All - Architectural style - Italianate architecture
| Plano Hotel |
| Platt, Jeremiah, House |
| Pollock, John C., House |
| Poncha Springs Schoolhouse |
| Pope, Lonnie A., House |
| Poplar Grove Plantation House |
| Poppleton Block |
| Porter Flats Apartments |
| Porter-Todd House |
| Portland Yamhill Historic District |
| Port-Manning House |
| Port Royal House |
| Portsmouth Fire Department No. 1 |
| Prairie du Chien City Hall |
| Pratt, A. W., House |
| Pratt, Miles, House |
| Prentiss, Frederick, House |
| Prescott, J. L., House |
| Presidio County Courthouse |
| Price-Prather House |
| Price Villa |
| Public School 39 |
| Public Service Building and Garage |
| Punchard, Benjamin House |
| Purdy, Eliphalet W. and Catherine E. Jaquish, House |
| Quinby, Ivory, House |
| Rackley, J. J., Building |
| Ragland, John B., Mercantile Company Building |
| Randel, Culver House and Mill |
| Ratterman, Bernard, House |
| Rattermann, Heinrich A., House |
| Rau/Strong House |
| Rawlings-Brownell House |
| Rawson Estate |
| Rawson House |
| Raymond-Morley House |
| Reads Landing School |
| Reed, Wilber T., House |
| Reed-Wood Place |
| Reedy Rill |
| Reeves, Isaac and Agnes (Bells), House |
| Reeves, Jeremiah, House and Carriage House |
| Regan, D. H., House |
| Renick Farm |
| Renken, Renke and Wubke, House |
| Reveille |
| Rexinger, Samuel, House |
| Reynolds-Weed House |
| Rhea County Courthouse |
| Rice, H. B., Insurance Building |
| Richmond Railroad Station Historic District |
| Riddle-Friend House |
| Riggs, Samuel A., House |
| Riverside |
| Riviere Building |
| Robb, Alfred A., House |
| Roberts-Justice House |
| Robertson County Courthouse |
| Robertson, Eugene P., House |
| Roberts, William H., House |
| Robinson House |
| Robinson-Lewis-G. F. Fessenden House |
| Ropp-Grabill House |
| Rosedale |
| Roselle-Smith House |
| Ross House |
| Rosswood |
| Rowhouses at 256-274 Haven Street |
| Rowland, Alfred, House |
| Roy-LeBlanc House |
| Russell, Rensselaer, House |
| Ryerss Mansion |
| Sabin-Wheat Farm |
| Saint Vincent's Infant Asylum |
| Salem Church |
| Salem Methodist Church Complex |
| Sam Bailey Building |
| Sands, Hiram, House |
| Sanger Brothers Complex |
| Santa Fe-Frisco Depot |
| Sarchet-Burgess House |
| Sargent, Aaron A., House |
| Sauer Castle |
| Saugerties Lighthouse |
| Schaffer Farmstead |
| Schenck, Benjamin, Mansion |
| Schlapp, George E., House |
| Schmick, Charles Nelson, House |
| Schmidt, Clara and Julius, House |
| Schofield, Robert, House |
| School Street School |
| Schroeder, J. S., Building |
| Schuebeler, Charles, House |
| Schwedes, Henry S. and Magdalena, House |
| Scott County Jail Complex |
| Scott-Vrooman House |
| Sears' Crescent and Sears' Block |
| Seelhorst, W. E., House |
| Segelke, C., Building |
| Semorile Building |
Data from United States Park Service and Wikidata
