Winona County, MN Homes

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  /15

  $210,000

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

  43513 Runaway Dr, Dakota, MN 55925

  Looking for land, space, and endless possibilities? Check out this unique 14-acre property with Dakota Creek running right through it. It’s a great setup for anyone wanting to raise horses, goats, or chickens, with horse fencing, shelters, a large pole barn, and several other outbuildings already in place. Fixer-upper or tear-down opportunity! Some updates are done—electrical and plumbing (3 yrs

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 632-8315

  43513 Runaway Dr, Dakota, MN 55925
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  /35

  $1,015 - $1,092 per month plus fees

  Washington Crossing

  1 - 2 Beds

  166 W Broadway St, Winona, MN 55987

  Welcome to Washington Crossing Apartments, the epitome of comfortable and stylish living in the charming city of Winona, Minnesota. Our fabulous community offers a variety of well-appointed apartment homes designed to meet the needs of modern living with incredible historical touch.Nestled in a picturesque setting, Washington Crossing Apartments combines the tranquility of suburban living

  166 W Broadway St, Winona, MN 55987
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  /17

  $601,200 Sold Jun 30, 2025

  13592 Hoffman Hill Rd, Minnesota City, MN 55959

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1953

  Last Sold Summary

  • $518/SF
  • 14 Days On Market

  Current Estimated Value $533,302

  Last Listing Agent Richard Jacobson Richard L. Jacobson Real Estate

  13592 Hoffman Hill Rd, Minnesota City, MN 55959
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  /47

  Est $541,504 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,387 Sq Ft

  1393 Ridgewood Dr, Winona, MN 55987

  1393 Ridgewood Dr, Winona, MN 55987
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  /39

  $587,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  169 Cobblestone Ln, Winona, MN 55987

  Looking for space, privacy, and a top-tier neighborhood? Act fast—this Cobblestone Creek home checks every box! Enjoy peaceful country living just minutes from Winona, with rolling hills, beautiful scenery, and a welcoming community. This 4-bed, 2.5-bath home features an open floor plan, solid-surface countertops, walk-in pantry, and main-floor laundry. A private primary suite offers a walk-in

  

  Gayle Dolle

  RE/MAX Results

  (507) 417-0888

  169 Cobblestone Ln, Winona, MN 55987
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  /5

  $1,100 - $1,600 total monthly price

  The Exchange

  Studio - 1 Bed

  51 E 4th St, Winona, MN 55987

  APARTMENTS & SHORT-TERM STAYS - Our recently renovated apartments are located in this charming and historic Winona building. The studio, one-bedroom, and two-bedroom units are equipped with modern amenities and boast high ceilings, large windows, and original maple flooring that add to their timeless appeal.As part of Winona's bustling downtown area, tenants can enjoy easy access to

  51 E 4th St, Winona, MN 55987
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  /32

  $279,900 Sold May 28, 2025

  525 Laird St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1947

  Last Sold Summary

  • $180/SF
  • 16 Days On Market

  Current Estimated Value $272,736

  Last Listing Agent Jason Hubbard Real Broker, LLC.

  525 Laird St, Winona, MN 55987
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  /19

  Est $229,747 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  256 Huff St, Winona, MN 55987

  256 Huff St, Winona, MN 55987
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  /6

  $29,000

  • Land
  • 0.5 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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  /28

  $1,650 - $3,050 per month plus fees

  Flats at 44 North

  1 - 2 Beds

  60 Main St, Winona, MN 55987

  Flats at 44 North, located at 60 Main Street in Winona, is the city’s newest luxury apartment community designed for modern living. These high-end residences offer thoughtfully crafted layouts with open-concept designs, large windows, and private patios that showcase stunning river or city views. Each apartment comes equipped with in-unit laundry, premium finishes, and contemporary features that

  60 Main St, Winona, MN 55987
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  /35

  $365,000 Sold Apr 21, 2025

  342 Pleasant Hill Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1978

  Last Sold Summary

  • $146/SF
  • 7 Days On Market

  Current Estimated Value $370,359

  Last Listing Agent Jonelle Moore Coldwell Banker River Valley, REALTORS

  342 Pleasant Hill Dr, Winona, MN 55987
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  /33

  Est $440,871 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,893 Sq Ft

  1342 Highland Dr, Winona, MN 55987

  1342 Highland Dr, Winona, MN 55987
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  /96

  $415,000 Pending

  • Land
  • 57 Acres
  • $7,281 per Acre

  TBD57 E Burns Valley Rd, Winona, MN 55987

  This property is tucked into the bluffs just 3.5 miles south of Winona in East Burns Valley. The timber is interconnected with thousands of acres of wooded ridges and valleys. There are a number of large acreage landowners nearby which minimizes local hunting pressure. A maintained trail system offers easy access to nearly all areas of the property with atv roads leading to the top of the ridge

  Chad Garteski Weiss Realty

  TBD57 E Burns Valley Rd, Winona, MN 55987
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  /35

  $799 - $1,230 per month plus fees

  Fairway Woods Apartments

  Studio - 3 Beds

  1555 Homer Rd, Winona, MN 55987

  Availability coming mid-June! First come, first serve, call us now!Fairway Woods is conveniently located approximately 1 mile from Hwy 14-61 with easy access to I-90. An easy commute to both Rochester and La Crosse, WI. Within walking distance from Winona Middle School, Minnesota South Eastern Technical College, a beautiful golf course and shopping. Fairway Woods offers residents

  1555 Homer Rd, Winona, MN 55987
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  $790,000 Sold Aug 19, 2025

  540 Prairie Island Rd N, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $627/SF
  • 18 Days On Market

  Current Estimated Value $591,707

  Last Listing Agent Jenny Cisewski Edina Realty, Inc

  540 Prairie Island Rd N, Winona, MN 55987
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  /48

  Est $505,140 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,774 Sq Ft

  1334 Highland Dr, Winona, MN 55987

  1334 Highland Dr, Winona, MN 55987
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  /115

  $3,500,000

  • 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 the design features and location. The homes designer is the seller’s son and the attention to design and the detailed craftsmanship of the builder shows 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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  /12

  $700 - $1,000 per month plus fees

  Lakeview Manor Apartments

  Studio - 2 Beds

  456 E Sarnia St, Winona, MN 55987

  Located across from Lake Winona. Heat, water, trash removal, plus internet and cable package included with rent. Amenities: A/C, off-street parking, and laundry facilities onsite. No pets and no smoking property.

  456 E Sarnia St, Winona, MN 55987
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  /63

  $650,000 Sold Oct 15, 2025

  265 W Broadway St, Winona, MN 55987

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft
  • Built 1907

  Last Sold Summary

  • $112/SF
  • 119 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.

  265 W Broadway St, Winona, MN 55987
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  /36

  Est $455,591 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,714 Sq Ft

  1328 Ridgewood Dr, Winona, MN 55987

  1328 Ridgewood Dr, Winona, MN 55987
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  /32

  $339,000 Pending

  • Land
  • 29.85 Acres
  • $11,357 per Acre

  0 Cherokee Rd, Saint Charles, MN 55972

  This gorgeous country acreage is ready to build your dream home. Freshly surveyed and a conditional use permit for a dwelling has been obtained. Easy driveway access from a town road. Ideally located halfway between Winona & Rochester on a dead end road. The majority of the acreage is nearly flat allowing it be more useable as compared to most bluff country acreages that are too steep to

  Chad Garteski Weiss Realty

  0 Cherokee Rd, Saint Charles, MN 55972
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  /18

  $2,700 per month plus fees

  Main Square

  2 Beds

  225 Main St, Winona, MN 55987

  The Pinnacle Luxury Suites at Main Square - The Pinnacle at Main Square, located on the corner of Johnson and 5th in Downtown Winona, Minnesota, features 23 luxury apartments located along Johnson Street. These one-, two-, and three-bedroom luxury apartments feature high-end finishes, marble countertops, a kitchen island, high-end stainless steel appliances, floor to ceiling windows, 10 to 12

  225 Main St, Winona, MN 55987
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  /3

  $23,000 Sold Oct 01, 2025

  77 College Rd, Winona, MN 55987

  • Land
  • 0.12 Acre
  • $191,667 per Acre

  Last Sold Summary

  • 147 Days On Market

  Current Estimated Value $38,000

  Last Listing Agent Thomas Maroushek Real Broker, LLC.

  77 College Rd, Winona, MN 55987
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  /36

  Est $368,654 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  1326 Woodpark Rd, Winona, MN 55987

  1326 Woodpark Rd, Winona, MN 55987
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  /94

  $750,000 Pending

  • Land
  • 128.77 Acres
  • $5,824 per Acre

  Xxx County Road 16 Unit LotWP001, La Crescent, MN 55947

  This wooded hunting tract is located just north of Pine Creek, just minutes West of La Crescent, near the Houston and Winona County line. Access is via an established, gated entrance that connects to more than three miles of trails, making it easy to navigate the property and reach key hunting locations. The property is highlighted by three separate ridge systems covered in mature harvestable oak

  Bob Stalberger Whitetail Properties Real Estate

  Xxx County Road 16 Unit LotWP001, La Crescent, MN 55947
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  /10

  $525 - $575 total monthly price

  Key Randall Apartments

  Studio

  1258 Randall St, Winona, MN 55987

  Good Credit History Required.We rent nice studio apartments starting at $525.00 with all utilities (except phone/cable/internet) included in rent. Our apartments are approximately 320 sq. ft. with a nice wall closet as well as a small closet by the door. Bathroom has a shower, toilet, sink, mirror, and cabinet. The living room/bedroom is good sized. Our building has laundry facilities,

  1258 Randall St, Winona, MN 55987
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  /39

  $378,000 Sold Apr 30, 2025

  519 Northern Valley Ct, Saint Charles, MN 55972

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 2008

  Last Sold Summary

  • $194/SF
  • 54 Days On Market

  Current Estimated Value $379,163

  Last Listing Agent Alex Mayer eXp Realty

  519 Northern Valley Ct, Saint Charles, MN 55972
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  /42

  Est $453,382 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  1339 Highland Dr, Winona, MN 55987

  1339 Highland Dr, Winona, MN 55987
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  /86

  $1,425,000

  • 3 Beds
  • 3.5 Baths
  • 6,433 Sq Ft

  26085 Frank Hill Rd, Winona, MN 55987

  Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber with a complete trail network, secluded food plot, and a Redneck blind positioned in a valley on the north end. Bordering large agricultural fields to the east and west, the land hunts big and is well-known for

  Bob Stalberger Whitetail Properties Real Estate

  26085 Frank Hill Rd, Winona, MN 55987
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  /6

  $1,800 per month plus fees

  Madison Place

  1 - 2 Beds

  515 W 7th St, Winona, MN 55987

  No pets!!Winona’s finest vintage apartments.Thoughtfully designed residences inside a landmark building. Experience the best of Winona in a safe and convenient location that is both luxurious and peaceful. In unit laundry. No pets. No smoking.

  515 W 7th St, Winona, MN 55987
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  $260,000 Sold Nov 26, 2025

  851 6th St W, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $159/SF
  • 5 Days On Market

  Last Listing Agent Jon Wilson Gerrard-Hoeschler, REALTORS

  851 6th St W, Winona, MN 55987
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  /35

  Est $449,797 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  1321 Ridgewood Dr, Winona, MN 55987

  1321 Ridgewood Dr, Winona, MN 55987
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  /30

  $319,900 Pending

  • 4 Beds
  • 1 Bath
  • 1,432 Sq Ft

  253 W Mill St, Winona, MN 55987

  Charming Folk Victorian home full of character and everyday functionality, ideally located close to the lake and within walking distance to Winona State University. This four-bedroom, one-bath home offers timeless curb appeal with inviting front and side porchesperfect for morning coffee, evening relaxation, and everyday convenience. The enclosed side porch provides an ideal drop zone for shoes,

  Angela Thompson Coldwell Banker River Valley, REALTORS

  253 W Mill St, Winona, MN 55987
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  /12

  $895 - $1,195 per month plus fees

  Country Valley

  2 - 3 Beds

  Hickory Ln, Stockton, MN 55987

  Our homes offer a living room providing ample space for relaxation and entertainment. The kitchen is equipped with essential appliances, and the bathrooms feature a tub/shower combination for convenience. Each bedroom offers sufficient space for furniture and personal belongings. This property is available for rent at a competitive price. We have empty lots available that people can move

  Hickory Ln, Stockton, MN 55987
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  /19

  $535,000 Sold Sep 23, 2025

  321 Sweetwater Ct, Saint Charles, MN 55972

  • 4 Beds
  • 3 Baths
  • 3,334 Sq Ft
  • Built 2022

  Last Sold Summary

  • $160/SF
  • 427 Days On Market

  Current Estimated Value $545,166

  Last Listing Agent Dan Pearson Coldwell Banker River Valley,

  321 Sweetwater Ct, Saint Charles, MN 55972
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  /45

  Est $335,669 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  1330 Wincrest Dr, Winona, MN 55987

  1330 Wincrest Dr, Winona, MN 55987
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  /34

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  368 Dresser Dr, Winona, MN 55987

  Welcome to Knopp Valley! This immaculately cared for home is move-in ready and waiting for its next owner. Offering 3 bedrooms and 2 bathrooms, this property features a warm and inviting gas fireplace, a vaulted ceiling with loft space perfect for a game room, office, or cozy reading nook. The main floor bedroom is currently used as a den and includes a sliding door leading to the back deck,

  Angela Thompson Coldwell Banker River Valley, REALTORS

  368 Dresser Dr, Winona, MN 55987
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  /25

  $640 - $650 total monthly price

  Key Broadway Apartments

  1 Bed

  1752 W Broadway St, Winona, MN 55987

  Good credit history is required for our 1-bedroom apartment rentals, which range from $635.00 to $695.00 per month, plus electricity. The provided pictures give a general representation of our $670+ apartments. The living room is nice sized and includes a connected space for a dining area. The kitchen has a walk-through design with ample cabinet space and a closet near the front door. The bedroom

  1752 W Broadway St, Winona, MN 55987
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  /5

  $75,000 Sold Apr 22, 2025

  XXX Minnesota 43, Winona, MN 55987

  • Land
  • 5 Acres
  • $15,000 per Acre

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Mitchell Walch Coffee House Real Estate LLC

  XXX Minnesota 43, Winona, MN 55987
• 

  

  /23

  Est $193,352 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft

  1856 W 5th St, Winona, MN 55987

  1856 W 5th St, Winona, MN 55987

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