29 Orchard St, Upton, MA 01568
Property image
Property image
OFF MARKET

29 Orchard St
Upton, MA 01568

  • 4 Beds
  • 4 Baths
  • 3,042 sqft (on 3.26 acres)

$920,200

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,645/mo*
Refinance Your Home

$920,200

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,645/mo*
Refinance Your Home
4 Beds
4 Baths
3,042 sqft
(on 3.26 acres)

Home Value

Trulia Estimate
$920K
Since last month
Decreased$23K (-2.4%)
Since last year
Increased$44K (+5%)
Since last sale
Increased$455K (+97.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +83% in the last 10 years
MonthEstimated value
2026
August 2026$920K
July 2026$943K
June 2026$939K
May 2026$928K
April 2026$927K
March 2026$915K
February 2026$885K
January 2026$856K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Hickory Ln, Upton, MA
0.19
Single-Family Home
$791,900
12/19/25
4
2.5
2,416
56 Grafton Rd, Upton, MA
0.62
Single-Family Home
$929,000
08/29/25
4
3.5
3,500
5 North St, Upton, MA
0.89
Single-Family Home
$1,281,500
10/17/25
4
3.5
3,404
18 Leland St, Grafton, MA
1.11
Single-Family Home
$890,000
12/12/25
4
3.5
4,373
11 Howarth Dr, Upton, MA
0.91
Single-Family Home
$1,100,000
07/30/26
4
3.5
3,768
13 Jonathans Way, Upton, MA
1.14
Single-Family Home
$820,000
03/30/26
4
2.5
3,352
41 Leland St, Grafton, MA
1.04
Single-Family Home
$700,000
02/05/26
3
2.5
2,625
24 Fowler St, Upton, MA
1.05
Single-Family Home
$765,000
06/26/26
3
2.5
2,627
17 Old Grafton Rd, Upton, MA
1.24
Single-Family Home
$952,500
10/31/25
4
2.5
2,770
27 Fowler St, Upton, MA
1.07
Single-Family Home
$725,000
01/14/26
4
2.5
2,729

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6 Hickory Ln, Upton, MA 01568
0.19
$791,900
4
2.5
2,416
Recently Sold
0 Orchard, Upton, MA 01568
0.23
-
-
-
-
Off Market
56 Grafton Rd, Upton, MA 01568
0.62
$989,400
4
3.5
3,500
Off Market
19 Shoemaker Ln #9, Upton, MA 01568
0.64
-
2
2.5
2,228
Off Market
15 Shoemaker Ln #7, Upton, MA 01568
0.64
$699,900
2
2.5
2,245
Recently Sold
96 Fowler St, Upton, MA 01568
0.61
$899,000
4
4
4,242
For Sale
11 Shoemaker Ln #5, Upton, MA 01568
0.66
-
2
2.5
2,228
Off Market
25 Shoemaker Ln #11, Upton, MA 01568
0.66
-
2
2
1,734
Off Market
22 Shoemaker Ln #13, Upton, MA 01568
0.66
-
2
2.5
2,228
Off Market
24 Shoemaker Ln #12, Upton, MA 01568
0.67
-
2
2.5
2,228
Off Market
9 Shoemaker Ln #4, Upton, MA 01568
0.68
-
2
2
1,734
Off Market
7 Shoemaker Ln #3, Upton, MA 01568
0.70
-
2
2.5
2,245
Off Market

Local Information

  • Map ViewExplore the area around 29 Orchard St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
3.26 acres
Living Area
3,042 sqft
Price/Sqft
$302
Parking
Garage

About this House

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.
29 Orchard St, Upton, MA 01568 is a 4 bedroom, 4 bathroom, 3,042 sqft single-family home built in 1982. It last sold for $465,000 on May 29, 2014. It is currently off market. The Trulia Estimate is $920,200, with a rent estimate of $4,470/month.

Home Details for 29 Orchard St

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 4
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 3.26 acres

Price and Tax history

DateEventPrice
May 29, 2014
Source: N/A
Sold
$465,000
Apr 7, 2014
Source: Agent Provided
Pending
$479,900
Mar 10, 2014
Source: Agent Provided
Listed For Sale
$479,900
Sep 16, 2013
Source: Agent Provided
ListingRemoved
$499,900
Jun 14, 2013
Source: Agent Provided
PriceChange
$499,900
Price decreased by 3%

Market trends in Upton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
4MoM

Around this home

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.
  • Fernando M.
    "I've lived in Upton now for almost a Decade and it's an amazing town. The community is amazing, people are respectful, lots of community events, lots of recreational areas from Kiwanis beach, Upton State Park, Peppercorn Hill Conservation Area and other location, the schools are excellent, teachers care about the students, great academic and athletic departments. Upton truly is a place you can raise a family and feel safe."
    0
    Flag
  • Kristy G. B.
    "Must leave early to get to Boston or Boston area. Early is 6:30 or leave after 9 am. There is a lot of traffic going East, but is going on the other direction not as bad. There is not a lot of traffic on the town, but on the boarders of all surrounding towns there is traffic at peak hours."
    7
    Flag
  • Kristy G. B.
    "We’ve lived here for 9 years and everyone is very friendly and looks out for each other, yet you maintain your privacy. It’s a great sense of community with lots of young families."
    1
    Flag
  • Bapalladini
    "it's a nice area. my dad loves it here. nice neighborhood, good community. old time feel to the area. plenty of hiking, parks etc. good schools, overall great "
    2
    Flag
  • Kristy G. B.
    "Safe, tight knit community where everyone is looking out for each other. The community is growing and young families are moving in. It definitely has a small town feel. "
    2
    Flag
  • Lily G.
    "plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
    1
    Flag
  • Paola W. O.
    "Tons of areas to walk dogs. You just have to be careful with wild animals that could attack your dogs at night. "
    2
    Flag
  • Acmalzone
    "Small, friendly neighborhood town. Great neighbors. Awesome school system. Safe town. No chain stores or chain restaurants. All Ma & Pop shops and family owned restaurants."
    2
    Flag
  • annacollari
    "I have lived here for 2 years and it has already topped all the 10 other places i lived in, it is very clean, and my kids get a great education at the two high schools and one elementary school. All the people here are so nice and friendly. There are loads of places to walk and hang out, and it is great for kids, there is one park and baseball field, and there is another public park at the Elementary school. Upton is a Great place to live!"
    0
    Flag
  • Petersonk17
    "I live here since I was born and I think it is a wonderful neighborhood to live in. Lots of kids live around so it is good for families with children."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Orchard St

  • What is 29 Orchard St estimated to be worth?
    Trulia's estimated value for 29 Orchard St in Upton, MA is $920,200.
  • What is the price history for 29 Orchard St?
    29 Orchard St in Upton, MA last sold for $465,000 in May 2014.
  • Is Upton a buyer's or seller's market?
    Upton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Upton?
    Residents describe Upton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Upton, MA.
  • How big is the lot at 29 Orchard St?
    The lot at 29 Orchard St in Upton, MA is about 3.3 acres.
  • Does 29 Orchard St have a garage?
    Yes, 29 Orchard St in Upton, MA has a garage.

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