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Winterset, IA Homes for Sale | Realty.com
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32 listings

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Homes for Sale in Winterset, IA

Homes for Sale in Winterset, IA

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24 of 32 Listings
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Homes for Sale in Winterset, IA

24 of 32 Listings

  1. 124 E Filmore Street — photo19Active

    $165,000

    3 bd · 1 ba · 977 sqft

    124 E Filmore Street, Winterset, IA

    Kurt Clements · ListWithFreedom.com Inc

  2. 1636 Mueller Court — photoOpen house Sat, Nov 21 · 10:00 AM35Active

    $1,100,000

    4 bd · 3 ba · 2,054 sqft

    1636 Mueller Court, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  3. 325 W Hutchings Street — photo18Active

    $149,000

    3 bd · 2 ba · 1,280 sqft

    325 W Hutchings Street, Winterset, IA

    Toni Tindle · Covered Bridge Realty

  4. 523 S 2nd Street — photo10Active

    $99,000

    5 bd · 2 ba · 1,556 sqft

    523 S 2nd Street, Winterset, IA

    Benjamin Grotzke · LPT Realty, LLC

  5. 801 S 3rd Street — photo20Active

    $425,000

    3 bd · 2 ba · 1,459 sqft

    801 S 3rd Street, Winterset, IA

    Peters, Shellie · LPT Realty, LLC

  6. 1215 State Highway 92 Highway — photo34Active

    $795,000

    4 bd · 2 ba · 1,400 sqft

    1215 State Highway 92 Highway, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  7. 423 S 3rd Street — photo14Active

    $205,000

    2 bd · 1 ba · 1,080 sqft

    423 S 3rd Street, Winterset, IA

    Nicole Knobloch · Madison County Realty

  8. 317 Maple Point — photo1Active

    $402,500

    3 bd · 2 ba · 1,400 sqft

    317 Maple Point, Winterset, IA

    ROBERT D. WEEKS · Iowa Realty Waukee

  9. 228 Maple Point — photo1Active

    $405,000

    3 bd · 2 ba · 1,400 sqft

    228 Maple Point, Winterset, IA

    ROBERT D. WEEKS · Iowa Realty Waukee

  10. 615 N 1st Avenue — photo29Active

    $330,000

    4 bd · 3 ba · 2,724 sqft

    615 N 1st Avenue, Winterset, IA

    Barry Hesse · RE/MAX Concepts

  11. 223 W Lane Street — photo28Active

    $409,000

    7 bd · 4 ba · 2,600 sqft

    223 W Lane Street, Winterset, IA

    Rachel Eller · Summerset Realty

  12. 2394 Cumming Road — photo35Active

    $775,000

    3 bd · 3 ba · 1,724 sqft

    2394 Cumming Road, Winterset, IA

    Sarah Cowman · Homefront Real Estate, LLC

  13. 1509 State Highway 92 None — photoPrice Reduced25Active

    $275,000

    4 bd · 2 ba · 1,680 sqft

    1509 State Highway 92 None, Winterset, IA

    Matt Cole · RE/MAX Concepts

  14. 1624 S 4th Avenue — photoPrice Reduced24Active

    $150,000

    2 bd · 2 ba · 1,230 sqft

    1624 S 4th Avenue, Winterset, IA

    Toni Tindle · Covered Bridge Realty

  15. 612 W Jefferson Street — photoPrice Reduced33Active

    $290,000

    3 bd · 2 ba · 1,976 sqft

    612 W Jefferson Street, Winterset, IA

    Tanner Couch · LPT Realty, LLC

  16. 2381 Highway 169 None — photoPrice Reduced35Active

    $924,000

    4 bd · 5 ba · 3,076 sqft

    2381 Highway 169 None, Winterset, IA

    Jeff Longman · RE/MAX Precision

  17. 703 Filmore Street E — photoPrice Reduced34Active

    $245,000

    4 bd · 1 ba · 1,338 sqft

    703 Filmore Street E, Winterset, IA

    Toni Tindle · Covered Bridge Realty

  18. 305 Magnolia Point — photoPrice Reduced34Active

    $450,000

    4 bd · 4 ba · 1,807 sqft

    305 Magnolia Point, Winterset, IA

    Rachel Wallace · RE/MAX Precision

  19. 602 N 1st Avenue — photoPrice Reduced34Active

    $259,000

    4 bd · 3 ba · 2,146 sqft

    602 N 1st Avenue, Winterset, IA

    Kate Carlson · Realty ONE Group Impact

  20. 714 E Benton Street — photoPrice Reduced10Active

    $64,900

    1 bd · 1 ba · 576 sqft

    714 E Benton Street, Winterset, IA

    Ted Weaver · RE/MAX Concepts

  21. 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

  22. 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

  23. 121 E Benton Street — photoPrice Reduced18Active

    $208,000

    2 bd · 1 ba · 848 sqft

    121 E Benton Street, Winterset, IA

    Larry Corkrean · Madison County Realty

  24. 5219 Cherrywood Lane — photoPrice Reduced34Active

    $559,000

    4 bd · 3 ba · 1,506 sqft

    5219 Cherrywood Lane, Winterset, IA

    Jonny Lee · RE/MAX Precision

12
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Listing data & MLS disclosures

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: 2026-11-12 18:48:50 UTC

Winterset housing market

September 2026

Winterset 12-month median sale price trend

Selling at 98.7% of asking price

Buyers here are paying below asking. MLS · 14 sales · as of Sep 25, 2026

Homes that sold · County records, as of Sep 29, 2026

Median sale price
$333,750$220,500–$570,000 typical range
Price per sq. ft.
$184
Sales
22
Paid in cash
36.4%

Homes on the market · MLS, as of Sep 27, 2026

Median list price
$309,500
Homes for sale
47

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year
28.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size
1,513 sq. ft.

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 (390)
  • 50266 (236)
  • 50211 (194)
  • 50323 (160)
  • 50315 (154)
  • 50265 (151)
  • 50322 (121)
  • 50310 (117)

Cities

  • Des Moines (708)
  • West Des Moines (393)
  • Waukee (361)
  • Urbandale (316)
  • Norwalk (195)
  • Johnston (88)
  • Grimes (86)
  • Clive (85)