Vintage homes for sale & real estate in Madison County, IA

42 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Madison County, IA:
Roof, siding, windows, gutters new in 2017. Almost everything else is new in the last 5 years, including: AC, Water heater, garage doors, flooring, kitchen, appliances, bathroom, trim, doors and more! Outside Garden shed connected to dog kennel. 2 car garage with plenty of workspace/countertop in the back

$240,000

3 beds1 bath1,282 sq ft

245 NW 2nd St, Earlham, IA 50072

Siding new • Gutters new • Water heater new

ABOUT THIS HOME
Vintage Home for sale in Madison County, IA:
Good location for this 1 bedroom, 1 bath ranch home. Located on a large corner lot(76x102). This property would make a great investment opportunity. This property could be zoned commercial or residential.

$75,000

1 bed1 bath576 sq ft

624 W Summit St, Winterset, IA 50273

7,752 sq ft lot • Built 1904 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in Madison County, IA:
Located in the little town of Peru, this two story house offers alot of bang for the buck! Containing two parcels there is no shortage of yard here. The sellers have done alot of work to this 3 bed 2 bath home boasting 1,862 sq ft of finished living space! The back of the home even has a brand new partially covered deck and open patio where you can get your grilling done. As soon as you walk in to the front foyer, you will notice many of the beautiful updates. The first floor consists of a spacious living room complimented with updated vinyl flooring. There is a formal dining room, along with a keeping room just off of the kitchen that is currently used as a play room. This first floor

$235,000

3 beds2 baths1,862 sq ft

114 Deardorff Ave, Peru, IA 50222

Two parcels • Open patio • Remodeled kitchen

ABOUT THIS HOME
Vintage Home for sale in Madison County, IA:
Welcome home to this beautifully maintained 3-bedroom, 2-bath, 1.5-story home filled with charm and curb appeal! Step outside and enjoy the beautifully landscaped, fully fenced yard—perfect for relaxing, entertaining, pets, or play. The open patio with pergola creates a wonderful outdoor gathering space, while the newer storm shelter and storage shed add extra peace of mind and convenience. A 1-car garage provides additional parking and loft storage. Located just minutes from Winterset’s historic town square, you'll love being close to local shopping, dining, and community events. This well-cared-for home is ready for its next owner to move in and make it their own!

$229,100

3 beds2 baths1,245 sq ft

59 E North St, Winterset, IA 50273

Open patio • Storage shed • Landscaped yard

ABOUT THIS HOME
Vintage Home for sale in Madison County, IA:
Located in a desirable Winterset neighborhood, this ranch home offers hardwood floors throughout, three main floor bedrooms, an eat-in kitchen with plenty of countertop space, and two spacious family rooms, one on the main level and one in the finished lower level. The attached one-car garage is complemented by an additional parking pad for extra convenience. The lower level also provides generous storage space, additional finished living area, and a bathroom with a shower. The fully fenced backyard offers plenty of space to relax, entertain, or enjoy outdoor activities.

$210,000

3 beds2 baths964 sq ft

110 N 10th Ave, Winterset, IA 50273

Countertop space • Eat-in kitchen • Hardwood floors

Property at 714 E Benton St, Winterset, IA 50273, 1 bed, 1 bath

$69,900

1 bed1 bath576 sq ft

714 E Benton St, Winterset, IA 50273

Property at 703 E Filmore St, Winterset, IA 50273, 4 beds, 1 bath

$254,000

4 beds1 bath1,338 sq ft

703 E Filmore St, Winterset, IA 50273

Property at 313 E North St, Winterset, IA 50273, 3 beds, 1 bath

$69,900

3 beds1 bath1,221 sq ft

313 E North St, Winterset, IA 50273

Property at 602 N 1st Ave, Winterset, IA 50273, 4 beds, 3 baths

$280,000

4 beds3 baths2,146 sq ft

602 N 1st Ave, Winterset, IA 50273

Property at 210 S Lumber St, Saint Charles, IA 50240, 2 baths

$415,000

Studio2 baths1,556 sq ft

210 S Lumber St, Saint Charles, IA 50240

Property at 816 E Washington St, Winterset, IA 50273, 3 beds, 1.5 baths

$239,900

3 beds1.5 baths1,241 sq ft

816 E Washington St, Winterset, IA 50273

Property at 310 W Washington St, Winterset, IA 50273, 4 beds, 2 baths

$349,000

4 beds2 baths2,430 sq ft

310 W Washington St, Winterset, IA 50273

Property at 305 NE Cherry Ave, Earlham, IA 50072, 4 beds, 1.5 baths

$299,900

4 beds1.5 baths1,856 sq ft

305 NE Cherry Ave, Earlham, IA 50072

Property at 306 E Buchanan St, Winterset, IA 50273, 2 beds, 1 bath

$205,000

2 beds1 bath986 sq ft

306 E Buchanan St, Winterset, IA 50273

Property at 423 E Jefferson St, Winterset, IA 50273, 3 beds, 2 baths

$324,900

3 beds2 baths1,913 sq ft

423 E Jefferson St, Winterset, IA 50273

Property at 204 S 8th Ave, Winterset, IA 50273, 5 beds, 2 baths

$225,000

5 beds2 baths1,701 sq ft

204 S 8th Ave, Winterset, IA 50273

Property at 121 E Benton St, Winterset, IA 50273, 2 beds, 1 bath

$215,000

2 beds1 bath848 sq ft

121 E Benton St, Winterset, IA 50273

Property at 300 S Atkinson St, Truro, IA 50257, 4 beds, 1 bath

$154,900

4 beds1 bath1,214 sq ft

300 S Atkinson St, Truro, IA 50257

Property at 505 E Court Ave, Winterset, IA 50273, 5 beds, 3.5 baths

$549,999

5 beds3.5 baths4,200 sq ft

505 E Court Ave, Winterset, IA 50273

Property at 511 W Washington St, Winterset, IA 50273, 4 beds, 2.5 baths

$320,000

4 beds2.5 baths1,540 sq ft

511 W Washington St, Winterset, IA 50273

Property at 523 S 2nd St, Winterset, IA 50273, 4 beds, 2 baths

$155,000

4 beds2 baths1,556 sq ft

523 S 2nd St, Winterset, IA 50273

Property at 591 Long St, Patterson, IA 50218, 3 beds, 3 baths

$299,900

3 beds3 baths1,456 sq ft

591 Long St, Patterson, IA 50218

Property at 117 E North St, Winterset, IA 50273, 6 beds, 3 baths

$337,500

6 beds3 baths1,800 sq ft

117 E North St, Winterset, IA 50273

Property at 302 W Court Ave, Winterset, IA 50273, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths2,396 sq ft

302 W Court Ave, Winterset, IA 50273

Property at 340 NE Cherry Ave, Earlham, IA 50072, 4 beds, 2 baths

$269,000

4 beds2 baths1,328 sq ft

340 NE Cherry Ave, Earlham, IA 50072

Property at 1706 W Summit St, Winterset, IA 50273, 4 beds, 3 baths

$299,000

4 beds3 baths1,990 sq ft

1706 W Summit St, Winterset, IA 50273

Property at 215 E Filmore St E, Winterset, IA 50273, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths1,148 sq ft

215 E Filmore St E, Winterset, IA 50273

Property at 1913 N 1st St, Winterset, IA 50273, 3 beds, 3 baths

$375,000

3 beds3 baths2,389 sq ft

1913 N 1st St, Winterset, IA 50273

Property at 804 N 4th Ave, Winterset, IA 50273, 4 beds, 1.5 baths

$249,999

4 beds1.5 baths1,880 sq ft

804 N 4th Ave, Winterset, IA 50273

Property at 519 W Filmore St, Winterset, IA 50273, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths1,476 sq ft

519 W Filmore St, Winterset, IA 50273

Property at 105 N Mckinley St, Truro, IA 50257, 4 beds, 1 bath

$199,900

4 beds1 bath1,382 sq ft

105 N Mckinley St, Truro, IA 50257

Property at 118 N 5th St, Winterset, IA 50273, 3 beds, 1 bath

$169,000

3 beds1 bath1,523 sq ft

118 N 5th St, Winterset, IA 50273

Property at 113 S 3rd St, Winterset, IA 50273, 3 beds, 2.5 baths

$219,900

3 beds2.5 baths1,006 sq ft

113 S 3rd St, Winterset, IA 50273

Property at 155 NW 2nd St, Earlham, IA 50072, 3 beds, 2.5 baths

$265,000

3 beds2.5 baths1,372 sq ft

155 NW 2nd St, Earlham, IA 50072

Property at 615 N 1st Ave, Winterset, IA 50273, 4 beds, 2 baths

$350,000

4 beds2 baths2,724 sq ft

615 N 1st Ave, Winterset, IA 50273

Property at 719 E Washington St, Winterset, IA 50273, 3 beds, 2.5 baths

$579,900

3 beds2.5 baths2,432 sq ft

719 E Washington St, Winterset, IA 50273

Property at 408 E Emerson St, Peru, IA 50222, 4 beds, 1.5 baths

$409,900

Land7.93 acres (lot)

408 E Emerson St, Peru, IA 50222

Property at 2478 Bevington Park Rd, Saint Charles, IA 50240, 3 beds, 1 bath

$480,000

Land5.53 acres (lot)

2478 Bevington Park Rd, Saint Charles, IA 50240

Property at 1509 State 92 Hwy, Winterset, IA 50273, 4 beds, 1 bath

$350,000

Land3.82 acres (lot)

1509 State 92 Hwy, Winterset, IA 50273

Property at 2444 Quail Ridge Ave, Saint Charles, IA 50240, 2 beds, 2 baths

$389,000

Land1.80 acres (lot)

2444 Quail Ridge Ave, Saint Charles, IA 50240

Property at 2607 Quail Ridge Trl, Winterset, IA 50273, 4 beds, 1.5 baths

$414,900

Land3.00 acres (lot)

2607 Quail Ridge Trl, Winterset, IA 50273

Viewing page 1 of 2

Vintage Homes for Sale in Madison County

There are currently 42 vintage homes for sale in Madison County at a median listing price of $289K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison County stay on the market for 80 days. This map is refreshed with the newest listings in Madison County every 15 minutes.

In the past month, 14 homes have been sold in Madison County. In addition to houses in Madison County, there were also 2 condos, 1 townhouse, and 0 multi-family units for sale in Madison County last month. Find your dream home in Madison 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 Madison County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison County. If you're looking to sell your home in the Madison County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison 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 Madison County, IA

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Madison County, IA

How to buy a house in Madison County, IA

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 Iowa

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

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.