| Name | Styles | Significance | Periods |
|---|
Armstrong- Walker House (DE 71) | Greek Revival, Federal, Late Victorian | agriculture, architecture | 1850-1874 |
Arnold S. Naudain House (S of Middletown on DE 71) | Georgian | architecture | 1700-1749 |
Belleview (Rt. 428) | Italianate, Federal, Greek Revival | architecture, agriculture | 1825-1849 |
Choptank (Rt. 435) | Greek Revival, Late Victorian, Federal | architecture, agriculture | 1850-1874 |
Choptank- Upon- The- Hill (Rt. 435) | No Style Listed | agriculture, architecture | 1800-1824 |
Cornucopia (CR 433, Bethel Rd.) | Greek Revival | architecture, agriculture | 1850-1874, 1875-1899, 1900-1924, 1925-1949, 1825-1849 |
Fairview (CR 433, Bethel Church Rd.) | Greek Revival | agriculture, architecture | 1875-1899, 1900-1924, 1925-1949, 1850-1874, 1825-1849 |
Fields Heirs (Off DE 71) | Federal, Late Victorian, Greek Revival | agriculture, architecture | 1800-1824 |
George Brady Farm Manager's Dwelling (DE 896) | No Style Listed | architecture, social history | 1850-1874 |
Greenlawn (N. Broad St.) | Early Republic, Late Victorian, Other | landscape architecture, architecture | 1800-1824, 1850-1874 |
Hedgelawn (1.2 mi. W of Middletown on DE 4) | Greek Revival, Italianate, Other | economics, architecture | 1950-1974, 1850-1874 |
Maple Grove Farm (Rt. 299) | Georgian, Late Victorian, Federal | agriculture, architecture | 1825-1849 |
Maples (W of Middletown on Bunker Hill Rd.) | Other, Greek Revival, Beaux Arts | architecture | 1850-1874 |
Mayfield (1603 Levels Rd.) | Other | agriculture, architecture | 1825-1849, 1850-1874 |
Middletown Academy (218 N. Broad St.) | No Style Listed | education, architecture | 1875-1899, 1850-1874, 1900-1924, 1825-1849 |
Middletown Historic District (Roughly bounded by Redding, Scott, Lockwood, and Catherine Sts.) | Gothic Revival, Greek Revival, Late Victorian, Other, Federal | exploration, settlement, architecture, community planning and development, commerce, transportation, agriculture, politics, government, social history | 1850-1874, 1875-1899, 1900-1924, 1750-1799, 1950-1974, 1925-1949, 1825-1849, 1800-1824 |
Noxontown (S of Middletown off DE 896) | No Style Listed | social history, commerce, industry, military, architecture | 1700-1749, 1750-1799 |
Okolona (Rt. 429) | Italianate | agriculture, architecture | 1850-1874 |
Pharo House (Odessa and Silver Lake Rds.) | No Style Listed | architecture | 1875-1899 |
R. W. Cochran House (DE 4) | Federal | architecture, agriculture | 1850-1874, 1875-1899 |
Rosedale (Rt. 437) | Federal, Late Victorian, Greek Revival | architecture, agriculture | 1800-1824 |
Rumsey Farm (W of Middletown on DE4) | Other, Italianate, Greek Revival | agriculture, architecture | 1875-1899, 1850-1874 |
S. Holton Farm (Rt. 435) | Greek Revival, Georgian, Late Victorian | agriculture, architecture | 1850-1874 |
St. Joseph's Church (15 W. Cochran St.) | Late Gothic Revival | architecture | 1875-1899 |
Weston (Off DE 71) | Greek Revival, Italianate | architecture, agriculture | 1850-1874 |