Winterset, IA Homes

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  /35

  $650,000 Pending

  • Land
  • 8.1 Acres
  • $80,247 per Acre

  1706 Mueller Ct, Winterset, IA 50273

  Nature lover’s dream! Tucked away on 8.1 breathtaking acres, this property offers peace, privacy, and a front-row seat to nature’s beauty. Mature trees surround the home, creating a serene setting filled with wildlife and seasonal color. Step inside to an open-concept main level designed to bring the outdoors in, featuring a spacious eat-in kitchen with walk-in pantry and large windows framing

  Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

  1706 Mueller Ct, 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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  /21

  Est $294,196 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,048 Sq Ft

  616 N 1st Ave, Winterset, IA 50273

  616 N 1st Ave, Winterset, IA 50273
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  /27

  $485,000

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  2202 Ash Tree Dr, Winterset, IA 50074

  BETTER THAN NEW - Completed landscaping, fencing, window treatments & a long list of custom upgrades!! This custom built home is a rare find in Winterset & offers an impressive combination of quality, upgrades, & thoughtful design. From the moment you arrive, the inviting front porch & excellent curb appeal set the tone for what you will find inside. As you walk in, you will notice nine foot

  Austin Sullivan RE/MAX Concepts

  2202 Ash Tree Dr, Winterset, IA 50074
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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 $230,028

  Last Listing Agent Toni Tindle Covered Bridge Realty

  318 W Green St, Winterset, IA 50273
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  /16

  Est $153,430 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  215 E Buchanan St, Winterset, IA 50273

  215 E Buchanan St, Winterset, IA 50273
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  /7

  $230,000 Pending

  • Land
  • 3.4 Acres
  • $67,647 per Acre

  Lot 28 Limestone Ct, Winterset, IA 50273

  Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

  Julie Baudler RE/MAX Concepts

  Lot 28 Limestone Ct, 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 $451,326

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  1410 W Washington St, Winterset, IA 50273
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  /19

  Est $188,767 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  65 E North St, Winterset, IA 50273

  65 E North 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 $184,511

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  409 W Filmore St, Winterset, IA 50273
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  /24

  Est $189,677 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,926 Sq Ft

  415 N 1st Ave, Winterset, IA 50273

  415 N 1st Ave, 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 $237,368

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  703 N 3rd Ave, Winterset, IA 50273
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  /24

  Est $103,759 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  510 N 1st Ave, Winterset, IA 50273

  510 N 1st 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 $295,777

  Last Listing Agent Kristin Flaherty Stoney Oak Properties LLC

  316 S 7th Ave, Winterset, IA 50273
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  /24

  Est $280,920 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  719 W Washington St, Winterset, IA 50273

  719 W Washington St, 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 $766,445

  Last Listing Agent Julianna Cullen RE/MAX Precision

  2990 214th Trail, Winterset, IA 50273
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  /32

  Est $314,510 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,976 Sq Ft

  612 W Jefferson St, Winterset, IA 50273

  612 W Jefferson St, 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 $592,602

  Last Listing Agent Marcus Sereg Iowa Realty South

  2283 Clark Tower Rd, Winterset, IA 50273
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  /33

  Est $263,322 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,782 Sq Ft

  117 S 5th Ave, Winterset, IA 50273

  117 S 5th Ave, 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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  /18

  Est $202,439 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 884 Sq Ft

  212 N 4th Ave, Winterset, IA 50273

  212 N 4th Ave, 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 $780,136

  Last Listing Agent Timothy Schutte EXIT Realty & Associates

  1849 Fox Trail, Winterset, IA 50273
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  /35

  Est $475,605 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,325 Sq Ft

  218 S 2nd Ave, Winterset, IA 50273

  218 S 2nd Ave, 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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  /35

  Est $460,750 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 4,315 Sq Ft

  220 W Washington St, Winterset, IA 50273

  220 W Washington St, 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 $129,375

  Last Listing Agent Steven Camerona Iowa Realty Beaverdale

  215 W Filmore St, Winterset, IA 50273
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  /35

  Est $265,426 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft

  223 S 1st Ave, Winterset, IA 50273

  223 S 1st Ave, 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 $278,357

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  322 N 15th Ave, Winterset, IA 50273
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  /20

  Est $313,940 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  2626 Fieldstone Ave, Winterset, IA 50273

  2626 Fieldstone Ave, 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 $159,474

  Last Listing Agent Jamie Adkins RE/MAX Precision

  408 E Benton St, Winterset, IA 50273
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  /25

  Est $441,722 Not Listed For Sale

  • 2 Beds
  • 2 Baths

  1181 230th St, Winterset, IA 50273

  1181 230th 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 $353,301

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  925 W Jefferson St, Winterset, IA 50273
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  /26

  Est $481,629 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  2567 Clark Tower Rd, Winterset, IA 50273

  2567 Clark Tower Rd, 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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  /35

  Est $579,430 Not Listed For Sale

  • 5 Beds
  • 4 Baths

  2078 226th Ct, Winterset, IA 50273

  2078 226th Ct, 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 $297,033

  Last Listing Agent Abbey Robertson Century 21 Signature

  311 W North St, Winterset, IA 50273
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  /35

  Est $711,575 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths

  2589 Saint Charles Rd, Winterset, IA 50273

  2589 Saint Charles Rd, 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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  /18

  Est $468,291 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  2238 Rustic Ave, Winterset, IA 50273

  2238 Rustic Ave, 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

  Current Estimated Value $119,888

  Last Listing Agent John Brummett RE/MAX Precision

  59 E Washington St, Winterset, IA 50273

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