Chestnut St, Upton, MA 01568
OFF MARKET

Chestnut St
Upton, MA 01568

    (on 2.30 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    0.26
    Single-Family Home
    $925,000
    08/22/25
    4
    2.5
    2,856
    154 South St, Upton, MA
    0.29
    Single-Family Home
    $1,000,000
    06/22/26
    4
    3.5
    4,265
    56 Shore Dr, Upton, MA
    0.11
    Single-Family Home
    $472,800
    09/05/25
    3
    1.5
    1,320
    29 Shore Dr, Upton, MA
    0.29
    Single-Family Home
    $600,000
    12/12/25
    3
    2.5
    1,732
    4 Farrar Rd, Upton, MA
    0.50
    Single-Family Home
    $795,000
    11/24/25
    4
    3
    2,536
    7 Sawmill Brook Ln, Upton, MA
    0.55
    Single-Family Home
    $1,763,100
    04/24/26
    4
    4.5
    3,609
    6 Sawmill Brook Ln, Upton, MA
    0.55
    Single-Family Home
    $1,500,000
    05/07/26
    4
    3.5
    3,586
    177 South St, Upton, MA
    0.76
    Single-Family Home
    $918,000
    09/11/25
    4
    4
    4,815
    179 South St, Upton, MA
    0.79
    Single-Family Home
    $1,050,000
    06/22/26
    3
    2.5
    3,237
    7 River Bend Rd, Upton, MA
    1.00
    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
    56 Shore Dr, Upton, MA 01568
    0.11
    $490,500
    3
    1.5
    1,320
    Off Market
    133 Chestnut St, Upton, MA 01568
    0.15
    $709,200
    4
    2.5
    2,002
    Off Market
    2 Brookside St, Upton, MA 01568
    0.21
    $879,900
    4
    2.5
    3,132
    For Sale
    129 South St, Upton, MA 01568
    0.24
    $917,100
    4
    3.5
    3,120
    Off Market
    8 Miscoe Hill Rd, Upton, MA 01568
    0.26
    $960,000
    4
    2.5
    2,856
    Off Market
    117 South St, Upton, MA 01568
    0.27
    $2,500,000
    4
    4
    4,040
    For Sale
    154 South St, Upton, MA 01568
    0.29
    $1,000,000
    4
    3.5
    4,265
    Recently Sold
    21 Shore Dr, Upton, MA 01568
    0.29
    $696,300
    3
    2.5
    1,732
    Off Market
    29 Shore Dr, Upton, MA 01568
    0.29
    $600,000
    3
    2.5
    1,732
    Recently Sold
    158 South St, Upton, MA 01568
    0.37
    $986,600
    4
    4.5
    3,757
    Off Market
    10 Sadler Rd, Upton, MA 01568
    0.42
    $899,900
    4
    2.5
    2,806
    For Sale
    6 Farrar Rd, Upton, MA 01568
    0.44
    $1,004,100
    6
    3.5
    3,162
    Off Market

    Local Information

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

    Home Highlights

    Lot Size
    2.3 acres

    About this House

    Chestnut St is in Upton, MA and in ZIP code 01568. This property has a lot size of 2.30 acres.
    Chestnut St, Upton, MA 01568 is a unknown. It last sold for $200,000 on Aug 22, 1994. It is currently off market. The Trulia Estimate rent is $2,736/month.

    Home Details for Chestnut St

    Property Information

    Property Type / Style
    Property Type: Unknown

    Lot Information

    Lot Area: 2.30 acres

    Price and Tax history

    DateEventPrice
    Aug 22, 1994
    Source: N/A
    		Sold
    $200,000

    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
    4    MoM
    Skip to last item
    • Results are loading
    Skip to first item

    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

    Apartments for Rent

    Skip to last item
    Skip to first item

    Homes for sale near Chestnut St

    Skip to last item
    Skip to first item

    Off Market Homes Near Chestnut St

    Skip to last item
    Skip to first item

    Frequently asked questions about Chestnut St

    • What is the price history for Chestnut St?
      Chestnut St in Upton, MA last sold for $200,000 in August 1994.
    • 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 Chestnut St?
      The closest schools to 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).