-cared-for 3-bedroom, 2-bath home on Lake Boulevard, where year-round views of Lake Winona take center stage. Large living room windows bring the beautiful lake scenery inside and create a welcoming space to relax and enjoy the changing seasons. The home features new windows throughout, new laminate flooring, and spacious bedrooms with plenty of room for family, guests or a home office. An attached tuck-under garage adds everyday convenience, while the private backyard provides a great setting for gathering with friends, enjoying the outdoors or simply taking in the peaceful surroundings. A standout feature for hobbyists, mechanics or anyone needing extra space is the detached 18' x 26' garage in the backyard, offering plenty of room for a workshop, projects, storage or recreational equipment. With its combination of lake views, updates, outdoor space and exceptional garage setup, this Winona home offers a lifestyle that is hard to duplicate.

689 E Lake Boulevard, Winona

Listing courtesy of Re/Max Results.

$260,000
3 Beds 2 Baths 7130964 MLS
Welcome to this inviting 3-bedroom, 2-bath home offering a comfortable layout and a convenient location close to parks, schools, downtown, shopping and dining. The spacious front porch provides a welcoming entrance and a great place to relax. The main level features a spacious dining room, eat-in kitchen with ample cabinet space, main-floor bedroom, full bathroom and convenient main-floor laundry, along with a back porch. Upstairs you’ll find two additional bedrooms and a second bathroom. Outside, enjoy a partially fenced yard, large deck and one-car garage. Additional highlights include plenty of storage throughout, forced-air heat, central air and all appliances included. A comfortable home with a functional layout in a convenient Winona location!

351 E Sanborn Street, Winona

Listing courtesy of Edina Realty, Inc..

$283,000
3 Beds 2 Baths 7129104 MLS
Welcome home to this charming 3-bedroom, 2-bathroom home in a fantastic Winona location! Enjoy stunning views from the living room and primary bedroom, along with beautiful red oak hardwood floors in the main living and dining areas and two main-floor bedrooms. The hardwood floors were refinished in 2018, and the kitchen features a new laminate countertop installed in December 2024. The inviting living room includes a wood-burning fireplace insert, while the sunroom offers triple-pane windows filled with krypton gas for exceptional insulation and energy efficiency. The home also features solar panels in the backyard, and all appliances are less than six years old. The water line to the main was replaced in 2020. Step outside to enjoy nearby walking and biking paths connecting to the lakes, with hiking in the bluffs also close by. The library and downtown Winona are approximately 1.5 miles away. Add in wonderful location that puts outdoor recreation and local amenities within easy reach, and this home is one you won't want to miss.

1103 Gilmore Avenue, Winona

Listing courtesy of Pemberton RE.

$225,000
4 Beds 2 Baths 7130625 MLS
First time on the market and truly one of a kind! This fun and whimsical property offers amazing views, beautiful established perennials and features you simply don't find every day. The main home has 3 bedrooms, a full bathroom, laundry tucked into a butler's pantry and 2 rooms with incredible views. The basement offers tons of storage. Outside, enjoy one of the most unique screened porches you will ever see, plus what is believed to be Winona Trolley #9, ready to become a garden shed or she shed. The lower level home includes a separate 1 bedroom living space with a kitchen, bathroom and laundry, perfect for guests, extended living or a mother in law suite. It could also offer potential for conversion to a garage. A truly special property!

149 E Lake Boulevard, Winona

Listing courtesy of Keller Williams Premier Realty.

$180,000
4 Beds 1 Baths 7130168 MLS
Super convenient location close to the bike path with great views of Sugar Loaf! Set back from the street, this home offers a little more privacy and space, plus a yard filled with established perennials. Check out all of these updates! New roof in 2021 and brand new hot water heater. With the exception of the refrigerator, all appliances, including the washer and dryer, are under 5 years old. You'll find 4 bedrooms, including one extra large room that could easily be a crafting room, playroom, or whatever fits your needs. Two bedrooms are on the main level and two are upstairs, along with a large amount of storage space. Enjoy the outdoors from the front porch without worrying about the bugs. Main floor laundry and bathroom add convenience and make everyday living easier. This home is an open canvas ready for your personal touches and ideas!

561 E Belleview Street, Winona

Listing courtesy of Keller Williams Premier Realty.

$265,000
3 Beds 1 Baths 7129489 MLS
Welcome to 34810 Old Homer Road, a cozy, cabin-like retreat situated just across from the Mississippi River! This charming three-bedroom, one-bath home offers comfortable one-level living with spacious bedrooms, a generous full bathroom, newer furnace and central air, and a warm, inviting feel throughout. What truly sets this property apart is the additional lot, offering an incredible opportunity to build your dream home while enjoying the existing home for yourself, guests, or future possibilities. The additional lot features a gazebo/entertainment area, creating a great spot to relax and gather with family and friends. Outside, you’ll also find a storage shed, an established garden area with apple trees, rhubarb and beautiful lilacs, plus a large deck offering plenty of outdoor living space and ready for a little TLC. With its unique setting, additional lot and fantastic location across from the Mississippi River, this property offers possibilities that are hard to find!

34810 Old Homer Road, Winona

Listing courtesy of Edina Realty, Inc..

$924,900
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.

$339,900
4 Beds 1 Baths 7125858 MLS
The shop is the true standout. With 2,275 sq. ft. that have 16-foot ceilings, two 14-foot garage doors, three additional 8-foot garage doors, and a heated portion of the building, there is an incredible amount of room for vehicles, equipment, hobbies, storage, and a 1/4 bathroom. Finding this kind of substantial workspace on a property this close to everything Winona has to offer is exceptionally rare. A total of 3,601 insulated and heated, including an extra 560 sq. ft. not heated = total 4,161 sq. ft. The home offers the opportunity to make it your own and needs new flooring throughout, allowing the next owner to choose flooring that fits their style and vision. Adding even more value and peace of mind, the roofs on both the home and shop were put on in 2022. Outside, enjoy the incredible setting beneath Sugar Loaf and take in the views of Winona and the surrounding Driftless Area. With more than a half-acre of land, there is room to enjoy the property while still being conveniently located in town. If you've been looking for a property that combines a home, land, breathtaking views, and an exceptionally large shop in the heart of Winona, this is one you won't want to miss. The shop alone makes this property a rare find—and the location, acreage, and views make it even more special. WELCOME HOME!

765 E Lake Boulevard, Winona

Listing courtesy of Real Broker, LLC..

$369,900
4 Beds 5 Baths 7124774 MLS
Tucked away on a quiet cul-de-sac, this home is more than just a place to live—it’s a deep breath of fresh air at the end of a long day. From the moment you step inside this exceptionally well-built 4-bedroom, 3 1/2 bath walkout ranch home, you are greeted by an undeniable sense of peace and space. Vaulted cathedral ceilings draw the eye upward, allowing natural light to cascade through a floor plan that flows effortlessly and just feels right. Beautiful, durable luxury vinyl plank (LVP) flooring grounds the main level, perfectly balancing modern style with everyday practicality. Imagine waking up and stepping out onto your huge, sprawling deck—the perfect sanctuary for a quiet morning coffee. From here, you overlook truly amazing landscaping. The vibrant garden flowers were thoughtfully chosen to create a private nature retreat, regularly attracting hummingbirds and a flurry of pollinators throughout the season. Inside, daily life is designed for pure ease. The convenience of a main-floor laundry room and a built-in central vacuum system means you spend less time on chores and more time enjoying your surroundings. For the hobbyist or the weekend warrior, the attached garage offers a fantastic retreat, complete with a dedicated work nook and a convenient water faucet for all your projects or gardening needs. Best of all, you can simply unpack and relax. With a 4 yr old roof, maintenance-free siding, and 3 yr old mechanicals, the heavy lifting and big-ticket updates have already been done for you, offering the ultimate luxury: absolute peace of mind.

4820 13th Street, Winona

Listing courtesy of RE/MAX Results.

$309,900
1 Beds 1 Baths 7123595 MLS
Escape to the peace and privacy of country living with this charming farmhouse situated on 6.7 scenic acres at the end of a quiet dead-end gravel driveway. Updated in 2014/2015, this inviting home blends modern comforts with much charm. The spacious kitchen serves as the heart of the home, featuring in-floorheat, a cozy pellet stove, and two convenient exterior doors providing easy access to either the welcoming front porch or the 16x16 backyard deck...perfect for enjoying your morning coffee or entertaining family and friends. The main floor also offers a comfortable living room filled with natural light, a full bathroom, and the convenience of main floor laundry. Upstairs, you'll find a generous bedroom complete with a relaxing sitting area, along with a large 13x16 storage room that offers excellent potential to be converted into an additional bedroom, office, or hobby space. Outside, the possibilities are endless with a sprawling yard surrounded by open countryside. The property includes a 24x25 garage/shed ideal for projects or extra storage, a spacious 26x40 machine shed for equipment or recreational vehicles, and a classic barn waiting for someone to restore it to its former glory. Brand new septic system in 2015. Whether you're dreaming of a hobby farm, gardening, raising animals, or simply enjoying the relaxing feel of rural life, this property offers the space, privacy, and versatility to make it your own. Don't miss this rare opportunity to own an updated country home with acreage and endless potential. Don't miss your chance...CALL FOR AN APPOINTMENT TODAY!

37000 Krage Drive, Winona

Listing courtesy of Keller Williams Premier Realty.

$699,900
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.

$349,900
3 Beds 3 Baths 7122511 MLS
Welcome home to this beautifully maintained 3-bedroom, 3-bathroom property offering generous living spaces, abundant storage, and a wonderful setting overlooking an open field. The spacious layout includes an inviting eat-in kitchen, a separate dining room, and large bedrooms designed with both comfort and functionality in mind. The primary suite features a large walk-in closet and a bathroom complete with a relaxing, jetted tub. You'll appreciate the convenience of the attached two-car garage and the additional living space provided by the enclosed three-season room. Step outside onto the rear deck and enjoy peaceful views with no backyard neighbors. With its thoughtful layout, spacious rooms, and meticulous upkeep, this home is ready for its next owners to move right in and enjoy.

1304 Mcnally Drive Unit A, Winona

Listing courtesy of Key Real Estate.

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