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

$9,999,000 | 154 Newton Street, Weston, MA 02493
1/42
Listed By Compass

$9,999,000

Bedrooms
7
Bathrooms
11
Square Feet
10,642
Acres
2.26
$6,195,000 | 5 Walnut Road, Weston, MA 02493
1/42
Listed By CompassUnder Agreement

$6,195,000

Bedrooms
6
Bathrooms
7
Square Feet
8,278
Acres
1.38
$5,900,000 | 26 Spruce Hill Road, Weston, MA 02493
1/13
Listed By Compass

$5,900,000

Bedrooms
6
Bathrooms
7
Square Feet
8,495
Acres
1.88
$4,600,000 | 1 Stone Ridge Lane, Weston, MA 02493
1/42
Listed By Compass

$4,600,000

Bedrooms
5
Bathrooms
5
Square Feet
7,075
Acres
1.59
$3,595,000 | 15 Spruce Hill Road, Weston, MA 02493
1/42
Listed By CompassUnder Agreement

$3,595,000

Bedrooms
5
Bathrooms
7
Square Feet
7,169
Acres
2.09
$3,475,000 | 29 Willard Road, Weston, MA 02493
1/42
Listed By Compass

$3,475,000

Bedrooms
4
Bathrooms
5
Square Feet
4,836
Acres
0.39
$2,795,000 | 110 Robin Road, Weston, MA 02493
1/40
Listed By Compass

$2,795,000

Bedrooms
6
Bathrooms
3
Square Feet
4,462
Acres
1.96
$2,595,000 | 28 Atlantic Avenue, Unit 532, Boston, MA 02110
1/42
Listed By Compass

$2,595,000

Bedrooms
2
Bathrooms
2
Square Feet
1,875
$2,590,000 | 22 Bradford Road, Weston, MA 02493
1/42
Listed By Compass

$2,590,000

Bedrooms
4
Bathrooms
3
Square Feet
4,055
Acres
1.42
$1,699,000 | 20 Maple Road, Weston, MA 02493
1/42
Listed By CompassContingent

$1,699,000

Bedrooms
4
Bathrooms
3
Square Feet
2,856
Acres
0.62
$499,000 | 33 Trimount Street, Dedham, MA 02026
1/41
Listed By CompassUnder Agreement

$499,000

Bedrooms
1
Bathrooms
2
Square Feet
792
Acres
0.10

Avery Chaplin’s Transactions

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

$9,887,500

Bedrooms
5
Bathrooms
9
Square Feet
9,167
Acres
2.02
a view of wooden house and a yard

$7,975,000

Bedrooms
6
Bathrooms
9
Square Feet
9,181
Acres
1.43
a front view of a house with a yard

$7,500,000

Bedrooms
4
Bathrooms
8
Square Feet
12,870
Acres
2.75
a view of swimming pool with lounge chair

$7,400,000

Bedrooms
5
Bathrooms
7
Square Feet
9,280
Acres
1.8
a view of a large building with a large tree

$7,300,000

Bedrooms
6
Bathrooms
9
Square Feet
8,846
Acres
1.57
$6,050,000 | 151 Plympton Road, Sudbury, MA 01776

$6,050,000

Bedrooms
6
Bathrooms
9
Square Feet
12,091
Acres
24.16
$5,250,000 | 8 Conant Road, Weston, MA 02493

$5,250,000

Bedrooms
6
Bathrooms
8
Square Feet
7,739
Acres
3.42
$5,075,000 | 52 Chestnut Street, Weston, MA 02493

$5,075,000

Bedrooms
6
Bathrooms
6
Square Feet
7,100
Acres
5.78
$5,000,000 | 201 Newton Street, Weston, MA 02493

$5,000,000

Bedrooms
6
Bathrooms
8
Square Feet
9,600
Acres
6.37
$4,960,000 | 78 Chestnut Street, Weston, MA 02493

$4,960,000

Bedrooms
5
Bathrooms
8
Square Feet
9,850
Acres
2.66
$4,950,000 | 44 Walnut Road, Weston, MA 02493

$4,950,000

Bedrooms
6
Bathrooms
7
Square Feet
9,239
Acres
1.73
$4,895,000 | 10 Cart Path Road, Weston, MA 02493

$4,895,000

Bedrooms
5
Bathrooms
7
Square Feet
7,000
Acres
1.72
$4,400,000 | 83 Newton Street, Weston, MA 02493

$4,400,000

Bedrooms
4
Bathrooms
7
Square Feet
7,934
Acres
5.48
$4,260,000 | 200 Lexington Street, Weston, MA 02493

$4,260,000

Bedrooms
6
Bathrooms
4
Square Feet
8,546
Acres
9.45
$4,200,000 | 8 Claridge Drive, Weston, MA 02493

$4,200,000

Bedrooms
4
Bathrooms
7
Square Feet
10,014
Acres
6.71
a living room with furniture and a large window

$4,200,000

Bedrooms
5
Bathrooms
7
Square Feet
6,183
Acres
0.56
a front view of a house with a garden

$4,180,000

Bedrooms
5
Bathrooms
7
Square Feet
11,460
Acres
5.25
$4,100,000 | 40 Westerly Road, Weston, MA 02493

$4,100,000

Bedrooms
5
Bathrooms
8
Square Feet
8,216
Acres
1.57
Past Rentals
a view of a house with backyard and sitting area

$6,450

Bedrooms
2
Bathrooms
4
a front view of a house with garden

$2,200

Bedrooms
1
Bathrooms
1