108 Upton Rd, Westborough, MA 01581
OFF MARKET

108 Upton Rd
Westborough, MA 01581

  • 2 Beds
  • 1 Bath
  • 1,090 sqft (on 0.42 acres)

$510,600

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home

$510,600

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home
2 Beds
1 Bath
1,090 sqft
(on 0.42 acres)

Local Information

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

Description

Thoughtful updates and improvements have made this home a dream. From the gorgeous kitchen and bath, to gleaming hardwood floors, a new bonus room in lower level and comfortable 3 season room overlooking the flat expanse of backyard - there is nothing to do but move in and enjoy. And there's lots to enjoy - the home is on a quiet stretch of Upton Road, across from Sandra Pond/Westborough Reservoir and 144 acres of Minuteman Park conservation land with scenic trails. In addition, the large lot is picturesque in the front, and square and spacious in the back with a good sized shed and room to roam. Behind the scenes is a newer efficient septic system, newer roof, updated electrical, generator switch at the panel, new well pump, tankless hot water and much more. Don't miss this opportunity to own in Westborough. The perfect combination of rural charm and highway convenience - a wonderful place to live.
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
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 108 Upton Rd

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Concrete, Hardwood
Appliances & Utilities
Cable ReadyDishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.42 acres

Price History for 108 Upton Rd

DatePriceEventSource
12/29/2020$387,000Sold
N/A
12/08/2020$349,999PendingAgent Provided
12/05/2020$349,999Listed For SaleAgent Provided
10/23/2020$349,999ListingRemovedAgent Provided
10/09/2020$349,999PendingAgent Provided
10/01/2020$349,999Listed For SaleAgent Provided
11/07/2014$229,000Sold
N/A
09/12/2014$239,900PendingToActiveAgent Provided
08/24/2014$239,900PendingAgent Provided
07/21/2014$239,900PriceChange
Agent Provided
07/11/2014$249,900PriceChange
Agent Provided
07/02/2014$254,900PriceChange
Agent Provided
06/26/2014$259,900PriceChange
Agent Provided
06/15/2014$269,900PriceChange
Agent Provided
06/05/2014$295,900Listed For SaleAgent Provided
03/28/2014$159,000Sold
N/A
03/08/2014$169,900PendingAgent Provided
02/22/2014$169,900PriceChange
Agent Provided
01/16/2014$184,900Listed For SaleAgent Provided
06/07/2013$157,250Sold
N/A
06/30/1995$90,000Sold
N/A

Market trends in Westborough

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
15MoM
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Property Tax and Assessment

Year2025
Tax$6,808
Assessment$417,900
Home facts updated by county records

Comparable Sales for 108 Upton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Lackey St, Westborough, MA
0.12
Single-Family Home
$787,000
05/29/26
3
2
2,368
39 Warren St, Westborough, MA
1.01
Single-Family Home
$550,000
01/15/26
3
1
1,232
26 Mount Pleasant St, Westborough, MA
1.24
Single-Family Home
$425,000
04/13/26
3
1
1,106
146 Upton Rd, Westborough, MA
0.66
Single-Family Home
$699,000
03/03/26
4
1.5
2,849
54 Warren St, Westborough, MA
0.85
Single-Family Home
$740,000
08/13/25
3
1.5
1,920
20 Olde Coach Rd, Westborough, MA
0.70
Single-Family Home
$1,100,000
10/16/25
4
2.5
2,806
5 Castle Hill Rd, Hopkinton, MA
0.75
Single-Family Home
$910,000
06/24/25
3
2
2,885
4 Phylmor Dr, Westborough, MA
0.73
Single-Family Home
$880,000
09/29/25
4
2.5
3,193
58 Upton Rd, Westborough, MA
0.68
Single-Family Home
$890,000
07/18/25
4
3
2,321
5 Victory Ln, Hopkinton, MA
1.34
Single-Family Home
$675,000
05/08/26
3
2
1,316

Nearby homes

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Assigned Schools

These are the assigned schools for 108 Upton Rd.
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 Westborough

At least 96 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 87 % Say parking is easy

  • 85 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 73 % Say kids play outside

  • 72 % Say there's holiday spirit

  • 72 % Say there are sidewalks

  • 63 % Say they plan to stay for at least 5 years

  • 57 % Say it's walkable to restaurants

  • 57 % Say there's wildlife

  • 56 % Say streets are well-lit

  • 53 % Say neighbors are friendly

  • 48 % Say it's walkable to grocery stores

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kelly Roney
    "Downtown Westborough is a great place to live. There are many walkable restaurants and stores. People are friendly, too. I’m very happy to be here. "
    0
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  • Trulia User
    "Have had an amazing experience at Hastings for 1st & 2nd—and feel lucky to live in this community!! "
    0
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  • Rcjudd
    "There are good parks and paths to walk dogs, including Veterans Park. The charm bracelet is an excellent walkable trail for dogs"
    0
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  • Ashley Carie
    "There was a fenced in area for dogs in the complex I lived but for other surrounding neighborhoods there were plenty of sidewalks and safe places with less traffic "
    0
    Flag
  • Jamie Wiggins
    "Not really sure more families in the area, I work a lot, movies during the summer on the green. School events, parades on holidays. I am single so going to Worcester about 15 minutes away is very easy to get to. Movie theater in Framingham and Marlboro. Indoor athletic facilities. New athletic fields and track facilities at the high school with lights. Town beach and lake, local reservoir good for walks taking strolls. Several local bars and restaurants searching shell fish Mexican Asian cuisine and an Uno restaurant. "
    0
    Flag
  • Emily Z.
    "Really safe neighborhood to grow up in, friendly neighbors and mix of young families and older couples. Very little traffic and great neighborhood to walk in."
    2
    Flag
  • Liliana G. .
    "Great school system, safe neighborhood, great community, easy access to mayor routes like 495, mass pike, Rt. 30 and Rt 9"
    2
    Flag
  • Kristenbrown29609
    "There is Trick or treating. In my neighborhood. The loop where the sidewalks are is always a smash hit! "
    1
    Flag
  • Kristenbrown29609
    "You see people walking their dogs, a dog park near Tufts, and a trail head to the Charm Bracelet Trail system (leash law applies). "
    0
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  • Anna L.
    "been staying here since staying local at a hotel. and love the environment. the neighborhood are very nice and keep to themselves . there are a lot of beautiful natural surroundings. how can you not enjoy it. "
    2
    Flag
  • Cristinavargas2663
    "I think dog owners would feel comfortable waking theirs dogs here. It is a very safe neighborhood and I often see people either walking their dogs of jogging."
    0
    Flag
  • Slsmith508
    "Fourth of July block parties, Halloween block parties/trick or treating on most streets, public library hosts annual events, high school events"
    0
    Flag
  • John D.
    "Love Westborough. Great community and lots of things to do. Schools are one of the best in Massachusetts and everyone is always friendly. Close to Boston by car and by train with convenient parking at train station. I also have to say that the police department are on their game here, always looking out for the best of the community. If you pass through the town you gotta check out the local brewery where we stop into on our dog walk (Cold Harbor). "
    0
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  • Jossee A.
    "Westborough it's a Safe place to live!! All people are very kind...nice and quiet.. I love my neighborhood! "
    0
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  • Jessie
    "I have nothing bad to say about this area. It’s safe and I’ve lived here for 16 years. It’s a townie town. "
    0
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  • Diane C.
    "There is a YWCA daycare across the street. The people in town are very nice. I feel safe in my neighborhood My best friend who lived across the street moved back to Australia and i miss terribly. She was the first person that came over when my husband past away from a kidney disease. My world was turned upside down and the community surrounded by them."
    0
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  • RJ
    "Westborough has a great school system and is viewed as an affluent town to live in. The downtown area is typical New England and features locally owned shops and upscale restaurants "
    0
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  • Dan P.
    "Close proximity to major highways RT 9, RT 495, and RT 90. 10 min drive to two commuter rail stations. Approx 1 hour to downtown Boston."
    0
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  • Richgraiko
    "I can walk or ride a bike to several restaurants. It’s very quiet. There is a commuter rail in town. Not bad if you appreciate quiet, early nights, but still pretty pricey considering what is here. "
    3
    Flag
  • Eddy
    "It’s peaceful and quiet , and very clean neighborhood , everyone here is nice and respectful , lots of dogs in area"
    1
    Flag
  • Cindy F.
    "I work in the area and have lived in the area for 25 years. It's a great location with access to major roadways, restaurants, shopping and has very well regarded schools. "
    0
    Flag
  • mlebrisson
    "Side walks, local parks, family-oriented neighborhood."
    0
    Flag
  • ca c.
    "I live and work here. Westborough has some charming village aspects, excellent schools, all services, decent shopping and charm. Super place to raise a family."
    0
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108 Upton Rd, Westborough, MA 01581 is a 2 bedroom, 1 bathroom, 1,090 sqft single-family home built in 1956. This property is not currently available for sale. 108 Upton Rd was last sold on Dec 29, 2020 for $387,000. The current Trulia Estimate for 108 Upton Rd is $510,600.