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

$726,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,594 sqft (on 0.42 acres)

39 Pleasant St, Upton, MA 01568

Est. Refi. Payment $4,902/mo*
Refinance Your Home
Currently Off Market - Sold Jan 23, 2013 for $229,000

Home Value

Trulia Estimate
$726K
Since last month
Decreased$10K (-1.4%)
Since last year
Increased$26K (+3.8%)
Since last sale
Increased$491K (+214.2%)
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 +182% in the last 10 years
MonthEstimated value
2026
October 2026$720K
September 2026$722K
August 2026$730K
July 2026$725K
June 2026$724K
May 2026$731K
April 2026$714K
March 2026$700K
February 2026$698K
January 2026$683K
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
5 Pleasant St, Upton, MA
0.32
Single-Family Home
$420,000
08/14/26
3
1
1,727
72 Main St, Upton, MA
0.13
Single-Family Home
$478,000
05/13/26
2
1
1,536
21 Warren Rd, Upton, MA
0.11
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
26 Hartford Ave N, Upton, MA
0.45
Single-Family Home
$445,000
06/29/26
3
1
1,140
20 Fiske Ave, Upton, MA
0.39
Single-Family Home
$682,000
06/26/26
3
2
1,777
49 Grove St, Upton, MA
0.56
Single-Family Home
$494,500
06/26/26
3
1
1,300
4 Picadilly St, Upton, MA
0.63
Single-Family Home
$480,000
09/16/26
3
1
1,080
57 Plain St, Upton, MA
0.33
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
41 Main St, Upton, MA
0.35
Single-Family Home
$460,000
06/30/26
2
1.5
1,155
35 Brooks St, Upton, MA
0.69
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
16 Mendon St, Upton, MA 01568
0.03
$573,200
2
2
1,946
Off Market
35 Pleasant St, Upton, MA 01568
0.03
$468,000
2
2
1,476
Off Market
35B Pleasant St, Upton, MA 01568
0.03
$452,400
4
2
1,278
Off Market
40 Pleasant St, Upton, MA 01568
0.03
$406,500
1
1
1,698
Off Market
44 Pleasant St, Upton, MA 01568
0.04
$697,200
3
3
2,240
Off Market
42 Pleasant St, Upton, MA 01568
0.05
$563,200
3
2
2,082
Off Market
36 Pleasant St, Upton, MA 01568
0.05
$729,800
3
2.5
2,347
Off Market
35 B Pleasant St, Upton, MA 01568
0.06
$464,800
3
2
1,008
Off Market
17 Mendon St, Upton, MA 01568
0.06
$464,700
1
2
1,208
Off Market
12 Mendon St, Upton, MA 01568
0.06
$595,700
2
2
2,399
Off Market
19 Mendon St, Upton, MA 01568
0.07
$592,200
1
2
2,200
Off Market
15 Mendon St, Upton, MA 01568
0.07
$468,000
2
2
1,890
Off Market
34 Pleasant St, Upton, MA 01568
0.07
$406,100
2
2
2,116
Off Market
13 Mendon St, Upton, MA 01568
0.08
$479,400
3
-
1,219
Off Market
31 Pleasant St, Upton, MA 01568
0.08
$572,500
3
2
1,932
Off Market
48 Pleasant St, Upton, MA 01568
0.08
$481,200
2
2
2,482
Off Market
32 Pleasant St, Upton, MA 01568
0.09
$433,400
3
1
1,120
Off Market
11 Mendon St, Upton, MA 01568
0.09
$556,700
3
2
1,935
Off Market
3 Florence Cir, Upton, MA 01568
0.09
$716,500
3
2
2,430
Off Market
78 Main St #2, Upton, MA 01568
0.09
-
4
2
1,600
Off Market

Local Information

  • Map ViewExplore the area around 39 Pleasant St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1835
0.42 acre lot
1,594 sqft
$455/sqft

About this House

Early New England Antique Cape has all the renovations completed. Newer furnace, HW heater, roof, windows, appliances, paint & carpets. New kitchen floor & new pool liner. Invite the family over to swim in the inground pool & then relax at the bar in the den. There is a cedar closet and oversized shed for storage. Conveniently located w/ walking distance to post office, & coffee shop, & school. *Seller has a CERTIFIED APPRAISAL from Janaury, 2012.
39 Pleasant St, Upton, MA 01568 is a 3 bedroom, 1 bathroom, 1,594 sqft single-family home built in 1835. It last sold for $229,000 on Jan 23, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $726,000, with a rent estimate of $3,038/month.

Home Details for 39 Pleasant St

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Breakfast Nook, Family Room, Office
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDishwasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatio
Pool
Pool
Parking & Garage
Parking Spaces: 4

Property Information

Year Built
Year Built: 1835
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 0.42 acres

Price and Tax history

DateEventPrice
Jan 23, 2013
Source: N/A
Sold
$229,000
Aug 22, 2012
Source: Agent Provided
PriceChange
$239,900
Price decreased by 4%
Jun 2, 2012
Source: Agent Provided
PriceChange
$249,900
Price decreased by 2%
Mar 28, 2012
Source: Agent Provided
PriceChange
$253,900
Price decreased by 0%
Feb 3, 2012
Source: Agent Provided
Listed For Sale
$254,900

Market trends in Upton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM

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 39 Pleasant St

  • What is 39 Pleasant St estimated to be worth?
    Trulia's estimated value for 39 Pleasant St in Upton, MA is $726,000.
  • What is the price history for 39 Pleasant St?
    39 Pleasant St in Upton, MA last sold for $229,000 in January 2013.
  • 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.
  • Does 39 Pleasant St have a pool?
    Yes, 39 Pleasant St in Upton, MA has a pool.
  • How big is the lot at 39 Pleasant St?
    The lot at 39 Pleasant St in Upton, MA is about 0.42 acres (18,295 sq ft).

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