Upper Tal-y-fan, Dingestow, Monmouthshire is a farmhouse dating from the late-Medieval period. Subsequently, enlarged, it remains a private house and is a Grade II* listed building.

Sir Cyril Fox and Lord Raglan, in the first of their three-volume study Monmouthshire Houses. describe the architectural history of Tal-y-fan as "difficult to make out". They identified two cruck trusses of a medieval date, and suggested that "the transformation of this medieval building was a slow process". Cadw goes no further than describing the original building as "late-medieval". The architectural historian John Newman posits a date of the late 15th or early 16th centuries, identifying an internal doorhead of "identical" design to one of 1599 at Allt-y-Bela. The farmhouse was subsequently expanded and then fully renovated in the late 20th century. As at May 2021, the property was for sale.

Fox and Raglan undertook a detailed study of the house, including gathering photographic evidence. John Newman describes the current arrangement as "zany-looking", with the earlier wings of the farmhouse "kinking obliquely" and linked by a later extension. These are constructed of whitewashed rubble. The interior is "remarkably intact". The house remains the privately owned farmhouse to a working farm and is a Grade II* listed building.

• Fox, Cyril; Raglan, Lord (1994). Medieval Houses. Monmouthshire Houses. Vol. 1. Cardiff: Merton Priory Press Ltd & The National Museum of Wales. ISBN 9780720003963. OCLC 916186124.
• Newman, John (2000). Gwent/Monmouthshire. The Buildings of Wales. London: Penguin. ISBN 0-14-071053-1.