Kentucky - Criteria: C (architecture/engineering)
| Quigley, G. F., and Son Grocery |
| Rabbit Hash General Store |
| Ramsey House |
| Ramsey, Lewis, Jr., House |
| Randall Building Bogaert's Jewelry Store |
| Rankin Place |
| Ransom House |
| Ravenna Motor Vehicle Service Building |
| Ray-Wakefield House |
| Red Bird River Shelter Petroglyphs (15CY52) |
| Redd Road Rural Historic District |
| Reed-Dorsey House |
| Reeves, W. L., House |
| Reitman's St.Joseph House |
| Renfro Hotel |
| Repton |
| Republic Building |
| Rice, H. B., Insurance Building |
| Rice, Wiley, House |
| Rice-Worthington House |
| Richardson House |
| Richardsville Road Bridge |
| Richland Farm |
| Ridgely House |
| Ridgeway |
| Riggs, Erasmus, House |
| Riley, Camden, House |
| Ringos Mill Covered Bridge |
| Ripy, T. B., House |
| Ritter, Andrew, Farm |
| Ritter, John, House |
| Ritte's Corner Historic District, Latonia |
| Riverside Drive Historic District |
| Riverview |
| Roach-Ison House |
| Robb, Dr. William, House |
| Roberts Chapel |
| Robertson County Courthouse |
| Robertson House |
| Robertson Place |
| Robertson, Samuel, House |
| Roberts, Wesley, House |
| Robinson, James, House |
| Rockdale |
| Rockledge |
| Rock Spring Warehouse |
| Rodgers House |
| Rogers, James, House |
| Rogers, Lon, House |
| Rolling Meadows |
| Ronald-Brennan House |
| Roosevelt, Theodore, Elementary School |
| Rose Hill |
| Rose Hill |
| Roselawn |
| Ross, L.W., House |
| Rossmore Apartment House |
| Roth Farm |
| Rouse, Dr. Gladys, Office and House |
| Rowan County Courthouse |
| Ruby, Turner, House |
| Russellville Armory |
| Russellville Historic District |
| Ryle's Super Market and Oddfellows Building |
| Sacred Heart Church |
| Saint Francis of Assisi Complex |
| Saint James' Episcopal Church |
| Salem Baptist Church |
| Salem Methodist Episcopal Church and Parsonage |
| Sale, Reuben, House |
| Salter, Tom, House |
| Satterfield, Edward and Julia, House |
| Sauer, August, House |
| Saunders-Boyd House |
| Sauser Farm |
| Scearce House |
| Schuster Building |
| Scott County Courthouse |
| Scott County Jail Complex |
| Sears, Roebuck and Company Store |
| Second Presbyterian Church |
| Seelbach Hotel |
| Seeley, Edward B., House |
| Selema Hall |
| Seminary Square Historic District |
| Shady Brook Farm |
| Shady Rest |
| Shakertown at Pleasant Hill Historic District |
| Shaker West Lot Farm |
| Shallcross |
| Shanklin House |
| Shawhan, Joseph, House |
| Shawnee Elementary School |
| Shawnee High School |
| Shearer Store |
| Sheehan House |
| Shelby Academy |
| Shelby Family Houses |
| Shelby Park Branch Library |
| Shelbyville L & N Railroad Depot |
Data from United States Park Service and Wikidata
