| Property | Address | City | Date Listed |
|---|---|---|---|
| Cunningham Bridge | Upland Trail over North River | Bevington vicinity | 5/15/98 |
| Miller Bridge | McBride Trail over unnamed stream | Winterset vicinity | 5/15/98 |
| Morgan Bridge | Maple Lane over branch of Clanton Creek | Peru vicinity | 5/15/98 |
| Allen James Stone Barn | 2 1/2 mi. SE of Earlham | Earlham | 09/29/1987 |
| Armstrong George and Susan Guiberson House | 2 1/2 mi. N of Winterset on G4R | Winterset | 09/29/1987 |
| Bevington C. D. and Eliza Heath Privy | 805 S. Second Ave. | Winterset | 09/29/1987 |
| Bevington C. D. House and Stone Barn | 805 S. 2nd Ave. | Winterset | 12/12/1976 |
| Church Seymour House | US 169 | Winterset | 09/29/1987 |
| Cornell W. J. and Nettie J. House | 602 W. Court Ave. | Winterset | 01/11/1991 |
| Craven J. D. Women's Relief Corps Hall | South Street | Macksburg | 01/19/1984 |
| Cutler-Donahue Covered Bridge | Winterset City Park | Winterset | 10/08/1976 |
| Drake John and Amanda Bigler House | 11 mi. W of Winterset on IA 92 | Winterset | 09/29/1987 |
| Duff Barn | 1 1/2 mi. N of Winterset on US 169 | Winterset | 03/18/1993 |
| Duncan John M. House | 1/2 mi. S of Winterset on P69 | Winterset | 09/29/1987 |
| Earlham Public School | 809 Main Street | Earlham | 06/02/1982 |
| Early John and Elizabeth McMurn House | 1 mi. S of G31 between P53 & P57 | Earlham | 03/18/1993 |
| Evans Henry and Elizabeth Adkinson House | 1/2 mi. E of US 169 on CR G50 | Winterset | 09/29/1987 |
| Ford W. T. House | 2 1/2 mi. S of Earlham on P57 | Earlham | 09/29/1987 |
| Guiberson House | 302 S. 4th Ave. | Winterset | 07/10/1979 |
| Henderson Daniel and Nancy Swaford House | 8 mi. S of Earlham on P57 | Earlham | 09/29/1987 |
| Hogback Covered Bridge | 4 mi. N of Winterset | Winterset | 08/28/1976 |
| Holliwell Covered Bridge | 4 mi. SE of Winterset | Winterset | 08/28/1976 |
| Holmes John S. and Elizabeth Beem Barn | CR G50 | Saint Charles | 09/29/1987 |
| Hornback Emily House | 605 N. First Street | Winterset | 09/29/1987 |
| Imes Covered Bridge | IA 251 | Saint Charles | 02/09/1979 |
| Macumber John Andrew and Sara Ice House | On G53 1 1/2 mi. E of jct. with P69 | Winterset | 03/18/1993 |
| Madison County Courthouse | City Square | Winterset | 08/13/1976 |
| McDonald House | 3 1/2 mi. W of Winterset off IA 92 | Winterset | 03/18/1993 |
| McQuie Peter and Isabelle McCulloch Milkhouse | SW of Earlham | Earlham | 09/29/1987 |
| Nichols William Anzi House | 1 mi. E of Winterset on IA 92 | Winterset | 09/29/1987 |
| North River Stone Schoolhouse | N of Winterset off U.S. 169 | Winterset | 04/11/1977 |
| Ogburn William House | 1 1/2 mi. N of East Peru | East Peru | 09/29/1987 |
| Queen Hogan and Martha A. Runkle House | 5 mi. W of Street Charles on CR G50 | Saint Charles | 09/29/1987 |
| Roseman Covered Bridge | W of Winterset off IA 94 | Winterset | 09/01/1976 |
| Schnellbacher John and Fredericka Meyer House | On G47 1 1/2 mi. E of jct. with P53 | Winterset | 09/29/1987 |
| Schoenenberger Nicholas House and Barn | Off IA 169 | Winterset | 07/12/1984 |
| Seerley, William and Mary (Messersmith) Barn and Milkhouse--Smokehouse | 1840 137th La. | Earlham vicinity | 08/20/09 |
| Shriver William R. and Martha Foster House | 616 E. Court Ave. | Winterset | 03/18/1993 |
| Smith Hiram C. House | 6 mi. W of Winterset on IA 92 | Winterset | 09/29/1987 |
| Smith Hiram C. Milking Shed | 6 mi. W of Winterset on IA 92 | Winterset | 09/29/1987 |
| Sprague Brown | and Knowlton Store First and Court | Winterset | 09/29/1987 |
| St. Patrick's Church | NW of Cumming | Cumming | 12/12/1978 |
| Tidrick Miller Richard and Mary Fisher House | 122 S. Fourth Ave. | Winterset | 03/18/1993 |
| Madison Vawter J. G. and Elizabeth S. House | 223 S. First Street | Winterset | 09/29/1987 |
| Madison Wallace Henry C. House | 422 W. Jefferson | Winterset | 01/03/1985 |
| Madison White Munger and Company Store | 102 W. Court | Winterset | 09/29/1987 |
| Wilson Seth and Elizabeth House | 1 3/4 mi. E of P57 on G14 | Earlham | 09/29/1987 |