High Street Hill

High Street Hill in Brookline has a rich history in the Boston area and served as an escape for Boston’s elite back in the early 20th century. High Street Hill is also commonly referred to as “Pill Hill” due to the number of doctors that lived within its borders.

Today High Street Hill is still a residential neighborhood that features small lots and uniform looking homes. High Street Hill has gone through several economic ups and downs and today is known for being a close-knot community with a strong neighborhood association. To this day the residents still get together for neighborhood potlucks, and musical performances. High Street Hill is designated as a national historic site and all land development must be approved by the High Street Hill Neighborhood Association.

High Street Hill in Brookline is more commonly known as Pill Hill. And the name is very apt. It is so close to the huge Longwood Medical Center that it became home to many of the facilities doctors and other employees. The name it isn’t recent either. It was bestowed in the late 19th Century! The area is full of beautiful Victorian homes most of which have lovely views from their sites on the hillside. Residents have managed to maintain a quiet, leafy and old feel to the streets through one of the strongest neighborhood associations anywhere. This is an area where preservation and restoration never waiver.

Leaverett Pond is one of the big attractions because it provides residents with outstanding outdoor space complete with gardens, playgrounds and room for biking and running. The community cooperation that goes into keeping the Pond area up is really outstanding.