| Name | Styles | Significance | Periods |
|---|
Adsmore
(304 N. Jefferson St.) | Greek Revival | politics, government, architecture | 1900-1924, 1850-1874, 1875-1899 |
Champion- Shepherdson House
(115 E. Main St.) | Federal | architecture, commerce | 1800-1824 |
Confederate Soldier Monument in Caldwell
(Jct. of KY 91 and N. Jefferson St.) | No Style Listed | social history | 1925-1949, 1900-1924 |
Flournoy- Henry House
(221 E. Main St.) | Italianate | social history, commerce, politics, government, architecture | 1850-1874, 1825-1849 |
Halleck's Chapel and Halleck's School
(0.5 mi. N of jct. of KY 293 and Caldwell Chapel Rd.) | Other | education, African-American | 1900-1924, 1925-1949 |
L. B. Overby House
(317 S. Jefferson St.) | Greek Revival | architecture | 1850-1874 |
Princeton Downtown Commercial District
(Roughly along Main St., E. and W. Court Sq. Sts.) | Late 19th And Early 20th Century American Movements, Late 19th And 20th Century Revivals, Late Victorian | architecture, commerce | 1925-1949, 1875-1899, 1800-1824, 1900-1924, 1825-1849, 1850-1874 |
William S. Powell House
(501 Washington St.) | Italianate | architecture | 1875-1899 |
