633 properties for sale in Winona County

Pristine 1-owner country acreage that has literally everything: large, attached 2-car garage (heated), detached 30x40 garage, and 30x40 pole shed. Completely private setting with a usable yard surrounded by mature woods. See the soaring 2-story wooden vault and giant windows as you enter the great room; the large kitchen shows well with tons of cabinets and pantry, granite tops, and high-end appliances. Interior layout favors any lifestyle, as there is a primary suite with laundry on the main floor, while also having upper and lower bedrooms and bathrooms for children/guests. Enjoy the front and rear decks and circular patio/firepit while outside. Newer roof and HVAC, meticulous woodwork throughout, everything about this home is thoughtful and well-done!

This spacious four-level home offers exceptional square footage with 5+ bedrooms, 3 bathrooms, and multiple living and entertainment areas designed for comfort and flexibility. Featuring an updated kitchen, updated appliances, updated bathrooms, generous room sizes, and immaculate condition throughout, this home is truly move-in ready. The private upper-level primary suite is a standout feature, offering its own family room, cozy fireplace, office space, walk-in closet, and bath—your own retreat within the home. Additional living areas throughout provide room for everyone, whether you need gathering spaces, recreation areas, or quiet corners to unwind. Car enthusiasts and hobbyists will appreciate the impressive garage setup, including a 2+ stall garage plus, a hidden workshop/garage space perfect for projects or storage. The hot tub is included, and this beautiful 1/3-acre lot provides excellent outdoor entertaining space. A rare find with this much finished space, versatility, and ca

Nestled into a protected hillside on 2 picturesque acres at the edge of town, this custom ranch home offers the perfect blend of privacy, comfort, and convenience with views of the river valley, park and city. Designed for easy main-level living, the custom-built home features 5 spacious bedrooms, 2 bathrooms, generous closet space, and two cozy fireplaces that create warm and inviting living areas throughout. The completely finished lower level offers 3 spacious bedrooms, bath, family room, TV or bonus room with gas fireplace and a large storage room. The lower level provides an ideal setup for a home business (former beauty salon), hobby space, or additional living potentials. Thoughtfully updated with improvements including the roof, A/C (both 2024), and a beautiful walk-in shower, this home is move-in-ready while still offering incredible flexibility. Outside, the professionally landscaped grounds create a peaceful retreat in a quiet cul-de-sac location. A 2-car attached garage add

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-f

Expansive 4 bedroom, 2 bath, 1958 Ranch with an attached 2-car heated garage. Featuring 1260 sq. ft. Of living space on the main level including all 4 bedrooms and hardwood floors. The property also boasts a large fenced backyard with deck, and a partially finished basement with a huge family room with egress window. Conveniently located on a dead-end street close to shopping, medical facilities and Lake Park. Enjoy a short bike ride to Lake Winona and/or the famous Lakeview Drive Inn. Bring your ideas as this one has so much space and potential that you won't want to miss it!

Exceptional Urban Living! Welcome to 20 Lenox Street. Retreat from the hustle and bustle of every day life in this spectacular 3 bedroom (on one level) home, which incorporates exceptional craftsmanship and quality to create an architectural gem that blends a timeless design with contemporary comfort! Get ready for the WOW factor! No detail was overlooked when designing and updating this special home withits fabulous floor plan, amazing finishes, and special features throughout. Gleaming floors welcome you to beautiful well proportioned rooms. This enchanting Winona home features a state-of-the-art kitchen which will be a chef's dream! This property is warm, spacious and inviting and provides perfect indoor and outdoor areas for family living and family fun as well as for entertaining friends! If you need a 4th bedroom the finished lower level provides a perfect opportunity by just adding an egress window to one of the beautifully appointed rooms! The specialness of this home creates a

This home, which is rental certified until September 2027, is a well-maintained 3 bedroom, 1¼ bath home offering space, functionality, and plenty of storage inside and out! A durable steel roof adds long-lasting value and peace of mind for the future. Step inside to find a spacious main floor featuring a comfortable bedroom, a nice-sized living room, with a large dining room nearby, providing plenty of room for gatherings, relaxation, or entertaining. The kitchen offers convenient two-door access to the outdoors, making grilling, gardening, or backyard entertaining a breeze. Throughout the house you will find wide, wood baseboards for a nice touch. Upstairs, you’ll find two additional bedrooms, for family, guests, or a home office setup. Head downstairs to discover a versatile lower level complete with a flex area, a dedicated office space, with laundry and storage area, along side an oversized storage room, and a mechanical room with even more storage possibilities. Perfect for keepin

Location, location, Location! This charming home is a short walk to campus and just minutes away from the lakes. This three-bedroom home has a rental license that will add to more possibilities. You could live in this home or rent it out! The exterior and interior have been recently painted. This home has main floor living with bedroom, laundry, and kitchen all on the same floor. Make an appointment today!

This spacious 5–6 bedroom, 3 bathroom home at 226 Market St offers incredible flexibility whether you’re looking for a certified rental investment or a large single-family residence. With generous living space and thoughtful updates throughout, this property is ready to move right in or continue generating income. The home features an updated kitchen with stainless steel appliances, along with modernized bathrooms that blend style and functionality. Major improvements include updated plumbing and electrical, as well as newer second-level windows, giving buyers added peace of mind. One of the standout features is the fantastic front porch, perfect for relaxing, visiting with neighbors, or enjoying warm summer evenings. The property also includes a spacious three-car garage, offering plenty of room for vehicles, storage, or workshop space. Located just minutes from the heart of downtown, you’ll enjoy convenient access to local shops, restaurants, parks, and riverfront attractions while s

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 prio

Welcome home to this well-maintained 3 bedroom, 2 bath ranch home conveniently located at 840 52nd Ave. In Goodview, just steps from the walking path and near Goodview Elementary School. The main level features three bedrooms all on one level, a spacious living room, kitchen and dining area, and a full bathroom, offering a functional layout for everyday living. The lower level provides even more living space with a large family room, bar area, bathroom, ample storage, and an additional room currently being used as a bedroom (non-egress window). Outside, you’ll appreciate the oversized backyard complete with a patio area, storage shed, and a two-car garage — perfect for entertaining, relaxing, or extra storage needs. Conveniently located near parks, schools, and local amenities, this home offers space, comfort, and a fantastic location!

Welcome home to this spacious and inviting 2-bedroom, 3-bath residence conveniently located in the heart of Winona! With exceptionally large bedrooms, each featuring its own private bathroom, this home offers comfort, privacy, and a layout that's perfect for a variety of lifestyles. The oversized living room provides an ideal gathering space, while the generous dining room is ready for everything from holiday celebrations to everyday meals. The kitchen is designed with functionality in mind, offering abundant storage and enough space for a large family-sized table. You'll appreciate the convenience of laundry on both the main floor and in the basement, making daily chores easier no matter where you spend your time. Outside, the beautifully landscaped front yard comes alive with wildflowers and new tree seedlings planted in 2025 creating colorful curb appeal. The large, fenced backyard is perfect for entertaining, pets, or play, complete with a spacious deck and a garage-sized storage s

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 fi

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

Welcome to 217 Whispering Hills Drive in St. Charles, a beautifully updated home offering the perfect combination of space, comfort, and updates. With 5 bedrooms, 3.5 bathrooms, and a spacious 3-car garage, this property is designed to accommodate both everyday living and entertaining with ease. Set on a beautiful lot in a desirable neighborhood, this home has been thoughtfully refreshed from top to bottom. Recent improvements include a new roof, refinished hardwood floors, all new carpeting, and fresh paint throughout, creating a move-in-ready experience for its next owners. The home's mechanical systems and appliances have also been recently updated, providing peace of mind for years to come. Inside, you'll find generous living spaces, plenty of room for family and guests, and a functional layout that offers flexibility for a variety of lifestyles. Large windows bring in abundant natural light while showcasing views of the surrounding property. Step outside and enjoy the beautifully

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 i

Better than new! Located in the heart of Winona, this stunning 4-bedroom, 3-bath home has been rebuilt from the ground up with quality craftsmanship throughout. Nearly everything is new, including the plumbing, electrical, furnace, central air, roof, and so much more—offering the peace of mind and feel of new construction while maintaining its convenient in-town location. Step inside to an inviting open-concept floor plan featuring a beautifully designed kitchen, spacious living area, and convenient main-floor laundry. The main-floor primary suite includes a private bath and a walk-in closet, while the additional bedrooms offer generous space and storage. Outside, you'll love the oversized two-car garage with alley access, providing plenty of room for vehicles, hobbies, and extra storage. Located just minutes from shopping, restaurants, parks, and everything downtown Winona has to offer, this home truly checks all the boxes. Homes with this level of renovation rarely come available. Sc

Tucked away on 4+ private acres at the edge of town, this one-of-a-kind custom-built home offers the perfect blend of luxury, privacy, and convenience—just minutes from Winona. Surrounded by mature woods, scenic walking trails, and breath taking sunset views, this picturesque property has been lovingly updated with virtually every detail thoughtfully improved. Featuring 4 bedrooms and 5 bathrooms, this exceptional home offers incredible flexibility with a separate guest suite that could easily serve as a private office, mother-in-law suite, or even a rental opportunity. Inside, you'll find soaring vaulted ceilings in the primary suite, beautiful built-in cabinetry, multiple fireplaces, and warm, inviting living spaces designed for both everyday comfort and entertaining. The stunning sunroom and cathedral-ceiling three-season porch bring the outdoors in, while the expansive multi-level deck, fire pit, and peaceful outdoor living spaces create the perfect setting to relax or gather with

Neat n' clean bungalow in a quiet, West neighborhood with 2 spacious bedrooms, full basement ready for finishing, close to shopping, restaurants, etc. Maintenance free siding, updated windows and 4-year-old roof. This one is ready for a new owner!

This stunning property is set on 5 private, pristine bluff-top acres overlooking the Mississippi River Valley. Panoramic views, spectacular sunrises & sunsets, and a sea of wildflowers enhance this extraordinary estate. Sparkling with natural light, the 3 bedroom 3 1/2 bath Prairie-style home offers vaulted ceilings, hardwood floors, and a dramatic sunken living room with a wood-burning fireplace & walls of windows that frame the breathtaking surroundings. The chef's kitchen features commercial grade Viking appliances, custom cabinetry & honed granite countertops, while the three-season room invites you to linger over the ever-changing landscape. An in-ground heated pool, hot tub, open-air cabana, impeccable landscaping, & an oversized 2.5-car garage complete this exceptional retreat!

Welcome to 520 Hamilton St! This inviting property has been meticulously renovated from top to bottom. From the moment you step into well appointed kitchen with all new SS appliances, cabinets, & tile backsplash, you’ll feel right at home. This inviting property offers spacious living areas filled with natural light and a functional layout designed for modern living. The home features complete main floor living with large bedroom & 2 walk-in closets, laundry, and full bath. Upper level consists of 2 more bedrooms, and completely brand new full bath. In addition, you’ll have years of enjoyment with new flooring throughout, paint inside & out, electrical, plumbing, doors, trim, & SO MUCH MORE! Outside you’ll enjoy the covered porch, large deck, and 2 car garage with bonus workshop. Property is conveniently located just blocks from Lake Winona, schools, shopping, and the scenic Mississippi River. Call today for your private tour!

Located on a quiet cul-de-sac, this spacious walkout two-story home sits on an impressive 1.47-acre wooded lot overlooking a pond. It offers 5 bedrooms, 4 bathrooms, and an attached 3-stall garage. Inside, you’ll find an inviting main living area with a fireplace, an open kitchen and dining space, custom-style cabinetry, main-floor laundry, a walk-in closet, and a finished walkout lower level. Enjoy the peaceful, private backyard setting from the deck or welcoming front porch. With numerous recent updates and a completed pre-inspection, this home is ready to enjoy with added peace of mind

Set among the scenic bluffs, this unique acreage offers remarkable views from multiple vantage points and a setting that captures the beauty of the surrounding landscape. The main level features a spacious primary suite with a large walk-in closet and private full bathroom, along with a second bedroom connected to a convenient pass-through full bathroom. The living room features a cozy wood stove, creating a warm and inviting gathering space, while the sunroom provides a bright place to relax and take in the sweeping bluff views. A large kitchen and dining area offer plenty of space for everyday living and entertaining, and an additional bonus room provides flexibility to tailor the space to your needs. Two spacious decks extend the living area outdoors and overlook the stunning scenery. The walkout lower level includes a family room, a 3/4 bathroom, and a bonus room without an egress window that may serve well as an office, hobby room, or additional flexible space. With its versatile

Rare opportunity to own your own slice of Mississippi River frontage! Whether you’re looking for a peaceful weekend getaway, investment opportunity, or the perfect location to build your future dream home, this property offers endless possibilities. Enjoy the beauty of river living with breathtaking views, wildlife, fishing, boating, and quiet evenings surrounded by nature. Conveniently located just minutes from Winona and La Crosse, you get the privacy and serenity of the river without sacrificing convenience. The existing 2 bedroom, 1 bath cabin/cottage offers charm and potential while you plan your next chapter. Properties with this setting and opportunity do not come along often come experience everything river life has to offer

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