Now available for sale is a six-unit mixed-use property in the heart of Brookline, MA. This free-standing building includes four street-level retail spaces and two apartments above, offering a solid mix of income. Located directly across from the Green Line, the property benefits from great visibility, steady foot traffic, and easy access to public transportation. With strong surrounding residential density and an active commercial area, this property continues to see consistent demand from both retail tenants and residents.
Attention developers, investors and end-users alike! Unlock the rare opportunity of this brick two-family that sits on a large lot in a convenient Chestnut Hill location. Both units feature two good sized bedrooms and one bathroom. Beautiful hardwood floors throughout and a fireplace in each unit’s living and dining areas. The kitchens lead to screened-in balconies which overlook the backyard. The lower-level boosts laundry, plenty of storage and two garage parking spaces. Easy access to The Street, the MBTA Green D line, Brookline Reservoir, Longwood Medical Area, and everything Brookline has to offer. Recently rented as furnished units, the property to be delivered without tenants. Buyers encouraged to perform their own due diligence.
Welcome to 84 Winthrop Rd—an extraordinary two-family residence in the heart of Brookline, offering nearly 8,000 sq. ft. of luxurious living. With 10 bedrooms and 8 and half bathrooms across two expansive homes, this property is designed for both elegance and functionality. Inside, discover chef-inspired kitchens appointed with premium Miele and Viking appliances, custom cabinetry, and sophisticated finishes that set a new standard for multi-family living. Each residence showcases grand open layouts, spa-like baths, and abundant natural light, blending timeless style with modern comfort. Perfect as a trophy investment or multigenerational living, this rare opportunity combines scale, design, and prestige in one of Brookline’s most coveted locations.
Welcome to this rare opportunity to own a meticulously maintained luxury multi-family estate in one of Brookline’s most prestigious neighborhoods. Nestled on a tree-lined street just minutes from Coolidge Corner, Longwood Medical Area, and Downtown Boston, this stately property offers timeless elegance, modern upgrades, and unmatched versatility for owner-occupants or savvy investors. Featuring 2 spacious units with 4 bedroom and 3.5 bathrooms, this residence showcases sun-drenched interiors, soaring ceilings, and exquisite architectural detail throughout. Each unit boasts gourmet chef’s kitchens, high-end appliances, designer finishes, and spa-inspired baths. Private outdoor spaces, custom mill work, hardwood floors, and oversized windows complete the upscale living experience. The property includes 2 deeded off street parking spots per unit and electric charge ports, offering a rare blend of comfort, luxury, and investment potential!

Brookline is located in Massachusetts. Brookline, Massachusetts has a population of 62,620. Brookline is more family-centric than the surrounding county with 41.09% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Brookline, Massachusetts is $122,356. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Brookline is 35.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 47.2 inches per year, with 49.3 inches of snow per year.