Cottages for sale in Winterset

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28 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 177,500
Winterset, Madison County

3 Bedrooms

2 Bathrooms

1,456 sq.ft

Garden

2 weeks + 5 days ago

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 4,938,450
Winterset, Madison County

2 weeks + 6 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 234,900
Winterset, Madison County

3 Bedrooms

1 Bathroom

1,241 sq.ft

2 weeks + 6 days ago

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 250,000
Winterset, Madison County
Garden

2 weeks + 6 days ago

33 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 349,000
Winterset, Madison County

4 Bedrooms

2 Bathrooms

2,430 sq.ft

Office roomFireplaceEquipped kitchen

3 weeks + 21 hours ago

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 65,000
USD 75,000
13%
Winterset, Madison County

1 Bedroom

576 sq.ft

3 weeks + 1 day ago

12 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 65,000
USD 69,900
7%
Winterset, Madison County

3 Bedrooms

1 Bathroom

1,221 sq.ft

3 weeks + 1 day ago

31 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 220,000
Winterset, Madison County

5 Bedrooms

2 Bathrooms

1,701 sq.ft

GardenParking

3 weeks + 1 day ago

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 259,000
Winterset, Madison County

4 Bedrooms

1 Bathroom

2,146 sq.ft

3 weeks + 1 day ago

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 185,000
Winterset, Madison County

3 weeks + 2 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 299,900
Winterset, Madison County

3 Bedrooms

1 Bathroom

1,913 sq.ft

Garden

3 weeks + 2 days ago

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 4,938,450
Winterset, Madison County

3 weeks + 2 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 299,900
Winterset, Madison County

4 Bedrooms

2 Bathrooms

1,470 sq.ft

PatioGardenOffice roomEquipped kitchen

Oct 09, 2026

32 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 259,000
Winterset, Madison County

4 Bedrooms

3 Bathrooms

2,146 sq.ft

PatioOffice roomFireplaceEquipped kitchenParkingAir conditioning

Oct 09, 2026

2 pictures Arrow icon pointing to the right
Land
Land for sale in Buffalo, Winterset
USD 350,000
Buffalo, Winterset

Oct 09, 2026

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 165,000
Winterset, Madison County

Oct 08, 2026

2 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 428,990
Winterset, Madison County

4 Bedrooms

3 Bathrooms

3,136 sq.ft

Parking

Oct 08, 2026

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 395,000
Winterset, Madison County

Oct 08, 2026

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 149,000
Winterset, Madison County
Garden

Oct 08, 2026

28 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 299,900
USD 309,500
3%
Winterset, Madison County

3 Bedrooms

2 Bathrooms

1,913 sq.ft

GardenDeckFireplaceEquipped kitchenAir conditioning

Oct 07, 2026

2 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 225,000
Winterset, Madison County
Garden

Oct 07, 2026

9 pictures Arrow icon pointing to the right
Land
Land for sale in Buffalo, Winterset
USD 350,000
Buffalo, Winterset

Oct 06, 2026

33 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 299,900
USD 315,000
5%
Winterset, Madison County

4 Bedrooms

3 Bathrooms

1,470 sq.ft

PatioGardenOffice roomEquipped kitchen

Oct 06, 2026

9 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 65,000
USD 75,000
13%
Winterset, Madison County

1 Bedroom

1 Bathroom

576 sq.ft

Oct 03, 2026

View photo Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 170,000
Winterset, Madison County
Garden

Sep 30, 2026

27 pictures Arrow icon pointing to the right
House
House for sale in Winterset, Madison County
USD 299,000
Winterset, Madison County

2 Bedrooms

1 Bathroom

1,476 sq.ft

GardenOffice roomEquipped kitchenParkingCellar

Sep 29, 2026

21 pictures Arrow icon pointing to the right
Commercial
Commercial for sale in Buffalo, Winterset
USD 210,000
Buffalo, Winterset
FireplaceParking

Sep 25, 2026

5 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 230,000
Winterset, Madison County
Garden

Sep 22, 2026

18 pictures Arrow icon pointing to the right
Commercial
Commercial for sale in Winterset, Madison County
USD 720,000
USD 775,000
7%
Winterset, Madison County

7,920 sq.ft

Parking

Sep 22, 2026

27 pictures Arrow icon pointing to the right
Land
Land for sale in Winterset, Madison County
USD 255,000
Winterset, Madison County

Sep 22, 2026

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