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$169,900
3 Beds ⋅ 1 Baths ⋅ 7120056 MLS
763 W Mark Street, Winona Is A Sleeping Beauty! You will LOVE the 3 Main Floor Bedrooms, Spacious Kitchen with Tiled Floors, Replaced Cabinetry & Countertops & Stainless Steel Appliances, Newly Stained & Painted Front Porch & Expansive Back Deck. The Backyard is Fully Fenced, offering privacy & safety for families, children & pets, plus open parking for 2+ vehicles! The Roof, Thermo Windows, Stainless Steel Appliances, Water Heater & Forced Air Furnace are all in good condition! The Main Floor also includes a separate Laundry Room with Washer & Dryer included in the sale. Special Bonus - The Fully Finished Upstairs offers 2 rooms which are perfect for many purposes: an office, hobby room, exercise room, den, storage, media/gaming, additional sleeping & storage galore! All exterior staining & painting will be completed the week of August 3rd, 2026. This property is Rental Certified. Come & Look Now!

763 W Mark Street, Winona

Listing courtesy of Jewson Realty.

$315,000
3 Beds ⋅ 2 Baths ⋅ 7120123 MLS
Immaculately maintained and nicely updated 3-4 Bedroom, 2 Bath Rambler in convenient West side location. Close to shopping, schools and restaurants! The 2-car attached garage features a newer 10'x20' workshop addition on the back. You are sure to enjoy the tranquil backyard green space, the manicured landscaping, and the new paver patio. The main level boasts 3 bedrooms, newer LVP flooring, and an updated kitchen with Stainless Steel appliances. The lower level is partially finished and has so many possibilities. You'll be sure to enjoy movie night in the massive family room. The bonus/game room can be turned into a 4th bedroom, and there is so much storage space. Updates include: the kitchen, SS appliances, windows, flooring, roof, vinyl siding, gutters, driveway, water heater, and radon mitigation system. This gem is ready for you to move right in and enjoy. Schedule your appt. before it's gone!

334 Oak Street, Winona

Listing courtesy of Real Broker, LLC..

$99,000
7118928 MLS
Imagine building your dream home where every day begins with breathtaking views of the Mississippi River and the stunning beauty of the Driftless Area. This incredible homesite offers the perfect opportunity to create a home that is uniquely yours while enjoying one of nature's most spectacular backdrops. Watch the seasons transform the landscape from your own backyard as bald eagles soar overhead, barges make their way up and down the river, and elegant cruise ships pass through the valley. Whether you're enjoying your morning coffee at sunrise or unwinding in the evening, the views are simply unforgettable. Don't miss this rare opportunity to own a piece of the Driftless Region and build the home you've always imagined. Contact the listing agent today for complete details and available information. **Please do not walk the property without your real estate agent. All showings must be accompanied by a licensed real estate agent.**

25579 Leeward Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$265,000
2 Beds ⋅ 2 Baths ⋅ 7119443 MLS
Affordable Opportunity in a Great Winona Neighborhood! Here’s your chance to own an affordable home in a desirable Winona neighborhood! This 2-bedroom, 2-bath home offers comfortable living today with the potential to easily create additional bedrooms as your needs change. Many important updates have already been completed over the years, including the kitchen, windows, roof, water heater, and driveway extension. Hardwood floors add character to the main level, while the finished lower-level family room provides extra space for entertaining, hobbies, or relaxing. Step outside to enjoy the fenced backyard with a deck—perfect for grilling, pets, or spending time outdoors. With its great location, functional layout, and room to make it your own, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for an affordable place to call home.

1661 W 6th Street, Winona

Listing courtesy of Edina Realty, Inc..

$1,800,000
4 Beds ⋅ 3 Baths ⋅ 7108534 MLS
Positioned along the coveted main channel of the Mississippi River in Dresbach, Minnesota, this extraordinary custom residence was thoughtfully designed to embrace its remarkable setting while standing the test of time. Originally built in 2008 by Benson Construction, this estate is ingeniously structured so that every single riverfront room captures a panoramic, two-directional view of the water. Resting secretly on solid bedrock, this 4,500-square-foot home ensures absolutely no settling. This exceptional engineering combines with a striking exterior featuring natural stone, a Dryvit finish, and a distinctively curved steel roof. Inside, a dramatic 30-foot barrel ceiling frames a unique copper-door entry. The home features premium Brazilian Tigerwood flooring, a slate fireplace, and exquisite solid maple panel doors and millwork handcrafted by local Amish artisans. The layout offers 4 bedrooms, 2.5 bathrooms with luxury Kohler fixtures, and custom cabinetry in the library and master closets. A chef's kitchen boasts premium Diamond cherry cabinets, a Sub-Zero refrigerator/freezer, and a professional 6-burner Wolf cooktop and oven. Vehicles are housed in a deep 3-car garage finished with clean epoxy flooring. Outside, a composite circular deck overlooks approximately 110 feet of private shoreline with a private dock protected by a strategic wing dam. High-efficiency utilities feature luxurious heated hydronic concrete floors, off-peak energy electrical systems with Clearwater solar credits, a Moen Flo smart water monitor, and a reverse osmosis drinking system. The property includes landscaped butterfly gardens, low river traffic north of Dam 7, and local bike trail access. This is a residence defined not just by luxury, but by structural permanence and artistic excellence. Every element—from the raw, bedrock-anchored engineering to the meticulous Amish-crafted millwork—proves that no detail was overlooked and no compromise was made. To own this home is to inherit a masterclass in architectural integrity, offering an elite riverfront lifestyle built to endure for generations to come.

30960 Old Mill Road, Dresbach

Listing courtesy of Century 21 Affiliated.

$185,000
2 Beds ⋅ 2 Baths ⋅ 7118804 MLS
Welcome home to this well-maintained 2 bedroom, 2 bathroom ranch offering the convenience of one-level living with additional finished space in the basement! Whether you're looking for your first home, downsizing, or simply want a move-in ready property, this home checks all the boxes. Inside, you'll find beautiful hardwood floors in both bedrooms, an eat-in kitchen with appliances included, and a functional layout designed for comfortable everyday living. The finished lower level provides extra living space that could be used as a family room, hobby area, home office, or guest space. Outside, enjoy a spacious yard and a heated 2-car detached garage, giving you plenty of room for vehicles, storage, or projects year-round. The convenient Winona location puts you close to parks, schools, shopping, and everything the city has to offer. Don't miss your opportunity to make this charming home your own!

156 E Mark Street, Winona

Listing courtesy of Real Broker, LLC..

$510,000
5 Beds ⋅ 4 Baths ⋅ 7090573 MLS
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.

239 Willow Court, Saint Charles

Listing courtesy of Edina Realty, Inc..

$225,000
7117877 MLS
Completely renovated from top to bottom, this downtown Lewiston commercial property offers the perfect blend of modern updates and future potential. The building has undergone an extensive transformation, giving the next owner the confidence of major improvements already being completed. Brand-new electrical system with a 200-amp service and three-phase power to the building. New rubber roof for long-term durability and low maintenance. 40 inches of blown-in insulation in the attic for exceptional energy efficiency. New subfloor throughout, new front windows and exterior trim, enhancing the building's curb appeal and natural light. This property has endless potential!

80 E Main Street, Lewiston

Listing courtesy of Loam Commercial Real Estate.

$75,000
7117837 MLS
If you've ever dreamed of building your own home, this is your chance. This stunning lot is located in Rollingstone, MN surrounded by the beautiful bluffs. Imagine designing a space just for you, in a peaceful small town with parks, a school, walking trails, biking trails and ponds to fish or watch the wildlife. There is much to offer including a small town cafe and a local museum. You get all of these attractions just 10 minutes from the west end of Winona. These lots are ready—to—build with all the amenities, including city water and sewer, electric, two internet providers, and natural gas. All assessments are paid as well. Don 't miss your chance of building your own home!

210 Sweetwater Drive, Rollingstone

Listing courtesy of Edina Realty, Inc..

$539,900
6 Beds ⋅ 3 Baths ⋅ 7116367 MLS
Must see this stunning 6 bed 3 bath home located in one of the most desirable areas of Winona, ample space for entertaining and enjoying, some features include hardwood floors, large en suite, newer appliances, nice 3 car garage with basement access, fireplace, large kitchen, solid stone counters, great backyard, and more. Call today!

1850 Garvin Heights Road, Winona

Listing courtesy of Coffee House Real Estate LLC.

$950,000
5 Beds ⋅ 3 Baths ⋅ 7116381 MLS
Stunning oppurtunity awaiting, former industrial plant with plenty of power, multiple wells, sitting on 13 acres, high end finishes in office/potential residential space, spray foam, geo thermal, wood land, sitting on pavement with room to expand or enjoy, this is a one of a kind property and the potential is just waiting! Call today before it gets away.

23671 County Road 37, Saint Charles

Listing courtesy of Coffee House Real Estate LLC.

$549,900
3 Beds ⋅ 2 Baths ⋅ 7114286 MLS
Every detail of this thoughtfully designed 2024-built home has been carefully considered, from the elegant under-cabinet lighting to the high-end appliances and luxurious hard surface kitchen countertops that create a stunning and functional kitchen. The fully insulated garage already has water installed, is prepped for a future furnace with the necessary hookups in place, and is prewired for an electric vehicle charger, making it easy to create a comfortable, functional, year-round workspace. Step outside to the nearly 200-square-foot covered deck and soak in the breathtaking bluff views overlooking the scenic Driftless Valley. Built with quality and longevity in mind, this home showcases exceptional craftsmanship, premium finishes, and thoughtful design throughout. The partially finished lower level provides outstanding potential, already roughed in for two additional bedrooms, partially finished bathroom and a spacious family room while still offering abundant storage space. Whether you're looking for room to grow or simply appreciate superior construction and attention to detail, this home is sure to impress. Located in the charming community of Rollingstone, you'll enjoy the tranquility of small-town living while being just minutes from Winona. Combining quality construction, upscale finishes, and spectacular views, this remarkable 2024-built home truly has it all. Welcome home!

166 Rimrock Road, Rollingstone

Listing courtesy of Real Broker, LLC..

$380,000
4 Beds ⋅ 2 Baths ⋅ 6818648 MLS
Check out this beautiful 4 beds & 2 bathroom home with an oversized 2 stall garage, located in a delightful neighborhood of St. Charles. Not a standard split-level, featuring an expansive entryway! The updated kitchen is a chef's delight, featuring new granite countertops, SS appliances, loads of cabinetry, and updated light fixtures. The dining room walks out to the large deck, overlooking the spacious backyard which is treelined providing a serene & private setting. Two new woodburning fireplaces with gorgeous tile surrounds accent the large, open living spaces. The house is equipped with modern amenities, including a newer dishwasher, kitchen sink & faucet, plus the furnace, A/C & water heater were replaced in 2023! Other updates include: A new roof in 2024, New LVP flooring throughout the main level, sitting area and retaining wall in the backyard, Gazebo and firepit, woodshed, privacy fence, and washer/Dryer. Don't miss this perfect blend of comfort & convenience just 25 minutes from Rochester!

1560 Wabasha Avenue, Saint Charles

Listing courtesy of Keller Williams Premier Realty.

$495,000
5 Beds ⋅ 4 Baths ⋅ 7113201 MLS
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.

1555 48th Avenue, Winona

Listing courtesy of Edina Realty, Inc..

$409,000
4 Beds ⋅ 3 Baths ⋅ 7112622 MLS
Beautifully remodeled home located at the end of a quiet cul-de-sac. This property offers a country-like setting but is located just 10 minutes from downtown Winona. Outdoor enthusiasts will appreciate being close to a Holzinger Lodge trailhead, providing easy access to hiking, biking, walking, and all the natural beauty that makes Winona’s bluff country so special. This spacious home features four bedrooms and three bathrooms, including a primary suite on the main level. The open-concept floor plan centers around a large kitchen with pecan cabinetry, stainless steel appliances, brand new quartz countertops and backsplash and plenty of space for gathering and entertaining. Step out onto the composite deck and enjoy the privacy of a wooded backyard setting with view of the city during the winter months. The main level showcases refinished original hardwood floors and a striking two-sided Winona Stone fireplace that serves as a focal point between the living room and den/dining area. The newly remodeled walkout lower level offers two additional bedrooms, full bathroom, laundry room, and a spacious second family room featuring a TV area, fireplace, and walkout to patio. Extensive updates throughout the home provide both comfort and peace of mind, including Andersen windows, updated plumbing and electrical service with a 200-amp panel, newer roof and siding and fresh paint throughout. A large 8’ x 20’ storage shed with a concrete floor provides ample room for tools, equipment, and seasonal storage. This move-in-ready property combines exceptional updates, scenic views, outdoor recreation, and a highly desirable location into one remarkable home.

1260 Wincrest Drive, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$230,000
2 Beds ⋅ 3 Baths ⋅ 7111909 MLS
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 shed with plenty of room for lawn equipment, bikes, outdoor gear, and all your favorite toys. The property also offers 2-3 off-street parking spaces. Recent updates include Newer furnace (2020), New water heater (2024), New flooring in the primary bedroom (2026).

214 E Howard Street, Winona

Listing courtesy of Edina Realty, Inc..

$829,900
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.

$639,900
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 1.5 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..

$400,000
4 Beds ⋅ 4 Baths ⋅ 7111364 MLS
Welcome to this exceptional 4-bedroom, 4-bath home overlooking the golf course in Lewiston, where stunning views meet privacy and everyday comfort. Perfectly positioned overlooking the 7th tee box, you'll enjoy the peaceful ambiance of golf course living without the nuisance of stray golf balls or golfers in your backyard. Designed with both entertaining and everyday living in mind, the spacious open-concept floor plan features three generously sized bedrooms on the main level, along with a dedicated den/office that is ideal for working from home or creating a quiet living space. The beautifully appointed kitchen is truly the heart of the home, offering a large center island, abundant cabinetry and storage, a hidden microwave, and plenty of workspace for preparing family meals. The kitchen flows seamlessly into the expansive dining area and inviting living room, creating the perfect gathering space for family and friends. Just beyond the main living area, the oversized three-season sunroom provides panoramic views of the golf course and is the perfect place to enjoy your morning coffee or unwind at the end of the day. Step outside to the incredible backyard patio, where the soothing sounds of the gorgeous fountain and landscape lighting create your own private retreat. The expansive lower level offers endless possibilities with an oversized family room, a large recreation/workout room, a spacious fourth bedroom, a ¾ bath, and a sizable finished den currently used for storage but easily adaptable as a hobby room, office, or flex space. Golf enthusiasts will appreciate the convenient tuck-under golf cart garage, which also provides additional storage. The 2-car attached garage has been professionally upgraded with an epoxy-coated floor and additional overhead hanging storage, making organization a breeze. Recent improvements provide peace of mind and modern appeal, including all new main-level flooring in 2024 (LVP is waterproof), exterior painting completed in 2023, and a beautifully remodeled primary bathroom.

220 Country Club Drive, Lewiston

Listing courtesy of Edina Realty, Inc..

$264,900
5 Beds ⋅ 2 Baths ⋅ 7111039 MLS
Welcome to this well-maintained two-story duplex offering an excellent opportunity for both owner-occupants and investors. Featuring one upper unit and one lower unit, each residence has its own private laundry, creating convenience and eliminating shared common spaces. This property has seen numerous recent updates, including newer appliances, brand-new ovens in both units, a new laundry unit, fresh paint in the lower unit, and new siding and shutters completed in Fall 2025. Bright, sun-filled living spaces create a warm and inviting atmosphere in both units. Situated on a desirable corner lot in a great neighborhood, the property offers a large off-street parking area with plenty of room to add a spacious garage, if desired. An exterior storage shed provides additional storage for tenants or owners. With a proven rental history generating $2,400 per month, this duplex presents a fantastic investment opportunity while also serving as an ideal owner-occupied property with rental income to help offset your mortgage. Don't miss your chance to own this move-in-ready, income-producing property in a great location!

803 W 5th Street, Winona

Listing courtesy of Castle Realty, LLC.

$244,900
3 Beds ⋅ 3 Baths ⋅ 7111177 MLS
Welcome to this spacious and well-updated 3-bedroom, 3-bath end-unit townhome offering nearly 2,000 finished square feet in a desirable Winona location. Step inside to a bright and inviting main level featuring brand new LVP flooring, fresh paint throughout, and a large living space filled with natural light. The updated feel continues upstairs with all new carpet throughout the bedrooms and stairs, creating a clean, move-in ready experience from top to bottom. The functional multi- level layout provides excellent separation of space, while the second-story deck offers a great place to relax and enjoy open views overlooking green space, and ball fields. Enjoy views of Sugar Loaf from the deck as well as from two of the three bedrooms -bringing a unique and scenic backdrop to everyday living. The bright and cheerful kitchen is filled with natural light, offering expansive counter space and abundant storage. Downstairs, you’ll find additional finished space perfect for a rec room, home office, or flex area, along with ample storage. An oversized two-car tuck-under garage provides convenience and extra room for storage or hobbies. Enjoy low-maintenance living with an HOA that covers lawn care, snow removal, garbage removal, and access to a shared pool. With its combination of space, updates, location, and value, this home is a fantastic opportunity. Don’t miss out on this one!

1426 Mcnally Drive Unit I, Winona

Listing courtesy of Edina Realty, Inc..

$162,900
2 Beds ⋅ 1 Baths ⋅ 7111037 MLS
Attractive 2 bedroom home in a wonderful West/Central location within walking distance to West Lake Park and all it has to offer! Maintenance free vinyl siding, newer windows, nice sized rooms throughout, completely glassed in front porch, spacious lot and quiet neighborhood! Great opportunity for home ownership.

617 W Howard Street, Winona

Listing courtesy of Edina Realty, Inc..

$148,900
2 Beds ⋅ 1 Baths ⋅ 7110357 MLS
Cute and cozy 2 bedroom with tons of charm and character, plus it's located only 2 short blocks from Lake Park and all that it has to offer! Spacious rooms throughout, great open floor plan with a wonderful pantry off the kitchen. Large front porch featuring great morning sunshine.

653 Johnson Street, Winona

Listing courtesy of Edina Realty, Inc..

$265,000
3 Beds ⋅ 2 Baths ⋅ 7109737 MLS

293 Orrin Street, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

$389,900
5 Beds ⋅ 3 Baths ⋅ 7108748 MLS
This spacious split level home sits on a quiet cul de sac in a highly desirable neighborhood, surrounded by mature trees and the occasional deer passing through. Large front windows fill the home with natural light, giving it a bright and welcoming feel from the moment you step inside. The upper level includes two bedrooms and two full bathrooms, with one serving as the en suite for the primary bedroom. A comfortable living area with a big bay window brings in the morning sun, and the kitchen and dining spaces offer an easy, functional flow for everyday routines. The lower level adds three additional bedrooms, another full bathroom, and a family room with a fireplace — a flexible layout well suited for guests, hobbies, or a growing household. The property is surrounded by a peaceful wooded backdrop, offering a quiet, natural setting right outside your door. Additional features include an attached 2 stall garage, dual zone heating and cooling, newer windows and siding, and well maintained mechanicals. With 5 bedrooms, 3 full bathrooms, multiple living areas, and a naturally bright layout, this home offers space, comfort, and a quiet setting in one place.

395 Pleasant Hill Drive, Winona

Listing courtesy of Key Real Estate.

$555,000
3 Beds ⋅ 4 Baths ⋅ 7107430 MLS
Nestled on 1.38 picturesque acres just minutes from Winona, this beautifully maintained two-story home offers the perfect blend of space, comfort, and privacy. Featuring three bedrooms plus a versatile main-level den, four bathrooms, and a beautifully landscaped yard with a fenced area for children and pets, this property is designed for everyday living and entertaining. Step inside to an inviting open-concept main level where the spacious living room, dining area, and kitchen flow seamlessly together. A stunning three-sided gas fireplace creates a warm focal point between the living and dining rooms, while the kitchen offers plenty of space for gathering with family and friends. The main level also includes a full bathroom and a flexible den that is perfect for a home office, guest room, or hobby space. Upstairs, the impressive primary suite features a walk-in closet, double vanity, relaxing jetted tub, and private access to its own deck—the perfect place to enjoy your morning coffee or unwind in the evening. Two additional bedrooms, a full bathroom, and an open loft overlooking the great room complete the upper level. The walkout lower level expands your living space with a huge family room that opens directly to the backyard, an additional full bathroom, and a spacious laundry room. Outside, you’ll love the welcoming covered front porch, the deck just off the dining room, and the peaceful setting with plenty of room to roam, play, or simply enjoy the beauty of the surrounding countryside.

26238 County Road 17, Winona

Listing courtesy of Edina Realty, Inc..

$329,900
3 Beds ⋅ 2 Baths ⋅ 7107263 MLS
Welcome home to this exceptionally well-maintained, move-in ready 3-bedroom, 1.5-bath ranch offering a long list of updates for peace of mind. The functional floorplan features fresh paint and newly installed doors, trim, fixtures, custom bathroom vanity and family-friendly LVP flooring flowing throughout the entire main level! The large, eat-in kitchen shines with stainless steel appliances, custom oak cabinetry, walk-in pantry, charming bay window and timeless backsplash and accent wall. The main floor includes 3 bedrooms, a full bath, a sunny living room with a gas fireplace and 6x7 flex space for storage or home office. The expansive lower level comfortably accommodates large gatherings in the unique recreation area featuring a bar, electric fireplace and ½ bath. A spacious laundry area with new appliances and utility sink offers abundant space for storage, hobbies, or a home gym. New owners have opportunities to add an additional full bath and bedroom or enjoy the unique retro vibe as is! Outside, enjoy maintenance-free steel siding, composite front deck, concrete patio, fenced yard, storage shed and heated 2-car garage complete with 220 electric ready for your EV charging needs! Major updates include radon mitigation (2021) new furnace, air conditioner and HVAC (2022), new garage door opener/springs (2023), main level renovation (2026). Offering the perfect combination of thoughtful updates, versatile living space, and an unbeatable location, this home is ready for its next owners!

317 Emherst Street, Winona

Listing courtesy of Realty ONE Group SIMPLIFIED.

$359,000
3 Beds ⋅ 4 Baths ⋅ 7106585 MLS
Enjoy beautiful golf course views and all the space you've been looking for at 100 Benson Drive in Lewiston! Nestled along the Lewiston Golf Course, this inviting 3-bedroom, 4-bath home (2 full, 2 half) offers a spacious layout designed for both everyday living and entertaining. The main level features generous gathering spaces filled with natural light, while the upper level offers three comfortable bedrooms, including a spacious primary suite. Downstairs, the fully finished lower level provides even more living space with a large family room that's perfect for movie nights, game days, a home gym, or play area. Whether you're hosting friends on the deck, relaxing with a morning coffee overlooking the course, or enjoying a quiet evening at home, this property offers the perfect balance of comfort and location. Recent improvements provide added peace of mind and include fresh interior paint throughout, updated hardware and fixtures, new cordless blinds, refreshed landscaping, freshly stained decks, a replaced A/C condenser, professionally serviced furnace and fireplace, professionally cleaned carpets, and an epoxy-coated garage floor. If you've been searching for a move-in ready home in one of Lewiston's most desirable neighborhoods, this is one you won't want to miss.

100 Benson Drive, Lewiston

Listing courtesy of Real Broker, LLC..

$100,000
3 Beds ⋅ 3 Baths ⋅ 7104624 MLS
Beautifully updated 3 bedroom, 3 bath manufactured home offering 1,848 finished sq ft with an open and spacious layout! This home has been completely updated throughout and features new flooring, kitchen, appliances, lighting, doors, trim, paint, and much more. You’ll love the ample kitchen cabinet storage, large living spaces, and two fireplaces that make the home feel warm and inviting. Outside features a large lot with 3 spacious storage sheds and plenty of room to park a boat, trailer, or extra vehicles. Located in the scenic Country Valley manufactured home community, just minutes to town. If buyer chooses to keep the home in the park, park approval is required. Lot rent includes water, sewer, and trash. Seller is agent relative.

13C Hickory Lane, Winona

Listing courtesy of Edina Realty, Inc..

$799,900
4 Beds ⋅ 5 Baths ⋅ 7104746 MLS
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 family and friends. A standout feature is the impressive two-story heated detached garage complete with plumbing and finished entertainment space—ideal for a home business, hobby space, guest quarters, or future living area. From the custom craftsmanship to the countless updates throughout, this is more than a home—it's a private retreat where every space has been thoughtfully designed and meticulously cared for. If you've been dreaming of peaceful country living without sacrificing convenience, this extraordinary property is one you won't want to miss.

2220 Garvin Heights Road, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

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