Massachusetts - Area of significance: Community Planning
| Pine Grove Cemetery |
| Pine Ridge Road-Plainfield Street Historic District |
| Pine Street School |
| Pinewoods Camp |
| Pinkham House |
| Pittsfield Cemetery |
| Pleasant-High Historic District |
| Pleasant Street School |
| Plummer Memorial Library |
| Plympton Village Historic District |
| Point Neighborhood Historic District |
| Pomeroy Terrace Historic District |
| Pond Street School |
| Potter-O'Brian House |
| Powers Institute Historic District |
| Princeton Center Historic District |
| Prospect Heights Historic District |
| Prospect Hill Cemetery |
| Prospect House |
| Prospect Park |
| Providence Street Historic District |
| Provincetown Historic District |
| Provost, Arthur, Three-Decker |
| Quincy Electric Light and Power Company Station |
| Quincy Point Fire Station |
| Quincy Police Station |
| Quincy Savings Bank |
| Quincy Shore Drive |
| Quincy Water Company Pumping Station |
| Quinsigamond Branch Library |
| Quinsigamond Firehouse |
| Rabbit Hill Historic District |
| Railway Village Historic District |
| Ramsdell Public Library |
| Rawson, Warren, Building |
| Raymond, Tilley, House |
| Reading Municipal Building |
| Reading Standpipe |
| Record, Jonathan Dexter, House |
| Reed, Frank, Three-Decker |
| Reed, Timothy, House |
| Reed-Wood Place |
| Reeves Tavern |
| Reservoir Park |
| Revere Beach Parkway-Metropolitan Park System of Greater Boston |
| Revere Beach Reservation |
| Revere Beach Reservation Historic District |
| Revere City Hall and Police Station |
| Richards, Alfred H., House |
| Richmond Court |
| Richmond, Willard, Apartment Block |
| Ridyard, Albert, Three-Decker |
| Ridyard, B. E., Three-Decker |
| Ringville Cemetery |
| Riordan, John, Three-Decker |
| Ritter House |
| River Road-Cross Street Historic District |
| Riverside Village Historic District |
| Riviera, The |
| Robbins, John, House |
| Robbins, Royal E., School |
| Robin Hill Cemetery |
| Robinson House |
| Rock Castle School |
| Rockdale Common Housing District |
| Rocklawn Cemetery |
| Rockport High School |
| Rockport High School, Old |
| Rogers Fort Hill Park Historic District |
| Roslindale Congregational Church |
| Roughwood |
| Rowell House |
| Roxbury Highlands Historic District |
| Royalston Common Historic District |
| Roynane, Catharine, Three-Decker |
| Ruggles, Draper, House |
| Rural Cemetery and Friends Cemetery |
| Rural Glen Cemetery |
| Russell, Charles, House |
| Russell Common |
| Russell Corner Historic District |
| Russells Mills Village Historic District |
| Russell, The |
| Russian Cemetery |
| Russia Wharf Buildings |
| Sachem Rock Farm |
| Saco-Lowell Shops Housing Historic District |
| Sacred Heart Parish Complex |
| Safety Fund National Bank |
| Saint John's Episcopal Church |
| Salem Lutheran Church |
| Salem Willows Historic District |
| Salisbury Factory Building |
| Samuel Edelman Apartments |
| Sanderson, Nathan, I, House |
| Sandy Pond School |
| Sanford Whip Factory |
| Sargent-Robinson House |
| Saugus Town Hall |
| Savin Hill Historic District |
Data from United States Park Service and Wikidata