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21 Westerly Road — Photo 11 / 30

$4,595,000

Active

21 Westerly Road

Weston, MA 02493

Weston Estates

6Beds
6Baths
7,000Sq Ft
$656$/Sq Ft
1.38 acLot
2008Built
108Days on Market

Listed by Melissa Dailey at Coldwell Banker Realty - Wellesley

Listing courtesy of Melissa Dailey, Coldwell Banker Realty - Wellesley

About This Property

1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible picture windows. Formal living room with gas fireplace and dining room with bay windows. First floor private library with custom built-ins. Cozy sunroom! Mudroom off of 3 car garage completes the first floor. Large main suite with full bath and huge walk in closet. 4 additional bedrooms all similar in size with 2 full baths. 3rd floor with 6th bedroom and bath. Lower level with large playroom with fireplace plus media room, exercise and full bath. Whole house generator. Gorgeous landscaping and setting! Move right in and enjoy Weston's South side and top rated schools.

Property Details

Key Facts

Property Type

Single Family

Style

Antique

Year Built

2008

Living Area

7,000 sqft

Lot Size

1.38 ac

Rooms

15

Bedrooms

6

Bathrooms

6 (5 full, 2 half)

Construction

Exterior

A

Basement

Full Basement

Flooring

Softwood

Parking Spaces

9

Garage Spaces

3

Systems & Utilities

Heating

Hot Water Baseboard, Coal

Cooling

Central Air

Water

City/Town Water, Other

Sewer

Septic

Financial

Taxes (2025)

$40,467/yr

Price / Sqft

$656/sqft

MLS #

73474689

Days on Market

108

Price History

Listed

Feb 5, 2026

$4,595,000

Price

May 14, 2026

$4,795,000

$4,595,000

Price

Apr 15, 2026

$4,995,000

$4,795,000

Explore the Neighborhood

Schools Nearby

Weston Public Schools

5 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Country Elementary School (PK-3)10/10
Woodland Elementary School (PK-3)9/10
Field School (4-5)8/10

Middle Schools

Weston Middle School (6-8)9/10

High Schools

Weston High School (9-12)9/10
Small class sizes across all levels (11:1 ratio)Strong visual and performing arts departmentsCompetitive athletics (MIAA championships)Senior capstone projects and independent study

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Melissa Dailey · Coldwell Banker Realty - Wellesley
(781) 237-9090

MLS #73474689

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 24, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value