Diana Chaplin's profile photo

Diana Chaplin

Managing Director / Founding Agent
diana.chaplin@compass.com
M: 781-354-9010
About Diana
Bio Coming Soon

Diana Chaplin’s Listings

a front view of a house with a garden
a view of a big yard with a house in the background
a house with trees in front of it
a living room with a table and a fireplace
a view of entryway with wooden floor and windows
a view of entryway and hall with wooden floor
a living room with furniture and a fireplace
a view of a dining room with furniture window and outside view
a kitchen with a dining table chairs cabinets wooden floor and appliances
a kitchen with granite countertop a sink stainless steel appliances white cabinets and a window
a view of a dining room with furniture window and outside view
a living room with furniture a window and a fireplace
a view of a hallway with furniture and entryway
an aerial view of a house
a bedroom with a bed and a couch
a spacious bathroom with sink shower and mirror
a spacious bathroom with a granite countertop sink mirror and a shower
a view of walk in closet with clothes and shoes
a large white bed in a white room
a kitchen with a refrigerator and a sink
a large white kitchen with a large window
a bedroom with a bed and a large window
a bathroom with a shower sink and mirror
en empty room with windows and pillars in it
a view of game room with large windows
a bathroom with a sink and a mirror
a living room with furniture and a flat screen tv
a view of swimming pool
an aerial view of residential house with an outdoor space and seating
a front view of a house with a yard and potted plants
a front view of a house with a yard
a view of a house with a garden
a view of a city
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
$10,495,000 | 8 Hidden Road, Weston, MA 02493
1/42
Listed By Compass

$10,495,000

6
Bedrooms
10,845
Square Feet
1.64
Acres

8 Hidden Road, Weston, MA 02493

$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
$2,988,000 | 46 Black Burnian Road, Weston, MA 02493
1/42
Listed By CompassUnder Agreement

$2,988,000

4
Bedrooms
6,119
Square Feet
4.12
Acres

46 Black Burnian Road, Weston, MA 02493

an aerial view of residential houses with outdoor space
a car parked on the side of the road
a view of a street with a building in the background
a swimming pool is in the middle of a yard
a front view of a house with a yard
a front view of a house with a yard and glass windows
a view of a bathroom with a tub and shower
a living room with furniture rug and window
a living room with furniture and a flat screen tv
a living room with furniture and windows
a living room with furniture and a window
a kitchen with granite countertop a stove a sink a dining table and chairs
a kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a view of a dining room with furniture window and outside view
a bedroom with a bed and a fireplace
a bathroom with a double vanity sink mirror and shower
a view of a hallway to room with wooden floor and cabinet
a view of a balcony with furniture
a bedroom with a bed and a large window
a bathroom with a sink a toilet and a bathtub
a view of a hallway with wooden floor and a bathroom
a bedroom with a bed and wooden floor
a spacious bedroom with a bed and a fireplace
a view of outdoor space with city view
a view of a wooden door
a view of front of house with a yard
a view of yard with green space
a front view of a house with a yard
a front view of house with yard and green space
a view of balcony and with wooden fence
a front view of a house with a yard
a view of a house with a snow on the road
a view of a house with a tree
a view of a backyard
a view of a backyard of the house
a view of outdoor space with mountain view
a view of a city with snow on the road
$2,250,000 | 823 Boston Post Road, Weston, MA 02493
$2,250,000 | 823 Boston Post Road, Weston, MA 02493
$2,250,000 | 823 Boston Post Road, Weston, MA 02493
$2,250,000 | 823 Boston Post Road, Weston, MA 02493
$2,250,000 | 823 Boston Post Road, Weston, MA 02493
1/42
Listed By Compass

$2,250,000

5
Bedrooms
3,847
Square Feet
2.21
Acres

823 Boston Post Road, Weston, MA 02493

a view of sitting area in backyard
a view of house with roof deck and furniture
a street view covered with tall trees
front view of house with a yard
a view of roof with two chairs and potted plants
a view of a balcony with chairs and a table
a large kitchen with cabinets a sink and a large window
a view of a living room and dining room
a living room with furniture a table and a large window
a view of a dining room with furniture
a living room with furniture large windows and a fireplace
a living room with furniture and a large window
a view of a dining room with furniture and a chandelier
a view of a dining room and livingroom with furniture wooden floor a chandelier
a view of a living room and dining room
a living room with furniture a large window and wooden floor
a kitchen with stainless steel appliances granite countertop a table chairs in it and wooden floors
a view of a dining room with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a view of a kitchen from a hallway
a living room with furniture wooden floor and a chandelier
a bedroom with a bed and a large window
a view of a workspace with furniture and a window
a bathroom with a sink toilet and shower
a view of a balcony and car parked
a living room with furniture and a fireplace
a living room with furniture and a large window
a bed sitting in a bedroom next to a large window
a bathroom with a shower sink and mirror
a bedroom with a bed and a painting on the wall
a view of a bedroom with wooden floor and windows
an aerial view of a house with a yard
a roof deck with table and chairs with potted plants
a view of a house with backyard from a tree
a view of a house with a yard
a view of house with tree
a view of house with yard
a view of a tree with a yard
a view of outdoor sitting area with furniture and wooden deck
a view of forest with trees
a backyard of a house with lots of green space
$1,899,000 | 100 Bradford Road, Weston, MA 02493
1/42
Listed By CompassUnder Agreement

$1,899,000

5
Bedrooms
2,992
Square Feet
1.41
Acres

100 Bradford Road, Weston, MA 02493

$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
$1,799,000 | 556 Wellesley Street, Weston, MA 02493
1/42
Listed By CompassContingent

$1,799,000

4
Bedrooms
2,596
Square Feet
0.88
Acres

556 Wellesley Street, Weston, MA 02493

a view of white house with a outdoor space
a view of a lake with a mountain
a living room with furniture
a view of gallery with windows
a black and white photo of a house next to a yard
a view of a house with a yard covered in snow
a view of a backyard with wooden fence
a view of a white house with a yard
a view of a house with a yard covered with snow
a view of a terrace
a view of a house with a yard covered in snow
a view of a town with barn house
a view of white house with a snow
a view of a house with snow on the road
a view of a terrace with a yard and mountain view
a white house with a large tree in front of it
a view of a white house with a yard
a front view of a house with a garden
a front view of a house with a yard
a view of a white house with a yard
a view of a backyard
a view of livingroom with stairs
a view of gallery with stairs
a view of a hallway with living room
a view of empty room with a fireplace
a kitchen with lots of counter top space
a living room with furniture a flat screen tv and a fireplace
a view of walk in closet
a view of entryway
a view of an empty room with a tv
a room with furniture and wooden floor
a view of entryway
a bedroom with furniture window and wooden floor
a bedroom with furniture and a large window
a view of empty room with wooden walls
a view of a garage room
a view of entryway
a view of a backyard with a table and chairs
a view of a house with a tree
$850,000 | 135 Wellesley Street, Weston, MA 02493
$850,000 | 135 Wellesley Street, Weston, MA 02493
$850,000 | 135 Wellesley Street, Weston, MA 02493
1/42
Listed By Compass

$850,000

Unavailable
Bedrooms
3,614
Square Feet
0.69
Acres

135 Wellesley Street, Weston, MA 02493

a front view of a house with a yard
a view of a yard with a snow
a front view of a house with a yard covered in snow
a view of a town with trees and a lake
a black and white photo of a house with a yard
a view of a house with a snow in the yard
a view of a outdoor space with mountain view
a view of a house with a snow in the yard
a view of a outdoor space
a view of a house with a snow in the yard
a view of a wooden door
a view of a house with snow on the roof
a view of an entryway with staircase
an empty room with wooden floor and windows
a view of a porch with a backyard of the house
a view of empty room
a view of kitchen with refrigerator and microwave
a view of an empty room and window
a bedroom with a bed and a fireplace
a view of entryway
an empty room with windows
an empty room with a chandelier fan and windows
a view of a backyard with a sitting area
a white house that has a tree in it
a view of a building with a street
a view of house with a yard in front of it
a view of a white house with a snow in the background
a backyard of a house with wooden fence and large trees
$850,000 | 131 Wellesley Street, Weston, MA 02493
1/29
Listed By Compass

$850,000

4
Bedrooms
1,674
Square Feet
1.38
Acres

131 Wellesley Street, Weston, MA 02493

a front view of a house with a yard
a view of a city
a view of a large building with a yard
a front view of a house with a yard
a black and white photo of a house
a view of a white house with a yard and large trees
a front view of a house with a yard
a front view of a house with a yard
a view of a outdoor space
a view of outdoor space and mountain view
a view of a house with a snow
a view of a wooden fence
a front view of a house with a yard
a view of covered with snow
a dining room with furniture and window
a view of a livingroom with furniture and a window
a bathroom with a toilet a sink and a window
a view of a livingroom with wooden floor and a ceiling fan
an empty room with wooden floor and windows
a living room with furniture and a window
an empty room with wooden floor and windows
a picture of city view
a view of a house with a window
a front view of a house with a yard
a front view of a house with a yard
a view of a house with a yard
a view of white house with a snow in the yard
a view of a house with a yard covered in snow
a terrace with outdoor seating and trees
a view of snow in middle of the road
a black and white photo of a house
$699,000 | 133 Wellesley Street, Weston, MA 02493
1/32
Listed By Compass

$699,000

2
Bedrooms
1,564
Square Feet
0.68
Acres

133 Wellesley Street, Weston, MA 02493

Diana Chaplin’s Transactions

Past Sales
a front view of a house with a yard and garage

$9,887,500

5
Bedrooms
9,167
Square Feet
2.02
Acres

16 Dogwood Road, Weston, MA 02493

a view of wooden house and a yard

$7,975,000

6
Bedrooms
9,181
Square Feet
1.43
Acres

101 Black Oak Road, Weston, MA 02493

a front view of a house with a yard

$7,500,000

4
Bedrooms
12,870
Square Feet
2.75
Acres

80 Highland Street, Weston, MA 02493

a view of a large building with a large tree

$7,300,000

6
Bedrooms
8,846
Square Feet
1.57
Acres

273 Country Drive, Weston, MA 02493

$6,350,000

6
Bedrooms
8,278
Square Feet
1.38
Acres

5 Walnut Road, Weston, MA 02493

$6,050,000 | 151 Plympton Road, Sudbury, MA 01776

$6,050,000

6
Bedrooms
12,091
Square Feet
24.16
Acres

151 Plympton Road, Sudbury, MA 01776

$5,450,000 | 26 Spruce Hill Road, Weston, MA 02493

$5,450,000

6
Bedrooms
8,495
Square Feet
1.88
Acres

26 Spruce Hill Road, Weston, MA 02493

$5,250,000 | 8 Conant Road, Weston, MA 02493

$5,250,000

6
Bedrooms
7,739
Square Feet
3.42
Acres

8 Conant Road, Weston, MA 02493

$5,075,000 | 52 Chestnut Street, Weston, MA 02493

$5,075,000

6
Bedrooms
7,100
Square Feet
5.78
Acres

52 Chestnut Street, Weston, MA 02493

$5,010,000 | 154 Newton Street, Weston, MA 02493

$5,010,000

7
Bedrooms
10,642
Square Feet
2.26
Acres

154 Newton Street, Weston, MA 02493

$5,000,000 | 201 Newton Street, Weston, MA 02493

$5,000,000

6
Bedrooms
9,600
Square Feet
6.37
Acres

201 Newton Street, Weston, MA 02493

$4,960,000 | 78 Chestnut Street, Weston, MA 02493

$4,960,000

5
Bedrooms
9,850
Square Feet
2.66
Acres

78 Chestnut Street, Weston, MA 02493

$4,950,000 | 44 Walnut Road, Weston, MA 02493

$4,950,000

6
Bedrooms
9,239
Square Feet
1.73
Acres

44 Walnut Road, Weston, MA 02493

$4,895,000 | 10 Cart Path Road, Weston, MA 02493

$4,895,000

5
Bedrooms
7,000
Square Feet
1.72
Acres

10 Cart Path Road, Weston, MA 02493

$4,400,000 | 83 Newton Street, Weston, MA 02493

$4,400,000

4
Bedrooms
7,934
Square Feet
5.48
Acres

83 Newton Street, Weston, MA 02493

$4,260,000 | 200 Lexington Street, Weston, MA 02493

$4,260,000

6
Bedrooms
8,546
Square Feet
9.45
Acres

200 Lexington Street, Weston, MA 02493

a living room with furniture and a large window

$4,200,000

5
Bedrooms
6,183
Square Feet
0.56
Acres

11 Willard Road, Weston, MA 02493

a front view of a house with a garden

$4,180,000

5
Bedrooms
11,460
Square Feet
5.25
Acres

84 Love Lane, Weston, MA 02493

Past Rentals
a view of a big yard with lots of trees

$13,000

7
Bedrooms

18 Wildflower Lane, Weston, MA 02493

$9,300 | 22 Bradford Road, Weston, MA 02493

$9,300

4
Bedrooms

22 Bradford Road, Weston, MA 02493

$6,500 | 78 Tyler Road, Weston, MA 02493

$6,500

3
Bedrooms

78 Tyler Road, Weston, MA 02493

a view of a house with backyard and sitting area

$6,450

2
Bedrooms

51 Meadowbrook Road, Weston, MA 02493

a front view of a house with a yard

$4,100

3
Bedrooms

355 Highland Street, Weston, MA 02493

$3,000 | 16 Woodland Road, Weston, MA 02493

$3,000

3
Bedrooms

16 Woodland Road, Weston, MA 02493

a front view of a house with garden

$2,200

1
Bedrooms

53 Jericho Road, Unit B, Weston, MA 02493

$2,200 | 53 Jericho Road, Unit B, Weston, MA 02493

$2,200

1
Bedrooms

53 Jericho Road, Unit B, Weston, MA 02493

$2,200 | 53 Jericho Road, Unit B, Weston, MA 02493

$2,200

1
Bedrooms

53 Jericho Road, Unit B, Weston, MA 02493