29 Upton Rd, Westborough, MA 01581
Property image
Property image
OFF MARKET

$810,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,000 sqft (on 1 acre)

29 Upton Rd, Westborough, MA 01581

Est. Refi. Payment $5,022/mo*
Refinance Your Home
Currently Off Market - Sold Jan 27, 2017 for $503,000

Home Value

Trulia Estimate
$810K
Since last month
Decreased$21K (-2.5%)
Since last year
Decreased$13K (-1.6%)
Since last sale
Increased$308K (+61.3%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$811K
August 2026$810K
July 2026$832K
June 2026$854K
May 2026$853K
April 2026$845K
March 2026$838K
February 2026$814K
January 2026$786K
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
6 Piccadilly Way, Westborough, MA
0.19
Single-Family Home
$1,105,000
05/06/26
4
2.5
2,627
4 Upton Rd, Westborough, MA
0.39
Single-Family Home
$980,000
07/27/26
4
2.5
2,545
8 Piccadilly Way, Westborough, MA
0.20
Single-Family Home
$1,000,000
06/24/26
4
3.5
3,300
39 Warren St, Westborough, MA
0.23
Single-Family Home
$550,000
01/15/26
3
1
1,232
45 Piccadilly Way, Westborough, MA
0.52
Single-Family Home
$1,180,000
12/03/25
5
3
3,500
11 Crownridge Rd, Westborough, MA
0.66
Single-Family Home
$970,000
08/28/26
4
2.5
2,621
56 Ruggles St, Westborough, MA
0.78
Single-Family Home
$735,000
12/30/25
3
2
2,329
60 Ruggles St, Westborough, MA
0.78
Single-Family Home
$755,000
09/23/25
5
2.5
3,171
26 Mount Pleasant St, Westborough, MA
0.38
Single-Family Home
$425,000
04/13/26
3
1
1,106
41 Harvey Ln, Westborough, MA
0.91
Single-Family Home
$730,000
09/30/25
4
2.5
1,960

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
54 Warren St, Westborough, MA 01581
0.20
$768,500
3
1.5
1,920
Off Market
56 Warren St, Westborough, MA 01581
0.21
$1,057,200
4
3.5
3,224
Off Market
42 Warren St, Westborough, MA 01581
0.20
$929,800
4
3
2,383
Off Market
6 Piccadilly Way, Westborough, MA 01581
0.19
$1,105,000
4
2.5
2,627
Recently Sold
8 Piccadilly Way, Westborough, MA 01581
0.20
$1,000,000
4
3.5
3,300
Recently Sold
39 Warren St, Westborough, MA 01581
0.23
$550,000
3
1
1,232
Recently Sold
37 Warren St, Westborough, MA 01581
0.23
$731,400
3
2
1,762
Off Market
63 Warren St, Westborough, MA 01581
0.27
$1,497,900
4
3.5
4,413
Off Market
54 Upton Rd, Westborough, MA 01581
0.30
$789,800
4
2
1,830
Off Market
5 Bertis Adams Way, Westborough, MA 01581
0.32
$1,360,600
4
2.5
4,322
Off Market
66 Warren St, Westborough, MA 01581
0.34
$1,004,000
5
4
3,025
Off Market
58 Upton Rd, Westborough, MA 01581
0.35
$897,100
4
3
2,321
Off Market

Local Information

  • Map ViewExplore the area around 29 Upton Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
1 acre
Living Area
2,000 sqft
Price/Sqft
$405
Parking
Garage

About this House

Recently updated 4 bedroom, 2.5 bathroom colonial with a beautiful large flat backyard. Many upgrades and improvements have been completed in this charming home. Some of the special features are: a large 23 foot updated eat-in kitchen with ceramic tile flooring, granite countertops, stainless steel appliances, tumbled marble backsplash, and stainless sink and faucet. Other updates include: central air conditioning, a new roof in 2011, lots of interior and exterior painting, a "brand new" master bathroom with ceramic tile flooring and shower stall, and some newly added attic insulation. The 1st floor has been opened up with 23 foot front to back fireplaced living room and formal dining room. Off the kitchen is a large front to back family room. There are hardwood floors throughout most of the house. A beautiful brick walkway and a sunny deck make entertaining easy! All this on a private tree lined lot! Close to all commuter routes.
29 Upton Rd, Westborough, MA 01581 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1968. It last sold for $503,000 on Jan 27, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $810,400, with a rent estimate of $4,153/month.

Home Details for 29 Upton Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Master Bath, Office, Recreation Room
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenLawn
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Jan 27, 2017
Source: N/A
Sold
$503,000
Nov 12, 2016
Source: Agent Provided
Pending
$500,000
Oct 21, 2016
Source: Agent Provided
Listed For Sale
$500,000
Feb 17, 2011
Source: N/A
Sold
$378,500
Oct 29, 2010
Source: Agent Provided
PriceChange
$399,900
Price decreased by 5%

Market trends in Westborough

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
1MoM

Around this home

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

  • 45 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "You can walk to everything in this downtown neighborhood. People are friendly and helpful. It’s a great place to live, and there’s a highly varied stock of housing, including multi-unit rentals and single family houses of all sizes. "
    0
    Flag
  • 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
    Flag
  • Trulia User
    "Have had an amazing experience at Hastings for 1st & 2nd—and feel lucky to live in this community!! "
    0
    Flag
  • 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
    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
    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
    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
    Flag
  • Jossee A.
    "Westborough it's a Safe place to live!! All people are very kind...nice and quiet.. I love my neighborhood! "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 29 Upton Rd

  • What is 29 Upton Rd estimated to be worth?
    Trulia's estimated value for 29 Upton Rd in Westborough, MA is $810,400.
  • What is the price history for 29 Upton Rd?
    29 Upton Rd in Westborough, MA last sold for $503,000 in January 2017.
  • Is Westborough a buyer's or seller's market?
    Westborough is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Westborough?
    Residents describe Westborough, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Westborough, MA.
  • Does 29 Upton Rd have air conditioning?
    Yes, 29 Upton Rd in Westborough, MA has air conditioning.
  • Does 29 Upton Rd have laundry facilities?
    Yes, 29 Upton Rd in Westborough, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Washer/dryer

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Off Market Homes Near 29 Upton Rd

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