Winona County, MN Homes

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  /75

  $950,000

  • 6 Beds
  • 4.5 Baths
  • 8,800 Sq Ft

  34506 Pleasant Point Dr, Winona, MN 55987

  Nestled on 10.5 peaceful acres just 12 min from Winona and 30 from La Crosse, this 6-bed, 4.5-bath retreat offers 8,800+ sq ft, a 3-car garage, and a fully private in-law suite with its own entryideal for multigenerational living or rental income. Enjoy a custom Amish wood-burning fireplace, two pellet stoves, geothermal heating/cooling, and 91 solar panels (est. $125K value) for serious energy

  Andrew Fischer Castle Realty, LLC

  34506 Pleasant Point Dr, Winona, MN 55987
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  /33

  $335,000 Sold Mar 07, 2025

  1306 Wincrest Dr, Winona, MN 55987

  • 3 Beds
  • 2.5 Baths
  • 2,726 Sq Ft
  • Built 1991

  Last Sold Summary

  • $123/SF
  • 28 Days On Market

  Current Estimated Value $348,949

  Last Listing Agent Jonelle Moore Coldwell Banker River Valley, REALTORS

  1306 Wincrest Dr, Winona, MN 55987
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  /26

  Est $182,643 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,820 Sq Ft

  1063 Gale St, Winona, MN 55987

  1063 Gale St, Winona, MN 55987
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  /13

  $1,999,900

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  44467 Dakota Valley Dr, Dakota, MN 55925

  175.34 acres located in Winona County on the edge of Dakota. This property offers a little bit of everything. Hunting, recreational, tillable and pasture all wrapped into one with a creek meandering through it. 3 bedroom farm house and trailer are both rented out month to month. Approximately 28 acres of tillable land is rented out also. Several open grassy acres would be ideal for horses or

  Angela Wilson Gerrard-Hoeschler, REALTORS

  44467 Dakota Valley Dr, Dakota, MN 55925
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  /26

  $329,900 Sold Sep 05, 2025

  274 Dawn Ave, Saint Charles, MN 55972

  • 3 Beds
  • 3 Baths
  • 2,855 Sq Ft
  • Built 2001

  Last Sold Summary

  • $116/SF
  • 104 Days On Market

  Current Estimated Value $329,714

  Last Listing Agent Camille Hanson Counselor Realty of Rochester

  274 Dawn Ave, Saint Charles, MN 55972
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  /4

  Est $128,004 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  1145 Marion St, Winona, MN 55987

  1145 Marion St, Winona, MN 55987
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  /4

  $316,530

  • Land
  • 1.29 Acres
  • $245,372 per Acre

  212 Industrial Park Dr NW, Saint Charles, MN 55972

  Great lot to build your future business.

  Dan Pearson Coldwell Banker River Valley,

  212 Industrial Park Dr NW, Saint Charles, MN 55972
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  /31

  $275,000 Sold Jun 16, 2025

  324 W Lake St, Winona, MN 55987

  • 2 Beds
  • 2 Baths
  • 1,930 Sq Ft
  • Built 1963

  Last Sold Summary

  • $142/SF
  • 49 Days On Market

  Current Estimated Value $277,796

  Last Listing Agent Sonja Kunce Coldwell Banker River Valley, REALTORS

  324 W Lake St, Winona, MN 55987
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  /27

  Est $244,461 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  358 E Wabasha St, Winona, MN 55987

  358 E Wabasha St, Winona, MN 55987
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  /49

  $595,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  56 Rivers Oak Ct, Winona, MN 55987

  Welcome to 56 Rivers Oak Court, nestled in the highly sought-after Valley Oaks subdivision. This beautifully maintained six-bedroom, four-bathroom home offers an exceptional blend of quality, comfort, and spacious living.Step inside to gorgeous hardwood floors that flow throughout the main living spaces, enhancing the warmth and character of the home. The main floor features a stunning

  Jenny Cisewski Edina Realty, Inc.

  56 Rivers Oak Ct, Winona, MN 55987
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  /49

  $310,000 Sold Feb 21, 2025

  22056 Pinecrest Rd, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1963

  Last Sold Summary

  • $129/SF
  • 147 Days On Market

  Current Estimated Value $313,123

  Last Listing Agent Jack Krage Coldwell Banker River Valley, REALTORS

  22056 Pinecrest Rd, Winona, MN 55987
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  /38

  Est $237,115 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,781 Sq Ft

  406 E Howard St, Winona, MN 55987

  406 E Howard St, Winona, MN 55987
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  /20

  $225,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,425 Sq Ft

  4330 W 8th St, Winona, MN 55987

  Welcome to this cape cod home that offers over 1400 sq. ft. on the main level. You will appreciate its location just 1 block from the ballpark and playground. The layout of the home features 3 bedrooms, 1 bath, living room and a main floor family room with a brick, woodburning fireplace ideal for both everyday living and entertaining. This home also offers hardwood floors, vaulted ceilings,

  DeAnne Forsythe Coldwell Banker River Valley, REALTORS

  4330 W 8th St, Winona, MN 55987
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  $120,000 Sold Oct 30, 2025

  63 W 6th St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $116/SF

  Last Listing Agent Michele Burton Edina Realty, Inc.

  63 W 6th St, Winona, MN 55987
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  /17

  Est $141,414 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 868 Sq Ft

  355 E King St, Winona, MN 55987

  355 E King St, Winona, MN 55987
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  /52

  $879,900

  • 3 Beds
  • 3.5 Baths
  • 4,324 Sq Ft

  24334 County Road 9, Winona, MN 55987

  A Rare and Breathtaking 10-Acre Country Retreat!Calling all prairie enthusiasts and lovers of peace and quiet—this one-of-a-kind property is a rare find nestled in the heart of the countryside. Set on 10 acres of serene, open land, this home offers the ultimate escape with stunning views, unmatched tranquility, and room to roam.The 3-bedroom, 4-bath home features vaulted ceilings, two

  Angela Thompson Coldwell Banker River Valley, REALTORS

  24334 County Road 9, Winona, MN 55987
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  /32

  $272,000 Sold Mar 27, 2025

  4555 W 8th St, Winona, MN 55987

  • 5 Beds
  • 3 Baths
  • 2,122 Sq Ft
  • Built 1961

  Last Sold Summary

  • $128/SF
  • 18 Days On Market

  Current Estimated Value $280,480

  Last Listing Agent Jessica Lingen eXp Realty

  4555 W 8th St, Winona, MN 55987
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  /3

  Est $202,043 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  459 Chestnut St, Winona, MN 55987

  459 Chestnut St, Winona, MN 55987
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  /34

  $189,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft

  1010 W Wabasha St, Winona, MN 55987

  Welcome to this well-kept 2-bedroom, 1-bath home offering comfort, natural light, and fantastic bonus features you don’t often find in this price range. The bright and open living spaces include a beautiful solarium with heated flooring—perfect for year-round sunlight, morning coffee, or creating a thriving plant haven. A standout feature of this property is the oversized 2+ car garage, ideal for

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1010 W Wabasha St, Winona, MN 55987
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  /26

  $160,000 Sold May 28, 2025

  825 Hickory Ln, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1974

  Last Sold Summary

  • $110/SF
  • 5 Days On Market

  Current Estimated Value $208,413

  Last Listing Agent Anthony Nguyen HOMESTEAD ROAD

  825 Hickory Ln, Winona, MN 55987
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  /23

  Est $203,416 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,372 Sq Ft

  309 E King St, Winona, MN 55987

  309 E King St, Winona, MN 55987
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  /54

  $779,900

  • 6 Beds
  • 5 Baths
  • 5,129 Sq Ft

  271 E Garvin Heights Rd, Winona, MN 55987

  A rare opportunity in Garvin Heights! This 6-bedroom, 5-bath home offers endless flexibilityperfect for multigenerational living, investment, or business use. Enjoy panoramic bluff views, two fireplaces, and an open-concept main level ideal for entertaining. The lower level features a full mother-in-law suite with private entrance, kitchen, bath, and laundry, plus a fitness room and sauna

  Angela Thompson Coldwell Banker River Valley, REALTORS

  271 E Garvin Heights Rd, Winona, MN 55987
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  /40

  $310,000 Sold May 09, 2025

  1248 Wabasha Ave, Saint Charles, MN 55972

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft
  • Built 1995

  Last Sold Summary

  • $174/SF
  • 3 Days On Market

  Current Estimated Value $316,577

  Last Listing Agent Chad Garteski Weiss Realty LLC

  1248 Wabasha Ave, Saint Charles, MN 55972
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  /31

  Est $186,677 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  218 E King St, Winona, MN 55987

  218 E King St, Winona, MN 55987
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  /21

  $185,000

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft

  378 E King St, Winona, MN 55987

  Charming and centrally located, this property is just blocks from downtown Winona, Winona State University, and parks. Featuring two bedrooms and one bathroom, this home includes a current rental license, making it a great option for both investors and owner-occupants. Highlights include a spacious layout, functional kitchen, off-street parking, and a manageable yard. Don’t miss this opportunity

  Jerald Hettenbach Coldwell Banker River Valley, REALTORS

  378 E King St, Winona, MN 55987
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  /23

  $145,000 Sold May 01, 2025

  212 E Main St, Utica, MN 55979

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1900

  Last Sold Summary

  • $121/SF
  • 4 Days On Market

  Current Estimated Value $147,544

  Last Listing Agent Amy Loos Real Broker, LLC.

  212 E Main St, Utica, MN 55979
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  /31

  Est $201,467 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,688 Sq Ft

  268 E King St, Winona, MN 55987

  268 E King St, Winona, MN 55987
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  /13

  $55,000

  • Land
  • 0.2 Acre
  • $275,000 per Acre

  220 Pheasant Run, Rollingstone, MN 55969

  Have you ever dreamed of building your own home? Rollingstone, MN is the perfect place to make this dream a reality. This beautiful town is approximately 20 minutes from the East end and approximately 10 minutes from the West end of Winona. They are ready-to-build lots with all the amenities, including city water and sewer, electric, two internet providers, and natural gas. All assessments are

  Gile Gibbons Edina Realty, Inc.

  220 Pheasant Run, Rollingstone, MN 55969
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  /20

  $218,000 Sold Oct 30, 2025

  230 E 13th St, Saint Charles, MN 55972

  • 3 Beds
  • 1.5 Baths
  • 1,575 Sq Ft
  • Built 1925

  Last Sold Summary

  • $138/SF
  • 12 Days On Market

  Last Listing Agent Camille Hanson Counselor Realty of Rochester

  230 E 13th St, Saint Charles, MN 55972
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  /6

  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 4,445 Sq Ft

  310 E King St, Winona, MN 55987

  310 E King St, Winona, MN 55987
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  /13

  $55,000

  • Land
  • 0.2 Acre
  • $275,000 per Acre

  225 Pheasant Run, Rollingstone, MN 55969

  Have you ever dreamed of building your own home? Rollingstone, MN is the perfect place to make this dream a reality. This beautiful town is approximately 20 minutes from the East end and approximately 10 minutes from the West end of Winona. They are ready-to-build lots with all the amenities, including city water and sewer, electric, two internet providers, and natural gas. All assessments are

  Gile Gibbons Edina Realty, Inc.

  225 Pheasant Run, Rollingstone, MN 55969
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  /21

  $244,050 Sold Aug 29, 2025

  1316 Mcnally Dr, Winona, MN 55987

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft
  • Built 1990

  Last Sold Summary

  • $248/SF
  • 5 Days On Market

  Current Estimated Value $223,798

  Last Listing Agent Thomas Maroushek Real Broker, LLC.

  1316 Mcnally Dr, Winona, MN 55987
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  /28

  Est $233,914 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  359 Liberty St, Winona, MN 55987

  359 Liberty St, Winona, MN 55987
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  /4

  $178,365

  • Land
  • 0.74 Acre
  • $241,034 per Acre

  211 Industrial Park Dr, Saint Charles, MN 55972

  Great lot to build your future business.

  Dan Pearson Coldwell Banker River Valley,

  211 Industrial Park Dr, Saint Charles, MN 55972
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  /43

  $690,000 Sold Jun 02, 2025

  1392 Crestview Dr, Winona, MN 55987

  • 5 Beds
  • 3.5 Baths
  • 4,510 Sq Ft
  • Built 2012

  Last Sold Summary

  • $153/SF
  • 6 Days On Market

  Current Estimated Value $711,147

  Last Listing Agent Wendy Killen Keller Williams Premier Realty

  1392 Crestview Dr, Winona, MN 55987
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  /34

  Est $308,385 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,899 Sq Ft

  205 E Wabasha St, Winona, MN 55987

  205 E Wabasha St, Winona, MN 55987
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  /19

  $189,000 Pending

  • 1,908 Sq Ft

  218 E 5th St, Winona, MN 55987

  Triplex Investment Opportunity in the Heart of Winona! This well-performing triplex has been continuously rented for over 20 years, offering a proven rental history and steady cash flow. The property includes three one-bedroom, one-bath apartments, each with practical layouts that keep them in demand. Additional features include a detached garage with a brand-new exterior door coming soon and a

  Jenny Cisewski Edina Realty, Inc

  218 E 5th St, Winona, MN 55987
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  /48

  $185,000 Sold Jul 25, 2025

  18426 County Road 18, Lewiston, MN 55952

  • 4 Beds
  • 2,666 Sq Ft
  • Built 1900

  Last Sold Summary

  • $69/SF
  • 158 Days On Market

  Current Estimated Value $234,923

  Last Listing Agent Bob Stalberger Whitetail Properties Real Estate

  18426 County Road 18, Lewiston, MN 55952
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  /23

  Est $208,340 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  207 E Wabasha St, Winona, MN 55987

  207 E Wabasha St, Winona, MN 55987
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  /26

  $4,800,000

  • 124,308 Sq Ft

  157 W 3rd St, Winona, MN 55987

  The historic Kensington is a prime Investment property featuring a vibrant 55 plus community and an active commercial clientele. Currently 48 residential units and 10 commercial units. Located in the heart of Winona and within walking distance to restaurants, shopping, entertainment. Many updates have been recently completed in the last couple of years. Property has been mediculously

  Adam Weissenberger Coldwell Banker Commercial River Valley

  157 W 3rd St, Winona, MN 55987

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