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50273, IA - homes for sale
70 of 70 results displayed
- New
$382,500Active3 beds 2 baths1,400 sq. ft.309 Maple Point, Winterset, IA 50273
MLS# 735978Listed by: IOWA REALTY WAUKEE - New
$500,000Active3 beds 2 baths1,512 sq. ft.2055 170th Court, Winterset, IA 50273
MLS# 735923Listed by: BOUTIQUE REAL ESTATE - Open Sat, 2 to 4pmNew
$1,225,000Active5 beds 5 baths2,434 sq. ft.2188 114th Court, Winterset, IA 50273
MLS# 735705Listed by: RE/MAX CONCEPTS - New
$274,900Active3 beds 2 baths864 sq. ft.1509 W South Street, Winterset, IA 50273
MLS# 735869Listed by: HOMEFRONT REAL ESTATE, LLC - New
$1,250,000Active3 beds 2 baths2,282 sq. ft.1826 Green Lane, Winterset, IA 50273
MLS# 735807Listed by: KILOTERRA - New
$899,900Active3 beds 4 baths2,138 sq. ft.1516 Roseman Bridge Road, Winterset, IA 50273
MLS# 735681Listed by: AGENCY IOWA - $285,000Pending-- beds -- baths1,385 sq. ft.
816 N 3rd Avenue, Winterset, IA 50273
MLS# 735581Listed by: COVERED BRIDGE REALTY - New
$240,000Active3 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- Open Sun, 1 to 3pm
$315,000Active4 beds 3 baths1,464 sq. ft.623 W Green Street, Winterset, IA 50273
MLS# 735217Listed by: RE/MAX PRECISION 
$750,000Active4 beds 4 baths2,088 sq. ft.1685 Mcbride Ridge Court, Winterset, IA 50273
MLS# 734487Listed by: RE/MAX REAL ESTATE CENTER
$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
$650,000Pending3 beds 3 baths1,627 sq. ft.2051 145th Lane, Earlham, IA 50072
MLS# 734557Listed by: PLATINUM REALTY LLC
$160,000Active3.32 Acres2211 Cedar Bridge Road, Winterset, IA 50273
MLS# 734314Listed by: MADISON COUNTY REALTY
$478,750Active5 Acres2980 Clark Tower Rd., Winterset, IA 50273
MLS# 6335545Listed by: IOWA LAND COMPANY
$160,000Active3.32 Acres2259 Cedar Bridge Road, Winterset, IA 50273
MLS# 734325Listed by: MADISON COUNTY REALTY
$360,000Active3 beds 3 baths1,600 sq. ft.2817 Carver Road, Winterset, IA 50273
MLS# 734155Listed by: HOMEFRONT REAL ESTATE, LLC
$395,000Active3 beds 2 baths1,400 sq. ft.2210 Ash Tree Drive, Winterset, IA 50273
MLS# 734090Listed by: IOWA REALTY WAUKEE
$2Active3 beds 2 baths1,440 sq. ft.2107 265th Street, Winterset, IA 50273
MLS# 6335324Listed by: DREAMDIRT FARM & RANCH REAL ESTATE
$190,000Pending4.88 Acres4922 Cedar 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
$230,000Active2 beds 1 baths816 sq. ft.1221 W Washington Street, Winterset, IA 50273
MLS# 733182Listed by: MADISON COUNTY REALTY
$999,000Active3 beds 4 baths3,660 sq. ft.2230 260th Street, Winterset, IA 50273
MLS# 732831Listed by: RE/MAX PRECISION
$230,000Pending2 beds 3 baths1,213 sq. ft.912 N 6th Avenue Circle, Winterset, IA 50273
MLS# 732719Listed by: MADISON COUNTY REALTY
$560,000Active6 beds 4 baths3,155 sq. ft.2237 Holliwell Valley Court, Winterset, IA 50273
MLS# 732711Listed by: HOMEFRONT REAL ESTATE, LLC
$225,000Pending3 beds 2 baths2,085 sq. ft.705 S 2nd Street, Winterset, IA 50273
MLS# 732603Listed by: RE/MAX REVOLUTION
$995,000Active61.42 Acres2039 145th Lane, Earlham, IA 50072
MLS# 732560Listed by: LPT REALTY, LLC
$499,000Active3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$485,000Pending3 beds 3 baths1,502 sq. ft.2202 Ash Tree Drive, Winterset, IA 50273
MLS# 731098Listed by: RE/MAX CONCEPTS
$372,750Active18.64 Acres00 Clark Tower Road, Winterset, IA 50273
MLS# 730993Listed by: PEOPLES COMPANY
$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
$1,495,000Active3 beds 2 baths2,272 sq. ft.1671 Highway 169, Winterset, IA 50273
MLS# 730833Listed by: SUMMERSET 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
$205,000Active2 beds 3 baths1,213 sq. ft.827 W Fremont Street, Winterset, IA 50273
MLS# 729922Listed by: COVERED BRIDGE REALTY
$675,000Pending3 beds 4 baths3,298 sq. ft.2218 N John Wayne Drive, Winterset, IA 50273
MLS# 729684Listed by: MADISON COUNTY REALTY
$200,000Pending3 beds 2 baths988 sq. ft.501 W Hutchings Street, Winterset, IA 50273
MLS# 729167Listed by: IOWA REALTY ANKENY
$650,000Pending3 beds 3 baths2,064 sq. ft.1706 Mueller Court, Winterset, IA 50273
MLS# 727923Listed by: KELLER WILLIAMS REALTY GDM
$450,000Active30 AcresRR Scott Township, Winterset, IA 50222
MLS# 727290Listed by: MADISON COUNTY REALTY
$1,385,000Pending5 beds 5 baths4,032 sq. ft.1890 Hogback Bridge Road, Winterset, IA 50273
MLS# 726941Listed by: RE/MAX CONCEPTS
$490,000Active4 beds 3 baths1,540 sq. ft.400 N 14th Avenue, Winterset, IA 50273
MLS# 726278Listed by: HOMEFRONT REAL ESTATE, LLC
$629,900Active5 beds 4 baths2,229 sq. ft.1795 Millstream Court, Winterset, IA 50273
MLS# 725899Listed by: IOWA REALTY MILLS CROSSING
$1,072,400Active153.2 Acres000 290th Street, Macksburg, IA 50155
MLS# 725482Listed by: KILOTERRA
$354,900Active4 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
$70,500Active3.45 Acres36 Lot Covered Bridge Estates Street, Winterset, IA 50273
MLS# 724276Listed by: SUMMERSET REALTY
$118,500Pending4.15 AcresTBD 176th Court, Winterset, IA 50273
MLS# 724018Listed by: KILOTERRA
$74,500Active3 Acres1796 Millstream Court, Winterset, IA 50273
MLS# 723458Listed by: SUMMERSET REALTY
$449,900Active5 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
$699,900Pending4 beds 4 baths2,200 sq. ft.1821 Millstream Court, Winterset, IA 50273
MLS# 722370Listed by: HOMEFRONT REAL ESTATE, LLC
$299,000Active4 beds 2 baths1,880 sq. ft.804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$259,000Active4 beds 2 baths1,104 sq. ft.609 E Filmore Street, Winterset, IA 50273
MLS# 721695Listed by: COVERED BRIDGE REALTY
$649,999Pending4 beds 3 baths1,895 sq. ft.1634 170th Street, Winterset, IA 50273
MLS# 719473Listed by: REALTY ONE GROUP IMPACT
$199,900Active4.68 Acres2215 245th Lane, Winterset, IA 50273
MLS# 718820Listed 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
$440,000Pending5 beds 4 baths3,520 sq. ft.204 W Washington Street, Winterset, IA 50273
MLS# 710214Listed by: MADISON COUNTY REALTY
$175,000Active7.14 Acres2368 St Charles Road, Winterset, IA 50273
MLS# 709405Listed by: SUMMERSET REALTY
$475,000Pending30 Acres30 Acres M/l 1399 Hogback Rd Road, Earlham, IA 50072
MLS# 701535Listed by: RE/MAX CONCEPTS
$199,000Pending13.6 Acres000 Ivy Trail, Winterset, IA 50273
MLS# 690142Listed by: HOMEFRONT REAL ESTATE, LLC
$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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©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.