Vintage homes for sale & real estate in Winona County, MN

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ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Affordable opportunity in a convenient Winona location! This 3-bedroom, 1-bath home offers the convenience of one-level living, with all three bedrooms and laundry on the main level. The property features a private backyard with existing fencing and a driveway for off-street parking. Located near Winona Lake, biking trails, Walmart, Target and everyday amenities, this home offers a great combination of location, lot and affordability. Inside, the home provides a functional layout with plenty of opportunity to bring your own style and updates. The kitchen and other areas of the home are ready for some attention, offering the next owner the chance to make improvements that suit their needs an

$110,000

3 beds1 bath1,483 sq ft

Existing fencing • Private backyard • Biking trails

560 Hamilton St, Winona, MN 55987

NEW 32 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Affordable, move-in ready and maintenance free! 2+ bedroom home with an updated bath/laundry, full basement with high ceilings, plus a 2nd floor bath waiting for development! Great quiet neighborhood with a full lot and lots of yard space.

$204,900

2 beds1 bath1,008 sq ft

7,000 sq ft lot • Garage • Built 1927

317 E Howard St, Winona, MN 55987

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Nestled on just over an acre in the municipality of Stockton (Winona address), this charming 3-bedroom, 1-bathroom rambler offers the ultimate in effortless, one-level living with over 1,200 finished main-floor square feet, plus a full unfinished basement ready for future expansion. Every window captures breathtaking panoramic views of the bluffside landscape and you will love to unwind at the end of the day on the west-facing yard swing to take in the unforgettable sunset views. Impeccably maintained for complete peace of mind, recent updates include a new roof in 2024 and central air added in 2023. Property highlights include an oversized 24x27 detached 2-car garage along with two extra o

$305,000

3 beds1 bath1,232 sq ft

Convenient location • Central air • New roof

8980 Old County Road 23, Winona, MN 55987

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Charming 2-Bedroom Home in the Heart of Winona Welcome to this 2-bedroom, 2-bathroom home conveniently located in the heart of Winona. The home features main-floor laundry and a one-car garage with additional space for storage or hobbies. One of the highlights of this property is the fully fenced backyard, offering a great outdoor space to relax, entertain, garden, or enjoy time with pets. With two bedrooms, two bathrooms, main-floor laundry, a garage with extra space, and a private fenced backyard, this home offers comfortable living in a convenient Winona location. Come take a look and see what this home has to offer!

$189,000

2 beds2 baths1,221 sq ft

Main-floor laundry • Great outdoor space • 6,185 sq ft lot

1025 W Wabasha St, Winona, MN 55987

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Whether you want to have your business right at home or need plenty of storage space, this is the one, just minutes from Winona. This home is booming with character and waiting for you to add your touches. With four generous bedrooms, two bathrooms, an updated kitchen with new appliances, large dining & living rooms, attached one car garage, a partially finished basement for additional living space, you have plenty of room for the whole family. The vast backyard has an oasis with a large deck, established garden, plenty of green space and a creek providing stunning views and trout fishing. Additional storage is available in the climate controlled detached garage as well as the large s

$339,900

4 beds2 baths1,786 sq ft

Large deck • Established garden • Updated kitchen

8270 E Main St, Winona, MN 55987

Property at 351 E Sanborn St, Winona, MN 55987, 3 beds, 2 baths

$260,000

3 beds2 baths1,536 sq ft

351 E Sanborn St, Winona, MN 55987

Property at 65 E Broadway St, Winona, MN 55987, 4 beds, 3 baths

$439,000

4 beds3 baths2,549 sq ft

65 E Broadway St, Winona, MN 55987

Property at 149 E Lake Blvd, Winona, MN 55987, 4 beds, 2 baths

$225,000

4 beds2 baths1,200 sq ft

149 E Lake Blvd, Winona, MN 55987

Property at 27317 Fern Glen Rd, Dakota, MN 55925, 3 beds, 3 baths

$369,900

3 beds3 baths2,260 sq ft

27317 Fern Glen Rd, Dakota, MN 55925

Property at 34810 Old Homer Rd, Winona, MN 55987, 3 beds, 1 bath

$265,000

3 beds1 bath1,439 sq ft

34810 Old Homer Rd, Winona, MN 55987

Property at 561 E Belleview St, Winona, MN 55987, 4 beds, 1 bath

$180,000

4 beds1 bath1,400 sq ft

561 E Belleview St, Winona, MN 55987

Property at 619 E 3rd St, Winona, MN 55987, 2 beds, 1 bath

$170,000

2 beds1 bath1,200 sq ft

619 E 3rd St, Winona, MN 55987

Property at 37000 Krage Dr, Winona, MN 55987, 1 bed, 1 bath

$309,900

1 bed1 bath850 sq ft

37000 Krage Dr, Winona, MN 55987

Property at 1103 Gilmore Ave, Winona, MN 55987, 3 beds, 2 baths

$283,000

3 beds2 baths1,481 sq ft

1103 Gilmore Ave, Winona, MN 55987

Property at 419 E Broadway St, Winona, MN 55987, 3 beds, 1 bath

$185,000

3 beds1 bath1,345 sq ft

419 E Broadway St, Winona, MN 55987

Property at 720 Main St, Winona, MN 55987, 4 beds, 3 baths

$570,000

4 beds3 baths2,450 sq ft

720 Main St, Winona, MN 55987

Property at 556 W 5th St, Winona, MN 55987, 1 bed, 1 bath

$125,000

1 bed1 bath1,188 sq ft

556 W 5th St, Winona, MN 55987

Property at 763 W Mark St, Winona, MN 55987, 3 beds, 1 bath

$169,900

3 beds1 bath1,301 sq ft

763 W Mark St, Winona, MN 55987

Property at 134 Fairfax St, Winona, MN 55987, 3 beds, 1 bath

$225,000

3 beds1 bath1,520 sq ft

134 Fairfax St, Winona, MN 55987

Property at 574 Wilson St, Winona, MN 55987, 3 beds, 1 bath

$220,000

3 beds1 bath1,100 sq ft

574 Wilson St, Winona, MN 55987

Property at 53 W Lake Blvd, Winona, MN 55987, 5 beds, 5 baths

$829,900

5 beds5 baths5,159 sq ft

53 W Lake Blvd, Winona, MN 55987

Property at 159 E King St, Winona, MN 55987, 8 beds, 2 baths

$230,000

8 beds2 baths2,300 sq ft

159 E King St, Winona, MN 55987

Property at 1007 E Sanborn St, Winona, MN 55987, 1 bed, 1 bath

$85,000

1 bed1 bath512 sq ft

1007 E Sanborn St, Winona, MN 55987

Property at 1543 Wabasha Ave, Saint Charles, MN 55972, 3 beds, 1 bath

$200,000

3 beds1 bath968 sq ft

1543 Wabasha Ave, Saint Charles, MN 55972

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

$148,900

2 beds1 bath1,160 sq ft

653 Johnson St, Winona, MN 55987

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

$1,999,000

6 beds6 baths7,316 sq ft

661 Market St, Winona, MN 55987

Property at 803 W 5th St, Winona, MN 55987, 5 beds, 2 baths

$244,900

5 beds2 baths1,581 sq ft

803 W 5th St, Winona, MN 55987

Property at 617 W Howard St, Winona, MN 55987, 2 beds, 1 bath

$162,900

2 beds1 bath876 sq ft

617 W Howard St, Winona, MN 55987

Property at 293 Orrin St, Winona, MN 55987, 3 beds, 2 baths

$255,000

3 beds2 baths1,283 sq ft

293 Orrin St, Winona, MN 55987

Property at 622 Main St, Winona, MN 55987, 4 beds, 3 baths

$384,900

4 beds3 baths1,597 sq ft

622 Main St, Winona, MN 55987

Property at 324 E 5th St, Saint Charles, MN 55972, 3 beds, 2 baths

$169,900

3 beds2 baths1,367 sq ft

324 E 5th St, Saint Charles, MN 55972

Property at 17 Wenonah Rd, Minnesota City, MN 55959, 3 beds, 2 baths

$210,000

3 beds2 baths1,208 sq ft

17 Wenonah Rd, Minnesota City, MN 55959

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

$179,900

4 beds2 baths2,147 sq ft

140 W Main St, Lewiston, MN 55952

Property at 51 W Sarnia St, Winona, MN 55987, 5 beds, 5 baths

$819,000

5 beds5 baths4,308 sq ft

51 W Sarnia St, Winona, MN 55987

Property at 46652 Riverview Dr, La Crescent, MN 55947, 3 beds, 2 baths

$339,900

3 beds2 baths1,165 sq ft

46652 Riverview Dr, La Crescent, MN 55947

Property at 14968 County Road 25, Rollingstone, MN 55969, 2 beds, 2 baths

$555,000

2 beds2 baths1,861 sq ft

14968 County Road 25, Rollingstone, MN 55969

Property at 476 Main St, Winona, MN 55987, 5 beds, 2 baths

$239,000

5 beds2 baths1,744 sq ft

476 Main St, Winona, MN 55987

Property at 1240 Browns Ln, Dakota, MN 55925, 3 beds, 2 baths

$299,900

3 beds2 baths1,862 sq ft

1240 Browns Ln, Dakota, MN 55925

Jill Raven • Raven Realty, LLC

Property at 115 Keiper Dr, Minnesota City, MN 55959, 3 beds, 1 bath

$299,995

3 beds1 bath1,655 sq ft

115 Keiper Dr, Minnesota City, MN 55959

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 25579 Leeward Rd, Winona, MN 55987

$99,000

Land1.46 acres (lot)

25579 Leeward Rd, Winona, MN 55987

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Based on information submitted to the MLS GRID as of Fri Sep 04 2026. 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.

Vintage Homes for Sale in Winona County

There are currently 42 vintage homes for sale in Winona County at a median listing price of $330K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winona County stay on the market for 35 days. This map is refreshed with the newest listings in Winona County every 15 minutes.

In the past month, 56 homes have been sold in Winona County. In addition to houses in Winona County, there were also 0 condos, 6 townhouses, and 3 multi-family units for sale in Winona County last month. Find your dream home in Winona County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winona County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winona County. If you're looking to sell your home in the Winona County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winona County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Vintage homes for sale & real estate in Winona County, MN

Vintage Homes for Sale in Winona County

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