Winterset, IA homes for sale & real estate

1 day on Rocket

$4,156 Closing Credit¹

$350,000

5 beds • 1.5 baths • 2,968 sqft

323 W Jefferson St, Winterset, IA 50273

#719788, Sarah Cowman, Listing office: Homefront Real Estate, LLC

4 days on Rocket

$2,197 Closing Credit¹

$185,000

3 beds • 1.5 baths • 1,192 sqft

409 W Filmore St, Winterset, IA 50273

#719656, Misty Darling, Listing office: BH&G Real Estate Innovations

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6 days on Rocket

$675,000

Land • 11.44 Acres

1634 170th St, Winterset, IA 50273

#719473, Kate Carlson, Listing office: Realty ONE Group Impact

7 days on Rocket

$2,136 Closing Credit¹

$179,900

3 beds • 1.5 baths • 1,336 sqft

702 N 2nd Ave, Winterset, IA 50273

#719379, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$3,859 Closing Credit¹

$325,000

3 beds • 2 baths • 1,568 sqft

701 E Madison St, Winterset, IA 50273

#719348, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$3,205 Closing Credit¹

$269,900

4 beds • 1.5 baths • 1,388 sqft

1310 W Jefferson St, Winterset, IA 50273

#719281, Jake Ham, Listing office: Smart Avenue

$5,759 Closing Credit¹

$485,000

4 beds • 3 baths • 1,597 sqft

519 W Mills St, Winterset, IA 50273

#719158, Renee Dunkel, Listing office: Century 21 Signature

Room to negotiate?

Median Sold Price

$244.5K

Avg. Sale Time

124 Days

Based on our May 2025 Market Report.

$4,155 Closing Credit¹

$349,900

3 beds • 1.5 baths • 2,436 sqft

724 W Jefferson St, Winterset, IA 50273

#719076, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$2,494 Closing Credit¹

$210,000

2 beds • 1 bath • 1,030 sqft

507 W Madison St, Winterset, IA 50273

#718954, Toni Tindle, Listing office: Covered Bridge Realty

$2,779 Closing Credit¹

$234,000

3 beds • 1.5 baths • 1,584 sqft

318 W Green St, Winterset, IA 50273

#718846, Toni Tindle, Listing office: Covered Bridge Realty

$225,000

Land • 4.68 Acres

2215 245th Ln, Winterset, IA 50273

#718820, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$3,551 Closing Credit¹

$299,000

3 beds • 1 bath • 1,741 sqft

620 W Filmore St, Winterset, IA 50273

#718645, Alyssa Tadlock, Listing office: Madison County Realty

$499,900

Land • 9.20 Acres

2369 Saint Charles Rd, Winterset, IA 50273

#718327, Betsy Breeding, Listing office: Realty ONE Group Impact

$6,174 Closing Credit¹

$519,900

6 beds • 3.5 baths • 2,351 sqft

301 Magnolia Pointe, Winterset, IA 50273

#718286, Rachel Eller, Listing office: Summerset Realty

$185,000

Land • 6.02 Acres

1804 Millstream Ct, Winterset, IA 50273

#718183, Range, Lindsay, Listing office: EXIT Realty & Associates

$225,000

Land • 10.38 Acres

TBD Carver Rd, Winterset, IA 50273

#718179, Range, Lindsay, Listing office: EXIT Realty & Associates

$499,000

Land • 10.68 Acres

2381 Carver Rd, Winterset, IA 50273

#718170, Range, Lindsay, Listing office: EXIT Realty & Associates

$1,300,000

Land • 21.61 Acres

1720 Merriam Ct, Winterset, IA 50273

#717607, Nancy Shrader, Listing office: Keller Williams Ankeny Metro

$7,113 Closing Credit¹

$599,000

5 beds • 3 baths • 1,739 sqft

711 E Madison St, Winterset, IA 50273

#718106, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$3,681 Closing Credit¹

$310,000

4 beds • 1 bath • 995 sqft

418-422 N 6th St, Winterset, IA 50273

#718029, Jennifer Stover, Listing office: Madison County Realty

$3,681 Closing Credit¹

$310,000

4 beds • 2 baths • 995 sqft

515-519 E N St, Winterset, IA 50273

#718024, Jennifer Stover, Listing office: Madison County Realty

$5,629 Closing Credit¹

$474,000

3 beds • 2 baths • 2,389 sqft

1913 N 1st St, Winterset, IA 50273

#717838, Toni Tindle, Listing office: Covered Bridge Realty

$3,384 Closing Credit¹

$285,000

3 beds • 2 baths • 1,913 sqft

423 E Jefferson St, Winterset, IA 50273

#717839, Jennifer Stover, Listing office: Madison County Realty

$2,314 Closing Credit¹

$194,900

2 beds • 1 bath • 768 sqft

408 E Benton St, Winterset, IA 50273

#717740, Jamie Adkins, Listing office: RE/MAX Precision

$3,859 Closing Credit¹

$325,000

3 beds • 1 bath • 1,414 sqft

1427 W Washington St, Winterset, IA 50273

#717681, Alyssa Tadlock, Listing office: Madison County Realty

$1,465,000

Land • 172.10 Acres

RR Millstream Ave, Winterset, IA 50273

#717544, Larry Corkrean, Listing office: Madison County Realty

$275,000

Land • 10.23 Acres

2212 Deer Run Ave, Winterset, IA 50273

#717337, Chris Kew, Listing office: RE/MAX Precision

$3,384 Closing Credit¹

$285,000

3 beds • 1 bath • 1,388 sqft

311 N St W, Winterset, IA 50273

#716979, Abbey Robertson, Listing office: Century 21 Signature

$7,066 Closing Credit¹

$595,000

4 beds • 1 bath • 1,987 sqft

926 S 9th Ave, Winterset, IA 50273

#716107, Jennifer Stover, Listing office: Madison County Realty

$2,844 Closing Credit¹

$239,500

3 beds • 1 bath • 1,118 sqft

223 N 8th St, Winterset, IA 50273

#715785, Jennifer Stover, Listing office: Madison County Realty

$559,900

Land • 4.29 Acres

2237 Holliwell Valley Ct, Winterset, IA 50273

#715536, Eilander, Wendy, Listing office: RE/MAX Concepts

$2,850 Closing Credit¹

$240,000

2 beds • 1 bath • 1,480 sqft

715 W N St, Winterset, IA 50273

#715051, Jennifer Stover, Listing office: Madison County Realty

$4,097 Closing Credit¹

$345,000

4 beds • 3 baths • 1,497 sqft

115 W N St, Winterset, IA 50273

#714605, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$475,000

Land • 19.34 Acres

1122 220th St, Winterset, IA 50273

#714308, Jennifer Stover, Listing office: Madison County Realty

$375,000

Land • 3.70 Acres

2981 214th Trl, Winterset, IA 50273

#712773, Connie Brown, Listing office: Iowa Realty Ankeny

$4,275 Closing Credit¹

$360,000

4 beds • 2.5 baths • 2,026 sqft

708 W Fremont St, Winterset, IA 50273

#712603, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$6,050 Closing Credit¹

$509,500

3 beds • 1.5 baths • 1,842 sqft

2325 Carver Rd, Winterset, IA 50273

#712599, Kyle Kuhns, Listing office: RE/MAX Revolution

$2,909 Closing Credit¹

$245,000

3 beds • 1 bath • 1,206 sqft

409 S 8th Ave, Winterset, IA 50273

#712222, Sarah Cowman, Listing office: Homefront Real Estate, LLC

$974 Closing Credit¹

$82,000

3 beds • 1.5 baths • 1,186 sqft

215 W Filmore St, Winterset, IA 50273

#711213, STEVEN CAMERONA, Listing office: Iowa Realty Beaverdale

$239,900

Land • 23.80 Acres

0 Carver Rd, Winterset, IA 50273

#710768, NICHOLAS SCAR, Listing office: Iowa Realty Mills Crossing

Winterset, IA Real Estate Market Overview

There are 56 homes for sale in Winterset, IA. The following market insights reflect all property types in the Winterset, IA real estate market. The inventory of homes for sale in Winterset, IA between April 2025 and May 2025 increased by 9.5%. While the average time on the market in May 2025 was 124 days, the median list price was $244,500. While more than 1 listings in Winterset, IA in May 2025 were sold above asking price, there were more than 0 listings sold at asking price, and more than 14 were sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Winterset, IA

Overview

Winterset is located in Madison County, Iowa. There are roughly 3,253 residents, living in 1,320 households. The average temperature for Winterset this time of the year is low of 60F and high of 82F. On average, Winterset gets about 4.56 inches of precipitation in June. Most residents are home owners (69%), have a high school diploma (49%) and are single, no kids (43%).

Data provided by Home Junction

Homes for sale in Winterset, IA

Winterset, IA Real Estate Market Overview

What is it like to live in Winterset, IA

Overview

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