27 N Main St
Upton, MA 01568
3 Beds
1 Bath
4,126 sqft
3 Beds
1 Bath
4,126 sqft
Local Information
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Description
Adorable antique with lots to offer, new roof & windows are a few of the updates that have already been done. this home has many original features that adds to the character and charm you can only find in an antique. nice size rooms with hardwood flooring, skylights. the back deck overlooks the terrific back yard. this is a great house come and see it today!
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 only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 27 N Main St
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Interior Details BasementAtticNumber of Rooms: 6 |
Heating & Cooling Heating: Other, GasHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltDeckExterior: Other |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1900 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 3 |
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Lot Area: 10019 sqft |
Price History for 27 N Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 08/14/2008 | $219,000 | ListingRemoved | Agent Provided |
| 07/26/2008 | $219,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,226 |
| Assessment | $549,500 |
Home facts updated by county records
Comparable Sales for 27 N Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $600,000 | 01/26/26 | 3 | 1.5 | 2,034 | |
0.34 | Single-Family Home | $690,000 | 06/20/25 | 3 | 2 | 1,924 | |
0.36 | Single-Family Home | $680,000 | 07/09/25 | 4 | 2 | 2,476 | |
0.30 | Single-Family Home | $389,000 | 08/29/25 | 3 | 1 | 913 | |
0.30 | Single-Family Home | $620,000 | 04/06/26 | 3 | 3 | 2,244 | |
0.45 | Single-Family Home | $416,000 | 06/25/25 | 3 | 1 | 924 | |
0.13 | Single-Family Home | $305,000 | 04/02/26 | 2 | 1.5 | 1,438 | |
0.39 | Single-Family Home | $595,000 | 01/07/26 | 4 | 3 | 2,463 | |
0.29 | Single-Family Home | $1,195,000 | 07/31/25 | 4 | 4.5 | 5,202 | |
0.86 | Single-Family Home | $411,000 | 06/11/25 | 3 | 1 | 1,140 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALENEW - 2 DAYS AGO1.88 ACRESLuana Velame, Century 21 The Real Estate Group
FOR SALE2.32 ACRESLuana Velame, Century 21 The Real Estate Group
SOLDMAY 21, 2026Laura Hebb, ERA Key Realty Services
FOR SALE2.07 ACRESJeannie Leombruno, Century 21 Custom Home Realty
FOR SALE3.1 ACRESLuciano Souza, Pinto Real Estate
SOLDAPR 6, 2026Maria H. Fraser, Keller Williams Realty Boston Northwest
FOR SALEOPEN SUN, 1-3PMJeffrey Germagian, ERA Key Realty Services-Bay State Group
SOLDAPR 29, 2026TEAM Metrowest, Berkshire Hathaway HomeServices Commonwealth Real Estate
SOLDMAY 13, 2026Wilson Group, Keller Williams Realty
FOR SALEOPEN SUN, 1-3PMJeffrey Germagian, ERA Key Realty Services-Bay State Group
FOR SALEOPEN SUN, 1-3PMThe Kattman Team, ERA Key Realty Services-Bay State Group
Assigned Schools
These are the assigned schools for 27 N Main St.
- 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 27 N Main St.
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.
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Homes for sale near 27 N Main St
1.14 ACRESMichael O'Dea, Coldwell Banker Realty - Brookline
OFF MARKETMelissa Lodi, Mendon Local Realty
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OFF MARKET- 3.1 ACRESLuciano Souza, Pinto Real Estate
- 2.07 ACRESJeannie Leombruno, Century 21 Custom Home Realty
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Off Market Homes Near 27 N Main St
SOLDMAY 22, 2026Andrea Beth Castinetti, Castinetti Realty Group
SOLDMAY 21, 2026My House Partners Team, REMAX Executive Realty
SOLDMAY 21, 2026Sue Kelly, Byrnes Real Estate Group LLC- SOLDMAY 21, 2026Laura Hebb, ERA Key Realty Services
SOLDMAY 21, 2026Team Blue, ERA Key Realty Services
SOLDMAY 20, 2026The Todaro Team, REMAX Executive Realty
SOLDMAY 15, 2026Catherine Meyer, Coldwell Banker Realty - Worcester
SOLDMAY 15, 2026Kathleen Craig, ERA Key Realty Services
SOLDMAY 15, 2026Mary Piekarz, Realty Executives Boston West
SOLDMAY 15, 2026John Konevich, StreamLine Communities- See more homes for sale inUpton
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27 N Main St, Upton, MA 01568 is a 3 bedroom, 1 bathroom, 4,126 sqft single-family home built in 1900. This property is not currently available for sale. The current Trulia Estimate for 27 N Main St is $612,300.