Winterset, IA - homes for sale

47 of 47 results displayed

New
$255,000Active
-- beds -- baths962 sq. ft.
710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
New
$179,900Active
3 beds 2 baths1,306 sq. ft.
604 E Jefferson Street, Winterset, IA 50273
MLS# 736225Listed by: COVERED BRIDGE REALTY
New
$399,900Active
3 beds 3 baths1,574 sq. ft.
222 Oak Tree Drive, Winterset, IA 50273
MLS# 735909Listed by: IOWA REALTY MILLS CROSSING
New
$382,500Active
3 beds 2 baths1,400 sq. ft.
309 Maple Point, Winterset, IA 50273
MLS# 735978Listed by: IOWA REALTY WAUKEE
New
$1,225,000Active
5 beds 5 baths2,434 sq. ft.
2188 114th Court, Winterset, IA 50273
MLS# 735705Listed by: RE/MAX CONCEPTS
New
$274,900Active
3 beds 2 baths864 sq. ft.
1509 W South Street, Winterset, IA 50273
MLS# 735869Listed by: HOMEFRONT REAL ESTATE, LLC
$285,000Pending
-- beds -- baths1,385 sq. ft.
816 N 3rd Avenue, Winterset, IA 50273
MLS# 735581Listed by: COVERED BRIDGE REALTY
$240,000Active
3 beds 2 baths1,095 sq. ft.
619 N 10th Street, Winterset, IA 50273
MLS# 735392Listed by: HOMEFRONT REAL ESTATE, LLC
$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
$245,000Active
3 beds 2 baths1,545 sq. ft.
114 N 8th Avenue, Winterset, IA 50273
MLS# 735249Listed by: RE/MAX PRECISION
$315,000Active
4 beds 3 baths1,464 sq. ft.
623 W Green Street, Winterset, IA 50273
MLS# 735217Listed by: RE/MAX PRECISION
$299,000Active
4 beds 3 baths2,080 sq. ft.
203 W Green Street, Winterset, IA 50273
MLS# 734561Listed by: MADISON COUNTY REALTY
$825,000Pending
4 beds 4 baths2,826 sq. ft.
112 S 16th Avenue, Winterset, IA 50273
MLS# 734564Listed by: HOMEFRONT REAL ESTATE, LLC
$335,000Pending
2 beds 3 baths1,802 sq. ft.
1001 8th Avenue N, Winterset, IA 50273
MLS# 735171Listed by: RE/MAX CONCEPTS
$160,000Active
3.32 Acres
2211 Cedar Bridge Road, Winterset, IA 50273
MLS# 734314Listed by: MADISON COUNTY REALTY
$160,000Active
3.32 Acres
2259 Cedar Bridge Road, Winterset, IA 50273
MLS# 734325Listed by: MADISON COUNTY REALTY
$395,000Active
3 beds 2 baths1,400 sq. ft.
2210 Ash Tree Drive, Winterset, IA 50273
MLS# 734090Listed by: IOWA REALTY WAUKEE
$190,000Pending
4.88 Acres
4922 Cedar Lane, Winterset, IA 50273
MLS# 733688Listed by: MIDWEST LAND GROUP LLC
$249,900Active
3 beds 3 baths1,006 sq. ft.
113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$230,000Active
2 beds 1 baths816 sq. ft.
1221 W Washington Street, Winterset, IA 50273
MLS# 733182Listed by: MADISON COUNTY REALTY
$230,000Pending
2 beds 3 baths1,213 sq. ft.
912 N 6th Avenue Circle, Winterset, IA 50273
MLS# 732719Listed by: MADISON COUNTY REALTY
$225,000Pending
3 beds 2 baths2,085 sq. ft.
705 S 2nd Street, Winterset, IA 50273
MLS# 732603Listed by: RE/MAX REVOLUTION
$499,000Active
3 beds 1 baths2,286 sq. ft.
1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$485,000Pending
3 beds 3 baths1,502 sq. ft.
2202 Ash Tree Drive, Winterset, IA 50273
MLS# 731098Listed by: RE/MAX CONCEPTS
$320,000Active
3 beds 2 baths1,204 sq. ft.
212 N 14th Avenue, Winterset, IA 50273
MLS# 730975Listed by: MADISON COUNTY REALTY
$220,000Active
2 beds 1 baths1,031 sq. ft.
409 W Madison Street, Winterset, IA 50273
MLS# 730643Listed by: MADISON COUNTY REALTY
$216,000Active
2 beds 1 baths1,031 sq. ft.
407 W Madison Street, Winterset, IA 50273
MLS# 730644Listed by: MADISON COUNTY REALTY
$220,000Active
2 beds 1 baths1,031 sq. ft.
405 W Madison Street, Winterset, IA 50273
MLS# 730645Listed by: MADISON COUNTY REALTY
$375,000Active
3 beds 2 baths2,430 sq. ft.
310 W Washington Street, Winterset, IA 50273
MLS# 730598Listed 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
$205,000Active
2 beds 3 baths1,213 sq. ft.
827 W Fremont Street, Winterset, IA 50273
MLS# 729922Listed by: COVERED BRIDGE REALTY
$675,000Pending
3 beds 4 baths3,298 sq. ft.
2218 N John Wayne Drive, Winterset, IA 50273
MLS# 729684Listed by: MADISON COUNTY REALTY
$200,000Pending
3 beds 2 baths988 sq. ft.
501 W Hutchings Street, Winterset, IA 50273
MLS# 729167Listed by: IOWA REALTY ANKENY
$450,000Active
30 Acres
RR Scott Township, Winterset, IA 50222
MLS# 727290Listed by: MADISON COUNTY REALTY
$490,000Active
4 beds 3 baths1,540 sq. ft.
400 N 14th Avenue, Winterset, IA 50273
MLS# 726278Listed by: HOMEFRONT REAL ESTATE, LLC
$354,900Active
4 beds 3 baths1,333 sq. ft.
215 W Buchanan Street, Winterset, IA 50273
MLS# 725362Listed by: REALTY ONE GROUP IMPACT
$226,900Active
3 beds 2 baths958 sq. ft.
513 W Hutchings Street, Winterset, IA 50273
MLS# 725155Listed by: COVERED BRIDGE REALTY
$365,000Active
4 beds 2 baths2,724 sq. ft.
615 N 1st Avenue, Winterset, IA 50273
MLS# 725120Listed by: HOMEFRONT REAL ESTATE, LLC
$309,900Active
3 beds 2 baths2,130 sq. ft.
721 W Court Avenue, Winterset, IA 50273
MLS# 724659Listed by: MADISON COUNTY REALTY
$449,900Active
5 beds 3 baths2,137 sq. ft.
812 N 8th Avenue, Winterset, IA 50273
MLS# 723394Listed by: RE/MAX CONCEPTS
$177,000Pending
3 beds 1 baths1,222 sq. ft.
601 E Green Street, Winterset, IA 50273
MLS# 722788Listed by: DEVELOPERS REALTY GROUP LLC
$299,000Active
4 beds 2 baths1,880 sq. ft.
804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$254,000Active
4 beds 2 baths1,104 sq. ft.
609 E Filmore Street, Winterset, IA 50273
MLS# 721695Listed by: COVERED BRIDGE REALTY
$450,000Active
3 beds 3 baths2,389 sq. ft.
1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY
$220,000Active
2 beds 1 baths1,031 sq. ft.
411 W Madison Street, Winterset, IA 50273
MLS# 730642Listed by: MADISON COUNTY REALTY
$440,000Pending
5 beds 4 baths3,520 sq. ft.
204 W Washington Street, Winterset, IA 50273
MLS# 710214Listed by: MADISON COUNTY REALTY
$250,000Active
5.1 Acres
2269 205th Lane, Winterset, IA 50273
MLS# 734326Listed by: MADISON COUNTY 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.