Astwood has been a Member of the House of Assembly for Grand Turk South & Salt Cay since November 2012.
He is the son of one of the founders of the People's Democratic Movement (PDM), Lewis Edwin Astwood III.
Following the landslide victory of the PNP in the 2021 election, Astwood was the only candidate of his party to win his seat in the House of Assembly.
Under Astwood’s leadership, the PDM continued to face significant challenges.
In the 2025 general election, the party experienced another historic defeat, securing only 2 of the 19 available seats in the House of Assembly.