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

$667,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,092 sqft (on 0.50 acres)

29 Pleasant St, Upton, MA 01568

Est. Refi. Payment $4,397/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2023 for $550,000

Home Value

Trulia Estimate
$667K
Since last month
Decreased$5K (-0.8%)
Since last year
Increased$18K (+2.8%)
Since last sale
Increased$117K (+21.3%)
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 +58% in the last 10 years
MonthEstimated value
2026
October 2026$667K
September 2026$672K
August 2026$673K
July 2026$684K
June 2026$686K
May 2026$678K
April 2026$678K
March 2026$672K
February 2026$660K
January 2026$648K
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
0.11
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
20 Fiske Ave, Upton, MA
0.31
Single-Family Home
$682,000
06/26/26
3
2
1,777
5 Pleasant St, Upton, MA
0.22
Single-Family Home
$420,000
08/14/26
3
1
1,727
7 Hazeltine Rd, Upton, MA
0.30
Single-Family Home
$680,000
08/14/26
4
2.5
1,800
72 Main St, Upton, MA
0.07
Single-Family Home
$478,000
05/13/26
2
1
1,536
57 Plain St, Upton, MA
0.39
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
35 Brooks St, Upton, MA
0.63
Single-Family Home
$501,000
05/29/26
3
2
1,762
4 Hazeltine Rd, Upton, MA
0.31
Single-Family Home
$970,000
06/02/26
4
2.5
3,000
41 Main St, Upton, MA
0.25
Single-Family Home
$460,000
06/30/26
2
1.5
1,155
20 Josiah Dr, Upton, MA
0.42
Single-Family Home
$785,000
07/20/26
4
2.5
2,408

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
27 Pleasant St, Upton, MA 01568
0.02
$669,300
4
2.5
2,132
Off Market
31 Pleasant St, Upton, MA 01568
0.03
$565,300
3
2
1,932
Off Market
25 Pleasant St, Upton, MA 01568
0.04
$690,300
3
2.5
2,615
Off Market
2 Fiske Ave, Upton, MA 01568
0.04
$771,000
2
2.5
2,708
Off Market
30 Pleasant St, Upton, MA 01568
0.04
$552,800
3
3
1,686
Off Market
70 Main St, Upton, MA 01568
0.04
$579,700
3
2.5
2,371
Off Market
28 Pleasant St, Upton, MA 01568
0.04
$479,300
2
2
2,236
Off Market
2 Warren Rd, Upton, MA 01568
0.05
-
-
-
-
Off Market
35 B Pleasant St, Upton, MA 01568
0.05
$453,800
3
2
1,008
Off Market
32 Pleasant St, Upton, MA 01568
0.05
$428,000
3
1
1,120
Off Market
68 Main St, Upton, MA 01568
0.06
$709,900
4
3
2,240
Off Market
64 Main St, Upton, MA 01568
0.06
-
6
3
5,705
Off Market
64 Main, Upton, MA 01568
0.06
-
-
-
-
Off Market
66 Main St, Upton, MA 01568
0.06
$657,500
2
2
2,124
Off Market
15 Warren Rd, Upton, MA 01568
0.06
$471,200
2
2
2,014
Off Market
34 Pleasant St, Upton, MA 01568
0.06
$412,200
2
2
2,116
Off Market
10 Warren Rd, Upton, MA 01568
0.07
$497,100
3
2
1,400
Off Market
72 Main St, Upton, MA 01568
0.07
$478,000
2
1
1,536
Recently Sold
12 Warren Rd, Upton, MA 01568
0.07
$601,900
4
2
1,704
Off Market
23 Pleasant St, Upton, MA 01568
0.07
$421,800
1
2
1,554
Off Market

Local Information

  • Map ViewExplore the area around 29 Pleasant St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
0.5 acre lot
2,092 sqft
$319/sqft
Garage

About this House

What's unique:Impressive colonialNew carpetLarge roomsWalk-in closetStainless steel appliances
Convenient location, walk to schools and Upton resources. Colonial 3 bedroom and 2.5 baths, two story entry foyer. New roof, new AC, lots of ceramic tile floors. Finished basement accommodates many uses. Most of first floor is hardwoods, carpet in bedrooms, eat in kitchen opens out onto the deck overlooking back yard. Fairly level yard with sizable front & back yard areas.
29 Pleasant St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 2,092 sqft single-family home built in 1994. It last sold for $550,000 on Mar 31, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $667,100, with a rent estimate of $3,731/month.

Home Details for 29 Pleasant St

Interior Features

Interior Details
BasementNumber of Rooms: 3
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 7

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
Mar 31, 2023
Source: MLS PIN #73080400
Sold
$550,000
Feb 20, 2023
Source: MLS PIN #73080400
Listed For Sale
$519,000
Nov 15, 2019
Source: Agent Provided
ListingRemoved
$409,000
Oct 13, 2019
Source: Agent Provided
Listed For Sale
$409,000
May 31, 2017
Source: N/A
Sold
$330,000

Market trends in Upton

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
5MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Upton

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 67% say there's holiday spirit
  • 60% say neighbors are friendly
  • 48% say there are sidewalks
Trulia Trick or TreatStart Ghost Hunt
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 29 Pleasant St

  • What is 29 Pleasant St estimated to be worth?
    Trulia's estimated value for 29 Pleasant St in Upton, MA is $667,100.
  • What is the price history for 29 Pleasant St?
    29 Pleasant St in Upton, MA last sold for $550,000 in March 2023.
  • Is Upton a buyer's or seller's market?
    Upton is currently a buyer'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 29 Pleasant St have air conditioning?
    Yes, 29 Pleasant St in Upton, MA has air conditioning.
  • How big is the lot at 29 Pleasant St?
    The lot at 29 Pleasant St in Upton, MA is about 0.50 acres (21,671 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 29 Pleasant St

Skip to last item
Skip to first item

Homes for sale near 29 Pleasant St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item