| 1 | The Elizabethan School RoomLE15 9TU | Grade I |
| 2 | 8, High Street WestLE15 9QB | Grade II* |
| 3 | Church of St Peter and St PaulLE15 9QH | Grade II* |
| 4 | Falcon Hotel Annexe Jt Backus MurrayLE15 9RB | Grade II* |
| 5 | The HallLE15 9QA | Grade II* |
| 6 | Uppingham Bookshop and the Sports ShopLE15 9RA | Grade II* |
| 7 | Uppingham School, ChapelLE15 9QT | Grade II* |
| 8 | Uppingham School LibraryLE15 9TH | Grade II* |
| 9 | Uppingham School: School RoomLE15 9QE | Grade II* |
| 10 | 10, 12 and 14 North Street WestLE15 9FH | Grade II |
| 11 | 11 and 13, South ViewLE15 9TU | Grade II |
| 12 | 1, Leamington TerraceLE15 9TH | Grade II |
| 13 | 1, School LaneLE15 9QT | Grade II |
| 14 | 22, High Street EastLE15 9QS | Grade II |
| 15 | 26, High Street WestLE15 9QD | Grade II |
| 16 | 27, High Street EastLE15 9PY | Grade II |
| 17 | 28, High Street WestLE15 9QD | Grade II |
| 18 | 28, Stockerston RoadLE15 9UG | Grade II |
| 19 | 2 Former Granaries to Rear of Numbers 5 and 6LE15 9QH | Grade II |
| 20 | 3 and 3a, Market PlaceLE15 9QH | Grade II |
| 21 | 3, School LaneLE15 9QT | Grade II |
| 22 | 42 and 44, High Street EastLE15 9QU | Grade II |
| 23 | 43, High Street EastLE15 9PY | Grade II |
| 24 | 44, North Street EastLE15 9NE | Grade II |
| 25 | 46, High Street WestLE15 9ND | Grade II |
| 26 | 47, High Street EastLE15 9QU | Grade II |
| 27 | 4, Hope's YardLE15 9QQ | Grade II |
| 28 | 4, London RoadLE15 9TH | Grade II |
| 29 | 50 and 52, High Street EastLE15 9LF | Grade II |
| 30 | 52, High Street WestLE15 9QG | Grade II |
| 31 | 5, 6 and 6a, Market PlaceLE15 9QH | Grade II |
| 32 | 5, School LaneLE15 9QT | Grade II |
| 33 | 60, High Street WestLE15 9QG | Grade II |
| 34 | 6, High Street WestLE15 9QB | Grade II |
| 35 | Ac Johnson Uppingham DairiesLE15 9RB | Grade II |
| 36 | Anglia Building Society E Culpin and SonLE15 9PZ | Grade II |
| 37 | Baines Tea RoomLE15 9RB | Grade II |
| 38 | Bains Press SchoolLE15 9QB | Grade II |
| 39 | Barn and Wall to the Manor HouseLE15 9RX | Grade II |
| 40 | BaxtersLE15 9QS | Grade II |
| 41 | Boundary Wall to Former RectoryLE15 9TH | Grade II |
| 42 | Churchyard WallLE15 9TH | Grade II |
| 43 | Coach House to Number 56 (the Hall)LE15 9HG | Grade II |
| 44 | Congregational ChurchLE15 9NE | Grade II |
| 45 | Croft Bakery Harry BrownLE15 9PY | Grade II |
| 46 | Crown Hotel West Bromwich Building SocietyLE15 9NB | Grade II |
| 47 | Cs LoveLE15 9RA | Grade II |
| 48 | Dale and Green and Midland BankLE15 9QH | Grade II |
| 49 | D Norton and SonLE15 9RA | Grade II |
| 50 | Dorothy Gilks JewellerLE15 9RA | Grade II |