Winona County, MN homes for sale & real estate

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ABOUT THIS HOME
Winona County, MN Homes for Sale
This exceptional residence offers three levels of thoughtfully designed living space, totaling over 3,500 square feet, and blends comfort, craftsmanship, and scenic beauty. The home features five generously sized bedrooms and four well-appointed bathrooms, providing ample room for family and guests across multiple levels. The home offers a main floor living room and a lower level family/rec room space. The primary suite is expansive, yet welcoming and offers an amazing en suite, walk-in closet, and an office space, if desired. Outside, the property truly shines. Meticulous landscaping and striking exterior retaining walls frame the home and enhance both beauty and function. A wraparound por

$459,900

5 beds4 baths3,039 sq ft

1315 49th Ave, Winona, MN 55987

0.75 acre lot • 3 garage spots • Built 1990

ABOUT THIS HOME
Winona County, MN Homes for Sale
This Rare opportunity is ready for your strong Motivation to make this your new home ! Make your appointment today!

$70,000

3 beds1 bath1,295 sq ft

22867 S Main Dr, Rollingstone, MN 55969

12 acre lot • Garage • Built 1969

ABOUT THIS HOME
Winona County, MN Homes for Sale
Classic charm meets opportunity in this 4-bedroom, 2-bath two-story located in the heart of Winona. This home features maple floors throughout, ready for refinishing and brought back to their original beauty. Timeless character shines with an open staircase, pocket doors, and an inviting front porch. The walk-up attic offers excellent potential for future expansion, while the full basement provides ample storage. A fenced-in yard, freshly painted exterior, and updates done in the kitchen add to the home’s appeal. Conveniently located near downtown, schools, and local amenities, this home is full of potential for its next owner.

$229,000

4 beds2 baths1,926 sq ft

418 Wilson St, Winona, MN 55987

Open staircase • Pocket doors • Front porch

ABOUT THIS HOME
Winona County, MN Homes for Sale
Privacy galore in the valley! This 4 bedroom 3 bath home sits on approximately 1.5 acres. You can enjoy the beautiful valley views from every angle! This is the country property you've been waiting for! Enjoy the gas fireplace during the chilly winters in the spacious family room and relax on the deck and patio for fall colors and summer breezes. This property has that secluded feeling, yet still being so close to town.

$340,000

4 beds3 baths2,392 sq ft

25476 Highway 248, Minnesota City, MN 55959

Gas fireplace • Deck and patio • Valley views

ABOUT THIS HOME
Winona County, MN Homes for Sale
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 ago), kitchen updates, some new flooring, and a new shower/toilet downstairs. Home has a classic oak staircase and a wraparound porch. Bring your vision! A nearly finished tiny home also sits on the property, perfect for hunters or anyone wanting a place to stay while renovating the main

$230,000

4 beds2 baths1,200 sq ft

43513 Runaway Dr, Dakota, MN 55925

Updated electrical • Horse fencing • 14 acre property

Property at 355 Laird St, Winona, MN 55987, 2 beds, 2 baths

$299,900

2 beds2 baths1,280 sq ft

355 Laird St, Winona, MN 55987

Property at 36074 Old Homer Rd, Winona, MN 55987, 3 beds, 3 baths

$649,900

3 beds3 baths2,460 sq ft

36074 Old Homer Rd, Winona, MN 55987

Property at 602 8th St E, Winona, MN 55987, 3 beds, 2 baths

$249,900

3 beds2 baths1,500 sq ft

602 8th St E, Winona, MN 55987

Property at 8330 E 10th St, Winona, MN 55987, 4 beds, 2 baths

$379,900

4 beds2 baths2,580 sq ft

8330 E 10th St, Winona, MN 55987

Property at 75 Wilson St, Lewiston, MN 55952, 6 beds, 4 baths

$480,000

6 beds4 baths4,532 sq ft

75 Wilson St, Lewiston, MN 55952

Property at 5 Superior Ln Unit S5, Goodview, MN 55987, 3 beds, 2 baths

$60,000

3 beds2 baths1,056 sq ft

5 Superior Ln Unit S5, Goodview, MN 55987

Listing provided by Zillow

Property at 215 E 5th St, Winona, MN 55987, 5 beds, 3 baths

$249,000

5 beds3 baths2,406 sq ft

215 E 5th St, Winona, MN 55987

Property at 60 E King St, Winona, MN 55987, 4 beds, 2 baths

$237,900

4 beds2 baths2,012 sq ft

60 E King St, Winona, MN 55987

Property at 210 E Wabasha St, Winona, MN 55987, 4 beds, 1 bath

$185,000

4 beds1 bath2,145 sq ft

210 E Wabasha St, Winona, MN 55987

Property at 32979 County Road 1, La Crescent, MN 55947, 4 beds, 5 baths

$3,500,000

4 beds5 baths5,189 sq ft

32979 County Road 1, La Crescent, MN 55947

Property at 2331 Goodview Rd, Winona, MN 55987, 5 beds, 3 baths

$1,200,000

5 beds3 baths5,778 sq ft

2331 Goodview Rd, Winona, MN 55987

Property at 311 Chatfield St, Winona, MN 55987, 3 beds, 1 bath

$157,900

3 beds1 bath1,032 sq ft

311 Chatfield St, Winona, MN 55987

Property at 25578 Pelican Ln, Winona, MN 55987, 4 beds, 3 baths

$549,900

4 beds3 baths2,800 sq ft

25578 Pelican Ln, Winona, MN 55987

Property at 169 Cobblestone Ln, Winona, MN 55987, 4 beds, 3 baths

$587,900

4 beds3 baths2,820 sq ft

169 Cobblestone Ln, Winona, MN 55987

Property at 36415 Homer Valley Ln, Winona, MN 55987, 5 beds, 3 baths

$1,050,000

5 beds3 baths3,436 sq ft

36415 Homer Valley Ln, Winona, MN 55987

Property at 661 Market St, Winona, MN 55987, 6 beds, 6 baths

$2,400,000

6 beds6 baths8,700 sq ft

661 Market St, Winona, MN 55987

Property at 724 W 6th St, Winona, MN 55987, 6 beds, 2 baths

$289,000

6 beds2 baths2,765 sq ft

724 W 6th St, Winona, MN 55987

Property at 1178 W Broadway St, Winona, MN 55987, 5 beds, 2 baths

$209,900

5 beds2 baths1,600 sq ft

1178 W Broadway St, Winona, MN 55987

Property at 95 Williams St, Lewiston, MN 55952, 4 beds, 2 baths

$220,000

4 beds2 baths2,044 sq ft

95 Williams St, Lewiston, MN 55952

Property at 140 W Main St, Lewiston, MN 55952, 4 beds, 2 baths

$135,000

4 beds2 baths2,177 sq ft

140 W Main St, Lewiston, MN 55952

Property at 26 Michigan Ln Unit M26, Winona, MN 55987, 3 beds, 2 baths

$60,000

3 beds2 baths1,056 sq ft

26 Michigan Ln Unit M26, Winona, MN 55987

Listing provided by Zillow

Property at 860 53rd Ave, Winona, MN 55987, 2 beds, 2 baths

$290,000

2 beds2 baths2,092 sq ft

860 53rd Ave, Winona, MN 55987

Property at 44467 Dakota Valley Dr, Dakota, MN 55925, 3 beds, 1 bath

$1,999,900

3 beds1 bath1,150 sq ft

44467 Dakota Valley Dr, Dakota, MN 55925

Property at 378 E King St, Winona, MN 55987, 2 beds, 1 bath

$185,000

2 beds1 bath1,194 sq ft

378 E King St, Winona, MN 55987

Property at 653 Johnson St, Winona, MN 55987, 2 beds, 1 bath

$169,900

2 beds1 bath1,160 sq ft

653 Johnson St, Winona, MN 55987

Property at 26283 Meadowbrook Ln, Winona, MN 55987, 3 beds, 2 baths

$319,900

3 beds2 baths1,664 sq ft

26283 Meadowbrook Ln, Winona, MN 55987

Property at 8500 W Main St, Winona, MN 55987, 3 beds, 2 baths

$259,900

3 beds2 baths1,276 sq ft

8500 W Main St, Winona, MN 55987

Property at 416 Brubaker Dr, Saint Charles, MN 55972, 4 beds, 3 baths

$645,000

4 beds3 baths3,112 sq ft

416 Brubaker Dr, Saint Charles, MN 55972

Property at 368 Dresser Dr, Winona, MN 55987, 3 beds, 2 baths

$399,900

3 beds2 baths1,738 sq ft

368 Dresser Dr, Winona, MN 55987

Property at 26085 Frank Hill Rd, Winona, MN 55987, 3 beds, 4 baths

$1,475,000

3 beds4 baths6,433 sq ft

26085 Frank Hill Rd, Winona, MN 55987

Property at 42673 County Road 12, Dakota, MN 55925, 3 beds, 2 baths

$285,000

3 beds2 baths1,204 sq ft

42673 County Road 12, Dakota, MN 55925

Property at 403 W Broadway St, Winona, MN 55987, 5 beds, 2 baths

$219,900

5 beds2 baths2,106 sq ft

403 W Broadway St, Winona, MN 55987

Property at 24242 Pfeiffer Hill Rd, Winona, MN 55987, 5 beds, 4 baths

$1,018,000

5 beds4 baths4,420 sq ft

24242 Pfeiffer Hill Rd, Winona, MN 55987

Property at 652 E 3rd St, Winona, MN 55987, 6 beds, 3 baths

$200,000

6 beds3 baths2,468 sq ft

652 E 3rd St, Winona, MN 55987

Property at 72 W Mill St, Winona, MN 55987, 4 beds, 3 baths

$539,000

4 beds3 baths3,216 sq ft

72 W Mill St, Winona, MN 55987

Property at 221 E 8th St, Winona, MN 55987, 7 beds, 2 baths

$245,000

7 beds2 baths2,491 sq ft

221 E 8th St, Winona, MN 55987

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Based on information submitted to the MLS GRID as of Fri Dec 26 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Winona County, MN

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Winona County, MN real estate trends

All Home Types trends in Winona County, MN

Median Sale Price
# of Homes Sold
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All Home Types

Median Sale Price (All Home Types)

$260,000

+13.3% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Winona County, MN

$260,000

+13.3%

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