134 Chestnut St, Upton, MA 01568
Property image
Property image
OFF MARKET

134 Chestnut St
Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,792 sqft (on 1.84 acres)

$905,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $5,618/mo*
Refinance Your Home

$905,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $5,618/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,792 sqft
(on 1.84 acres)

Home Value

Trulia Estimate
$906K
Since last month
Decreased$16K (-1.7%)
Since last year
Increased$29K (+3.3%)
Since last sale
Increased$300K (+50.1%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$900K
July 2026$912K
June 2026$916K
May 2026$910K
April 2026$907K
March 2026$892K
February 2026$873K
January 2026$853K
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 Miscoe Hill Rd, Upton, MA
0.34
Single-Family Home
$925,000
08/22/25
4
2.5
2,856
29 Shore Dr, Upton, MA
0.20
Single-Family Home
$600,000
12/12/25
3
2.5
1,732
154 South St, Upton, MA
0.42
Single-Family Home
$1,000,000
06/22/26
4
3.5
4,265
4 Farrar Rd, Upton, MA
0.47
Single-Family Home
$795,000
11/24/25
4
3
2,536
56 Shore Dr, Upton, MA
0.14
Single-Family Home
$472,800
09/05/25
3
1.5
1,320
177 South St, Upton, MA
0.93
Single-Family Home
$918,000
09/11/25
4
4
4,815
1 South St, Upton, MA
1.27
Single-Family Home
$770,000
08/13/26
4
3
3,018
6 Sawmill Brook Ln, Upton, MA
0.74
Single-Family Home
$1,500,000
05/07/26
4
3.5
3,586
7 Sawmill Brook Ln, Upton, MA
0.74
Single-Family Home
$1,763,100
04/24/26
4
4.5
3,609
7 River Bend Rd, Upton, MA
1.08
Single-Family Home
$1,050,000
09/25/25
4
3.5
4,178

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
133 Chestnut St, Upton, MA 01568
0.08
$709,200
4
2.5
2,002
Off Market
56 Shore Dr, Upton, MA 01568
0.14
$490,500
3
1.5
1,320
Off Market
29 Shore Dr, Upton, MA 01568
0.20
$600,000
3
2.5
1,732
Recently Sold
21 Shore Dr, Upton, MA 01568
0.25
$696,300
3
2.5
1,732
Off Market
111 Chestnut St, Upton, MA 01568
0.41
$931,700
3
2.5
3,120
Off Market
8 Miscoe Hill Rd, Upton, MA 01568
0.34
$960,000
4
2.5
2,856
Off Market
6 Farrar Rd, Upton, MA 01568
0.40
$1,004,100
6
3.5
3,162
Off Market
2 Brookside St, Upton, MA 01568
0.39
$879,900
4
2.5
3,132
For Sale
117 South St, Upton, MA 01568
0.41
$2,500,000
4
4
4,040
For Sale
129 South St, Upton, MA 01568
0.42
$917,100
4
3.5
3,120
Off Market
4 Farrar Rd, Upton, MA 01568
0.47
$795,000
4
3
2,536
Recently Sold
154 South St, Upton, MA 01568
0.42
$1,000,000
4
3.5
4,265
Recently Sold

Local Information

  • Map ViewExplore the area around 134 Chestnut 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
2001
Lot Size
1.84 acres
Living Area
2,792 sqft
Price/Sqft
$324
Parking
Garage

About this House

On this pretty, country road, you'll find a beautifully kept Colonial you'll want to make your new home! Come through the newer front door into the open & airy foyer w/new light fixture, & you'll immediately want to see more.The fireplaced living room is ideal for curling up w/a book, or enjoy home-cooked meals in the dining room w/chair rails & crown molding for an elegant touch. Newer granite counters in the eat-in kitchen along w/two of the baths! With a Culligan water system in 2019, a new water tank in 2020, a newer whole house generator, & a brand-new roof in 2020, rest easy your new home is in great shape! The sunroom & composite deck added in 2015, ideal for conversation & overlooking a fully fenced, private yard to enjoy your 6-person hot tub! Central air keeps you cool on these steamy days, & work from home in your 1st floor office before heading into the family room. Freshly painted, new carpets, refinished hardwoods, and a master suite w/3 closets & jet tub. Make it home!
134 Chestnut St, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 2,792 sqft single-family home built in 2001. It last sold for $600,000 on Sep 18, 2020. It is currently off market. The Trulia Estimate is $905,500, with a rent estimate of $4,119/month.

Home Details for 134 Chestnut St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Concrete, Hardwood, Laminate
Interior Details
Number of Rooms: 9Ceiling Fan
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 8Parking: Garage Attached

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 9

Lot Information

Lot Area: 1.84 acres

Price and Tax history

DateEventPrice
Sep 18, 2020
Source: N/A
Sold
$600,000
Aug 8, 2020
Source: Agent Provided
Pending
$600,000
Aug 5, 2020
Source: Agent Provided
Listed For Sale
$600,000
Dec 11, 2013
Source: N/A
Sold
$480,000
Sep 6, 2013
Source: Agent Provided
PriceChange
$485,000
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
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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."
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  • 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!"
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  • 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."
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Apartments for Rent

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Homes for sale near 134 Chestnut St

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Off Market Homes Near 134 Chestnut St

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Frequently asked questions about 134 Chestnut St

  • What is 134 Chestnut St estimated to be worth?
    Trulia's estimated value for 134 Chestnut St in Upton, MA is $905,500.
  • What is the price history for 134 Chestnut St?
    134 Chestnut St in Upton, MA last sold for $600,000 in September 2020.
  • 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 134 Chestnut St have air conditioning?
    Yes, 134 Chestnut St in Upton, MA has air conditioning.
  • How big is the lot at 134 Chestnut St?
    The lot at 134 Chestnut St in Upton, MA is about 1.8 acres.