Winona, MN Homes

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  /112

  $985,000

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

  35423 Skyview Dr, Winona, MN 55987

  This secluded equestrian property sits at the end of a quiet road overlooking a sprawling valley and offers the perfect combination of privacy, functionality, and scenic bluff country beauty. A long driveway lined with towering mature pines and walnut trees creates an impressive entrance and sets the tone for this remarkable country estate. Nestled among mature oaks, pines, and walnut trees, the

  Jeff Brogle Bluff Country Properties, LLC -Real Estate

  35423 Skyview Dr, Winona, 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
• 

  Est $541,977

  Not Listed For Sale

  84 Lyngholm Dr, Winona, MN 55987

  • 4 Beds
  • 3 Baths
  • 4,001 Sq Ft
  • Built 2001

  84 Lyngholm Dr, Winona, MN 55987

  Last Sold Summary

  • 156 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc
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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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  /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
• 

  /2

  Est $159,989

  Not Listed For Sale

  1029 W 2nd St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1885

  1029 W 2nd St, Winona, MN 55987

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Gile Gibbons Edina Realty, Inc.
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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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  /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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  /10

  Est $237,541

  Not Listed For Sale

  1004 W 3rd St, Winona, MN 55987

  • 3 Beds
  • 1.5 Baths
  • 1,854 Sq Ft
  • Built 1905

  1004 W 3rd St, Winona, MN 55987

  Last Sold Summary

  • 102 Days On Market

  Last Listing Agent Christopher Jacobson Richard L. Jacobson Real Estate
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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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  /7

  Est $145,734

  Not Listed For Sale

  717 Grand St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1900

  717 Grand St, Winona, MN 55987

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Christopher Jacobson Richard L. Jacobson Real Estate
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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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  /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
• 

  

  /19

  Est $254,660

  Not Listed For Sale

  707 Grand St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft
  • Built 1885

  707 Grand St, Winona, MN 55987

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Kendra Speltz 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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  /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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  /45

  Est $259,257

  Not Listed For Sale

  657 Dacota St, Winona, MN 55987

  • 5 Beds
  • 3.5 Baths
  • 2,600 Sq Ft
  • Built 1916

  657 Dacota St, Winona, MN 55987

  Last Sold Summary

  • 299 Days On Market

  Last Listing Agent Steven Koleno Beycome Brokerage 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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  /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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  /28

  Est $263,368

  Not Listed For Sale

  677 Olmstead St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 2,316 Sq Ft
  • Built 1890

  677 Olmstead St, Winona, MN 55987

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Kendra Speltz Edina Realty, Inc.
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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
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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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  /4

  Not Listed For Sale

  521 W Sarnia St, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,885 Sq Ft
  • Built 1885

  521 W Sarnia St, Winona, MN 55987

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Christopher Jacobson Richard L. Jacobson Real Estate
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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
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  /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
• 

  

  /23

  Est $199,310

  Not Listed For Sale

  612 Dacota St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,062 Sq Ft
  • Built 1890

  612 Dacota St, Winona, MN 55987

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Tim Tlougan Edina Realty, Inc.
• 

  

  /24

  $230,000

  • 2 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  214 E Howard St, Winona, MN 55987

  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

  Tina Goettelman Edina Realty, Inc.

  214 E Howard St, 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
• 

  

  /19

  Est $192,081

  Not Listed For Sale

  553 Olmstead St, Winona, MN 55987

  • 4 Beds
  • 1 Bath
  • 1,131 Sq Ft
  • Built 1890

  553 Olmstead St, Winona, MN 55987

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Kendra Speltz Edina Realty, Inc.
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  /7

  $230,000

  • 2 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  214 E 10th St, Winona, MN 55987

  Welcome home to this spacious 2-bedroom, 3-bath residence located in the heart of Winona! With large bedrooms, each featuring its own private bathroom, this home offers comfort and privacy. The living room provides an ideal gathering space, while the dining room is ready for everything from holiday celebrations to everyday meals. The kitchen offers storage and enough space for a large

  Tina Goettelman Edina Realty, Inc

  214 E 10th St, Winona, MN 55987
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  /33

  $275,000

  Sold Mar 30, 2026

  361 Orrin St, Winona, MN 55987

  • 2 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1960

  Last Sold Summary

  • $150/SF
  • 12 Days On Market

  Current Estimated Value $268,965

  Last Listing Agent Sonja Kunce Coldwell Banker River Valley, REALTORS

  361 Orrin St, Winona, MN 55987
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  /24

  Est $286,783

  Not Listed For Sale

  269 Wilson St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1995

  269 Wilson St, Winona, MN 55987

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Brent Kimmerle Real Broker, LLC.
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  /5

  $699,000

  • Land
  • 2,613 Sq Ft
  • $11,650,000 per Acre

  56 E 3rd St, Winona, MN 55987

  Prime vacant lot consisting of three parcels located in the heart of downtown Winona! A rare opportunity to bring your vision to life in a vibrant and growing area. Whether you're planning a new business, development project, or investment, the possibilities are endless. Drive by anytime and imagine the potential!

  Christopher Jacobson Richard L. Jacobson Real Estate

  56 E 3rd St, Winona, MN 55987
• 

  

  /24

  $220,000

  Sold Jun 26, 2026

  407 Hiawatha Blvd, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1958

  Last Sold Summary

  • 19% Above List Price
  • $167/SF
  • 5 Days On Market

  Current Estimated Value $203,771

  Last Listing Agent Amy Cornelius Keller Williams Premier Realty

  407 Hiawatha Blvd, Winona, MN 55987
• 

  

  /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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  /6

  $2,199,999

  • Land
  • 3.23 Acres
  • $681,114 per Acre

  1845 W 5th St, Winona, MN 55987

  Motivated seller! Spacious Double Lot Opportunity! Discover the potential of this rare double lot offering. The property consists of two adjacent vacant lots being sold together. With generous frontage and depth, these parcels offers ample room for development. Lots are cleared and ready for your vision. This is a prime location with flexibility and future potential. Key Features: Two legal

  Amy Loos Real Broker, LLC.

  1845 W 5th St, Winona, MN 55987
• 

  

  /30

  $255,000

  Sold Oct 10, 2025

  561 W Broadway St, Winona, MN 55987

  • 2 Beds
  • 1.5 Baths
  • 1,104 Sq Ft
  • Built 1890

  Last Sold Summary

  • $231/SF
  • 7 Days On Market

  Current Estimated Value $262,028

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS

  561 W Broadway St, Winona, MN 55987
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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.
• 

  

  /23

  $255,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  293 Orrin St, Winona, MN 55987

  Paul J Van Eijl Richard L. Jacobson Real Estate

  293 Orrin St, Winona, MN 55987

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