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

42 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
This four-bedroom, one-bath home in Winona offers a practical layout with a main-floor bedroom, bathroom, and laundry for added convenience. The spacious living room provides plenty of room to gather, and the windows have been replaced throughout the years. The home is equipped with a gas furnace and central air for year-round comfort. Outside, you’ll find a two-car garage along with an additional workshop, offering ample space for storage or projects. This property provides solid essentials and a flexible layout, ready for its next owner to make it their own.

$170,000

4 beds1 bath1,600 sq ft

520 Hamilton St, Winona, MN 55987

4,922 sq ft lot • 2 garage spots • Built 1895

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Step into a beautifully renewed three-bedroom, two-bathroom residence that epitomizes modern, move-in ready living — everything’s brand new, from the windows to the furnace and A/C, siding, flooring, doors, plumbing, and electrical. The heart of the home is its bright, central kitchen, complete with fresh cabinets, sleek countertops, and new appliances, making it perfect for both everyday meals and entertaining. On the main floor, you’ll find a cozy bedroom paired, a new three-quarter bathroom and a convenient laundry area, while upstairs offers two tranquil bedrooms and a full, upgraded bath. Natural light floods the sunny living room and spacious dining room, creating a

$259,900

3 beds2 baths1,500 sq ft

602 8th St E, Winona, MN 55987

New appliances • Upgraded bath • Cozy bedroom

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
This classic two-story home offers 4 bedrooms and 2 bathrooms, perfectly situated in the heart of town on an oversized city lot with a fenced-in yard. The welcoming front porch sets the tone for the charm inside, featuring a spacious layout with a large dining room, main floor bedroom, and convenient main floor laundry. The primary suite includes a private full bathroom and walk-in closet, providing a comfortable retreat. The partially finished basement offers additional living or storage space with a bonus office, potential family room, and additional flex room. The 600+ sq. ft. two-car garage adds plenty of room for parking and projects. Recent updates bring peace of mind, including a new

$220,000

4 beds2 baths2,044 sq ft

95 Williams St, Lewiston, MN 55952

8,712 sq ft lot • 2 garage spots • Built 1900

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
This Unique Triplex has much to offer! A large 3-bedroom unit and 2, 1-bedroom units each providing their own laundry and hardwood floors. Many updates to check out! Income per month is $2400. 24-hour notice required.

$249,000

5 beds3 baths2,406 sq ft

215 E 5th St, Winona, MN 55987

9,147 sq ft lot • Garage • Built 1883

ABOUT THIS HOME
Vintage Home for sale in Winona County, MN:
Welcome to this well-kept 2-bedroom, 1-bath home offering comfort, natural light, and fantastic bonus features you don’t often find in this price range. The bright and open living spaces include a beautiful solarium with heated flooring—perfect for year-round sunlight, morning coffee, or creating a thriving plant haven. A standout feature of this property is the oversized 2+ car garage, ideal for anyone who loves to tinker, create, or needs extra space for hobbies. With ample storage and room to work, it's a rare find at this price point. Clean, efficient, and uniquely designed, this home is ready for its next owner to make it their own. Whether you're a first-time buyer, downsi

$189,900

2 beds1 bath1,256 sq ft

1010 W Wabasha St, Winona, MN 55987

Natural light • Solarium • Oversized garage

Property at 616 E Sarnia St, Winona, MN 55987, 5 beds, 2 baths

$279,900

5 beds2 baths2,534 sq ft

616 E Sarnia 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 529 Olmstead St, Winona, MN 55987, 3 beds, 1 bath

$149,900

3 beds1 bath850 sq ft

529 Olmstead St, Winona, MN 55987

Property at 395 Williams St, Lewiston, MN 55952, 3 beds, 2 baths

$200,000

3 beds2 baths2,106 sq ft

395 Williams St, Lewiston, MN 55952

Property at 133 Mill St, Minnesota City, MN 55959, 10 beds, 4 baths

$249,000

10 beds4 baths3,550 sq ft

133 Mill St, 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 60 E King St, Winona, MN 55987, 4 beds, 2 baths

$249,900

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 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 628 Main St, Winona, MN 55987, 4 beds, 4 baths

$349,900

4 beds4 baths2,562 sq ft

628 Main St, Winona, MN 55987

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

$219,900

5 beds2 baths1,600 sq ft

1178 W Broadway St, Winona, MN 55987

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 753 W King St, Winona, MN 55987, 2 beds, 1 bath

$189,900

2 beds1 bath1,016 sq ft

753 W King St, Winona, MN 55987

Property at 204 Harvester Ave, Winona, MN 55987, 2 beds, 1 bath

$179,900

2 beds1 bath788 sq ft

204 Harvester Ave, Winona, MN 55987

Property at 1260 N Main St, Altura, MN 55910, 4 beds, 3 baths

$399,900

4 beds3 baths2,997 sq ft

1260 N Main St, Altura, MN 55910

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 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 749 W 4th St, Winona, MN 55987, 3 beds, 2 baths

$219,700

3 beds2 baths1,599 sq ft

749 W 4th St, 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 24555 Highway 61, Winona, MN 55987, 3 beds, 3 baths

$599,500

3 beds3 baths2,700 sq ft

24555 Highway 61, Winona, MN 55987

Property at 4330 W 8th St, Winona, MN 55987, 3 beds, 1 bath

$225,000

3 beds1 bath1,425 sq ft

4330 W 8th St, Winona, MN 55987

Property at 460 Lafayette St, Winona, MN 55987, 4 beds, 1 bath

$163,000

4 beds1 bath1,551 sq ft

460 Lafayette St, Winona, MN 55987

Property at 570 Harrison St, Lewiston, MN 55952, 3 beds, 2 baths

$215,000

3 beds2 baths1,346 sq ft

570 Harrison St, Lewiston, MN 55952

Property at 512 E Wabasha St, Winona, MN 55987, 3 beds, 2 baths

$230,000

3 beds2 baths1,468 sq ft

512 E Wabasha St, Winona, MN 55987

Property at 1252 W Broadway St, Winona, MN 55987, 4 beds, 2 baths

$329,000

4 beds2 baths2,071 sq ft

1252 W Broadway St, Winona, MN 55987

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

$210,000

6 beds3 baths2,468 sq ft

652 E 3rd St, Winona, MN 55987

Property at 157 3rd Street West St, Winona, MN 55987

$4,800,000

— beds— baths124,308 sq ft

157 3rd Street West St, Winona, MN 55987

Adam Weissenberger • Coldwell Banker Commercial River Valley

Property at 718 W Wabasha St, Winona, MN 55987, 3 beds, 2 baths

$269,000

3 beds2 baths1,508 sq ft

718 W Wabasha St, Winona, MN 55987

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

$549,000

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

$260,000

7 beds2 baths2,491 sq ft

221 E 8th St, Winona, MN 55987

Property at 53 W 9th St, Winona, MN 55987, 12 beds, 4 baths

$460,000

12 beds4 baths4,946 sq ft

53 W 9th St, Winona, MN 55987

Property at 511 W King St, Winona, MN 55987, 2 beds, 1 bath

$189,900

2 beds1 bath952 sq ft

511 W King St, Winona, MN 55987

Property at 149 E 5th St, Saint Charles, MN 55972, 3 beds, 1 bath

$250,000

3 beds1 bath1,128 sq ft

149 E 5th St, Saint Charles, MN 55972

Property at 663 Dacota St, Winona, MN 55987, 2 beds, 1 bath

$215,000

2 beds1 bath1,698 sq ft

663 Dacota St, Winona, MN 55987

Property at 44892 Dakota Valley Dr, Dakota, MN 55925

$279,900

— beds— baths— sq ft

44892 Dakota Valley Dr, Dakota, MN 55925

Viewing page 1 of 2

Based on information submitted to the MLS GRID as of Sat Nov 29 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.

Vintage Homes for Sale in Winona County

There are currently 42 vintage homes for sale in Winona County at a median listing price of $275K. 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 39 days and receive 1 offers. This map is refreshed with the newest listings in Winona County every 15 minutes.

In the past month, 44 homes have been sold in Winona County. In addition to houses in Winona County, there were also 0 condos, 3 townhouses, and 6 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.

More real estate resources for Winona County, MN

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Winona County, MN

How to buy a house in Winona County, MN

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Minnesota

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.