Recently Sold Winterset, IA Homes

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  /27

  $495,000 Sold Dec 29, 2025

  2155 148th St, Winterset, IA 50273

  • Land
  • 4.19 Acres
  • $118,138 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 45 Days On Market

  Last Listing Agent Cindy Miller Keller Williams Realty GDM

  2155 148th St, Winterset, IA 50273
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  /9

  $265,410 Sold Nov 26, 2025

  TBD Pioneer Ave, Winterset, IA 50273

  • Land
  • 29.49 Acres
  • $9,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 22 Days On Market

  Last Listing Agent Chris Wearmouth Kiloterra

  TBD Pioneer Ave, Winterset, IA 50273
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  /12

  $1,300,000 Sold Jul 17, 2025

  RR Millstream Ave, Winterset, IA 50273

  • Land
  • 172.1 Acres
  • $7,554 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 41 Days On Market

  Last Listing Agent Larry Corkrean Madison County Realty

  RR Millstream Ave, Winterset, IA 50273
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  /31

  $226,000 Sold Aug 08, 2025

  318 W Green St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $143/SF
  • 43 Days On Market

  Current Estimated Value $225,415

  Last Listing Agent Toni Tindle Covered Bridge Realty

  318 W Green St, Winterset, IA 50273
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  /35

  $442,000 Sold May 09, 2025

  1410 W Washington St, Winterset, IA 50273

  • 5 Beds
  • 4.5 Baths
  • 2,000 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Below List Price
  • $221/SF
  • 317 Days On Market

  Current Estimated Value $435,406

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  1410 W Washington St, Winterset, IA 50273
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  /32

  $176,500 Sold Aug 29, 2025

  409 W Filmore St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $148/SF
  • 67 Days On Market

  Current Estimated Value $175,474

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  409 W Filmore St, Winterset, IA 50273
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  /21

  $225,000 Sold Jun 11, 2025

  703 N 3rd Ave, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 107 Days On Market

  Current Estimated Value $226,550

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  703 N 3rd Ave, Winterset, IA 50273
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  /20

  $269,000 Sold May 02, 2025

  316 S 7th Ave, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $181/SF
  • 24 Days On Market

  Current Estimated Value $286,491

  Last Listing Agent Kristin Flaherty Stoney Oak Properties LLC

  316 S 7th Ave, Winterset, IA 50273
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  /31

  $725,000 Sold Apr 10, 2025

  2990 214th Trail, Winterset, IA 50273

  • Land
  • 20 Acres
  • $36,250 per Acre

  Last Sold Summary

  • 73 Days On Market

  Current Estimated Value $742,894

  Last Listing Agent Julianna Cullen RE/MAX Precision

  2990 214th Trail, Winterset, IA 50273
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  /35

  $575,000 Sold Sep 30, 2025

  2283 Clark Tower Rd, Winterset, IA 50273

  • Land
  • 4.11 Acres
  • $140,005 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 29 Days On Market

  Current Estimated Value $587,671

  Last Listing Agent Marcus Sereg Iowa Realty South

  2283 Clark Tower Rd, Winterset, IA 50273
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  /35

  $750,000 Sold Jun 13, 2025

  2176 148th St, Winterset, IA 50273

  • Land
  • 17.97 Acres
  • $41,736 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lisa Pierce Honer Summit Realty

  2176 148th St, Winterset, IA 50273
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  /7

  $199,000 Sold Jan 08, 2026

  Lot 20 112th Ct, Winterset, IA 50273

  • Land
  • 3.15 Acres
  • $63,175 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 413 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 20 112th Ct, Winterset, IA 50273
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  /34

  $745,000 Sold May 01, 2025

  1849 Fox Trail, Winterset, IA 50273

  • Land
  • 21.91 Acres
  • $34,003 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 150 Days On Market

  Current Estimated Value $772,659

  Last Listing Agent Timothy Schutte EXIT Realty & Associates

  1849 Fox Trail, Winterset, IA 50273
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  /13

  $226,000 Sold Mar 26, 2025

  710 N 3rd Ave, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 962 Sq Ft
  • Built 1989

  Last Sold Summary

  • 16% Below List Price
  • $235/SF
  • 219 Days On Market

  Current Estimated Value $229,513

  Last Listing Agent Jennifer Stover Madison County Realty

  710 N 3rd Ave, Winterset, IA 50273
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  /19

  $62,500 Sold Aug 29, 2025

  215 W Filmore St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,186 Sq Ft
  • Built 1890

  Last Sold Summary

  • 50% Below List Price
  • $53/SF
  • 166 Days On Market

  Current Estimated Value $127,183

  Last Listing Agent Steven Camerona Iowa Realty Beaverdale

  215 W Filmore St, Winterset, IA 50273
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  /23

  $255,000 Sold Jul 25, 2025

  322 N 15th Ave, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,438 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $177/SF
  • 42 Days On Market

  Current Estimated Value $275,626

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  322 N 15th Ave, Winterset, IA 50273
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  /24

  $145,000 Sold May 09, 2025

  513 E Jefferson St, Winterset, IA 50273

  • 4 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1916

  Last Sold Summary

  • 12% Below List Price
  • $82/SF
  • 5 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  513 E Jefferson St, Winterset, IA 50273
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  /18

  $162,500 Sold Sep 26, 2025

  408 E Benton St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1956

  Last Sold Summary

  • 19% Below List Price
  • $212/SF
  • 103 Days On Market

  Current Estimated Value $155,468

  Last Listing Agent Jamie Adkins RE/MAX Precision

  408 E Benton St, Winterset, IA 50273
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  /26

  $337,000 Sold Jun 27, 2025

  925 W Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 2,267 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $149/SF
  • 1 Day On Market

  Current Estimated Value $339,006

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  925 W Jefferson St, Winterset, IA 50273
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  /26

  $229,000 Sold Mar 26, 2025

  304 W Jefferson St, Winterset, IA 50273

  • 4 Beds
  • 1.5 Baths
  • 2,438 Sq Ft
  • Built 1910

  Last Sold Summary

  • 14% Below List Price
  • $94/SF
  • 131 Days On Market

  Current Estimated Value $245,196

  Last Listing Agent Tobi Greene RE/MAX Precision

  304 W Jefferson St, Winterset, IA 50273
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  /29

  $285,000 Sold Jul 16, 2025

  311 W North St, Winterset, IA 50273

  • 3 Beds
  • 3 Baths
  • 1,388 Sq Ft
  • Built 2004

  Last Sold Summary

  • $205/SF
  • 47 Days On Market

  Current Estimated Value $282,640

  Last Listing Agent Abbey Robertson Century 21 Signature

  311 W North St, Winterset, IA 50273
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  /14

  $121,000 Sold May 30, 2025

  603 W Hutchings St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft
  • Built 1880

  Last Sold Summary

  • 20% Below List Price
  • $182/SF
  • 147 Days On Market

  Current Estimated Value $123,235

  Last Listing Agent Anthony Dennis RE/MAX Revolution

  603 W Hutchings St, Winterset, IA 50273
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  /31

  $107,500 Sold Nov 20, 2025

  59 E Washington St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft
  • Built 1880

  Last Sold Summary

  • 19% Below List Price
  • $114/SF
  • 113 Days On Market

  Last Listing Agent John Brummett RE/MAX Precision

  59 E Washington St, 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

  Last Listing Agent Jennifer Stover Madison County Realty

  916 W Filmore St, 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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  /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 $264,891

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  616 E Green 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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  /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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  /21

  $60,000 Sold May 30, 2025

  110 E Grade St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,174 Sq Ft
  • Built 1904

  Last Sold Summary

  • 14% Below List Price
  • $51/SF
  • 9 Days On Market

  Last Listing Agent Toni Tindle Covered Bridge Realty

  110 E Grade St, Winterset, IA 50273
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  /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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  /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 $279,763

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  217 E Jefferson St, 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 $165,262

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  702 N 2nd Ave, Winterset, IA 50273
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  /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 $451,455

  Last Listing Agent Rachel Eller Summerset Realty

  522 W Green St, Winterset, IA 50273
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  /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 $209,904

  Last Listing Agent Rachel Eller Summerset Realty

  1424 W Jefferson St, 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 $142,920

  Last Listing Agent Nicholas Scar Iowa Realty Mills Crossing

  215 S 2nd 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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  /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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  /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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  /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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  /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

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