Recently Sold Winterset, IA Homes

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  /28

  $870,000

  Sold Jan 02, 2026

  2176 148th St, Winterset, IA 50273

  • 4 Beds
  • 2.5 Baths
  • 1,534 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $567/SF
  • 85 Days On Market

  Current Estimated Value $825,730

  Last Listing Agent Jason Russell Realty ONE Group Impact

  2176 148th St, Winterset, IA 50273
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• 

  

  

  /35

  $749,900

  Sold Aug 15, 2025

  4726 Cherrywood Ln, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,742 Sq Ft
  • Built 2016

  Last Sold Summary

  • $430/SF
  • 5 Days On Market

  Current Estimated Value $765,854

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  4726 Cherrywood Ln, Winterset, IA 50273
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  /35

  $295,000

  Sold Sep 22, 2025

  522 N 10th St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $150/SF
  • 25 Days On Market

  Current Estimated Value $310,312

  Last Listing Agent Kristen Stehli Real Broker, LLC

  522 N 10th St, Winterset, IA 50273
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  /17

  $174,900

  Sold Jul 31, 2026

  402 N 9th St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $152/SF
  • 30 Days On Market

  Current Estimated Value $179,065

  Last Listing Agent Randall Henry Madison County Realty

  402 N 9th St, Winterset, IA 50273
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  /7

  $160,000

  Sold Jan 08, 2026

  Lot 23 112th Ct, Winterset, IA 50273

  • Land
  • 3.34 Acres
  • $47,904 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 413 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 23 112th Ct, Winterset, IA 50273
• 

  

  /23

  $295,000

  Sold Jul 02, 2026

  521 W Hutchings St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 838 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 74 Days On Market

  Current Estimated Value $288,990

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  521 W Hutchings St, Winterset, IA 50273
• 

  

  /19

  $210,000

  Sold Feb 27, 2026

  2236 Carver Rd, Winterset, IA 50273

  • 1 Bed
  • 1 Sq Ft
  • Built 2021

  Last Sold Summary

  • 9% Below List Price
  • $210,000/SF
  • 12 Days On Market

  Current Estimated Value $215,278

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  2236 Carver Rd, Winterset, IA 50273
• 

  

  /35

  $569,900

  Sold Sep 24, 2025

  1713 Merriam Ct, Winterset, IA 50273

  • 3 Beds
  • 3 Baths
  • 1,493 Sq Ft
  • Built 2017

  Last Sold Summary

  • $382/SF
  • 3 Days On Market

  Current Estimated Value $572,880

  Last Listing Agent Connie Ridgway Iowa Realty Mills Crossing

  1713 Merriam Ct, Winterset, IA 50273
• 

  

  /21

  $180,000

  Sold Nov 25, 2025

  315 S 5th Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1977

  Last Sold Summary

  • 16% Below List Price
  • $161/SF
  • 41 Days On Market

  Current Estimated Value $203,396

  Last Listing Agent Dustin Crawford Iowa Home & Land Realty

  315 S 5th Ave, Winterset, IA 50273
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  /34

  $485,000

  Sold Nov 26, 2025

  2340 Holliwell Bridge Rd, Winterset, IA 50273

  • Land
  • 60 Acres
  • $8,083 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 22 Days On Market

  Last Listing Agent Chris Wearmouth Kiloterra

  2340 Holliwell Bridge Rd, Winterset, IA 50273
• 

  

  /9

  $213,000

  Sold Nov 17, 2025

  413 E Madison St, Winterset, IA 50273

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

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 183 Days On Market

  Last Listing Agent Alyssa Tadlock Madison County Realty

  413 E Madison St, Winterset, IA 50273
• 

  

  /7

  $159,200

  Sold Sep 26, 2025

  Lot 8 114th Ct, Winterset, IA 50273

  • Land
  • 3.02 Acres
  • $52,715 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 307 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 8 114th Ct, Winterset, IA 50273
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  /7

  $420,000

  Sold May 19, 2026

  122 E Jefferson St Unit 1-6, Winterset, IA 50273

  • Studio
  • 5,952 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $71/SF
  • 4 Days On Market

  Last Listing Agent Bob Ruby Ruby Realty Group LLC

  122 E Jefferson St Unit 1-6, Winterset, IA 50273
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  /32

  $330,000

  Sold May 22, 2026

  2817 Carver Rd, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1993

  Last Sold Summary

  • 13% Below List Price
  • $206/SF
  • 56 Days On Market

  Current Estimated Value $347,019

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  2817 Carver Rd, Winterset, IA 50273
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  /35

  $580,000

  Sold Aug 20, 2025

  926 S 9th Ave, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,987 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $292/SF
  • 65 Days On Market

  Current Estimated Value $623,841

  Last Listing Agent Jennifer Stover Madison County Realty

  926 S 9th Ave, Winterset, IA 50273
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  /16

  $199,900

  Sold Nov 17, 2025

  520 W Madison St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $194/SF
  • 59 Days On Market

  Last Listing Agent Nicholas Scar Iowa Realty Mills Crossing

  520 W Madison St, Winterset, IA 50273
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  /29

  $352,500

  Sold Feb 02, 2026

  309 N 15th Ave, Winterset, IA 50273

  • 5 Beds
  • 4 Baths
  • 2,110 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $167/SF
  • 76 Days On Market

  Current Estimated Value $364,858

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  309 N 15th Ave, Winterset, IA 50273
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  /26

  $205,000

  Sold Jun 29, 2026

  406 N 7th St, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft
  • Built 1910

  Last Sold Summary

  • 5% Below List Price
  • $197/SF
  • 9 Days On Market

  Current Estimated Value $210,517

  Last Listing Agent Dakoda Overbeck Iowa Realty Waukee

  406 N 7th St, Winterset, IA 50273
• 

  /2

  $658,000

  Sold Jun 15, 2026

  1525 S 4th Ave Unit 2, Winterset, IA 50273

  • 5 Beds
  • 3.5 Baths
  • 2,582 Sq Ft
  • Built 1997

  Last Sold Summary

  • $255/SF
  • 103 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  1525 S 4th Ave Unit 2, Winterset, IA 50273
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  /31

  $187,500

  Sold Mar 19, 2026

  501 W Hutchings St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 988 Sq Ft
  • Built 1963

  Last Sold Summary

  • 13% Below List Price
  • $190/SF
  • 100 Days On Market

  Current Estimated Value $193,369

  Last Listing Agent Krymsin Graf Iowa Realty Ankeny

  501 W Hutchings St, Winterset, IA 50273
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  /27

  $204,000

  Sold Nov 20, 2025

  202 S 7th Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 48 Days On Market

  Current Estimated Value $200,906

  Last Listing Agent Tiffany Ehler Boutique Real Estate

  202 S 7th Ave, Winterset, IA 50273
• 

  

  /23

  $128,000

  Sold Dec 30, 2025

  516 W Summit St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1890

  Last Sold Summary

  • 25% Below List Price
  • $107/SF
  • 95 Days On Market

  Last Listing Agent Betsy Breeding Realty ONE Group Impact

  516 W Summit St, Winterset, IA 50273
• 

  

  /7

  $199,000

  Sold Oct 28, 2025

  Lot 21 112th Ct, Winterset, IA 50273

  • Land
  • 3.37 Acres
  • $59,050 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 326 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 21 112th Ct, Winterset, IA 50273
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  /32

  $315,000

  Sold Jan 27, 2026

  1541 Nature Ct, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $216/SF
  • 47 Days On Market

  Current Estimated Value $342,139

  Last Listing Agent Elizabeth Gordon Realty ONE Group Impact

  1541 Nature Ct, Winterset, IA 50273
• 

  

  /3

  $220,000

  Sold Sep 15, 2025

  825 W Fremont St, Winterset, IA 50273

  • 2 Beds
  • 2.5 Baths
  • 1,213 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $181/SF
  • 3 Days On Market

  Current Estimated Value $218,528

  Last Listing Agent Randall Henry Madison County Realty

  825 W Fremont St, Winterset, IA 50273
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  /28

  $250,000

  Sold Jun 16, 2026

  613 E Buchanan St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 1890

  Last Sold Summary

  • $133/SF
  • 1 Day On Market

  Current Estimated Value $246,438

  Last Listing Agent Payton Coyle Century 21 Signature

  613 E Buchanan St, Winterset, IA 50273
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  /7

  $125,000

  Sold Nov 21, 2025

  Lot 4 114th Ct, Winterset, IA 50273

  • Land
  • 2.95 Acres
  • $42,373 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 363 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 4 114th Ct, Winterset, IA 50273
• 

  

  /21

  $221,100

  Sold Feb 20, 2026

  110 E Grade St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft
  • Built 1904

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 111 Days On Market

  Current Estimated Value $200,528

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  110 E Grade St, Winterset, IA 50273
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  /33

  $217,000

  Sold Apr 13, 2026

  705 S 2nd St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $104/SF
  • 46 Days On Market

  Current Estimated Value $240,338

  Last Listing Agent Kyle Kuhns RE/MAX Revolution

  705 S 2nd St, Winterset, IA 50273
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  /26

  $195,000

  Sold Apr 24, 2026

  827 W Fremont St, Winterset, IA 50273

  • 2 Beds
  • 3 Baths
  • 1,213 Sq Ft
  • Built 2001

  Last Sold Summary

  • 11% Below List Price
  • $161/SF
  • 139 Days On Market

  Current Estimated Value $205,538

  Last Listing Agent Toni Tindle Covered Bridge Realty

  827 W Fremont St, Winterset, IA 50273
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  /31

  $235,000

  Sold May 22, 2026

  609 E Filmore St, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1979

  Last Sold Summary

  • 14% Below List Price
  • $213/SF
  • 290 Days On Market

  Current Estimated Value $244,590

  Last Listing Agent Toni Tindle Covered Bridge Realty

  609 E Filmore St, Winterset, IA 50273
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  /33

  $220,000

  Sold Aug 26, 2025

  1755 280th St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 942 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $234/SF
  • 85 Days On Market

  Current Estimated Value $186,874

  Last Listing Agent Toni Tindle Covered Bridge Realty

  1755 280th St, Winterset, IA 50273
• 

  

  /34

  $240,000

  Sold Jun 05, 2026

  114 N 8th Ave, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 59 Days On Market

  Current Estimated Value $239,401

  Last Listing Agent Sara Hopkins RE/MAX Precision

  114 N 8th Ave, Winterset, IA 50273
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  /35

  $440,000

  Sold Apr 23, 2026

  812 N 8th Ave, Winterset, IA 50273

  • 5 Beds
  • 3 Baths
  • 2,137 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $206/SF
  • 229 Days On Market

  Current Estimated Value $448,757

  Last Listing Agent Matt Cole RE/MAX Concepts

  812 N 8th Ave, Winterset, IA 50273
• 

  

  /27

  $495,000

  Sold Dec 29, 2025

  2155 148th St, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,404 Sq Ft
  • Built 2006

  Last Sold Summary

  • 23% Below List Price
  • $353/SF
  • 45 Days On Market

  Current Estimated Value $511,883

  Last Listing Agent Cindy Miller Keller Williams Realty GDM

  2155 148th St, Winterset, IA 50273
• 

  

  /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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  /34

  $260,000

  Sold Jun 29, 2026

  524 W Benton St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $152/SF
  • 24 Days On Market

  Current Estimated Value $269,421

  Last Listing Agent Jennifer Stover Madison County Realty

  524 W Benton St, Winterset, IA 50273
• 

  

  /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 $182,582

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  409 W Filmore St, Winterset, IA 50273
• 

  

  /23

  $162,500

  Sold Jun 02, 2026

  604 E Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1896

  Last Sold Summary

  • 10% Below List Price
  • $124/SF
  • 60 Days On Market

  Current Estimated Value $170,465

  Last Listing Agent Toni Tindle Covered Bridge Realty

  604 E Jefferson St, Winterset, IA 50273
• 

  

  /35

  $575,000

  Sold Sep 30, 2025

  2283 Clark Tower Rd, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2022

  Last Sold Summary

  • 15% Below List Price
  • $319/SF
  • 29 Days On Market

  Current Estimated Value $581,727

  Last Listing Agent Marcus Sereg Iowa Realty South

  2283 Clark Tower Rd, Winterset, IA 50273

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