286 Westboro Rd
Upton, MA 01568
4 Beds
2.5 Baths
3,489 sqft (on 2.06 acres)
4 Beds
2.5 Baths
3,489 sqft
(on 2.06 acres)
Local Information
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Description
Welcome to Upton. Just before the Westborough line you will find this inviting 4 Bedroom, 2.5 Bath, 3489 square foot home is nestled on more than 2 acres of land and surrounded by Upton state forest. The owners have made so many updates for you including Corian counters, updated windows, siding, doors, new basement carpet, New Buderus boiler, and more. There is so much room to work from home, or distance learn here in the finished attic or finished basement. There are hardwood floors throughout the home. You can get lost in your own home. There are four levels to explore! Outside there is a shed and there are chicken coops if you want eggs, a detached garage if you want to rehabs cars or store lots of "stuff". Soo much potential. Hang out in the porch, on the deck, in the yard, or take a hike through the closely located trails in the park. Come and see what Westboro Road has to offer. The perfect home to quarantine in!
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
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 286 Westboro Rd
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Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Concrete, Hardwood, Laminate |
Interior Details Number of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room |
Appliances & Utilities Disposal |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltDeckExterior: Vinyl, WoodPatio |
Parking & Garage GarageParking Spaces: 6Parking: Garage Detached |
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Year Built Year Built: 1986 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 8 |
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Lot Area: 2.06 acres |
Price History for 286 Westboro Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 07/15/2022 | $710,000 | Sold | MLS PIN #72986066 |
| 05/26/2022 | $679,900 | Contingent | MLS PIN #72986066 |
| 05/22/2022 | $679,900 | Listed For Sale | MLS PIN #72986066 |
| 05/17/2021 | $583,000 | Sold | N/A |
| 03/16/2021 | $558,900 | Pending | MLS PIN #72790526 |
| 03/10/2021 | $558,900 | Listed For Sale | MLS PIN #72790526 |
| 10/19/2020 | $550,000 | ListingRemoved | Agent Provided |
| 10/06/2020 | $550,000 | Pending | Agent Provided |
| 09/24/2020 | $550,000 | Listed For Sale | Agent Provided |
| 04/15/2020 | $550,000 | ListingRemoved | Agent Provided |
| 10/31/2019 | $550,000 | Listed For Sale | Agent Provided |
| 10/02/1995 | $240,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,393 |
| Assessment | $714,300 |
Home facts updated by county records
Comparable Sales for 286 Westboro Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $775,000 | 08/11/25 | 4 | 3.5 | 2,774 | |
0.61 | Single-Family Home | $880,000 | 09/29/25 | 4 | 2.5 | 3,193 | |
1.03 | Single-Family Home | $700,000 | 10/17/25 | 4 | 3 | 3,048 | |
0.68 | Single-Family Home | $699,000 | 03/03/26 | 4 | 1.5 | 2,849 | |
0.88 | Single-Family Home | $950,000 | 11/14/25 | 4 | 2.5 | 2,323 | |
0.70 | Single-Family Home | $1,325,000 | 06/30/25 | 4 | 4 | 3,650 | |
0.67 | Single-Family Home | $1,414,000 | 08/29/25 | 4 | 4.5 | 5,034 | |
0.99 | Single-Family Home | $928,000 | 05/08/26 | 4 | 2.5 | 2,880 | |
0.67 | Single-Family Home | $1,430,000 | 07/10/25 | 4 | 4.5 | 5,022 | |
1.12 | Single-Family Home | $1,155,000 | 08/22/25 | 4 | 2.5 | 3,370 |
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Assigned Schools
These are the assigned schools for 286 Westboro Rd.
- Nipmuc Regional High School
- 9-12
- Public
- 475 Students
6/10GreatSchools RatingParent Rating AverageI am am currently a current freshmen here (going to sophomore next yr) in all honesty the school is good it’s just the concept of portrait of a learner which is being taught in a class at freshmen seminar. That concept comes from experiences and NOT FROM OTHERS experiences or cannot BE TAUGHT in a classroom. It’s also utterly useless. Another thing is that the Cafeteria in the school is not very accommodating to people who are lacto vegetarian (meaning that your not vegan but you don’t eat egg, meat, and any kind of non veg food) so a lot of the times all they serve is salad and chicken or any meat for the main lunch. I used to go to westborough middle school and they had options way more than the school district here. Another thing is they don’t offer much classes to freshmen and sophomore year I don’t know why but they don’t. Also, as a south Asian I didn’t really find much Asians or any other race except for white (not being racist) it’s kind of hard to make friends here and everyone’s in their own little friend circle. I found out that this school is REALLY hard to make new clubs, change some stuff, and get principles to actually listen to your ideas while they keep indirectly saying how nice this school is. I wanted to make more clubs but found it really hard to since 1.) I don’t know why but they refrain from sending out google forms and 2.) you need a lot of people. In my old school in westborough you only needed like 3 or 4 people to make a club and a teacher, but here it’s very complicated. There’s a lot of things at this school that REALLY needs to be developed. I would recommend it here but not really..I mean I’d recommend westborough high school instead of here. Also majority of the students here are wannabes. I really hope that the principles actually do something and USE their school funds to MAKE the school better. As I said there are WAY better school districts but if you want to go to a less populated and less stressed school and more none diverse oriented then this is your best bet.Student Review1y ago - Memorial School
- PK-4
- Public
- 456 Students
9/10GreatSchools RatingParent Rating Average0/10 that are the worst I am not going there ever again, I am moving on to westborough schools and pray they aren’t as bad as this one, over all I had a terrible experienceParent Review8y ago - Miscoe Hill School
- 5-8
- Public
- 678 Students
6/10GreatSchools RatingParent Rating AverageHorrible food bad teaching eceryone is burned out and lots of bullying and the teachers dont help and punish u when u fight backStudent Review5mo ago 
Check out schools near 286 Westboro Rd.
What Locals Say about Upton
At least 28 Trulia users voted on each feature.
94 % Say car is needed
88 % Say parking is easy
83 % Say yards are well-kept
75 % Say it's dog friendly
73 % Say people would walk alone at night
71 % Say there's wildlife
68 % Say they plan to stay for at least 5 years
67 % Say there's holiday spirit
66 % Say it's quiet
60 % Say neighbors are friendly
59 % Say kids play outside
48 % Say there are sidewalks
30 % Say there are community events
25 % Say streets are well-lit
17 % Say it's walkable to restaurants
13 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
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Homes for sale near 286 Westboro Rd
- 1.38 ACRESMolly Potts, Real Broker MA, LLC
- 2.19 ACRESRichard Wilcox, Distinctly New England
1.65 ACRESMichael Mathieu, Mathieu Newton Sotheby's International Realty
NEW CONSTRUCTION1.26 ACRESMichael Mathieu, Mathieu Newton Sotheby's International Realty- 10.1 ACRESCampos Homes, RE/MAX Real Estate Center
OFF MARKET- 0.58 ACRESMichael Mathieu, Mathieu Newton Sotheby's International Realty
- 1.17 ACRESMichael Mathieu, Mathieu Newton Sotheby's International Realty
OFF MARKET
1.44 ACRESAndrew Abu, Andrew J. Abu Inc., REALTORS®
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Off Market Homes Near 286 Westboro Rd
- SOLDMAY 21, 2026Kerry Parker, Equine Homes Real Estate, LLC
SOLDMAY 21, 2026Laura Hebb, ERA Key Realty Services
SOLDMAY 20, 2026Richard Wilcox, Distinctly New England
SOLDMAY 19, 2026Katie McBride, REMAX Executive Realty
SOLDMAY 18, 2026Julian Wai Yan Kan, eXp Realty
SOLDMAY 15, 2026Bernadette Calvario, Coldwell Banker Realty - Worcester
SOLDMAY 15, 2026Mary Piekarz, Realty Executives Boston West
SOLDMAY 15, 2026John Konevich, StreamLine Communities
SOLDMAY 14, 2026Erika Steele, REMAX Executive Realty
SOLDMAY 14, 2026THE LASH GROUP, Keller Williams Boston MetroWest- See more homes for sale inUpton
Homes for rent near 286 Westboro Rd
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286 Westboro Rd, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 3,489 sqft single-family home built in 1986. This property is not currently available for sale. 286 Westboro Rd was last sold on Jul 15, 2022 for $710,000. The current Trulia Estimate for 286 Westboro Rd is $867,100.