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Winterset, IA - homes for sale
62 of 62 results displayed
- New
$299,000Active2 beds 2 baths1,476 sq. ft.519 W Filmore Street, Winterset, IA 50273
MLS# 741978Listed by: LISTWITHFREEDOM.COM 
$159,900Active3 beds 1 baths1,152 sq. ft.510 E Court Avenue, Winterset, IA 50273
MLS# 741372Listed by: SUMMERSET REALTY
$325,000Active4 beds 3 baths1,540 sq. ft.511 W Washington Street, Winterset, IA 50273
MLS# 741048Listed by: COVERED BRIDGE REALTY
$215,000Pending2 beds 2 baths1,042 sq. ft.406 N 7th Street, Winterset, IA 50273
MLS# 741044Listed by: IOWA REALTY WAUKEE
$365,000Active3 beds 3 baths1,669 sq. ft.1514 Mackensie Circle, Winterset, IA 50273
MLS# 741001Listed by: MADISON COUNTY REALTY
$275,000Active3 beds 2 baths1,705 sq. ft.524 W Benton Street, Winterset, IA 50273
MLS# 740924Listed by: MADISON COUNTY REALTY
$375,000Active3 beds 3 baths2,396 sq. ft.302 W Court Avenue, Winterset, IA 50273
MLS# 740818Listed by: MADISON COUNTY REALTY
$250,000Pending3 beds 2 baths1,878 sq. ft.613 E Buchanan Street, Winterset, IA 50273
MLS# 740791Listed by: CENTURY 21 SIGNATURE
$260,000Pending3 beds 2 baths1,498 sq. ft.317 E Washington Street, Winterset, IA 50273
MLS# 740689Listed by: HOMEFRONT REAL ESTATE, LLC
$335,000Active4 beds -- baths1,470 sq. ft.1405 W Jefferson Street, Winterset, IA 50273
MLS# 740583Listed by: RE/MAX PRECISION
$210,000Active2 beds 2 baths1,065 sq. ft.209 W Jefferson Street #17, Winterset, IA 50273
MLS# 6338032Listed by: EXIT COUNTRY REALTY
$210,000Active2 beds 2 baths1,080 sq. ft.209 W Jefferson Street #23, Winterset, IA 50273
MLS# 6338033Listed by: EXIT COUNTRY REALTY
$174,900Pending3 beds 1 baths1,152 sq. ft.402 N 9th Street, Winterset, IA 50273
MLS# 739954Listed by: MADISON COUNTY REALTY
$595,000Active5 beds 4 baths4,200 sq. ft.505 E Court Avenue, Winterset, IA 50273
MLS# 739580Listed by: HOMEFRONT REAL ESTATE, LLC
$140,000Active2 beds 3 baths1,548 sq. ft.906 S 4th Avenue, Winterset, IA 50273
MLS# 70003Listed by: IHOME REALTY
$259,000Active3 beds 1 baths1,859 sq. ft.319 S 7th Avenue, Winterset, IA 50273
MLS# 739272Listed by: REALTY ONE GROUP IMPACT
$160,000Pending2 beds 1 baths950 sq. ft.703 W North Street, Winterset, IA 50273
MLS# 739025Listed by: IOWA REALTY MILLS CROSSING
$257,500Active4 beds 2 baths1,482 sq. ft.610 W Washington Street, Winterset, IA 50273
MLS# 739042Listed by: MADISON COUNTY REALTY
$160,000Active3.27 Acres2323 Cedar Bridge Road, Winterset, IA 50273
MLS# 739047Listed by: MADISON COUNTY REALTY
$364,900Active4 beds 4 baths1,720 sq. ft.704 N 14th Avenue, Winterset, IA 50273
MLS# 738168Listed by: KELLER WILLIAMS REALTY GDM
$579,900Active3 beds 3 baths2,432 sq. ft.719 E Washington Street, Winterset, IA 50273
MLS# 738134Listed by: HOMEFRONT REAL ESTATE, LLC
$339,900Active6 beds 3 baths1,800 sq. ft.117 E North Street, Winterset, IA 50273
MLS# 737827Listed by: RE/MAX PRECISION
$300,000Pending4 beds 3 baths1,087 sq. ft.301 N 15th Avenue, Winterset, IA 50273
MLS# 737559Listed by: RE/MAX CONCEPTS
$239,900Active4 beds 2 baths1,270 sq. ft.1413 W Washington Street, Winterset, IA 50273
MLS# 737458Listed by: HOMEFRONT REAL ESTATE, LLC
$455,000Pending4 beds 3 baths1,555 sq. ft.802 N 10th Avenue, Winterset, IA 50273
MLS# 737129Listed by: HOMEFRONT REAL ESTATE, LLC
$340,000Pending5 beds 3 baths2,217 sq. ft.621 W Jefferson Street, Winterset, IA 50273
MLS# 737130Listed by: MADISON COUNTY REALTY
$330,000Active4 beds 3 baths1,990 sq. ft.1706 W Summit Street, Winterset, IA 50273
MLS# 736897Listed by: MADISON COUNTY REALTY
$299,900Pending3 beds 2 baths838 sq. ft.521 W Hutchings Street, Winterset, IA 50273
MLS# 736605Listed by: HOMEFRONT REAL ESTATE, LLC
$154,000Active2 beds 1 baths1,286 sq. ft.415 E Buchanan Street, Winterset, IA 50273
MLS# 736426Listed by: IOWA REALTY WAUKEE
$234,900Active3 beds 1 baths962 sq. ft.710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
$389,900Pending3 beds 3 baths1,574 sq. ft.222 Oak Tree Drive, Winterset, IA 50273
MLS# 735909Listed by: IOWA REALTY MILLS CROSSING
$382,500Pending3 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
$225,000Active3 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
$245,000Pending3 beds 2 baths1,545 sq. ft.114 N 8th Avenue, Winterset, IA 50273
MLS# 735249Listed by: RE/MAX PRECISION
$289,000Active4 beds 3 baths2,080 sq. ft.203 W Green Street, Winterset, IA 50273
MLS# 734561Listed by: MADISON COUNTY REALTY
$160,000Active3.32 Acres2211 Cedar Bridge Road, Winterset, IA 50273
MLS# 734314Listed by: MADISON COUNTY REALTY
$160,000Active3.32 Acres2259 Cedar Bridge Road, Winterset, IA 50273
MLS# 734325Listed by: MADISON COUNTY REALTY
$395,000Pending3 beds 2 baths1,400 sq. ft.2210 Ash Tree Drive, Winterset, IA 50273
MLS# 734090Listed by: IOWA REALTY WAUKEE
$234,900Active3 beds 3 baths1,006 sq. ft.113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$399,990Active3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$295,000Active3 beds 2 baths1,204 sq. ft.212 N 14th Avenue, Winterset, IA 50273
MLS# 730975Listed by: MADISON COUNTY REALTY
$210,000Active2 beds 1 baths1,031 sq. ft.409 W Madison Street, Winterset, IA 50273
MLS# 730643Listed by: MADISON COUNTY REALTY
$206,000Active2 beds 1 baths1,031 sq. ft.407 W Madison Street, Winterset, IA 50273
MLS# 730644Listed by: MADISON COUNTY REALTY
$210,000Active2 beds 1 baths1,031 sq. ft.405 W Madison Street, Winterset, IA 50273
MLS# 730645Listed by: MADISON COUNTY REALTY
$349,000Active3 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
$450,000Active30 AcresRR Scott Township, Winterset, IA 50222
MLS# 727290Listed by: MADISON COUNTY REALTY
$490,000Pending4 beds 3 baths1,540 sq. ft.400 N 14th Avenue, Winterset, IA 50273
MLS# 726278Listed by: HOMEFRONT REAL ESTATE, LLC
$350,000Active4 beds 2 baths2,724 sq. ft.615 N 1st Avenue, Winterset, IA 50273
MLS# 725120Listed by: HOMEFRONT REAL ESTATE, LLC
$177,000Pending3 beds 1 baths1,222 sq. ft.601 E Green Street, Winterset, IA 50273
MLS# 722788Listed by: DEVELOPERS REALTY GROUP LLC
$274,900Active4 beds 2 baths1,880 sq. ft.804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$125,000Active5 beds 2 baths1,556 sq. ft.523 S 2nd Street, Winterset, IA 50273
MLS# 720154Listed by: LPT REALTY, LLC
$410,000Active3 beds 3 baths2,389 sq. ft.1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY
$210,000Pending2 beds 1 baths1,031 sq. ft.411 W Madison Street, Winterset, IA 50273
MLS# 730642Listed by: MADISON COUNTY REALTY
$125,000Active0.73 AcresLot 3 4th Avenue N, Winterset, IA 50273
MLS# 703978Listed by: MCR GROUP
$185,000Active1.14 AcresLot 4 4th Avenue N, Winterset, IA 50273
MLS# 703985Listed by: MCR GROUP
$395,000Active3 AcresLot 5 4th Avenue N, Winterset, IA 50273
MLS# 703987Listed by: MCR GROUP
$130,000Active0.9 AcresLot 1 4th Avenue N, Winterset, IA 50273
MLS# 703968Listed by: MCR GROUP
$250,000Active5.1 Acres2269 205th Lane, Winterset, IA 50273
MLS# 734326Listed by: MADISON COUNTY REALTY
Local realty services provided by:CENTURY 21 Signature Real Estate, CENTURY 21 BW Preferred, Inc.
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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.
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.