| Generation No. 2 |
| 2. Nicholas Sydney was the son of (4) William Sydney and (5) Thomasine Sydney [Barrington]. He was born 1450 to 1454; died c 1512 |
| He married Anne Brandon on c 1485. She was born c 1460, daughter of Sir William Brandon. They had the following children: |
| i | Thomasine who was born c 1490 Penshurst, Kent |
| ii | Sir William who was born 8th Mar 1501 Penshurst, Kent; died 10th Feb 1554 Penshurst, Kent; buried after 10th Feb 1554 St. John the Baptist Church, Penshurst, Kent |
| iii | Thomas who was born c 1506 Penshurst, Kent |
| iv | Robert who was born c 1508 Penshurst, Kent |
| v | Francis who was born c 1510 Penshurst, Kent |
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| 3. Anne Sydney [Brandon] She was born c 1460, daughter of Sir William Brandon |
| She married Nicholas Sydney on c 1485. He was born 1450 to 1454; died c 1512. They had the following children: |
| i | Thomasine who was born c 1490 Penshurst, Kent |
| ii | Sir William who was born 8th Mar 1501 Penshurst, Kent; died 10th Feb 1554 Penshurst, Kent; buried after 10th Feb 1554 St. John the Baptist Church, Penshurst, Kent |
| iii | Thomas who was born c 1506 Penshurst, Kent |
| iv | Robert who was born c 1508 Penshurst, Kent |
| v | Francis who was born c 1510 Penshurst, Kent |
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