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50273, IA - homes for sale
98 of 98 results displayed
- New
$324,900Active3 beds 2 baths1,725 sq. ft.303 E Court Avenue, Winterset, IA 50273
MLS# 749546Listed by: PRO TEAM REALTY - New
$179,000Active2 beds 2 baths1,230 sq. ft.1624 S 4th Avenue, Winterset, IA 50273
MLS# 749468Listed by: COVERED BRIDGE REALTY - New
$1,500,000Active4 beds 3 baths1,884 sq. ft.1582 N River Trail, Winterset, IA 50273
MLS# 746880Listed by: RE/MAX PRECISION 
$703,333Pending5 beds 3 baths1,974 sq. ft.2176 114th Court, Winterset, IA 50273
MLS# 749018Listed by: RE/MAX PRECISION- New
$295,000Active3 beds 2 baths1,976 sq. ft.612 W Jefferson Street, Winterset, IA 50273
MLS# 748879Listed by: LPT REALTY, LLC 
$299,900Active2 beds 2 baths1,426 sq. ft.1018 N 3rd Avenue, Winterset, IA 50273
MLS# 748684Listed by: HOMECOIN.COM
$215,000Active7.48 AcresHogback Bridge Road, Winterset, IA 50273
MLS# 6342211Listed by: PEOPLES COMPANY
$250,000Active3.24 AcresLot 9 Polo Pointe 2, Cumming, IA 50061
MLS# 748247Listed by: RE/MAX CONCEPTS
$990,000Active4 beds 5 baths3,076 sq. ft.2381 Highway 169, Winterset, IA 50273
MLS# 748115Listed by: RE/MAX PRECISION
$39,900Active2.86 Acres1600 Roseman Bridge Road, Winterset, IA 50273
MLS# 747919Listed by: SOLDWILSON REAL ESTATE AND AUC
$75,000Active1 beds 1 baths576 sq. ft.624 W Summit Street, Winterset, IA 50273
MLS# 747753Listed by: MADISON COUNTY REALTY
$194,000Pending13.88 Acres000 Clark Tower Road, Winterset, IA 50273
MLS# 747691Listed by: MIDWEST LAND GROUP LLC
$310,000Active4 beds 2 baths1,032 sq. ft.401 E Benton Street, Winterset, IA 50273
MLS# 747620Listed by: MADISON COUNTY REALTY
$537,513Active-- beds -- baths1474 280th St., Winterset, IA 50273
MLS# 6341760Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$478,577Active-- beds -- baths1479 280th St., Winterset, IA 50273
MLS# 6341759Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$254,000Active4 beds 1 baths1,338 sq. ft.703 E Filmore Street, Winterset, IA 50273
MLS# 747464Listed by: COVERED BRIDGE REALTY
$229,100Pending3 beds 2 baths1,245 sq. ft.59 E North Street, Winterset, IA 50273
MLS# 747461Listed by: SUMMERSET REALTY
$234,900Active3 beds 2 baths1,241 sq. ft.816 E Washington Street, Winterset, IA 50273
MLS# 747340Listed by: KELLER WILLIAMS REALTY GDM
$210,000Active3 beds 2 baths964 sq. ft.110 N 10th Avenue, Winterset, IA 50273
MLS# 746991Listed by: RE/MAX REVOLUTION
$349,000Active4 beds 2 baths2,430 sq. ft.310 W Washington Street, Winterset, IA 50273
MLS# 746922Listed by: HOMEFRONT REAL ESTATE, LLC
$464,900Active4 beds 4 baths1,807 sq. ft.305 Magnolia Point, Winterset, IA 50273
MLS# 746663Listed by: RE/MAX PRECISION
$299,900Active4 beds 2 baths2,281 sq. ft.322 W Washington Street, Winterset, IA 50273
MLS# 6341129Listed by: RE/MAX CONCEPTS MAIN OFFICE
$275,000Active4 beds 3 baths2,146 sq. ft.602 N 1st Avenue, Winterset, IA 50273
MLS# 746485Listed by: REALTY ONE GROUP IMPACT
$440,000Active3 beds 2 baths2,484 sq. ft.1515 W Washington Street, Winterset, IA 50273
MLS# 746136Listed by: HOMEFRONT REAL ESTATE, LLC
$474,000Active3 beds 3 baths2,616 sq. ft.1818 Patricia Acres Court, Winterset, IA 50273
MLS# 745523Listed by: REALTY ONE GROUP IMPACT
$69,900Pending1 beds 1 baths576 sq. ft.714 E Benton Street, Winterset, IA 50273
MLS# 746330Listed by: RE/MAX CONCEPTS
$230,000Pending3 beds 2 baths1,216 sq. ft.1667 195th Street, Winterset, IA 50273
MLS# 746129Listed by: HOMEFRONT REAL ESTATE, LLC
$199,000Pending3 beds 1 baths1,131 sq. ft.816 S 4th Avenue, Winterset, IA 50273
MLS# 746132Listed by: HOMEFRONT REAL ESTATE, LLC
$205,000Active2 beds 1 baths986 sq. ft.306 E Buchanan Street, Winterset, IA 50273
MLS# 746062Listed by: HOMEFRONT REAL ESTATE, LLC
$69,900Active3 beds 1 baths1,221 sq. ft.313 E North Street, Winterset, IA 50273
MLS# 746059Listed by: PRO TEAM REALTY
$177,500Active3 beds 2 baths1,456 sq. ft.715 N 5th Street, Winterset, IA 50273
MLS# 745803Listed by: RE/MAX PRECISION
$4,938,450Active451.34 AcresNorth River School Road, Winterset, IA 50273
MLS# 745575Listed by: PEOPLES COMPANY
$152,500Active3 AcresLot 1 Buck Creek Lane, Earlham, IA 50072
MLS# 745347Listed by: LPT REALTY, LLC
$152,500Active3 AcresLot 2 Buck Creek Lane, Earlham, IA 50072
MLS# 745352Listed by: LPT REALTY, LLC
$740,000Active55.42 Acres2039 145th Lane, Earlham, IA 50072
MLS# 745356Listed by: LPT REALTY, LLC
$449,900Pending4 beds 3 baths1,743 sq. ft.703 N 10th Avenue, Winterset, IA 50273
MLS# 745333Listed by: HOMEFRONT REAL ESTATE, LLC
$193,000Pending5.01 Acres1700 Highway 169, Winterset, IA 50273
MLS# 745026Listed by: HOMEFRONT REAL ESTATE, LLC
$213,000Active2 beds 1 baths848 sq. ft.121 E Benton Street, Winterset, IA 50273
MLS# 745032Listed by: MADISON COUNTY REALTY
$395,000Pending4 beds 3 baths2,576 sq. ft.1473 280th Street, Winterset, IA 50273
MLS# 744842Listed by: MIDWEST LAND GROUP LLC- Open Sun, 1 to 3pm
$559,000Active4 beds 3 baths1,506 sq. ft.5219 Cherrywood Lane, Winterset, IA 50273
MLS# 744638Listed by: RE/MAX PRECISION 
$235,000Pending3 beds 3 baths1,246 sq. ft.207 E Buchanan Street, Winterset, IA 50273
MLS# 744495Listed by: PLATINUM REALTY LLC
$225,000Active5 beds 2 baths1,701 sq. ft.204 S 8th Avenue, Winterset, IA 50273
MLS# 744425Listed by: KELLER WILLIAMS REALTY GDM
$350,000Pending3 beds 1 baths1,200 sq. ft.2381 Adair Madison Street, Winterset, IA 50273
MLS# 744192Listed by: HOMEFRONT REAL ESTATE, LLC
$309,500Active3 beds 2 baths1,913 sq. ft.423 E Jefferson Street, Winterset, IA 50273
MLS# 743956Listed by: MADISON COUNTY REALTY
$1Pending3 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
$249,900Active4 beds 2 baths866 sq. ft.715 N 3rd Avenue, Winterset, IA 50273
MLS# 743280Listed by: MADISON COUNTY REALTY
$165,000Pending7.26 Acres001 Rolling Green Avenue, Winterset, IA 50273
MLS# 743268Listed by: REALTY ONE GROUP IMPACT- Open Sun, 12 to 2pm
$389,000Active2 beds 2 baths979 sq. ft.2444 Quail Ridge Avenue, Winterset, IA 50240
MLS# 743050Listed by: SUMMERSET REALTY 
$1Pending75.33 AcresFrancesca Avenue, Winterset, IA 50273
MLS# 742994Listed by: PEOPLES COMPANY
$1Pending75.33 AcresFrancesca Avenue, Winterset, IA 50273
MLS# 6339306Listed by: PEOPLES COMPANY
$215,000Active2 beds 2 baths1,148 sq. ft.215 E Filmore Street E, Winterset, IA 50273
MLS# 742813Listed by: COVERED BRIDGE REALTY
$299,000Active2 beds 2 baths1,476 sq. ft.519 W Filmore Street, Winterset, IA 50273
MLS# 741978Listed by: LISTWITHFREEDOM.COM
$900,000Active3 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
$320,000Active4 beds 3 baths1,540 sq. ft.511 W Washington Street, Winterset, IA 50273
MLS# 741048Listed by: COVERED BRIDGE REALTY
$335,000Pending3 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 
$325,000Active4 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
$350,000Pending18.64 Acres0 Clark Tower Road, Winterset, IA 50273
MLS# 740087Listed by: PEOPLES COMPANY
$549,999Active5 beds 4 baths4,200 sq. ft.505 E Court Avenue, Winterset, IA 50273
MLS# 739580Listed by: HOMEFRONT REAL ESTATE, LLC
$160,000Active3.27 Acres2323 Cedar Bridge Road, Winterset, IA 50273
MLS# 739047Listed by: MADISON COUNTY REALTY
$255,000Active10.23 Acres2212 Deer Run Avenue, Winterset, IA 50273
MLS# 738438Listed by: RE/MAX PRECISION
$350,000Pending4 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
$329,900Active6 beds 3 baths1,800 sq. ft.117 E North Street, Winterset, IA 50273
MLS# 737827Listed by: RE/MAX PRECISION
$299,000Active4 beds 3 baths1,990 sq. ft.1706 W Summit Street, Winterset, IA 50273
MLS# 736897Listed by: MADISON COUNTY REALTY
$219,900Pending3 beds 1 baths962 sq. ft.710 N 3rd Avenue, Winterset, IA 50273
MLS# 736355Listed by: COVERED BRIDGE REALTY
$999,500Pending3 beds 2 baths2,282 sq. ft.1826 Green Lane, Winterset, IA 50273
MLS# 735807Listed by: KILOTERRA
$160,000Pending3.32 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
$219,900Pending3 beds 3 baths1,006 sq. ft.113 S 3rd Street, Winterset, IA 50273
MLS# 733228Listed by: HOMEFRONT REAL ESTATE, LLC
$399,990Pending3 beds 1 baths2,286 sq. ft.1024 W Summit Street, Winterset, IA 50273
MLS# 731252Listed by: IOWA REALTY WAUKEE
$290,000Pending3 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
$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
$249,999Active4 beds 2 baths1,880 sq. ft.804 N 4th Avenue, Winterset, IA 50273
MLS# 722354Listed by: HOMEFRONT REAL ESTATE, LLC
$169,900Pending4.68 Acres2215 245th Lane, Winterset, IA 50273
MLS# 718820Listed by: HOMEFRONT REAL ESTATE, LLC
$375,000Active3 beds 3 baths2,389 sq. ft.1913 N 1st Street, Winterset, IA 50273
MLS# 717838Listed by: COVERED BRIDGE REALTY
$165,000Active7.14 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
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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.