4 Chapin Rd, Upton, MA 01568
Property image
Property image
OFF MARKET

4 Chapin Rd
Upton, MA 01568

  • 5 Beds
  • 6 Baths
  • 6,898 sqft (on 8.06 acres)

$1,595,500

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $9,815/mo*
Refinance Your Home

$1,595,500

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $9,815/mo*
Refinance Your Home
5 Beds
6 Baths
6,898 sqft
(on 8.06 acres)

Local Information

  • Map ViewExplore the area around 4 Chapin Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Lot Size
8.06 acres
Living Area
6,898 sqft
Price/Sqft
$231
Parking
Garage

About this House

Estate on "Lookout Point" Magnificent home on 8+acre 15 Rms, 5 bdrms-5 1/2 baths private office , pool, exercise rm.
4 Chapin Rd, Upton, MA 01568 is a 5 bedroom, 6 bathroom, 6,898 sqft single-family home built in 1989. It is currently off market. The Trulia Estimate is $1,595,500, with a rent estimate of $6,766/month.

Home Details for 4 Chapin Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 11
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 11

Lot Information

Lot Area: 8.06 acres

Price History for 4 Chapin Rd

DatePriceEventSource
08/27/2022$1,599,000ListingRemovedMLS PIN #73009504
08/20/2022$1,599,000PriceChange
MLS PIN #73009504
07/08/2022$1,800,000Listed For SaleMLS PIN #73009504
09/24/2011$999,900ListingRemovedAgent Provided
08/28/2011$999,900Listed For SaleAgent Provided
05/29/2011$999,900ListingRemovedAgent Provided
04/11/2011$999,900PriceChange
Agent Provided
11/10/2010$789,900Listed For SaleAgent Provided
09/02/2010$789,900ListingRemovedAgent Provided
04/19/2010$789,900Listed For SaleAgent Provided
10/18/2008$989,804ListingRemovedAgent Provided
04/15/2008$989,804Listed 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$14,456
Assessment$1,099,300
Home facts updated by county records

Comparable Sales for 4 Chapin Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
72 Glenview St, Upton, MA
0.42
Single-Family Home
$1,500,000
06/18/26
4
6
5,476
1 Tyler Rd, Upton, MA
0.30
Single-Family Home
$800,000
12/16/25
4
4
3,406
47 Fiske Mill Rd, Upton, MA
0.57
Single-Family Home
$1,160,000
11/24/25
4
2.5
4,514
68 Pearl St, Upton, MA
0.75
Single-Family Home
$900,000
05/21/26
4
3.5
2,472
6 Field Pond Rd, Milford, MA
0.77
Single-Family Home
$825,000
05/21/26
4
3
3,156
127 Glenview St, Upton, MA
0.51
Single-Family Home
$560,000
01/21/26
3
3
1,711
62 Field Pond Rd, Milford, MA
0.62
Single-Family Home
$825,000
11/25/25
4
2.5
2,322
8 Leah Ln, Milford, MA
0.91
Single-Family Home
$940,000
07/30/26
4
3.5
4,216
18 Field Pond Rd, Milford, MA
0.91
Single-Family Home
$725,000
07/09/26
4
3.5
3,474
78 Milford St, Upton, MA
1.15
Single-Family Home
$832,000
04/29/26
4
2.5
2,656

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 4 Chapin Rd.
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 4 Chapin Rd

Skip to last item
Skip to first item

Off Market Homes Near 4 Chapin Rd

Skip to last item
Skip to first item

Frequently asked questions about 4 Chapin Rd

  • What is 4 Chapin Rd estimated to be worth?
    Trulia's estimated value for 4 Chapin Rd in Upton, MA is $1,595,500.
  • 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 4 Chapin Rd?
    The closest schools to 4 Chapin Rd 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 4 Chapin Rd have a pool?
    Yes, 4 Chapin Rd in Upton, MA has a pool.
  • How big is the lot at 4 Chapin Rd?
    The lot at 4 Chapin Rd in Upton, MA is about 8.1 acres.