42 Pleasant St, Upton, MA 01568
Property image
Property image
OFF MARKET

$564,600

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

42 Pleasant St, Upton, MA 01568

Est. Refi. Payment $3,516/mo*
Refinance Your Home
Currently Off Market - Sold May 14, 2014 for $265,000

Home Value

Trulia Estimate
$565K
Since last month
Decreased$11K (-1.9%)
Since last year
Increased$31K (+5.8%)
Since last sale
Increased$301K (+113.7%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$566K
July 2026$577K
June 2026$577K
May 2026$574K
April 2026$566K
March 2026$558K
February 2026$538K
January 2026$524K
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
21 Warren Rd, Upton, MA
0.08
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
10 Mendon St, Upton, MA
0.15
Single-Family Home
$505,000
09/29/25
3
2
1,440
45 Mendon St, Upton, MA
0.21
Single-Family Home
$866,900
08/27/26
3
2.5
3,076
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
5 Pleasant St, Upton, MA
0.33
Single-Family Home
$420,000
08/14/26
3
1
1,727
20 Fiske Ave, Upton, MA
0.44
Single-Family Home
$682,000
06/26/26
3
2
1,777
57 Plain St, Upton, MA
0.28
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
20 Josiah Dr, Upton, MA
0.29
Single-Family Home
$785,000
07/20/26
4
2.5
2,408
35 Brooks St, Upton, MA
0.66
Single-Family Home
$501,000
05/29/26
3
2
1,762

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
32 Mendon St, Upton, MA 01568
0.06
$1,075,000
4
2.5
2,924
For Sale
30-32 Mendon St, Upton, MA 01568
0.06
-
-
-
-
Off Market
37 Mendon St, Upton, MA 01568
0.10
$757,100
4
2.5
2,240
Off Market
30 Mendon St, Upton, MA 01568
0.05
$1,125,000
4
4
3,402
For Sale
52 Pleasant St, Upton, MA 01568
0.11
$444,700
2
2
816
Off Market
21 Warren Rd, Upton, MA 01568
0.08
$600,000
3
1.5
1,789
Recently Sold
31 Pleasant St, Upton, MA 01568
0.11
$574,700
3
2
1,932
Off Market
10 Mendon St, Upton, MA 01568
0.15
$644,100
3
2
1,440
Off Market
40 Mendon St, Upton, MA 01568
0.17
$639,200
3
1.5
1,638
Off Market
74 Main St, Upton, MA 01568
0.17
$397,000
3
1.5
1,428
Off Market
45 Mendon St, Upton, MA 01568
0.21
$866,900
3
2.5
3,076
Recently Sold
72 Main St, Upton, MA 01568
0.17
$478,000
2
1
1,536
Recently Sold

Local Information

  • Map ViewExplore the area around 42 Pleasant 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
1930
Lot Size
1.29 acres
Living Area
2,082 sqft
Price/Sqft
$271

About this House

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.
42 Pleasant St, Upton, MA 01568 is a 3 bedroom, 2 bathroom, 2,082 sqft single-family home built in 1930. It last sold for $265,000 on May 14, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $564,600, with a rent estimate of $3,203/month.

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 and Tax history

DateEventPrice
May 14, 2014
Source: N/A
Sold
$265,000
Apr 9, 2014
Source: Agent Provided
Pending
$265,000
Oct 31, 2013
Source: Agent Provided
PriceChange
$265,000
Price decreased by 5%
Oct 22, 2013
Source: Agent Provided
PriceChange
$279,000
Price decreased by 2%
Sep 27, 2013
Source: Agent Provided
Listed For Sale
$285,000

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
4MoM

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

Frequently asked questions about 42 Pleasant St

  • What is 42 Pleasant St estimated to be worth?
    Trulia's estimated value for 42 Pleasant St in Upton, MA is $564,600.
  • What is the price history for 42 Pleasant St?
    42 Pleasant St in Upton, MA last sold for $265,000 in May 2014.
  • 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.
  • How big is the lot at 42 Pleasant St?
    The lot at 42 Pleasant St in Upton, MA is about 1.3 acres.
  • Does 42 Pleasant St have parking?
    Yes, 42 Pleasant St in Upton, MA has on-site parking.

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