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Winterset, IA Homes for Sale | Realty.com
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3 bedsNew construction
44 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 44 Listings
Map

Homes for Sale in Winterset, IA

24 of 44 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas
  1. 1509 State Highway 92 None — photoNew25Active

    $315,000

    4 bd · 2 ba · 1,680 sqft

    1509 State Highway 92 None, Winterset, IA

    Matt Cole · RE/MAX Concepts

  2. 303 E Court Avenue — photoNew1Active

    $324,900

    3 bd · 2 ba · 1,725 sqft

    303 E Court Avenue, Winterset, IA

    Tamra Yeager · Pro Team Realty

  3. 1624 S 4th Avenue — photo24Active

    $179,000

    2 bd · 2 ba · 1,230 sqft

    1624 S 4th Avenue, Winterset, IA

    Toni Tindle · Covered Bridge Realty

  4. 612 W Jefferson Street — photo33Active

    $295,000

    3 bd · 2 ba · 1,976 sqft

    612 W Jefferson Street, Winterset, IA

    Tanner Couch · LPT Realty, LLC

  5. 1018 N 3rd Avenue — photo16Active

    $299,900

    2 bd · 2 ba · 1,426 sqft

    1018 N 3rd Avenue, Winterset, IA

    Amy Jones · HomeCoin.com

  6. 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

  7. 624 W Summit Street — photo11Active

    $75,000

    1 bd · 1 ba · 576 sqft

    624 W Summit Street, Winterset, IA

    Randall Henry · Madison County Realty

  8. 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

  9. 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

  10. 816 E Washington Street — photoPrice Reduced23Active

    $234,900

    3 bd · 2 ba · 1,241 sqft

    816 E Washington Street, Winterset, IA

    Laurel Pangman · Keller Williams Realty GDM

  11. 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

  12. 1582 N River Trail — photo35Active

    $1,500,000

    4 bd · 3 ba · 1,884 sqft

    1582 N River Trail, Winterset, IA

    Heather Helland · RE/MAX Precision

  13. 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

  14. 305 Magnolia Point — photoPrice Reduced34Active

    $464,900

    4 bd · 4 ba · 1,807 sqft

    305 Magnolia Point, Winterset, IA

    Rachel Wallace · RE/MAX Precision

  15. 602 N 1st Avenue — photoPrice Reduced34Active

    $275,000

    4 bd · 3 ba · 2,146 sqft

    602 N 1st Avenue, Winterset, IA

    Kate Carlson · Realty ONE Group Impact

  16. 1515 W Washington Street — photoPrice Reduced35Active

    $440,000

    3 bd · 2 ba · 2,484 sqft

    1515 W Washington Street, Winterset, IA

    Ian Sparks · Homefront Real Estate, LLC

  17. 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

  18. 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

  19. 715 N 5th Street — photoPrice Reduced30Active

    $177,500

    3 bd · 2 ba · 1,456 sqft

    715 N 5th Street, Winterset, IA

    Kenny Kauzlarich · RE/MAX Precision

  20. 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

  21. 121 E Benton Street — photoPrice Reduced18Active

    $213,000

    2 bd · 1 ba · 848 sqft

    121 E Benton Street, Winterset, IA

    Larry Corkrean · Madison County Realty

  22. 5219 Cherrywood Lane — photoPrice Reduced34Active

    $559,000

    4 bd · 3 ba · 1,506 sqft

    5219 Cherrywood Lane, Winterset, IA

    Jonny Lee · RE/MAX Precision

  23. 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

  24. 423 E Jefferson Street — photoPrice Reduced30Active

    $309,500

    3 bd · 2 ba · 1,913 sqft

    423 E Jefferson Street, Winterset, IA

    Jennifer Stover · Madison County 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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Des Moines Area Association of REALTORS
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: 2026-09-18 23:44:40 UTC
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    Your local brokerage

    TO

    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

    Winterset housing market

    August 2026 · This period is still settling

    Winterset 12-month median sale price trend

    Homes that sold · County records, as of Aug 21, 2026

    Median sale price
    $240,000$156,281–$334,250 typical range
    Price per sq. ft.
    $182
    Sales
    12
    Paid in cash
    25.0%

    Homes on the market · MLS, as of Aug 30, 2026

    Median list price
    $315,000
    Homes for sale
    44

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

    Year-over-year
    14.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,513 sq. ft.

    Nearby areas

    ZIP codes

    • 50263 (359)
    • 50266 (240)
    • 50323 (182)
    • 50211 (173)
    • 50265 (147)
    • 50322 (124)
    • 50310 (113)
    • 50131 (102)

    Cities

    • Des Moines (583)
    • West Des Moines (396)
    • Urbandale (341)
    • Waukee (334)
    • Norwalk (174)
    • Johnston (102)
    • Clive (93)
    • Adel (65)