All - Constructed - 1880–1889
| Reading Municipal Building |
| Reading Railroad Freight Station |
| Redmond Town Hall |
| Redwood Cottage |
| Reed Covered Bridge |
| Reed, Wilber T., House |
| Reedy Chapel-AME Church |
| Reichert, John Christian and Bertha Landrock, House |
| Reichert, John, Farmhouse |
| Renken, Renke and Wubke, House |
| Republican River Pegram Truss |
| Rice, Silas A., Log House |
| Richard, Hugh H., House |
| Richardson, Jacob F., House |
| Richland-Plummer Creek Covered Bridge |
| Richmond Hill House |
| Richthofen Castle |
| Rickeman Grocery Building |
| Riley, Charles, House |
| Riordan, John, Three-Decker |
| River Road Stone Arch Railroad Bridge |
| Riverside |
| Riverside Chapel |
| Riverside Hotel |
| Robbins & Appleton Building |
| Robert, Clovis, Block |
| Roberts Octagon Barn |
| Robinson, George W. and Mary J. (Maxwell), House |
| Rochat-Louise-Sauerwein Block |
| Rock Creek Stage Station |
| Rockland Breakwater |
| Rockland Breakwater Lighthouse |
| Rogers, Archibald, Estate |
| Rogers, Henry J,. and Cremora, House |
| Rogers, James Mitchell, House |
| Romeo Block |
| Rookery Building |
| Root, Amos H., Building |
| Roseman Covered Bridge |
| Roslindale Baptist Church |
| Ross Grain Elevator |
| Rouses Point Railroad Station |
| Rowan, Matthew and Johanna, House |
| Rowhouses at 256-274 Haven Street |
| Rowland, Alfred, House |
| Rowland Hall-St. Mark's School |
| Rowland, Henry August, House |
| Royer-Williams House |
| Roy-LeBlanc House |
| Rugge, A. S., House |
| Rush County Courthouse |
| Sacred Heart Catholic Church |
| Sacred Heart of Jesus Church |
| Saint Agnes Church |
| Saint Ann's Catholic Church and Cemetery |
| Saint Boniface Catholic Church District |
| Saint Edward's Chapel |
| Saint Ignatius Church and Cemetery |
| Saint Mary of the Assumption Church, Rectory, School and Convent |
| Saint Peter's Evangelical Lutheran Church |
| Saints Peter and Paul Catholic Church |
| Saints Peter and Paul Roman Catholic Church Complex |
| Sakonnet Light Station |
| Salem Southern Pacific Railroad Station |
| Salter House |
| Sanchez-March House |
| Sanchez, Samuel, House |
| San Dimas Hotel |
| Sandy Point Shoal Light Station |
| Sargent House |
| Sargent, John, House |
| Saticoy Southern Pacific Railroad Depot |
| Saugatuck River Bridge |
| Sauntry, William, House and Recreation Hall |
| Savoy Hotel and Grill |
| Saybrook Breakwater Lighthouse |
| Scarritt, William Chick, House |
| Schaffer Farmstead |
| Schenley Park |
| Schmitt, Gottlieb, House |
| Schneider Triangle |
| Schroeder, J. S., Building |
| Schwedes, Henry S. and Magdalena, House |
| Scotia Chalk Building |
| Scottish Rite Temple |
| Scott, Mary A. and Caleb D., House |
| Scott Street Firehouse |
| Searles Castle |
| Sears, Albert H., House |
| Second Street Bridge |
| Security Savings Bank |
| Segelke, C., Building |
| Self-Trott-Bickett House |
| Semorile Building |
| Seventh Regiment Armory |
| Seymour High School and Annex |
| Shantz, Martin L. and Mary Jane (Yount), House |
| Sharp-Page House |
| Shay Building |
| Shea, Bridget, Three-Decker |
Data from United States Park Service and Wikidata
