Now surrounded by suburban housing, Monkstown Castle, County Cork once stood proud in its own grounds and overlooking the estuary of the river Lee and access to Cork harbour. The building dates back to the 17th century when it was constructed c.1636 by one Anastasia Gould, wife of John Archdeacon, said to have been a naval officer who was overseas supporting the King of Spain. Legend has it that when he returned home and saw this large structure on his land, he immediately assumed it had been erected by his enemies, and accordingly fired on it, one cannon ball hitting the battlements. The other story associated with Monkstown Castle is that Anastasia Gould was determined not to waste money on its construction and so employed the workmen at a fixed rate with the stipulation that they purchase their daily food supplies and so forth from her at a moderate price. When the job was finished, all bills paid and all sums collected, she found that the castle had cost her precisely four pence. 

Like many similar properties in Ireland, Monkstown Castle has experienced mixed fortunes over the centuries. The Archdeacons do not appear to have enjoyed possession of the building for very long as in the aftermath of the Confederate Wars and the arrival of the Cromwell’s New Model Army, both castle and surrounding estate were granted to Colonel Hercules Huncks, remembered today for having refused to sign Charles I’s execution order (and accordingly being described by Oliver Cromwell as a ‘froward, peevish fellow’). Huncks sold the property to Michael Boyle, Dean of Cloyne (and future Archbishop of Armagh) but in the aftermath of the Restoration the Archdeacons were living there once more, perhaps as tenants of Boyle. In any case, owing to their allegiance to the Stuart cause, they lost the castle again in the aftermath of the Williamite Wars and in due course it was inherited by two of his granddaughters who had married into the Vesey and Pakenham families; thus portions of the estate came to be owned by both the Earl of Longford and the Viscount de Vesci. How well the castle stood is open to question. In 1700 during his Visitation to the diocese Dive Downes, Bishop of Cork and Ross wrote that ‘Mr. O’Callaghan, a Protestant, lives in Monkstown, in a good square castle with flankers. However, at some point in the 18th century it was rented to the government to serve as an army barracks and in his Ancient and Present State of the County and City of Cork first published in 1750, Charles Smith says the castle ‘is large and in ruins, and is flanked by 4 square turrets.’ On the other hand, the Dublin Penny Journal of August 1833, although judging it a ‘large and gloomy pile of building’, comments that the castle is ‘in good repair.’ 

By the early 19th century, Monkstown Castle was owned by the Veseys but leased to one Bernard Shaw, Collector of Cork Port and a member of the same family as the future dramatist George Bernard Shaw. A large chimneypiece inside the building carries the initials B.S. and the date 1804 (as well as 1636) , indicating work was undertaken here at that time, undertaken by local architect William Deane. Bernard Shaw was duly succeeded by his son, Bernard Robert Shaw who lived here until 1869 when he and his wife moved to England where they died. Whether the castle was still occupied is open to question as around 1840 the Shaws had built a large residence close by, called. Castle House. In June 1871 the estate of Bernard Robert Shaw running to 905 acres was advertised for sale. At the start of the last century, the castle was used by the local badminton club before being acquired in 1908 by the newly-established Monkstown Golf Club, which then made the building its club house. MGC bought the castle and what was then a nine-hole course from the De Vesci estate in 1959 for £4,000, selling the castle and some 32 acres in 1967 for £22,000. Thereafter, while the surrounding land was divided up into plots for housing, the castle remained empty and falling into disrepair, becoming a roofless shell. Between 2008 and 2010 extensive restoration work was carried out on the property, which had permission to be divided into three apartments. However, while re-roofed and made watertight, the building was then left unfinished and has remained in this state ever since. In recent years, it has been on the market for €800,000. Not a huge sum, but somewhat more than the four pence the castle originally cost Anastasia Gould. 

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