18 Trailside Dr, Westwood, MA 02090
OFF MARKET

$2,007,600

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,234 sqft (on 0.92 acres)

18 Trailside Dr, Westwood, MA 02090

Est. Refi. Payment $11,996/mo*
Refinance Your Home
Currently Off Market - Sold Aug 29, 2013 for $950,000

Home Value

Trulia Estimate
$2.01M
Since last month
Decreased$39K (-1.9%)
Since last year
Increased$55K (+2.8%)
Since last sale
Increased$1M (+111.3%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$2.01M
August 2026$2.01M
July 2026$2.05M
June 2026$2.06M
May 2026$2.09M
April 2026$2.05M
March 2026$2.03M
February 2026$1.94M
January 2026$1.89M
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
36 Bubbling Brook Rd, Walpole, MA
0.15
Single-Family Home
$1,210,000
06/16/26
4
2.5
3,615
42 Tamarack Rd, Westwood, MA
0.16
Single-Family Home
$1,928,000
10/30/25
5
3
4,218
23 Bubbling Brook Rd, Walpole, MA
0.24
Single-Family Home
$1,300,000
01/09/26
4
3
5,440
144 Fensview Dr, Westwood, MA
0.39
Single-Family Home
$2,020,000
11/19/25
4
2.5
4,816
4 Skyview Dr, Walpole, MA
0.54
Single-Family Home
$1,275,000
07/29/26
4
3.5
2,880
115 Alder Rd, Westwood, MA
0.39
Single-Family Home
$1,060,000
10/17/25
3
2.5
2,491
45 Stanford Dr, Westwood, MA
0.56
Single-Family Home
$1,235,000
10/17/25
4
2.5
2,504
6 Pheasant Hill St, Westwood, MA
0.80
Single-Family Home
$1,155,000
06/05/26
4
3.5
3,425
25 Blueberry Ln, Westwood, MA
0.74
Single-Family Home
$2,075,000
04/23/26
5
4
5,617
216 Oak St, Westwood, MA
0.67
Single-Family Home
$2,480,000
07/06/26
5
5.5
4,600

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
40 Bubbling Brook Rd, Walpole, MA 02081
0.12
$1,595,200
4
3.5
4,396
Off Market
36 Bubbling Brook Rd, Walpole, MA 02081
0.14
$1,210,000
4
2.5
3,615
Recently Sold
48 Tamarack Rd, Westwood, MA 02090
0.15
$1,432,000
4
4
2,656
Off Market
42 Tamarack Rd, Westwood, MA 02090
0.16
$2,002,900
5
3
4,218
Off Market
12 Pettees Pond Ln, Westwood, MA 02090
0.22
$2,198,400
4
3.5
4,548
Off Market
23 Bubbling Brook Rd, Walpole, MA 02081
0.24
$1,300,000
4
3
5,440
Recently Sold
105 Tamarack Rd, Westwood, MA 02090
0.26
$1,273,200
4
3.5
3,200
Off Market
49 Margery Ln, Westwood, MA 02090
0.29
$2,194,900
4
3.5
5,037
Off Market
8 Drum Head Way, Walpole, MA 02081
0.31
-
4
4
5,070
Off Market
133 Tamarack Rd, Westwood, MA 02090
0.31
$1,321,400
3
2.5
2,002
Off Market
1330 Old North St, Walpole, MA 02081
0.35
-
5
4.5
5,056
Off Market
215 Briar Ln, Westwood, MA 02090
0.36
$1,290,800
3
2.5
2,383
Off Market

Local Information

  • Map ViewExplore the area around 18 Trailside Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
0.92 acres
Living Area
4,234 sqft
Price/Sqft
$474
Parking
Garage

About this House

This single-family home is located at 18 Trailside Dr, Westwood, MA. 18 Trailside Dr is in Westwood, MA and in ZIP code 02090. This property has 5 bedrooms, 4 bathrooms and approximately 4,234 sqft of floor space. This property has a lot size of 0.92 acres and was built in 1985.
18 Trailside Dr, Westwood, MA 02090 is a 5 bedroom, 4 bathroom, 4,234 sqft single-family home built in 1985. It last sold for $950,000 on Aug 29, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,007,600, with a rent estimate of $7,174/month.

Home Details for 18 Trailside Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPorchSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price and Tax history

DateEventPrice
Aug 29, 2013
Source: N/A
Sold
$950,000
Jun 20, 2013
Source: Agent Provided
PriceChange
$999,000
Price decreased by 5%
May 15, 2013
Source: Agent Provided
PriceChange
$1,049,900
Price decreased by 4%
Apr 27, 2013
Source: Agent Provided
PriceChange
$1,095,000
Price decreased by 5%
Apr 4, 2013
Source: Agent Provided
PriceChange
$1,149,000
Price decreased by 4%

Market trends in Walpole

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$776K
$3.17KMoM
Sale-to-List Price
102.5%
0.4%MoM
Price per sq ft
$395
$8MoM
Available listings
69
5MoM

Around this home

What Locals Say about Walpole

At least 92 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 88 % Say parking is easy

  • 85 % Say car is needed

  • 81 % Say there are sidewalks

  • 80 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 75 % Say there's wildlife

  • 74 % Say yards are well-kept

  • 69 % Say they plan to stay for at least 5 years

  • 68 % Say kids play outside

  • 64 % Say streets are well-lit

  • 63 % Say it's walkable to restaurants

  • 63 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 45 % Say it's walkable to grocery stores

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jeremiah.m.parson
    "Plenty of trails, parks, and outdoor activities for dogs. Great place for families to live with their dogs!"
    0
    Flag
  • Sabrina T.
    "Movie nights and festivals we are a close knit group of teachers pipe fitters and plumbers. Great schools"
    1
    Flag
  • Glennmaffei
    "There is easy access to major highways, including Route 1 and I-95. Traffic I'd manageable, and public transportation -- including commuter rail and bus lines -- are close by. "
    3
    Flag
  • Kathleenduseau7
    "Walpole day is fun for the kids. Walpole fire works on July third are the best around. Bird park is a great place to get fresh air and walk your dog and Adams farm has nice hiking tails. "
    2
    Flag
  • Fredthetenor
    "Dogs are walked all the time and everyone picks up their stuff. We often stop to say hello to the dogs and their walkers."
    3
    Flag
  • Jean Howard-brissette
    "Family friendly cul-de-sac, only 6 houses - dog friendly, and we all watch out for each other. Convenient for shopping, and several excellent dining choices closeby."
    2
    Flag
  • Pmdorigo
    "I love this place, schools, shops, restaurants, neighbors, police, mail, beautiful library, dogs walking with owners, great place to live"
    0
    Flag
  • Catfish46
    "Friendly and safe neighborhood. Pretty houses large and small. Near Bird Park and the elementary and middle schools. Wonderful town to have a family and bring up children!"
    1
    Flag
  • Tandy H.
    "My neighborhood is the best you could hope for. No traffic, tons of kids to play with, dog-friendly, and very friendly and helpful neighbors that look out for each other. "
    1
    Flag
  • Davenchy E.
    "Love this town! I have lived here for years and love it's convenient location. The people are friendly and there is a lot of activity."
    0
    Flag
  • David A. F.
    "The Police Station just moved to our street about a week ago. The town forest is across the street. I can walk to the center of town in 10 minutes. "
    0
    Flag
  • A
    "We have lived in East Walpole for three years, and absolutely love it. Great quiet neighborhood, but very close to 95, shopping, Boston, & Providence. Bird Park is one of the highlights, as well as Adams Farm."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 18 Trailside Dr

  • What is 18 Trailside Dr estimated to be worth?
    Trulia's estimated value for 18 Trailside Dr in Westwood, MA is $2,007,600.
  • What is the price history for 18 Trailside Dr?
    18 Trailside Dr in Westwood, MA last sold for $950,000 in August 2013.
  • Is Westwood a buyer's or seller's market?
    Westwood is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Westwood?
    The median sale price in Westwood is $776K. That is up $3.17K from the prior month.
  • How big is the lot at 18 Trailside Dr?
    The lot at 18 Trailside Dr in Westwood, MA is about 0.92 acres (40,075 sq ft).
  • Does 18 Trailside Dr have a garage?
    Yes, 18 Trailside Dr in Westwood, MA has a garage.

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