Chestnut Hill, Newton
Neighborhoods/Newton/Chestnut Hill

Chestnut Hill

Upscale living near the Chestnut Hill Reservoir with grand homes and proximity to Boston College.

Typical Price Range:$2M–$5M+

About Chestnut Hill

Chestnut Hill is Newton's prestige address — and it earns it. The homes here are grand: think stone-and-slate estates set back on rolling lawns along Hammond Street, brick Georgians with circular driveways on Commonwealth Avenue, and newer luxury builds on Crafts Street. The Chestnut Hill Reservoir provides a stunning 1.5-mile walking loop, Hammond Pond Reservation offers hiking and glacial pond swimming, and The Street Chestnut Hill delivers upscale shopping and dining. This is where Newton meets Brookline and Brighton at the Boston College campus, creating a neighborhood that feels like its own world. Prices reflect all of this — Chestnut Hill commands the highest premiums in Newton, and the homes that come on the market here tend to sell fast.

Property Character

Grand and substantial. Large single-family homes on generous lots are the norm — many over 4,000 square feet on half-acre-plus parcels. Significant stone, brick, and slate construction. Well-maintained historic homes mixed with newer luxury builds. This is not a starter-home village.

Typical Home Styles

Georgian ColonialTudorStone estateContemporary luxuryEnglish ColonialFrench Provincial

Best For

Move-up buyers looking for a prestigious Newton address
Families who want estate-level homes with top public schools
BC faculty, executives, and professionals who want proximity to campus
Buyers who value green space, reservoir access, and a private feel

Local Highlights

  • •Chestnut Hill Reservoir — the 1.5-mile loop is one of the best walks in Greater Boston
  • •The Street Chestnut Hill — open-air luxury shopping and dining complex
  • •Hammond Pond Reservation — trails, glacial pond, and surprising wilderness
  • •Boston College campus — beautiful grounds, cultural events, Eagles athletics
  • •Chestnut Hill Mall — Bloomingdale's, Pottery Barn, and upscale retail

Getting Around

Chestnut Hill station (Green Line D branch) is at the edge of the neighborhood — about 20 minutes to Kenmore. The 86 bus connects to Harvard Square via Brighton. Driving access to the Mass Pike and Route 9 is straightforward. Most residents here are car-dependent despite transit options.

Schools

Served by Countryside Elementary (K-5), which is one of the most sought-after elementary schools in Newton. Middle school is Bigelow. High school is Newton South. The Chestnut Hill school zone is a significant driver of housing demand here.

Landscaped garden at a residential property in Greater Boston

Explore more of Newton

Chestnut Hill is just one part of what makes Newton special.

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