Winona County, MN Homes

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  /137

  $2,550,000

  $200K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 5,744 Sq Ft

  24020 County Road 17, Winona, MN 55987

  Welcome to paradise, located in the Pleasant Valley minutes outside Winona. This estate has many amazing qualities. Enter the estate on a fully paved driveway with an arched wrought iron entrance and custom concrete bridge, which passes over the teaming stream. The paved drive bordered by white picket fences leads to a concrete circle driveway entrance to the house. The 5,000+ square foot house

  Jeff Brogle Bluff Country Properties,LLC.

  24020 County Road 17, Winona, MN 55987
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  /33

  $285,950

  Sold Jul 31, 2026

  520 Hamilton St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft
  • Built 1895

  Last Sold Summary

  • 1% Below List Price
  • $173/SF
  • 20 Days On Market

  Current Estimated Value $276,628

  Last Listing Agent Thomas Maroushek Real Broker, LLC.

  520 Hamilton St, Winona, MN 55987
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  /30

  Est $326,364

  Not Listed For Sale

  476 Sunset Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,506 Sq Ft
  • Built 1961

  476 Sunset Dr, Winona, MN 55987

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Brenda Scott Coldwell Banker River Valley, REALTORS
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  /73

  $2,150,000

  • 4 Beds
  • 4.5 Baths
  • 5,189 Sq Ft

  32979 County Road 1, La Crescent, MN 55947

  Set along the Apple Blossom Scenic Byway in Southeast Winona County, you will find this 2011 custom-built walkout rambler masterpiece. Masterpiece is the best word to describe the home with its design features and location. The home's designer is the seller’s son, and the attention to design and the detailed craftsmanship of the builder show when you experience this home. The wooden beam system

  Bob Stalberger Whitetail Properties Real Estate

  32979 County Road 1, La Crescent, MN 55947
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  /47

  $295,000

  Sold Jun 16, 2026

  120 Stevens St, Rollingstone, MN 55969

  • 3 Beds
  • 1 Bath
  • 1,444 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 17 Days On Market

  Current Estimated Value $294,039

  Last Listing Agent Rachel Jacobs Key Real Estate

  120 Stevens St, Rollingstone, MN 55969
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  /32

  Est $276,673

  Not Listed For Sale

  469 Hiawatha Blvd, Winona, MN 55987

  • 2 Beds
  • 1 Bath
  • 2,074 Sq Ft
  • Built 1959

  469 Hiawatha Blvd, Winona, MN 55987

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Thomas Maroushek Real Broker, LLC.
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  /24

  $299,900

  • Land
  • 40 Acres
  • $7,498 per Acre

  000 German Ridge Rd, Warren, MN 55987

  Nestled in the heart of Winona County, Minnesota-a region legendary for producing world-class whitetails-lies this turnkey 40-acre all-timber hunting tract. Designed with precision management and low-impact hunting in mind, this property offers a rare combination of absolute seclusion, strategic access, and optimized wildlife habitat. Whether you are an avid bowhunter or a land investor, this

  Lucas Mestad American Legacy Land Company

  000 German Ridge Rd, Warren, MN 55987
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  /30

  $250,000

  Sold May 15, 2026

  65 Lenox St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1947

  Last Sold Summary

  • 4% Above List Price
  • $157/SF
  • 4 Days On Market

  Current Estimated Value $247,856

  Last Listing Agent Tina Goettelman Edina Realty, Inc.

  65 Lenox St, Winona, MN 55987
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  Est $320,345

  Not Listed For Sale

  477 Hiawatha Blvd, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1958

  477 Hiawatha Blvd, Winona, MN 55987

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS
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  /48

  $499,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,087 Sq Ft

  25289 Swan Ln, Winona, MN 55987

  Stunning Mississippi River views from both levels with scenic bluff backdrop. Rare boathouse included (no longer permitted to be built). Classic cabin charm set up for year round living. Concrete steps to the water for easy river access. Enjoy abundant wildlife with two visible eagle nests. Home features 3 bedrooms, 2 baths, and two wood burning fireplaces. Property has never flooded.

  Chad Garteski Weiss Realty, LLC

  25289 Swan Ln, Winona, MN 55987
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  /49

  $612,000

  Sold Jul 01, 2026

  24555 Highway 61, Winona, MN 55987

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 1928

  Last Sold Summary

  • $227/SF
  • 193 Days On Market

  Current Estimated Value $612,062

  Last Listing Agent Amy Cornelius Keller Williams Premier Realty

  24555 Highway 61, Winona, MN 55987
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  /24

  Est $273,559

  Not Listed For Sale

  1767 W Mark St, Winona, MN 55987

  • 2 Beds
  • 1.5 Baths
  • 1,586 Sq Ft
  • Built 1958

  1767 W Mark St, Winona, MN 55987

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent DeAnne Forsythe Coldwell Banker River Valley, REALTORS
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  /30

  $199,000

  Pending

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  19996 Highway 248, Rollingstone, MN 55969

  Opportunity awaits with this unique property offering approximately 10 acres across two parcels and a spacious home with a duplex-style layout. With its substantial size and flexible configuration, this property offers plenty of possibilities for the buyer who is ready to bring their ideas and vision.Bring your ideas and take a look at the potential this property has to offer!

  Christopher Jacobson Richard L. Jacobson Real Estate

  19996 Highway 248, Rollingstone, MN 55969
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  /29

  $355,000

  Sold Jul 07, 2026

  1420 Conrad Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,903 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $187/SF
  • 4 Days On Market

  Current Estimated Value $345,126

  Last Listing Agent Celeste Liesch Edina Realty, Inc.

  1420 Conrad Dr, Winona, MN 55987
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  /24

  Est $206,044

  Not Listed For Sale

  1011 E 4th St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 2007

  1011 E 4th St, Winona, MN 55987

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Tim Tlougan Edina Realty, Inc.
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  /37

  $169,900

  • 3 Beds
  • 1 Bath
  • 1,301 Sq Ft

  763 W Mark St, Winona, MN 55987

  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,

  Craig Prescher Jewson Realty

  763 W Mark St, Winona, MN 55987
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  /22

  $180,000

  Sold Jan 15, 2026

  511 W King St, Winona, MN 55987

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 1960

  Last Sold Summary

  • $189/SF
  • 105 Days On Market

  Current Estimated Value $186,192

  Last Listing Agent Roshelle Makinia @properties La Crosse

  511 W King St, Winona, MN 55987
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  Est $196,323

  Not Listed For Sale

  1009 E 4th St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 728 Sq Ft
  • Built 2007

  1009 E 4th St, Winona, MN 55987

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS
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  /2

  $55,000

  • Land
  • 1.07 Acres
  • $51,402 per Acre

  8670 - 8690 Locust Ln, Stockton, MN 55987

  Are you ready to build? This lot is a great location, established subdivision and just minutes from Winona. City water and sewer already to the curb - No Assessments just your hook-up fees!

  Angela Thompson Coldwell Banker River Valley, REALTORS

  8670 - 8690 Locust Ln, Stockton, MN 55987
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  /20

  $274,000

  Sold Dec 29, 2025

  415 W 8th St, Winona, MN 55987

  • 4 Beds
  • 3 Baths
  • 3,450 Sq Ft
  • Built 1927

  Last Sold Summary

  • $79/SF
  • 81 Days On Market

  Current Estimated Value $291,882

  Last Listing Agent Jeffrey Hagel Jeff Hagel

  415 W 8th St, Winona, MN 55987
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  /33

  Est $379,972

  Not Listed For Sale

  1416 Conrad Dr, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,226 Sq Ft
  • Built 1987

  1416 Conrad Dr, Winona, MN 55987

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Tina Goettelman Edina Realty, Inc.
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  /24

  $189,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,876 Sq Ft

  36217 Old Homer Rd, Winona, MN 55987

  This charming craftsman-style home in Homer offers beautiful hardwood floors and a picturesque riverview. Featuring two bedrooms and one bathroom, the house includes an eat-in kitchen perfect for casualdining and gatherings. The spacious living room provides plenty of space to relax or entertain, and awelcoming front porch adds to the home's inviting appeal. There is a 3rd non comforting bedroom

  Cherie Burke Keller Williams Premier Realty

  36217 Old Homer Rd, Winona, MN 55987
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  /41

  $260,000

  Sold Aug 29, 2025

  789 W 5th St, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 1897

  Last Sold Summary

  • $133/SF
  • 74 Days On Market

  Current Estimated Value $269,787

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS

  789 W 5th St, Winona, MN 55987
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  /60

  Est $602,525

  Not Listed For Sale

  1876 Edgewood Rd, Winona, MN 55987

  • 5 Beds
  • 3.5 Baths
  • 4,612 Sq Ft
  • Built 2001

  1876 Edgewood Rd, Winona, MN 55987

  Last Sold Summary

  • 171 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.
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  /26

  $294,900

  Pending

  • 4 Beds
  • 3 Baths
  • 2,508 Sq Ft

  1349 Hillcrest Dr, Saint Charles, MN 55972

  Camille Hanson Edina Realty, Inc.

  1349 Hillcrest Dr, Saint Charles, MN 55972
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  /26

  $216,000

  Sold May 08, 2026

  714 E Mark St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1910

  Last Sold Summary

  • 4% Below List Price
  • $129/SF
  • 80 Days On Market

  Current Estimated Value $221,550

  Last Listing Agent Jackson Raygor Re/Max Results

  714 E Mark St, Winona, MN 55987
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  /34

  Est $436,600

  Not Listed For Sale

  112 Debi Lei Dr, Winona, MN 55987

  • 3 Beds
  • 2.5 Baths
  • 2,292 Sq Ft
  • Built 1996

  112 Debi Lei Dr, Winona, MN 55987

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.
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  /32

  $250,000

  • 4 Beds
  • 3 Baths
  • 2,044 Sq Ft

  Unlisted Address

  Welcome to this spacious 5-bedroom home. 4 bedrooms conveniently located on the main floor plus a room in the basement that could be a bedroom or used as a rec room/bar. The house sits on a generous corner lot in a quiet, well-established neighborhood. This property offers a solid foundation and a functional layout, ready for your personal touch and updates. Large windows bring in plenty of

  Gile Gibbons Edina Realty, Inc.

  Unlisted Address
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  /40

  $187,000

  Sold Oct 24, 2025

  1008 W 2nd St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1926

  Last Sold Summary

  • $153/SF
  • 147 Days On Market

  Last Listing Agent Aubre Heberlein Key Real Estate

  1008 W 2nd St, Winona, MN 55987
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  /34

  Est $256,144

  Not Listed For Sale

  177 E Sanborn St, Winona, MN 55987

  • 5 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1880

  177 E Sanborn St, Winona, MN 55987

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Jennifer Nolte Weiss Realty LLC
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  /33

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,297 Sq Ft

  24744 Fish Pond Ln, Winona, MN 55987

  Experience the best of Mississippi River living at this beautifully renovated waterfront cabin, ideally located between Winona and La Crosse. Set along 135 feet of prime shoreline, this beautiful retreat is a true duck hunter’s paradise and an incredible destination for boating, fishing, entertaining, or simply unwinding by the water. Major improvements include a completely renovated kitchen,

  Zachary Boutin Dwell Realty Group LLC

  24744 Fish Pond Ln, Winona, MN 55987
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  /48

  $359,900

  Sold Jun 12, 2026

  17 Williams St, Lewiston, MN 55952

  • 6 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $109/SF
  • 73 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.

  17 Williams St, Lewiston, MN 55952
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  /35

  Not Listed For Sale

  157 E Sanborn St, Winona, MN 55987

  • 8 Beds
  • 3 Baths
  • 2,146 Sq Ft
  • Built 1878

  157 E Sanborn St, Winona, MN 55987

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Matt Loos Real Broker, LLC.
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  /29

  $190,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  928 W Howard St, Winona, MN 55987

  Welcome to 928 W 10th Street, a charming 3 bedroom, 1 bathroom home that offers plenty of character.The thoughtful layout allows for main floor living with a bedroom, full bathroom, and laundry all on the main level. Use the main floor bedroom as your primary bedroom or create the perfect home office, guest room, or hobby space. Upstairs, you will find two additional bedrooms, including

  Matt Loos Real Broker, LLC.

  928 W Howard St, Winona, MN 55987
• 

  

  /25

  $236,100

  Sold Jun 26, 2026

  4155 W 8th St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $211/SF
  • 9 Days On Market

  Current Estimated Value $231,320

  Last Listing Agent Amy Cornelius Keller Williams Premier Realty

  4155 W 8th St, Winona, MN 55987
• 

  

  /33

  Est $236,787

  Not Listed For Sale

  512 Main St, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • Built 1870

  512 Main St, Winona, MN 55987

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Kristina Wheeler RE/MAX Advantage Plus
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  /2

  $39,900

  • Land
  • 14,810 Sq Ft
  • $117,353 per Acre

  58 Buck Ridge Dr, Winona, MN 55987

  Want to build your dream home just minutes away from everything in Winona. Here is you chance! Come see this beautiful lot with great views. This lot is open to all builders.

  Jerald Hettenbach Coldwell Banker River Valley, REALTORS

  58 Buck Ridge Dr, Winona, MN 55987
• 

  $180,000

  Sold Jun 12, 2026

  162 Sioux St, Winona, MN 55987

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $230/SF
  • 5 Days On Market

  Current Estimated Value $177,013

  Last Listing Agent Jenny Cisewski Edina Realty, Inc

  162 Sioux St, Winona, MN 55987
• 

  Est $218,317

  Not Listed For Sale

  901 E 5th St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,426 Sq Ft
  • Built 1890

  901 E 5th St, Winona, MN 55987

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS
• 

  

  /26

  $369,900

  • 3 Beds
  • 3 Baths
  • 2,260 Sq Ft

  27317 Fern Glen Rd, Dakota, MN 55925

  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

  Michele Burton Edina Realty, Inc.

  27317 Fern Glen Rd, Dakota, MN 55925

Showing Results 161 - 200, Page 5 of 18