| Name | Styles | Significance | Periods |
|---|
Brown Sprague and Knowlton Store (First and Court) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
C. D. and Eliza Heath Bevington Privy (805 S. Second Ave.) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
C. D. Bevington House and Stone Barn (805 S. 2nd Ave.) | Other | exploration, settlement, architecture | 1850-1874 |
Cutler- Donahue Covered Bridge (Winterset City Park) | Other | engineering | 1850-1874 |
Duff Barn (1 1/2 mi. N of Winterset on US 169) | No Style Listed | architecture | 1850-1874 |
Emily Hornback House (605 N. First St.) | No Style Listed | exploration, settlement, architecture | 1850-1874 |
George and Susan Guiberson Armstrong House (2 1/2 mi. N of Winterset on G4R) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
Guiberson House (302 S. 4th Ave.) | No Style Listed | architecture | 1850-1874 |
Henry and Elizabeth Adkinson Evans House (1/2 mi. E of US 169 on CR G50) | No Style Listed | architecture, exploration, settlement | 1875-1899 |
Hiram C. Smith House (6 mi. W of Winterset on IA 92) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
Hiram C. Smith Milking Shed (6 mi. W of Winterset on IA 92) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
J. G. and Elizabeth S. Vawter House (223 S. First St.) | No Style Listed | exploration, settlement, architecture | 1850-1874 |
John and Amanda Bigler Drake House (11 mi. W of Winterset on IA 92) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
John and Fredericka Meyer Schnellbacher House (On G47 1 1/2 mi. E of jct. with P53) | Other | architecture, exploration, settlement | 1850-1874 |
John Andrew and Sara Macumber Ice House (On G53 1 1/2 mi. E of jct. with P69) | No Style Listed | architecture | 1850-1874 |
John M. Duncan House (1/2 mi. S of Winterset on P69) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
McDonald House (3 1/2 mi. W of Winterset off IA 92) | No Style Listed | architecture, exploration, settlement | 1875-1899 |
Miles and Elizabeth Smith Kellogg House (Off G50) | No Style Listed | exploration, settlement, architecture | 1850-1874 |
Miller Richard and Mary Fisher Tidrick House (122 S. Fourth Ave.) | No Style Listed | architecture, exploration, settlement | 1850-1874 |
Munger and Company White Store (102 W. Court) | No Style Listed | exploration, settlement, architecture | 1850-1874 |
Nicholas Schoenenberger House and Barn (Off IA 169) | No Style Listed | architecture | 1850-1874 |
North River Stone Schoolhouse (N of Winterset off U.S. 169) | No Style Listed | education | 1850-1874 |
Seymour Church House (US 169) | Other | exploration, settlement, architecture | 1850-1874 |
W. J. and Nettie J. Cornell House (602 W. Court Ave.) | Queen Anne | architecture | 1875-1899 |
William Anzi Nichols House (1 mi. E of Winterset on IA 92) | No Style Listed | exploration, settlement, architecture | 1850-1874 |
William R. and Martha Foster Shriver House (616 E. Court Ave.) | No Style Listed | architecture | 1850-1874 |