The Matt Montgomery Group's Profile Photo

The Matt Montgomery Group

mattgroup@compass.com
M: 617-645-4280

Awards

2025: REAL Trends ‘America’s Best’ Real Estate Professionals List
About The Matt Montgomery Group
The Matt Montgomery Group is one of greater Boston’s premier residential real estate sales and marketing teams. Founded over 20 years ago, Matt and his team have personally conducted nearly 2 billion dollars of residential real estate sales during their combined forty-plus year real estate careers. In December of 2016 they joined Compass as the cornerstone team of the Chestnut Hill office to better position their thriving business for the future and better serve their clients changing needs.

Matt and his team are consistently not only one of the top teams in Newton and Brookline, but also one of the top teams in Massachusetts. Over the past decade he has worked closely with Marissa Jazmin and his long-time partner and operations
manager Katie Faraone to continue growing and refine the exceptional service and
marketing their team provides. Matt has established referral partners in Kelly Farrell Salem and Jon Pucker, previous local agents who have since relocated. Together they are a reliable top producer in the market and a group completely committed to
servicing their diverse buyer and seller clients at the highest possible level regardless of price point. The average tenure in real estate for the team’s agents is over 15 years, so there are few scenarios we haven’t encountered. While Matt primarily focuses his buyer and seller business in the greater Newton and Brookline area, their team also provides exceptional service in surrounding Greater Boston neighborhoods working across all price points.

Matt moved to Newton in 1984 and lives in the heart of Newton Centre with his wife and daughters both of whom attend Newton South High School. He serves as the Vice Chair of the Chestnut Hill Historic District Commission and is a supporter of many local charities and enjoys working with young people working to change their lives and coaching real estate agents and young entrepreneurs in the area. Matt and his wife spend much of their free time traveling, enjoying live music, theatre and the Boston Ballet and are committed to supporting the arts in and around Greater Boston.

Team Agents

The Matt Montgomery Group’s Listings

a view of a large building with a garden
a front view of a residential apartment building with a yard
a living room with furniture and a fireplace
a view of living room with furniture and window
a view of staircase with furniture and a potted plant
a view of a dining room with furniture large windows and wooden floor
a living room with furniture and a window
a living room with furniture and a fireplace
a living room with a furniture and a window
a living room with furniture and large window
a kitchen with a table chairs stove and cabinets
a living room with furniture and a window
a bathroom with a granite countertop sink a mirror and a window
a bedroom with a bed and a fireplace
a living room with furniture a flat screen tv and a large window
a living room with stainless steel appliances granite countertop furniture and a large window
a bathroom with a tub sink and mirror
a bedroom with a bed next to a large window with wooden floor
a view of backyard of the house
a view of a brick house with many windows plants and large tree
a aerial view of a house with a yard and large tree
a view of a city
an aerial view of a house with a yard
a front view of residential houses with yard and green space
a view of a house with a yard and tree s
$3,595,000 | 282 Buckminster Road, Brookline, MA 02445
1/26
Listed By CompassUnder Agreement

$3,595,000

6
Bedrooms
5,058
Square Feet
0.32
Acres

282 Buckminster Road, Brookline, MA 02445

a front view of a house with a garden and plants
a view of house with yard in front of it
a living room with furniture and a potted plant
a living room with furniture a fireplace and a flat screen tv
a living room with a fireplace furniture and a flat screen tv
a dining room with furniture a chandelier and wooden floor
a view of a livingroom with furniture window and outside view
a living room with stainless steel appliances kitchen island granite countertop a couch and a view of kitchen
a living room with furniture a flat screen tv and a fireplace
a kitchen with a sink stove and cabinets
a view of an entryway
a bathroom with a sink a toilet and a window
a living room with furniture a flat screen tv and a floor to ceiling window
a bedroom with a bed and a dresser
a bathroom with a granite countertop sink a mirror and a shower
a bedroom with a bed and glass window
a bathroom with a sink double vanity and a mirror
a bedroom with a bed and a chandelier
a kitchen with stainless steel appliances sink a stove and cabinets
a bedroom with a bed and a window
a living room with furniture and a wooden floor
a living room with furniture and wooden floor
a living room with furniture and wooden floor
a view of a workspace with furniture and toys
a bedroom with a bed and a dresser
a front view of a house with a yard
a view of a house with a deck
a view of a house with backyard and sitting area
1/28
Listed By CompassOpen: 3/22 11:30AM - 01:00PM

$3,149,000

6
Bedrooms
5,419
Square Feet
0.27
Acres

73 Washington Park, Newton, MA 02460

a view of house with yard in front of it
a living room with furniture and a potted plant
a living room with furniture a fireplace and a flat screen tv
a living room with a fireplace furniture and a flat screen tv
a view of a livingroom with furniture window and outside view
a living room with stainless steel appliances kitchen island granite countertop a couch and a view of kitchen
a living room with furniture a flat screen tv and a fireplace
a kitchen with a sink stove and cabinets
a bathroom with a sink a toilet and a window
a dining room with furniture a chandelier and wooden floor
a view of an entryway
a living room with furniture a flat screen tv and a floor to ceiling window
a bedroom with a bed and a dresser
a bathroom with a granite countertop sink a mirror and a shower
a bedroom with a bed and glass window
a bedroom with a bed and a chandelier
a bathroom with a sink double vanity and a mirror
a kitchen with stainless steel appliances sink a stove and cabinets
a bedroom with a bed and a window
a living room with furniture and a wooden floor
a living room with furniture and wooden floor
a living room with furniture and wooden floor
a view of a workspace with furniture and toys
a bedroom with a bed and a dresser
a front view of a house with a yard
a view of a house with a deck
a view of a house with backyard and sitting area
a front view of a house with a garden and plants
1/28
Listed By CompassOpen: 3/22 11:30AM - 01:00PM

$3,149,000

6
Bedrooms
5,419
Square Feet
0.27
Acres

73 Washington Park, Newton, MA 02460

$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
$2,999,000 | 1230 Commonwealth Avenue, Newton, MA 02468
1/18
Listed By CompassOpen: 3/22 01:30PM - 02:30PM

$2,999,000

6
Bedrooms
6,111
Square Feet
0.23
Acres

1230 Commonwealth Avenue, Newton, MA 02468

a front view of a house with a yard
a front view of a house with garden
a living room with furniture a dining table and a large window
a view of kitchen with furniture and wooden floor
a view of a dining room with furniture and windows
a view of a living room and dining room
a view of a dining room with furniture window and wooden floor
a living room with furniture and a fireplace
a living room with furniture and windows
a very nice looking room with a large window
a spacious bedroom with a bed and a potted plant on table
a view of walk in closet with clothes and shoes
a spacious bathroom with a sink double vanity granite and a mirror
a bedroom with furniture and a window
a bathroom with a sink a toilet and a window
a bedroom with a bed and a window
a living room with furniture and window
a view of a workspace with furniture and a workspace
a room with furniture and a flat screen tv
a view of a house with patio and a yard
a view of a chair and table in backyard of the house
a view of a house with backyard and a tree
a view of a back yard of the house
a front view of a house with a garden
a front view of a house with a garden and trees
a front view of a house with a yard and porch
an aerial view of a house with a garden and swimming pool
a view of a city
an aerial view of a house with a yard
a view of a city
a view of an house with backyard and a tree
a view of a patio with table and chairs and potted plants
1/32
Listed By CompassUnder Agreement

$2,595,000

5
Bedrooms
3,532
Square Feet
0.20
Acres

60 Ashton Avenue, Newton, MA 02459

$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
$2,100,000 | 55 Woodlawn Drive, Newton, MA 02467
1/18
Listed By CompassUnder Agreement

$2,100,000

5
Bedrooms
3,927
Square Feet
0.18
Acres

55 Woodlawn Drive, Newton, MA 02467

$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
$1,789,000 | 61 Woodlawn Drive, Newton, MA 02467
1/17
Listed By CompassContingent

$1,789,000

4
Bedrooms
3,104
Square Feet
0.18
Acres

61 Woodlawn Drive, Newton, MA 02467

The Matt Montgomery Group’s Transactions

Past Sales
an aerial view of residential houses with outdoor space and trees

$6,792,997

6
Bedrooms
9,000
Square Feet
2.54
Acres

46 Suffolk Road, Newton, MA 02467

$6,150,000 | 35 Wykeham Road, Newton, MA 02465

$6,150,000

6
Bedrooms
8,081
Square Feet
1.03
Acres

35 Wykeham Road, Newton, MA 02465

$6,005,000 | 219 Lake Avenue, Newton, MA 02461

$6,005,000

6
Bedrooms
5,597
Square Feet
0.69
Acres

219 Lake Avenue, Newton, MA 02461

$5,750,000 | 148 Highland Avenue, Newton, MA 02465

$5,750,000

5
Bedrooms
9,999
Square Feet
1.02
Acres

148 Highland Avenue, Newton, MA 02465

$5,650,000 | 76 Bellevue St | New Bedford

$5,650,000

1
Bedrooms

76 Bellevue St

New Bedford

$5,250,000 | 201 Highland Street, Newton, MA 02465

$5,250,000

6
Bedrooms
9,973
Square Feet
0.80
Acres

201 Highland Street, Newton, MA 02465

a front view of a house with a yard

$5,100,000

7
Bedrooms
7,140
Square Feet
0.66
Acres

23 Crafts Road, Brookline, MA 02467

$5,000,000 | 170 Sargent Street, Newton, MA 02458

$5,000,000

6
Bedrooms
7,703
Square Feet
0.56
Acres

170 Sargent Street, Newton, MA 02458

$4,862,223 | 34 Rachel Road, Newton, MA 02459

$4,862,223

6
Bedrooms
8,000
Square Feet
0.58
Acres

34 Rachel Road, Newton, MA 02459

$4,800,000 | 57 The Ledges Road, Newton, MA 02459

$4,800,000

6
Bedrooms
8,644
Square Feet
0.54
Acres

57 The Ledges Road, Newton, MA 02459

$4,650,000 | 1603 Commonwealth Ave | Newton

$4,650,000

6
Bedrooms

1603 Commonwealth Ave

Newton

a front view of a house with a yard

$4,600,000

6
Bedrooms
6,113
Square Feet
0.36
Acres

1603 Commonwealth Avenue, Newton, MA 02465

$4,500,000 | 43 Gray Cliff Road, Newton, MA 02459

$4,500,000

8
Bedrooms
6,154
Square Feet
2.80
Acres

43 Gray Cliff Road, Newton, MA 02459

$4,375,000 | 48 Bonnybrook Road, Newton, MA 02468

$4,375,000

5
Bedrooms
8,300
Square Feet
0.61
Acres

48 Bonnybrook Road, Newton, MA 02468

a front view of a house with a garden

$4,300,000

6
Bedrooms
7,138
Square Feet
1.11
Acres

72 Crofton Road, Newton, MA 02468

$4,250,088 | 70 Gray Cliff Road, Newton, MA 02459

$4,250,088

7
Bedrooms
7,965
Square Feet
0.65
Acres

70 Gray Cliff Road, Newton, MA 02459

a front view of a house with garden

$4,225,000

6
Bedrooms
7,040
Square Feet
0.46
Acres

167 Lake Avenue, Newton, MA 02459

$4,222,000 | 11 Lake Terrace, Newton, MA 02459

$4,222,000

0.57
Acres

11 Lake Terrace, Newton, MA 02459

Past Rentals
a view of a house with a yard

$10,000

6
Bedrooms

78 Waban Park, Unit 78, Newton, MA 02458

a front view of a house with a yard

$9,000

5
Bedrooms

160 Allen Avenue, Newton, MA 02468

a front view of a house with a yard

$9,000

4
Bedrooms

75 Greenough Street, Unit 2, Brookline, MA 02445

a kitchen with appliances a sink a table and chairs in it

$8,000

6
Bedrooms

78 Waban Park, Unit 78, Newton, MA 02458

a house with trees in front of it

$8,000

5
Bedrooms

45 Dexter Road, Newton, MA 02460

$7,750 | 1 Strathmore Road, Unit 3, Brookline, MA 02445

$7,750

3
Bedrooms

1 Strathmore Road, Unit 3, Brookline, MA 02445

a view of a brick house with a small yard and large trees

$7,000

3
Bedrooms

46 Eliot Crescent, Brookline, MA 02467

a kitchen with stainless steel appliances a refrigerator a stove a sink and white cabinets with wooden floor

$6,050

4
Bedrooms

9 Regent Street, Newton, MA 02465

$5,500 | 175 Rawson Road, Unit 2, Brookline, MA 02445

$5,500

4
Bedrooms

175 Rawson Road, Unit 2, Brookline, MA 02445

a front view of a house with a yard

$5,500

3
Bedrooms

217 Freeman Street, Brookline, MA 02446

$5,400 | 88 Josephine Avenue, Unit 2, Somerville, MA 02144

$5,400

4
Bedrooms

88 Josephine Avenue, Unit 2, Somerville, MA 02144

a front view of house with yard and green space

$5,350

3
Bedrooms

24 Great Meadow Road, Unit 24, Newton, MA 02459

$5,000 | 88 Josephine Avenue, Unit 2, Somerville, MA 02144

$5,000

4
Bedrooms

88 Josephine Avenue, Unit 2, Somerville, MA 02144

$5,000 | 217 Freeman Street, Brookline, MA 02446

$5,000

3
Bedrooms

217 Freeman Street, Brookline, MA 02446

a view of a brick house with a yard potted plants and large tree

$4,800

3
Bedrooms

99 Damon Road, Needham, MA 02494

$4,800 | 176 Coolidge St | Brookline

$4,800

176 Coolidge St

Brookline

a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator

$4,750

2
Bedrooms

1 Strathmore Road, Unit G, Brookline, MA 02445

a living room with furniture and a flat screen tv

$4,400

3
Bedrooms

143-171 Hyde Park Avenue, Unit 159B, Boston, MA 02130