27 James Rd, Upton, MA 01568
SOLD
MAR 12, 2026

$783,400

Trulia Estimate
  • 1 Bed
  • 2 Baths
  • 1,365 sqft (on 2.60 acres)

27 James Rd, Upton, MA 01568

Est. Refi. Payment $5,091/mo*
Refinance Your Home
Currently Off Market - Sold Mar 12, 2026 for $770,000

Home Value

Trulia Estimate
$783K
Since last month
Decreased$400 (-0.1%)
Since last year
Increased$259K (+49.2%)
Since last sale
Increased$15K (+1.9%)
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 +177% in the last 10 years
MonthEstimated value
2026
September 2026$785K
August 2026$785K
July 2026$783K
June 2026$775K
May 2026$777K
April 2026$773K
March 2026$510K
February 2026$505K
January 2026$482K
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
23 Westboro Rd, Upton, MA
0.16
Single-Family Home
$685,000
10/29/25
4
2
2,165
8 Maple St, Upton, MA
0.57
Single-Family Home
$305,000
04/02/26
2
1.5
1,438
74 High St, Upton, MA
0.74
Single-Family Home
$766,700
07/10/26
3
2
2,912
9 River St, Upton, MA
0.66
Single-Family Home
$800,000
06/30/26
3
3.5
2,000
29 Cider Ml, Upton, MA
0.61
Single-Family Home
$1,206,281
04/24/26
4
2.5
3,314
3 Stoddard St, Upton, MA
0.60
Single-Family Home
$600,000
01/26/26
3
1.5
2,034
49 Warren St, Upton, MA
0.82
Single-Family Home
$838,000
10/09/25
4
3.5
2,604
69 Warren St, Upton, MA
0.95
Single-Family Home
$749,000
07/13/26
4
2.5
2,256
26 Brooks St, Upton, MA
1.24
Single-Family Home
$680,000
09/30/25
4
1.5
1,851

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
39 Westboro Rd, Upton, MA 01568
0.08
$936,600
4
2.5
3,762
Off Market
27 James Rd #1, Upton, MA 01568
0.02
$770,000
3
3.5
2,200
Recently Sold
27 James Rd #2, Upton, MA 01568
0.02
$750,000
3
3.5
2,200
Recently Sold
27 James Rd #4, Upton, MA 01568
0.02
$752,000
2
3.5
2,200
Recently Sold
23 Westboro Rd, Upton, MA 01568
0.16
$705,800
4
2
2,165
Off Market
72 Westboro Rd, Upton, MA 01568
0.25
$694,700
3
2
2,418
Off Market
Westboro Rd, Upton, MA 01568
0.29
-
-
-
-
Off Market
130 High St, Upton, MA 01568
0.32
$549,000
5
1.5
2,887
For Sale
120 High St, Upton, MA 01568
0.39
-
3
1
913
Off Market
68 School St, Upton, MA 01568
0.45
$449,000
4
2
1,392
For Sale
3 Cross St, Upton, MA 01568
0.50
$868,600
4
3.5
2,834
Off Market
6 Cross St, Upton, MA 01568
0.52
$600,100
3
2
1,032
Off Market

Local Information

  • Map ViewExplore the area around 27 James Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1948
2.6 acre lot
1,365 sqft
$564/sqft
Garage

About this House

This single-family home is located at 27 James Rd, Upton, MA. 27 James Rd is in Upton, MA and in ZIP code 01568. This property has 1 bedroom, 2 bathrooms and approximately 1,365 sqft of floor space. The last sold price per dimension was $564/sqft. This property has a lot size of 2.60 acres and was built in 1948.
27 James Rd, Upton, MA 01568 is a 1 bedroom, 2 bathroom, 1,365 sqft single-family home built in 1948. It last sold for $770,000 on Mar 12, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $783,400, with a rent estimate of $2,147/month.

Home Details for 27 James Rd

Interior Features

Interior Details
BasementNumber of Rooms: 3
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1948
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Price & Status

Price
Price Per Sqft: $564/sqft

Community

Units in Building: 6

Lot Information

Lot Area: 2.60 acres

Price and Tax history

DateEventPrice
Mar 12, 2026
Source: N/A
Sold
$770,000
Nov 27, 2019
Source: N/A
Sold
$180,000

Market trends in Upton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM

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 27 James Rd

  • What is 27 James Rd estimated to be worth?
    Trulia's estimated value for 27 James Rd in Upton, MA is $783,400.
  • What is the price history for 27 James Rd?
    27 James Rd in Upton, MA last sold for $770,000 in March 2026.
  • 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 27 James Rd?
    The lot at 27 James Rd in Upton, MA is about 2.6 acres.
  • Does 27 James Rd have a garage?
    Yes, 27 James Rd in Upton, MA has a garage.

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