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Winterset, IA - single-family homes for sale
45 of 45 results displayed
- New
$264,990Active4 beds 2 baths1,323 sq. ft.901 E Buchanan Street, Winterset, IA 50273
MLS# 737173Listed by: RE/MAX PRECISION - New
$455,000Active4 beds 3 baths1,555 sq. ft.802 N 10th Avenue, Winterset, IA 50273
MLS# 737129Listed by: HOMEFRONT REAL ESTATE, LLC - New
$340,000Active5 beds 3 baths2,217 sq. ft.621 W Jefferson Street, Winterset, IA 50273
MLS# 737130Listed by: MADISON COUNTY REALTY - New
$330,000Active4 beds 3 baths1,990 sq. ft.1706 W Summit Street, Winterset, IA 50273
MLS# 736897Listed by: MADISON COUNTY REALTY 
$185,000Pending2 beds 1 baths952 sq. ft.834 S 7th Avenue, Winterset, IA 50273
MLS# 736787Listed by: MADISON COUNTY REALTY- New
$299,900Active3 beds 2 baths838 sq. ft.521 W Hutchings Street, Winterset, IA 50273
MLS# 736605Listed by: HOMEFRONT REAL ESTATE, LLC 
$165,000Active2 beds 1 baths1,286 sq. ft.415 E Buchanan Street, Winterset, IA 50273
MLS# 736426Listed by: IOWA REALTY WAUKEE
$339,000Active5 beds 3 baths2,968 sq. ft.323 W Jefferson Street, Winterset, IA 50273
MLS# 736390Listed by: HOMEFRONT REAL ESTATE, LLC
$249,000Active3 beds 1 baths962 sq. ft.710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
$179,900Active3 beds 2 baths1,306 sq. ft.604 E Jefferson Street, Winterset, IA 50273
MLS# 736225Listed by: COVERED BRIDGE REALTY
$399,900Active3 beds 3 baths1,574 sq. ft.222 Oak Tree Drive, Winterset, IA 50273
MLS# 735909Listed by: IOWA REALTY MILLS CROSSING
$382,500Active3 beds 2 baths1,400 sq. ft.309 Maple Point, Winterset, IA 50273
MLS# 735978Listed by: IOWA REALTY WAUKEE
$1,225,000Active5 beds 5 baths2,434 sq. ft.2188 114th Court, Winterset, IA 50273
MLS# 735705Listed by: RE/MAX CONCEPTS
$274,900Pending3 beds 2 baths864 sq. ft.1509 W South Street, Winterset, IA 50273
MLS# 735869Listed by: HOMEFRONT REAL ESTATE, LLC
$230,000Active3 beds 2 baths1,095 sq. ft.619 N 10th Street, Winterset, IA 50273
MLS# 735392Listed by: HOMEFRONT REAL ESTATE, LLC
$349,900Pending4 beds 3 baths1,833 sq. ft.724 W Buchanan Street, Winterset, IA 50273
MLS# 735290Listed by: A.I.M. REAL ESTATE & CONSULTIN
$245,000Active3 beds 2 baths1,545 sq. ft.114 N 8th Avenue, Winterset, IA 50273
MLS# 735249Listed by: RE/MAX PRECISION
$309,990Active4 beds 3 baths1,464 sq. ft.623 W Green Street, Winterset, IA 50273
MLS# 735217Listed by: RE/MAX PRECISION
$299,000Active4 beds 3 baths2,080 sq. ft.203 W Green Street, Winterset, IA 50273
MLS# 734561Listed by: MADISON COUNTY REALTY
$825,000Pending4 beds 4 baths2,826 sq. ft.112 S 16th Avenue, Winterset, IA 50273
MLS# 734564Listed by: HOMEFRONT REAL ESTATE, LLC
$335,000Pending2 beds 3 baths1,802 sq. ft.1001 8th Avenue N, Winterset, IA 50273
MLS# 735171Listed by: RE/MAX CONCEPTS
$395,000Active3 beds 2 baths1,400 sq. ft.2210 Ash Tree Drive, Winterset, IA 50273
MLS# 734090Listed by: IOWA REALTY WAUKEE
$249,900Active3 beds 3 baths1,006 sq. ft.113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$223,000Active2 beds 1 baths816 sq. ft.1221 W Washington Street, Winterset, IA 50273
MLS# 733182Listed by: MADISON COUNTY REALTY
$225,000Pending3 beds 2 baths2,085 sq. ft.705 S 2nd Street, Winterset, IA 50273
MLS# 732603Listed by: RE/MAX REVOLUTION
$449,000Active3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$309,000Active3 beds 2 baths1,204 sq. ft.212 N 14th Avenue, Winterset, IA 50273
MLS# 730975Listed by: MADISON COUNTY REALTY
$220,000Active2 beds 1 baths1,031 sq. ft.409 W Madison Street, Winterset, IA 50273
MLS# 730643Listed by: MADISON COUNTY REALTY
$216,000Active2 beds 1 baths1,031 sq. ft.407 W Madison Street, Winterset, IA 50273
MLS# 730644Listed by: MADISON COUNTY REALTY
$220,000Active2 beds 1 baths1,031 sq. ft.405 W Madison Street, Winterset, IA 50273
MLS# 730645Listed by: MADISON COUNTY REALTY
$375,000Active3 beds 2 baths2,430 sq. ft.310 W Washington Street, Winterset, IA 50273
MLS# 730598Listed by: MADISON COUNTY REALTY
$169,000Active3 beds 1 baths1,523 sq. ft.118 N 5th Street, Winterset, IA 50273
MLS# 730384Listed by: COVERED BRIDGE REALTY
$490,000Active4 beds 3 baths1,540 sq. ft.400 N 14th Avenue, Winterset, IA 50273
MLS# 726278Listed by: HOMEFRONT REAL ESTATE, LLC
$354,900Pending4 beds 3 baths1,333 sq. ft.215 W Buchanan Street, Winterset, IA 50273
MLS# 725362Listed by: REALTY ONE GROUP IMPACT
$226,900Active3 beds 2 baths958 sq. ft.513 W Hutchings Street, Winterset, IA 50273
MLS# 725155Listed by: COVERED BRIDGE REALTY
$365,000Active4 beds 2 baths2,724 sq. ft.615 N 1st Avenue, Winterset, IA 50273
MLS# 725120Listed by: HOMEFRONT REAL ESTATE, LLC
$309,900Active3 beds 2 baths2,130 sq. ft.721 W Court Avenue, Winterset, IA 50273
MLS# 724659Listed by: MADISON COUNTY REALTY
$449,900Pending5 beds 3 baths2,137 sq. ft.812 N 8th Avenue, Winterset, IA 50273
MLS# 723394Listed by: RE/MAX CONCEPTS
$177,000Pending3 beds 1 baths1,222 sq. ft.601 E Green Street, Winterset, IA 50273
MLS# 722788Listed by: DEVELOPERS REALTY GROUP LLC
$299,000Active4 beds 2 baths1,880 sq. ft.804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$254,000Active4 beds 2 baths1,104 sq. ft.609 E Filmore Street, Winterset, IA 50273
MLS# 721695Listed by: COVERED BRIDGE REALTY
$290,000Active3 beds 2 baths1,400 sq. ft.410 N 6th Street, Winterset, IA 50273
MLS# 732508Listed by: MADISON COUNTY REALTY
$450,000Active3 beds 3 baths2,389 sq. ft.1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY
$220,000Active2 beds 1 baths1,031 sq. ft.411 W Madison Street, Winterset, IA 50273
MLS# 730642Listed by: MADISON COUNTY REALTY
$440,000Pending5 beds 4 baths3,520 sq. ft.204 W Washington Street, Winterset, IA 50273
MLS# 710214Listed by: MADISON COUNTY REALTY
Local realty services provided by:Better Homes and Gardens Real Estate Innovations
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.