Chestnut Hill
Upscale living near the Chestnut Hill Reservoir with grand homes and proximity to Boston College.
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
Best For
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 Serving Chestnut Hill
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.
Frequently Asked Questions About Chestnut Hill
What is Chestnut Hill in Newton like?
Upscale living near the Chestnut Hill Reservoir with grand homes and proximity to Boston College. 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. Chestnut Hill is especially popular with move-up buyers looking for a prestigious newton address and families who want estate-level homes with top public schools. Contact Steinmetz Real Estate for a personalized tour of Chestnut Hill.
What are home prices in Chestnut Hill, Newton?
Homes in Chestnut Hill typically range from $2M–$5M+. The Newton market has seen a +6.2% year-over-year price change. Sarina Steinmetz has 26+ years of experience in this neighborhood — call (617) 610-0207 for a precise valuation.
What types of homes are in Chestnut Hill?
Chestnut Hill features Georgian Colonial, Tudor, Stone estate, Contemporary luxury, English Colonial, French Provincial homes. 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-maintaine Browse active listings in Newton on our listings page.
How is the commute from Chestnut Hill, Newton?
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. From Newton, the drive to Downtown Boston (Financial District) is approximately 25-40 min and 35-45 min (Green Line D) by transit.
What are the best schools near Chestnut Hill?
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. Top-rated schools include Newton North High School (9/10), Newton South High School (9/10), F.A. Day Middle School (8/10). The Steinmetz team can help you verify school zones for specific addresses in Chestnut Hill.
Explore more of Newton
Chestnut Hill is just one part of what makes Newton special.