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

1 Chestnut St
Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,816 sqft (on 12.62 acres)

$1,319,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $8,153/mo*
Refinance Your Home

$1,319,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $8,153/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,816 sqft
(on 12.62 acres)

Home Value

Trulia Estimate
$1.32M
Since last month
Decreased$59K (-4.5%)
Since last year
Increased$39K (+3.2%)
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 +126% in the last 10 years
MonthEstimated value
2026
August 2026$1.25M
July 2026$1.25M
June 2026$1.31M
May 2026$1.24M
April 2026$1.28M
March 2026$1.31M
February 2026$1.18M
January 2026$1.22M
2025
2024
2023
2022
2021
2020
2019

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
78 Milford St, Upton, MA
1.16
Single-Family Home
$832,000
04/29/26
4
2.5
2,656
10 Prospect St, Upton, MA
1.44
Single-Family Home
$740,000
10/21/25
4
2.5
2,872
4 Farrar Rd, Upton, MA
1.21
Single-Family Home
$795,000
11/24/25
4
3
2,536
72 Glenview St, Upton, MA
0.70
Single-Family Home
$1,500,000
06/18/26
4
6
5,476
1 Tyler Rd, Upton, MA
0.96
Single-Family Home
$800,000
12/16/25
4
4
3,406
6 Field Pond Rd, Milford, MA
1.04
Single-Family Home
$825,000
05/21/26
4
3
3,156
68 Pearl St, Upton, MA
1.18
Single-Family Home
$900,000
05/21/26
4
3.5
2,472
62 Field Pond Rd, Milford, MA
1.17
Single-Family Home
$825,000
11/25/25
4
2.5
2,322
127 Glenview St, Upton, MA
1.07
Single-Family Home
$560,000
01/21/26
3
3
1,711
47 Fiske Mill Rd, Upton, MA
1.17
Single-Family Home
$1,160,000
11/24/25
4
2.5
4,514

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
30 Glenview St, Upton, MA 01568
0.33
$699,800
3
2.5
2,127
Off Market
68 Glenview St, Upton, MA 01568
0.57
$1,212,600
4
2.5
4,875
Off Market
66 Glenview St, Upton, MA 01568
0.57
$1,340,000
5
3.5
4,498
For Sale
62 Chestnut St, Upton, MA 01568
0.59
$1,063,600
4
3.5
3,877
Off Market
72 Glenview St, Upton, MA 01568
0.70
$1,500,000
4
6
5,476
Recently Sold
90 Glenview St, Upton, MA 01568
0.82
$675,000
4
2
2,534
For Sale
95 Glenview St, Upton, MA 01568
0.83
$856,200
3
3
1,849
Off Market
111 Chestnut St, Upton, MA 01568
0.87
$931,700
3
2.5
3,120
Off Market
77 Prospect St, Upton, MA 01568
0.90
$410,000
2
1
1,184
Recently Sold
1 Tyler Rd, Upton, MA 01568
0.96
$800,000
4
4
3,406
Recently Sold
45 Fiske Mill Rd, Milford, MA 01757
1.00
$719,200
3
2
1,764
Off Market
6 Field Pond Rd, Milford, MA 01757
1.04
$825,000
4
3
3,156
Recently Sold

Local Information

  • Map ViewExplore the area around 1 Chestnut St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2019
Lot Size
12.62 acres
Living Area
2,816 sqft
Price/Sqft
$469
Parking
Garage

About this House

( 12+ ) Acres!!! NEW CONSTRUCTION!!! This home will feature an open floor plan, 9' ceilings on the first level, spacious 24x24 family room with fireplace, eat-in cabinet packed kitchen with granite countertops and tile flooring, master with en suite which includes tile flooring and granite double vanities, generous allowance package, and oversized two-car garage. Commuter friendly, minutes away from Route 16, 140, and 495.
1 Chestnut St, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 2,816 sqft single-family home built in 2019. It is currently off market. The Trulia Estimate is $1,319,700, with a rent estimate of $4,591/month.

Home Details for 1 Chestnut St

Interior Features

Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Concrete, Hardwood

Exterior Features

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

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 12.62 acres

Price and Tax history

DateEventPrice
Dec 27, 2019
Source: Agent Provided
ListingRemoved
$559,900
Dec 13, 2019
Source: Agent Provided
Pending
$559,900
Sep 25, 2019
Source: Agent Provided
Listed For Sale
$559,900

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 1 Chestnut St

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Off Market Homes Near 1 Chestnut St

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Frequently asked questions about 1 Chestnut St

  • What is 1 Chestnut St estimated to be worth?
    Trulia's estimated value for 1 Chestnut St in Upton, MA is $1,319,700.
  • 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.
  • What are the closest schools to 1 Chestnut St?
    The closest schools to 1 Chestnut St in Upton, MA are Memorial School (Pre-K/Elementary, rated 9/10), Miscoe Hill School (Elementary/Middle, rated 7/10), Nipmuc Regional High School (rated 6/10).
  • Does 1 Chestnut St have air conditioning?
    Yes, 1 Chestnut St in Upton, MA has air conditioning.
  • How big is the lot at 1 Chestnut St?
    The lot at 1 Chestnut St in Upton, MA is about 12.6 acres.