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Chaplin Partners

About Chaplin Partners
Chaplin Partners is an elite mother-son real estate team specializing in combining a modern, innovative approach with a 300-year family history in Weston. With complementary skill sets, Diana and Avery Chaplin deliver attentive client service, cutting-edge visuals and time-tested buying and selling methods that help ensure the best outcomes for their clients.

A devotion to integrity and ethics is the cornerstone of Chaplin Partners' success and esteemed reputation in the marketplace. They create a welcoming environment for buyer's agents and are known among peers for their professionalism.

The team's many accolades include a $20 million residential land sale, the highest in Weston to date, and the most expensive single-family transaction in 2016. Diana has consistently ranked among the top five agents in Weston, but the team's most rewarding recognition by far is their impressive record of loyal repeat clients and brisk referral business.

Backed by more than 20 years of local real estate expertise, Diana is a shrewd and knowledgeable negotiator with a long list of community connections. Specializing in highly effective "whisper marketing," she promotes properties and drives demand throughout her vast networks. Part of a founding Weston family that arrived before the town’s 1713 incorporation, Diana offers an unparalleled understanding of the area’s enclaves. And, having built luxury new construction projects and consulted for the town's top builders, she has an invaluable grasp of the intricacies of building here, from permits to logistics.

Avery Chaplin is part of a new generation of realtors who combine savvy deal-making, top-notch client service and technology to deliver a modern approach to the process of buying and selling property. Fueled by his passion for visualization, coding, online marketing and research, he gives Chaplin Partners a strategic advantage in the highly competitive, and increasingly digital, real estate landscape. As a fifth-generation Weston resident and a lifelong international traveler, he provides clients with impressive area knowledge and a worldly point of view.

Team Agents

Chaplin Partners’ 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
a view of wooden house and a yard

$7,975,000

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

$7,500,000

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

$7,400,000

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

$7,300,000

6
Bedrooms
8,846
Square Feet
1.57
Acres

$6,350,000

6
Bedrooms
8,278
Square Feet
1.38
Acres
$6,050,000 | 151 Plympton Road, Sudbury, MA 01776

$6,050,000

6
Bedrooms
12,091
Square Feet
24.16
Acres
$5,450,000 | 26 Spruce Hill Road, Weston, MA 02493

$5,450,000

6
Bedrooms
8,495
Square Feet
1.88
Acres
$5,250,000 | 8 Conant Road, Weston, MA 02493

$5,250,000

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

$5,075,000

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

$5,000,000

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

$4,960,000

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

$4,950,000

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

$4,895,000

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

$4,400,000

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

$4,260,000

6
Bedrooms
8,546
Square Feet
9.45
Acres
a living room with furniture and a large window

$4,200,000

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

$4,180,000

5
Bedrooms
11,460
Square Feet
5.25
Acres
Past Rentals
a view of a big yard with lots of trees

$13,000

7
Bedrooms
$9,300 | 22 Bradford Road, Weston, MA 02493

$9,300

4
Bedrooms
$6,500 | 78 Tyler Road, Weston, MA 02493

$6,500

3
Bedrooms
a view of a house with backyard and sitting area

$6,450

2
Bedrooms
a front view of a house with a yard

$4,100

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

$3,000

3
Bedrooms
a front view of a house with garden

$2,200

1
Bedrooms
$2,200 | 53 Jericho Road, Unit B, Weston, MA 02493

$2,200

1
Bedrooms
$2,200 | 53 Jericho Road, Unit B, Weston, MA 02493

$2,200

1
Bedrooms