165 Pleasant St
Upton, MA 01568
4 Beds
2.5 Baths
2,844 sqft (on 1.93 acres)
4 Beds
2.5 Baths
2,844 sqft
(on 1.93 acres)
Local Information
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Description
Welcome to 165 Pleasant St!!!!.....This 4 bedroom 2.5 bath custom colonial features a first floor with grand foyer, detailed moldings, first floor office, soaring 9 ft ceilings and a massive cathedraled family room with propane fireplace. The extremely large kitchen provides a 4 seat island, beautiful new granite counter tops and sun splashed breakfast nook. The second level has 3 bedrooms and a full bath as well as a large master suite with full bath featuring a jacuzzi tub, his and her sinks and private water closet. Outside offers a wonderful screened in porch, large deck and huge flat backyard for all to enjoy. Don't miss this opportunity!
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
No Info
Home Details for 165 Pleasant St
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Interior Details BasementNumber of Rooms: 4 |
Heating & Cooling Heating: Other, OilAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltDeckExterior: Wood |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 2001 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 9 |
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Lot Area: 1.93 acres |
Price History for 165 Pleasant St
| Date | Price | Event | Source |
|---|---|---|---|
| 06/24/2019 | $599,900 | Sold | N/A |
| 05/08/2019 | $599,900 | Pending | Agent Provided |
| 04/25/2019 | $599,900 | Listed For Sale | Agent Provided |
| 08/28/2013 | $420,000 | Sold | N/A |
| 05/26/2013 | $439,000 | ListingRemoved | Agent Provided |
| 05/16/2013 | $439,000 | Listed For Sale | Agent Provided |
| 12/20/2012 | $429,000 | ListingRemoved | Agent Provided |
| 11/10/2012 | $429,000 | PriceChange | Agent Provided |
| 10/28/2012 | $434,000 | PriceChange | Agent Provided |
| 07/19/2012 | $439,000 | Listed For Sale | Agent Provided |
| 08/12/2010 | $459,900 | ListingRemoved | Agent Provided |
| 03/13/2010 | $459,900 | PriceChange | Agent Provided |
| 02/11/2010 | $479,900 | Listed For Sale | Agent Provided |
| 10/21/2009 | $499,900 | ListingRemoved | Agent Provided |
| 05/01/2009 | $499,900 | PriceChange | Agent Provided |
| 04/07/2009 | $516,000 | Listed For Sale | Agent Provided |
| 05/10/2000 | $110,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $10,634 |
| Assessment | $808,700 |
Home facts updated by county records
Comparable Sales for 165 Pleasant St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.63 | Single-Family Home | $640,000 | 05/22/25 | 4 | 2.5 | 2,176 | |
0.12 | Single-Family Home | $920,000 | 07/10/25 | 8 | 6 | 6,030 | |
0.78 | Single-Family Home | $810,000 | 06/23/25 | 4 | 2.5 | 2,430 | |
0.60 | Single-Family Home | $900,000 | 06/20/25 | 6 | 2.5 | 3,746 | |
0.94 | Single-Family Home | $1,050,000 | 09/25/25 | 4 | 3.5 | 4,178 | |
1.04 | Single-Family Home | $750,000 | 06/10/25 | 3 | 2.5 | 2,600 | |
1.05 | Single-Family Home | $780,000 | 07/31/25 | 5 | 2.5 | 3,291 | |
0.77 | Single-Family Home | $525,000 | 06/25/25 | 3 | 1 | 1,240 | |
1.09 | Single-Family Home | $500,000 | 03/30/26 | 3 | 2.5 | 1,734 | |
1.03 | Single-Family Home | $548,500 | 01/05/26 | 3 | 3.5 | 2,029 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALENEW - 13 HRS AGO1.88 ACRESLuana Velame, Century 21 The Real Estate Group
FOR SALENEW - 1 DAY AGO0.46 ACRESBill McCormick, McCormick Properties
FOR SALENEW - 2 DAYS AGO2.32 ACRESLuana Velame, Century 21 The Real Estate Group
FOR SALEOPEN SAT, 11-1PM5.77 ACRESMatthew S. Sousa, Bullseye Realty Group
FOR SALE1.04 ACRESJeannie Leombruno, Century 21 Custom Home Realty
SOLDMAY 14, 2026THE LASH GROUP, Keller Williams Boston MetroWest
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FOR SALEMichael Dagilis, ERA Key Realty Services- Milf
SOLDAPR 30, 2026Kim Backlund, Northeast Realty + Co.
Assigned Schools
These are the assigned schools for 165 Pleasant 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 165 Pleasant 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 165 Pleasant St
- 1.04 ACRESJeannie Leombruno, Century 21 Custom Home Realty
4.09 ACRESDiana Afonso, Afonso Real Estate- OPEN SAT, 11-1PM5.77 ACRESMatthew S. Sousa, Bullseye Realty Group
- NEW - 1 DAY AGO0.46 ACRESBill McCormick, McCormick Properties
0.51 ACRESThe Roach & Sherman Team, Compass- NEW - 13 HRS AGO1.88 ACRESLuana Velame, Century 21 The Real Estate Group
- 0.55 ACRESDoreen Lewis, Redfin Corp.
OFF MARKET- NEW - 2 DAYS AGO2.32 ACRESLuana Velame, Century 21 The Real Estate Group
- OFF MARKET
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Off Market Homes Near 165 Pleasant St
SOLDMAY 21, 2026My House Partners Team, REMAX Executive Realty
SOLDMAY 21, 2026Laura Hebb, ERA Key Realty Services
SOLDMAY 20, 2026The Todaro Team, REMAX Executive Realty
SOLDMAY 19, 2026Christina Liberty-Grimm, Lamacchia Realty, Inc.
SOLDMAY 18, 2026Lisa Paulette, Coldwell Banker Realty - Framingham
SOLDMAY 15, 2026Kathleen Craig, ERA Key Realty Services
SOLDMAY 15, 2026John Konevich, StreamLine Communities
SOLDMAY 15, 2026Cheryl Perry, Lamacchia Realty, Inc- SOLDMAY 14, 2026Diane Luong, RE/MAX Vision
- SOLDMAY 14, 2026THE LASH GROUP, Keller Williams Boston MetroWest
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Homes for rent near 165 Pleasant St
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165 Pleasant St, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 2,844 sqft single-family home built in 2001. This property is not currently available for sale. 165 Pleasant St was last sold on Jun 24, 2019 for $599,900. The current Trulia Estimate for 165 Pleasant St is $923,900.