Winona County, MN Homes

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  /35

  $245,000

  Sold Feb 27, 2026

  602 8th St E, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1885

  Last Sold Summary

  • $163/SF
  • 78 Days On Market

  Last Listing Agent Andrea Allred Keller Williams Premier Realty

  602 8th St E, Winona, MN 55987
• 

  

  

  /22

  Est $249,967

  Not Listed For Sale

  64 Valley Trail Dr, Winona, MN 55987

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1987

  64 Valley Trail Dr, Winona, MN 55987

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Matt Loos Real Broker, LLC.
• 

  

  

  /23

  $275,000

  New Construction Pending

  • 3 Beds
  • 1 Bath
  • 1,289 Sq Ft

  1818 Roberts St, Saint Charles, MN 55972

  Welcome to your new home in St. Charles, MN! This brand-new, energy-efficient home is thoughtfully designed to combine modern comfort with everyday convenience. Featuring 3 bedrooms and 1 bathroom, the home offers easy one-level living with everything conveniently located on a single floor. Zero-step entryways and no stairs provide accessibility and ease for all lifestyles. Enjoy relaxing on the

  Laura Slavey Keller Williams Premier Realty

  1818 Roberts St, Saint Charles, MN 55972
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  /32

  $330,000

  Sold Mar 06, 2026

  TBD30 Cherokee Rd, Wilson Township, MN 55972

  • Land
  • 30 Acres
  • $11,000 per Acre

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Chad Garteski Weiss Realty LLC

  TBD30 Cherokee Rd, Wilson Township, MN 55972
• 

  

  

  /26

  Est $371,507

  Not Listed For Sale

  391 Pleasant Hill Dr, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,494 Sq Ft
  • Built 1989

  391 Pleasant Hill Dr, Winona, MN 55987

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Jilaine Schmidt Edina Realty, Inc.
• 

  

  /30

  $345,000

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1560 Wabasha Ave, Saint Charles, MN 55972

  Check out this beautiful 4 beds & 2 bathroom home with an oversized 2 stall garage, located in a delightful neighborhood of St. Charles. Not a standard split-level, featuring an expansive entryway! The updated kitchen is a chef's delight, featuring new granite countertops, SS appliances, loads of cabinetry, and updated light fixtures. The dining room walks out to the large deck, overlooking the

  Michael Wilson Keller Williams Premier Realty

  1560 Wabasha Ave, Saint Charles, MN 55972
• 

  

  /22

  $232,720

  Sold May 20, 2026

  1426 Mcnally Dr Unit I, Winona, MN 55987

  • 3 Beds
  • 2.5 Baths
  • 2,077 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Above List Price
  • $112/SF
  • 14 Days On Market

  Current Estimated Value $243,083

  Last Listing Agent Alexander Garrett Keller Williams Premier Realty

  1426 Mcnally Dr Unit I, Winona, MN 55987
• 

  

  /31

  Est $341,152

  Not Listed For Sale

  334 Pleasant Hill Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1980

  334 Pleasant Hill Dr, Winona, MN 55987

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.
• 

  

  /9

  $70,000

  • Land
  • 12,196 Sq Ft
  • $250,000 per Acre

  275 Pheasant Run, Rollingstone, MN 55969

  If you've ever dreamed of building your own home, this is your chance. This stunning lot is located in Rollingstone, MN surrounded by the beautiful bluffs. Imagine designing a space just for you, in a peaceful small town with parks, a school, walking trails, biking trails and ponds to fish or watch the wildlife. There is much to offer including a small town cafe and a local museum. You get all of

  Kendra Speltz Edina Realty, Inc.

  275 Pheasant Run, Rollingstone, MN 55969
• 

  

  /27

  $315,000

  Sold Aug 21, 2026

  840 52nd Ave, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,296 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $137/SF
  • 23 Days On Market

  Current Estimated Value $307,368

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.

  840 52nd Ave, Winona, MN 55987
• 

  

  /36

  Est $346,852

  Not Listed For Sale

  391 Dresser Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft
  • Built 1986

  391 Dresser Dr, Winona, MN 55987

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.
• 

  

  /15

  $320,000

  $25K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 2,288 Sq Ft

  5250 W 9th St, Winona, MN 55987

  Welcome to this spacious and move-in ready 5-bedroom, 2-bath home offering room for everyone inside and out! Step inside to find multiple living spaces, updated flooring, and a functional layout designed for everyday living and entertaining. The kitchen offers ample cabinet space, a center island, and flows nicely into the dining area with access to the large deck and fenced backyard.The

  Christopher Jacobson Richard L. Jacobson Real Estate

  5250 W 9th St, Winona, MN 55987
• 

  

  /43

  $417,900

  Sold Aug 21, 2026

  1321 Ridgewood Dr, Winona, MN 55987

  • 5 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 1995

  Last Sold Summary

  • $181/SF
  • 46 Days On Market

  Current Estimated Value $439,227

  Last Listing Agent Eric Nustad Key Real Estate

  1321 Ridgewood Dr, Winona, MN 55987
• 

  

  /40

  Est $556,505

  Not Listed For Sale

  276 Pleasant Hill Dr, Winona, MN 55987

  • 4 Beds
  • 3.5 Baths
  • 3,516 Sq Ft
  • Built 1978

  276 Pleasant Hill Dr, Winona, MN 55987

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Wendy Killen Keller Williams Premier Realty
• 

  

  /29

  $125,000

  • 1 Bed
  • 1 Bath
  • 1,188 Sq Ft

  556 W 5th St, Winona, MN 55987

  Welcome to 556 W 5th Street in Winona! This charming 2-bedroom, 1-bathroom home offers an excellent opportunity for anyone seeking an affordable property in a convenient location. The comfortable floor plan makes great use of the space, while the fenced-in yard provides room for pets, gardening, entertaining, or relaxing outdoors. Conveniently situated near Winona’s shopping, dining, parks,

  Kris Lindahl Kris Lindahl Real Estate

  556 W 5th St, Winona, MN 55987
• 

  /2

  $190,000

  Sold Jul 31, 2026

  1557 Gilmore Ave, Winona, MN 55987

  • 4 Beds
  • 3 Baths
  • 950 Sq Ft
  • Built 1939

  Last Sold Summary

  • $200/SF
  • 0 Days On Market

  Current Estimated Value $270,371

  Last Listing Agent Ryan Hanifl Raven Realty

  1557 Gilmore Ave, Winona, MN 55987
• 

  

  /31

  Est $331,623

  Not Listed For Sale

  68 Mount Vernon Ct, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,577 Sq Ft
  • Built 1977

  68 Mount Vernon Ct, Winona, MN 55987

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Jason Hubbard Real Broker, LLC.
• 

  /2

  $39,900

  • Land
  • 8,276 Sq Ft
  • $210,000 per Acre

  1324 Sunset Dr, Saint Charles, MN 55972

  Oversized lot in an established area just awaiting it's new home. Perfect for a walk out ranch! This could be where your new home sits! Call today!

  Mitchell Walch Coffee House Real Estate LLC

  1324 Sunset Dr, Saint Charles, MN 55972
• 

  

  /28

  $315,000

  Sold Jun 05, 2026

  1308 Parkview Ave, Winona, MN 55987

  • 3 Beds
  • 1.5 Baths
  • 2,510 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $125/SF
  • 6 Days On Market

  Current Estimated Value $310,913

  Last Listing Agent Cherie Burke Keller Williams Premier Realty

  1308 Parkview Ave, Winona, MN 55987
• 

  

  /31

  Est $243,930

  Not Listed For Sale

  1642 W King St, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 1966

  1642 W King St, Winona, MN 55987

  Last Sold Summary

  • 171 Days On Market

  Last Listing Agent Tim Tlougan Edina Realty, Inc.
• 

  

  /21

  $283,000

  • 3 Beds
  • 2 Baths
  • 1,481 Sq Ft

  1103 Gilmore Ave, Winona, MN 55987

  Welcome home to this charming 3-bedroom, 2-bathroom home in a fantastic Winona location! Enjoy stunning views from the living room and primary bedroom, along with beautiful red oak hardwood floors in the main living and dining areas and two main-floor bedrooms. The hardwood floors were refinished in 2018, and the kitchen features a new laminate countertop installed in December 2024. The inviting

  Donna Dahl Pemberton RE

  1103 Gilmore Ave, Winona, MN 55987
• 

  

  /38

  $450,000

  Sold Mar 02, 2026

  1315 49th Ave, Winona, MN 55987

  • 5 Beds
  • 4 Baths
  • 3,039 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $148/SF
  • 3 Days On Market

  Current Estimated Value $449,290

  Last Listing Agent Tina Scharmach Castle Realty, LLC

  1315 49th Ave, Winona, MN 55987
• 

  

  /4

  Not Listed For Sale

  200 E King St, Winona, MN 55987

  • 8 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1868

  200 E King St, Winona, MN 55987

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Jack Krage Coldwell Banker River Valley, REALTORS
• 

  

  /40

  $639,900

  • 4 Beds
  • 3.5 Baths
  • 4,785 Sq Ft

  104 Forest Oak Ct, Winona, MN 55987

  Hidden at the end of a quiet cul-de-sac, this remarkable cedar home offers the best of both worlds: a peaceful, wooded setting on 1.5 acres with the convenience of being just minutes from everything Winona has to offer.With over 4,700 finished square feet, there's room for everyone to spread out without ever feeling connected. Sunlight pours through walls of windows, highlighting the

  Matt Loos Real Broker, LLC.

  104 Forest Oak Ct, Winona, MN 55987
• 

  $579,900

  Sold May 20, 2026

  1363 Summit Dr, Winona, MN 55987

  • 4 Beds
  • 3 Baths
  • 3,196 Sq Ft

  Last Sold Summary

  • $181/SF
  • 5 Days On Market

  Current Estimated Value $575,705

  Last Listing Agent Angela Thompson Coldwell Banker River Valley, REALTORS

  1363 Summit Dr, Winona, MN 55987
• 

  

  /23

  Est $167,455

  Not Listed For Sale

  156 E King St, Winona, MN 55987

  • 1 Bed
  • 1 Bath
  • 937 Sq Ft
  • Built 1880

  156 E King St, Winona, MN 55987

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Tim Tlougan Edina Realty, Inc.
• 

  

  /30

  $284,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  3525 W 7th St Unit B, Winona, MN 55987

  EASY LIVING! Do you have a busy schedule & can't find what you are looking for.... this might be it?!? This 2 story, 4 bed, 3 bath townhome offers an open layout, bright living spaces, and an attached 2 car garage. Enjoy low maintenance living, lawn care & snow removal are handled for you! All four bedrooms (recently painted) and the laundry are located on the same level, featuring walk-in

  Emily Barkeim Edina Realty, Inc.

  3525 W 7th St Unit B, Winona, MN 55987
• 

  

  /45

  $430,000

  Sold Feb 27, 2026

  53 W 9th St, Winona, MN 55987

  • 12 Beds
  • 4 Baths
  • 4,946 Sq Ft
  • Built 1886

  Last Sold Summary

  • $87/SF
  • 124 Days On Market

  Last Listing Agent Laura Slavey Keller Williams Premier Realty

  53 W 9th St, Winona, MN 55987
• 

  

  /17

  Est $203,178

  Not Listed For Sale

  962 Gilmore Ave, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1907

  962 Gilmore Ave, Winona, MN 55987

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Andrea Allred Keller Williams Premier Realty
• 

  

  /8

  $154,000

  $10K PRICE DROP

  • Land
  • 15.2 Acres
  • $10,132 per Acre

  24345 E Burns Valley Rd, Wilson Township, MN 55987

  Build your dream home on this stunning 15.2-acre retreat just outside of Winona. A paved driveway leads you to a prime, flat building site perfect for a walkout home, with electricity already on-site. Enjoy the natural beauty and tranquility of a spring-fed pond, all while being just minutes from town.

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  24345 E Burns Valley Rd, Wilson Township, MN 55987
• 

  

  /7

  $149,000

  Sold Oct 10, 2025

  1079 W 5th St, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1907

  Last Sold Summary

  • $62/SF
  • 2 Days On Market

  Last Listing Agent John Kronebusch Property Brokers of Minnesota

  1079 W 5th St, Winona, MN 55987
• 

  

  /28

  Est $243,694

  Not Listed For Sale

  773 Terrace Ln, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,291 Sq Ft
  • Built 1948

  773 Terrace Ln, Winona, MN 55987

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jason Hubbard Real Broker, LLC.
• 

  

  /23

  $289,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  673 Johnson St, Winona, MN 55987

  Welcome home to this charming 2-bedroom, 1-bath home located just one block from Lake Winona! Inside, you'll find beautiful natural woodwork, hardwood floors, and built-ins that add warmth and character throughout. Numerous updates have already been completed, including a remodeled bathroom, many replacement windows, all-new plumbing, and new garage doors. Enjoy extra living and entertaining

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  673 Johnson St, Winona, MN 55987
• 

  

  /15

  $215,000

  Sold Jul 27, 2026

  221 E 8th St, Winona, MN 55987

  • 7 Beds
  • 2 Baths
  • 2,491 Sq Ft
  • Built 1890

  Last Sold Summary

  • $86/SF
  • 311 Days On Market

  Last Listing Agent Laura Slavey Keller Williams Premier Realty

  221 E 8th St, Winona, MN 55987
• 

  

  /30

  Est $242,004

  Not Listed For Sale

  717 Wilson St, Winona, MN 55987

  • 4 Beds
  • 1.5 Baths
  • 1,712 Sq Ft
  • Built 1880

  717 Wilson St, Winona, MN 55987

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.
• 

  

  /13

  $99,000

  • Land
  • 1.46 Acres
  • $67,808 per Acre

  25579 Leeward Rd, Winona, MN 55987

  Imagine building your dream home where every day begins with breathtaking views of the Mississippi River and the beauty of the Driftless Area. This homesite offers the perfect opportunity to create a home that is uniquely yours while enjoying one of nature's most spectacular backdrops. Watch the seasons transform the landscape from your own backyard as bald eagles soar overhead, barges make their

  Angela Thompson Coldwell Banker River Valley, REALTORS

  25579 Leeward Rd, Winona, MN 55987
• 

  

  /45

  $510,000

  Sold Aug 06, 2026

  1213 Whispering Hills Dr, Saint Charles, MN 55972

  • 5 Beds
  • 3 Baths
  • 3,064 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Below List Price
  • $166/SF
  • 63 Days On Market

  Current Estimated Value $515,200

  Last Listing Agent Denel Ihde Sparks Re/Max Results

  1213 Whispering Hills Dr, Saint Charles, MN 55972
• 

  

  /32

  Est $334,831

  Not Listed For Sale

  677 Harriet St, Winona, MN 55987

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • Built 1919

  677 Harriet St, Winona, MN 55987

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Kevin Rudquist Counselor Realty of Rochester
• 

  

  /9

  $55,000

  • Land
  • 8,712 Sq Ft
  • $275,000 per Acre

  210 Pheasant Run, Rollingstone, MN 55969

  If you've ever dreamed of building your own home, this is your chance. This stunning lot is located in Rollingstone, MN surrounded by the beautiful bluffs. Imagine designing a space just for you, in a peaceful small town with parks, a school, walking trails, biking trails and ponds to fish or watch the wildlife. There is much to offer including a small town cafe and a local museum. You get all of

  Kendra Speltz Edina Realty, Inc.

  210 Pheasant Run, Rollingstone, MN 55969
• 

  

  /40

  $425,000

  Sold Aug 21, 2026

  1475 48th Ave, Winona, MN 55987

  • 5 Beds
  • 4 Baths
  • 2,742 Sq Ft
  • Built 1992

  Last Sold Summary

  • 1% Below List Price
  • $155/SF
  • 35 Days On Market

  Current Estimated Value $420,322

  Last Listing Agent Jessica Lingen eXp Realty

  1475 48th Ave, Winona, MN 55987

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