93 total properties
View 1671 Highway 169 Winterset, IA MLS# 730833
$1,495,000
3

Beds

2.0

Baths

2,272

Sq.Ft.

1671 Highway 169

Winterset, IA

View 1890 Hogback Bridge Road Winterset, IA MLS# 726941
$1,385,000
5

Beds

5.0

Baths

4,032

Sq.Ft.

1890 Hogback Bridge Road

Winterset, IA

View 2230 260th Street Winterset, IA MLS# 732831
$1,050,000
3

Beds

3.1

Baths

3,660

Sq.Ft.

2230 260th Street

Winterset, IA

The time to sell is now! THE TIME TO SELL IS NOW!
View 116 E Court Avenue Winterset, IA MLS# 733283
$875,000
4,524

Sq.Ft.

116 E Court Avenue

Winterset, IA

View 112 E Court Avenue Winterset, IA MLS# 733285
$875,000
1,540

Sq.Ft.

112 E Court Avenue

Winterset, IA

View 820 W Summit Street Winterset, IA MLS# 719726
$850,000
4,782

Sq.Ft.

820 W Summit Street

Winterset, IA

View 112 S 16th Avenue Winterset, IA MLS# 734564
  • Recently Listed
1 of 35
$825,000
4

Beds

4.0

Baths

2,826

Sq.Ft.

112 S 16th Avenue

Winterset, IA

View 115 E Washington Street Winterset, IA MLS# 733213
$775,000
7,920

Sq.Ft.

115 E Washington Street

Winterset, IA

View 1821 Millstream Court Winterset, IA MLS# 722370
$699,900
4

Beds

3.1

Baths

2,200

Sq.Ft.

1821 Millstream Court

Winterset, IA

View 2218 N John Wayne Drive Winterset, IA MLS# 729684
$675,000
3

Beds

3.1

Baths

3,298

Sq.Ft.

2218 N John Wayne Drive

Winterset, IA

View 00 Millstream Avenue Winterset, IA MLS# 723609
$655,384
Studio

Beds

0.0

Baths

00 Millstream Avenue

Winterset, IA

View 719 E Washington Street Winterset, IA MLS# 725191
$650,000
3

Beds

2.1

Baths

2,432

Sq.Ft.

719 E Washington Street

Winterset, IA

View 1706 Mueller Court Winterset, IA MLS# 727923
  • Virtual Tour
1 of 38
$650,000
3

Beds

3.0

Baths

2,064

Sq.Ft.

1706 Mueller Court

Winterset, IA

View 1634 170th Street Winterset, IA MLS# 719473
$649,999
4

Beds

3.0

Baths

1,895

Sq.Ft.

1634 170th Street

Winterset, IA

View 1795 Millstream Court Winterset, IA MLS# 725899
$629,900
5

Beds

3.1

Baths

2,229

Sq.Ft.

1795 Millstream Court

Winterset, IA

View 1694 McBride Ridge Court Winterset, IA MLS# 722098
$599,500
4

Beds

3.0

Baths

1,878

Sq.Ft.

1694 McBride Ridge Court

Winterset, IA

View 2237 Holliwell Valley Court Winterset, IA MLS# 732711
$560,000
6

Beds

4.0

Baths

3,155

Sq.Ft.

2237 Holliwell Valley Court

Winterset, IA

View 2571 250th Lane Winterset, IA MLS# 725853
$540,500
Studio

Beds

0.0

Baths

2571 250th Lane

Winterset, IA

View 400 N 14th Avenue Winterset, IA MLS# 726278
$499,900
4

Beds

3.0

Baths

1,540

Sq.Ft.

400 N 14th Avenue

Winterset, IA

View 1024 W Summit Street Winterset, IA MLS# 731252
$499,000
3

Beds

1.0

Baths

2,286

Sq.Ft.

1024 W Summit Street

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 2/23/2026.

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 2/23/2026.

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.