2 Trailside Rd, Weston, MA 02493
OFF MARKET

$2,796,200

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,095 sqft (on 1.78 acres)

2 Trailside Rd, Weston, MA 02493

Est. Refi. Payment $17,371/mo*
Refinance Your Home
Currently Off Market - Sold Oct 27, 2005 for $1,620,000

Home Value

Trulia Estimate
$2.8M
Since last month
Decreased$15K (-0.5%)
Since last year
Increased$28K (+1%)
Since last sale
Increased$1M (+72.2%)
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 +56% in the last 10 years
MonthEstimated value
2026
September 2026$2.79M
August 2026$2.81M
July 2026$2.84M
June 2026$2.91M
May 2026$2.94M
April 2026$2.87M
March 2026$2.85M
February 2026$2.77M
January 2026$2.7M
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
2 Candleberry Ln, Weston, MA
0.13
Single-Family Home
$3,180,000
04/28/26
4
4
4,979
60 Possum Rd, Weston, MA
0.91
Single-Family Home
$2,000,000
02/13/26
4
3.5
3,953
64 Oak St, Weston, MA
0.62
Single-Family Home
$2,750,000
05/28/26
4
5.5
4,930
49 Newton St, Weston, MA
0.71
Single-Family Home
$2,328,000
04/10/26
4
4.5
3,469
50 Hubbard Rd, Weston, MA
0.95
Single-Family Home
$2,100,000
10/15/25
4
3.5
3,220
126 Newton St, Weston, MA
0.84
Single-Family Home
$2,700,000
05/06/26
4
3.5
3,152
56 Ridgeway Rd, Weston, MA
0.94
Single-Family Home
$2,800,000
10/28/25
5
3.5
3,552
482 Glen Rd, Weston, MA
0.95
Single-Family Home
$2,635,000
02/19/26
5
4.5
5,142
419 Wellesley St, Weston, MA
0.70
Single-Family Home
$3,560,000
06/05/26
5
4
5,372
157 Oak St, Weston, MA
0.93
Single-Family Home
$3,100,000
06/17/26
4
3
4,403

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
11 Trailside Rd, Weston, MA 02493
0.09
$2,453,200
5
4
4,321
Off Market
2 Candleberry Ln, Weston, MA 02493
0.13
$3,180,000
4
4
4,979
Recently Sold
30 Trailside Rd, Weston, MA 02493
0.19
$2,560,700
4
2.5
4,071
Off Market
35 Bittersweet Ln, Weston, MA 02493
0.28
$1,971,100
3
3.5
3,419
Off Market
18 Candleberry Ln, Weston, MA 02493
0.28
$3,303,300
5
5.5
6,623
Off Market
346 South Ave, Weston, MA 02493
0.31
$1,915,300
6
5
4,062
Off Market
26 Bittersweet Ln, Weston, MA 02493
0.32
$2,583,400
5
4.5
4,846
Off Market
17 Fields Pond Rd, Weston, MA 02493
0.33
$2,181,900
4
2.5
3,093
Off Market
97 Ash St, Weston, MA 02493
0.36
$2,398,100
4
3.5
5,103
Off Market
11 Beech Rd, Weston, MA 02493
0.38
$4,065,800
5
6.5
6,700
Off Market
275 South Ave, Weston, MA 02493
0.43
$6,731,400
5
9.5
9,599
Off Market
24 Colonial Way, Weston, MA 02493
0.45
$4,548,200
5
6
7,351
Off Market

Local Information

  • Map ViewExplore the area around 2 Trailside Rd.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1975
1.78 acre lot
4,095 sqft
$683/sqft
Garage

About this House

Dutch Colonial
2 Trailside Rd, Weston, MA 02493 is a 5 bedroom, 4 bathroom, 4,095 sqft single-family home built in 1975. It last sold for $1,620,000 on Oct 27, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,796,200, with a rent estimate of $7,407/month.

Home Details for 2 Trailside Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Sun RoomStorageCeiling Fan
Heating & Cooling
Heating: Forced Air, Radiant, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenLawnSprinkler System
Parking & Garage
GarageParking Spaces: 20Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1975Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.78 acres

Additional Information

IntercomSport Court

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Oct 27, 2005
Source: N/A
Sold
$1,620,000

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
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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."
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LGBTQ Local Legal Protections

Frequently asked questions about 2 Trailside Rd

  • What is 2 Trailside Rd estimated to be worth?
    Trulia's estimated value for 2 Trailside Rd in Weston, MA is $2,796,200.
  • What is the price history for 2 Trailside Rd?
    2 Trailside Rd in Weston, MA last sold for $1,620,000 in October 2005.
  • 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 2 Trailside Rd have air conditioning?
    Yes, 2 Trailside Rd in Weston, MA has air conditioning.
  • Does 2 Trailside Rd have laundry facilities?
    Yes, 2 Trailside Rd in Weston, MA has in-unit laundry.

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Off Market Homes Near 2 Trailside Rd

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