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Homes for Sale in Chestnut Hill, MA

32 results

Property at 280 Boylston #213, Newton, MA 02467
1 / 33
Active
New
Open

$569,000

280 Boylston #213, Newton, MA 02467

1 bds
|
1 ba
|
1050 sqft
MLS® 73564944Condominium
Coldwell Banker Realty - Newton - Cary Berger
Property at 10 Hammond Pond Parkway #607, Newton, MA 02467
1 / 31
Active
New
Open

$675,000

10 Hammond Pond Parkway #607, Newton, MA 02467

2 bds
|
2 ba
|
1253 sqft
MLS® 73565254Condominium
Hammond Residential Real Estate - Richard C. Dore
Property at 55 Broadlawn Park #16B, Boston, MA 02467
1 / 41
Active
New

$449,000

55 Broadlawn Park #16B, Boston, MA 02467

1 bds
|
1 ba
|
761 sqft
MLS® 73564774Condominium
Centre Realty Group - Patricia Candela
Property at 811 Heath St #Rear, Brookline, MA 02467
1 / 42
Active

$2,199,000

811 Heath St #Rear, Brookline, MA 02467

4 bds
|
4.5 ba
|
3193 sqft
MLS® 73560438Condominium
Hammond Residential Real Estate - Marjorie Gold
Property at 20 Hammond Pond Pkwy #506, Newton, MA 02467
1 / 39
Active Under Contract

$534,900

20 Hammond Pond Pkwy #506, Newton, MA 02467

2 bds
|
1 ba
|
1063 sqft
MLS® 73558824Condominium
Boston City Properties - John Hollis

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 44 Valley Rd, Brookline, MA 02467
1 / 42
Active Under Contract

$2,850,000

44 Valley Rd, Brookline, MA 02467

6 bds
|
3.5 ba
|
2992 sqft
MLS® 73558881Single Family Residence
Gibson Sotheby's International Realty - The Kelleher Spalding Team
Property at 35 Commonwealth Ave #110, Newton, MA 02459
1 / 37
Active

$719,900

35 Commonwealth Ave #110, Newton, MA 02459

1 bds
|
1 ba
|
1002 sqft
MLS® 73553728Condominium
Neponset Valley Real Estate - Dina Browne
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 250 Hammond Pond Parkway #1207S, Newton, MA 02467
1 / 26
Active

$702,000

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

1 bds
|
1.5 ba
|
942 sqft
MLS® 73549146Condominium
Jason Mitchell Group - Patrick Reardon
Property at 85 Algonquin Road #85, Newton, MA 02467
1 / 42
Active
Price

$1,299,000

85 Algonquin Road #85, Newton, MA 02467

3 bds
|
3 ba
|
2230 sqft
MLS® 73549224Condominium
Maloney Properties, Inc. - Jessica Nagle
Property at 365 Newton St, Brookline, MA 02467
1 / 35
Active

$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 250 Hammond Pond Parkway #102N, Newton, MA 02467
1 / 41
Active
Price

$749,900

250 Hammond Pond Parkway #102N, Newton, MA 02467

2 bds
|
2 ba
|
1285 sqft
MLS® 73540055Condominium
Barrett Sotheby's International Realty - The Presti Group
Property at 20 Hammond #102, Newton, MA 02467
1 / 18
Active

$549,900

20 Hammond #102, Newton, MA 02467

1 bds
|
1 ba
|
1211 sqft
MLS® 73538790Condominium
Louis Wolfson - Louis Wolfson
Property at 68 Bryon Rd. #5, Boston, MA 02467
1 / 9
Active
Price

$325,000

68 Bryon Rd. #5, Boston, MA 02467

1 bds
|
1 ba
|
625 sqft
MLS® 73538049Condominium
Compass - Nicole Blanchard
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
Property at 210 Nahanton #407, Newton, MA 02459
1 / 25
Active
Price

$1,065,000

210 Nahanton #407, Newton, MA 02459

2 bds
|
2 ba
|
1983 sqft
MLS® 73529226Condominium
William Raveis R.E. & Home Services - Linda Lerner
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 17 Edge Hill Rd, Newton, MA 02467
1 / 29
Active

$4,495,000

17 Edge Hill Rd, Newton, MA 02467

5 bds
|
7 ba
|
5911 sqft
MLS® 73524035Single Family Residence
Hammond Residential Real Estate - The Kennedy Lynch Team
Property at 171 Shaw Rd, Brookline, MA 02467
1 / 42
Active Under Contract

$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 321 Hammond Pond Pkwy #103, Brookline, MA 02467
1 / 24
Active

$979,000

321 Hammond Pond Pkwy #103, Brookline, MA 02467

2 bds
|
2 ba
|
1350 sqft
MLS® 73512522Condominium
Compass - The Ridick Revis Group
Property at 27-29 Commonwealth #1, Newton, MA 02467
1 / 18
Active
Price

$615,000

27-29 Commonwealth #1, Newton, MA 02467

1 bds
|
1 ba
|
735 sqft
MLS® 73508572Condominium
Meridian Realty Group LLC - Eric Holmes
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 22 Scotney Road, Newton, MA 02467
1 / 42
Active
Price

$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

$2,999,000

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 / 31
Active
Price

$1,800,000

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

$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
Page 1 of 2

Brokerage Information

Gundersheim Group Real Estate

10 Lincoln St, Newton, MA, 02461

(617) 997-8272

Market Area Served

Boston, Brookline, Needham, Newton, Wellesley, Somerville 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: 8/19/2026 at 7:30:00 AM

Melanie Gundersheim

Buy or sell in Boston, Newton, Needham, Brookline, Wellesley, and Somerville with clear guidance, local insight, and a calm, strategic process.

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  • 10 Lincoln St, Newton, MA, 02461
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© 2026 Melanie Gundersheim. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.