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Houses for Sale in Chestnut Hill, MA

22 results

Property at 142 Beverly Rd., Brookline, MA 02467
1 / 28
Active
Open

$1,999,000

142 Beverly Rd., Brookline, MA 02467

4 bds
|
2.5 ba
|
3123 sqft
MLS® 73552349Single Family Residence
Hammond Residential Real Estate - Friedler & Marchant Living Group
Property at 75 Hammond Pond Parkway, Brookline, MA 02467
1 / 28
Active
Open

$1,995,000

75 Hammond Pond Parkway, Brookline, MA 02467

4 bds
|
2.5 ba
|
2274 sqft
MLS® 73549795Single Family Residence
Coldwell Banker Realty - Brookline - Amy Sassoon
Property at 365 Newton St, Brookline, MA 02467
1 / 35
Active
Open

$2,399,000

365 Newton St, Brookline, MA 02467

4 bds
|
3 ba
|
3243 sqft
MLS® 73547641Single Family Residence
Blue Ocean Realty, LLC - Rose Hall
Property at 129 Rangeley Rd, Brookline, MA 02467
1 / 36
Active
Price

$4,898,000

129 Rangeley Rd, Brookline, MA 02467

6 bds
|
6.5 ba
|
5530 sqft
MLS® 73532609Single Family Residence
Keller Williams Realty - Ingvild Brown
Property at 518 Newton St, Brookline, MA 02467
1 / 42
Active
Price

$2,199,000

518 Newton St, Brookline, MA 02467

4 bds
|
3 ba
|
3615 sqft
MLS® 73529380Single Family Residence
Winterspring Real Estate, LLC - Shi Earls

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 476 Heath Street, Brookline, MA 02467
1 / 39
Active

$3,399,000

476 Heath Street, Brookline, MA 02467

9 bds
|
5.5 ba
|
6292 sqft
MLS® 73527701Single Family Residence
Northeast Development & Investment, Inc. - Andrew Haddad
Property at 40 Singletree Rd, Brookline, MA 02467
1 / 23
Active

$8,200,000

40 Singletree Rd, Brookline, MA 02467

6 bds
|
7.5 ba
|
9301 sqft
MLS® 73526856Single Family Residence
MGS Group Real Estate LTD - Maggie Gold Seelig
Property at 171 Shaw Rd, Brookline, MA 02467
1 / 42
Active

$2,749,999

171 Shaw Rd, Brookline, MA 02467

5 bds
|
5.5 ba
|
4585 sqft
MLS® 73523918Single Family Residence
RE/MAX Destiny - Melvin A. Vieira Jr.
Property at 9 Singletree Rd, Brookline, MA 02467
1 / 18
Active

$4,998,500

9 Singletree Rd, Brookline, MA 02467

4 bds
|
4.5 ba
|
6790 sqft
MLS® 73520842Single Family Residence
Coldwell Banker Realty - Brookline - Deborah M. Gordon
Property at 1148 Boylston, Brookline, MA 02467
1 / 19
Active

$1,998,000

1148 Boylston, Brookline, MA 02467

0 bds
|
0 ba
|
-- sqft
MLS® 73519812Residential
Coldwell Banker Realty - Newton - Todd Glaskin
Property at 401 Heath Street, Brookline, MA 02467
1 / 27
Active
Price
Open

$2,765,000

401 Heath Street, Brookline, MA 02467

5 bds
|
3.5 ba
|
4028 sqft
MLS® 73516948Single Family Residence
Compass - Hilary Maddox Team
Property at 76 Goodnough Rd, Brookline, MA 02467
1 / 36
Active Under Contract
Price

$2,049,000

76 Goodnough Rd, Brookline, MA 02467

4 bds
|
3 ba
|
3475 sqft
MLS® 73516671Single Family Residence
Provided by MLS PIN - David Mogielnicki
Property at 198 Clyde Street, Brookline, MA 02467
1 / 33
Active
Price

$6,400,000

198 Clyde Street, Brookline, MA 02467

4 bds
|
4.5 ba
|
6521 sqft
MLS® 73500458Single Family Residence
Campion & Company Fine Homes Real Estate - Tracy Campion
Property at 130 Fairway Rd, Brookline, MA 02467
1 / 28
Active
Price

$1,650,000

130 Fairway Rd, Brookline, MA 02467

3 bds
|
2 ba
|
1811 sqft
MLS® 73490119Single Family Residence
William Raveis R. E. & Home Services - The Gillach Group
Property at 22 Scotney Road, Newton, MA 02467
1 / 42
Active
Price
Open

$3,450,000

22 Scotney Road, Newton, MA 02467

7 bds
|
6.5 ba
|
6140 sqft
MLS® 73494324Single Family Residence
William Raveis R. E. & Home Services - Esin Susol Team
Property at 460 Heath Street, Brookline, MA 02467
1 / 22
Active
Price
Open

$3,390,000

460 Heath Street, Brookline, MA 02467

5 bds
|
3.5 ba
|
6196 sqft
MLS® 73484859Single Family Residence
New Brook Realty Group, LLC - Samantha Stumpo
Property at 85 Gate House Road, Newton, MA 02467
1 / 17
Active
Price

$3,995,000

85 Gate House Road, Newton, MA 02467

5 bds
|
5.5 ba
|
8000 sqft
MLS® 73484332Single Family Residence
Historic Homes, Inc. - MicéAl & Conor Chamberlain
Property at 764 Hammond St, Brookline, MA 02467
1 / 32
Active
Price

$1,850,000

764 Hammond St, Brookline, MA 02467

4 bds
|
3 ba
|
3000 sqft
MLS® 73482825Single Family Residence
Conway - West Roxbury - Kevin Gingras
Property at 331 Heath Street, Brookline, MA 02467
1 / 31
Active
Price
Open

$3,750,000

331 Heath Street, Brookline, MA 02467

3 bds
|
3.5 ba
|
3790 sqft
MLS® 73481377Single Family Residence
Advisors Living - Wellesley - Bobby Morgenstern
Property at 68 Clyde Street, Brookline, MA 02467
1 / 25
Active

$9,985,000

68 Clyde Street, Brookline, MA 02467

5 bds
|
7 ba
|
7300 sqft
MLS® 73478330Single Family Residence
MGS Group Real Estate LTD - Maggie Gold Seelig
Property at 394 Hammond St, Newton, MA 02467
1 / 24
Active
Price

$5,627,000

394 Hammond St, Newton, MA 02467

9 bds
|
5.5 ba
|
8485 sqft
MLS® 73469901Single Family Residence
MGS Group Real Estate LTD - Michael Harper
Property at 1014 Boylston Street, Brookline, MA 02467
1 / 38
Active
Price

$16,980,000

1014 Boylston Street, Brookline, MA 02467

7 bds
|
9.5 ba
|
13343 sqft
MLS® 73445544Single Family Residence
Campion & Company Fine Homes Real Estate - Tracy Campion

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln St, Newton, MA, 02461

(617) 256-7438

Market Area Served

Boston, Somerville, Brookline, Newton, Medford, Cambridge 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.

Data last updated: 7/24/2026 at 5:19:00 PM

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.