All - Architectural style - Federal architecture
| Rion Hall |
| Ripley House |
| Riverdale Park Historic District |
| Riversdale |
| Riverview |
| Riverview House |
| Rives, William Alston, House |
| Robbins, John, House |
| Robbins, Joseph, House |
| Roberson Mansion |
| Roberts, Judge Nathan S., House |
| Roberts-Morton House |
| Robertson Place |
| Roberts-Vaughan House |
| Robinson-Bonnett Inn |
| Robinson, Horney, House |
| Robinson, John, House |
| Robinson-Parsons Farm |
| Robinson-Tabb House |
| Rock Castle |
| Rockefeller, Simeon, House |
| Rock Hall |
| Rock House, Old |
| Rock Jolly |
| Rockledge |
| Rock Spring |
| Rock Spring Farm |
| Rockwell, Samuel, House |
| Rockwell, Solomon, House |
| Rodney Presbyterian Church |
| Roebuck Tavern |
| Rogers-Whitaker-Haywood House |
| Rokeby |
| Rolette House |
| Roop's Mill |
| Root, Elihu, House |
| Rosalie |
| Rose, Capt. Levi, House |
| Rose Hill |
| Rose Hill |
| Rose Hill |
| Rose Hill |
| Rose Hill |
| Rose Hill Manor |
| Rossiter, William, House |
| Roughwood |
| Routhland |
| Routzahn-Miller Farmstead |
| Rowe, Benjamin, House |
| Rowe House |
| Royce, Deodatus, House |
| Royer-Nicodemus House and Farm |
| Royster, Clark, House |
| Rubicon Farm |
| Rucker-Mason Farm |
| Ruffin-Roulhac House |
| Rumsey Hall |
| Rundlet-May House |
| Rural Mount |
| Rush-Miller House |
| Russell, Avery, House |
| Russell House |
| Russell, Nathaniel, House |
| Russwurm, John B., House |
| Sage-Kirby House |
| Sage, Philemon, House |
| Sahler, J., House |
| Salisbury Plantation |
| Salona |
| Sampson's Folly-Josiah Sampson House |
| Sanborn, Rev. Peter, House |
| Sanders-Hairr House |
| Sanders, James, House |
| Sanderson-Clark Farmhouse |
| Sanderson, John, House |
| Sanderson, Nathan, I, House |
| Sand Lake Baptist Church |
| Sands, Ivory, House |
| Sandusky House |
| Sandy Hill Tavern |
| Sandy Point |
| Sandy Spring Friends Meetinghouse |
| Sanford, Esbon, House |
| Sanford House |
| Sappington, Thomas J., House |
| Sargent-Roberts House |
| Satterthwaite, John, House |
| Savage, William and Susan, House |
| Sawyer Building |
| Sawyer Farmhouse |
| Sawyer-Medlicott House |
| Sayles, Richard, House |
| Scarborough, Maj. James, House |
| Schall, William and Caroline, House |
| Scotch Hall |
| Scott, Thomas, House |
| Scribner House |
| Sears' Crescent and Sears' Block |
| Sears, David, House |
| Seaside Plantation |
Data from United States Park Service and Wikidata
