21 Westerly Rd

7,000 Sq. Ft.
$714 / Sq. Ft.
7,000
Sq. Ft.
$714
per Sq. Ft.

Description

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...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.
  1. Listed by Melissa Dailey • Coldwell Banker Realty - Wellesley

Property Details for 21 Westerly Road

Town
Weston
Area
MA-Weston
Architectural Style
Colonial
Style
Colonial
Garage Spaces
3
Parking Spaces
9.00
Parking Spaces Total
12
LISTING UPDATED: 02/05/2026 11:43 AM

Property Details for 21 Westerly Road

StatusNew
MLS #73474689
Days on Market1
Taxes$40,467 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2008
CountyMiddlesex County

Location

Listing Courtesy of Coldwell Banker Realty - Wellesley, Melissa Dailey
Add your commute

Building Information for 21 Westerly Road

Stories-Year Built2008Building Size-Lot Size1.38 AC / 60,000 SF

Payment Calculator

$27,717 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,345

Property Taxes

$3,372

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 21 Westerly Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Walk/Jog Trails, Stables, Conservation Area, Highway Access, House of Worship, Public School
  • Living Area: 7000.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Owner
Location/School
  • Grade School: Weston
  • High School: Whs
  • Middle School: Wms
  • Neighborhood: Weston Estates
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Oven, Dishwasher, Trash Compactor, Refrigerator
  • Basement Features: Finished
  • Num of Baths: 7.0
  • Num of Full Baths: 5
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 6.00
  • Bathrooms Total Integer: 7
  • DoorFeatures: Insulated Doors
  • FireplaceFeatures: Family Room
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Wood
  • Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Closet, Library, Sun Room, Bedroom, Exercise Room, Play Room, Media Room, Central Vacuum, Wetbar, Walk-up Attic
  • Interior Features: Central Vacuum, Wetbar, Security System
  • Laundry Features: Second Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Window(s) - Picture, Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Enclosed, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting
  • Exterior Features: Professional Landscaping, Sprinkler System, Decorative Lighting, Patio
  • Lot Description: Level
  • Patio And Porch Features: Porch - Enclosed, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Side Entry, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Side Entry, Paved Drive, Off-Street
  • Parking Features: Side Entry, Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range
  • Water: Public, Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 336.0
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s)
  • Room Primary Bedroom Length: 16.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 21.0
Bedroom 2
  • Bedroom2 Area: 143.0
  • Bedroom2 Features: Bathroom - Full,Closet
  • Bedroom2 Length: 13.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 195.0
  • Bedroom3 Features: Closet
  • Bedroom3 Length: 13.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 15.0
Bedroom 4
  • Bedroom4 Area: 247.0
  • Bedroom4 Features: Bathroom - Full,Closet
  • Bedroom4 Length: 13.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 19.0
Bedroom 5
  • Bedroom5 Area: 196.0
  • Bedroom5 Features: Closet
  • Bedroom5 Length: 14.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 14.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Half
  • Bathroom2 Level: First
Dining Room
  • Dining Room Area: 256.0
  • Dining Room Features: Window(s) - Bay/Bow/Box
  • Dining Room Length: 16.0
  • Dining Room Level: First
  • Dining Room Width: 16.0
Family Room
  • Family Room Area: 399.0
  • Family Room Features: Cathedral Ceiling(s),Wet Bar,Exterior Access,Open Floorplan
  • Family Room Length: 19.0
  • Family Room Level: First
  • Family Room Width: 21.0
Kitchen
  • Kitchen Area: 390.0
  • Kitchen Features: Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan
  • Kitchen Length: 15.0
  • Kitchen Level: First
  • Kitchen Width: 26.0
Living Room
  • Room Living Room Area: 256.0
  • Room Living Room Features: Window(s) - Bay/Bow/Box
  • Room Living Room Length: 16.0
  • Room Living Room Level: First
  • Room Living Room Width: 16.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:030.0 L:0033 S:000.0,868151
  • Assessments: $3,645,700
  • Book: 51670
  • Tax Year: 2025
  • Zoning: RES
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 5
  • Heat Zones: 5
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 21 Westerly Road

DateEvent & SourcePriceAppreciation
Feb 5, 2026

Listed (Active)

MLS PIN #73474689

$4,995,000—
Oct 17, 2025

Canceled

MLS PIN #73431937

$4,995,000—
Oct 17, 2025

Temporarily Withdrawn

MLS PIN #73431937

$4,995,000—
Sep 17, 2025

Listed (Active)

MLS PIN #73431937

$4,995,000—
Aug 19, 2025

Canceled

MLS PIN #73350722

$4,995,000—
Aug 19, 2025

Temporarily Withdrawn

MLS PIN #73350722

$4,995,000—
Mar 26, 2025

Listed (Active)

MLS PIN #73350722

$5,250,000—
Sep 10, 2008

Sold (Public Record)

Public Record #254607893

$2,925,000

+23.4% / yr

Sep 10, 2008

Sold

MLS PIN #70603841

$2,925,000—
Aug 12, 2008

Contingent

MLS PIN #70603841

—
Jun 24, 2007

Listed (Active)

MLS PIN #70603841

$3,495,000—
Mar 25, 2002

Sold (Public Record)

Public Record #107914576

$750,000—
Oct 30, 2001

Sold (Public Record)

Public Record #100656433

$750,000—
DateEvent & SourcePrice
02/05/2026

Listed (Active)

MLS PIN #73474689

$4,995,000
10/17/2025

Canceled

MLS PIN #73431937

$4,995,000
10/17/2025

Temporarily Withdrawn

MLS PIN #73431937

$4,995,000
09/17/2025

Listed (Active)

MLS PIN #73431937

$4,995,000
08/19/2025

Canceled

MLS PIN #73350722

$4,995,000
08/19/2025

Temporarily Withdrawn

MLS PIN #73350722

$4,995,000
03/26/2025

Listed (Active)

MLS PIN #73350722

$5,250,000
09/10/2008

Sold (Public Record)

Public Record #254607893

$2,925,000

+23.4% / yr

09/10/2008

Sold

MLS PIN #70603841

$2,925,000
08/12/2008

Contingent

MLS PIN #70603841

—
06/24/2007

Listed (Active)

MLS PIN #70603841

$3,495,000
03/25/2002

Sold (Public Record)

Public Record #107914576

$750,000
10/30/2001

Sold (Public Record)

Public Record #100656433

$750,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Westerly Road

Taxable ValueLand$1,152,600Additions$2,493,100Total$3,645,700
Tax Record2025$40,467 ($3,372 / month)
Home Facts
Beds6Baths6Total Finished SqFt5,351 SqFtAbove Grade Finished SqFt5,351 SqFtStories2Lot Size60,000 SqFtStyleSingle Family ResidenceYear Built2006CountyMIDDLESEXAPNWEST M:030.0 L:0033 S:000.0Fireplace TypeHas Fireplace

Schools near 21 Westerly Road

This home is within Weston School District.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - PK to 3
Public - 4 to 5
Public - 6 to 8
Rating
School
Distance
Country Elementary School
PublicPK to 3

Woodland Elementary School
PublicPK to 3

Field Elementary School
Public4 to 5

Weston Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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21 Westerly Road is a single family home for sale in Weston, MA 02493. This property was listed for sale on February 5, 2026 by Coldwell Banker Realty - Wellesley, it's currently listed at $4,995,000. It has been on the market for a total of 1 days and was last sold on September 10, 2008. This listing's school district is Weston School District. Nearby schools include Country Elementary School, Woodland Elementary School and Field Elementary School. 21 Westerly Road is a 6-bed, 7-bath, 7,000 sqft single family home built in 2008.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Realty - Wellesley, Melissa Dailey

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.