Matt Montgomery's Profile Photo

Matt Montgomery

Managing Director

Awards

2025: REAL Trends ‘America’s Best’ Real Estate Professionals List
About Matt
Since 2000, Matthew Montgomery has been one of the top-performing agents in the state and the local Newton/Brookline market. Matt has participated in well over a billion dollars of sales during his 20+ year real estate career and his personal sales consistently rank him among the top 500 agents nationally. Early on in his career, Matt developed a team approach that has served his diverse client base remarkably well. Managing the business with Marissa Jazmin and his partner & operations manager Katie Faraone, they collaborate to deliver the most personalized and professional experience possible to every client. The Matt Montgomery Group has proven itself to be the most consistently productive team in the market, a group completely committed to servicing their buyer and seller clients at the highest possible level regardless of price point.

An area resident for almost forty years, Matt lives locally with his wife and two teenage daughters who attend public school. Matt brings intelligence, a broad depth of experience, boundless energy and a tenacious work ethic to his real estate practice.  With a background in sales, marketing and customer service, he possesses the skills crucial to building a successful business. Few agents have participated in as many transactions over the course of their career.  Matt's gracious rapport, innate intuitiveness and commitment to service, with a focus on putting the clients' needs first, effectively combine to create a unique and comfortable relationship with both his buyer and seller clients. Matt appreciates the diversity of people and property and strives to work in all price ranges with a wide cross section of clients.

Matt is the vice chair of the Chestnut Hill Historic District Commission where he has served for almost a decade. He is deeply involved as a volunteer working with young adults throughout the Greater Boston community. He supports many local and national nonprofit, spiritual and charitable organizations in a variety of ways and loves all things music and arts related. When he is not working and even when he is, you can often find him with his dog Nelson in the Newton Centre dog park or wandering Cabot or Webster Woods.

Matt Montgomery’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
$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: 3/8 02:30PM - 03:30PM

$2,999,000

6
Bedrooms
6,111
Square Feet
0.23
Acres
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
$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 CompassOpen: 3/7 12:00PM - 01:30PM

$2,100,000

5
Bedrooms
3,927
Square Feet
0.18
Acres
a front view of a house with a yard
a living room with furniture and a fireplace
a living room with furniture and a table
a living room with furniture and a window
a dining room with furniture a potted plant and a chandelier
a living room with furniture and a large window
a large white kitchen with a large window
a view of a dining room with furniture window and outside view
a bathroom with a toilet sink and mirror
a bedroom with bed and next to a window
a bedroom with a bed and wooden floor
a spacious bedroom with a bed and window
a bathroom with a sink toilet and a mirror
a view of an empty room with a window
a front view of a house with a yard
1/15
Listed By CompassUnder Agreement

$1,350,000

4
Bedrooms
2,787
Square Feet
0.16
Acres

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

$6,150,000

6
Bedrooms
8,081
Square Feet
1.03
Acres
$6,005,000 | 219 Lake Avenue, Newton, MA 02461

$6,005,000

6
Bedrooms
5,597
Square Feet
0.69
Acres
$5,750,000 | 148 Highland Avenue, Newton, MA 02465

$5,750,000

5
Bedrooms
9,999
Square Feet
1.02
Acres
$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
$5,000,000 | 170 Sargent Street, Newton, MA 02458

$5,000,000

6
Bedrooms
7,703
Square Feet
0.56
Acres
$4,862,223 | 34 Rachel Road, Newton, MA 02459

$4,862,223

6
Bedrooms
8,000
Square Feet
0.58
Acres
$4,800,000 | 57 The Ledges Road, Newton, MA 02459

$4,800,000

6
Bedrooms
8,644
Square Feet
0.54
Acres
$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
$4,375,000 | 48 Bonnybrook Road, Newton, MA 02468

$4,375,000

5
Bedrooms
8,300
Square Feet
0.61
Acres
a front view of a house with a garden

$4,300,000

6
Bedrooms
7,138
Square Feet
1.11
Acres
$4,250,088 | 70 Gray Cliff Road, Newton, MA 02459

$4,250,088

7
Bedrooms
7,965
Square Feet
0.65
Acres
a front view of a house with garden

$4,225,000

6
Bedrooms
7,040
Square Feet
0.46
Acres
$4,222,000 | 11 Lake Terrace, Newton, MA 02459

$4,222,000

0.57
Acres
$4,200,000 | 47 Revere Street, Boston, MA 02114

$4,200,000

7
Bedrooms
4,466
Square Feet
0.02
Acres
$4,200,000 | 1 Dalton St, Unit 4803 | Boston

$4,200,000

1 Dalton St, Unit 4803

Boston

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

$6,050

4
Bedrooms
$5,000 | 88 Josephine Avenue, Unit 2, Somerville, MA 02144

$5,000

4
Bedrooms
$5,000 | 217 Freeman Street, Brookline, MA 02446

$5,000

3
Bedrooms
$4,800 | 176 Coolidge St | Brookline

$4,800

176 Coolidge St

Brookline

a front view of a house with a yard and glass windows

$4,325

3
Bedrooms
a dining room with furniture window wooden floor

$3,950

2
Bedrooms
a front view of a house with a yard and glass windows

$3,900

3
Bedrooms
$3,500 | 251 Heath Street, Unit 220, Boston, MA 02130

$3,500

2
Bedrooms
$3,400 | 12 Athelstane Road, Unit 1, Newton, MA 02459

$3,400

2
Bedrooms
a front view of a house with a yard

$3,400

3
Bedrooms
$3,200 | 651 East 2nd Street, Unit 1, Boston, MA 02127

$3,200

2
Bedrooms
a living room with furniture a fireplace and a flat screen tv

$2,900

2
Bedrooms
$2,800 | 9-11 Maplewood Street, Unit 11, Watertown, MA 02472

$2,800

2
Bedrooms
$2,800 | 17 Hatfield Road, Unit 17, Newton, MA 02465

$2,800

3
Bedrooms
1,624
Square Feet
229.57
Acres
a living room with furniture a flat screen tv and a fireplace

$2,650

1
Bedrooms
$2,500 | 19 Winchester Street, Unit 108, Brookline, MA 02446

$2,500

1
Bedrooms
$2,400 | 120 Lanark Road, Unit A, Boston, MA 02135

$2,400

2
Bedrooms
a living room with furniture a fireplace and a window

$2,250

1
Bedrooms