| Building |
Address |
| Armstrong, George and Susan Guiberson, House | 2 1/2 mi. N of Winterset on G4R |
| Bevington, C. D., House and Stone Barn | 805 S. 2nd Ave. |
| Bevington, C. D. and Eliza Heath, Privy | 805 S. Second Ave. |
| Church, Seymour, House | US 169 |
| Cornell, W. J. and Nettie J., House | 602 W. Court Ave. |
| Cutler-Donahue Covered Bridge | Winterset City Park |
| Drake, John and Amanda Bigler, House | 11 mi. W of Winterset on IA 92 |
| Duff Barn | 1 1/2 mi. N of Winterset on US 169 |
| Duncan, John M., House | 1/2 mi. S of Winterset on P69 |
| Evans, Henry and Elizabeth Adkinson, House | 1/2 mi. E of US 169 on CR G50 |
| Guiberson House | 302 S. 4th Ave. |
| Hogback Covered Bridge | 4 mi. N of Winterset |
| Hollowell Covered Bridge | 4 mi. SE of Winterset |
| Hornback, Emily, House | 605 N. First St. |
| Macumber, John Andrew and Sara, Ice House | On G53 1 1/2 mi. E of jct. with P69 |
| Madison County Courthouse, Winterset, Iowa | City Sq. |
| McDonald House, Winterset, Iowa | 3 1/2 mi. W of Winterset off IA 92 |
| Miller Bridge | McBride Trail over unnamed stream |
| Nichols, William Anzi, House | 1 mi. E of Winterset on IA 92 |
| Roseman Covered Bridge | W of Winterset off IA 94 |
| Schnellbacher, John and Fredericka Meyer, House | On G47 1 1/2 mi. E of jct. with P53 |
| Schoenenberger, Nicholas, House and Barn | Off IA 169 |
| Shriver, William R. and Martha Foster, House | 616 E. Court Ave. |
| Smith, Hiram C., House | 6 mi. W of Winterset on IA 92 |
| Smith, Hiram C., Milking Shed | 6 mi. W of Winterset on IA 92 |
| Sprague, Brown, and Knowlton Store | First and Court |
| Vawter, J. G. and Elizabeth S., House | 223 S. First St. |
| White, Munger and Company, Store | 102 W. Court |
| Buildings of Local Significance |
Address |
| Armstrong, George and Susan Guiberson, House | 2 1/2 mi. N of Winterset on G4R |
| Bevington, C. D., House and Stone Barn | 805 S. 2nd Ave. |
| Bevington, C. D. and Eliza Heath, Privy | 805 S. Second Ave. |
| Church, Seymour, House | US 169 |
| Cornell, W. J. and Nettie J., House | 602 W. Court Ave. |
| Cutler-Donahue Covered Bridge | Winterset City Park |
| Drake, John and Amanda Bigler, House | 11 mi. W of Winterset on IA 92 |
| Duff Barn | 1 1/2 mi. N of Winterset on US 169 |
| Duncan, John M., House | 1/2 mi. S of Winterset on P69 |
| Evans, Henry and Elizabeth Adkinson, House | 1/2 mi. E of US 169 on CR G50 |
| Guiberson House | 302 S. 4th Ave. |
| Hornback, Emily, House | 605 N. First St. |
| Macumber, John Andrew and Sara, Ice House | On G53 1 1/2 mi. E of jct. with P69 |
| McDonald House, Winterset, Iowa | 3 1/2 mi. W of Winterset off IA 92 |
| Nichols, William Anzi, House | 1 mi. E of Winterset on IA 92 |
| Schnellbacher, John and Fredericka Meyer, House | On G47 1 1/2 mi. E of jct. with P53 |
| Schoenenberger, Nicholas, House and Barn | Off IA 169 |
| Shriver, William R. and Martha Foster, House | 616 E. Court Ave. |
| Smith, Hiram C., House | 6 mi. W of Winterset on IA 92 |
| Smith, Hiram C., Milking Shed | 6 mi. W of Winterset on IA 92 |
| Sprague, Brown, and Knowlton Store | First and Court |
| Vawter, J. G. and Elizabeth S., House | 223 S. First St. |
| White, Munger and Company, Store | 102 W. Court |