Winterset, IA Homes

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  /32

  Est $370,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths

  1948 Nature Trail, Winterset, IA 50273

  1948 Nature Trail, Winterset, IA 50273
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  /29

  $325,000 Sold Nov 19, 2025

  916 W Filmore St, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2014

  Last Sold Summary

  • $242/SF
  • 4 Days On Market

  Current Estimated Value $300,567

  Last Listing Agent Jennifer Stover Madison County Realty

  916 W Filmore St, Winterset, IA 50273
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  /35

  Est $668,759 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  1671 McBride Ridge Ct, Winterset, IA 50273

  1671 McBride Ridge Ct, Winterset, IA 50273
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  /29

  $242,000 Sold Dec 12, 2025

  120 S 8th Ave, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Below List Price
  • $155/SF
  • 52 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  120 S 8th Ave, Winterset, IA 50273
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  /35

  Est $677,226 Not Listed For Sale

  • 3 Beds
  • 3 Baths

  1789 Maple Ct, Winterset, IA 50273

  1789 Maple Ct, Winterset, IA 50273
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  /22

  $270,000 Sold Jul 11, 2025

  616 E Green St, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $237/SF
  • 2 Days On Market

  Current Estimated Value $277,039

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  616 E Green St, Winterset, IA 50273
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  /21

  Est $410,231 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths

  2331 152nd St, Winterset, IA 50273

  2331 152nd St, Winterset, IA 50273
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  /19

  $169,500 Sold Apr 16, 2025

  706 N 1st Ave, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft
  • Built 1921

  Last Sold Summary

  • 8% Below List Price
  • $139/SF
  • 109 Days On Market

  Current Estimated Value $182,175

  Last Listing Agent Eric Vetsch Keller Williams Realty GDM

  706 N 1st Ave, Winterset, IA 50273
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  /35

  Est $488,593 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  2391 148th St, Winterset, IA 50273

  2391 148th St, Winterset, IA 50273
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  /2

  $155,000 Sold Jan 15, 2026

  00 Roseman Bridge Rd, Winterset, IA 50273

  • Land
  • 10 Acres
  • $15,500 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Lauren Moore Agency Iowa

  00 Roseman Bridge Rd, Winterset, IA 50273
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  /6

  Not Listed For Sale

  0000 County Road G50, Winterset, IA 50273

  0000 County Road G50, Winterset, IA 50273
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  /17

  $170,000 Sold Feb 02, 2026

  1022 W Washington St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $182/SF
  • 4 Days On Market

  Last Listing Agent Matt Cole RE/MAX Concepts

  1022 W Washington St, Winterset, IA 50273
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  /14

  Not Listed For Sale

  0000 MacKsburg Rd, Winterset, IA 50273

  0000 MacKsburg Rd, Winterset, IA 50273
• 

  

  /34

  $305,000 Sold Feb 27, 2025

  211 W South St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1880

  Last Sold Summary

  • 4% Below List Price
  • $160/SF
  • 13 Days On Market

  Current Estimated Value $307,256

  Last Listing Agent Jennifer Mott RE/MAX Concepts

  211 W South St, Winterset, IA 50273
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  /13

  Est $265,131 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft

  306 S 4th St, Winterset, IA 50273

  306 S 4th St, Winterset, IA 50273
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  /24

  $280,000 Sold Jun 11, 2025

  217 E Jefferson St, Winterset, IA 50273

  • 5 Beds
  • 2 Baths
  • 2,212 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $127/SF
  • 271 Days On Market

  Current Estimated Value $289,909

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  217 E Jefferson St, Winterset, IA 50273
• 

  

  /22

  Not Listed For Sale

  1234 Highway 169, Winterset, IA 50273

  1234 Highway 169, Winterset, IA 50273
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  /25

  $157,800 Sold Aug 20, 2025

  702 N 2nd Ave, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft
  • Built 1870

  Last Sold Summary

  • 12% Below List Price
  • $118/SF
  • 59 Days On Market

  Current Estimated Value $172,517

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  702 N 2nd Ave, Winterset, IA 50273
• 

  

  /22

  Not Listed For Sale

  123 Highway 169, Winterset, IA 50273

  123 Highway 169, Winterset, IA 50273
• 

  

  /20

  $450,000 Sold May 14, 2025

  522 W Green St, Winterset, IA 50273

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • Built 1905

  Last Sold Summary

  • 10% Below List Price
  • $183/SF
  • 17 Days On Market

  Current Estimated Value $462,107

  Last Listing Agent Rachel Eller Summerset Realty

  522 W Green St, Winterset, IA 50273
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  /24

  Not Listed For Sale

  2439 Settlers Trail, Winterset, IA 50273

  2439 Settlers Trail, Winterset, IA 50273
• 

  

  /22

  $212,000 Sold Sep 29, 2025

  1424 W Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1993

  Last Sold Summary

  • $195/SF
  • 3 Days On Market

  Current Estimated Value $214,652

  Last Listing Agent Rachel Eller Summerset Realty

  1424 W Jefferson St, Winterset, IA 50273
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  /35

  Est $823,984 Not Listed For Sale

  • 4 Beds
  • 4 Baths

  2320 Terrace Ave, Winterset, IA 50273

  2320 Terrace Ave, Winterset, IA 50273
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  /21

  $139,900 Sold Jun 30, 2025

  215 S 2nd St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1947

  Last Sold Summary

  • $208/SF
  • 5 Days On Market

  Current Estimated Value $148,701

  Last Listing Agent Nicholas Scar Iowa Realty Mills Crossing

  215 S 2nd St, Winterset, IA 50273
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  /19

  Est $102,831 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 593 Sq Ft

  623 E Green St, Winterset, IA 50273

  623 E Green St, Winterset, IA 50273
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  /35

  $315,000 Sold Apr 01, 2025

  119 E Buchanan St, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Below List Price
  • $159/SF
  • 103 Days On Market

  Current Estimated Value $319,934

  Last Listing Agent Adam Bugbee Real Broker, LLC

  119 E Buchanan St, Winterset, IA 50273
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  /25

  Est $227,146 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft

  223 S E St, Winterset, IA 50273

  223 S E St, Winterset, IA 50273
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  /18

  $285,000 Sold Oct 24, 2025

  418 N 6th St, Winterset, IA 50273

  • Studio
  • 1 Bath
  • 995 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $286/SF
  • 135 Days On Market

  Current Estimated Value $226,170

  Last Listing Agent Jennifer Stover Madison County Realty

  418 N 6th St, Winterset, IA 50273
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  /11

  Not Listed For Sale

  0000 Burr Oak Ave, Winterset, IA 50273

  0000 Burr Oak Ave, Winterset, IA 50273
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  /2

  $383,000 Sold Oct 09, 2025

  304 Maple Pointe, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $274/SF
  • 113 Days On Market

  Last Listing Agent Robert D. Weeks Iowa Realty Waukee

  304 Maple Pointe, Winterset, IA 50273
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  /4

  Est $338,014 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,297 Sq Ft

  1508 N 6th Ave, Winterset, IA 50273

  1508 N 6th Ave, Winterset, IA 50273
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  /9

  $22,000 Sold Jun 30, 2025

  415 E Madison St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft
  • Built 2025

  Last Sold Summary

  • 90% Below List Price
  • $21/SF
  • 19 Days On Market

  Last Listing Agent Alyssa Tadlock Madison County Realty

  415 E Madison St, Winterset, IA 50273
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  /3

  Not Listed For Sale

  Lot 12 114th Ct, Winterset, IA 50273

  Lot 12 114th Ct, Winterset, IA 50273
• 

  

  /25

  $190,000 Sold May 14, 2025

  209 W Filmore St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 921 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $206/SF
  • 147 Days On Market

  Current Estimated Value $186,021

  Last Listing Agent Michael Fagerstrom Keller Williams Realty GDM

  209 W Filmore St, Winterset, IA 50273
• 

  

  /5

  Not Listed For Sale

  Lot 37 Limestone Ct, Winterset, IA 50273

  Lot 37 Limestone Ct, Winterset, IA 50273
• 

  

  /35

  $549,000 Sold Jun 02, 2025

  2640 206th St, Winterset, IA 50273

  • Land
  • 7.78 Acres
  • $70,566 per Acre

  Last Sold Summary

  • 6 Days On Market

  Current Estimated Value $509,452

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  2640 206th St, Winterset, IA 50273
• 

  

  /5

  Not Listed For Sale

  Lot 33 Limestone Ct, Winterset, IA 50273

  Lot 33 Limestone Ct, Winterset, IA 50273
• 

  

  /31

  $305,000 Sold May 28, 2025

  602 W Hutchings St, Winterset, IA 50273

  • 4 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $160/SF
  • 7 Days On Market

  Current Estimated Value $328,214

  Last Listing Agent Susan Sheldahl Realty One Group Impact

  602 W Hutchings St, Winterset, IA 50273
• 

  

  /5

  Not Listed For Sale

  Lot 19 112th Ct, Winterset, IA 50273

  Lot 19 112th Ct, Winterset, IA 50273
• 

  

  /29

  $243,000 Sold Oct 31, 2025

  2089 270th St, Winterset, IA 50273

  • Land
  • 5.2 Acres
  • $46,731 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 9 Days On Market

  Current Estimated Value $255,185

  Last Listing Agent Dan Rozga RE/MAX Concepts

  2089 270th St, Winterset, IA 50273

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