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.

Property at 66 Brookline St, Newton, MA 02467
1 / 29
Active Under Contract
Price drop

$1,099,000

Price reduced by

66 Brookline St, Newton, MA 02467

3 bds
|
2.5 ba
|
1960 sqft

$561/sqft · 301 days on market

MLS® 73466463Single Family Residence
REMAX Executive Realty - Alexandra Rowe

$4,795,000

Price reduced by

9 Singletree Rd, Brookline, MA 02467

4 bds
|
4.5 ba
|
6790 sqft

$706/sqft · 170 days on market

MLS® 73520842Single Family Residence
Coldwell Banker Realty - Brookline - Deborah M. Gordon

$1,649,000

Price reduced by

133 Wolcott Road, Brookline, MA 02467

4 bds
|
3 ba
|
2500 sqft

$660/sqft · 58 days on market

MLS® 73572511Single Family Residence
Coldwell Banker Realty - Brookline - Mary Lochner
Property at 91 Grove, Brookline, MA 02467
1 / 18
Active
Price drop

$1,375,000

Price reduced by

91 Grove, Brookline, MA 02467

3 bds
|
2 ba
|
2370 sqft

$580/sqft · 55 days on market

MLS® 73575003Single Family Residence
The Statesmen Group, LLC - Eric Seitz
Property at 17 Glenoe Rd, Brookline, MA 02467
1 / 33
Active
Price drop

$3,695,000

Price reduced by

17 Glenoe Rd, Brookline, MA 02467

4 bds
|
4.5 ba
|
4884 sqft

$757/sqft · 57 days on market

MLS® 73573585Single Family Residence
Coldwell Banker Realty - Brookline - Jamie Genser

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$995,000

30 Hackensack Road, Brookline, MA 02467

3 bds
|
1.5 ba
|
1350 sqft

$737/sqft · 21 days on market

MLS® 73590431Single Family Residence
Coldwell Banker Realty - Belmont - Delrose Mcshane Team
Property at 22 Scotney Road, Newton, MA 02467
1 / 42
Active
Price drop

$3,350,000

Price reduced by

22 Scotney Road, Newton, MA 02467

7 bds
|
6.5 ba
|
6140 sqft

$546/sqft · 217 days on market

MLS® 73494324Single Family Residence
William Raveis R. E. & Home Services - Esin Susol Team
Property at 77 Payson Rd, Brookline, MA 02467
1 / 35
Active Under Contract

$849,900

77 Payson Rd, Brookline, MA 02467

3 bds
|
1 ba
|
1401 sqft

$607/sqft · 12 days on market

MLS® 73594577Single Family Residence
Vogt Realty Group, LLC - Patsy Brennan
Property at 284 Woodland Road, Brookline, MA 02467
1 / 38
Active Under Contract
Price drop

$2,595,000

Price reduced by

284 Woodland Road, Brookline, MA 02467

5 bds
|
4.5 ba
|
3913 sqft

$663/sqft · 57 days on market

MLS® 73573502Single Family Residence
eXp Realty LLC - The Denman Group

$3,150,000

Price reduced by

80 High Rock Ter, Newton, MA 02467

5 bds
|
6.5 ba
|
6535 sqft

$482/sqft · 42 days on market

MLS® 73581626Single Family Residence
REMAX Andrew Realty Services - Sissi Zhang

$4,980,000

90 Suffolk Rd, Newton, MA 02467

5 bds
|
5.5 ba
|
5919 sqft

$841/sqft · 46 days on market

MLS® 73579970Single Family Residence
Coldwell Banker Realty - Brookline - Deborah M. Gordon

$2,799,999

79 Randolph Road, Brookline, MA 02467

4 bds
|
3.5 ba
|
3225 sqft

$868/sqft · 15 days on market

MLS® 73592951Single Family Residence
Columbus and Over Group, LLC - Jeffrey Hamilton

$6,400,000

Price reduced by

198 Clyde Street, Brookline, MA 02467

4 bds
|
4.5 ba
|
6521 sqft

$981/sqft · 205 days on market

MLS® 73500458Single Family Residence
Campion & Company Fine Homes Real Estate - Tracy Campion

$2,495,000

79 Woodchester Dr, Newton, MA 02467

4 bds
|
4.5 ba
|
4340 sqft

$575/sqft · 49 days on market

MLS® 73578296Single Family Residence
Romo Realty Group - Jarrod L. Pescosolido

$7,995,000

334 Hammond St, Newton, MA 02467

8 bds
|
7.5 ba
|
10219 sqft

$782/sqft · 22 days on market

MLS® 73590108Single Family Residence
Douglas Elliman Real Estate - The Sarkis Team - The Sarkis Team

$1,750,000

Price reduced by

764 Hammond St, Brookline, MA 02467

4 bds
|
3 ba
|
3000 sqft

$583/sqft · 245 days on market

MLS® 73482825Single Family Residence
Conway - West Roxbury - Kevin Gingras
Property at 31 Kesseler Way, Newton, MA 02467
1 / 32
Active
Price drop

$3,499,999

Price reduced by

31 Kesseler Way, Newton, MA 02467

6 bds
|
6 ba
|
8146 sqft

$430/sqft · 70 days on market

MLS® 73568425Single Family Residence
Serhant - Samantha Stumpo

$2,765,000

401 Heath Street, Brookline, MA 02467

5 bds
|
3.5 ba
|
4028 sqft

$686/sqft · 58 days on market

MLS® 73572599Single Family Residence
Compass - Hilary Maddox Team
Property at 188 Heath St, Brookline, MA 02467
1 / 41
Active
Price drop

$8,995,000

Price reduced by

188 Heath St, Brookline, MA 02467

6 bds
|
6.5 ba
|
7232 sqft

$1,244/sqft · 254 days on market

MLS® 73479457Single Family Residence
Hammond Residential Real Estate - The Kennedy Lynch Team

$3,750,000

Price reduced by

331 Heath Street, Brookline, MA 02467

3 bds
|
3.5 ba
|
3790 sqft

$989/sqft · 247 days on market

MLS® 73481377Single Family Residence
Gibson Sotheby's International Realty - Bobby Morgenstern

$2,399,000

365 Newton St, Brookline, MA 02467

4 bds
|
3 ba
|
3243 sqft

$740/sqft · 118 days on market

MLS® 73547641Single Family Residence
Blue Ocean Realty, LLC - Rose Hall
Property at 394 Hammond St, Newton, MA 02467
1 / 24
Active
Price drop

$5,627,000

Price reduced by

394 Hammond St, Newton, MA 02467

9 bds
|
5.5 ba
|
8485 sqft

$663/sqft · 288 days on market

MLS® 73469901Single Family Residence
Coldwell Banker Realty - Boston - Michael Harper

$8,200,000

40 Singletree Rd, Brookline, MA 02467

6 bds
|
7.5 ba
|
9301 sqft

$882/sqft · 159 days on market

MLS® 73526856Single Family Residence
MGS Group Real Estate LTD - Maggie Gold Seelig

$9,985,000

68 Clyde Street, Brookline, MA 02467

5 bds
|
7 ba
|
7300 sqft

$1,368/sqft · 259 days on market

MLS® 73478330Single Family Residence
MGS Group Real Estate LTD - Maggie Gold Seelig

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.