City of Winterset

Winterset is the county seat of Madison County with a population of 5,190 and is located about 30 minutes southwest of the state capital. Winterset is the birthplace of actor John Wayne and is widely know for its covered bridges. A total of 6 covered bridges are located in Madison County, including one in Winterset City Park. The annual Covered Bridge Festival celebrates the bridges and local heritage every second full weekend in October.

Winterset Real Estate Statistics

Total Listings: 40
Average Price: $293,635
Highest Listing Price: $545,000
Lowest Listing Price: $39,900

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Winterset Real Estate

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $800,000 - $900,000
Price, High to Low
118 Properties Found. Page 1 of 3

Rr 195th Trl

$877,500

Winterset, IA
135 Acres

1899 Nature Ct

$545,000

Winterset, IA
4 Bed, 5 Bath, 2122 Sqft, 3.6 Acres

2294 152nd St

$539,900

Winterset, IA
4 Bed, 3 Bath, 3092 Sqft, 50 Acres

44 Millstream Ct

$509,900

Winterset, IA
4 Bed, 3 Bath, 2890 Sqft, 3 Acres

37 Millstream Ct

$489,000

Winterset, IA
2 Bed, 2 Bath, 2143 Sqft, 3 Acres

Photo of Listing #527179

112 16th S Ave

$489,000

Winterset, IA
4 Bed, 4 Bath, 2826 Sqft, 10 Acres

3 Maple Ct

$469,900

Winterset, IA
3 Bed, 2 Bath, 1994 Sqft, 3 Acres

1936 Quarry Trl

$464,900

Winterset, IA
3 Bed, 2 Bath, 1923 Sqft, 12.33 Acres

7 Maple Ct

$459,900

Winterset, IA
2 Bed, 2 Bath, 2063 Sqft, 3 Acres

Photo of Listing #500898

2517 Hiatt Apple Trl

$445,000

Winterset, IA
4 Bed, 4 Bath, 2453 Sqft, 12.71 Acres

Cumming Rd & Settlers Ave

$425,000

Winterset, IA
35.99 Acres

Parcel Section 20 Ct

$390,000

Winterset, IA
27.57 Acres

Saint Charles Hwy

$367,900

Winterset, IA
3 Bed, 2 Bath, 1624 Sqft, 7.5 Acres

2391 148th St

$349,900

Winterset, IA
3 Bed, 3 Bath, 1692 Sqft, 4.66 Acres

1678 State Highway 92 Hwy

$349,900

Winterset, IA
3 Bed, 3 Bath, 2154 Sqft, 3 Acres

1796 Maple Ct

$342,900

Winterset, IA
3 Bed, 2 Bath, 1624 Sqft, 3.01 Acres

Photo of Listing #533605

2241 152nd St

$340,000

Winterset, IA
3 Bed, 2 Bath, 1746 Sqft, 19.35 Acres

1931 265th St

$325,000

Winterset, IA
4 Bed, 2 Bath, 2505 Sqft, 10 Acres

302 S 4th Ave

$309,900

Winterset, IA
4 Bed, 3 Bath, 2142 Sqft, 0.12 Acres

Photo of Listing #538622

2297 242nd Ct

$299,900

Winterset, IA
4 Bed, 4 Bath, 1680 Sqft, 2.83 Acres

3052 Ivy Trl

$290,000

Winterset, IA
4 Bed, 2 Bath, 2250 Sqft, 8.28 Acres

Photo of Listing #532841

721 W Court Ave

$260,000

Winterset, IA
3 Bed, 2 Bath, 2130 Sqft, 0.23 Acres

515-519 E North St

$260,000

Winterset, IA
2 Bed, 1 Bath, 995 Sqft, 0.24 Acres

718 W Washington St

$255,000

Winterset, IA
3 Bed, 2 Bath, 2712 Sqft, 0.2 Acres

702 S 7th Ave

$239,000

Winterset, IA
3 Bed, 2 Bath, 1648 Sqft, 0.34 Acres

1217 N 6th Ave 1

$220,000

Winterset, IA
1879 Sqft

308 N 14th Ave

$220,000

Winterset, IA
3 Bed, 2 Bath, 1088 Sqft, 0.25 Acres

2425 Bittersweet Ave

$220,000

Winterset, IA
3 Bed, 2 Bath, 2259 Sqft, 3.2 Acres

Photo of Listing #542306

906 W Filmore St

$219,500

Winterset, IA
2 Bed, 2 Bath, 1344 Sqft, 0.16 Acres

Carver Rd

$218,500

Winterset, IA
46 Acres

Lot 2b N 6th Ave

$217,500

Winterset, IA
3 Bed, 3 Bath, 1307 Sqft

Lot 2 N 6th Ave

$198,500

Winterset, IA
2 Bed, 2 Bath, 1297 Sqft

Photo of Listing #539800

1005 W Jefferson St

$195,000

Winterset, IA
3 Bed, 2 Bath, 2000 Sqft, 2 Acres

Photo of Listing #535734

2381 Adair-madison Ave

$194,000

Winterset, IA
3 Bed, 1 Bath, 1200 Sqft, 9.64 Acres

Photo of Listing #539644

1964 State 92 Hwy

$179,000

Winterset, IA
3 Bed, 2 Bath, 1552 Sqft, 2.64 Acres

Lots 13,14,15,16 176th Ct

$160,000

Winterset, IA
12 Acres

Photo of Listing #539624

317 S 7th St

$159,500

Winterset, IA
3 Bed, 1 Bath, 1464 Sqft, 0.33 Acres

Photo of Listing #450486

Lot 2 15th Ave

$150,000

Winterset, IA
3.02 Acres

1019 N 4th Ave

$150,000

Winterset, IA
0.6 Acres

Photo of Listing #531594

122 S 4th Ave

$145,500

Winterset, IA
3 Bed, 1 Bath, 1400 Sqft, 0.2 Acres

001 Rr Hwy 169 - Sw Nw (ex Par N O St

$145,000

Winterset, IA
9.42 Acres

Lot 2 Lot 2 14.01a Of Walter's Acres St

$140,000

Winterset, IA
14.01 Acres

Photo of Listing #542498

401 S 8th Ave

$139,000

Winterset, IA
3 Bed, 2 Bath, 1448 Sqft, 0.18 Acres

02 Mcbride Woods Ct

$135,000

Winterset, IA
10 Acres

15 Cedar Woods Ln

$122,000

Winterset, IA
4.88 Acres

Photo of Listing #532731

222 W Summit St

$119,500

Winterset, IA
2 Bed, 1 Bath, 820 Sqft, 0.37 Acres

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