Vice-admiral John ("the Ambassador") Fleming, 2nd Lord Fleming, 12th of Biggar, Cumbernauld, possessed owned the fishery of Bothkennar CA 1500–1502 in Bothkennar.
40,41,4243 He possessed defended, through his legal guardian John, Lord Drummond, the feur of the Barony of Thankerton from an action by John Lord Kennedy on 3 March 1489 in Barony of Thankerton.
44 He possessed granted John Drummond of Cargill a liferent charter of his ten merk lands of Lour, part of the twenty merk lands his son Robert Fleming had lately had on 13 October 1490 in Lour.
45 He possessed he was served heir to his brother for Auchtermony on 30 March 1491 in Auchtermony.
6 He possessed had sasine of Auchtirmony and Abbatis Kers (Kerse abbey) in 1492 in Auchtermony.
46 He possessed had sasine of Dunbull in Perth in 1492 in Dunbulls.
46,47 He possessed had sasine of Lour in Forfar in 1492 at Forfar in Lour.
48 He possessed had sasine of Lenzie (Dumbarton) and Bigar (Lanark) in 1492 in Lenzie and Biggar.
49 He possessed had a precept of clare constat from George Sinclair, Baron of Harbertshire, son and apparent heir of Sir Oliver Sinclair of Roslin, Knight, with consent of his said father, for infefting the said John as heir to his grandfather Robert, Lord Fleming on 31 March 1492 in Castlerankine and Seymores and Ballinkeir and others in the county of Stirling.
1,50 He possessed was served heir to his brother David, in the lands of Dunbulls on 2 May 1492 at Perth in Dunbulls.
6,51,47 He possessed was required by a decree of the Lords of Council that, as heir to the deceased David Fleming, and Malcolm Fleming his father, he should warrant and keep to George, Earl of Huntly, these lands on 22 June 1492 in Elrig and others in the Barony of Monycabo.
1,52 He possessed was served heir to his brother at an inquest in 1495.
53 He possessed had a charter under the Great Seal, on the resignation of John Drummond, to himself and Euphame Drummond his wife on 14 May 1496 in Thankerton.
1,2,54,55 He possessed was served heir to his brother Sir David in the baronies of Lenzie and Cumbernauld on 18 April 1497 in Lenzie and Cumbernauld Baronies.
1,56 He possessed was served heir to his brother Sir David on 26 April 1497 in Biggar.
1,57 He possessed was burdened with an assessment of 621/13/4 and 40 merks for five years of unpaid taxes on the barony of Lenzie and the forest of Cummyrnauld on 5 May 1497 in Lenzie and Cumbernauld Baronies.
58,59 He possessed had sasine of Newton of Strathaven and the superiority of Brackenrig in the barony of Avondale on 13 May 1497 in Newton of Strathaven and Brackenrig.
60 He possessed as superior received the resignation by Sir Duncan Forrester of Skipinch (later of Torwood), comptroller, of Easter Seymore and Castlerankin for new infeftment to his son Walter Forrester (instrument 27 Nov 1498) on 16 November 1497 in Easter Seymore.
61 He possessed as superior granted a precept of sasine to James Douglas, heir apparent of John, Earl of Morton, of Edmonstoun and Little Wintermuir; sasine 18 January on 4 January 1498 in Edmonston.
62,63,6465,66 He possessed as superior gave at Calder a precept of clare constat for infefting Sir Duncan Forrester of Skipinch as heir of his father Matthew Forrester in the land of Bad on 20 October 1498 in Bady and Dripps.
67 He possessed was asked by notarial instrument to enfest John Lord Kennedy in the Barony of Thankerton on 15 January 1499 in Barony of Thankerton.
68,44 He possessed was mentioned as a vendor of Newtown, along with John Lord Yester in a charter of the king in favour of James Hamilton on 8 March 1499 at in the barony of Stravaan, Lanarkshire, in Newtown.
69 He possessed was restored to the barony of Thankerton after the earlier unlawful alienation to Gilbert Lord Kennedy by the later Robert Lord Fleming on 16 March 1499 in Thankerton.
70 He possessed mortgaged the barony of Biggar to Archibald Earl of Angus for 900 merks = 600/-/- Scots on 24 March 1499 in Biggar.
71 He possessed Robert Burn renounced and resigned to him the lands of Castlerankin and undertook to deliver the title deeds within forty days on 22 June 1499 in Castlerankine.
72 He possessed redeemed the barony of Biggar from Archibald, Earl of Angus, who had held it in wadset (reversion for 900 merks, 15 Feb 1498); Angus granted the redemption and resigned the barony to the king on 12 August 1499 in Biggar.
73 He possessed had sasine of Monycabock in 1500 in Monycabock (later Newmachar), Aberdeenshire.
74 He possessed discharged a debt of 200 merks owed to Janet Hepburn daughter of John Hepburn of Rowiestoun on 1 June 1500.
75 He possessed was, on a brieve from Chancery, vested in the lands in which his grandfather Lord Fleming had died last vest and seised on 30 June 1500.
76 He possessed was ordered by the king to pay John Lord Drummond 100 marks or forfeit 5 merks of land in the eastern half of Dunbulls on 18 March 1501 in Dunbulls.
77 He possessed had sasine of Craig and Tullymade in the barony of Monycabock on 3 December 1501 in Monycabock (later Newmachar), Aberdeenshire.
78 He possessed had sasine in Overmenzean, Glenrusco and Olivercastle in Peebles in 1502 in Overmenzean, Glenrusco and Olivercastle.
791,80 He possessed granted a charter in his lands of Nether Auchinreoch in the barony of Auchtermony to William Fleming of Bord in exchange for Menzean in the barony of Oliver Castle, sold by Bord on 3 January 1503 in Nether Auchinreoch in the barony of Auchtermony.
81,82,83 He possessed the Mill of Ballankeir, apprised from him for 300 merks, was granted by the Sinclair superiors to Sir Alexander Seton of Touch Fraser (sasine 20 Mar 1504) on 1 February 1504 in Ballankeir.
84 He possessed had sasine in Overkingledoors in Peebles in 1506 at Peebles in Overkingledoors.
85 He possessed had a letter of reversion from Sir Alexander Seton of Touch Fraser for Wester Seymore, apprised from him on 23 January 1506 in Wester Seymore.
86 He possessed had a Crown charter by James IV directed to the sheriff and bailies of Peebles and others for recognition of the lands of Overmenzean and half of Glenrusco on 17 February 1506 in Overmenzean and Glenrusco.
871,88,89 He possessed lost a legal battle with John Lord Hay of Yester over warrandice on these lands on 26 April 1507 in Oliver Castle.
90 He possessed had a charter of the king to John Lord Fleming and his wife Margaret Stewart for the baronies of Biggar and Thankertoun for them and their heirs male on 12 March 1508 in Baronies of Biggar and Thankerton.
91,2,91 He possessed forfeited Overmenzean to the king due to alienating of its greater part without consent on 9 June 1508 in Overmenzean.
92,93,94 He possessed had a Crown charter of the barony of Monycabo in Aberdeenshire on 8 May 1509.
1 He possessed had a charter from George Colquhoun of Glen of the lands of Smithstoun, to be held blench; precept 8 August 1509; sasine 24 April 1510 on 7 August 1509 in Smithstoun.
95,96,97 He possessed as baron of Monycabock gave a precept for infefting Sir Alexander Seton of Tullibody in Tulliemade, Milton of Elrick and the mill of Covell, being bound to re-infeft the vassals after the barony's recognition and his new infeftment (undated) after 1509 in Monycabock (later Newmachar), Aberdeenshire.
98 He possessed had sasine of Gothrastoun in Forfar in 1510 at Forfar in Gothraston.
99 He possessed resigned these lands for royal grant of sasine to his wife Margaret Stewart on 12 March 1510 in Baronies of Biggar and Thankerton.
100 He possessed seems to have sold Gothraston to Andrew Lord Gray on 15 January 1511 at Forfar in Gothraston.
101 He possessed had a precept from Sir Oliver Sinclair for infefting him in Easter and Wester Castlerankine, Doups, Brakenleys, Easter Seymore, Easter Thomastoun and Ballanknock on 10 November 1511 in Harbertschyre.
102 He possessed had sasine of Easter and Wester Castlerankin, Easter Seymore, Easter and Wester Thomastoun and Ballanknock in Harbertshire on precepts of Sir Oliver Sinclair of Roslin (precept 1 Apr 1511, after the recognition of the barony) on 27 January 1512 in Harbertschyre.
103 He possessed forfeited Oliver Castle and hald the lands of Glenrusco to the king due to the alienation of the greater part of it without consent on 2 February 1512 in Oliver Castle and Glenrusco.
104 He possessed had a precept from Sir Oliver Sinclair, on the king's letters, for infefting him in Wester Seymore, which Sir Alexander Seton of Tullibody had held by apprising and renounced (sasine 18 May 1512) on 16 April 1512 in Wester Seymore.
105 He possessed had a letter of reversion from Alexander Livingstone of Dunipace for six merks and nine shillings worth of Castlerankine and Rashhill, for 160 merks (Livingstone's sasine 12 May 1512) on 20 May 1512 in Castlerankine.
106 He possessed was granted a formal license to sell Monycabo on 12 January 1513 in Monycabock (later Newmachar), Aberdeenshire.
107 He possessed agreement with Mr John Murray of Blackbarony, who consented to his infeftment in Bankier in Herbertshire, while Lord Fleming consented to Murray's infeftment in Overmenzean under two reversions of £129 10s on 12 May 1513.
108,109 He possessed had a new charter from Sir Oliver Sinclair of Roslin of Castlerankine, for a pair of gilt spurs, after paying 980 merks as his share of the composition for the recognition of Harbertshire on 13 May 1513 in Castlerankine.
110 He possessed gave a precept for infefting Sir Walter Forrester of Torwood in half of Castlerankine; Forrester granted reversions of it for 1000 merks (18 Jul) and of Easter Seymore for 400 merks (21 Jul), and the Forresters discharged him of the rents uplifted by Sir Oliver Sinclair on 16 July 1513 in Castlerankine.
111 He possessed was granted a regress for Little Gowlie on 31 August 1513 in Little Gowlie.
112 He possessed had a life tack from Sir George Dundas, Lord of St John of Torphichen, of Temple Denny, with the bailiary of those lands on 14 June 1515 in Temple Denny.
113 He possessed had a Great Seal charter of the baronies of Biggar and Thankerton on the resignation of Margaret Stewart, Lady Fleming, his reputed wife on 26 October 1515 in Baronies of Biggar and Thankerton.
114 He possessed he had a charter from King James V, on the resignation of Margaret Stewart, his reputed wife, of the baronies of Biggar and Thankertoun on 26 October 1515 in Baronies of Biggar and Thankerton.
1,542,115116,117,118 He possessed recieved the benefice of the parish of Thankerton on the resignation of the commendator of Kelso circa 1516 at Parish in Thankerton.
119 He possessed named in the record: CROWN CHARTER to Alexander Strathauchin [Strachan], grandson (nepos) and heir apparent of Alexander Strathauchin of Brigtoune [Strachan of Brigton], of the lands and barony of Brigtoune of Kynnettillis [Kinnettles] in the… on 6 February 1516.
120 He possessed had sasine of the baronies of Biggar and Thankerton, with the patronages of the churches and chaplainries on 18 February 1516 in Baronies of Biggar and Thankerton.
12122 He possessed gave a receipt to Archibald Douglas Earl of Angus for a certain sum received as Great Chamberlain of Scotland on 2 April 1521 in Rhoan, France.
122 He possessed had from Patrick Dickson an assignation of the reversion granted by Walter Hunter of Polmood of the Quarter and part of Glenquotho (90 merks), and a perpetual tack of 6 merks 3s 4d land of Glenquotho for £4 3s 4d a year on 30 April 1523 in Glenquotho and Quarter Chapel.
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