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

36 Pleasant St
Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 2,347 sqft (on 0.78 acres)

$733,800

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,566/mo*
Refinance Your Home

$733,800

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,566/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,347 sqft
(on 0.78 acres)

Home Value

Trulia Estimate
$734K
Since last month
Decreased$13K (-1.7%)
Since last year
Increased$13K (+1.9%)
Since last sale
Increased$233K (+46.6%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$733K
July 2026$744K
June 2026$746K
May 2026$738K
April 2026$737K
March 2026$727K
February 2026$711K
January 2026$695K
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
0.05
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
10 Mendon St, Upton, MA
0.14
Single-Family Home
$505,000
09/29/25
3
2
1,440
72 Main St, Upton, MA
0.14
Single-Family Home
$478,000
05/13/26
2
1
1,536
4 Fiske Mill Rd, Upton, MA
0.19
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
20 Josiah Dr, Upton, MA
0.33
Single-Family Home
$785,000
07/20/26
4
2.5
2,408
20 Fiske Ave, Upton, MA
0.39
Single-Family Home
$682,000
06/26/26
3
2
1,777
57 Plain St, Upton, MA
0.31
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
12 Hartford Ave N, Upton, MA
0.49
Single-Family Home
$479,500
08/26/25
3
1
1,324
35 Brooks St, Upton, MA
0.63
Single-Family Home
$501,000
05/29/26
3
2
1,762
1 Quail Run, Upton, MA
0.57
Single-Family Home
$835,000
06/29/26
4
2.5
2,610

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
30 Mendon St, Upton, MA 01568
0.04
$1,125,000
4
4
3,402
For Sale
21 Warren Rd, Upton, MA 01568
0.06
$600,000
3
1.5
1,789
Recently Sold
31 Pleasant St, Upton, MA 01568
0.06
$574,900
3
2
1,932
Off Market
32 Mendon St, Upton, MA 01568
0.10
$1,075,000
4
2.5
2,924
For Sale
30-32 Mendon St, Upton, MA 01568
0.10
-
-
-
-
Off Market
72 Main St, Upton, MA 01568
0.14
$478,000
2
1
1,536
Recently Sold
37 Mendon St, Upton, MA 01568
0.14
$765,000
4
2.5
2,240
Off Market
74 Main St, Upton, MA 01568
0.14
$397,500
3
1.5
1,428
Off Market
10 Mendon St, Upton, MA 01568
0.14
$646,400
3
2
1,440
Off Market
52 Pleasant St, Upton, MA 01568
0.16
$445,100
2
2
816
Off Market
3 Central Sq, Upton, MA 01568
0.19
$605,700
4
2
1,378
Off Market
70 Grove St, Upton, MA 01568
0.19
-
5
3.5
4,682
Off Market

Local Information

  • Map ViewExplore the area around 36 Pleasant St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1997
Lot Size
0.78 acres
Living Area
2,347 sqft
Price/Sqft
$313
Parking
Garage

About this House

Warm and welcoming, fully updated colonial within 1/4 mile of Upton's award winning high schools! Gorgeous eat-in kitchen with rich maple cabinets, sparkling quartz counter tops, center island and upgraded stainless steel appliances. Kitchen sliders lead to back deck facing a beautiful, private wooded view with large fenced in yard. Convenient first floor laundry! 2nd level has a spacious Master Suite with walk-in closet and shining hardwood floors. 2 additional generous bedrooms and a 4th room (no closet) that could be an office or a nursery... use your imagination! Large, finished walkout basement adds additional options for living space, game room or a home theatre. So many updates in this warm, comfortable house, there is nothing to do but move right in! 2018: New roof, Driveway, Mitsubishi Split AC System, HW Heater. 2017: Dishwasher, Granite Steps & Landing. 2015: New Hardwood flooring. 2010 Fence installed in backyard. Convenient to all major routes.
36 Pleasant St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 2,347 sqft single-family home built in 1997. It last sold for $500,000 on Jul 9, 2020. It is currently off market. The Trulia Estimate is $733,800, with a rent estimate of $3,651/month.

Home Details for 36 Pleasant St

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 3
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 7

Lot Information

Lot Area: 0.78 acres

Price and Tax history

DateEventPrice
Jul 9, 2020
Source: N/A
Sold
$500,000
May 9, 2020
Source: Agent Provided
PriceChange
$509,900
Price decreased by 3%
May 1, 2020
Source: Agent Provided
Listed For Sale
$525,000
Apr 12, 2006
Source: N/A
Sold
$443,000
Jul 23, 2004
Source: N/A
Sold
$385,000

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
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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."
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  • 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!"
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  • 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."
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Apartments for Rent

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Homes for sale near 36 Pleasant St

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Off Market Homes Near 36 Pleasant St

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Frequently asked questions about 36 Pleasant St

  • What is 36 Pleasant St estimated to be worth?
    Trulia's estimated value for 36 Pleasant St in Upton, MA is $733,800.
  • What is the price history for 36 Pleasant St?
    36 Pleasant St in Upton, MA last sold for $500,000 in July 2020.
  • 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 36 Pleasant St have laundry facilities?
    Yes, 36 Pleasant St in Upton, MA has in-unit laundry.
  • How big is the lot at 36 Pleasant St?
    The lot at 36 Pleasant St in Upton, MA is about 0.78 acres (33,976 sq ft).