40+ Homes for Sale in Chestnut Hill, MA

48 results

48 homes are for sale in Chestnut Hill, MA (median list price $1,774,500), 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
Property at 250 Hammond Pond Parkway #310N, Newton, MA 02467
1 / 35
Active

$550,000

250 Hammond Pond Parkway #310N, Newton, MA 02467

1 bds
|
1.5 ba
|
899 sqft

$612/sqft · 4 days on market

MLS® 73597326Condominium
Hammond Residential Real Estate - Richard C. Dore
Property at 9 Singletree Rd, Brookline, MA 02467
1 / 19
Active
Price drop

$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
Property at 133 Wolcott Road, Brookline, MA 02467
1 / 22
Active
Price drop

$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 57 Broadlawn Park #3A, Boston, MA 02467
1 / 29
Active
Price drop

$389,000

Price reduced by

57 Broadlawn Park #3A, Boston, MA 02467

1 bds
|
1 ba
|
753 sqft

$517/sqft · 41 days on market

MLS® 73582234Condominium
Preservation Properties - Ed Lyon

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.

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
Property at 99 Florence St #10-5B, Newton, MA 02467
1 / 32
Active
Price drop

$1,799,000

Price reduced by

99 Florence St #10-5B, Newton, MA 02467

2 bds
|
3 ba
|
2465 sqft

$730/sqft · 19 days on market

MLS® 73591946Condominium
Compass - Suburban Boston Team
Property at 250 Hammond Pond Parkway #1105S, Newton, MA 02467
1 / 27
Active
Price drop

$699,000

Price reduced by

250 Hammond Pond Parkway #1105S, Newton, MA 02467

2 bds
|
2 ba
|
1285 sqft

$544/sqft · 66 days on market

MLS® 73569956Condominium
Hammond Residential Real Estate - Richard C. Dore
Property at 30 Hackensack Road, Brookline, MA 02467
1 / 31
Active

$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 280 Boylston Street #411, Newton, MA 02467
1 / 34
Active
Price drop

$759,000

Price reduced by

280 Boylston Street #411, Newton, MA 02467

2 bds
|
2 ba
|
1551 sqft

$489/sqft · 57 days on market

MLS® 73573602Condominium
Keller Williams Realty - Gloria Conviser
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 210 Nahanton #407, Newton, MA 02459
1 / 25
Active
Price drop

$950,000

Price reduced by

210 Nahanton #407, Newton, MA 02459

2 bds
|
2 ba
|
1983 sqft

$479/sqft · 154 days on market

MLS® 73529226Condominium
William Raveis R.E. & Home Services - Linda Lerner
Property at 250 Hammond Pond Parkway #1207S, Newton, MA 02467
1 / 26
Active
Price drop

$698,000

Price reduced by

250 Hammond Pond Parkway #1207S, Newton, MA 02467

1 bds
|
1.5 ba
|
942 sqft

$741/sqft · 113 days on market

MLS® 73549146Condominium
Jason Mitchell Group - Patrick Reardon
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
Property at 280 Boylston Street #908, Newton, MA 02467
1 / 39
Active Under Contract

$549,000

280 Boylston Street #908, Newton, MA 02467

1 bds
|
1.5 ba
|
1060 sqft

$518/sqft · 48 days on market

MLS® 73578825Condominium
Coldwell Banker Realty - Newton - Cary Berger
Property at 80 High Rock Ter, Newton, MA 02467
1 / 42
Active
Price drop

$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
Property at 90 Suffolk Rd, Newton, MA 02467
1 / 18
Active

$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
Property at 2430 Beacon Street #104, Boston, MA 02467
1 / 25
Active

$698,000

2430 Beacon Street #104, Boston, MA 02467

1 bds
|
1 ba
|
714 sqft

$978/sqft · 61 days on market

MLS® 73572280Condominium
homecoin.com - Jonathan Minerick
Property at 79 Randolph Road, Brookline, MA 02467
1 / 35
Active

$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
Property at 198 Clyde Street, Brookline, MA 02467
1 / 33
Active
Price drop

$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
Property at 79 Woodchester Dr, Newton, MA 02467
1 / 30
Active
Open

$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
Property at 215 Crafts Rd #2, Brookline, MA 02467
1 / 18
Active
Price drop

$725,000

Price reduced by

215 Crafts Rd #2, Brookline, MA 02467

2 bds
|
1 ba
|
930 sqft

$780/sqft · 77 days on market

MLS® 73565940Condominium
Compass - Western Atlantic Group
Property at 280 Boylston #213, Newton, MA 02467
1 / 33
Active
Price drop

$559,000

Price reduced by

280 Boylston #213, Newton, MA 02467

1 bds
|
1 ba
|
1050 sqft

$532/sqft · 78 days on market

MLS® 73564944Condominium
Coldwell Banker Realty - Newton - Cary Berger
Property at 250 Hammond Pond Parkway #812 N, Newton, MA 02467
1 / 22
Active

$529,000

250 Hammond Pond Parkway #812 N, Newton, MA 02467

1 bds
|
1.5 ba
|
899 sqft

$588/sqft · 20 days on market

MLS® 73591578Condominium
Louise Condon Realty - Maureen Murphy Olsen
Property at 334 Hammond St, Newton, MA 02467
1 / 37
Active

$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
Property at 764 Hammond St, Brookline, MA 02467
1 / 31
Active
Price drop

$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 250 Hammond Pond Pkwy #1006N, Newton, MA 02467
1 / 40
Active
Price drop

$849,000

Price reduced by

250 Hammond Pond Pkwy #1006N, Newton, MA 02467

2 bds
|
2 ba
|
1310 sqft

$648/sqft · 48 days on market

MLS® 73578905Condominium
Redfin Corp. - Delince P. Louis
Property at 280 Boylston St #308, Newton, MA 02467
1 / 40
Active

$685,000

280 Boylston St #308, Newton, MA 02467

1 bds
|
1.5 ba
|
1060 sqft

$646/sqft · 54 days on market

MLS® 73575960Condominium
OwnerEntry.com - Dave White

Homes for sale in Chestnut Hill, MA: market at a glance

As of November 4, 2026, there are 48 homes for sale in Chestnut Hill, MA, with a median list price of $1,774,500.

Homes for sale
48
Median list price
$1,774,500

Common questions about Chestnut Hill, MA real estate

How many homes are for sale in Chestnut Hill, MA?

As of November 4, 2026, there are 48 homes for sale in Chestnut Hill, MA, including 24 single-family homes, 23 condos and 1 multi-family home.

What is the median home price in Chestnut Hill, MA?

The median list price of homes for sale in Chestnut Hill, MA is $1,774,500.

How long do homes take to sell in Chestnut Hill, MA?

Homes currently for sale show a median of about 45 days on market.

What types of homes are for sale in Chestnut Hill, MA?

The homes for sale in Chestnut Hill, MA include 24 single-family homes, 23 condos and 1 multi-family home.

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.