Winterset, IA - single-family homes for sale

46 of 46 results displayed

New
$474,000Active
3 beds 3 baths2,616 sq. ft.
1818 Patricia Court, Winterset, IA 50273
MLS# 745523Listed by: REALTY ONE GROUP IMPACT
$295,000Pending
3 beds 2 baths1,600 sq. ft.
902 E Court Avenue, Winterset, IA 50273
MLS# 745439Listed by: HOMEFRONT REAL ESTATE, LLC
New
$460,000Active
4 beds 3 baths1,743 sq. ft.
703 N 10th Avenue, Winterset, IA 50273
MLS# 745333Listed by: HOMEFRONT REAL ESTATE, LLC
New
$225,000Active
2 beds 1 baths848 sq. ft.
121 E Benton Street, Winterset, IA 50273
MLS# 745032Listed by: MADISON COUNTY REALTY
$215,000Pending
3 beds 2 baths1,180 sq. ft.
1110 W South Street, Winterset, IA 50273
MLS# 744872Listed by: SUMMERSET REALTY
$565,000Active
4 beds 3 baths1,506 sq. ft.
5219 Cherrywood Lane, Winterset, IA 50273
MLS# 744638Listed by: RE/MAX PRECISION
Open Wed, 5 to 7pm
$239,000Active
3 beds 3 baths1,246 sq. ft.
207 E Buchanan Street, Winterset, IA 50273
MLS# 744495Listed by: PLATINUM REALTY LLC
$250,000Active
4 beds 3 baths1,432 sq. ft.
420 W Mills Street, Winterset, IA 50273
MLS# 744321Listed by: HOMEFRONT REAL ESTATE, LLC
$235,000Active
5 beds 2 baths1,701 sq. ft.
204 S 8th Avenue, Winterset, IA 50273
MLS# 744425Listed by: KELLER WILLIAMS REALTY GDM
$340,000Active
3 beds 2 baths1,913 sq. ft.
423 E Jefferson Street, Winterset, IA 50273
MLS# 743956Listed by: MADISON COUNTY REALTY
$270,000Active
4 beds 2 baths866 sq. ft.
715 N 3rd Avenue, Winterset, IA 50273
MLS# 743280Listed by: MADISON COUNTY REALTY
$190,000Pending
3 beds 1 baths1,926 sq. ft.
415 N 1st Avenue, Winterset, IA 50273
MLS# 742187Listed by: KELLER WILLIAMS REALTY GDM
$225,000Active
2 beds 2 baths1,148 sq. ft.
215 E Filmore Street E, Winterset, IA 50273
MLS# 742813Listed by: COVERED BRIDGE REALTY
$365,000Active
4 beds 3 baths1,524 sq. ft.
1405 W Court Avenue, Winterset, IA 50273
MLS# 742530Listed by: AGENCY IOWA
$299,000Active
2 beds 2 baths1,476 sq. ft.
519 W Filmore Street, Winterset, IA 50273
MLS# 741978Listed by: LISTWITHFREEDOM.COM
$325,000Active
4 beds 3 baths1,540 sq. ft.
511 W Washington Street, Winterset, IA 50273
MLS# 741048Listed by: COVERED BRIDGE REALTY
$349,900Active
3 beds 3 baths1,669 sq. ft.
1514 Mackensie Circle, Winterset, IA 50273
MLS# 741001Listed by: MADISON COUNTY REALTY
$365,000Active
3 beds 3 baths2,396 sq. ft.
302 W Court Avenue, Winterset, IA 50273
MLS# 740818Listed by: MADISON COUNTY REALTY
$330,000Active
4 beds 3 baths1,470 sq. ft.
1405 W Jefferson Street, Winterset, IA 50273
MLS# 740583Listed by: RE/MAX PRECISION
$174,900Pending
3 beds 1 baths1,152 sq. ft.
402 N 9th Street, Winterset, IA 50273
MLS# 739954Listed by: MADISON COUNTY REALTY
$549,999Active
5 beds 4 baths4,200 sq. ft.
505 E Court Avenue, Winterset, IA 50273
MLS# 739580Listed by: HOMEFRONT REAL ESTATE, LLC
$140,000Active
2 beds 3 baths1,548 sq. ft.
906 S 4th Avenue, Winterset, IA 50273
MLS# 70003Listed by: IHOME REALTY
$259,000Active
3 beds 1 baths1,859 sq. ft.
319 S 7th Avenue, Winterset, IA 50273
MLS# 739272Listed by: REALTY ONE GROUP IMPACT
$350,000Active
4 beds 4 baths1,720 sq. ft.
704 N 14th Avenue, Winterset, IA 50273
MLS# 738168Listed by: KELLER WILLIAMS REALTY GDM
$579,900Active
3 beds 3 baths2,432 sq. ft.
719 E Washington Street, Winterset, IA 50273
MLS# 738134Listed by: HOMEFRONT REAL ESTATE, LLC
$339,900Pending
6 beds 3 baths1,800 sq. ft.
117 E North Street, Winterset, IA 50273
MLS# 737827Listed by: RE/MAX PRECISION
$229,900Pending
4 beds 2 baths1,270 sq. ft.
1413 W Washington Street, Winterset, IA 50273
MLS# 737458Listed by: HOMEFRONT REAL ESTATE, LLC
$330,000Active
4 beds 3 baths1,990 sq. ft.
1706 W Summit Street, Winterset, IA 50273
MLS# 736897Listed by: MADISON COUNTY REALTY
$154,000Active
2 beds 1 baths1,286 sq. ft.
415 E Buchanan Street, Winterset, IA 50273
MLS# 736426Listed by: IOWA REALTY WAUKEE
$219,900Active
3 beds 1 baths962 sq. ft.
710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
$382,500Pending
3 beds 2 baths1,400 sq. ft.
309 Maple Point, Winterset, IA 50273
MLS# 735978Listed by: IOWA REALTY WAUKEE
$1,225,000Pending
5 beds 5 baths2,434 sq. ft.
2188 114th Court, Winterset, IA 50273
MLS# 735705Listed by: RE/MAX CONCEPTS
$349,900Pending
4 beds 3 baths1,833 sq. ft.
724 W Buchanan Street, Winterset, IA 50273
MLS# 735290Listed by: A.I.M. REAL ESTATE & CONSULTIN
$289,000Active
4 beds 3 baths2,080 sq. ft.
203 W Green Street, Winterset, IA 50273
MLS# 734561Listed by: MADISON COUNTY REALTY
$395,000Pending
3 beds 2 baths1,400 sq. ft.
2210 Ash Tree Drive, Winterset, IA 50273
MLS# 734090Listed by: IOWA REALTY WAUKEE
$229,900Active
3 beds 3 baths1,006 sq. ft.
113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$399,990Active
3 beds 1 baths2,286 sq. ft.
1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$290,000Active
3 beds 2 baths1,204 sq. ft.
212 N 14th Avenue, Winterset, IA 50273
MLS# 730975Listed by: MADISON COUNTY REALTY
$210,000Active
2 beds 1 baths1,031 sq. ft.
409 W Madison Street, Winterset, IA 50273
MLS# 730643Listed by: MADISON COUNTY REALTY
$206,000Active
2 beds 1 baths1,031 sq. ft.
407 W Madison Street, Winterset, IA 50273
MLS# 730644Listed by: MADISON COUNTY REALTY
$210,000Pending
2 beds 1 baths1,031 sq. ft.
405 W Madison Street, Winterset, IA 50273
MLS# 730645Listed by: MADISON COUNTY REALTY
$169,000Active
3 beds 1 baths1,523 sq. ft.
118 N 5th Street, Winterset, IA 50273
MLS# 730384Listed by: COVERED BRIDGE REALTY
$350,000Active
4 beds 2 baths2,724 sq. ft.
615 N 1st Avenue, Winterset, IA 50273
MLS# 725120Listed by: HOMEFRONT REAL ESTATE, LLC
$177,000Pending
3 beds 1 baths1,222 sq. ft.
601 E Green Street, Winterset, IA 50273
MLS# 722788Listed by: DEVELOPERS REALTY GROUP LLC
$274,900Active
4 beds 2 baths1,880 sq. ft.
804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$410,000Active
3 beds 3 baths2,389 sq. ft.
1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.