39 Upton Rd, Westborough, MA 01581
OFF MARKET

39 Upton Rd
Westborough, MA 01581

  • 4 Beds
  • 3 Baths
  • 2,742 sqft (on 0.57 acres)

$834,100

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $5,158/mo*
Refinance Your Home

$834,100

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $5,158/mo*
Refinance Your Home
4 Beds
3 Baths
2,742 sqft
(on 0.57 acres)

Local Information

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

Description

Exceptional, Quintessential Cape Cod exudes the charm of a Currier & Ives image with so many lovely updates & upgrades on a phenomenally large lot complemented by exceptional in-ground pool & terrific hardscape*Great Room concept FamRm opens to updated Kitchen w/rich, natural cherry cabinets & gleaming granite - truly the heart of the home allowing for grand entertaining as well as cozy evenings*Open concept formal LR/DR w/classic mantel & sconces at the wood burning fireplace provides the option to dress things up or can be the perfect welcoming spot to work or enjoy a book*Two 1st floor bdrs & full bth AND Two 2nd flr bdrs & full bth allow for flex living arrangements or amazing work-from-home spaces*Terrific Finished lower level is perfect for an in-home office or guest area w/another full bath, wet bar w/cabinets & a large open room for flex space or cozy fireplaced enjoyment*Crisp & clean in every way*Enjoy the feeling of space set pleasingly far off the road
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, Patio, Deck, Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 39 Upton Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Concrete, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle Not Wood, WoodPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.57 acres

Price History for 39 Upton Rd

DatePriceEventSource
07/06/2020$575,000Sold
N/A
05/07/2020$575,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$10,919
Assessment$670,300
Home facts updated by county records

Comparable Sales for 39 Upton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
56 Warren St, Westborough, MA
0.12
Single-Family Home
$1,015,000
07/08/25
4
3.5
3,224
54 Warren St, Westborough, MA
0.13
Single-Family Home
$740,000
08/13/25
3
1.5
1,920
6 Piccadilly Way, Westborough, MA
0.28
Single-Family Home
$1,105,000
05/06/26
4
2.5
2,627
58 Upton Rd, Westborough, MA
0.23
Single-Family Home
$890,000
07/18/25
4
3
2,321
45 Piccadilly Way, Westborough, MA
0.49
Single-Family Home
$1,180,000
12/03/25
4
2.5
3,500
39 Warren St, Westborough, MA
0.26
Single-Family Home
$550,000
01/15/26
3
1
1,232
43 Piccadilly Way, Westborough, MA
0.49
Single-Family Home
$1,275,000
06/26/25
4
3.5
4,200
47 Morse St, Westborough, MA
0.47
Single-Family Home
$661,000
06/24/25
3
1.5
1,976
6 Grindstone Ct, Westborough, MA
0.40
Single-Family Home
$1,425,000
05/29/25
5
4.5
4,176
34 Piccadilly Way, Westborough, MA
0.44
Single-Family Home
$1,481,500
06/05/25
5
3.5
4,796

Assigned Schools

These are the assigned schools for 39 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

  • 47 % 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
    Flag
  • 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
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  • 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
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  • 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
    Flag
  • 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
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  • 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
    Flag
  • 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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39 Upton Rd, Westborough, MA 01581 is a 4 bedroom, 3 bathroom, 2,742 sqft single-family home built in 1962. This property is not currently available for sale. 39 Upton Rd was last sold on Jul 6, 2020 for $575,000. The current Trulia Estimate for 39 Upton Rd is $834,100.