Massachusetts - Area of significance: Architecture
| Reed, Timothy, House |
| Reed-Wood Place |
| Reeves Tavern |
| Rehoboth Village Historic District |
| Remick, Joseph, House |
| Renfrew Mill No. 2 |
| Repertory Theatre of Boston |
| Republican Block |
| Revere Beach Reservation Historic District |
| Revere City Hall and Police Station |
| Revere, Paul, House |
| Reversible Collar Company Building |
| R. H. Long Company Factory |
| Rhodehouse, Nelson, House |
| Rice, A.H., Silk Mill |
| Rice, Capt. Peter, House |
| Rice, Ezra, House |
| Richards, Alfred H., House |
| Richards, James Lorin, House |
| Richardson Block |
| Richardson, Dexter, House |
| Richardson, Dr. S. O., House |
| Richardson, John, House |
| Richardson, Joseph, House |
| Richardson, Zachariah, House |
| Richard, Stephen, House |
| Richmond Court |
| Richmond Furnace Historical and Archeological District |
| Richmond, Willard, Apartment Block |
| Rider Tavern |
| Ridgewood Cemetery |
| Ridyard, Albert, Three-Decker |
| Ridyard, B. E., Three-Decker |
| Riley, Charles, House |
| Riordan, John, Three-Decker |
| Rising Paper Mill |
| Ritter House |
| River Road-Cross Street Historic District |
| Riverside Concrete Company-Lamont's Market |
| Riverside Village Historic District |
| River Street Firehouse |
| Riviera, The |
| Rivulet Mill Complex |
| Robbins, George, House |
| Robbins, John, House |
| Robbins, Joseph, House |
| Robbins, Royal E., School |
| Robert, Clovis, Block |
| Roberts House |
| Roberts School |
| Robindreau, Alfred E., House |
| Robinson Building |
| Robinson, Capt. Joel, House |
| Robinson House |
| Robinson-Lewis-G. F. Fessenden House |
| Rock Castle School |
| Rockdale Common Housing District |
| Rockland Almshouse |
| Rockland High School |
| Rockland Memorial Library |
| Rockland Trust Company |
| Rockport Downtown Main Street Historic District |
| Rockport High School, Old |
| Rock Ridge |
| Rocks Village Historic District |
| Rockwood Road Historic District |
| Rocky Hill Meetinghouse and Parsonage |
| Rocky Neck Historic District |
| Roebuck Tavern |
| Rogers-Downing House |
| Rogers Fort Hill Park Historic District |
| Rogers House |
| Rogerson's Village Historic District |
| Rollins, John R., School |
| Ronan, Mary, T., School |
| Rosebud, The |
| Rose, John and Ruth, House |
| ROSEWAY (schooner) |
| Roslindale Baptist Church |
| Roslindale Congregational Church |
| Roslindale Substation |
| Ross Farm |
| Ross Tavern |
| Rotch, William J., Gothic Cottage |
| Roughan Hall |
| Roughwood |
| Round House |
| Rowell House |
| Rowhouses at 256-274 Haven Street |
| Roxbury High Fort |
| Roxbury Highlands Historic District |
| Roxbury Presbyterian Church |
| Royall, Isaac, House |
| Royalston Common Historic District |
| Roynane, Catharine, Three-Decker |
| Ruggles, Draper, House |
| Ruggles Park |
| Russell, Arthur H., House |
| Russell Center Historic District |
| Russell, Charles, House |
Data from United States Park Service and Wikidata
