18 Trailside Dr, Westwood, MA 02090
OFF MARKET

18 Trailside Dr
Westwood, MA 02090

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

$2,102,000

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $12,591/mo*
Refinance Your Home

$2,102,000

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $12,591/mo*
Refinance Your Home
5 Beds
4 Baths
4,234 sqft
(on 0.92 acres)

Local Information

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

Description

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.
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.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 18 Trailside Dr

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
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 History for 18 Trailside Dr

DatePriceEventSource
08/29/2013$950,000Sold
N/A
06/20/2013$999,000PriceChange
Agent Provided
05/15/2013$1,049,900PriceChange
Agent Provided
04/27/2013$1,095,000PriceChange
Agent Provided
04/04/2013$1,149,000PriceChange
Agent Provided
02/21/2013$1,195,000Listed For SaleAgent Provided

Market trends in Walpole

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
23MoM
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Property Tax and Assessment

Year2025
Tax$20,090
Assessment$1,568,300
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,158/mo
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Homes for rent near 18 Trailside Dr

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Comparable Sales for 18 Trailside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
65 Stanford Dr, Westwood, MA
0.51
Single-Family Home
$1,160,000
07/09/25
4
3
2,570
115 Alder Rd, Westwood, MA
0.39
Single-Family Home
$1,060,000
10/17/25
3
2.5
2,491
421 Oak St, Westwood, MA
0.52
Single-Family Home
$2,250,000
06/27/25
4
4.5
4,228
517 Oak St, Westwood, MA
0.52
Single-Family Home
$1,230,000
08/08/25
4
2.5
2,360
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
24 Spruce Dr, Westwood, MA
0.63
Single-Family Home
$1,360,000
08/29/25
4
2.5
3,029

Nearby homes

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Assigned Schools

These are the assigned schools for 18 Trailside Dr.
View nearby schools on GreatSchools
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 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. "
    2
    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

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Homes for sale near 18 Trailside Dr

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Off Market Homes Near 18 Trailside Dr

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18 Trailside Dr, Westwood, MA 02090 is a 5 bedroom, 4 bathroom, 4,234 sqft single-family home built in 1985. This property is not currently available for sale. 18 Trailside Dr was last sold on Aug 29, 2013 for $950,000. The current Trulia Estimate for 18 Trailside Dr is $2,102,000.