Winona County, MN Homes

/21
$254,900

$15K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,296 Sq Ft
1888 Gilmore Ave, Winona, MN 55987

Spacious 3 bedroom Ranch on an extra large lot in a quiet, residential neighborhood. This home features a very practical floor plan with a large Livingroom, nice size bedrooms, great storage, a main floor family/den area off the kitchen plus a large basement with all kinds of potential! Terrific opportunity for a great home in a wonderful location.

Tim Tlougan

Edina Realty, Inc.

1888 Gilmore Ave, Winona, MN 55987
/9
$1,525 - $1,775

Total Monthly Price
- 5 Beds
- 2 Baths
- 2,000 Sq Ft
- Condo for Rent
55 W Broadway St, Winona, MN 55987

Great house featuring to full bathrooms, FREE laundry, off street parking, Central air!

55 W 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 $191,045

Last Listing Agent Patrick Peterson Edina Realty, Inc.

753 W King St, Winona, MN 55987

/24
Est $372,153

Not Listed For Sale

100 Forest Oak Ct, Winona, MN 55987
- 4 Beds
- 3 Baths
- 2,288 Sq Ft
- Built 2002
100 Forest Oak Ct, Winona, MN 55987

Last Sold Summary
- 16 Days On Market
Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

/27
$215,000
- 2 Beds
- 1 Bath
- 1,292 Sq Ft
1002 Gilmore Ave, Winona, MN 55987

Welcome home to this charming brick ranch located at 1002 Gilmore Avenue, just minutes from Lake Winona, shopping, dining, parks, and everyday conveniences. Situated on an oversized city lot, this property offers an incredible backyard retreat with a park-like setting featuring mature shade trees, a bamboo privacy fence, multiple patio areas for relaxing or entertaining, and beautifully

Jenny Cisewski

Edina Realty, Inc.

1002 Gilmore Ave, Winona, MN 55987
/20
$1,500

Total Monthly Price
- 4 Beds
- 1 Bath
- 1,400 Sq Ft
- House for Rent
38545 County Road 104 Unit 1, Dakota, MN 55925

Farm House for RentNewly Remodeled throughout ( 5 years ago)3-4 BedroomsMaster Bedroom with Huge Walk-in-Closet1 Full BathMain Floor LaundryHuge Kitchen with Oak Cabinets - Refrigerator/Freezer, Dishwasher, Electric StoveA/CFurnace (Propane)Lots of StorageFront PorchLarge Area for one to two cars and storageVinyl double pane windowsSteel

38545 County Road 104 Unit 1, Dakota, MN 55925
/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 $304,204

Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

8700 Rollin Sunset Dr, Winona, MN 55987

/53
Est $505,805

Not Listed For Sale

92 Forest Oak Ct, Winona, MN 55987
- 4 Beds
- 3.5 Baths
- 3,640 Sq Ft
- Built 1990
92 Forest Oak Ct, Winona, MN 55987

Last Sold Summary
- 2 Days On Market
Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

/2
$18,000
- Land
- 15,681 Sq Ft
- $50,000 per Acre
8970 Hillside Ln, Stockton, MN 55987

Build Your Dream Home in Garvin View!Beautiful .35-acre buildable lot located in a quiet, private area at 8970 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.

8970 Hillside Ln, Stockton, MN 55987
/44
$1,775

Total Monthly Price
- 5 Beds
- 2 Baths
- 2,500 Sq Ft
- House for Rent
326 Center St, Winona, MN 55987

Great House with a lot of style. This property features off street parking, FREE laundry, hardwood floors, two bathrooms, ceramic tile, a/c unit all on East Campus and 1/2 block from Main campus.Tenants pay water/sewer, heat, electric, cable/internet

326 Center 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 $435,981

Last Listing Agent Sydnee Thompson Coldwell Banker River Valley, REALTORS

39123 Kc Dr, Winona, MN 55987

/39
Est $516,001

Not Listed For Sale

61 Forest Oak Ct, Winona, MN 55987
- 4 Beds
- 3.5 Baths
- 3,725 Sq Ft
- Built 1990
61 Forest Oak Ct, Winona, MN 55987

Last Sold Summary
- 40 Days On Market
Last Listing Agent Roshelle Makinia @properties La Crosse

/38
$384,900
- 4 Beds
- 3.5 Baths
- 2,720 Sq Ft
4820 13th St, Winona, MN 55987

Tucked away on a whisper-quiet Goodview cul-de-sac, this exceptionally built 4-bed, 3.5-bath walkout rambler offers peace and space. Vaulted cathedral ceilings let natural light cascade through the open layout. Beautiful luxury vinyl plank floors ground the main level for modern style. Step out onto your large deck overlooking spectacular, vibrant landscaping. The garden creates a private

Gayle Dolle

RE/MAX Results

4820 13th St, Winona, MN 55987
/27
$600 - $1,050

Total Monthly Price
- 1 - 3 Beds
- 1.5 Baths
- 400 Sq Ft
- Condo for Rent
119 E 5th St, Winona, MN 55987

Great unit in a great location! Security door, central air, laundry nearby, off street parking.

119 E 5th St, Winona, MN 55987
/24
$185,000

Sold Jul 22, 2026

655 Huff St, Winona, MN 55987
- 3 Beds
- 1 Bath
- 1,246 Sq Ft
- Built 1880
Last Sold Summary
- 5% Below List Price
- $148/SF
- 1 Day On Market
Current Estimated Value $195,934

Last Listing Agent Aaron Perleberg Real Broker, LLC.

655 Huff St, Winona, MN 55987

/51
Est $545,542

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
Last Listing Agent Jenny Cisewski Edina Realty, Inc.

/35
$410,000
- 4 Beds
- 2.5 Baths
- 3,424 Sq Ft
110 Benson Dr, Lewiston, MN 55952

Do not miss out on this home that truly has it all. A walkout/” drive out” rambler that offers single level living AND tons of living and entertaining space, complimented with the ability to step out, drop a ball and start playing a round of golf.The main level features an open floor plan with living room, dining room, and entertainment area under a well-lit cathedral ceiling that leads to an

Tim Tlougan

Edina Realty, Inc.

110 Benson Dr, Lewiston, MN 55952
/85
$650

Total Monthly Price
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Condo for Rent
117 E Howard St, Winona, MN 55987

117 E Howard St, Winona, MN 55987
/34
$269,900

Sold Aug 24, 2026

20 Lenox St, Winona, MN 55987
- 3 Beds
- 2 Baths
- 1,732 Sq Ft
- Built 1968
Last Sold Summary
- $156/SF
- 11 Days On Market
Current Estimated Value $262,714

Last Listing Agent Wendy Killen Keller Williams Premier Realty

20 Lenox St, Winona, MN 55987

/35
Est $419,212

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
Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

/24
$148,900
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
653 Johnson St, Winona, MN 55987

Cute and cozy 2 bedroom with tons of charm and character, plus it's located only 2 short blocks from Lake Park and all that it has to offer! Spacious rooms throughout, great open floor plan with a wonderful pantry off the kitchen. Large front porch featuring great morning sunshine.

Tim Tlougan

Edina Realty, Inc.

653 Johnson St, Winona, MN 55987
/20
$1,500

Total Monthly Price
- 4 Beds
- 1 Bath
- 1,400 Sq Ft
- House for Rent
38545 County Road 104 Unit 1, Dakota, MN 55925

Farm House for RentNewly Remodeled throughout ( 5 years ago)3-4 BedroomsMaster Bedroom with Huge Walk-in-Closet1 Full BathMain Floor LaundryHuge Kitchen with Oak Cabinets - Refrigerator/Freezer, Dishwasher, Electric StoveA/CFurnace (Propane)Lots of StorageFront PorchLarge Area for one to two cars and storageVinyl double pane windowsSteel

38545 County Road 104 Unit 1, Dakota, MN 55925
/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 $187,614

Last Listing Agent Robert Thomson Edina Realty, Inc.

260 E 15th St, Saint Charles, MN 55972

/31
Est $514,048

Not Listed For Sale

51 Oak Park Ct, Winona, MN 55987
- 5 Beds
- 3 Baths
- 3,026 Sq Ft
- Built 1990
51 Oak Park Ct, Winona, MN 55987

Last Sold Summary
- 3 Days On Market
Last Listing Agent Angela Schott Keller Williams Premier Realty

/27
$330,000

Pending
- 4 Beds
- 3 Baths
- 2,128 Sq Ft
564 W Wabasha St, Winona, MN 55987

This stunning two-story home is filled with timeless character and beautifully preserved original details. Gorgeous hardwood floors, rich original woodwork, spacious rooms, and abundant storage showcase the charm found throughout.The main level features a spacious living room, formal dining room, kitchen, convenient main-floor laundry with a half bath, and a dedicated office space. Upstairs

Jenny Cisewski

Edina Realty, Inc.

564 W Wabasha St, Winona, MN 55987
/85
$650

Total Monthly Price
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Condo for Rent
117 E Howard St, Winona, MN 55987

117 E Howard St, 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 $235,109

Last Listing Agent Celeste Liesch Edina Realty, Inc

866 Gilmore Ave, Winona, MN 55987

/36
Est $425,104

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
Last Listing Agent Jilaine Schmidt Edina Realty, Inc.

/22
$225,000
- 3 Beds
- 1 Bath
- 1,520 Sq Ft
134 Fairfax St, Winona, MN 55987

Located near the golf course, this 3 bedroom home offers plenty of space and possibilities. All 3 bedrooms are on one level, with one currently being used as a laundry and storage room. Move the laundry to the basement and open up that room for additional living space. Wood floors add character throughout the home. The large eat in kitchen is great for everyday meals, while the basement offers a

Amy Cornelius

Keller Williams Premier Realty

134 Fairfax St, Winona, MN 55987
/10
$1,430

Total Monthly Price
- 2 Beds
- 1 Bath
- 908 Sq Ft
- Island City Properties
270 W 3rd St Unit 205, Winona, MN 55987

2 bed, 1 bath in the heart of Winona

270 W 3rd St Unit 205, 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 $284,557

Last Listing Agent Christopher Jacobson Richard L. Jacobson Real Estate

243 Edgeview Dr, Rollingstone, MN 55969

Est $217,300

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
Last Listing Agent Dave Snyder Gerrard-Hoeschler, REALTORS

/13
$90,000

Pending
- 2 Beds
- 1 Bath
- 942 Sq Ft
629 11th St E, Winona, MN 55987

Opportunity awaits with this affordable 2-bedroom, 1-bath home in Winona! Featuring hardwood floors, vinyl replacement windows, forced-air heat, a spacious partially fenced yard, and a 2-car garage. Conveniently located near Lake Winona, Lake Park, walking and biking trails, and everyday amenities. This home is ready for someone with vision and offers plenty of potential for renovation and

Jenny Cisewski

Edina Realty, Inc

629 11th St E, Winona, MN 55987
/13
$1,050

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

This 2-bedroom basement apartment in St. Charles offers comfortable living space with a number of updates and convenient features. The kitchen has been updated with new cabinets and newer appliances, while vinyl plank flooring runs throughout the unit. In addition to the two bedrooms, the apartment includes a bonus room that provides flexible space for an office, hobby area, storage, or

440 Church Ave Unit 440, Saint Charles, MN 55972
/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

/19
Est $332,120

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
Last Listing Agent Jack Krage Coldwell Banker River Valley, REALTORS

/36
$369,000

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,736 Sq Ft
1265 Sherry Dr, Goodview, MN 55987

Welcome home to this spacious and beautifully designed 2-story home nestled on a private, level one-acre lot in Goodview! Whether you dream of gardening, letting pets roam, or simply enjoying the outdoors, this incredible backyard offers endless possibilities while providing a peaceful setting.Step inside to a stunning open staircase and an inviting floor plan featuring two cozy gas

Jenny Cisewski

Edina Realty, Inc.

1265 Sherry Dr, Goodview, MN 55987
/10
$1,430

Total Monthly Price
- 2 Beds
- 1 Bath
- 908 Sq Ft
- Island City Properties
270 W 3rd St Unit 205, Winona, MN 55987

2 bed, 1 bath in the heart of Winona

270 W 3rd St Unit 205, Winona, MN 55987
/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 $286,270

Last Listing Agent Eva Hygrell Castle Realty, LLC

701 Bluff Ave, Saint Charles, MN 55972

/51
Est $349,809

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
Last Listing Agent Jonelle Moore Coldwell Banker River Valley, REALTORS

Showing Results 81 - 120, Page 3 of 18

Minnesota

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Winona County, MN Homes

Real Estate & Homes