Llantilio Crossenny

Hen Gwrt, (English:Old Court), Llantilio Crossenny, Monmouthshire is the site of a thirteenth century manor house and a sixteenth century hunting lodge. Originally constructed for the Bishops of Llandaff, it subsequently came into the possession of the Herberts of Raglan Castle. The bishops constructed a substantial manor house on the site in the thirteenth century, which was moated in the fourteenth. The building was then adapted by the Herberts to create a lodge within their extensive hunting grounds. The lodge continued in use until the slighting of Raglan Castle in the English Civil War. Historical accounts of Monmouthshire traditionally identify Hen Gwrt as the home of Dafydd Gam, the legendary opponent of Owain Glyndŵr and supporter of Henry V, but there is no evidence for this. Work at the site in the early nineteenth showed evidence of the footings of the earlier buildings, which were mapped, but by the time of subsequent archaeological investigations in the twentieth century, all of the stone on the site had been removed for road metalling. Today, no trace of either the manor or the lodge remains, and the moated site is in the care of CADW.

The Church of St Teilo is the parish church of Llantilio Crossenny, Monmouthshire, Wales. "An unusually grand cruciform church", with an Early English tower crossed by a Decorated chancel, it was designated a Grade I listed building on 19 November 1953The church is dedicated to Saint Teilo.

Great Killough, Llantilio Crossenny, Monmouthshire is a substantial manor house of late medieval origins. The majority of the current structures date from three building periods from 1600 to 1670. It is a Grade II* listed building.

The Old Cottage, in the hamlet of Treadam, some 2km north-west of Llantilio Crossenny, Monmouthshire, is a country house dating from c.1600. The house is Grade II* listed.

Upper White Castle Farmhouse, Llantilio Crossenny, Monmouthshire is a farmhouse dating from the late 17th century. Standing adjacent to the White Castle, the farmhouse is constructed in a Renaissance style. The farmhouse is Grade II* listed, and some of the related farm buildings have their own listings.

High House, Penrhos, Monmouthshire is an important Renaissance house dating from the 17th century. Its style, with its exceptionally high roofline, is unique in Monmouthshire. It is a Grade II* listed building.

White Castle (Welsh: Castell Gwyn), also known historically as Llantilio Castle, is a ruined castle near the village of Llantilio Crossenny in Monmouthshire, Wales. The fortification was established by the Normans in the wake of the invasion of England in 1066, to protect the route from Wales to Hereford. Possibly commissioned by William fitz Osbern, the Earl of Hereford, it comprised three large earthworks with timber defences. In 1135, a major Welsh revolt took place and in response King Stephen brought together White Castle and its sister fortifications of Grosmont and Skenfrith to form a lordship known as the "Three Castles", which continued to play a role in defending the region from Welsh attack for several centuries. King John gave the castle to a powerful royal official, Hubert de Burgh, in 1201. Over the next few decades, it passed back and forth between several owners, as Hubert, the rival de Braose family, and the Crown took control of the property. During this period, White Castle was substantially rebuilt, with stone curtain walls, mural towers and gatehouses, forming what the historian Paul Remfry considers to be "a masterpiece of military engineering". In 1267 it was granted to Edmund, the Earl of Lancaster, and remained in the hands of the earldom, and later duchy, of Lancaster until 1825. Edward I's conquest of Wales in 1282 removed much of White Castle's military utility, and by the 16th century it had fallen into disuse and ruin. The castle was placed into the care of the state in 1922, and is now managed by Cadw, the Welsh heritage agency.

Llwyn-y-gaer House, Tregare, Monmouthshire is a farmhouse dating from the mid 17th century, although with earlier origins. Described by John Newman as "one of the largest and finest Monmouthshire farmhouses of its period", the house is Grade II* listed.

Tal-y-coed Court,, Llanvihangel-Ystern-Llewern, Monmouthshire, Wales, is a Victorian country house. Constructed in 1881–1883, it was built for the Monmouthshire antiquarian Joseph Bradney, author of A History of Monmouthshire from the Coming of the Normans into Wales down to the Present Time. A Grade II* listed building, the house is a "fine historicist essay in the Queen Anne Style, one of the earliest examples in Wales." Its gardens and park are designated Grade II on the Cadw/ICOMOS Register of Parks and Gardens of Special Historic Interest in Wales.

The Barn at Croft Farm, Llantilio Crossenny, Monmouthshire is a remarkably rare example of a 16th-century barn. Originally built as part of the Great Tre-Rhew Estate, it is a Grade II* listing building.

The Corn Barn, Stable and Cider House at Great Tre-Rhew Farm, Llantilio Crossenny, Monmouthshire form part of "one of the most completely surviving farmsteads in the county". Constructed in the late 17th century, the corn barn is an eight-bay structure with the stable and cider house forming two, gabled, linked additions. The whole is a Grade II* listed structure. The other buildings that comprise the farmstead include the farmhouse, a granary and brewhouse, and a shelter shed, all of which have their own Grade II listings.

The Church of St Cadoc, Penrhos, Monmouthshire is a parish church with its origins in the 15th century. Restored in the 19th century, it remains an active parish church, and has recently undergone major renovation. The church is a Grade II* listed building.