View 8 White Ave Brookline, MA MLS# 73498778
$2,649,000
9

Beds

3.3

Baths

4,464

Sq.Ft.

8 White Ave

Brookline, MA

Listed By: The Caceda Team Courtesy of COLDWELL BANKER REALTY - LYNNFIELD
View 401 Heath Street Brookline, MA MLS# 73516948
  • Recently Listed with Virtual Tour
1 of 27
$2,850,000
5

Beds

3.1

Baths

4,028

Sq.Ft.

401 Heath Street

Brookline, MA

Listed By: Hilary Maddox Team Courtesy of COMPASS
View 460 Heath Street Brookline, MA MLS# 73484859
$3,390,000
5

Beds

3.1

Baths

6,196

Sq.Ft.

460 Heath Street

Brookline, MA

Listed By: Samantha Stumpo Courtesy of SERHANT
The time to sell is now! THE TIME TO SELL IS NOW!
View 85 Gate House Road Newton, MA MLS# 73484332
$3,995,000
5

Beds

5.1

Baths

8,000

Sq.Ft.

85 Gate House Road

Newton, MA

Listed By: Chamberlain Group Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 55 Penniman Rd Brookline, MA MLS# 73486005
$3,995,000
4

Beds

3.2

Baths

4,320

Sq.Ft.

55 Penniman Rd

Brookline, MA

Listed By: Rachel Goldman Courtesy of MGS GROUP REAL ESTATE LTD
View 331 Heath Street Brookline, MA MLS# 73481377
$4,000,000
3

Beds

3.1

Baths

3,790

Sq.Ft.

331 Heath Street

Brookline, MA

Listed By: Bobby Morgenstern Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 540 Chestnut Hill Ave Brookline, MA MLS# 73504708
$4,250,000
5

Beds

4.1

Baths

6,419

Sq.Ft.

540 Chestnut Hill Ave

Brookline, MA

Listed By: The Duffy Group Courtesy of COMPASS
View 17 Edge Hill Rd Newton, MA MLS# 73524035
  • Recently Listed
1 of 29
$4,495,000
5

Beds

6.2

Baths

5,911

Sq.Ft.

17 Edge Hill Rd

Newton, MA

Listed By: The Kennedy Lynch Team Courtesy of HAMMOND RESIDENTIAL REAL ESTATE
View 9 Singletree Rd Brookline, MA MLS# 73520842
  • Recently Listed
1 of 17
$4,998,500
3

Beds

4.1

Baths

6,790

Sq.Ft.

9 Singletree Rd

Brookline, MA

Listed By: Deborah M. Gordon Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 394 Hammond St Newton, MA MLS# 73469901
$5,627,000
9

Beds

4.1

Baths

8,485

Sq.Ft.

394 Hammond St

Newton, MA

Listed By: Michael Harper Courtesy of COLDWELL BANKER REALTY - BOSTON
View 142 Crafts Road Brookline, MA MLS# 73453959
  • Virtual Tour
1 of 42
$6,750,000
8

Beds

6.1

Baths

9,400

Sq.Ft.

142 Crafts Road

Brookline, MA

Listed By: Paul Neavyn Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 40 Singletree Rd Brookline, MA MLS# 73526856
  • Recently Listed
1 of 23
$8,200,000
6

Beds

6.3

Baths

9,301

Sq.Ft.

40 Singletree Rd

Brookline, MA

Listed By: Maggie Gold Seelig Courtesy of MGS GROUP REAL ESTATE LTD
View 1014 Boylston Street Brookline, MA MLS# 73445544
$16,980,000
7

Beds

8.3

Baths

13,343

Sq.Ft.

1014 Boylston Street

Brookline, MA

Listed By: Tracy Campion Courtesy of CAMPION & COMPANY FINE HOMES REAL ESTATE

About Chestnut Hill

Listings in Chestnut Hill, Newton, MA

31

Estimated median home price

$2,245,000
Chestnut Hill, Newton Real Estate

Search Chestnut Hill, Massachusetts Real Estate Listings & New Homes for Sale in Chestnut Hill, MA. Find Chestnut Hill Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Chestnut Hill, Newton, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 0
$600K - 700K 1
$700K - 800K 0
$800K - 900K 1
$900K - 1M 1
$1M - Max 28

Homes for Sale by Type in Chestnut Hill, Newton, MA

Property Type Count
Single Family 18
Townhouse 0
Condo 9
Commercial 0
Rental 22
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/28/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 5/30/2026.

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