42 Pleasant St, Upton, MA 01568
OFF MARKET

42 Pleasant St
Upton, MA 01568

  • 3 Beds
  • 2 Baths
  • 2,082 sqft (on 1.29 acres)

$573,800

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $3,484/mo*
Refinance Your Home

$573,800

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $3,484/mo*
Refinance Your Home
3 Beds
2 Baths
2,082 sqft
(on 1.29 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

VALUE Range Pricing. Seller to entertain offers between $265,000 - $285,000. Looking for a home with charm and character....? This custom home has barnboard ceilings in the dining room, a beautiful master suite with office/sitting area and private bath. Step down rooms and an enclosed porch add to the charm of this unique home. When you enter the home you will enter a special home with the feeling of Christmas. Santa lives here. The decorations are testament to the love of the holiday will intrigue the most curious buyer. Yes, the owner is a professional Santa Claus. There are stockings hung by the chimney with care.The deck off the living room has a hot tub and privacy enclosure. The lot is set back off the street with tons of privacy. The home has newer windows (5 years). Propane furnace 6 years old.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 42 Pleasant St

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, Gas, Propane ButaneHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
Parking Spaces: 6Parking: Off Street

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 7

Lot Information

Lot Area: 1.29 acres

Price History for 42 Pleasant St

DatePriceEventSource
05/14/2014$265,000Sold
N/A
04/09/2014$265,000PendingAgent Provided
10/31/2013$265,000PriceChange
Agent Provided
10/22/2013$279,000PriceChange
Agent Provided
09/27/2013$285,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$6,784
Assessment$515,900
Home facts updated by county records

Comparable Sales for 42 Pleasant St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Warren Rd, Upton, MA
0.15
Single-Family Home
$489,839
07/01/25
2
2
2,160
4 Fiske Mill Rd, Upton, MA
0.24
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
72 Main St, Upton, MA
0.17
Single-Family Home
$478,000
05/13/26
2
1
1,536
17 Henrys Path, Upton, MA
0.36
Single-Family Home
$750,000
06/10/25
3
2.5
2,600
12 Hartford Ave N, Upton, MA
0.50
Single-Family Home
$479,500
08/26/25
3
1
1,324
35 Brooks St, Upton, MA
0.66
Single-Family Home
$501,000
05/29/26
3
2
1,762
10 Mendon St, Upton, MA
0.15
Single-Family Home
$505,000
09/29/25
3
2
-
26 Brooks St, Upton, MA
0.73
Single-Family Home
$680,000
09/30/25
4
1.5
1,851
23 Warren St, Upton, MA
0.65
Single-Family Home
$690,000
06/20/25
3
2
1,924
20 Maple Ave, Upton, MA
0.44
Single-Family Home
$780,000
07/31/25
5
2.5
3,291

Nearby homes

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Assigned Schools

These are the assigned schools for 42 Pleasant 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
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42 Pleasant St, Upton, MA 01568 is a 3 bedroom, 2 bathroom, 2,082 sqft single-family home built in 1930. This property is not currently available for sale. 42 Pleasant St was last sold on May 14, 2014 for $265,000. The current Trulia Estimate for 42 Pleasant St is $573,800.