All - Constructed - 1800–1809
| Piatt's Landing |
| Piney Grove |
| Poppletown Farmhouse |
| Portland Observatory |
| Portsmouth Naval Shipyard |
| Potter-O'Brian House |
| Pratt, Dexter, House |
| Pratt House |
| Pratt-McDaniels-LaFlamme HOuse |
| Price's Post Office |
| Quarters A, Washington Navy Yard |
| Quimby, Dr. Samuel, House |
| Randall-Hildreth House |
| Randall, Jacob, House |
| Red Hill |
| Reformed Dutch Church of Wyckoff |
| Residencia Heygler |
| Richardson, Nathaniel, House |
| Ridgeway |
| Riggs, Silas, House |
| Riversdale |
| Robbins, John, House |
| Sampson's Folly-Josiah Sampson House |
| Sappington, Thomas J., House |
| Scott-Hutton Farm |
| Shaw-Cude House |
| Shell Castle |
| Sitka Spruce Plantation |
| Smith, Alexander, House |
| Smith Clove Meetinghouse |
| Smuggler's House |
| Snively Farm |
| Somerville |
| South Burying Ground |
| Southport Historic District |
| Springfield Plantation |
| Steele, John, House |
| Stevens, Israel, House |
| Stewart-Hawley-Malloy House |
| St. John's Church |
| Stockton-Ray House |
| Stone, Medad, Tavern |
| Stonyfield Farm |
| Stony Hill Cemetery |
| Stower, Asa, House |
| St. Patrick's Roman Catholic Church |
| St. Stephen's Church |
| Symington House |
| Todd, Orrin, House |
| Tombee Plantation |
| Totomoi |
| Townsend House |
| Turnpike House |
| Venus House |
| Wallingford Hall |
| Walnut Grove |
| Walnut Hill |
| Walnut Street Theatre |
| Westervelt, Benjamin P., House |
| Weston, Ephrain, House |
| West Quoddy Head Light Station |
| White Hall |
| Whitehead Light Station |
| Wildwood Cemetery |
| Wintergreen Cemetery |
| Wood Island Light Station |
| Woodward, William, House |
| Worcester House |
| Wright Settlement Cemetery |
| Zabriskie, Albert J., Farmhouse |
Data from United States Park Service and Wikidata