| Name | Styles | Significance | Periods |
|---|
Henry W. Prince Building (54325 Main rd.) | Early Commercial | architecture, commerce | 1900-1924, 1850-1874, 1950-1974, 1925-1949, 1875-1899 |
Horton Point Lighthouse (N end of Lighthouse R.) | Mid 19th Century Revival | architecture, commerce, transportation, maritime history | 1875-1899, 1850-1874, 1900-1924, 1925-1949 |
Joseph Nelson Hallock House (Main Rd. and Maple Ave.) | Shingle Style | social history, architecture | 1875-1899, 1900-1924, 1950-1974, 1925-1949 |
Samuel Landon House (Main Rd Bet. Hobart Rd. and Maple Ln.) | Colonial | architecture, exploration, settlement | 1925-1949, 1750-1799, 1800-1824, 1950-1974, 1900-1924, 1875-1899, 1850-1874, 1825-1849 |
Southold Historic District (Along Main Rd., roughly bounded by Jockey Creek Dr., Griswold St., Long Island RR Tracks, and Wells Rd.) | Early Republic, Late Victorian, Mid 19th Century Revival | education, exploration, settlement, community planning and development, architecture | 1750-1799, 1700-1749, 1650-1699, 1800-1824, 1875-1899, 1900-1924, 1825-1849, 1850-1874, 1925-1949 |
Town Doctors' House and Site (310 Ackerly Pond Ln.) | Colonial | exploration, settlement, community planning and development, Native American, architecture, European | 1825-1849, 1800-1824, 1750-1799, 1700-1749, 1950-1974, 1925-1949, 1850-1874, 1875-1899, 1900-1924 |