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Winterset, IA - homes for sale
40 of 40 results displayed
- New
$190,000Active4.88 Acres4922 Cedar Lane Lane, Winterset, IA 50273
MLS# 733688Listed by: MIDWEST LAND GROUP LLC 
$249,900Active3 beds 3 baths1,006 sq. ft.113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$230,000Pending1 beds -- baths1 sq. ft.2236 Carver Road, Winterset, IA 50273
MLS# 732855Listed by: HOMEFRONT REAL ESTATE, LLC- $15,000Pending0.17 Acres
000 S 2nd Street, Winterset, IA 50273
MLS# 732915Listed by: RE/MAX REVOLUTION 
$230,000Pending2 beds 3 baths1,213 sq. ft.912 N 6th Avenue Circle, Winterset, IA 50273
MLS# 732719Listed by: MADISON COUNTY REALTY
$225,000Active3 beds 2 baths2,085 sq. ft.705 S 2nd Street, Winterset, IA 50273
MLS# 732603Listed by: RE/MAX REVOLUTION
$178,000Pending3 beds 1 baths936 sq. ft.1022 W Washington Street, Winterset, IA 50273
MLS# 732581Listed by: RE/MAX CONCEPTS
$279,000Active3 beds 3 baths1,776 sq. ft.513 E Jefferson Street, Winterset, IA 50273
MLS# 731592Listed by: PLATINUM REALTY LLC
$599,000Active3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$485,000Active3 beds 3 baths1,502 sq. ft.2202 Ash Tree Drive, Winterset, IA 50273
MLS# 731098Listed by: RE/MAX CONCEPTS
$320,000Active3 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
$212,500Active2 beds 3 baths1,213 sq. ft.827 W Fremont Street, Winterset, IA 50273
MLS# 729922Listed by: COVERED BRIDGE REALTY
$675,000Active3 beds 4 baths3,298 sq. ft.2218 N John Wayne Drive, Winterset, IA 50273
MLS# 729684Listed by: MADISON COUNTY REALTY
$200,000Active3 beds 2 baths988 sq. ft.501 W Hutchings Street, Winterset, IA 50273
MLS# 729167Listed by: IOWA REALTY ANKENY
$221,900Active4 beds 2 baths1,344 sq. ft.114 S 14th Avenue, Winterset, IA 50273
MLS# 728780Listed by: SUMMERSET REALTY
$142,000Active3 beds 2 baths1,246 sq. ft.207 E Buchanan Street, Winterset, IA 50273
MLS# 728665Listed by: COVERED BRIDGE REALTY
$225,000Active3 beds 2 baths1,174 sq. ft.110 E Grade Street, Winterset, IA 50273
MLS# 728309Listed by: HOMEFRONT REAL ESTATE, LLC
$450,000Active30 AcresRR Scott Township, Winterset, IA 50222
MLS# 727290Listed by: MADISON COUNTY REALTY
$360,000Pending5 beds 4 baths2,110 sq. ft.309 N 15th Avenue, Winterset, IA 50273
MLS# 726453Listed by: HOMEFRONT REAL ESTATE, LLC
$499,900Active4 beds 3 baths1,540 sq. ft.400 N 14th Avenue, Winterset, IA 50273
MLS# 726278Listed by: HOMEFRONT REAL ESTATE, LLC
$354,900Active4 beds 3 baths1,333 sq. ft.215 W Buchanan Street, Winterset, IA 50273
MLS# 725362Listed by: REALTY ONE GROUP IMPACT
$250,000Active4 beds 2 baths1,792 sq. ft.516 S 8th Avenue, Winterset, IA 50273
MLS# 725424Listed by: THE AMERICAN REAL ESTATE CO.
$226,900Active3 beds 2 baths958 sq. ft.513 W Hutchings Street, Winterset, IA 50273
MLS# 725155Listed by: COVERED BRIDGE REALTY
$650,000Active3 beds 3 baths2,432 sq. ft.719 E Washington Street, Winterset, IA 50273
MLS# 725191Listed by: HOMEFRONT REAL ESTATE, LLC
$375,000Active4 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
$449,900Active5 beds 3 baths2,137 sq. ft.812 N 8th Avenue, Winterset, IA 50273
MLS# 723394Listed by: RE/MAX CONCEPTS
$199,500Active3 beds 2 baths1,452 sq. ft.66 E High Street, Winterset, IA 50273
MLS# 723235Listed 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
$259,000Active4 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
$315,000Pending3 beds 3 baths2,436 sq. ft.724 W Jefferson Street, Winterset, IA 50273
MLS# 719076Listed by: HOMEFRONT REAL ESTATE, LLC
$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
$440,000Active5 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.