106 total properties
View 1826 Green Lane Winterset, IA MLS# 735807
$1,250,000
3

Beds

2.0

Baths

2,282

Sq.Ft.

1826 Green Lane

Winterset, IA

View 2188 114th Court Winterset, IA MLS# 735705
  • New Construction
1 of 34
$1,225,000
5

Beds

3.2

Baths

2,434

Sq.Ft.

2188 114th Court

Winterset, IA

View 2230 260th Street Winterset, IA MLS# 732831
$899,900
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 1516 Roseman Bridge Road Winterset, IA MLS# 735681
$899,900
3

Beds

3.1

Baths

2,138

Sq.Ft.

1516 Roseman Bridge Road

Winterset, IA

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
Studio

Beds

0.0

Baths

4,782

Sq.Ft.

820 W Summit Street

Winterset, IA

View 112 S 16th Avenue Winterset, IA MLS# 734564
$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 00 Millstream Avenue Winterset, IA MLS# 723609
$655,384
Studio

Beds

0.0

Baths

00 Millstream Avenue

Winterset, IA

View 2223 Holliwell Valley Court Winterset, IA MLS# 736393
$650,000
4

Beds

3.1

Baths

1,972

Sq.Ft.

2223 Holliwell Valley Court

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 2378 Cumming Road Winterset, IA MLS# 738708
  • Recently Listed
1 of 35
$625,000
4

Beds

3.1

Baths

1,912

Sq.Ft.

2378 Cumming Road

Winterset, IA

View 719 E Washington Street Winterset, IA MLS# 738134
  • Recently Listed
1 of 34
$599,900
3

Beds

2.1

Baths

2,432

Sq.Ft.

719 E Washington Street

Winterset, IA

View 1020 N 10th Street Winterset, IA MLS# 737460
  • Recently Listed
1 of 14
$595,000
4,992

Sq.Ft.

1020 N 10th Street

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 113 E Green Street Winterset, IA MLS# 738389
  • Recently Listed
1 of 11
$550,000
14,862

Sq.Ft.

113 E Green Street

Winterset, IA

View 2055 170th Court Winterset, IA MLS# 735923
$500,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

2055 170th Court

Winterset, IA

View 400 N 14th Avenue Winterset, IA MLS# 726278
$490,000
4

Beds

3.0

Baths

1,540

Sq.Ft.

400 N 14th Avenue

Winterset, IA

View 2980 Clark Tower Rd. Winterset, IA MLS# 6335545
$478,750
2

Beds

2.0

Baths

4,424

Sq.Ft.

2980 Clark Tower Rd.

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 4/18/2026.

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 4/18/2026.

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.