Chestnut Hill Real Estate
Living in Chestnut Hill offers a sophisticated blend of suburban tranquility and exceptional urban proximity, making it one of the most enduringly desirable residential enclaves just six miles west of downtown Boston. Straddling the borders of Brookline, Newton, and Boston, this historic neighborhood is characterized by its tree-lined streets, architectural diversity ranging from classic mid-century estates to contemporary luxury condominiums, and a distinct village atmosphere. Commuter convenience is a hallmark of the area, with direct access to major transit routes like Route 9 and the Massachusetts Turnpike, alongside seamless public transportation options via the MBTA Green Line. Residents enjoy a highly walkable lifestyle with immediate access to premier shopping, vibrant local dining, and open-air retail destinations that feature artisanal coffee shops, gourmet grocers, and upscale boutiques. The neighborhood beautifully balances this commercial convenience with abundant opportunities for outdoor recreation and peaceful reflection, highlighted by the scenic walking trails surrounding the historic Chestnut Hill Reservoir and the tranquil, wooded paths of local conservation areas. This unique intersection of natural beauty, commercial amenities, and straightforward highway connectivity establishes a polished, stable, and deeply rooted residential environment perfect for those seeking metropolitan access without sacrificing a peaceful neighborhood character.
Most Popular
22 Scotney Road
$3,399,000
Most Expensive
1014 Boylston Street
$16,980,000
Least Expensive
18 Travis Dr
$1575000
Chestnut Hill Listings Summary
Chestnut Hill - Town vs. County Stats
Avg Price in Chestnut Hill: $2,880,800 / County Avg $1,419,900
203%
Avg Taxes in Chestnut Hill: $27,500 / County Avg $243,800
11%
Avg Sq. Ft. in Chestnut Hill: 3,529 / County Avg 2,581
137%
Avg Price per/sqft in Chestnut Hill:$816 / County Avg $550
148%
Avg Year Built in Chestnut Hill: 1966 / County Avg 1965
100%
Avg Days on Website in Chestnut Hill: 66 / County Avg 61
108%
Chestnut Hill Real Estate Market Health
New Listings
Reductions
Foreclosures
Short Sales
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