Avery Chaplin's profile photo

Avery Chaplin

Managing Director / Founding Agent
About Avery
With an unsurpassed talent for innovative marketing, client service and deal-making, Weston native Avery Chaplin is a next-generation agent focused on modernizing the way real estate is done. By joining forces with his mother — highly successful industry veteran Diana Chaplin — Avery has helped build Chaplin Partners into an undeniable leader, coupling a winning, high-tech approach with a 300-year family history in Weston.

Avery has a notable aptitude for creating groundbreaking visuals and online marketing tactics for clients, and his capabilities as a licensed drone pilot, master photographer and deft coder allow the team to operate much more nimbly than others. A skilled people person who thrives on acting as an advocate for clients, Avery first formed his approach to elite client service at his first job as a caddy at the prestigious Nantucket Golf Club. There, he quickly learned the benefits of managing highly charged situations, even if that meant retrieving a customer's thrown club from the nearest water hazard.

Avery attended Weston Public Schools, The Fessenden School and The Taft School, and he earned a bachelor of commerce degree, with a minor in Chinese, from the John Molson School of Business in Montreal. He has traveled extensively throughout his life and lived in Russia, Taiwan and China, where he learned conversational Chinese. This worldly upbringing forged his appreciation for architecture in all forms, from historic to modern and from grand to humble, which fuels his creative approach to real estate to this day.

Avery and his wife Laura are the fifth generation of his family to reside in the 1850 farmhouse built by his great-great-grandfather, and they look forward to raising the sixth generation on the prized Southside Weston estate. When not hard at work, he can be found operating a small farm and bee apiary on the grounds.

Avery Chaplin’s Listings

a view of a city
an aerial view of a city with lots of residential buildings and green landscape
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 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 living room with furniture 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 living room with furniture and wooden floor
a view of game room with large windows
a kitchen with a table and chairs in it
a living room with furniture and a flat screen tv
a view of an chairs and table in backyard of the house
a view of swimming pool
a view of a garden with flowers
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 garden
a view of a dining room with furniture and garden
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
$10,950,000 | 8 Hidden Road, Weston, MA 02493
1/42
Listed By Compass

$10,950,000

6
Bedrooms
10,845
Square Feet
1.64
Acres
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
$6,888,000 | 154 Newton Street, Weston, MA 02493
1/42
Listed By CompassUnder Agreement

$6,888,000

7
Bedrooms
10,642
Square Feet
2.26
Acres
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
$3,250,000 | 823 Boston Post Road, Weston, MA 02493
1/42
Listed By Compass

$3,250,000

5
Bedrooms
3,847
Square Feet
4.13
Acres
$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 CompassOpen: 2/15 12:30PM - 01:30PM

$2,988,000

4
Bedrooms
6,119
Square Feet
4.12
Acres
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 CompassContingent

$1,899,000

5
Bedrooms
2,992
Square Feet
1.41
Acres