4,153

Winterset, IA Homes

Section Image
    • 215 E Buchanan St, Winterset, IA 50273
      215 E Buchanan St, Winterset, IA 50273
      215 E Buchanan St, Winterset, IA 50273
      /16

      Est $153,605 Not Listed For Sale

      215 E Buchanan St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1941
      215 E Buchanan St, Winterset, IA 50273

      Last Sold Summary

      • 20% Above List Price
      • $164/SF
      • 20 Days On Market

      Last Sold Price $128,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • Lot 38 Limestone Ct, Winterset, IA 50273
    Lot 38 Limestone Ct, Winterset, IA 50273
    Lot 38 Limestone Ct, Winterset, IA 50273
    /7

    $120,000 Sold Mar 06, 2026

    Lot 38 Limestone Ct, Winterset, IA 50273

    • Land
    • 3.57 Acres
    • $33,613 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 459 Days On Market

    Last Listing Agent Julie Baudler RE/MAX Concepts

    Lot 38 Limestone Ct, Winterset, IA 50273
    • 65 E North St, Winterset, IA 50273
      65 E North St, Winterset, IA 50273
      65 E North St, Winterset, IA 50273
      /19

      Est $176,975 Not Listed For Sale

      65 E North St, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,334 Sq Ft
      • Built 1870
      65 E North St, Winterset, IA 50273

      Last Sold Summary

      • 26% Above List Price
      • $105/SF
      • 182 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Jennifer Stover Madison County Realty

  • 311 W North St, Winterset, IA 50273
    311 W North St, Winterset, IA 50273
    311 W North St, Winterset, IA 50273
    /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 $294,086

    Last Listing Agent Abbey Robertson Century 21 Signature

    311 W North St, Winterset, IA 50273
    • 415 N 1st Ave, Winterset, IA 50273
      415 N 1st Ave, Winterset, IA 50273
      415 N 1st Ave, Winterset, IA 50273
      /24

      Est $189,313 Not Listed For Sale

      415 N 1st Ave, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,926 Sq Ft
      • Built 1905
      415 N 1st Ave, Winterset, IA 50273

      Last Sold Summary

      • 13% Above List Price
      • $87/SF
      • 3 Days On Market

      Last Sold Price $167,500

      Last Listing Agent Shawna Sample Keller Williams Realty GDM

  • 603 W Hutchings St, Winterset, IA 50273
    603 W Hutchings St, Winterset, IA 50273
    603 W Hutchings St, Winterset, IA 50273
    /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 $127,373

    Last Listing Agent Anthony Dennis RE/MAX Revolution

    603 W Hutchings St, Winterset, IA 50273
    • 510 N 1st Ave, Winterset, IA 50273
      510 N 1st Ave, Winterset, IA 50273
      510 N 1st Ave, Winterset, IA 50273
      /24

      Est $103,161 Not Listed For Sale

      510 N 1st Ave, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 624 Sq Ft
      • Built 1950
      510 N 1st Ave, Winterset, IA 50273

      Last Sold Summary

      • 10% Above List Price
      • $151/SF
      • 29 Days On Market

      Last Sold Price $94,000

      Last Listing Agent Retta Ripperger R Realty

  • 59 E Washington St, Winterset, IA 50273
    59 E Washington St, Winterset, IA 50273
    59 E Washington St, Winterset, IA 50273
    /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 $120,404

    Last Listing Agent John Brummett RE/MAX Precision

    59 E Washington St, Winterset, IA 50273
    • 719 W Washington St, Winterset, IA 50273
      719 W Washington St, Winterset, IA 50273
      719 W Washington St, Winterset, IA 50273
      /24

      Est $286,721 Not Listed For Sale

      719 W Washington St, Winterset, IA 50273

      • 3 Beds
      • 1.5 Baths
      • 1,456 Sq Ft
      • Built 1903
      719 W Washington St, Winterset, IA 50273

      Last Sold Summary

      • 12% Above List Price
      • $176/SF
      • 109 Days On Market

      Last Sold Price $256,500

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 916 W Filmore St, Winterset, IA 50273
    916 W Filmore St, Winterset, IA 50273
    916 W Filmore St, Winterset, IA 50273
    /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 $297,164

    Last Listing Agent Jennifer Stover Madison County Realty

    916 W Filmore St, Winterset, IA 50273
    • 608 W South St, Winterset, IA 50273
      608 W South St, Winterset, IA 50273
      608 W South St, Winterset, IA 50273
      /21

      Est $191,031 Not Listed For Sale

      608 W South St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 1,072 Sq Ft
      • Built 1926
      608 W South St, Winterset, IA 50273

      Last Sold Summary

      • 3% Above List Price
      • $173/SF
      • 164 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 4922 Cedar Ln, Winterset, IA 50273
    4922 Cedar Ln, Winterset, IA 50273
    4922 Cedar Ln, Winterset, IA 50273
    /25

    $180,000 Sold Apr 08, 2026

    4922 Cedar Ln, Winterset, IA 50273

    • Land
    • 4.88 Acres
    • $36,885 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 7 Days On Market

    Current Estimated Value $201,252

    Last Listing Agent Will Cooper Midwest Land Group LLC

    4922 Cedar Ln, Winterset, IA 50273
    • 612 W Jefferson St, Winterset, IA 50273
      612 W Jefferson St, Winterset, IA 50273
      612 W Jefferson St, Winterset, IA 50273
      /32

      Est $315,460 Not Listed For Sale

      612 W Jefferson St, Winterset, IA 50273

      • 3 Beds
      • 1.5 Baths
      • 1,976 Sq Ft
      • Built 1905
      612 W Jefferson St, Winterset, IA 50273

      Last Sold Summary

      • 15% Above List Price
      • $139/SF
      • 77 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

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

    Current Estimated Value $258,003

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    120 S 8th Ave, Winterset, IA 50273
    • 117 S 5th Ave, Winterset, IA 50273
      117 S 5th Ave, Winterset, IA 50273
      117 S 5th Ave, Winterset, IA 50273
      /33

      Est $263,747 Not Listed For Sale

      117 S 5th Ave, Winterset, IA 50273

      • 4 Beds
      • 1.5 Baths
      • 1,782 Sq Ft
      • Built 1890
      117 S 5th Ave, Winterset, IA 50273

      Last Sold Summary

      • 10% Above List Price
      • $135/SF
      • 26 Days On Market

      Last Sold Price $239,900

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 616 E Green St, Winterset, IA 50273
    616 E Green St, Winterset, IA 50273
    616 E Green St, Winterset, IA 50273
    /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 $269,573

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    616 E Green St, Winterset, IA 50273
    • 212 N 4th Ave, Winterset, IA 50273
      212 N 4th Ave, Winterset, IA 50273
      212 N 4th Ave, Winterset, IA 50273
      /18

      Est $200,519 Not Listed For Sale

      212 N 4th Ave, Winterset, IA 50273

      • 2 Beds
      • 1.5 Baths
      • 884 Sq Ft
      • Built 1959
      212 N 4th Ave, Winterset, IA 50273

      Last Sold Summary

      • 15% Above List Price
      • $198/SF
      • 11 Days On Market

      Last Sold Price $174,900

      Last Listing Agent Christine Barrows Century 21 Signature

  • 1821 Millstream Ct, Winterset, IA 50273
    1821 Millstream Ct, Winterset, IA 50273
    1821 Millstream Ct, Winterset, IA 50273
    /34

    $655,000 Sold Mar 23, 2026

    1821 Millstream Ct, Winterset, IA 50273

    • Land
    • 3 Acres
    • $218,333 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 219 Days On Market

    Current Estimated Value $679,559

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    1821 Millstream Ct, Winterset, IA 50273
    • 218 S 2nd Ave, Winterset, IA 50273
      218 S 2nd Ave, Winterset, IA 50273
      218 S 2nd Ave, Winterset, IA 50273
      /35

      Est $476,347 Not Listed For Sale

      218 S 2nd Ave, Winterset, IA 50273

      • 4 Beds
      • 6 Baths
      • 3,325 Sq Ft
      • Built 1949
      218 S 2nd Ave, Winterset, IA 50273

      Last Sold Summary

      • 7% Above List Price
      • $134/SF
      • 395 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 706 N 1st Ave, Winterset, IA 50273
    706 N 1st Ave, Winterset, IA 50273
    706 N 1st Ave, Winterset, IA 50273
    /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 $187,148

    Last Listing Agent Eric Vetsch Keller Williams Realty GDM

    706 N 1st Ave, Winterset, IA 50273
    • 211 W South St, Winterset, IA 50273
      211 W South St, Winterset, IA 50273
      211 W South St, Winterset, IA 50273
      /34

      Est $315,947 Not Listed For Sale

      211 W South St, Winterset, IA 50273

      • 3 Beds
      • 2.5 Baths
      • 1,904 Sq Ft
      • Built 1880
      211 W South St, Winterset, IA 50273

      Last Sold Summary

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

      Last Sold Price $305,000

      Last Listing Agent Jennifer Mott RE/MAX

  • 00 Roseman Bridge Rd, Winterset, IA 50273
    00 Roseman Bridge Rd, Winterset, IA 50273
    /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
    • 220 W Washington St, Winterset, IA 50273
      220 W Washington St, Winterset, IA 50273
      220 W Washington St, Winterset, IA 50273
      /35

      Est $463,156 Not Listed For Sale

      220 W Washington St, Winterset, IA 50273

      • 4 Beds
      • 2 Baths
      • 4,315 Sq Ft
      • Built 1910
      220 W Washington St, Winterset, IA 50273

      Last Sold Summary

      • 12% Above List Price
      • $96/SF
      • 616 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Jennifer Stover Madison County Realty

  • 821 W Fremont St, Winterset, IA 50273
    821 W Fremont St, Winterset, IA 50273
    821 W Fremont St, Winterset, IA 50273
    /27

    $203,750 Sold Mar 06, 2026

    821 W Fremont St, Winterset, IA 50273

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

    Last Sold Summary

    • 5% Below List Price
    • $168/SF
    • 16 Days On Market

    Current Estimated Value $214,548

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    821 W Fremont St, Winterset, IA 50273
    • 223 S 1st Ave, Winterset, IA 50273
      223 S 1st Ave, Winterset, IA 50273
      223 S 1st Ave, Winterset, IA 50273
      /35

      Est $273,077 Not Listed For Sale

      223 S 1st Ave, Winterset, IA 50273

      • 3 Beds
      • 1.5 Baths
      • 1,058 Sq Ft
      • Built 1948
      223 S 1st Ave, Winterset, IA 50273

      Last Sold Summary

      • $259/SF
      • 10 Days On Market

      Last Sold Price $274,000

      Last Listing Agent Betsy Haas-Reineck LPT Realty, LLC

  • 1022 W Washington St, Winterset, IA 50273
    1022 W Washington St, Winterset, IA 50273
    1022 W Washington St, Winterset, IA 50273
    /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

    Current Estimated Value $174,122

    Last Listing Agent Matt Cole RE/MAX Concepts

    1022 W Washington St, Winterset, IA 50273
    • 2626 Fieldstone Ave, Winterset, IA 50273
      2626 Fieldstone Ave, Winterset, IA 50273
      2626 Fieldstone Ave, Winterset, IA 50273
      /20

      Est $314,307 Not Listed For Sale

      2626 Fieldstone Ave, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • Built 2006
      2626 Fieldstone Ave, Winterset, IA 50273

      Last Sold Summary

      • 15% Below List Price
      • $321/SF
      • 13 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Martha Aragon Platinum Realty LLC

  • 217 E Jefferson St, Winterset, IA 50273
    217 E Jefferson St, Winterset, IA 50273
    217 E Jefferson St, Winterset, IA 50273
    /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 $285,596

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    217 E Jefferson St, Winterset, IA 50273
    • 1181 230th St, Winterset, IA 50273
      1181 230th St, Winterset, IA 50273
      1181 230th St, Winterset, IA 50273
      /25

      Est $459,941 Not Listed For Sale

      1181 230th St, Winterset, IA 50273

      • 2 Beds
      • 2 Baths
      • Built 1996
      1181 230th St, Winterset, IA 50273

      Last Sold Summary

      • 17% Above List Price
      • $299/SF
      • 12 Days On Market

      Last Sold Price $393,000

      Last Listing Agent Rachel Eller Summerset Realty

  • 702 N 2nd Ave, Winterset, IA 50273
    702 N 2nd Ave, Winterset, IA 50273
    702 N 2nd Ave, Winterset, IA 50273
    /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 $169,709

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    702 N 2nd Ave, Winterset, IA 50273
    • 2567 Clark Tower Rd, Winterset, IA 50273
      2567 Clark Tower Rd, Winterset, IA 50273
      2567 Clark Tower Rd, Winterset, IA 50273
      /26

      Est $464,148 Not Listed For Sale

      2567 Clark Tower Rd, Winterset, IA 50273

      • 4 Beds
      • 2 Baths
      • Built 2000
      2567 Clark Tower Rd, Winterset, IA 50273

      Last Sold Summary

      • 9% Above List Price
      • $147/SF
      • 128 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 522 W Green St, Winterset, IA 50273
    522 W Green St, Winterset, IA 50273
    522 W Green St, 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 $457,049

    Last Listing Agent Rachel Eller Summerset Realty

    522 W Green St, Winterset, IA 50273
    • 2078 226th Ct, Winterset, IA 50273
      2078 226th Ct, Winterset, IA 50273
      2078 226th Ct, Winterset, IA 50273
      /35

      Est $592,461 Not Listed For Sale

      2078 226th Ct, Winterset, IA 50273

      • 5 Beds
      • 4 Baths
      • Built 2005
      2078 226th Ct, Winterset, IA 50273

      Last Sold Summary

      • 10% Above List Price
      • $255/SF
      • 85 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • 1694 McBride Ridge Ct, Winterset, IA 50273
    1694 McBride Ridge Ct, Winterset, IA 50273
    1694 McBride Ridge Ct, Winterset, IA 50273
    /35

    $570,000 Sold Mar 03, 2026

    1694 McBride Ridge Ct, Winterset, IA 50273

    • Land
    • 4.99 Acres
    • $114,228 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 202 Days On Market

    Current Estimated Value $603,579

    Last Listing Agent Michelle Price Realty ONE Group Impact

    1694 McBride Ridge Ct, Winterset, IA 50273
    • 2589 Saint Charles Rd, Winterset, IA 50273
      2589 Saint Charles Rd, Winterset, IA 50273
      2589 Saint Charles Rd, Winterset, IA 50273
      /35

      Est $705,309 Not Listed For Sale

      2589 Saint Charles Rd, Winterset, IA 50273

      • 3 Beds
      • 2.5 Baths
      • Built 2000
      2589 Saint Charles Rd, Winterset, IA 50273

      Last Sold Summary

      • 12% Below List Price
      • $319/SF
      • 20 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Jennifer Stover Madison County Realty

  • 1424 W Jefferson St, Winterset, IA 50273
    1424 W Jefferson St, Winterset, IA 50273
    1424 W Jefferson St, 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 $206,879

    Last Listing Agent Rachel Eller Summerset Realty

    1424 W Jefferson St, Winterset, IA 50273
    • 2238 Rustic Ave, Winterset, IA 50273
      2238 Rustic Ave, Winterset, IA 50273
      2238 Rustic Ave, Winterset, IA 50273
      /18

      Est $484,484 Not Listed For Sale

      2238 Rustic Ave, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,402 Sq Ft
      • Built 2004
      2238 Rustic Ave, Winterset, IA 50273

      Last Sold Summary

      • 19% Above List Price
      • $291/SF
      • 3 Days On Market

      Last Sold Price $408,000

      Last Listing Agent Rachel Eller Summerset Realty

  • 215 S 2nd St, Winterset, IA 50273
    215 S 2nd St, Winterset, IA 50273
    215 S 2nd St, Winterset, IA 50273
    /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 $146,148

    Last Listing Agent Nicholas Scar Iowa Realty Mills Crossing

    215 S 2nd St, Winterset, IA 50273
    • 1948 Nature Trail, Winterset, IA 50273
      1948 Nature Trail, Winterset, IA 50273
      1948 Nature Trail, Winterset, IA 50273
      /32

      Not Listed For Sale

      1948 Nature Trail, Winterset, IA 50273

      • 4 Beds
      • 2.5 Baths
      • Built 1974
      1948 Nature Trail, Winterset, IA 50273

      Last Sold Summary

      • 47% Below List Price
      • $276/SF
      • 132 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Dorrance Brezina Developers Realty Group LLC

  • 114 S 14th Ave, Winterset, IA 50273
    114 S 14th Ave, Winterset, IA 50273
    114 S 14th Ave, Winterset, IA 50273
    /23

    $190,000 Sold Mar 05, 2026

    114 S 14th Ave, Winterset, IA 50273

    • 4 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 1994

    Last Sold Summary

    • 17% Below List Price
    • $141/SF
    • 123 Days On Market

    Current Estimated Value $226,061

    Last Listing Agent Rachel Eller Summerset Realty

    114 S 14th Ave, Winterset, IA 50273

Showing Results 281 - 320, Page 8 of 18

Iowa Madison County Winterset

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