Winona County Homes under $500,000

Welcome to Winona County, Minnesota—a hidden gem nestled along the majestic Mississippi River. Known for its breathtaking bluffs, vibrant downtown, and rich cultural history, Winona offers a unique blend of small-town charm and urban amenities. With a population that prides itself on community spirit, residents enjoy an array of local festivals, outdoor activities, and a thriving arts scene, making it an ideal place to call home.

For those seeking their dream home without breaking the bank, Winona County has an impressive selection of properties available for under $500,000. Whether you’re a first-time buyer, a growing family, or looking to downsize, you’ll find a diverse range of options to suit your needs. From cozy single-family homes with spacious yards to modern townhouses with contemporary finishes, the real estate market here is both affordable and appealing.

Imagine waking up to panoramic views of the river or enjoying a quiet evening in a charming neighborhood filled with tree-lined streets. With properties that boast character and comfort, you can find a home that reflects your personal style without compromising on quality.

Winona County is not just a place to live; it’s a community that fosters connections and creates lasting memories. With excellent schools, abundant recreational opportunities, and a welcoming atmosphere, you’ll quickly discover why so many are drawn to this picturesque region. Don’t miss your chance to explore the homes available under $500,000—your future in Winona County awaits!

Newest Winona County Homes under $500,000

$499,900

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

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

25434 County Rd 9, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

$498,800

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome to desirable Knopp Valley, a 55+ community! This stunning 2025-built home offers exceptional craftsmanship, high-end finishes, and comfortable one-level living. Enjoy an open-concept design, in-floor heat in the home and garage, wide hallways and doorways, a gorgeous primary suite with custom tile shower, main-floor laundry, and office. The upper level features a spacious family room, bedroom, full bath, plus plans for a third bedroom and additional storage. Enjoy a privacy-fenced yard, professional landscaping, sprinkler system, and oversized heated two-car garage. Located near Saint Mary's University, walking and biking trails, pickleball and tennis courts! A whole-house reverse osmosis system adds convenience. Available completely furnished for a turnkey opportunity!

54 Brickyard Lane, Winona

Listing courtesy of Edina Realty, Inc.

$230,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Discover the potential of this 1965 raised ranch home, offering 4 bedrooms, 2 bathrooms, and a 2-car tuck-under garage. The main floor features a comfortable living room plus a bonus family room with a woodburning fireplace, providing plenty of space to relax and entertain. Ample storage throughout and an oversized city lot add to the home's appeal. New carpet provides a fresh start, while the property is ready for some tender loving care to bring out its full potential. A great opportunity for someone looking to make this home their own!

1659 Edgewood Road, Winona

Listing courtesy of Edina Realty, Inc.

$265,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Enjoy the space, privacy, and convenience of this 3-bedroom, 2-bath ranch in Dakota! Set on a .311-acre partially fenced lot backing to woods, this home offers a peaceful setting with easy interstate access to both La Crosse and Winona. The main level features convenient laundry, comfortable living spaces, and access to a deck overlooking the spacious backyard. The finished lower level adds valuable living and entertaining space, giving you room to spread out. A 2-car garage features an overhead pass-through door to the backyard, perfect for lawn equipment, toys, or projects. Even better, a new well and septic system are currently being installed, offering added peace of mind for the next owner. Country-like surroundings with commuter convenience!

460 Center Street, Dakota

Listing courtesy of @properties La Crosse.

$265,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Magical views of the main channel of the Mississippi River! Take in the beautiful sunrise every morning from inside your home or while relaxing on the front deck. Lovely ranch home with 3 bedrooms, 2 bathrooms and a 2 car garage. Large kitchen with an abundance of cabinet space that opens up to the spacious dining room. Living room with large picture window lets you enjoy the view of the river from inside. Cozy sun room off the back of the house leads to the back yard. Newer roof, siding and bathroom. Some windows have been replaced. Main floor laundry is a plus!

780 River Street, Dakota

Listing courtesy of Gerrard-Hoeschler, REALTORS.

$319,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

This clean, well-maintained, move in ready home is a 3-bedroom, 2.5 bath and offers plenty of space and natural light. The large windows brighten the home, while the spacious primary bedroom provides a comfortable retreat. The lower level features a family room, storage room, and additional space to enjoy. A 2-car attached garage adds convenience, and the wooded backyard offers a peaceful setting.

1026 Glen Echo Road, Winona

Listing courtesy of RE/MAX Results.

$439,000

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Prepare to be surprised by everything this spacious home has to offer! Step inside and you'll find 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.Bedrooms include a primary suite with a private half bath, while the lower level offers a large family room, kitchenette, additional bedroom and 3/4 bath -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.

65 6th Street E, Winona

Listing courtesy of Edina Realty, Inc.

$255,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 8th Street E, Winona

Listing courtesy of Edina Realty, Inc.

$350,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Enjoy a stunning Mississippi River view from almost every room! After undergoing a full remodel & primary suite addition, this bright & spacious Dakota home is ready for new owners. The main floor features two bedrooms, tile bathroom, functional kitchen, two living spaces, and a sun room to fully take in the view. The whole upper level is a primary suite, complete with more river views, bathroom with dual vanity, soaking tub, tile shower, and large walk-in closet. Downstairs is an entertainer's paradise with built-in bar and room for games or a movie room. All this situated on a .86 acre lot with a brand new septic system for peace of mind. Buy now and enjoy the autumn colors from your front deck!

27317 Fern Glen Road, Richmond

Listing courtesy of Edina Realty, Inc..

$265,000

3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome to 34810 Old Homer Road, a cozy, cabin-like retreat situated just across from the Mississippi River! This charming 3-bedroom, 1-bath home offers 1-level living with spacious bedrooms, a generous full bath, newer furnace and central air.What truly sets this property apart is the additional lot, offering an opportunity to build your dream home while enjoying the existing home for yourself, or guests. The additional lot features a gazebo/entertainment area, creating a great spot to relax.Outside, you'll also find a storage shed, and an established garden area, plus a large deck offering plenty of outdoor living space. 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, Homer

Listing courtesy of Edina Realty, Inc.

$450,000

5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

Warrantied home! Welcome to this 5-bed, 4-bath home offering over 4,000 square feet of thoughtfully designed living space on a quarter-acre lot in WE Valley. This home features two extra-large family rooms in addition to a formal living room, providing plenty of space for gatherings. 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 or game room. An oversized garage offers storage and parking, while the freshly painted interior and updates give the home a fresh, move-in-ready feel. With its exceptional space, versatile layout, and desirable location this WE Valley home is ready to welcome its next owners. Seller to provide 1 year home warranty with purchase.

1555 48th Avenue, Goodview

Listing courtesy of Edina Realty, Inc.

$399,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

MASSIVE PRICE DROP -- PRICED TO SELL! Rare Live-Work-Play Opportunity. Zoned Ag, Features: Business Permit, High capacity Elec. transformer, and High Volume Fresh Water Spring with Trout. Tranquil living with about 2,000 sqft combined living and heated work space. Also, 3,300 sqft of combined unheated area. The main insulated overhead door (14'X14') is large enough to accommodate large RVs, Boats, or Semis. The property is well secluded from the main road, and the remarkable natural spring maintains 52 degrees year-round. Endless possibilities for recreation, hobby farming, business ventures, retreat space, storage, or future development. The Well and Septic system are new and compliant. Buyer to verify all intended uses. Seller owns driveway there is no easements.

15315 County Rd 25, Mount Vernon

Listing courtesy of Coldwell Banker River Valley, REALTORS.

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