OVERVIEW
Brookline hosts a wide array of real estate offerings ranging from the grand estates of Chestnut Hill and Cottage Farms to the more moderately priced two-family and condo inventory in Washington Square, Coolidge Corner and Brookline Village. Known for its blend of suburban charm and urban convenience, Brookline serves as a wonderful transition from urban living to the suburban dream.
Brookline has long been a playground for the wealthy and well-connected, attracting business leaders, renowned academics, and professional athletes who appreciate its privacy, prestige, and proximity to Boston. Brookline’s Chestnut Hill Estates are home to some of the most expensive and private residences in Massachusetts, with sprawling mansions tucked away behind manicured hedges and robust gates. Often owned by CEOs, surgeons, and influential figures in Boston’s finance and real estate sectors, these homes are truly stunning trophies within the broader realm of estates nationally. This area surrounds one of the most exclusive and prestigious private clubs in the country, The Country Club. This club is steeped in history, dating back to its founding in 1882.
Currently For Sale in Brookline!
Masterfully blending historic charm with modern-day family living, this home offers much more than even meets the eye. Nestled between Fisher Hill and Chestnut Hill, the 6+ bedroom Colonial Revival house has been reimagined to meet the demands of today’s lifestyle while preserving its timeless elegance.
Scenic Parks & Outdoor Spaces
Brookline is home to many parks that offer a mix of recreational activities, green space, and historic charm. Here’s a couple of our favorite:
- Larz Anderson Park – The largest park in Brookline, Larz Anderson Park offers sweeping views of the Boston skyline, a beautiful pond, picnic areas, walking trails, playing fields and a historic auto museum. In the winter, the park is home to one of the best outdoor skating rinks in the Boston area.
- Olmsted Park – Part of the Emerald Necklace designed by Frederick Law Olmsted, this park features tranquil walking paths, ponds, and lush greenery, making it a perfect escape from city life while still being close to Boston. It’s a favorite for runners, dog walkers, and nature lovers.
- Griggs Park & Amory Park – These neighborhood parks offer playgrounds, sports fields, and open green spaces for community gatherings and relaxation.
- Elliot/Warren Park – A large park with several grass baseball fields, four tennis courts, basketball courts and multiple playground structures. Also the home of Brookline Recreation Department.
Great Access to Boston
Brookline residents get to take advantage of excellent access to Boston via the MBTA’s Green Line, which has two branches running through the town. The C line makes its way out of Back Bay stopping at St. Mary’s Street, Coolidge Corner and Washington Square before terminating in Cleveland Circle. The D line is a faster, more commuter-friendly line that runs along the old railroad tracks, connecting residents to Riverway, Brookline Village, Longwood Medical Area and on to Newton.
Brookline borders six Boston neighborhoods:
Brighton, Allston, Fenway–Kenmore, Mission Hill, Jamaica Plain, and West Roxbury.
Neighborhood Specialist
