A 25-unit condominium community in Allston, Boston.
Market figures reflect closed sales over the last 12 months. Data sourced from MLS PIN.
# 40-50 Chestershire Condominium
40-50 Chestershire Condominium is a 25-unit residential building located in Allston, offering a mix of one- and two-bedroom floor plans with character details typical of Boston's established neighborhoods. Recent market activity shows a median sale price of $233,000 across five transactions, with units averaging $371 per square foot and spending 28 days on the market—indicating solid demand in this segment.
The building contains primarily one- and two-bedroom configurations. Two-bedroom units range from approximately 645 square feet with open layouts and no wasted space. One-bedroom options include a one-bed-plus-study format offering versatile square footage with multiple windows and generous closet space. Several units feature sunroom or alcove areas adjacent to living spaces, adding functional square footage without formal bedroom designation. High first-floor units sit well above street level, providing security and natural light while maintaining residential appeal.
Units display varied renovation levels. Some offer move-in-ready condition with updated kitchens and bathrooms, while others retain original hardwood and high ceilings but require cosmetic work—reflected in pricing variations across recent sales.
Located in Allston, the building sits convenient to public transportation and neighborhood amenities along Commonwealth Avenue. The residential street positioning provides a quieter living environment while maintaining proximity to T access and local services. With 40% owner-occupancy, the building balances owner-occupants and investors.
Units consistently feature abundant sunlight, with descriptions noting "nine large windows" and "sun streams into each room" across multiple listings. The combination of high ceilings and bright exposures creates an airy feel despite urban density. This Boston neighborhood location appeals to commuters seeking accessible transit options without premium pricing, making the building attractive for both primary residences and investment purposes.
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 40-50 Chestershire — 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 40-50 Chestershire →Over recent sales, units at 40-50 Chestershire Condominium sold at a median of $233,000, about $371 per square foot.
40-50 Chestershire Condominium is a 25-unit condominium association in Boston, MA.
Recent sales at 40-50 Chestershire Condominium averaged about 28 days on market, with 5 closings in the period.