South Brookline Real Estate

Tucked away between Chestnut Hill Village and the Buttonwood neighborhood, South Brookline is characterized by rolling hills, winding roadways, and large estates. Originally a farming community in the 18th century, the area still retains the mossy stonewalls and large open spaces that were common then. Conservation laws have helped preserve many of the larger estates as single-family residences. Early residents in the area built simple, wood homes which were replaced in the 1880s by larger homes of granite and brick as the wealthy Bostonians who designed them became exposed to European style in their travel overseas. With access to Brookline’s top-notch schools and close proximity to Boston, South Brookline attracts executives, medical professionals, and young families.   Read more about South Brookline real estate.

South Brookline Homes For Sale

South Brookline Homes For Sale March 25, 2023
3
Listed
26
Avg. DOM
$614.62
Avg. $ / Sq.Ft.
$1,499,000
Med. List Price
3 Properties
$1,799,999
Neighborhood: Chestnut Hill
4
Beds
3
Baths
2,993
Sq.Ft.
1938
Year Built
51
Days on Site
73076185
MLS
Brookline,Chestnut Hill... You will be inspired by distinctive architectural style, elegant brick/stone residence. Adorned with historically long lasting also eco-friendly terra cotta clay tile roof....
Open 3/25
274 Beverly Rd Brookline,  MA 02467
3
Beds
2F11/2
Baths
2,628
Sq.Ft.
1930
Year Built
5
Days on Site
73089786
MLS
Modern elegance meets classic New England coastal charm in this gracious, beautifully renovated Garrison Colonial in Brookline s coveted Baker School area. The eat-in kitchen, renovated in 2020, is...
$1,289,000
Neighborhood: Chestnut Hill
4
Beds
1F11/2
Baths
1,918
Sq.Ft.
1934
Year Built
24
Days on Site
73083543
MLS
Chestnut Hill, Brookline. This darling wood shingled colonial home is in the desirable Baker School district. Located on a lovely corner lot, this home offers 4 bedrooms with 1.5 bathrooms and a 1...

More About South Brookline Real Estate

South Brookline Location

South Brookline borders Newton Street to the north, northwest and northeast; Allendale Street to the northeast; and the VFW Parkway to the south. The area is served by MBTA bus lines and is eight miles from Downtown Boston.

South Brookline History

In the late 18th century, South Brookline served as a summer destination for Boston’s elite, who built seasonal estates among the rolling hills. By the mid-19th century the homes had expanded in size and were known for their luxurious details and lush gardens. Ignatius Sargent purchased the "Holm Lea" estate in 1845, creating a world-class collection of rhododendrons fringed with majestic trees and a pond. The Anderson estate “Weld” was known for its eclectic style and regal Italian garden. Upon the Anderson family’s death, the estate was deeded to the town, becoming a premier park. South Brookline is a mecca for landscaping artistry, claiming a couple of the nation’s most influential designers and architects as residents — Frederick Law Olmsted and H.H. Richardson. Today, select estates from the era have been successfully repurposed for institutional use, including using the historic buildings and grounds as schools.

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