Chapel Point Road | C | CH-170 -- Brawner Hotel, site (St. Charles Hotel) |
| C | CH-259 -- Smoot Hall, site |
Chapel Point Road | C | CH-172 -- Port Tobacco Jail, site |
Chapel Point Road | C | CH-171 -- Christ Episcopal Church, site |
| C | CH-260 -- House, site |
| C | CH-261 -- Swann House, site |
| C | CH-262 -- Centennial Hotel, site |
| C | CH-263 -- Wade House, site |
| C | CH-264 -- Wade's Store, site |
| C | CH-265 -- William (Billy) Wade House, site |
| C | CH-266 -- Unidentified building, site |
| C | CH-267 -- Bake Shop, site |
| C | CH-268 -- Queensel House, site |
| C | CH-269 -- Store, site (Warehouse) |
| C | CH-270 -- Bowie House, site |
| C | CH-271 -- Bowie Store, site |
| C | CH-272 -- Store, site |
| C | CH-273 -- Store, site |
| C | CH-274 -- Store, site |
| C | CH-275 -- Maryland Independent Newspaper Building, site |
| C | CH-276 -- Smoot Warehouse, site |
Chapel Point Road | C | CH-173 -- Port Tobacco Times Building, site |
| C | CH-277 -- Building, site |
| C | CH-278 -- Building, site (Blacksmith's Shop) |
| C | CH-279 -- Matthews' House, site |
| C | CH-280 -- Lacy House, site |
| C | CH-281 -- Welch House, site |
| C | CH-282 -- Owens House, site |
| C | CH-283 -- Lacy House, site |
| C | CH-284 -- Hutton-Jenkins House, site |
| C | CH-285 -- Hamilton House, site |
| C | CH-286 -- Roberts Store, site |
| C | CH-287 -- Wade's Barn, site |
| C | CH-288 -- Roberts House, site |
| C | CH-184 -- Barbour-Albrittan House, site |
| C | CH-253 -- W.W. Padgett's Store, site |
| C | CH-254 -- Jenkins House, site |
| C | CH-255 -- Boswell House, site |
| C | CH-256 -- Barber Shop, site |
| C | CH-257 -- Elijah Well's Print Shop, site |
| C | CH-258 -- Lacey's Store, site |
| C | CH-289 -- Christ Church Cemetery |
7309 Chapel Point Road (nearby) | C | CH-1005 -- Wade Tobacco Barn |
Chapel Point Road | C | CH-13 -- Stagg Hall (Parnham-Padgett House, Spalding's Corner) |
Chapel Point Road | C | CH-14 -- Chimney House (Barnes Compton House) |
Chapel Point Road | C | CH-169 -- Port Tobacco Courthouse |
Chapel Point Road | C | CH-23 -- Cat Slide Roof House (Burch House) |
Chapel Point Road | C | CH-115 -- Compton House |
Chapel Point Road | C | CH-116 -- Mt. Bleak |
Chapel Point Road | C | CH-126 -- Port Tobacco Schoolhouse |
| C | CH-252 -- Wilmer House, site |
| NC | Well House |
| NC | Private Residence, frame house |
| NC | Private Residence, frame house |
| NC | Private Residence, formstone house |
| NC | Private Residence, brick house |
| NC | Brick and Frame Garage |