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Winterset, IA Homes for Sale | Realty.com
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3 bedsNew construction
42 listings
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With a pool

Homes for Sale in Winterset, IA

Homes for Sale in Winterset, IA

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24 of 42 Listings
Map

Homes for Sale in Winterset, IA

24 of 42 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas
  1. 2381 Highway 169 None — photo35Active

    $990,000

    4 bd · 5 ba · 3,076 sqft

    2381 Highway 169 None, Winterset, IA

    Jeff Longman · RE/MAX Precision

  2. 624 W Summit Street — photo11Active

    $75,000

    1 bd · 1 ba · 576 sqft

    624 W Summit Street, Winterset, IA

    Randall Henry · Madison County Realty

  3. 401 E Benton Street — photo28Active

    $310,000

    4 bd · 2 ba · 1,032 sqft

    401 E Benton Street, Winterset, IA

    Jennifer Stover · Madison County Realty

  4. 703 E Filmore Street — photo35Active

    $254,000

    4 bd · 1 ba · 1,338 sqft

    703 E Filmore Street, Winterset, IA

    Toni Tindle · Covered Bridge Realty

  5. 816 E Washington Street — photo23Active

    $239,900

    3 bd · 2 ba · 1,241 sqft

    816 E Washington Street, Winterset, IA

    Laurel Pangman · Keller Williams Realty GDM

  6. 110 N 10th Avenue — photoPrice Reduced29Active

    $210,000

    3 bd · 2 ba · 964 sqft

    110 N 10th Avenue, Winterset, IA

    Kyle Kuhns · RE/MAX Revolution

  7. 310 W Washington Street — photo35Active

    $349,000

    4 bd · 2 ba · 2,430 sqft

    310 W Washington Street, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  8. 305 Magnolia Point — photoPrice Reduced34Active

    $469,900

    4 bd · 4 ba · 1,807 sqft

    305 Magnolia Point, Winterset, IA

    Rachel Wallace · RE/MAX Precision

  9. 602 N 1st Avenue — photo34Active

    $280,000

    4 bd · 3 ba · 2,146 sqft

    602 N 1st Avenue, Winterset, IA

    Kate Carlson · Realty ONE Group Impact

  10. 714 E Benton Street — photo10Active

    $69,900

    1 bd · 1 ba · 576 sqft

    714 E Benton Street, Winterset, IA

    Ted Weaver · RE/MAX Concepts

  11. 1515 W Washington Street — photo35Active

    $450,000

    3 bd · 2 ba · 2,484 sqft

    1515 W Washington Street, Winterset, IA

    Ian Sparks · Homefront Real Estate, LLC

  12. 313 E North Street — photo14Active

    $69,900

    3 bd · 1 ba · 1,221 sqft

    313 E North Street, Winterset, IA

    Roger Queck · Pro Team Realty

  13. 306 E Buchanan Street — photoPrice Reduced29Active

    $205,000

    2 bd · 1 ba · 986 sqft

    306 E Buchanan Street, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  14. 715 N 5th Street — photo30Active

    $185,000

    3 bd · 2 ba · 1,456 sqft

    715 N 5th Street, Winterset, IA

    Kenny Kauzlarich · RE/MAX Precision

  15. 1818 Patricia Acres Court — photo33Active

    $474,000

    3 bd · 3 ba · 2,616 sqft

    1818 Patricia Acres Court, Winterset, IA

    Betsy Breeding · Realty ONE Group Impact

  16. 703 N 10th Avenue — photoPrice Reduced29Active

    $449,900

    4 bd · 3 ba · 1,743 sqft

    703 N 10th Avenue, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  17. 121 E Benton Street — photoPrice Reduced19Active

    $215,000

    2 bd · 1 ba · 848 sqft

    121 E Benton Street, Winterset, IA

    Larry Corkrean · Madison County Realty

  18. 5219 Cherrywood Lane — photoPrice Reduced34Active

    $559,000

    4 bd · 3 ba · 1,506 sqft

    5219 Cherrywood Lane, Winterset, IA

    Jonny Lee · RE/MAX Precision

  19. 204 S 8th Avenue — photoPrice Reduced33Active

    $225,000

    5 bd · 2 ba · 1,701 sqft

    204 S 8th Avenue, Winterset, IA

    Ashlee Knickerbocker · Keller Williams Realty GDM

  20. 423 E Jefferson Street — photoPrice Reduced30Active

    $324,900

    3 bd · 2 ba · 1,913 sqft

    423 E Jefferson Street, Winterset, IA

    Jennifer Stover · Madison County Realty

  21. 1524 260th Street — photo35Active

    $949,900

    3 bd · 3 ba · 3,210 sqft

    1524 260th Street, Winterset, IA

    Betsy Breeding · Realty ONE Group Impact

  22. 715 N 3rd Avenue — photoPrice Reduced32Active

    $265,000

    4 bd · 2 ba · 866 sqft

    715 N 3rd Avenue, Winterset, IA

    Alyssa Tadlock · Madison County Realty

  23. 2444 Quail Ridge Avenue — photoPrice Reduced13Active

    $389,000

    2 bd · 2 ba · 979 sqft

    2444 Quail Ridge Avenue, Winterset, IA

    Rachel Eller · Summerset Realty

  24. 215 E Filmore Street E — photoPrice Reduced31Active

    $215,000

    2 bd · 2 ba · 1,148 sqft

    215 E Filmore Street E, Winterset, IA

    Toni Tindle · Covered Bridge Realty

12

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability.
Listing information ©2026 Des Moines Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-01 07:56:45 UTC
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    Your local brokerage

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    Thomas O'Leary

    Realty.com

    Lic. #B64731100

    Call Thomas

    Winterset, IA community profile

    Population
    5,469
    Median income
    $69,177
    Housing units
    2,581
    People per sq. mi.
    27.1
    Area
    201.8 sq. mi.

    Source: HJN community data

    Nearby areas

    ZIP codes

    • 50263 (340)
    • 50266 (242)
    • 50323 (174)
    • 50211 (158)
    • 50265 (140)
    • 50322 (116)
    • 50315 (109)
    • 50310 (92)

    Cities

    • Des Moines (569)
    • West Des Moines (390)
    • Waukee (320)
    • Urbandale (317)
    • Norwalk (159)
    • Clive (91)
    • Johnston (64)
    • Adel (62)

    Winterset housing market

    July 2026

    Winterset 12-month median sale price trend

    Selling at 96.8% of asking price

    Buyers here are paying below asking. MLS · 14 sales · as of Jul 31, 2026

    Homes that sold · County records, as of Jul 31, 2026

    Median sale price
    $298,000$158,500–$545,500 typical range
    Price per sq. ft.
    $187
    Sales
    22
    Paid in cash
    45.5%

    Homes on the market · MLS, as of Jul 21, 2026

    Median list price
    $344,950
    Homes for sale
    42

    Price trend · Assessor repeat sales, as of Jul 31, 2026

    Year-over-year
    2.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

    Median home size
    1,513 sq. ft.