Chestnut Hill MA
39 active listings out of 8.4K total properties we track across 4 Chestnut Hill ZIPs — listings, off-market homes, rentals, and full sales/tax history. Refreshed nightly.
While you're here, take in the bigger picture — maps below show Boston metro, not just Chestnut Hill. Same company, same dataset, different resolution.
Inventory breakdown
Distribution of the 39 currently-active listings in Chestnut Hill, MA. Full dataset covers 8.4K properties — listings, off-market homes, rentals, and full history.
ZIP codes in Chestnut Hill
Drill into any ZIP for hex-level breakdowns.
Nearby cities
Other Massachusetts cities within driving distance.
Get Chestnut Hill, MA data in your app
GET https://api.straply.com/v1/markets/city/chestnut-hill-ma
Authorization: Bearer $STRAPLY_KEY{
"city": "chestnut-hill-ma",
"total_tracked": 8397,
"active": 39,
"median_list": 1475000
}Chestnut Hill, MA real estate: market summary
As of April 2026, Straply tracks 8,397 homes in Chestnut Hill, MA, with 39 active for sale at a median list price of $1,475,000 (~$572/sq ft). Notably, home prices are climbing — the median sale price is up 40% year over year.
- Median list price
- $1,475,000
- Median $/sq ft
- $572
- Active listings
- 39
- Median sale price
- $2,270,000 (+40% YoY)
- Properties tracked
- 8,397
Frequently asked: Chestnut Hill, MA real estate
What is the median home price in Chestnut Hill?
The median list price in Chestnut Hill, MA is $1,475,000 (about $572 per square foot), based on 39 active listings tracked by Straply as of April 2026.
What price range are homes in Chestnut Hill?
Active listings in Chestnut Hill, MA concentrate in: 33% $2m+ and 23% $300k–$500k.
Are home prices in Chestnut Hill going up or down?
The median sale price is $2,270,000, up 40% year over year. Straply tracked 59 sales here over the past 12 months.
How many homes are for sale in Chestnut Hill?
Straply is tracking 39 active listings in Chestnut Hill, MA out of 8,397 properties on record as of April 2026.
How old are the homes in Chestnut Hill?
Most homes in Chestnut Hill, MA were built in the 1960s. About 32% were built after 1980, while 15% predate 1940. The newest tracked home dates to 2026.
What types of homes are in Chestnut Hill?
Chestnut Hill, MA is mostly condos (49% of listings). Also common: townhouses 26%, single-family homes 15%.
How many bedrooms do homes in Chestnut Hill typically have?
The most common size in Chestnut Hill, MA is 2 bd.
What areas are near Chestnut Hill?
Nearby markets Straply also tracks include Brighton, NEWTON CENTER, Dedham, West Roxbury.
Data as of April 2026. Source: Straply. For address-level history and programmatic access, use the Straply API.