Homes for Sale near Winona Senior High School

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  /63

  $700,000

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft

  265 W Broadway St, Winona, MN 55987

  A rare blend of historic elegance and modern income potential—this stately property is a standout in the heart of Winona. Full of original charm, it features beautiful woodwork, hardwood floors, pocket doors, built-in hutches and bookshelves, and multiple fireplaces throughout. The main living space offers 5- bedrooms, 3-bathrooms, and the convenience of main-floor laundry—providing plenty of

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 410-5951

  265 W Broadway St, Winona, MN 55987
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  /41

  $520,000

  • 4 Beds
  • 3 Baths
  • 3,094 Sq Ft

  65 Forest Oak Ct, Winona, MN 55987

  Stately Elegance in Valley Oaks!This fantastic, stately home with a castle turret exudes charm and sophistication. Step into the grand foyer with a handmade staircase and enjoy the open, airy design.Featuring four spacious bedrooms and three bathrooms, including a luxurious primary suite with a jetted tub, dual sinks, and a new walk-in shower. The stunning new kitchen boasts granite

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 502-6071

  65 Forest Oak Ct, Winona, MN 55987
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  /6

  $29,000

  • Land
  • 0.50 Acre
  • $58,000 per Acre

  TBD Kc Dr, Homer Township, MN 55987

  Discover your opportunity to build in the peaceful community of Pickwick! This spacious and buildable lot is located less than 15 minutes from Winona, offering a perfect blend of convenience and tranquility. Whether you're planning on your dream home or a weekend retreat, this wonderful location provides easy access to nearby amenities while surrounding you with the beauty of the countryside.

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 564-4021

  TBD Kc Dr, Homer Township, MN 55987
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  /24

  $200,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1430 Highway 43, Winona, MN 55987

  Nestled in a picturesque valley yet conveniently within city limits, this property offers the best of both worlds—beautiful bluff views and a tranquil, private setting, this location presents endless possibilities. The property includes a home that, while in need of significant TLC, provides a solid foundation for renovation. Additionally, there is a spacious pole shed on the site, perfect

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 417-8093

  1430 Highway 43, Winona, MN 55987
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  /5

  $85,000

  • Land
  • 0.62 Acre
  • $137,097 per Acre

  62 Wildridge Dr, Winona, MN 55987

  62 Wildridge Dr, Winona, MN (Lot/Land) – This 0.62-acre parcel is one of the last remaining lots in a developed and quiet cul-de-sac. The site is platted and zoned for single-family residential use and sits on a paved dead-end street maintained by the city. With privacy, beautiful scenery and no association fees, this finished lot provides a rare chance to build a custom home in a desirable

  

  Spencer Hegenbarth

  RE/MAX Results

  (507) 417-0152

  62 Wildridge Dr, Winona, MN 55987
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  /25

  $182,000

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  463 Liberty St, Winona, MN 55987

  Move-in ready and waiting for you! This 2-bedroom, 2-bathroom home offers great space with loads of custom storage and built-ins throughout. Enjoy the convenience of a main-floor laundry room and a full walk-out basement featuring a spacious family room. The attached 1.5-stall heated garage provides extra room for storage or a workshop area. Outside, you'll find a fenced-in yard and a welcoming

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 608-8580

  463 Liberty St, Winona, MN 55987
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  /59

  $700,000

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft

  265 6th St W, Winona, MN 55987

  A blend of historic elegance & modern income potential-in the heart of Winona. This home features hardwood floors, built-in hutches/bookshelves & multiple fireplaces. The main living space offers 5- beds, 3-baths & main-floor laundry. This property includes 2 rental units: a 2-bed, 1-bath apart. on the upper level & a 3-bed, 1-bath apart. in the lower level. Enjoy a spacious wraparound front

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 448-6865

  265 6th St W, Winona, MN 55987
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  /52

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  24321 County Road 20, Winona, MN 55987

  Welcome home! Tucked away in the Bluffs, you will find this lovely one-level home surrounded by nature. Enjoy your morning coffee on the porch as you watch the fog roll off the hillside. This home has everything on one level with a large, fantastic open floor plan. Gather around the spacious living room, with easy access to the kitchen! Great views out the large picture window and a

  Carol Nelson Edina Realty, Inc.

  24321 County Road 20, Winona, MN 55987
• 

  

  /96

  $1,700,000

  • 5 Beds
  • 3.5 Baths
  • 5,938 Sq Ft

  830 Prairie Island Rd N, Winona, MN 55987

  This remarkable 5-bedroom, 4-bath riverfront home seamlessly blends timeless design, thoughtful upgrades, and modern comfort in a breathtaking setting. A grand double-door entry opens to a sun-filled foyer with soaring ceilings, refined millwork, and cherry hardwood floors that flow throughout the main level. Ten-foot ceilings and an extra-wide staircase add to the sense of space and elegance,

  Robin Gwaltney Re/Max Results

  830 Prairie Island Rd N, Winona, MN 55987
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  /38

  $521,000

  • 3 Beds
  • 3 Baths
  • 2,850 Sq Ft

  76 College Rd, Winona, MN 55987

  Welcome to this thoughtfully designed and beautifully crafted home, built in 2017 and nestled in a caring, close-knit neighborhood. Enjoy breathtaking bluff views and the serenity of the Driftless Region, all from the comfort of a high-quality, low-maintenance home.Step inside to find a spacious, light-filled two-story living room with a cozy gas fireplace, creating a warm and inviting

  Phil Cameron RE/MAX Results

  76 College Rd, Winona, MN 55987
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  /25

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,375 Sq Ft

  30453 County Road 19, Winona, MN 55987

  Tucked in the peaceful Wiscoy Valley, this meticulously maintained hand-scribed log cabin is the escape you've been dreaming of. Set on 5 acres of prime hunting land with two deer stands, it offers privacy and natural beauty in every direction. Built from Grand Rapids, MN logs on a charming fieldstone foundation, it features vaulted ceilings, exposed beams, a wood-burning stove, 3 bedrooms (with

  Shelle Thurow @properties La Crosse

  30453 County Road 19, Winona, MN 55987
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  /80

  $787,000

  • 3 Beds
  • 2 Baths
  • 2,638 Sq Ft

  16191 County Road 25 Unit LotWP001, Rollingstone, MN 55969

  Seize your opportunity to own this stunning property on the edge of Rollingstone. This one-owner rambler, built in 1964, offers over 2,600 sq ft of living space and is brimming with potential and charm.Main Floor FeaturesBedrooms: 3Bathroom: 1 full bathLiving Spaces: Living room, kitchen, family roomFinished BasementLaundry/Mechanical Room: Conveniently locatedLiving Areas: 2 additional living

  Bob Stalberger Whitetail Properties Real Estate

  16191 County Road 25 Unit LotWP001, Rollingstone, MN 55969
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  /31

  $349,900

  • 4 Beds
  • 2 Baths
  • 2,302 Sq Ft

  18557 Parkview Rd, Minnesota City, MN 55959

  Tucked away on nearly an acre lot, this secluded 4-bedroom, 2-bathroom home offers the perfect blend of privacy and comfort. Step inside to find gleaming hardwood floors, a spacious layout, and natural light pouring in from every angle. The bright sunroom invites you to relax and enjoy peaceful views year-round or step out onto the beautiful deck. The kitchen opens to a cozy dining area, ideal

  Jason Hubbard Real Broker, LLC.

  18557 Parkview Rd, Minnesota City, MN 55959
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  /38

  $329,000

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  4120 Service Dr, Winona, MN 55987

  Welcome to this beautifully cared-for 3-bedroom, 2.5-bath ranch-style home offering comfort, character, and room to grow. Thoughtfully designed and impeccably maintained, this home features a bright and open main living space with skylights that flood the dining and living rooms with natural light. Cozy up by the gorgeous fireplace—perfect for chilly evenings. Enjoy the seasons from not just

  Jessica Lingen eXp Realty

  4120 Service Dr, Winona, MN 55987
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  /43

  $499,900

  • 5 Beds
  • 4 Baths
  • 2,891 Sq Ft

  337 Knopp Valley Dr, Winona, MN 55987

  Nestled in the heart of the sought-after Knopp Valley neighborhood, this stunning 2-story home has been completely renovated with style, comfort, and functionality in mind. From the moment you arrive, the breathtaking curb appeal and meticulously designed landscaping will have you falling in love. Step inside to find a gourmet kitchen featuring high-end appliances, sleek quartz countertops, and

  Angela Thompson Coldwell Banker River Valley, REALTORS

  337 Knopp Valley Dr, Winona, MN 55987
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  /55

  $439,900

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft

  24425 County Road 17, Winona, MN 55987

  One of the most striking and memorable properties in the Winona area, this architecturally designed 3-bedroom, 2 bath, 2 stall garage home sits on 5 wooded acres with sweeping views of bluffs and rolling hills. It offers exceptional privacy, clean lines, and walls of windows that bring the outdoors in. Every room feels connected to nature, with thoughtful design and generous living spaces

  Alex Mayer eXp Realty

  24425 County Road 17, Winona, MN 55987
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  /36

  $462,500

  • 4 Beds
  • 3 Baths
  • 3,835 Sq Ft

  8830 E 8th St, Winona, MN 55987

  Come and see this 4 bedroom 3 bath home that will offer you plenty of living space and an extra large great room for entertaining. New roof in 2024, plenty of storage throughout and just minutes to Farmers Park for hiking and enjoying the outdoors. Call today to schedule a showing of this beautiful home.

  Cherie Burke Keller Williams Premier Realty

  8830 E 8th St, Winona, MN 55987
• 

  

  /31

  $374,000

  • 4 Beds
  • 2 Baths
  • 2,082 Sq Ft

  23146 Highway 43, Winona, MN 55987

  Secluded Country Home on 1.8 Acres – Just 3 Minutes from WinonaEnjoy the peace of the forest with the convenience of town nearby. This well-kept 4-bed, 2-bath home is surrounded by trees on all sides, offering privacy, wildlife, and stunning views of both the valley and forested hills.Highlights include:- Remodeled kitchen with granite counters- Large deck with scenic

  Christopher Jacobson Richard L. Jacobson Real Estate

  23146 Highway 43, Winona, MN 55987
• 

  

  /32

  $309,000

  • 4 Beds
  • 2 Baths
  • 1,838 Sq Ft

  1314 Parkview Ave, Winona, MN 55987

  This home is more than just a property-it's an invitation to create lasting memories. With the hard work already done, it's simply waiting for you to add your personal touch. Large attached garage and plenty of storage throughout the house. Schedule a visit today and see why this 4-bedroom, 2-bathroom treasure could be your perfect fit.

  Cherie Burke Keller Williams Premier Realty

  1314 Parkview Ave, Winona, MN 55987
• 

  

  /41

  $375,000

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  655 48th Ave, Winona, MN 55987

  Welcome to this spacious quad-level home with room for everyone! The main floor features a bright living room, an open kitchen and dining area, and a convenient half bathroom with laundry. Upstairs, you'll find two sizable bedrooms and a full bathroom. The lower level offers a third and fourth bedroom with another full bathroom, while the lowest level boasts a cozy family room perfect for movie

  Sherie Grass RE/MAX Results

  655 48th Ave, Winona, MN 55987
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  /37

  $329,900

  • 5 Beds
  • 1.5 Baths
  • 2,532 Sq Ft

  1670 W 6th St, Winona, MN 55987

  Welcome to 1670 W 6th Street - A beautifully updated ranch on a quiet street that's ready to impress! This spacious 5-bedroom, 2-bathroom home offers 3 bedrooms on the main level and 2 more downstairsperfect for families, guests, or a home office setup. Step inside to a brand-new kitchen, fresh interior paint, and a stylish new front door. Enjoy peace of mind with new windows coming soon and a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1670 W 6th St, Winona, MN 55987
• 

  

  /31

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  718 W Wabasha St, Winona, MN 55987

  Charming and versatile, this centrally located Winona single-family home comes with a rental certification, offering the new owner the flexibility to rent out part of the home. With 3 bedrooms, 1.5 baths, and approximately 1,500 sq ft of living space, it features a second kitchen and laundry upstairs—ideal for multi-generational living or potential rental income. Enjoy the outdoors from the

  Natalie Grant Keller Williams Premier Realty

  718 W Wabasha St, Winona, MN 55987
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  /37

  $329,900

  • 5 Beds
  • 1.5 Baths
  • 2,532 Sq Ft

  1670 W Broadway St, Winona, MN 55987

  Welcome to 1670 W 6th Street – A beautifully updated ranch on a quiet street that’s ready to impress! This spacious 5-bedroom, 2-bathroom home offers 3 bedrooms on the main level and 2 more downstairs—perfect for families, guests, or a home office setup. Step inside to a brand-new kitchen, fresh interior paint, and a stylish new front door. Enjoy peace of mind with new windows coming soon and a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1670 W Broadway St, Winona, MN 55987
• 

  

  /34

  $289,900

  • 4 Beds
  • 1.5 Baths
  • 2,168 Sq Ft

  54 Lenox St, Winona, MN 55987

  Welcome to 54 Lenox St - where updates meet functionality! This beautifully refreshed 4-bedroom, 2-bath home offers a bright and modern kitchen, fresh paint throughout, and a fully remodeled main floor bathroom with stunning tile floors and a tiled walk-in shower. The spacious primary bedroom includes a walk-in closet, while the lower level adds two more bedrooms, a convenient half bath, and

  Angela Thompson Coldwell Banker River Valley, REALTORS

  54 Lenox St, Winona, MN 55987
• 

  

  /35

  $289,900

  • 3 Beds
  • 2 Baths
  • 2,744 Sq Ft

  362 Elm St, Winona, MN 55987

  Great opportunity! Extremely spacious (over 1,500 sq ft.) ranch in a very desirable neighborhood, remodeled kitchen and both baths, main floor laundry, extra-large bedrooms with generous storage plus the possibility for 2 more bedrooms in the lower level with the addition of egress windows. All the heavy lifting is done with newer boiler, roof and electrical panel. A great house at a great price!

  Tim Tlougan Edina Realty, Inc.

  362 Elm St, Winona, MN 55987
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  /46

  $334,900

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  8075 6th St, Minnesota City, MN 55959

  This charming 4-bedroom, 3-bathroom home, built in 2003, offers a perfect blend of comfort, functionality, and style. Nestled in a quiet neighborhood, it boasts a spacious and thoughtfully designed layout ideal for modern living. The primary bedroom serves as a peaceful retreat, complete with a private en-suite bathroom and a generous walk-in closet, providing plenty of storage and personal

  Andrea Allred Keller Williams Premier Realty

  8075 6th St, Minnesota City, MN 55959
• 

  

  /37

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  1240 Browns Ln, Dakota, MN 55925

  THIS HOME IS PRE-INSPECTED. Come see this very nicely renovated home, with new plumbing, new electrical, new well, new septic, new sump pump, new insulation, steel, siding, 3 bed, 2 bath, 2 car garage on almost an acre. 15 minute drive to either Winona or LaCrosse. Also included are 2 outbuildings and a shed. A Park within 100 yards, with no streets to cross. Quiet neighborhood.

  Angi Bacon-Burke eXp Realty

  1240 Browns Ln, Dakota, MN 55925
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  /36

  $339,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,749 Sq Ft

  676 Wilson St, Winona, MN 55987

  Location - Location - Location! This beautiful 4-bedroom, 2 bath, 2 story home is full of charm, character and warmth. This home features hardwood floors, updated kitchen, beautiful woodwork, and a large 2 car attached garage with heater (798 sq ft). Recent updates include: exterior repaint (2024), new patio, full kitchen remodel, main floor bathroom/laundry remodel, pantry remodel, new

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  676 Wilson St, Winona, MN 55987
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  /6

  $140,000

  • Land
  • 0.39 Acre
  • $358,974 per Acre

  1797 Service Dr, Winona, MN 55987

  High profile Buildable Commercial lot. House and Garage will be removed.

  Eric Nustad Key Real Estate

  1797 Service Dr, Winona, MN 55987
• 

  

  /30

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  468 Center St, Winona, MN 55987

  Centrally located in the heart of Winona, this well-maintained ranch-style home offers convenience, comfort, and space. Featuring 3 bedrooms and a bright bonus sunroom, the home sits on a full city lot with a partially fenced yardperfect for outdoor enjoyment or pets. The oversized, fully finished 2-car heated garage provides exceptional space for vehicles, storage, or a workshop. Inside, the

  Celeste Liesch Edina Realty, Inc

  468 Center St, Winona, MN 55987
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  /3

  $94,500

  • 1 Bed
  • 1 Bath
  • 891 Sq Ft

  711 E 5th St, Winona, MN 55987

  This 1 bedroom / 1 bathroom home sits on a generously sized lot and is full of potential with the right amount of TLC. With ample off-street parking and two storage sheds, the property offers great value and versatility. A little vision will go a long way in bringing this home back to life!

  Christine Molling eXp Realty

  711 E 5th St, Winona, MN 55987
• 

  

  /22

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1327 Lakeview Ave, Winona, MN 55987

  Great neighborhood with no neighbor to the rear! Spacious, user friendly yard all fenced in. This home has a ton of charm and character with great woodwork, hardwood floors, and an open floor plan, overlooking a great back yard. Two generous sized bedrooms plus a den/office on the main floor. Tremendous potential for expansion in the full basement. Seller has offered $3,000 allowance for

  Tim Tlougan Edina Realty, Inc.

  1327 Lakeview Ave, Winona, MN 55987
• 

  

  /15

  $180,000

  • 3 Beds
  • 1 Bath
  • 1,516 Sq Ft

  368 Washington St, Winona, MN 55987

  Welcome to 368 Washington, a charming old home that offers a glimpse into the past. Constructed around 1919, this classic Four Square House boasts hardwood floors on both the first and second floors, adorned with beautiful woodwork and built-ins throughout. The walk-up attic holds potential for an office or studio, while the spacious backyard invites you to engage in various activities, such as

  Aaron Perleberg Real Broker, LLC.

  368 Washington St, Winona, MN 55987
• 

  

  /70

  $259,000

  • 4 Beds
  • 4 Baths
  • 2,492 Sq Ft

  614 Olmstead St, Winona, MN 55987

  Fantastic-value, 2 story home has a 4 car garage with a new Roof, built in 1997 & lots of living space and storage. 4 Bedrooms, 3 Bathrooms, & finished basement many updates include newer roof, electrical service, water heater, some plumbing, carpet, paint, refinished maple Hardwood flooring, paint. Additional. 700-800 SF finished in basement. Fenced yard. Windows are newer. Enclosed front porch.

  Eric Nustad Key Real Estate

  614 Olmstead St, Winona, MN 55987
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  /32

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  1887 W 5th St, Winona, MN 55987

  Welcome to 1887 W 5th – Your Midcentury Gem!This charming midcentury ranch is packed with potential and ready for you to call it home. Featuring 3 bedrooms, 2 baths, and an open lower level just waiting for your personal touch—create a home gym, family room, or hobby space!Enjoy the convenience of a 2-car attached garage with a breezeway that adds both function and flair. Situated on a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1887 W 5th St, Winona, MN 55987
• 

  

  /30

  $274,500

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  512 E Wabasha St, Winona, MN 55987

  Spacious 3-4 bedroom, 2 bath featuring large eat-in kitchen, very handy main floor laundry, large main floor bedroom, walk-in shower and always desirable mail floor family room! Very user-friendly fenced yard and huge (44x26) insulated garage. Home is presently used for daycare. Great home in a terrific location.

  Tim Tlougan Edina Realty, Inc.

  512 E Wabasha St, Winona, MN 55987
• 

  

  /24

  $180,000

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  653 Johnson St, Winona, MN 55987

  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.

  Tim Tlougan Edina Realty, Inc.

  653 Johnson St, Winona, MN 55987
• 

  

  /24

  $244,900

  • 5 Beds
  • 1.5 Baths
  • 2,106 Sq Ft

  403 W Broadway St, Winona, MN 55987

  Centrally located on a private corner lot, features include a large screen porch, huge eat in kitchen, 3 bedrooms and half bath on main level with 2 large bedrooms and full bath in the upper level. Recent updates include furnace, A/C, roof, electrical panel, exterior paint and driveway.

  Tim Tlougan Edina Realty, Inc.

  403 W Broadway St, Winona, MN 55987
• 

  

  /96

  $172,500

  • Land
  • 23 Acres
  • $7,435 per Acre

  0 County Road 20 Unit NST6754499, Hillsdale Township, MN 55969

  Located in the heart of Winona County’s bluff country this property offers incredible views of the surrounding valleys. The hillsides and ridge top are covered with majestic red oak trees. This property is situated at a point where two ridges that are several miles long converge. The bluff is easily traversed by a hill road that allows for vehicular access to the top where you can see for

  Chad Garteski Weiss Realty LLC

  0 County Road 20 Unit NST6754499, Hillsdale Township, MN 55969
• 

  

  /42

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  366 Kansas St, Winona, MN 55987

  Unique opportunity near parks, campus, and downtown! This 4 bed, 2 bath home offers main floor living with a spacious primary bedroom, walk-in cedar closet, fireplace, stackable washer/dryer, four-season sunroom, and a welcoming side porch. Upstairs features another large bedroom plus a flexible 4 room suite with a separate entrance, perfect for guests, or multi generational living, all while

  Matt Loos Real Broker, LLC.

  366 Kansas St, Winona, MN 55987

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