About the middle of the fourteenth century the male line of the Stirlings of Glenesk failed in two co-heiresses. One of these ladies, Catherine Stirling, was married to Sir Alexander Lindsay, third son of Sir David of Crawford, and she was the mother of the first Earl of Crawford. The other daughter was married to Robert de Atholia, grandson of Angus, Lord of the Isles. He succeeded to the Inverness and Moray portion of the Stirling estates; Sir Alexander Lindsay inherited the Angus section of them, and they formed a noble domain. Catherine Stirling died some time before 1278, as Sir Alexander Lindsay had married his second wife, Marjory Stuart, cousin to Robert, Duke of Albany, prior to that date.
Local tradition says Catherine Stirling had a defomed brother known by the sobriquet of 'Jackie Stirlin' who was heir to the property. He was to marry the daugher of a neighboring baron, but this union did not approve itself to Sir Alexander and his lady. Remonstrance proving of no avail, the laird was despatched at a place a little to the north of the Castle, and the body was buried in the family vault. The crime embittered the latter days of the Lord of Edzell, and he made atonement for the murderous deed of his youth by large gifts to the Church. He rebuilt the Church of Finhaven, and gifted it to the Cathedral of Brechin, then went on a pilgimage to Palestine where he died en route.