2 Jonathans Way, Upton, MA 01568
Property image
Property image
OFF MARKET

$895,900

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 3,108 sqft (on 0.94 acres)

2 Jonathans Way, Upton, MA 01568

Est. Refi. Payment $5,544/mo*
Refinance Your Home
Currently Off Market - Sold Aug 18, 2015 for $520,000

Home Value

Trulia Estimate
$896K
Since last month
Decreased$8K (-0.9%)
Since last year
Decreased$15K (-1.6%)
Since last sale
Increased$373K (+71.8%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$893K
July 2026$901K
June 2026$908K
May 2026$891K
April 2026$891K
March 2026$880K
February 2026$854K
January 2026$832K
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
4 Jonathans Way, Upton, MA
0.03
Single-Family Home
$715,000
01/15/26
3
2.5
2,276
3 Jonathans Way, Upton, MA
0.07
Single-Family Home
$850,000
06/30/26
3
2.5
2,568
1 Jonathans Way, Upton, MA
0.05
Single-Family Home
$889,500
12/22/25
4
2.5
3,454
3 Ephraims Way, Upton, MA
0.18
Single-Family Home
$855,000
06/29/26
4
2.5
2,824
69 Warren St, Upton, MA
0.22
Single-Family Home
$749,000
07/13/26
4
2.5
2,256
26 Fowler St, Upton, MA
0.59
Single-Family Home
$525,000
10/28/25
2
2
1,632
13 Jonathans Way, Upton, MA
0.21
Single-Family Home
$820,000
03/30/26
4
2.5
3,352
10 Mechanic St, Upton, MA
0.44
Single-Family Home
$835,000
04/30/26
4
3
2,496
27 Fowler St, Upton, MA
0.58
Single-Family Home
$725,000
01/14/26
4
2.5
2,729
39 Mechanic St, Upton, MA
0.37
Single-Family Home
$540,000
12/09/25
4
1
1,428

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
1 Jonathans Way, Upton, MA 01568
0.05
$889,500
4
2.5
3,454
Recently Sold
4 Jonathans Way, Upton, MA 01568
0.03
$715,000
3
2.5
2,276
Recently Sold
3 Jonathans Way, Upton, MA 01568
0.07
$850,000
3
2.5
2,568
Recently Sold
3 Ephraims Way, Upton, MA 01568
0.18
$855,000
4
2.5
2,824
Recently Sold
95 Warren St, Upton, MA 01568
0.23
$1,232,000
4
4
4,027
Off Market
19 Merriam Way, Upton, MA 01568
0.15
$765,800
3
2
2,734
Off Market
69 Warren St, Upton, MA 01568
0.22
$749,000
4
2.5
2,256
Recently Sold
13 Jonathans Way, Upton, MA 01568
0.21
$820,000
4
2.5
3,352
Recently Sold
12 Breton Rd, Upton, MA 01568
0.26
$1,225,000
4
5.5
5,736
For Sale
10 Breton Rd, Upton, MA 01568
0.35
$602,500
3
2
1,740
Off Market
39 Mechanic St, Upton, MA 01568
0.37
$540,000
4
1
1,428
Recently Sold
29 Mechanic St, Upton, MA 01568
0.37
$732,500
3
2
1,478
Off Market

Local Information

  • Map ViewExplore the area around 2 Jonathans Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1991
Lot Size
0.94 acres
Living Area
3,108 sqft
Price/Sqft
$288
Parking
Garage

About this House

Expanded Colonial home in sought after Warren Woods neighborhood. Huge remodeled kitchen with Bosch double ovens and Wolf five burner cooktop, maple cabinets and maple flooring with custom mudroom, cathedral ceiling family room with cozy fireplace. The first level also includes an office, half bath, dining room and living room with hardwood floors. The second floor features a master suite with cathedral ceiling and luxurious master bath including Jacuzzi tub and separate shower with double sink vanity. There are three additional bedrooms and an additional full bath plus separate second floor laundry room . The second floor expansion also features an enormous bonus room- could be an amazing media room, craft room-use your imagination! The large fully finished basement offers even more to this spacious home. Relax on the covered front porch. Five minute drive to Route 495, great tree lined, quiet neighborhood in the heart of quaint West Upton.
2 Jonathans Way, Upton, MA 01568 is a 2 bedroom, 2 bathroom, 3,108 sqft single-family home built in 1991. It last sold for $520,000 on Aug 18, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $895,900, with a rent estimate of $2,705/month.

Home Details for 2 Jonathans Way

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Aug 18, 2015
Source: N/A
Sold
$520,000
May 31, 2001
Source: N/A
Sold
$370,000

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 2 Jonathans Way

  • What is 2 Jonathans Way estimated to be worth?
    Trulia's estimated value for 2 Jonathans Way in Upton, MA is $895,900.
  • What is the price history for 2 Jonathans Way?
    2 Jonathans Way in Upton, MA last sold for $520,000 in August 2015.
  • 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 2 Jonathans Way?
    The lot at 2 Jonathans Way in Upton, MA is about 0.94 acres (40,946 sq ft).
  • Does 2 Jonathans Way have a garage?
    Yes, 2 Jonathans Way in Upton, MA has a garage.

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