29 Orchard St
Upton, MA 01568
4 Beds
4 Baths
3,042 sqft (on 3.26 acres)
4 Beds
4 Baths
3,042 sqft
(on 3.26 acres)
Local Information
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Description
How will you use all this space? Updated colonial with light and bright full in-law apartment added in 2000. Can be for parents, teens, au pair, professional office or studio space. Exquisite custom kitchen with large island, granite countertops, fantastic duel fuel range for the serious cook. No detail overlooked including handy pot filler over stove, wine fridge, built-in coffee maker and adjacent serving area. Cozy den/library boasts large hearth of native fieldstone, Huge family room with a wall of windows is ready for entertaining. Updated baths. If you need even more space there is ample room for expansion in daylight basement. When spring arrives get ready for a riot of color in thoughtful, expansive perennial gardens and prepare to entertain outdoors on any of two decks, hot tub or patio with firepit. Make this your private mini-estate snuggled into 3+acres on country lane but still convenient to Rt 495.
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 29 Orchard St
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Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 4 |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: AsphaltDeckExterior: WoodPatio |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1982 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 8 |
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Lot Area: 3.26 acres |
Price History for 29 Orchard St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/29/2014 | $465,000 | Sold | N/A |
| 04/07/2014 | $479,900 | Pending | Agent Provided |
| 03/10/2014 | $479,900 | Listed For Sale | Agent Provided |
| 09/16/2013 | $499,900 | ListingRemoved | Agent Provided |
| 06/14/2013 | $499,900 | PriceChange | Agent Provided |
| 05/20/2013 | $514,900 | PriceChange | Agent Provided |
| 04/29/2013 | $524,900 | Listed For Sale | Agent Provided |
| 11/29/1993 | $139,000 | Sold | N/A |
| 12/18/1992 | $228,280 | Sold | N/A |
| 08/03/1987 | $210,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,356 |
| Assessment | $711,500 |
Home facts updated by county records
Comparable Sales for 29 Orchard St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $791,900 | 12/19/25 | 4 | 2.5 | 2,416 | |
0.62 | Single-Family Home | $929,000 | 08/29/25 | 4 | 3.5 | 3,500 | |
0.67 | Single-Family Home | $725,000 | 05/30/25 | 3 | 2.5 | 2,756 | |
0.89 | Single-Family Home | $1,281,500 | 10/17/25 | 4 | 3.5 | 3,404 | |
1.11 | Single-Family Home | $890,000 | 12/12/25 | 4 | 3.5 | 4,373 | |
1.14 | Single-Family Home | $820,000 | 03/30/26 | 4 | 2.5 | 3,352 | |
1.04 | Single-Family Home | $700,000 | 02/05/26 | 3 | 2.5 | 2,625 | |
1.24 | Single-Family Home | $952,500 | 10/31/25 | 4 | 2.5 | 2,770 | |
1.07 | Single-Family Home | $725,000 | 01/14/26 | 4 | 2.5 | 2,729 | |
1.28 | Single-Family Home | $700,000 | 07/22/25 | 3 | 3 | 2,416 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE0.94 ACRESCynthia Poirier, Poirier Realty
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SOLDAPR 30, 2026Kim Backlund, Northeast Realty + Co.
FOR SALE3.46 ACRESMelissa Ellison, Mathieu Newton Sotheby's International Realty
FOR SALEJune Hillier, REMAX Executive Realty
FOR SALE6.8 ACRESSharada Kunam, Foemmel Fine Homes
SOLDMAR 11, 2026Kim Backlund, Northeast Realty + Co.
SOLDMAR 12, 2026Kim Kimball, Kimball Property Realty Inc.
SOLDJAN 21, 2026John Konevich, Streamline Communities - Upton
SOLDMAR 30, 2026Shelly A. Armstrong, Redfin Corp.
Assigned Schools
These are the assigned schools for 29 Orchard 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 29 Orchard 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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Apartments for Rent
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Homes for sale near 29 Orchard St
- 3.46 ACRESMelissa Ellison, Mathieu Newton Sotheby's International Realty
3.1 ACRESLuciano Souza, Pinto Real Estate
2.32 ACRESLuana Velame, Century 21 The Real Estate Group
OFF MARKETMelissa Lodi, Mendon Local Realty
1.88 ACRESLuana Velame, Century 21 The Real Estate Group
1.14 ACRESMichael O'Dea, Coldwell Banker Realty - Brookline
See more homes for sale inUpton
Off Market Homes Near 29 Orchard St
SOLDMAY 22, 2026Matthew Ryan, Century 21 Custom Home Realty
SOLDMAY 22, 2026Andrea Beth Castinetti, Castinetti Realty Group
SOLDMAY 21, 2026Laura Hebb, ERA Key Realty Services
SOLDMAY 20, 2026Richard Wilcox, Distinctly New England
SOLDMAY 19, 2026Christina Liberty-Grimm, Lamacchia Realty, Inc.
SOLDMAY 15, 2026Bernadette Calvario, Coldwell Banker Realty - Worcester
SOLDMAY 15, 2026Kathleen Craig, ERA Key Realty Services
SOLDMAY 15, 2026John Konevich, StreamLine Communities
SOLDMAY 14, 2026John Atchue, Mathieu Newton Sotheby's International Realty
SOLDMAY 14, 2026THE LASH GROUP, Keller Williams Boston MetroWest- See more homes for sale inUpton
Homes for rent near 29 Orchard St
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29 Orchard St, Upton, MA 01568 is a 4 bedroom, 4 bathroom, 3,042 sqft single-family home built in 1982. This property is not currently available for sale. 29 Orchard St was last sold on May 29, 2014 for $465,000. The current Trulia Estimate for 29 Orchard St is $933,600.