Charleswood is a semi-rural residential community and neighbourhood in the southwest corner of Winnipeg, Manitoba, Canada. Since at least the 1930s, Charleswood has been known as "The Suburb Beautiful."It composes part of the city ward of Charleswood - Tuxedo - Westwood; and is part of the provincial electoral district of Roblin (replacing the former electoral district of Charleswood). It is also served by the Pembina Trails School Division.