106 High St, Upton, MA 01568
Property image
Property image
OFF MARKET

$439,100

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,476 sqft (on 0.81 acres)

106 High St, Upton, MA 01568

Est. Refi. Payment $2,968/mo*
Refinance Your Home
Currently Off Market - Sold Mar 28, 2018 for $250,600

Home Value

Trulia Estimate
$439K
Since last month
Decreased$3K (-0.7%)
Since last year
Increased$6K (+1.4%)
Since last sale
Increased$189K (+75.2%)
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 +79% in the last 10 years
MonthEstimated value
2026
October 2026$439K
September 2026$437K
August 2026$442K
July 2026$444K
June 2026$453K
May 2026$460K
April 2026$455K
March 2026$443K
February 2026$438K
January 2026$411K
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
8 Maple St, Upton, MA
0.18
Single-Family Home
$305,000
04/02/26
2
1.5
1,438
3 Stoddard St, Upton, MA
0.13
Single-Family Home
$600,000
01/26/26
3
1.5
2,034
84 High St, Upton, MA
0.20
Single-Family Home
$595,000
01/07/26
4
3
2,463
23 Westboro Rd, Upton, MA
0.43
Single-Family Home
$685,000
10/29/25
4
2
2,165
9 River St, Upton, MA
0.34
Single-Family Home
$800,000
06/30/26
3
3.5
2,000
41 Main St, Upton, MA
0.66
Single-Family Home
$460,000
06/30/26
2
1.5
1,155
20 Fiske Ave, Upton, MA
0.60
Single-Family Home
$682,000
06/26/26
3
2
1,777
72 Main St, Upton, MA
0.83
Single-Family Home
$478,000
05/13/26
2
1
1,536
31 Elm St, Upton, MA
0.58
Single-Family Home
$620,000
04/06/26
3
3
2,244
5 Pleasant St, Upton, MA
0.69
Single-Family Home
$420,000
08/14/26
3
1
1,727

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
104 High St, Upton, MA 01568
0.02
$453,000
3
1
1,152
Off Market
108 High St, Upton, MA 01568
0.03
$494,300
3
2
1,098
Off Market
102 High St, Upton, MA 01568
0.04
$363,000
1
1
1,152
Off Market
5 Cross St, Upton, MA 01568
0.05
$703,100
4
2.5
2,000
Off Market
112 High St, Upton, MA 01568
0.05
$505,800
4
1
-
Off Market
6 Cross St, Upton, MA 01568
0.06
$598,700
3
2
1,032
Off Market
114 High St, Upton, MA 01568
0.07
$487,300
3
2
1,243
Off Market
111 High St, Upton, MA 01568
0.07
$531,400
3
2
1,344
Off Market
108 A High St, Upton, MA 01568
0.07
$724,400
2
2
1,766
Off Market
3 Cross St, Upton, MA 01568
0.07
$872,100
4
4
2,808
Off Market
101 High St, Upton, MA 01568
0.08
$479,400
1
1
1,404
Off Market
4 Cross St, Upton, MA 01568
0.08
$474,800
1
1
1,400
Off Market
116 High St, Upton, MA 01568
0.09
$549,200
2
3
2,010
Off Market
100 High St, Upton, MA 01568
0.09
$667,700
2
2
2,094
Off Market
1 Cross St, Upton, MA 01568
0.10
$629,300
2
2
1,728
Off Market
66 School St, Upton, MA 01568
0.10
$774,600
4
4
1,944
Off Market
98 High St, Upton, MA 01568
0.10
$666,800
4
2
3,500
Off Market
13 Stoddard St, Upton, MA 01568
0.11
$559,300
2
2
2,336
Off Market
118 High St, Upton, MA 01568
0.11
$518,200
3
2
1,301
Off Market
2 Cross St, Upton, MA 01568
0.11
$861,400
4
2
1,900
Off Market

Local Information

  • Map ViewExplore the area around 106 High St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1800
0.81 acre lot
1,476 sqft
$297/sqft
Garage

About this House

This once beautiful Greek Revival is an ideal home for a workshop, auto repair, artist or at home office buyer willing to do some work. Spacious first floor rooms and bright second floor bedrooms. 2 bedroom Title V in-hand. Home needs work as well as TLC. Furnace is newer, hot water heater 2 years and roof 7 years old. Not a VA or FHA home unless a Rehab. Not an Estate or Foreclosure, however, minimum information available
106 High St, Upton, MA 01568 is a 2 bedroom, 2 bathroom, 1,476 sqft single-family home built in 1800. It last sold for $250,600 on Mar 28, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $439,100, with a rent estimate of $3,155/month.

Home Details for 106 High St

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 2

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Wood
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: Single Family HomeArchitecture: Georgian

Community

Units in Building: 5

Lot Information

Lot Area: 0.81 acres

Price and Tax history

DateEventPrice
Mar 28, 2018
Source: N/A
Sold
$250,600
Jul 11, 2014
Source: N/A
Sold
$125,000
Jul 3, 2014
Source: Agent Provided
Pending
$149,900
May 10, 2014
Source: Agent Provided
Listed For Sale
$149,900

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 106 High St

  • What is 106 High St estimated to be worth?
    Trulia's estimated value for 106 High St in Upton, MA is $439,100.
  • What is the price history for 106 High St?
    106 High St in Upton, MA last sold for $250,600 in March 2018.
  • 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.
  • Does 106 High St have a pool?
    Yes, 106 High St in Upton, MA has a pool.
  • How big is the lot at 106 High St?
    The lot at 106 High St in Upton, MA is about 0.81 acres (35,283 sq ft).

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