Chestnut Hill


14 Listings Available

Leading to the town of Newton and characterized by the Gothic architecture of Boston College that sits at the top of the reservoir, Chestnut Hill is one of New England’s most affluent towns.

The Green Line runs up Beacon Street and Commonwealth Avenue through tree-lined stations, quietly picking up and dropping off passengers to the quaint residences of Chestnut Hill.

Shopping and dining in Chestnut Hill is plentiful with the Mall at Chestnut Hill, the Street in Chestnut Hill, Chestnut Hill Square and the Shops at Putterham. Filled with high-end retailers like that of Bloomingdale’s, Kate Spade and Vineyard Vines, the Mall at Chestnut Hill provides two levels of high-end shopping. The open air shopping of the Street at Chestnut Hill boasts additional stores for the chic and sophisticated shopper along with favorite local restaurants such as Shake Shack and Aquitaine.

Unique to the area at the top of Beacon Street and just on the outer edges of Boston College campus is the Chestnut Hill Reservoir with serene views of New England foliage and the neighboring residences. In the Fall, orange, yellow and red leaves take over the entire surrounding trees. A dirt-lined path weaves its way around the expanse of the reservoir and forming a serene escape for joggers, walkers and their pets.

Loading map…

Notify Me
When a new listing becomes available
in Chestnut Hill



14 Listings Available in Chestnut Hill View All

65 Essex Rd

Chestnut Hill, Newton, MA


6 beds 6 baths 1 half bath 9,282 sqft

10 Old England Rd

Chestnut Hill, Newton, MA


5 beds 5 baths 1 half bath 6,537 sqft

107 Waban Hill Rd

Chestnut Hill, Newton, MA


7 beds 6 baths 2 half baths 8,411 sqft

95 Suffolk Rd

Chestnut Hill, Newton, MA


6 beds 3 baths 1 half bath 3,855 sqft

9 Old Orchard Road

Chestnut Hill, Newton, MA


7 beds 5 baths 3 half baths 6,321 sqft

321 Hammond Pond Parkway 103

Chestnut Hill, Brookline, MA


2 beds 2 baths 1,350 sqft

View All Listings in Chestnut Hill