19
$165,000
3 bd · 1 ba · 977 sqft
124 E Filmore Street, Winterset, IA
Kurt Clements · ListWithFreedom.com Inc
Homes for Sale in Winterset, IA
Hide MapHomes for Sale in Winterset, IA
24 of 32 Listings
19
$165,000
3 bd · 1 ba · 977 sqft
124 E Filmore Street, Winterset, IA
Kurt Clements · ListWithFreedom.com Inc
Open house Sat, Nov 21 · 10:00 AM35
$1,100,000
4 bd · 3 ba · 2,054 sqft
1636 Mueller Court, Winterset, IA
Sarah Cowman · Homefront Real Estate, LLC
18
$149,000
3 bd · 2 ba · 1,280 sqft
325 W Hutchings Street, Winterset, IA
Toni Tindle · Covered Bridge Realty
10
$99,000
5 bd · 2 ba · 1,556 sqft
523 S 2nd Street, Winterset, IA
Benjamin Grotzke · LPT Realty, LLC
20
$425,000
3 bd · 2 ba · 1,459 sqft
801 S 3rd Street, Winterset, IA
Peters, Shellie · LPT Realty, LLC
34
$795,000
4 bd · 2 ba · 1,400 sqft
1215 State Highway 92 Highway, Winterset, IA
Sarah Cowman · Homefront Real Estate, LLC
14
$205,000
2 bd · 1 ba · 1,080 sqft
423 S 3rd Street, Winterset, IA
Nicole Knobloch · Madison County Realty
1
$402,500
3 bd · 2 ba · 1,400 sqft
317 Maple Point, Winterset, IA
ROBERT D. WEEKS · Iowa Realty Waukee
1
$405,000
3 bd · 2 ba · 1,400 sqft
228 Maple Point, Winterset, IA
ROBERT D. WEEKS · Iowa Realty Waukee
29
$330,000
4 bd · 3 ba · 2,724 sqft
615 N 1st Avenue, Winterset, IA
Barry Hesse · RE/MAX Concepts
28
$409,000
7 bd · 4 ba · 2,600 sqft
223 W Lane Street, Winterset, IA
Rachel Eller · Summerset Realty
35
$775,000
3 bd · 3 ba · 1,724 sqft
2394 Cumming Road, Winterset, IA
Sarah Cowman · Homefront Real Estate, LLC
Price Reduced25
$275,000
4 bd · 2 ba · 1,680 sqft
1509 State Highway 92 None, Winterset, IA
Matt Cole · RE/MAX Concepts
Price Reduced24
$150,000
2 bd · 2 ba · 1,230 sqft
1624 S 4th Avenue, Winterset, IA
Toni Tindle · Covered Bridge Realty
Price Reduced33
$290,000
3 bd · 2 ba · 1,976 sqft
612 W Jefferson Street, Winterset, IA
Tanner Couch · LPT Realty, LLC
Price Reduced35
$924,000
4 bd · 5 ba · 3,076 sqft
2381 Highway 169 None, Winterset, IA
Jeff Longman · RE/MAX Precision
Price Reduced34
$245,000
4 bd · 1 ba · 1,338 sqft
703 Filmore Street E, Winterset, IA
Toni Tindle · Covered Bridge Realty
Price Reduced34
$450,000
4 bd · 4 ba · 1,807 sqft
305 Magnolia Point, Winterset, IA
Rachel Wallace · RE/MAX Precision
Price Reduced34
$259,000
4 bd · 3 ba · 2,146 sqft
602 N 1st Avenue, Winterset, IA
Kate Carlson · Realty ONE Group Impact
Price Reduced10
$64,900
1 bd · 1 ba · 576 sqft
714 E Benton Street, Winterset, IA
Ted Weaver · RE/MAX Concepts
Price Reduced35
$440,000
3 bd · 2 ba · 2,484 sqft
1515 W Washington Street, Winterset, IA
Ian Sparks · Homefront Real Estate, LLC
33
$474,000
3 bd · 3 ba · 2,616 sqft
1818 Patricia Acres Court, Winterset, IA
Betsy Breeding · Realty ONE Group Impact
Price Reduced18
$208,000
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
Des Moines Area Association of REALTORSSeptember 2026
Selling at 98.7% of asking price
Buyers here are paying below asking. MLS · 14 sales · as of Sep 25, 2026
Source: HJN community data