Set on .92 acres in Brookline’s Estate neighborhood, this five-bedroom, three-bath home was ahead of its time in all the right ways. Originally built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family residence in 1968 and extensively reimagined. Open living spaces, expansive walls of glass, and a seamless connection to the surrounding landscape define the home—modern features that still shape how it lives today.

Enhanced by a southwest exposure, the 2,834 square foot home is filled with natural light throughout. Long sight lines run through the house to the landscape beyond. The first floor is open and easy, with spaces that feel distinct but flow naturally together. Oversized windows and glass doors open directly to the backyard.

The kitchen connects easily to the dining area, where a fireplace anchors the space for everyday meals or gathering. Just beyond, a more intimate family room with custom built-ins offers a comfortable place to sit and relax. A vaulted living room, filled with light from multiple exposures and centered around a second fireplace, provides flexible living space with direct access to the backyard. Two main-level bedrooms with a shared bath add flexibility for guests, family, or one-level living.

An open central staircase lined with skylights leads to the second floor, where the primary suite is set apart with treetop views, a vaulted ceiling, and an en-suite bath. Two additional bedrooms, a full bath, and laundry complete the upper level. The lower level adds practical space with a mudroom and ample storage. Two car garage on either side of the house and plenty of driveway parking. 

Outside, the setting is what really stands out. Mature trees, open lawn space, and long views create a sense of privacy and calm. In the spring, daffodils spread across the yard, while layered plantings bring color and texture through the seasons. Just miles from downtown Boston, this is a home where history, architecture, and landscape come together in a way that is rarely found in Brookline.

LOCATION HIGHLIGHTS

SCHOOLS:   

Hayes School - 1.1 miles
Lincoln School - 0.7 miles
Brookline High School - 1.1 miles

The Park School - 1.3 miles
Dexter/Southfield – 1.9 miles
Brimmer and May - 2.0 miles
The Chestnut Hill School – 2.3 miles
Beaver Country Day - 2.5 miles
Shady Hill School - 5.0 miles

MBTA:                       

Brookline Hills “D” Line - 0.9 miles

DESTINATIONS:    

Longwood Medical Area – 2.2 miles
Fenway Park - 2.9 miles
Back Bay – 4.2 miles
Cambridge - 4.5 miles
Logan Airport – 7.8 miles