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50273, IA - homes for sale
90 of 90 results displayed
- New
$185,000Active3 beds 2 baths1,456 sq. ft.715 N 5th Street, Winterset, IA 50273
MLS# 745803Listed by: RE/MAX PRECISION - New
$474,000Active3 beds 3 baths2,616 sq. ft.1818 Patricia Court, Winterset, IA 50273
MLS# 745523Listed by: REALTY ONE GROUP IMPACT - New
$4,938,450Active451.34 AcresNorth River School Road, Winterset, IA 50273
MLS# 745575Listed by: PEOPLES COMPANY 
$295,000Pending3 beds 2 baths1,600 sq. ft.902 E Court Avenue, Winterset, IA 50273
MLS# 745439Listed by: HOMEFRONT REAL ESTATE, LLC- New
$152,500Active3 AcresLot 1 Buck Creek Lane, Earlham, IA 50072
MLS# 745347Listed by: LPT REALTY, LLC - New
$152,500Active3 AcresLot 2 Buck Creek Lane, Earlham, IA 50072
MLS# 745352Listed by: LPT REALTY, LLC - New
$740,000Active55.42 Acres2039 145th Lane, Earlham, IA 50072
MLS# 745356Listed by: LPT REALTY, LLC - New
$460,000Active4 beds 3 baths1,743 sq. ft.703 N 10th Avenue, Winterset, IA 50273
MLS# 745333Listed by: HOMEFRONT REAL ESTATE, LLC 
$725,000Active4 beds 3 baths1,932 sq. ft.2207 196th Court, Winterset, IA 50273
MLS# 745076Listed by: RE/MAX CONCEPTS
$189,000Pending4.98 Acres1700 Highway 169, Winterset, IA 50273
MLS# 745026Listed by: HOMEFRONT REAL ESTATE, LLC
$225,000Active2 beds 1 baths848 sq. ft.121 E Benton Street, Winterset, IA 50273
MLS# 745032Listed by: MADISON COUNTY REALTY
$215,000Pending3 beds 2 baths1,180 sq. ft.1110 W South Street, Winterset, IA 50273
MLS# 744872Listed by: SUMMERSET REALTY
$395,000Pending4 beds 3 baths2,576 sq. ft.1473 280th Street, Winterset, IA 50273
MLS# 744842Listed by: MIDWEST LAND GROUP LLC
$565,000Active4 beds 3 baths1,506 sq. ft.5219 Cherrywood Lane, Winterset, IA 50273
MLS# 744638Listed by: RE/MAX PRECISION
$235,000Active3 beds 3 baths1,246 sq. ft.207 E Buchanan Street, Winterset, IA 50273
MLS# 744495Listed by: PLATINUM REALTY LLC
$250,000Active4 beds 3 baths1,432 sq. ft.420 W Mills Street, Winterset, IA 50273
MLS# 744321Listed by: HOMEFRONT REAL ESTATE, LLC
$235,000Active5 beds 2 baths1,701 sq. ft.204 S 8th Avenue, Winterset, IA 50273
MLS# 744425Listed by: KELLER WILLIAMS REALTY GDM
$350,000Active3 beds 1 baths1,200 sq. ft.2381 Adair Madison Street, Winterset, IA 50273
MLS# 744192Listed by: HOMEFRONT REAL ESTATE, LLC
$340,000Active3 beds 2 baths1,913 sq. ft.423 E Jefferson Street, Winterset, IA 50273
MLS# 743956Listed by: MADISON COUNTY REALTY
$1Active3 beds 2 baths1,344 sq. ft.00 235th Trail, Winterset, IA 50273
MLS# 743457Listed by: PEOPLES COMPANY
$949,900Active15.86 Acres1524 260th St., Winterset, IA 50273
MLS# 6339483Listed by: REALTY ONE GROUP IMPACT
$699,000Pending4 beds 3 baths2,800 sq. ft.3035 Clark Tower Road, Winterset, IA 50273
MLS# 743193Listed by: MIDWEST LAND GROUP LLC
$265,000Active4 beds 2 baths866 sq. ft.715 N 3rd Avenue, Winterset, IA 50273
MLS# 743280Listed by: MADISON COUNTY REALTY
$140,000Active5.36 Acres002 220th Street, Winterset, IA 50273
MLS# 743267Listed by: REALTY ONE GROUP IMPACT
$165,000Active7.68 Acres001 Rolling Green Avenue, Winterset, IA 50273
MLS# 743268Listed by: REALTY ONE GROUP IMPACT
$855,422Pending5 beds 5 baths2,824 sq. ft.1136 Limestone Court, Winterset, IA 50273
MLS# 743121Listed by: RE/MAX PRECISION
$389,000Active2 beds 2 baths979 sq. ft.2444 Quail Ridge Avenue, Winterset, IA 50240
MLS# 743050Listed by: SUMMERSET REALTY
$1Active75.33 AcresFrancesca Avenue, Winterset, IA 50273
MLS# 742994Listed by: PEOPLES COMPANY
$1Active75.33 AcresFrancesca Avenue, Winterset, IA 50273
MLS# 6339306Listed by: PEOPLES COMPANY
$190,000Pending3 beds 1 baths1,926 sq. ft.415 N 1st Avenue, Winterset, IA 50273
MLS# 742187Listed by: KELLER WILLIAMS REALTY GDM
$225,000Active2 beds 2 baths1,148 sq. ft.215 E Filmore Street E, Winterset, IA 50273
MLS# 742813Listed by: COVERED BRIDGE REALTY
$365,000Active4 beds 3 baths1,524 sq. ft.1405 W Court Avenue, Winterset, IA 50273
MLS# 742530Listed by: AGENCY IOWA
$299,000Active2 beds 2 baths1,476 sq. ft.519 W Filmore Street, Winterset, IA 50273
MLS# 741978Listed by: LISTWITHFREEDOM.COM
$969,000Active3 beds 2 baths1,982 sq. ft.2318 Saint Charles Road, Winterset, IA 50273
MLS# 741611Listed by: IOWA REALTY MILLS CROSSING
$1,195,000Active36.34 Acres1524 260th Street, Winterset, IA 50273
MLS# 6338803Listed by: REALTY ONE GROUP IMPACT
$325,000Active4 beds 3 baths1,540 sq. ft.511 W Washington Street, Winterset, IA 50273
MLS# 741048Listed by: COVERED BRIDGE REALTY
$370,000Active4 beds 1 baths1,680 sq. ft.1509 State 92 Highway, Winterset, IA 50273
MLS# 741075Listed by: MADISON COUNTY REALTY
$349,900Active3 beds 3 baths1,669 sq. ft.1514 Mackensie Circle, Winterset, IA 50273
MLS# 741001Listed by: MADISON COUNTY REALTY
$414,900Active4 beds 2 baths2,077 sq. ft.2607 Quail Ridge Trail, Winterset, IA 50273
MLS# 740871Listed by: RE/MAX PRECISION
$365,000Active3 beds 3 baths2,396 sq. ft.302 W Court Avenue, Winterset, IA 50273
MLS# 740818Listed by: MADISON COUNTY REALTY- $2,000,000Pending315 Acres
000 Settler Avenue, Winterset, IA 50273
MLS# 740837Listed by: RE/MAX PRECISION 
$330,000Active4 beds 3 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
$350,000Active18.64 Acres0 Clark Tower Road, Winterset, IA 50273
MLS# 740087Listed by: PEOPLES COMPANY
$174,900Pending3 beds 1 baths1,152 sq. ft.402 N 9th Street, Winterset, IA 50273
MLS# 739954Listed by: MADISON COUNTY REALTY
$549,999Active5 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
$160,000Active3.27 Acres2323 Cedar Bridge Road, Winterset, IA 50273
MLS# 739047Listed by: MADISON COUNTY REALTY
$260,000Active10.23 Acres2212 Deer Run Avenue, Winterset, IA 50273
MLS# 738438Listed by: RE/MAX PRECISION
$350,000Active4 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
$339,900Pending6 beds 3 baths1,800 sq. ft.117 E North Street, Winterset, IA 50273
MLS# 737827Listed by: RE/MAX PRECISION
$229,900Pending4 beds 2 baths1,270 sq. ft.1413 W Washington Street, Winterset, IA 50273
MLS# 737458Listed by: HOMEFRONT REAL ESTATE, LLC
$299,000Active4 beds 3 baths1,990 sq. ft.1706 W Summit Street, Winterset, IA 50273
MLS# 736897Listed by: MADISON COUNTY REALTY
$219,900Active3 beds 1 baths962 sq. ft.710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
$999,900Pending6 beds 7 baths3,775 sq. ft.2053 145th Lane, Earlham, IA 50072
MLS# 736306Listed 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
$1,225,000Pending5 beds 5 baths2,434 sq. ft.2188 114th Court, Winterset, IA 50273
MLS# 735705Listed by: RE/MAX CONCEPTS
$999,500Active3 beds 2 baths2,282 sq. ft.1826 Green Lane, Winterset, IA 50273
MLS# 735807Listed by: KILOTERRA
$349,900Pending4 beds 3 baths1,833 sq. ft.724 W Buchanan Street, Winterset, IA 50273
MLS# 735290Listed by: A.I.M. REAL ESTATE & CONSULTIN
$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
$849,900Pending3 beds 4 baths3,660 sq. ft.2230 260th Street, Winterset, IA 50273
MLS# 732831Listed by: RE/MAX PRECISION
$399,990Active3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$290,000Active3 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
$210,000Pending2 beds 1 baths1,031 sq. ft.405 W Madison Street, Winterset, IA 50273
MLS# 730645Listed 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
$629,900Pending5 beds 4 baths2,229 sq. ft.1795 Millstream Court, Winterset, IA 50273
MLS# 725899Listed by: IOWA REALTY MILLS CROSSING
$350,000Active4 beds 2 baths2,724 sq. ft.615 N 1st Avenue, Winterset, IA 50273
MLS# 725120Listed by: HOMEFRONT REAL ESTATE, LLC
$69,000Active3.45 Acres36 Lot Covered Bridge Estates Street, Winterset, IA 50273
MLS# 724276Listed by: SUMMERSET REALTY
$55,000Active3 Acres1796 Millstream Court, Winterset, IA 50273
MLS# 723458Listed by: SUMMERSET REALTY
$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
$169,900Active4.68 Acres2215 245th Lane, Winterset, IA 50273
MLS# 718820Listed by: HOMEFRONT REAL ESTATE, LLC
$410,000Active3 beds 3 baths2,389 sq. ft.1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY
$175,000Active7.14 Acres2368 St Charles Road, Winterset, IA 50273
MLS# 709405Listed by: SUMMERSET 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
$475,000Pending30 Acres30 Acres M/l 1399 Hogback Rd Road, Earlham, IA 50072
MLS# 701535Listed by: RE/MAX CONCEPTS
$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.