20 Westerly Rd, Weston, MA 02493
OFF MARKET

$3,960,300

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 6,000 sqft (on 1.40 acres)

20 Westerly Rd, Weston, MA 02493

Est. Refi. Payment $24,572/mo*
Refinance Your Home
Currently Off Market - Sold Mar 30, 2022 for $3,370,000

Home Value

Trulia Estimate
$3.96M
Since last month
Decreased$43K (-1.1%)
Since last year
Increased$31K (+0.8%)
Since last sale
Increased$603K (+17.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +51% in the last 10 years
MonthEstimated value
2026
September 2026$3.97M
August 2026$4.02M
July 2026$4.06M
June 2026$4.08M
May 2026$4.13M
April 2026$4.09M
March 2026$4.08M
February 2026$3.93M
January 2026$3.86M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Westerly Rd, Weston, MA
0.10
Single-Family Home
$3,750,000
01/15/26
6
6.5
9,064
10 Audubon Rd, Weston, MA
0.34
Single-Family Home
$3,500,000
03/30/26
5
5.5
5,409
9 Sanderson Ln, Weston, MA
0.16
Single-Family Home
$4,900,000
06/11/26
5
7
8,363
142 Buckskin Dr, Wayland, MA
0.38
Single-Family Home
$2,495,000
06/15/26
5
4.5
5,886
72 Love Ln, Weston, MA
0.22
Single-Family Home
$5,700,000
12/02/25
5
6
8,210
19 Old Connecticut Path, Wayland, MA
0.41
Single-Family Home
$2,950,000
03/05/26
6
6.5
7,083
74 Old Connecticut Path, Wayland, MA
0.82
Single-Family Home
$3,240,000
01/23/26
5
6
7,600
6 Dairy Farm Ln, Wayland, MA
0.67
Single-Family Home
$2,500,000
05/22/26
5
7
6,690
117 Deer Path Ln, Weston, MA
0.73
Single-Family Home
$2,650,000
10/07/25
5
2.5
4,403
23 Covered Bridge Ln, Wayland, MA
0.49
Single-Family Home
$2,310,000
06/15/26
5
4
4,563

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
21 Westerly Rd, Weston, MA 02493
0.07
$4,585,000
6
6
8,000
For Sale
39 Westerly Rd, Weston, MA 02493
0.11
$3,343,200
5
3.5
6,461
Off Market
42 Westerly Rd, Weston, MA 02493
0.10
$3,750,000
6
6.5
9,064
Recently Sold
74 Buckskin Dr, Weston, MA 02493
0.12
$2,478,300
5
3.5
4,931
Off Market
9 Sanderson Ln, Weston, MA 02493
0.16
$4,900,000
5
7
8,363
Recently Sold
55 Westerly Rd, Weston, MA 02493
0.19
$2,598,900
5
4
3,937
Off Market
72 Love Ln, Weston, MA 02493
0.22
$5,700,000
5
6
8,210
Recently Sold
10 Blossom Ln, Wayland, MA 01778
0.31
$1,884,600
4
2.5
3,732
Off Market
19 Westway Rd, Wayland, MA 01778
0.32
$1,428,500
4
3
3,043
Off Market
10 Audubon Rd, Weston, MA 02493
0.34
$3,500,000
5
5.5
5,409
Recently Sold
35 Covered Bridge Ln, Wayland, MA 01778
0.35
$3,702,300
6
7.5
7,000
Off Market
96 Love Ln, Weston, MA 02493
0.33
$7,802,800
6
7.5
9,700
Off Market

Local Information

  • Map ViewExplore the area around 20 Westerly Rd.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
1.4 acre lot
6,000 sqft
$660/sqft

About this House

Modern oasis at it's finest! Set amidst manicured grounds, no expenses spared in this meticulously designed 5 bedroom, 5.5 bath Smart home. Walls of glass encompass this pristine residence with gorgeous views in all directions. Ultimate chef's kitchen ideal for entertaining with professional high end appliances makes this a cook's dream. Open floor plan with soaring ceilings through out has been designed for family and friends to gather and mingle. This show-stopping home features a serene master bedroom w/closet space galore and fabulous en-suite spa-like bath. Grand foyer with floor to ceiling glass surrounds you as you enter this architecturally designed gem. Privacy abounds in your outdoor spaces encompassing a stone patio w/grilling area, topiary garden w/jacuzzi, and fire pit area w/water feature. Walk-out family room, office suite in this highly sought after south Weston location. Adjacent to acres of conservation land and walking trails. Two charging stations for your ev cars. 2021-08-14
20 Westerly Rd, Weston, MA 02493 is a 5 bedroom, 6 bathroom, 6,000 sqft single-family home built in 2006. It last sold for $3,370,000 on Mar 30, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,960,300.

Home Details for 20 Westerly Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.40 acres

Price and Tax history

DateEventPrice
Mar 30, 2022
Source: MLS PIN #72935911
Sold
$3,370,000
Feb 4, 2022
Source: MLS PIN #72935911
Contingent
$3,400,000
Jan 21, 2022
Source: MLS PIN #72935911
Listed For Sale
$3,400,000
Sep 13, 2021
Source: N/A
Sold
$3,250,000
Aug 14, 2021
Source: MLS PIN #72877438
Pending
$3,250,000

Market trends in Weston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
48
9MoM

Around this home

What Locals Say about Weston

At least 28 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
    0
    Flag
  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
    3
    Flag
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
    0
    Flag
  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
    1
    Flag
  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
    0
    Flag
  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Westerly Rd

  • What is 20 Westerly Rd estimated to be worth?
    Trulia's estimated value for 20 Westerly Rd in Weston, MA is $3,960,300.
  • What is the price history for 20 Westerly Rd?
    20 Westerly Rd in Weston, MA last sold for $3,370,000 in March 2022.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, MA as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Weston, MA.
  • Does 20 Westerly Rd have air conditioning?
    Yes, 20 Westerly Rd in Weston, MA has air conditioning.
  • How big is the lot at 20 Westerly Rd?
    The lot at 20 Westerly Rd in Weston, MA is about 1.4 acres.

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Weston, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 20 Westerly Rd

Skip to last item
Skip to first item

Homes for sale near 20 Westerly Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item