286 Westboro Rd, Upton, MA 01568
Property image
Property image
OFF MARKET

286 Westboro Rd
Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 3,489 sqft (on 2.06 acres)

$852,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,256/mo*
Refinance Your Home

$852,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,256/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,489 sqft
(on 2.06 acres)

Home Value

Trulia Estimate
$852K
Since last month
Decreased$16K (-1.9%)
Since last year
Increased$10K (+1.2%)
Since last sale
Increased$141K (+19.8%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$851K
July 2026$867K
June 2026$870K
May 2026$860K
April 2026$858K
March 2026$853K
February 2026$833K
January 2026$816K
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
201 Spring St, Hopkinton, MA
0.54
Single-Family Home
$910,000
07/31/26
4
4.5
3,566
4 Phylmor Dr, Westborough, MA
0.61
Single-Family Home
$880,000
09/29/25
4
2.5
3,193
268 North St, Upton, MA
1.03
Single-Family Home
$700,000
10/17/25
4
3
3,048
146 Upton Rd, Westborough, MA
0.68
Single-Family Home
$699,000
03/03/26
4
1.5
2,849
271 Pond St, Hopkinton, MA
0.88
Single-Family Home
$950,000
11/14/25
4
2.5
2,323
215 North St, Upton, MA
0.60
Single-Family Home
$810,000
07/31/26
3
2.5
3,300
19 Falcon Ridge Dr, Hopkinton, MA
0.67
Single-Family Home
$1,414,000
08/29/25
4
4.5
5,034
5 Stewart St, Hopkinton, MA
0.99
Single-Family Home
$928,000
05/08/26
4
2.5
2,880
4 Stewart St, Hopkinton, MA
0.97
Single-Family Home
$1,300,000
06/25/26
4
2.5
3,508
11 Howarth Dr, Upton, MA
1.10
Single-Family Home
$1,100,000
07/30/26
4
3.5
3,768

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
290 Westboro Rd, Upton, MA 01568
0.06
$802,200
4
3.5
2,774
Off Market
186 Spring St, Hopkinton, MA 01748
0.50
$3,450,000
-
-
-
For Sale
47 Southboro Rd, Upton, MA 01568
0.54
$906,600
5
3.5
2,863
Off Market
201 Spring St, Hopkinton, MA 01748
0.54
$910,000
4
4.5
3,566
Recently Sold
215 North St, Upton, MA 01568
0.60
$810,000
3
2.5
3,300
Recently Sold
64 Lackey Street, Upton, MA 01568
0.59
$1,155,500
4
3
4,066
Off Market
4 Phylmor Dr, Westborough, MA 01581
0.61
$905,900
4
2.5
3,193
Off Market
147 Upton Rd, Westborough, MA 01581
0.63
$839,800
4
2.5
2,351
Off Market
189 Spring St, Hopkinton, MA 01748
0.65
$957,600
3
2
1,966
Off Market
146 Upton Rd, Westborough, MA 01581
0.68
$699,000
4
1.5
2,849
Recently Sold
9 Stratton Dr, Westborough, MA 01581
0.67
$1,545,500
4
4.5
5,022
Off Market
19 Falcon Ridge Dr, Hopkinton, MA 01748
0.67
$1,435,100
4
4.5
5,034
Off Market

Local Information

  • Map ViewExplore the area around 286 Westboro Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Lot Size
2.06 acres
Living Area
3,489 sqft
Price/Sqft
$244
Parking
Garage

About this House

Welcome to Upton. Just before the Westborough line you will find this inviting 4 Bedroom, 2.5 Bath, 3489 square foot home is nestled on more than 2 acres of land and surrounded by Upton state forest. The owners have made so many updates for you including Corian counters, updated windows, siding, doors, new basement carpet, New Buderus boiler, and more. There is so much room to work from home, or distance learn here in the finished attic or finished basement. There are hardwood floors throughout the home. You can get lost in your own home. There are four levels to explore! Outside there is a shed and there are chicken coops if you want eggs, a detached garage if you want to rehabs cars or store lots of "stuff". Soo much potential. Hang out in the porch, on the deck, in the yard, or take a hike through the closely located trails in the park. Come and see what Westboro Road has to offer. The perfect home to quarantine in!
286 Westboro Rd, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 3,489 sqft single-family home built in 1986. It last sold for $710,000 on Jul 15, 2022. It is currently off market. The Trulia Estimate is $852,300, with a rent estimate of $4,594/month.

Home Details for 286 Westboro Rd

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Concrete, Hardwood, Laminate
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room
Appliances & Utilities
Disposal
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl, WoodPatio
Parking & Garage
GarageParking Spaces: 6Parking: Garage Detached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 2.06 acres

Price and Tax history

DateEventPrice
Jul 15, 2022
Source: MLS PIN #72986066
Sold
$710,000
May 26, 2022
Source: MLS PIN #72986066
Contingent
$679,900
May 22, 2022
Source: MLS PIN #72986066
Listed For Sale
$679,900
May 17, 2021
Source: N/A
Sold
$583,000
Mar 16, 2021
Source: MLS PIN #72790526
Pending
$558,900

Market trends in Upton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
4MoM

Around this home

What Locals Say about Upton

At least 28 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 83 % Say yards are well-kept

  • 75 % Say it's dog friendly

  • 73 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 68 % Say they plan to stay for at least 5 years

  • 67 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 59 % Say kids play outside

  • 48 % Say there are sidewalks

  • 30 % Say there are community events

  • 25 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Fernando M.
    "I've lived in Upton now for almost a Decade and it's an amazing town. The community is amazing, people are respectful, lots of community events, lots of recreational areas from Kiwanis beach, Upton State Park, Peppercorn Hill Conservation Area and other location, the schools are excellent, teachers care about the students, great academic and athletic departments. Upton truly is a place you can raise a family and feel safe."
    0
    Flag
  • Kristy G. B.
    "Must leave early to get to Boston or Boston area. Early is 6:30 or leave after 9 am. There is a lot of traffic going East, but is going on the other direction not as bad. There is not a lot of traffic on the town, but on the boarders of all surrounding towns there is traffic at peak hours."
    7
    Flag
  • Kristy G. B.
    "We’ve lived here for 9 years and everyone is very friendly and looks out for each other, yet you maintain your privacy. It’s a great sense of community with lots of young families."
    1
    Flag
  • Bapalladini
    "it's a nice area. my dad loves it here. nice neighborhood, good community. old time feel to the area. plenty of hiking, parks etc. good schools, overall great "
    2
    Flag
  • Kristy G. B.
    "Safe, tight knit community where everyone is looking out for each other. The community is growing and young families are moving in. It definitely has a small town feel. "
    2
    Flag
  • Lily G.
    "plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
    1
    Flag
  • Paola W. O.
    "Tons of areas to walk dogs. You just have to be careful with wild animals that could attack your dogs at night. "
    2
    Flag
  • Acmalzone
    "Small, friendly neighborhood town. Great neighbors. Awesome school system. Safe town. No chain stores or chain restaurants. All Ma & Pop shops and family owned restaurants."
    2
    Flag
  • annacollari
    "I have lived here for 2 years and it has already topped all the 10 other places i lived in, it is very clean, and my kids get a great education at the two high schools and one elementary school. All the people here are so nice and friendly. There are loads of places to walk and hang out, and it is great for kids, there is one park and baseball field, and there is another public park at the Elementary school. Upton is a Great place to live!"
    0
    Flag
  • Petersonk17
    "I live here since I was born and I think it is a wonderful neighborhood to live in. Lots of kids live around so it is good for families with children."
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 286 Westboro Rd

  • What is 286 Westboro Rd estimated to be worth?
    Trulia's estimated value for 286 Westboro Rd in Upton, MA is $852,300.
  • What is the price history for 286 Westboro Rd?
    286 Westboro Rd in Upton, MA last sold for $710,000 in July 2022.
  • Is Upton a buyer's or seller's market?
    Upton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Upton?
    Residents describe Upton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Upton, MA.
  • Does 286 Westboro Rd have laundry facilities?
    Yes, 286 Westboro Rd in Upton, MA has laundry facilities.
  • How big is the lot at 286 Westboro Rd?
    The lot at 286 Westboro Rd in Upton, MA is about 2.1 acres.

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