| 51 | Falcon HotelLE15 9RB | Grade II |
| 52 | Falcon Wines and SpiritsLE15 9QB | Grade II |
| 53 | Fine Fare Unicorn InnLE15 9RA | Grade II |
| 54 | Ford HouseLE15 9QR | Grade II |
| 55 | Forge CottageLE15 9PY | Grade II |
| 56 | Gamble CottageLE15 9QG | Grade II |
| 57 | Grafton Country PrintsLE15 9LF | Grade II |
| 58 | Health Food Shop and John CulshawLE15 9PY | Grade II |
| 59 | Joyce Martin FashionLE15 9QB | Grade II |
| 60 | Leamington HouseLE15 9TH | Grade II |
| 61 | M and M CollinsLE15 9PY | Grade II |
| 62 | Manse to Congregational ChurchLE15 9NE | Grade II |
| 63 | Martin the Sweet ShopLE15 9PY | Grade II |
| 64 | Merion HouseLE15 9QG | Grade II |
| 65 | MilestoneLE15 9SG | Grade II |
| 66 | Mole EndLE15 9TH | Grade II |
| 67 | Monument to Edward Thring in ChurchyardLE15 9TF | Grade II |
| 68 | Monument to John Beaver in ChurchyardLE15 9QH | Grade II |
| 69 | NelsonsLE15 9RA | Grade II |
| 70 | North Boundary Wall to Number 56 (the Hall)LE15 9LF | Grade II |
| 71 | Number 58 and Shop Adjoining Number 58LE15 9QG | Grade II |
| 72 | Paul E Nurse and SonsLE15 9QH | Grade II |
| 73 | Pinfold, South of Uppingham School Art StudioLE15 9TU | Grade II |
| 74 | Post OfficeLE15 9QH | Grade II |
| 75 | Pump to Rear of Number 38LE15 9ND | Grade II |
| 76 | Queen Cottage and Outbuilding to NorthLE15 9TU | Grade II |
| 77 | Queen Victoria Jubilee FountainLE15 9QH | Grade II |
| 78 | Retaining Wall, South of Number 56 (the Hall)LE15 9QA | Grade II |
| 79 | Smalls ClothiersLE15 9RA | Grade II |
| 80 | SpencersLE15 9RA | Grade II |
| 81 | Stable to Number 56 (the Hall)LE15 9LF | Grade II |
| 82 | Sundial HouseLE15 9QU | Grade II |
| 83 | The CottageLE15 9QA | Grade II |
| 84 | The Lake Isle RestaurantLE15 9RA | Grade II |
| 85 | The LodgeLE15 9UG | Grade II |
| 86 | The Manor HouseLE15 9SQ | Grade II |
| 87 | The Old CottageLE15 9QQ | Grade II |
| 88 | The Royal OakLE15 9QR | Grade II |
| 89 | The Rutland BookshopLE15 9QB | Grade II |
| 90 | The Toy ShopLE15 9RA | Grade II |
| 91 | The VaultsLE15 9QH | Grade II |
| 92 | Thorpe's TerraceLE15 9SJ | Grade II |
| 93 | Uppingham School Hall and ClassroomsLE15 9QB | Grade II |
| 94 | Uppingham School New School HouseLE15 9QE | Grade II |
| 95 | Uppingham School Offices and Common RoomLE15 9TH | Grade II |
| 96 | Uppingham School Science Block and Victoria TowerLE15 9QE | Grade II |
| 97 | Uppingham School Studies, Boundary Wall and GatewayLE15 9TH | Grade II |
| 98 | Uppingham School Wall and GatewayLE15 9QT | Grade II |
| 99 | Wagon and Horses Public HouseLE15 9NE | Grade II |
| 100 | Walls and Gate Piers to Number 56 (the Hall)LE15 9LF | Grade II |