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

159 Pleasant St
Upton, MA 01568

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

$831,600

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,178/mo*
Refinance Your Home

$831,600

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,178/mo*
Refinance Your Home
2 Beds
2 Baths
2,688 sqft
(on 3.38 acres)

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

Property Type
Single-Family Home
Year Built
2002
Lot Size
3.38 acres
Living Area
2,688 sqft
Price/Sqft
$309
Parking
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. It is currently off market. The Trulia Estimate is $831,600, with a rent estimate of $2,804/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 History for 159 Pleasant St

DatePriceEventSource
05/25/2017$459,900Sold
N/A
04/01/2005$443,500Sold
N/A
06/01/2001$374,364Sold
N/A

Market trends in Upton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
2MoM
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Property Tax and Assessment

Year2025
Tax$10,015
Assessment$761,600
Home facts updated by county records

Comparable Sales for 159 Pleasant St

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
73 Fairway Dr, Northbridge, MA
0.62
Single-Family Home
$1,110,000
07/27/26
4
3.5
3,489
4 Fiske Mill Rd, Upton, MA
1.33
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
656 Shining Rock Dr, Northbridge, MA
0.80
Single-Family Home
$875,000
08/06/26
4
2.5
3,493
7 River Bend Rd, Upton, MA
0.95
Single-Family Home
$1,050,000
09/25/25
4
3.5
4,178
10 Mendon St, Upton, MA
1.13
Single-Family Home
$505,000
09/29/25
3
2
1,440
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
227 Church Ave, Northbridge, MA
0.88
Single-Family Home
$425,000
09/04/25
3
1
1,248

Nearby homes

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Assigned Schools

These are the assigned schools for 159 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
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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 159 Pleasant St

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Off Market Homes Near 159 Pleasant St

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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 $831,600.
  • 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.