Cullyleenan is a townland in the Parish of Tomregan, Barony of Tullyhaw, County Cavan, Ireland.
The townland name is an anglicisation of the Gaelic placename ‘Coill Uí Lionáin’ which means “O’Lenan’s Wood”, which possibly belonged to a member of the Uí Lionán family who were a bardic family from County Fermanagh. Alternative meanings that have been suggested are ‘Wood of the Fishing-bank’ or ‘Wood of the Gorge’. The 1609 Ulster Plantation map spells the name as ‘Colelenan’ and the 1659 Down Survey map spells it as ‘Colelolan’.
It is bounded on the north by Annagh townland, on the west by Derryginny townland, on the south by Agharaskilly townland and on the east by Mullaghduff townland. Its chief geographical features are the Shannon-Erne Waterway which flows north along its western boundary and a central drumlin hill which rises over 200 feet above sea level. Cullyleenan is traversed by Bridge Street, the N87 road (Ireland), the Agharaskilly road, the Chapel Road and by the disused Cavan & Leitrim Railway.
The townland covers 62 statute acres, including two acres of water.
It formed part of the Manor of Calva which was granted to Walter Talbot in 1610 as part of the Plantation of Ulster.
The Tithe Applotment Books for 1827 list the following tithepayers in the townland- Keon, Grimes, Wynne, Clark, McLaughlin, Sturdy, Hanna, Donahy, Montgomery, Answell, Reilly, Brady, Sheridan, McGraugh, Benison, Gallagher, Murdy, Enery.
The Ordnance Survey Name Books for 1836 give the following description of the townland- "Coill Uí Lionáin, 'O'Lenen's wood'. South of Ballyconnell. Property of Montgomery. Rent £2 per arable acre. 10 acres of bog and 8 acres of pasture, the rest is arable land. It contains a bit of the town of Ballyconnell, the Roman Catholic church and several good roads."