The Sumner Hill Historic District encompasses a predominantly residential area of high-quality late 19th-century residences in the Jamaica Plain neighborhood of Boston, Massachusetts.

The district features Second Empire, Italianate, and Queen Anne style architecture, and was listed on the National Register of Historic Places in 1987.

Portions were developed in the latter half of the 18th century as large country summer estates for wealthy Bostonians, including John Hancock, Francis Bernard, and Joshua Loring.

Development of the Sumner Hill area was begun in the 1850s by the heirs of David Greenough, and went through a second major phase in the late 19th century.

The district's roadways are laid out to accommodate the area's hilly topography, winding around and along its features.