New25$315,000
4 bd · 2 ba · 1,680 sqft
1509 State Highway 92 None, Winterset, IA
Matt Cole · RE/MAX Concepts
Homes for Sale in Winterset, IA
Hide MapHomes for Sale in Winterset, IA
24 of 44 Listings
New25$315,000
4 bd · 2 ba · 1,680 sqft
1509 State Highway 92 None, Winterset, IA
Matt Cole · RE/MAX Concepts
New1$324,900
3 bd · 2 ba · 1,725 sqft
303 E Court Avenue, Winterset, IA
Tamra Yeager · Pro Team Realty
24$179,000
2 bd · 2 ba · 1,230 sqft
1624 S 4th Avenue, Winterset, IA
Toni Tindle · Covered Bridge Realty
33$295,000
3 bd · 2 ba · 1,976 sqft
612 W Jefferson Street, Winterset, IA
Tanner Couch · LPT Realty, LLC
16$299,900
2 bd · 2 ba · 1,426 sqft
1018 N 3rd Avenue, Winterset, IA
Amy Jones · HomeCoin.com
35$990,000
4 bd · 5 ba · 3,076 sqft
2381 Highway 169 None, Winterset, IA
Jeff Longman · RE/MAX Precision
11$75,000
1 bd · 1 ba · 576 sqft
624 W Summit Street, Winterset, IA
Randall Henry · Madison County Realty
28$310,000
4 bd · 2 ba · 1,032 sqft
401 E Benton Street, Winterset, IA
Jennifer Stover · Madison County Realty
35$254,000
4 bd · 1 ba · 1,338 sqft
703 E Filmore Street, Winterset, IA
Toni Tindle · Covered Bridge Realty
Price Reduced23$234,900
3 bd · 2 ba · 1,241 sqft
816 E Washington Street, Winterset, IA
Laurel Pangman · Keller Williams Realty GDM
Price Reduced29$210,000
3 bd · 2 ba · 964 sqft
110 N 10th Avenue, Winterset, IA
Kyle Kuhns · RE/MAX Revolution
35$1,500,000
4 bd · 3 ba · 1,884 sqft
1582 N River Trail, Winterset, IA
Heather Helland · RE/MAX Precision
35$349,000
4 bd · 2 ba · 2,430 sqft
310 W Washington Street, Winterset, IA
Sarah Cowman · Homefront Real Estate, LLC
Price Reduced34$464,900
4 bd · 4 ba · 1,807 sqft
305 Magnolia Point, Winterset, IA
Rachel Wallace · RE/MAX Precision
Price Reduced34$275,000
4 bd · 3 ba · 2,146 sqft
602 N 1st Avenue, Winterset, IA
Kate Carlson · Realty ONE Group Impact
Price Reduced35$440,000
3 bd · 2 ba · 2,484 sqft
1515 W Washington Street, Winterset, IA
Ian Sparks · Homefront Real Estate, LLC
14$69,900
3 bd · 1 ba · 1,221 sqft
313 E North Street, Winterset, IA
Roger Queck · Pro Team Realty
Price Reduced29$205,000
2 bd · 1 ba · 986 sqft
306 E Buchanan Street, Winterset, IA
Sarah Cowman · Homefront Real Estate, LLC
Price Reduced30$177,500
3 bd · 2 ba · 1,456 sqft
715 N 5th Street, Winterset, IA
Kenny Kauzlarich · RE/MAX Precision
33$474,000
3 bd · 3 ba · 2,616 sqft
1818 Patricia Acres Court, Winterset, IA
Betsy Breeding · Realty ONE Group Impact
Price Reduced18$213,000
2 bd · 1 ba · 848 sqft
121 E Benton Street, Winterset, IA
Larry Corkrean · Madison County Realty
Price Reduced34$559,000
4 bd · 3 ba · 1,506 sqft
5219 Cherrywood Lane, Winterset, IA
Jonny Lee · RE/MAX Precision
Price Reduced33$225,000
5 bd · 2 ba · 1,701 sqft
204 S 8th Avenue, Winterset, IA
Ashlee Knickerbocker · Keller Williams Realty GDM
Price Reduced30$309,500
3 bd · 2 ba · 1,913 sqft
423 E Jefferson Street, Winterset, IA
Jennifer Stover · Madison County Realty
Des Moines Area Association of REALTORSSource: HJN community data
July 2026
Selling at 96.8% of asking price
Buyers here are paying below asking. MLS · 14 sales · as of Jul 31, 2026