Complex sentence: She carries a high social status, wears fashionable and expensive clothing, and has had two sisters (Sienna and Rachel) attend Chestnut Hill prior to her, both of whom were very successful there.
Split into simpler sentences: She carries a high social status, wears fashionable and expensive clothing. Lynsey's older sisters Sienna and Rachel attended Chestnut Hill prior to her, both of whom were very successful there.