Many thanks everybody for your input.
There are separate farms of Drumboy and Drumclog - in fact there are more than one Drumclog farmsteads.
I have SO many Sasines!
As far as I can find, the first sale of ‘Stobieside’ as specifically mentioned, was in a sasine of 1777 to a William Hamilton, who was still there in the 1797 Farm horse Tax you found GR2.
My ancestor bought ‘The lands of Meadowfoot’ in 1735. The Sasine mentions “houses biggings and haill parts pendicles and pertinents thereof”, but doesn’t mention Stobieside specifically. At that time he was ‘in Drumclog’, I think still living there with his father and mother. He had come into an inheritance of a house from his mother’s family in Strathaven, 'portioners', and sold it, presumably using this money to buy the land. There are several more Sasines in the 1740s where he comes into some more land from his mother, where he is still ‘in Drumclog’. It’s not until 1751 in two marriage settlement sasines, (one for him, and one for his daughter), when he is given as ‘of Stobbieside’.
This is the first instance of the name I have found.
Do you know if you can search the Register of Sasines on-line somewhere Forfarian? You seem to have been able to access them for Lanarkshire.
I don’t think they are on Scotlandspeople. I know when I was searching for these some years ago, I unbelievably found the indexes to them in the city library here on the other side of the world. Some years later, I wish I had photographed more pages.
Would you be able to check if there are any entries for a David Crawford at Meadowfoot or possible named as Allenton? As I say, he sold the land in 1735. I have that Sasine, but there may be ealier ones I could look at to see if anything is mentioned.
(The city library is some 25kms from me, and I’m not sure it’s even open for research under Covid restrictions).
Thanks very much again everybody