Winona County, MN Homes

/31
$315,000

Pending
- 4 Beds
- 2.5 Baths
- 2,944 Sq Ft
364 W Sanborn St, Winona, MN 55987

Spacious, full of character, and ideally located, this beautiful home offers the perfect blend of timeless charm and everyday convenience. Just a short walk to Winona’s lakes, parks, and vibrant downtown, you’ll enjoy everything this desirable location has to offer.Inside, you’ll find four bedrooms, including a convenient main-floor bedroom, along with a main-floor bathroom and an additional

Jenny Cisewski

Edina Realty, Inc.

364 W Sanborn St, Winona, MN 55987
/13
$895

Total Monthly Price
- 1 Bed
- 1 Bath
- Condo for Rent
440 Church Ave Unit 442, Saint Charles, MN 55972

440 Church Ave Unit 442, Saint Charles, MN 55972
/28
$305,000

Sold Jul 30, 2025

8440 N D St, Winona, MN 55987
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 2004
Last Sold Summary
- $127/SF
- 4 Days On Market
Last Listing Agent Steven Koleno Beycome Brokerage Realty LLC

8440 N D St, Winona, MN 55987

/51
Est $532,320

Not Listed For Sale

258 Oak Leaf Dr, Winona, MN 55987
- 5 Beds
- 3.5 Baths
- 3,464 Sq Ft
- Built 1988
258 Oak Leaf Dr, Winona, MN 55987

Last Sold Summary
- 26 Days On Market

/35
$449,900

$10K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,549 Sq Ft
65 E Broadway St, Winona, MN 55987

Welcome to this truly remarkable home located in a fantastic location near downtown Winona! From the moment you arrive, you’ll appreciate the beautiful stone accents, gorgeous landscaping, and the pride of ownership throughout. Inside, the home features warm bamboo flooring, a beautiful sunroom filled with natural light, solid surface countertops, a cozy gas fireplace, and an inviting built-in

Jenny Cisewski

Edina Realty, Inc.

65 E Broadway St, Winona, MN 55987
/17
$185,000

Sold Dec 22, 2025

753 W King St, Winona, MN 55987
- 2 Beds
- 1 Bath
- 1,016 Sq Ft
- Built 1943
Last Sold Summary
- $182/SF
- 64 Days On Market
Current Estimated Value $190,630

Last Listing Agent Patrick Peterson Edina Realty, Inc.

753 W King St, Winona, MN 55987

/35
Est $429,633

Not Listed For Sale

255 Valley Oaks Dr, Winona, MN 55987
- 4 Beds
- 3.5 Baths
- 1,971 Sq Ft
- Built 1990
255 Valley Oaks Dr, Winona, MN 55987

Last Sold Summary
- 4 Days On Market

/43
$299,995

$20K PRICE DROP
- 3 Beds
- 1 Bath
- 1,655 Sq Ft
115 Keiper Dr, Minnesota City, MN 55959

Opportunity awaits with this three bedroom, one bath ranch-style home situated on 2 beautiful acres in Minnesota City, just minutes from Winona. This property offers the perfect combination of country living with the convenience of being close to town. Many updates have been completed in the past few years, including a newer bathroom, updated flooring, doors, & more, making this home move-in

Jenny Cisewski

Edina Realty, Inc.

115 Keiper Dr, Minnesota City, MN 55959
/28
$300,000

Sold May 08, 2026

8700 Rollin Sunset Dr, Winona, MN 55987
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2004
Last Sold Summary
- 3% Above List Price
- $223/SF
- 53 Days On Market
Current Estimated Value $290,632

Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

8700 Rollin Sunset Dr, Winona, MN 55987

/36
Est $433,706

Not Listed For Sale

218 Oak Leaf Dr, Winona, MN 55987
- 4 Beds
- 3 Baths
- 2,830 Sq Ft
- Built 1987
218 Oak Leaf Dr, Winona, MN 55987

Last Sold Summary
- 3 Days On Market

/18
$195,000

Pending
- 3 Beds
- 1 Bath
- 1,043 Sq Ft
1011 E 5th St, Winona, MN 55987

Move right in and enjoy this adorable 3-bed, 1-bath home that has been updated from top to bottom! The current owner has invested in countless improvements, including an updated kitchen and bathroom, newer appliances, windows, flooring, lighting, interior and exterior doors, updated electrical, new roofs on the house and garage, rain gutters, and a concrete driveway and patio-just to name a few.

Jenny Cisewski

Edina Realty, Inc

1011 E 5th St, Winona, MN 55987
/34
$410,000

Sold Oct 08, 2025

39123 Kc Dr, Winona, MN 55987
- 5 Beds
- 2 Baths
- 2,384 Sq Ft
- Built 1992
Last Sold Summary
- $172/SF
- 16 Days On Market
Current Estimated Value $431,354

Last Listing Agent Sydnee Thompson Coldwell Banker River Valley, REALTORS

39123 Kc Dr, Winona, MN 55987

Est $288,247

Not Listed For Sale

58 Brickyard Ln, Winona, MN 55987
- 2 Beds
- 2 Baths
- 1,212 Sq Ft
- Built 2004
58 Brickyard Ln, Winona, MN 55987

Last Sold Summary
- 8 Days On Market

/2
$18,000
- Land
- 15,246 Sq Ft
- $51,429 per Acre
8990 Hillside Ln, Stockton, MN 55987

Build Your Dream Home in Garvin View!Beautiful .35-acre buildable lot located in a quiet, private area at 8990 Hillside Ln, Winona. City water and sewer are available at the curb with no assessments—just standard hookup fees. Conveniently located just minutes from town, this lot is ready for your new home.Neighboring lot also available—buy one or both!

Jenny Cisewski

Edina Realty, Inc.

8990 Hillside Ln, Stockton, MN 55987
/70
$149,900

Sold Dec 17, 2025

260 E 15th St, Saint Charles, MN 55972
- 5 Beds
- 2 Baths
- 2,340 Sq Ft
- Built 1880
Last Sold Summary
- $64/SF
- 30 Days On Market
Current Estimated Value $203,912

Last Listing Agent Robert Thomson Edina Realty, Inc.

260 E 15th St, Saint Charles, MN 55972

Est $215,742

Not Listed For Sale

1311 W 5th St, Winona, MN 55987
- 2 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 1947
1311 W 5th St, Winona, MN 55987

Last Sold Summary
- 3 Days On Market

/19
$239,900

$10K PRICE DROP Pending
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
88 Valley Trail Dr, Winona, MN 55987

Very desirable 1 story townhouse in Knopp Valley, open floor plan with generous room sizes, great sunshine, always popular end unit with great views of greenery and the occasional deer. Meticulous condition plus 2-3 year old roof and siding. This unit also includes use of the pool!

Tim Tlougan

Edina Realty, Inc.

88 Valley Trail Dr, Winona, MN 55987
$227,000

Sold Nov 17, 2025

866 Gilmore Ave, Winona, MN 55987
- 3 Beds
- 3 Baths
- 1,412 Sq Ft
Last Sold Summary
- 5% Below List Price
- $161/SF
- 32 Days On Market
Current Estimated Value $236,042

Last Listing Agent Celeste Liesch Edina Realty, Inc

866 Gilmore Ave, Winona, MN 55987

/19
Est $326,763

Not Listed For Sale

1252 W Broadway St, Winona, MN 55987
- 4 Beds
- 1.5 Baths
- 2,076 Sq Ft
- Built 1926
1252 W Broadway St, Winona, MN 55987

Last Sold Summary
- 5 Days On Market

/51
$319,400

Open Sat 10AM - 12PM
- 4 Beds
- 2 Baths
- 1,884 Sq Ft
522 Brook Ave, Saint Charles, MN 55972

4 Bed / 2 Bath Gem with Fenced Yard – Turn-Key & Commuter Friendly! Skip the weekend DIY projects and move right into this beautifully maintained, new carpeted house, with 1,896 sq. ft. single-family home. Perfectly situated for a fast Rochester commute (or Winona) while offering the quiet peace of Saint Charles living, this home checks every single box. You’ll Love It for the Fresh Updates:

Lana Huemann Trust Realty

522 Brook Ave, Saint Charles, MN 55972
$178,000

Sold Jul 10, 2025

579 W 4th St, Winona, MN 55987
- 2 Beds
- 1 Bath
- 1,086 Sq Ft
Last Sold Summary
- $164/SF
- 2 Days On Market
Current Estimated Value $179,779

Last Listing Agent Jenny Cisewski Edina Realty, Inc

579 W 4th St, Winona, MN 55987

/51
Est $340,499

Not Listed For Sale

1282 W Broadway St, Winona, MN 55987
- 4 Beds
- 2.5 Baths
- 2,392 Sq Ft
- Built 1939
1282 W Broadway St, Winona, MN 55987

Last Sold Summary
- 3 Days On Market

/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
/14
$285,000

Sold May 21, 2026

243 Edgeview Dr, Rollingstone, MN 55969
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
- Built 1977
Last Sold Summary
- 10% Below List Price
- $156/SF
- 27 Days On Market
Current Estimated Value $291,482

Last Listing Agent Christopher Jacobson Richard L. Jacobson Real Estate

243 Edgeview Dr, Rollingstone, MN 55969

/42
Est $504,777

Not Listed For Sale

58 Lois Ln, Winona, MN 55987
- 3 Beds
- 3.5 Baths
- 3,190 Sq Ft
- Built 2001
58 Lois Ln, Winona, MN 55987

Last Sold Summary
- 4 Days On Market

/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
/16
$680,260

Sold Apr 15, 2026

0 Wiscoy Ridge Rd, Wiscoy Township, MN 55987
- Land
- 97.18 Acres
- $7,000 per Acre
Last Sold Summary
- 1 Day On Market
Last Listing Agent Chad Garteski Weiss Realty LLC

0 Wiscoy Ridge Rd, Wiscoy Township, MN 55987

Est $538,346

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

/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
/31
$279,500

Sold Dec 08, 2025

701 Bluff Ave, Saint Charles, MN 55972
- 3 Beds
- 1.5 Baths
- 1,614 Sq Ft
- Built 1917
Last Sold Summary
- $173/SF
- 15 Days On Market
Current Estimated Value $280,035

Last Listing Agent Eva Hygrell Castle Realty, LLC

701 Bluff Ave, Saint Charles, MN 55972

/2
Est $142,008

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

/33
$320,000
- Land
- 40 Acres
- $8,000 per Acre
Tbd German Ridge Rd, Winona, 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 High Point Land Company

Tbd German Ridge Rd, Winona, MN 55987
$395,000

Sold Dec 23, 2025

32653 Stinson Ridge Rd, Houston, MN 55943
- 4 Beds
- 2 Baths
- 1,600 Sq Ft
Last Sold Summary
- 7% Below List Price
- $247/SF
- 141 Days On Market
Current Estimated Value $402,511

Last Listing Agent Pete Peterson Edina Realty, Inc

32653 Stinson Ridge Rd, Houston, MN 55943

/10
Est $230,731

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

/40
$230,000

$5K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,539 Sq Ft
435 Harrison St, Lewiston, MN 55952

This well-kept 3-bedroom, 2-bathroom home offers a practical layout, classic character, and move-in ready condition. Hardwood floors add durability and warmth, while the bright, open living areas create a comfortable setting for both everyday living and gatherings. The floor plan provides a functional balance between shared spaces and private bedrooms, allowing flexibility for a variety of living

Benjamin Vix Whitetail Properties Real Estate

435 Harrison St, Lewiston, MN 55952
/38
$349,000

Sold Jul 01, 2026

629 W King St, Winona, MN 55987
- 3 Beds
- 1.5 Baths
- 2,255 Sq Ft
- Built 1912
Last Sold Summary
- $155/SF
- 17 Days On Market
Current Estimated Value $343,367

Last Listing Agent Tina Goettelman Edina Realty, Inc.

629 W King St, Winona, MN 55987

/7
Est $132,963

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

/14
$799,000
- Land
- 15 Acres
- $53,267 per Acre
24334 County Road 9, Winona, MN 55987

Nestled in the beautiful, natural setting of Cedar Valley, this 15+/- acre property offers a rare chance to live in this peaceful valley. Built in 1984 this lovely, well-constructed home has many extra special features. This spacious 4,200 sq. ft. home features 3 bedrooms and 3 bathrooms, offering a layout to embrace its expansive natural surroundings. Open to plenty of outdoor light with

Jake Mestad American Legacy Land Co.

24334 County Road 9, Winona, MN 55987
$118,000

Sold Feb 27, 2026

476 W 8th St, Winona, MN 55987
- 2 Beds
- 1 Bath
- 624 Sq Ft
Last Sold Summary
- 3% Above List Price
- $189/SF
- 4 Days On Market
Current Estimated Value $120,612

Last Listing Agent Jenny Cisewski Edina Realty, Inc

476 W 8th St, Winona, MN 55987

/19
Est $238,178

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

Showing Results 81 - 120, Page 3 of 18

Minnesota Winona County

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Winona County, MN Homes

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