Beck Isle Cottage, a 17th-century cruck-framed house in Thornton Dale, features a thatched roof and historical interior elements like jointed crucks and a butterfly-hinged spice cupboard.

Cawthorn Roman forts and camp offer rare insights into Roman military strategy with well-preserved structures, contributing to the understanding of Roman conquest in northern England.

Fat Betty, a medieval boundary marker on Danby Moor, is a 10th or 11th-century wheel-head cross without its shaft, marking historic parish boundaries.

Roman Catholic abbey church designed by Sir Giles Gilbert Scott and built in two phases, 1922-24 and then 1958-61. The attached monastic and school buildings are not included in the listing.

Young Ralph is a well-preserved medieval wayside cross on Westerdale Moor, significant for its role in marking routes and boundaries, now a symbol of the North York Moors.

Simon Howe features a Bronze Age round cairn, round barrows, a standing stone, and a stone alignment, offering insights into prehistoric burial and ritual practices on the North York Moors.

Bent Rigg Farm radar station represents a significant World War II site demonstrating the development of British radar technology.

Small, single roomed rural school house, circa 1870.

Mauley Cross is a medieval wayside cross serving as a religious symbol and waymarker beside a Roman road. It's a significant historical artifact, marking ancient routes.

Good surviving section of engineered trackway believed to have originally been constructed for Rievaulx Abbey in the late C12 or C13.

Rievaulx Terrace, laid out in 1758, showcases spectacular valley views and Rievaulx Abbey ruins, highlighting English Landscape style development. It's preserved by the National Trust.

Roman signal stations were crucial military observation and signalling structures, aiding defensive systems.

Roxby Hill offers a well-preserved example of a deserted medieval manorial settlement, reflecting diverse historical settlement patterns and the evolution of manorial communities.

Duncombe Park, established in the early 18th century, is notable for its English natural style gardens, historical connections to Helmsley Castle, and ongoing restoration projects.

Green Dike, an early medieval estate boundary, is significant for understanding territorial boundaries from the prehistoric through medieval periods, associated with Whitby Strand by Lady...

Regular aggregate field systems, like those at Rhumbard Snout, date from the Bronze Age to the fifth century, offering insights into ancient agricultural practices and social changes.

The WWII bombing decoy site on Sneaton Moor used "Starfish" and "QL" techniques to divert bombers from Middlesbrough, preserving key structures by simulating urban lighting and bomb damage.

Lilla Cross, a 10th-century standing cross on Fylingdales Moor, serves as a historical boundary marker for Whitby Abbey lands and medieval parishes, highlighting early medieval Christian...

Malo Cross, a 17th-century stone cross by Sir Richard Egerton, marks parish boundaries. It reflects religious beliefs during James I's reign and survived iconoclast destruction.

The Buck Inn, located on Cross Street, Thornton Dale, is a historic 18th-century house and former butcher's shop, now part of a public house. It features distinctive architectural elements.