255 Westerly Rd, Weston, MA 02493
OFF MARKET

255 Westerly Rd
Weston, MA 02493

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

$3,017,800

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $17,230/mo*
Refinance Your Home

$3,017,800

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $17,230/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,830 sqft
(on 1.38 acres)

Homes for sale near 255 Westerly Rd

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 21, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
111 days ago

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
Last check for updates: about 7 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

Price History for 255 Westerly Rd

DatePriceEventSource
07/20/2023$2,500,000Sold
MLS PIN #73126440
06/20/2023$2,495,000ContingentMLS PIN #73126440
06/19/2023$2,495,000Listed For SaleMLS PIN #73126440
05/15/2013$1,555,000Sold
N/A
02/22/2013$1,595,000Listed For SaleAgent Provided
11/30/1993$600,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$27,384
Assessment$2,467,000
Home facts updated by county records

Comparable Sales for 255 Westerly Rd

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
80 Black Oak Rd, Weston, MA
0.12
Single-Family Home
$2,600,000
07/01/25
5
3.5
4,395
19 Pelham Rd, Weston, MA
0.54
Single-Family Home
$2,700,000
07/03/25
5
3.5
3,953
10 Audubon Rd, Weston, MA
0.42
Single-Family Home
$3,500,000
03/30/26
5
5.5
5,409
39 Westerly Rd, Weston, MA
0.64
Single-Family Home
$3,287,500
08/22/25
5
3.5
6,461
173 Country Dr, Weston, MA
0.54
Single-Family Home
$2,800,000
07/18/25
4
3.5
3,234
27 Covered Bridge Ln, Wayland, MA
0.59
Single-Family Home
$2,575,000
09/05/25
4
4.5
4,904
42 Westerly Rd, Weston, MA
0.65
Single-Family Home
$3,750,000
01/15/26
6
6.5
9,064
22 Forest Hill Rd, Wayland, MA
1.07
Single-Family Home
$1,858,000
07/17/25
5
3.5
5,090
35 Covered Bridge Ln, Wayland, MA
0.67
Single-Family Home
$3,650,000
06/20/25
6
7.5
7,000

Assigned Schools

These are the assigned schools for 255 Westerly Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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
    Flag

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.

Homes for rent near 255 Westerly Rd

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Off Market Homes Near 255 Westerly Rd

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Explore by feature

255 Westerly Rd, Weston, MA 02493 is a 5 bedroom, 4 bathroom, 4,830 sqft single-family home built in 1966. This property is not currently available for sale. 255 Westerly Rd was last sold on Jul 20, 2023 for $2,500,000 (0% higher than the asking price of $2,495,000). The current Trulia Estimate for 255 Westerly Rd is $3,017,800.