Friendship originally belonged to a William Stirling, who also owned Content.
Consisting of 935-acres, it was later owned by James Fowler who also owned Lottery and Grange. There are, in fact, two Friendships in Trelawny, the second one being known as Reid's Friendship.
There were 3 Fowler brothers from Scotland (John, Andrew and James) who came to Trelawny in the late 1700s, says John Fowler, who is "kin". The oldest, John, died in 1792, and is buried at Merrywood, his grave is supposed to still exist. Andrew died in 1796. Both John and Andrew were relatively young men when they died (early 40s). Probably having seen the fate of his brothers, James hastened back to Scotland in about 1797, to become an absentee proprietor. A wise decision - he lived to the ripe old age of 80, dying at his estate in Scotland.
John Fowler also points out that there is another Fowler on the west side of Cockpit Country - He owned Kensington, Drop slightly east of south from Kensington, there's a "Mrs. Fowler's", which I presume is where the widow Fowler who owned Kensington actually resided. Kensington has the dubious distinction of being the first great house torched in the last slave rebellion (Sam Sharpe's). At that point it was owned by John Morris, the son-in-law of Robert Fowler, who had owned it in the late 1700s before he died in the 1790s and it passed to his wife who died in about 1828.