| 51 | Former House and Cottage Approximately 100 Metres East of Rash ViewDL11 6QJ | Grade II |
| 52 | Former House of Guisborough Grammar School with Attached Cottage and OutbuildingDL11 6PS | Grade II |
| 53 | Fremington MillDL11 6AR | Grade II |
| 54 | Garden House Approximately 100 Metres North-East of Draycott HallDL11 6AS | Grade II |
| 55 | Garden Wall to East, North and West of Draycott Hall GroundsDL11 6AS | Grade II |
| 56 | Gate Piers Approximately 10 Metres West of Draycott HallDL11 6AW | Grade II |
| 57 | Gate Piers Approximately 20 Metres West of Draycott HallDL11 6AW | Grade II |
| 58 | Gate Piers Approximately 35 Metres South-East of Draycott HallDL11 6AW | Grade II |
| 59 | Gatepiers Approximately 5 Metres to West of Park HallDL11 6UL | Grade II |
| 60 | Gates and Gatepiers to East of Church of St AndrewDL11 6HN | Grade II |
| 61 | Gill Head (Farmhouse with Attached Stable and Byre)DL11 6JJ | Grade II |
| 62 | Glory Be and Attached OutbuildingsDL11 6PS | Grade II |
| 63 | Green Sike. Farmhouse with Attached Cottage and OutbuildingsDL11 6PT | Grade II |
| 64 | Greens North Farmhouse, Stable, Byre and RailingsDL11 6DY | Grade II |
| 65 | Greens South Farmhouse, and Attached Byres, Stables and Cart ShedDL11 6DX | Grade II |
| 66 | Grinton BridgeDL11 6HH | Grade II |
| 67 | Gunnerside New BridgeDL11 6LG | Grade II |
| 68 | High Bank HouseDL11 6AS | Grade II |
| 69 | High CottageDL11 6PS | Grade II |
| 70 | High RoofDL11 6PS | Grade II |
| 71 | High Smithy HolmeDL11 6LW | Grade II |
| 72 | Hops House and ByreDL11 6NR | Grade II |
| 73 | House Approximatley 75 Metres to South of Junction with Road to KeldDL11 6LL | Grade II |
| 74 | House to East of Moorland CottageDL11 6PS | Grade II |
| 75 | Hunt HouseDL11 6NR | Grade II |
| 76 | Ivelet FarmhouseDL11 6JH | Grade II |
| 77 | Joe House and OutbuildingDL11 6NL | Grade II |
| 78 | K6 Telephone Kiosk Approximately 25 Metres to North of West View CottageDL11 6EA | Grade II |
| 79 | K6 Telephone Kiosk at Junction with Road to KeldDL11 6LL | Grade II |
| 80 | K6 Telephone Kiosk at Junction with Track Up to Skengh HeadDL11 6DT | Grade II |
| 81 | Lawn HouseDL11 6NQ | Grade II |
| 82 | Limekiln 200 Metres South-East of Low Sealhouse FarmDL11 6RP | Grade II |
| 83 | Limekiln Approximately 100 Metres East of Junction with B6270DL11 6LG | Grade II |
| 84 | Limekiln Approximately 500 Metres East of SatronDL11 6JG | Grade II |
| 85 | Limekiln Beside Track Up to Smithy HolmeDL11 6LW | Grade II |
| 86 | Limekiln Near Blackburn BeckDL11 6DZ | Grade II |
| 87 | Long Close BridgeDL11 6DW | Grade II |
| 88 | Low Houses Farmhouse and DairyDL11 6NQ | Grade II |
| 89 | Manor HouseDL11 6HP | Grade II |
| 90 | Moor CloseDL11 6DU | Grade II |
| 91 | Moorland Cottage, Cart-Shed and StablesDL11 6PS | Grade II |
| 92 | Nettlebed House and ByreDL11 6NJ | Grade II |
| 93 | Old Castle Farmhouse and Attached ByreDL11 6UT | Grade II |
| 94 | Pack-Horse BridgeDL11 6LP | Grade II |
| 95 | Park HallDL11 6UL | Grade II |
| 96 | Plaintree HouseDL11 6JB | Grade II |
| 97 | Plantation HousesDL11 6RQ | Grade II |
| 98 | Pratt's House and Attached ByreDL11 6PW | Grade II |
| 99 | Punchard Toll HouseDL11 6RS | Grade II |
| 100 | Rash GrangeDL11 6QJ | Grade II |