58 Upton Rd, Westborough, MA 01581
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OFF MARKET

58 Upton Rd
Westborough, MA 01581

  • 4 Beds
  • 3 Baths
  • 2,321 sqft (on 1.19 acres)

$940,400

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $5,727/mo*
Refinance Your Home

$940,400

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $5,727/mo*
Refinance Your Home
4 Beds
3 Baths
2,321 sqft
(on 1.19 acres)

Local Information

  • Map ViewExplore the area around 58 Upton Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Luxury retreat! 4 bed, 3 bath home on 1+ acre. Modern elegance inside, stunning outdoor oasis. Landscaped front yard, custom walkway. Custom millwork, open plan, skylights, hardwood floors. Chef's kitchen: cherry cabinets, granite, island (seats 4-5), SS appliances. Dining to fireplace living room & sunroom. Deck w/ hot tub, landscaped paths. Scenic views, private oasis. Primary suite w/ vaulted bath. 3 more beds, full bath on main. Downstairs: fireplace family room (bamboo), bath, gym/office, laundry, utility (cedar closet). Ample storage. Stone paths to perennial garden. Year-round yard, seating areas. Fenced entry to resort-style paradise: pergola, patio, fire pit, fiberglass pool (wedding cake stairs). Luxe pool house: granite wet bar, beamed ceiling, dining for 8, lounge. Private outdoor shower. Move-in ready! Schedule your viewing!
58 Upton Rd, Westborough, MA 01581 is a 4 bedroom, 3 bathroom, 2,321 sqft single-family home built in 1965. It last sold for $890,000 on Jul 18, 2025 (2% above the $875,000 asking price). It is currently off market. The Trulia Estimate is $940,400, with a rent estimate of $4,236/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 58 Upton Rd

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Garage Access,ConcreteNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2321 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Dryer, Washer HookupAppliances: Water Heater, Range, Dishwasher, Microwave, RefrigeratorDishwasherLaundry: Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Washer Hookup,In BasementMicrowaveRefrigerator
Heating & Cooling
Heating: Oil,Hydro AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomSpa: PrivateHas a FireplaceHas a Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated DoorsFlooring: Tile, Carpet, Bamboo, Hardwood, Wood Laminate, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Bamboo, Hardwood, Wood Laminate, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Exterior, Deck - Composite, PatioExterior: Deck - Composite, Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Outdoor Shower, OtherFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 10No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 12Parking: Under,Garage Door Opener,Paved Drive,Paved
Pool
Pool: In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1784Finished Area (below surface): 537

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Entry
Building
Construction Materials: Conventional (2x4-2x6)Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:0010 B:000046 L:0, 1733283

Price & Status

Price
List Price: $875,000
Status Change & Dates
Off Market Date: Wed Jun 04 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Westborough

Building

Building Area
Building Area: 2321 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.19 Acres

Offer

Contingencies: Pending P&S

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73377293Above Grade Unfinished Area: 1784

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPublic SchoolT-Station
Last check for updates: about 5 hours ago
Listed by Mary G. Wood, (508) 958-0225
Lamacchia Realty, Inc., (508) 290-0303
Bought with: Lynne Eliopoulos, (508) 832-1032, ERA Key Realty Services- Fram, (508) 879-4474
Source: MLS PIN, MLS#73377293

Price History for 58 Upton Rd

DatePriceEventSource
07/18/2025$890,000Sold
MLS PIN #73377293
05/27/2025$875,000ContingentMLS PIN #73377293
05/19/2025$875,000Listed For SaleMLS PIN #73377293
12/02/1993$155,000Sold
N/A
04/17/1992$137,000Sold
N/A

Market trends in Westborough

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
81
8MoM
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Property Tax and Assessment

Year2025
Tax$10,264
Assessment$630,100
Home facts updated by county records

Comparable Sales for 58 Upton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Piccadilly Way, Westborough, MA
0.48
Single-Family Home
$1,105,000
05/06/26
4
2.5
2,627
54 Warren St, Westborough, MA
0.23
Single-Family Home
$740,000
08/13/25
3
1.5
1,920
8 Piccadilly Way, Westborough, MA
0.47
Single-Family Home
$1,000,000
06/24/26
4
3.5
3,300
45 Piccadilly Way, Westborough, MA
0.51
Single-Family Home
$1,180,000
12/03/25
4
2.5
3,500
20 Olde Coach Rd, Westborough, MA
0.73
Single-Family Home
$1,100,000
10/16/25
4
2.5
2,806
11 Lackey St, Westborough, MA
0.78
Single-Family Home
$787,000
05/29/26
3
2
2,368
57-57 Spring Rd #B, Westborough, MA
0.60
Single-Family Home
$1,529,000
03/13/26
4
4
3,695
352 Wood St, Hopkinton, MA
1.03
Single-Family Home
$795,000
04/17/26
5
2.5
2,324
49 Wayside Rd, Westborough, MA
0.99
Single-Family Home
$1,250,000
07/16/25
4
2.5
4,024

Nearby homes

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Assigned Schools

These are the assigned schools for 58 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.
  • 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
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  • 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

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 58 Upton Rd

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Off Market Homes Near 58 Upton Rd

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.