20+ Houses for Sale in Chestnut Hill, MA
24 results
24 single-family homes are for sale in Chestnut Hill, MA (median list price $3,250,000), as of November 4, 2026.
$1,099,000
Price reduced by ↓ $100,00066 Brookline St, Newton, MA 02467
$561/sqft · 301 days on market
$4,795,000
Price reduced by ↓ $203,5009 Singletree Rd, Brookline, MA 02467
$706/sqft · 170 days on market
$1,649,000
Price reduced by ↓ $100,000133 Wolcott Road, Brookline, MA 02467
$660/sqft · 58 days on market
$1,375,000
Price reduced by ↓ $20,000$580/sqft · 55 days on market
$3,695,000
Price reduced by ↓ $300,00017 Glenoe Rd, Brookline, MA 02467
$757/sqft · 57 days on market
What's actually happening in Chestnut Hill right now?
Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.
$995,000
30 Hackensack Road, Brookline, MA 02467
$737/sqft · 21 days on market
$3,350,000
Price reduced by ↓ $49,00022 Scotney Road, Newton, MA 02467
$546/sqft · 217 days on market
$849,900
77 Payson Rd, Brookline, MA 02467
$607/sqft · 12 days on market
$2,595,000
Price reduced by ↓ $380,000284 Woodland Road, Brookline, MA 02467
$663/sqft · 57 days on market
$3,150,000
Price reduced by ↓ $199,00080 High Rock Ter, Newton, MA 02467
$482/sqft · 42 days on market
$4,980,000
90 Suffolk Rd, Newton, MA 02467
$841/sqft · 46 days on market
$2,799,999
79 Randolph Road, Brookline, MA 02467
$868/sqft · 15 days on market
$6,400,000
Price reduced by ↓ $595,000198 Clyde Street, Brookline, MA 02467
$981/sqft · 205 days on market
$2,495,000
79 Woodchester Dr, Newton, MA 02467
$575/sqft · 49 days on market
$7,995,000
334 Hammond St, Newton, MA 02467
$782/sqft · 22 days on market
$1,750,000
Price reduced by ↓ $50,000764 Hammond St, Brookline, MA 02467
$583/sqft · 245 days on market
$3,499,999
Price reduced by ↓ $500,00031 Kesseler Way, Newton, MA 02467
$430/sqft · 70 days on market
$2,765,000
401 Heath Street, Brookline, MA 02467
$686/sqft · 58 days on market
$8,995,000
Price reduced by ↓ $804,000188 Heath St, Brookline, MA 02467
$1,244/sqft · 254 days on market
$3,750,000
Price reduced by ↓ $250,000331 Heath Street, Brookline, MA 02467
$989/sqft · 247 days on market
$2,399,000
365 Newton St, Brookline, MA 02467
$740/sqft · 118 days on market
$5,627,000
Price reduced by ↓ $350,000394 Hammond St, Newton, MA 02467
$663/sqft · 288 days on market
$8,200,000
40 Singletree Rd, Brookline, MA 02467
$882/sqft · 159 days on market
$9,985,000
68 Clyde Street, Brookline, MA 02467
$1,368/sqft · 259 days on market
Houses for sale in Chestnut Hill, MA: market at a glance
As of November 4, 2026, there are 24 single-family homes for sale in Chestnut Hill, MA, with a median list price of $3,250,000.
- Houses for sale
- 24
- Median list price
- $3,250,000
Common questions about Chestnut Hill, MA real estate
How many single-family homes are for sale in Chestnut Hill, MA?
As of November 4, 2026, there are 24 single-family homes for sale in Chestnut Hill, MA.
What is the median single-family home price in Chestnut Hill, MA?
The median list price of single-family homes for sale in Chestnut Hill, MA is $3,250,000.
How long do homes take to sell in Chestnut Hill, MA?
Single-family homes currently for sale show a median of about 54 days on market.
Brokerage Information
Coldwell Banker
130 Concord Ave, Belmont, MA, USA
(617) 828-8863
Market Area Served
Belmont, Arlington, Newton, Scituate, Cambridge, Watertown and many more.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.























