96 total properties
View 122 S John Wayne Drive Winterset, IA MLS# 747131
$499,900
1,708

Sq.Ft.

122 S John Wayne Drive

Winterset, IA

View 1474 280th St. Winterset, IA MLS# 6341760
$537,513
0.0

Baths

1474 280th St.

Winterset, IA

View 113 E Green Street Winterset, IA MLS# 738389
$550,000
14,862

Sq.Ft.

113 E Green Street

Winterset, IA

The time to sell is now! THE TIME TO SELL IS NOW!
View 5219 Cherrywood Lane Winterset, IA MLS# 744638
$559,000
4

Beds

3.0

Baths

1,506

Sq.Ft.

5219 Cherrywood Lane

Winterset, IA

View 115 E Washington Street Winterset, IA MLS# 733213
$720,000
7,920

Sq.Ft.

115 E Washington Street

Winterset, IA

View 2394 Cumming Road Winterset, IA MLS# 749765
$775,000
3

Beds

2.1

Baths

1,724

Sq.Ft.

2394 Cumming Road

Winterset, IA

View 2949 Trail Winterset, IA MLS# 750008
$785,000
0.0

Baths

2949 Trail

Winterset, IA

View 1215 State Highway 92 Highway Winterset, IA MLS# 752030
$795,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

1215 State Highway 92 Highway

Winterset, IA

View 820 W Summit Street Winterset, IA MLS# 744104
$799,900
4,782

Sq.Ft.

820 W Summit Street

Winterset, IA

View 112 & 116 E Court Avenue Winterset, IA MLS# 733283
$815,000

112 & 116 E Court Avenue

Winterset, IA

View 2318 Saint Charles Road Winterset, IA MLS# 741611
$885,000
3

Beds

2.0

Baths

1,982

Sq.Ft.

2318 Saint Charles Road

Winterset, IA

View 2381 Highway 169 Winterset, IA MLS# 748115
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1 of 35
$924,000
4

Beds

3.2

Baths

3,076

Sq.Ft.

2381 Highway 169

Winterset, IA

View 1582 N River Trail Winterset, IA MLS# 746880
$1,500,000
4

Beds

3.0

Baths

1,884

Sq.Ft.

1582 N River Trail

Winterset, IA

View 000 Settler Avenue Winterset, IA MLS# 740837
$2,000,000
0.0

Baths

000 Settler Avenue

Winterset, IA

View North River School Road Winterset, IA MLS# 745575
$4,938,450
0.0

Baths

North River School Road

Winterset, IA

View North River School Road Winterset, IA MLS# 6340580
$4,938,450
0.0

Baths

North River School Road

Winterset, IA

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the Iowa Association of REALTORS service.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is deemed reliable but is not guaranteed accurate by the the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. Data is updated as of 11/2/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the Des Moines Area Multiple Listing Service.

Data is updated as of 11/2/2026.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.