| 751 | RaynsfordGL50 2QH | Grade II |
| 752 | RedesdaleGL51 3AF | Grade II |
| 753 | Redington (Number 7) and Arlington (Number 8)GL50 2PF | Grade II |
| 754 | Regency LodgeGL52 2BJ | Grade II |
| 755 | Regent Cottage with Boundary Wall and Gate PiersGL50 1TX | Grade II |
| 756 | Regent House and ClunieGL50 2LR | Grade II |
| 757 | Regent House with Attached Railings Gate Gate Piers and Boundary WallGL50 1TX | Grade II |
| 758 | Roden House (Number 23) Berkeley House (Number 25) Attached Walls and Railings to Number 25GL52 2BE | Grade II |
| 759 | Rodney Lodge with Attached Railings and GateGL50 1EW | Grade II |
| 760 | Rodney Terrace and Attached Area RailingsGL50 1HX | Grade II |
| 761 | Rokeby Nursing HomeGL50 2JJ | Grade II |
| 762 | RoselawnGL52 2NR | Grade II |
| 763 | Rothesay MansionGL52 2DY | Grade II |
| 764 | Rotunda Buildings GL50 1SX | Grade II |
| 765 | Sandford House and Attached RailingsGL53 7QG | Grade II |
| 766 | Sandford Park Hotel and Attached RailingsGL53 7LH | Grade II |
| 767 | Sandford Park HouseGL52 6HE | Grade II |
| 768 | Sandford Parks LidoGL53 7PY | Grade II |
| 769 | Selby Lodge and Attached RailingsGL50 1XL | Grade II |
| 770 | SevenarchesGL50 2LQ | Grade II |
| 771 | Shaftesbury HallGL50 3PX | Grade II |
| 772 | Silwood (Number 107) and Attached Area RailingsGL50 2RW | Grade II |
| 773 | Sita House (Number 1) and Attached Area Railings and GatesGL50 1JP | Grade II |
| 774 | Sligo HouseGL52 2PT | Grade II |
| 775 | South African War Memorial at Entrance to Cheltenham CollegeGL53 7LD | Grade II |
| 776 | Southend HouseGL52 2QY | Grade II |
| 777 | South House and Attached RailingsGL53 7FE | Grade II |
| 778 | SouthwoodGL53 7AB | Grade II |
| 779 | Stable and Wall to Rear of Number 32GL52 2QY | Grade II |
| 780 | Stamford House and Attached Area RailingsGL50 1HN | Grade II |
| 781 | Stanbrooke House and RathlinGL52 2HN | Grade II |
| 782 | Stanmer House GL50 2QJ | Grade II |
| 783 | Star LodgeGL50 1TY | Grade II |
| 784 | Statue of Edward Wilson Approx 80m South West of Main Entrance to Municipal OfficesGL50 1HH | Grade II |
| 785 | Statue of William IV at East End of Central WalkGL50 1UF | Grade II |
| 786 | St Georges Terrace Number 5 and Attached RailingsGL50 3PT | Grade II |
| 787 | St Georges Terrace Numbers 6 7 and 8 and Attached RailingsGL50 3PT | Grade II |
| 788 | St Gregorys PrioryGL50 3PZ | Grade II |
| 789 | St James's SchoolGL50 2BG | Grade II |
| 790 | St James's TerraceGL50 2AA | Grade II |
| 791 | St Johns CottageGL52 6AF | Grade II |
| 792 | St Johns Lodge and CrosswaysGL50 2SZ | Grade II |
| 793 | St Johns Villa and Saxthorpe with Attached Wall and RailingsGL52 2SY | Grade II |
| 794 | St Marys Cemetery Chapel (St Marys Mission)GL50 3JA | Grade II |
| 795 | Stone Priors with Attached Area Railings and GateGL52 6DR | Grade II |
| 796 | St OswaldsGL50 2TQ | Grade II |
| 797 | St Pauls Community CentreGL50 4EZ | Grade II |
| 798 | St Stephens ManorGL51 3GF | Grade II |
| 799 | TerhillGL52 2PX | Grade II |
| 800 | The BeauthornsGL51 6DZ | Grade II |