255 Westerly Rd, Weston, MA 02493
Property image
Property image
OFF MARKET

$2,863,800

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,830 sqft (on 1.38 acres)

255 Westerly Rd, Weston, MA 02493

Est. Refi. Payment $17,011/mo*
Refinance Your Home
Currently Off Market - Sold Jul 20, 2023 for $2,500,000

Home Value

Trulia Estimate
$2.86M
Since last month
Decreased$41K (-1.4%)
Since last year
Decreased$21K (-0.7%)
Since last sale
Increased$369K (+14.7%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$2.87M
August 2026$2.86M
July 2026$2.91M
June 2026$2.96M
May 2026$3M
April 2026$2.96M
March 2026$2.96M
February 2026$2.86M
January 2026$2.81M
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
117 Deer Path Ln, Weston, MA
0.07
Single-Family Home
$2,650,000
10/07/25
5
2.5
4,403
142 Buckskin Dr, Wayland, MA
0.41
Single-Family Home
$2,495,000
06/15/26
5
4.5
5,886
199 Country Dr, Weston, MA
0.43
Single-Family Home
$2,480,000
06/16/26
6
4
3,907
10 Audubon Rd, Weston, MA
0.42
Single-Family Home
$3,500,000
03/30/26
5
5.5
5,409
286 Country Dr, Weston, MA
0.29
Single-Family Home
$7,180,000
06/24/26
6
7.5
8,421
23 Covered Bridge Ln, Wayland, MA
0.68
Single-Family Home
$2,310,000
06/15/26
5
4
4,563
42 Westerly Rd, Weston, MA
0.65
Single-Family Home
$3,750,000
01/15/26
6
6.5
9,064
2 Forest Hill Rd, Wayland, MA
1.05
Single-Family Home
$2,420,000
11/14/25
5
5.5
6,044
54 Old Connecticut Path, Wayland, MA
0.94
Single-Family Home
$1,651,000
06/25/26
4
3.5
2,979
9 Sanderson Ln, Weston, MA
0.71
Single-Family Home
$4,900,000
06/11/26
5
7
8,363

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
240 Westerly Rd, Weston, MA 02493
0.09
$6,260,100
5
6.5
7,039
Off Market
117 Deer Path Ln, Weston, MA 02493
0.07
$2,725,200
5
2.5
4,403
Off Market
8 Brandywyne #8, Wayland, MA 01778
0.10
$544,200
1
1.5
1,276
Off Market
5 Brandywyne #Unit 5, wayland, MA 01778
0.09
$790,400
2
2.5
1,900
Off Market
12 Brandywyne #12, Wayland, MA 01778
0.11
$625,000
1
2.5
1,906
Recently Sold
80 Black Oak Rd, Weston, MA 02493
0.12
$2,762,400
5
3.5
4,395
Off Market
7 Fox Holw #7, Wayland, MA 01778
0.10
$542,000
1
1.5
1,276
Recently Sold
8 Fox Holw #8, Wayland, MA 01778
0.12
$622,000
2
2.5
1,718
Recently Sold
4 Astra #4, Wayland, MA 01778
0.16
-
2
2
1,553
Off Market
5 Astra #5, Wayland, MA 01778
0.17
-
2
2
1,901
Off Market
2 Astra #2, Wayland, MA 01778
0.18
$719,400
2
2.5
1,672
Off Market

Local Information

  • Map ViewExplore the area around 255 Westerly Rd.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1966
1.38 acre lot
4,830 sqft
$593/sqft
2 Car Garage

About this House

Lovely 5 bedroom colonial privately sited on an ended way in one of Weston’s most coveted South side neighborhoods has been recently remodeled and refreshed from top to bottom. Spectacular chef’s kitchen with Subzero and Wolf appliances and eating area with custom built ins leads to a fireplaced family room with walls of stone and glass all perfectly placed with access to the screened in porch and deck perfect for al fresco dining and entertaining. An entertainment sized living room with fireplace joins a sunbathed dining room, mudroom with built ins and laundry area to complete the first floor. Upstairs are 5 generous bedrooms and 3 baths including the primary suite which boasts a stunning spa bath and walk in closet. A lower level with playroom and office can double as a media room and has its own kitchen area for convenient entertaining. All of this set on a picture perfect lot with rolling lawns and a big barn for storage or whatever your heart desires.
255 Westerly Rd, Weston, MA 02493 is a 5 bedroom, 4 bathroom, 4,830 sqft single-family home built in 1966. It last sold for the $2,495,000 asking price on Jul 20, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,863,800, with a rent estimate of $7,390/month.
Last check for updates: about 3 hours ago
Listed by Donahue Maley and Burns Team
Compass, (781) 365-9954
Bought with: Todd Movsessian, (617) 968-0000, Barrett Sotheby's International Realty, (781) 862-1700
Source: MLS PIN, MLS#73126440

Home Details for 255 Westerly Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4830 Square Feet
Appliances & Utilities
Appliances: Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Wine CoolerDishwasherDisposalDryerLaundry: First FloorRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Radiant,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Generator
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: French DoorsFlooring: Tile, Carpet, Hardwood, Stone / Slate, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Stone Slate, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened, DeckOther Structures: Barn/StableExterior: Porch - Screened, Deck, Barn/Stable, Professional Landscaping, Sprinkler SystemFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:042.0 L:0033 S:000.0, 868580

Price & Status

Price
List Price: $2,495,000
Status Change & Dates
Off Market Date: Mon Jun 26 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Weston
School Information
Elementary School: WemJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 4830 Square Feet

Community

Community Features: Shopping, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.3774 Acres

Offer

Contingencies: Pending P&S

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73126440

Additional Information

ShoppingWalk/Jog TrailsGolfConservation AreaHighway AccessPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Jul 20, 2023
Source: MLS PIN #73126440
Sold
$2,500,000
Jun 20, 2023
Source: MLS PIN #73126440
Contingent
$2,495,000
Jun 19, 2023
Source: MLS PIN #73126440
Listed For Sale
$2,495,000
May 15, 2013
Source: N/A
Sold
$1,555,000
Feb 22, 2013
Source: Agent Provided
Listed For Sale
$1,595,000

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
5MoM

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
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  • 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
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LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 255 Westerly Rd

  • What is 255 Westerly Rd estimated to be worth?
    Trulia's estimated value for 255 Westerly Rd in Weston, MA is $2,863,800.
  • What is the price history for 255 Westerly Rd?
    255 Westerly Rd in Weston, MA last sold for $2,500,000 in July 2023.
  • 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 255 Westerly Rd have air conditioning?
    Yes, 255 Westerly Rd in Weston, MA has air conditioning.
  • Does 255 Westerly Rd have laundry facilities?
    Yes, 255 Westerly Rd in Weston, MA has in-unit laundry.

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