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

$829,800

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 2,688 sqft (on 3.38 acres)

159 Pleasant St, Upton, MA 01568

Est. Refi. Payment $5,493/mo*
Refinance Your Home
Currently Off Market - Sold May 25, 2017 for $459,900

Home Value

Trulia Estimate
$830K
Since last month
Decreased$2K (-0.3%)
Since last year
Decreased$9K (-1.1%)
Since last sale
Increased$367K (+79.7%)
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 +78% in the last 10 years
MonthEstimated value
2026
September 2026$827K
August 2026$829K
July 2026$831K
June 2026$846K
May 2026$836K
April 2026$834K
March 2026$819K
February 2026$802K
January 2026$782K
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
217 Brookway Dr, Northbridge, MA
0.51
Single-Family Home
$675,000
07/09/26
4
2.5
2,456
42 Shining Rock Dr, Northbridge, MA
0.74
Single-Family Home
$859,000
08/03/26
4
2.5
3,824
27 W River St, Upton, MA
0.90
Single-Family Home
$1,200,000
08/13/26
4
2.5
3,570
45 Mendon St, Upton, MA
1.07
Single-Family Home
$866,900
08/27/26
3
2.5
3,076
145 W River St, Upton, MA
0.98
Single-Family Home
$910,000
08/14/26
4
2.5
3,956
73 Fairway Dr, Northbridge, MA
0.62
Single-Family Home
$1,110,000
07/27/26
4
3.5
3,489
656 Shining Rock Dr, Northbridge, MA
0.80
Single-Family Home
$875,000
08/06/26
4
2.5
3,493
1 South St, Upton, MA
1.24
Single-Family Home
$770,000
08/13/26
4
3
3,018
4 Central Ave, Northbridge, MA
1.13
Single-Family Home
$399,000
07/30/26
2
2
1,360
5 S Main St, Northbridge, MA
1.19
Single-Family Home
$500,000
03/30/26
3
2.5
1,734

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
161 Pleasant St, Upton, MA 01568
0.05
$954,600
4
2.5
3,048
Off Market
Pleasant St, Upton, MA 01568
0.05
-
-
-
-
Off Market
155 Pleasant St, Upton, MA 01568
0.09
$570,300
1
1
1,400
Off Market
163 Pleasant St, Upton, MA 01568
0.10
$949,700
2
2
3,086
Off Market
158 Pleasant St, Upton, MA 01568
0.10
$595,400
1
2
1,428
Off Market
Old Upton Rd, Upton, MA 01568
0.10
-
-
-
-
Off Market
151 Pleasant St, Upton, MA 01568
0.12
$540,600
2
2
1,248
Off Market
119 Glen Ave, Upton, MA 01568
0.12
$907,300
4
3
2,864
Off Market
165 Pleasant St, Upton, MA 01568
0.13
$904,800
4
2.5
2,844
Off Market
123 Glen Ave, Upton, MA 01568
0.13
$551,100
2
2
1,960
Off Market
127 Glen Ave, Upton, MA 01568
0.15
$652,500
3
2.5
1,896
Off Market
149 Pleasant St, Upton, MA 01568
0.15
$778,400
4
2.5
2,712
Off Market
167 Pleasant St, Upton, MA 01568
0.16
$850,000
2
2
2,810
Off Market
115 Glen Ave, Upton, MA 01568
0.17
$778,500
2
2
2,616
Off Market
147 Pleasant St, Upton, MA 01568
0.17
$826,500
4
3.5
2,952
Off Market
118 Glen Ave, Upton, MA 01568
0.18
$571,900
2
2
1,256
Off Market
128 Glen Ave, Upton, MA 01568
0.19
$489,700
1
2
1,150
Off Market
145 Pleasant St, Upton, MA 01568
0.19
$670,900
2
2
2,240
Off Market
126 Glen Ave, Upton, MA 01568
0.20
$788,400
2
3
2,560
Off Market
135 Glen Ave, Upton, MA 01568
0.20
$860,300
2
2
2,268
Off Market

Local Information

  • Map ViewExplore the area around 159 Pleasant St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
3.38 acre lot
2,688 sqft
$309/sqft
Garage

About this House

Welcoming Farmer Porch stretches the whole front of this lovely, bright & sunny Colonial home set way back from the Country road & is the perfect place for morning coffee or evening cocktails*Sylvan setting overlooks impressive woods for delightful privacy*Impressive Foyer with turned stairs opens to formal Living Room or 1st floor Study*Formal Dining Room w/lovely moldings*Spacious Kitchen w/Updated Granite counters & terrific work island & tons of cabinets & pantry*1st floor laundry with room for all of your laundry & storage*Incredibly spacious & impressive vaulted & fireplaced Family Room with gorgeous windows*2nd floor offers four nicely sized bedrooms*Romantic Master Suite with walk-in closet & updated Granite double sink vanity in Master Bath*Lower Level has plenty of space for future development w/great windows to the rear yard*Lovely landscaping and a large driveway w/oversized turning area for all of your guests*Wonderful commuter location*
159 Pleasant St, Upton, MA 01568 is a 2 bedroom, 2 bathroom, 2,688 sqft single-family home built in 2002. It last sold for $459,900 on May 25, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $829,800, with a rent estimate of $3,307/month.

Home Details for 159 Pleasant St

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 3

Exterior Features

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

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 8

Lot Information

Lot Area: 3.38 acres

Price and Tax history

DateEventPrice
May 25, 2017
Source: N/A
Sold
$459,900
Apr 1, 2005
Source: N/A
Sold
$443,500
Jun 1, 2001
Source: N/A
Sold
$374,364

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
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LGBTQ Local Legal Protections

Frequently asked questions about 159 Pleasant St

  • What is 159 Pleasant St estimated to be worth?
    Trulia's estimated value for 159 Pleasant St in Upton, MA is $829,800.
  • What is the price history for 159 Pleasant St?
    159 Pleasant St in Upton, MA last sold for $459,900 in May 2017.
  • 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 159 Pleasant St have a pool?
    Yes, 159 Pleasant St in Upton, MA has a pool.
  • How big is the lot at 159 Pleasant St?
    The lot at 159 Pleasant St in Upton, MA is about 3.4 acres.

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