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

106 High St
Upton, MA 01568

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

$445,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $2,794/mo*
Refinance Your Home

$445,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $2,794/mo*
Refinance Your Home
2 Beds
2 Baths
1,476 sqft
(on 0.81 acres)

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

Property Type
Single-Family Home
Year Built
1800
Lot Size
0.81 acres
Living Area
1,476 sqft
Price/Sqft
$302
Parking
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. It is currently off market. The Trulia Estimate is $445,400, with a rent estimate of $3,043/month.

Home Details for 106 High St

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
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 History for 106 High St

DatePriceEventSource
03/28/2018$250,600Sold
N/A
07/11/2014$125,000Sold
N/A
07/03/2014$149,900PendingAgent Provided
05/10/2014$149,900Listed For SaleAgent Provided

Market trends in Upton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
2MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,809
Assessment$365,700
Home facts updated by county records

Comparable Sales for 106 High St

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
120 High St, Upton, MA
0.13
Single-Family Home
$389,000
08/29/25
3
1
913
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

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 106 High St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 106 High St

Skip to last item
Skip to first item

Off Market Homes Near 106 High St

Skip to last item
Skip to first item

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 $445,400.
  • 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).