A 54-unit condominium community in Brighton, Boston.
Market figures reflect closed sales over recent sales. Data sourced from MLS PIN.
# 247-249 Chestnut Hill Avenue Condominium
247-249 Chestnut Hill Avenue is a 54-unit condominium complex located in Brighton's highly desirable Cleveland Circle neighborhood. Recent sales data shows a median price of $322,500, with units averaging $613 per square foot and spending approximately 40 days on the market—reflecting the area's competitive appeal.
The building offers a mix of studio and one-to-two-bedroom units to accommodate different lifestyle needs.
Studio & Junior One-Bedroom Units feature separate sleeping alcoves with built-in loft-style beds and ample storage. These units include defined entry foyers and separate kitchens, providing clear spatial separation despite modest square footage. Many include modern updates and abundant natural light.
One-Bedroom Units showcase well-proportioned living rooms with high ceilings and large windows. Eat-in kitchens, hardwood floors, and closet space are standard. These layouts work equally well for owner-occupants and investors.
Two-Bedroom Units predominantly occupy top-floor positions, featuring sunny exposures, hardwood floors, modern kitchens, and rear-facing balconies or patios. Higher ceilings and enhanced floor plans characterize these premium offerings.
Cleveland Circle is unquestionably one of Boston's most walkable neighborhoods, and this building's location delivers immediate access to the essentials. Steps away, residents reach the Green Line's C and D branches, providing straightforward transit to downtown Boston and Cambridge. The immediate vicinity includes Whole Foods, independent restaurants, retail shops, and Starbucks.
Proximity to major institutions and employers matters here: Boston College, Boston University, and St. Elizabeth Hospital are nearby, making this address practical for students, staff, and healthcare professionals. The Chestnut Hill Reservoir sits within walking distance, offering green space and recreational appeal.
The professional management maintains common areas to a high standard, and the strong association ensures building operations run smoothly. For investors, the combination of location, manageable purchase price, and consistent demand creates a compelling case. Owner-occupants benefit from immediate walkability, established neighborhood character, and transport convenience—qualities that define successful urban living in Boston.
Justin Rollo is a Massachusetts real estate expert with over a decade of experience and hundreds of South Shore transactions. He tracks every sale, pending, and price movement inside 247-249 Chestnut Hill Avenue — so whether you're buying into the community or thinking about selling, you're working with someone who knows this specific association inside and out.
Ask Justin about 247-249 Chestnut Hill Avenue →Over recent sales, units at 247-249 Chestnut Hill Avenue Condominium sold at a median of $322,500, about $613 per square foot.
247-249 Chestnut Hill Avenue Condominium is a 54-unit condominium association in Boston, MA.
Recent sales at 247-249 Chestnut Hill Avenue Condominium averaged about 40 days on market, with 6 closings in the period.