29 Upton Rd, Westborough, MA 01581
OFF MARKET

29 Upton Rd
Westborough, MA 01581

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

$848,200

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $5,266/mo*
Refinance Your Home

$848,200

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $5,266/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,000 sqft
(on 1 acre)

Local Information

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

Description

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.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 29 Upton Rd

DatePriceEventSource
01/27/2017$503,000Sold
N/A
11/12/2016$500,000PendingAgent Provided
10/21/2016$500,000Listed For SaleAgent Provided
02/17/2011$378,500Sold
N/A
10/29/2010$399,900PriceChange
Agent Provided
08/18/2010$419,900Listed For SaleAgent Provided
02/24/2010$414,900ListingRemovedAgent Provided
11/07/2009$414,900PriceChange
Agent Provided
09/19/2009$429,900PriceChange
Agent Provided
09/03/2009$439,900Listed For SaleAgent Provided
09/14/1988$218,000Sold
N/A

Market trends in Westborough

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
73
6MoM
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Property Tax and Assessment

Year2025
Tax$11,286
Assessment$692,800
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,759/mo
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Homes for rent near 29 Upton Rd

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Comparable Sales for 29 Upton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
54 Warren St, Westborough, MA
0.20
Single-Family Home
$740,000
08/13/25
3
1.5
1,920
58 Upton Rd, Westborough, MA
0.35
Single-Family Home
$890,000
07/18/25
4
3
2,321
47 Morse St, Westborough, MA
0.44
Single-Family Home
$661,000
06/24/25
3
1.5
1,976
6 Piccadilly Way, Westborough, MA
0.19
Single-Family Home
$1,105,000
05/06/26
4
2.5
2,627
56 Warren St, Westborough, MA
0.21
Single-Family Home
$1,015,000
07/08/25
4
3.5
3,224
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
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

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Upton Rd.
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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
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  • 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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Off Market Homes Near 29 Upton Rd

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29 Upton Rd, Westborough, MA 01581 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1968. This property is not currently available for sale. 29 Upton Rd was last sold on Jan 27, 2017 for $503,000. The current Trulia Estimate for 29 Upton Rd is $848,200.