| 251 | Boyne HouseGL53 7JD | Grade II |
| 252 | Bridge in Pump Room Gardens Adjacent to Evesham RoadGL52 2AN | Grade II |
| 253 | Bridge in Pump Room Gardens to West End of Pitville LakeGL52 2RD | Grade II |
| 254 | Broadlands House (Cheltenham and Gloucester College)GL50 2SF | Grade II |
| 255 | Brooks Lodge and Attached Area RailingsGL50 2SE | Grade II |
| 256 | Bryansford House with Attached Wall at Right Railings Gate Piers and GatesGL50 2QR | Grade II |
| 257 | Burford Lodge and Attached Garden WallsGL50 1UA | Grade II |
| 258 | Burston House and Kingsmuir HotelGL52 2QS | Grade II |
| 259 | Cambray Baptist ChurchGL50 1JS | Grade II |
| 260 | Camden HouseGL50 4JW | Grade II |
| 261 | Camden Lodge and Attached RailingsGL52 2AU | Grade II |
| 262 | Camden VillaGL50 4JW | Grade II |
| 263 | Carlton LawnGL52 6AF | Grade II |
| 264 | Carlton Lodge Numbers 69 to 75 and Carlton Lodge and Attached Railings to Carlton Lodge 69 and 75GL52 6AF | Grade II |
| 265 | Carrick HouseGL50 2QJ | Grade II |
| 266 | Central HotelGL52 2NZ | Grade II |
| 267 | Chalfont House and Attached RailingsGL50 2SA | Grade II |
| 268 | Chandos Lodge with Attached Walls Railings Piers and GatesGL53 7AA | Grade II |
| 269 | Chapel HouseGL50 3LD | Grade II |
| 270 | Chapel to Former St Paul's College GL50 4FT | Grade II |
| 271 | Charlton House, Havelock House, Oxford House and RailingsGL53 7HQ | Grade II |
| 272 | Cheltenham College Gymnasium, Pavilion, Five Courts and Attached RailingsGL53 7AB | Grade II |
| 273 | Cheltenham College LodgeGL53 7AR | Grade II |
| 274 | Cheltenham House and Attached Theme and Variations SculptureGL50 3JR | Grade II |
| 275 | Cheltenham Ladies College with Attached Walls Railings Gates and Gate PiersGL50 1RS | Grade II |
| 276 | Cheltenham War MemorialGL50 1PJ | Grade II |
| 277 | Christadelphian HallGL50 3LH | Grade II |
| 278 | Church HouseGL50 2ER | Grade II |
| 279 | Church of St Andrew (United Reform) and Church Hall AdjoiningGL50 1SP | Grade II |
| 280 | Church of St LukeGL53 7JJ | Grade II |
| 281 | Churchyard Cross Approximately 4 Metres North of Chancel to Church of St MaryGL50 3UA | Grade II |
| 282 | Churchyard Wall, Piers and Railings to East of Church of St MaryGL50 3HA | Grade II |
| 283 | ClareGL50 2PJ | Grade II |
| 284 | ClaremontGL52 2NJ | Grade II |
| 285 | Claremont House and Attached RailingsGL50 2AA | Grade II |
| 286 | Clarence Court Numbers 8, 9 and 10 and Attached RailingsGL52 2AX | Grade II |
| 287 | Clarence LampGL50 1LP | Grade II |
| 288 | Clarence Villa and Attached RailingsGL50 4JP | Grade II |
| 289 | Clarendon and Attached RailingsGL50 2SL | Grade II |
| 290 | Clayton and Selkirk and Attached Railings GL50 2PD | Grade II |
| 291 | Cleeve House and Homewood with Attached RailingsGL52 3AD | Grade II |
| 292 | Cleevelands (Numbers 25)GL50 2TD | Grade II |
| 293 | Cleeve View HouseGL52 2AF | Grade II |
| 294 | Clifton LodgeGL50 4DT | Grade II |
| 295 | Coach House to Number 32 (Southend House)GL52 2QY | Grade II |
| 296 | College House and Attached RailingsGL53 7AA | Grade II |
| 297 | Columbia Place and Attached Area Railings to Numbers 112 and 122GL52 2AY | Grade II |
| 298 | Colville House Belle Vue PlaceGL53 7FH | Grade II |
| 299 | Compass HouseGL50 2SY | Grade II |
| 300 | Corner Pier Railings and Pier to North East Boundary of Number 133GL50 3EP | Grade II |
