5 Picadilly St, Upton, MA 01568
Property image
Property image
OFF MARKET

5 Picadilly St
Upton, MA 01568

  • 4 Beds
  • 2 Baths
  • 1,905 sqft (on 1.36 acres)

$598,100

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $3,726/mo*
Refinance Your Home

$598,100

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $3,726/mo*
Refinance Your Home
4 Beds
2 Baths
1,905 sqft
(on 1.36 acres)

Local Information

  • Map ViewExplore the area around 5 Picadilly 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
1957
Lot Size
1.36 acres
Living Area
1,905 sqft
Price/Sqft
$314
Parking
Garage

About this House

Come see this Adorable Cape Style Home! The first floor of this home offers a comfortable eat-in kitchen, spacious livingroom with brick fireplace, mudroom with slider to the back yard, a 1st floor bedroom, Den, full bath and a large rear enclosed 3 season porch. The 2nd floor has 3 bedrooms, including a large master with a separate entrance and a 2nd full bath. Updates include some flooring, carpet and windows. 1 car attached oversized garage, private driveway, parking and spacious yard.
5 Picadilly St, Upton, MA 01568 is a 4 bedroom, 2 bathroom, 1,905 sqft single-family home built in 1957. It last sold for $477,100 on Dec 15, 2022. It is currently off market. The Trulia Estimate is $598,100, with a rent estimate of $3,636/month.

Home Details for 5 Picadilly St

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 8

Lot Information

Lot Area: 1.36 acres

Price History for 5 Picadilly St

DatePriceEventSource
12/15/2022$477,100Sold
MLS PIN #73032623
10/24/2022$479,900ContingentMLS PIN #73032623
10/11/2022$479,900PriceChange
MLS PIN #73032623
09/20/2022$494,900PriceChange
MLS PIN #73032623
09/06/2022$514,900Listed For SaleMLS PIN #73032623
12/01/2012$289,900ListingRemovedAgent Provided
09/12/2012$289,900Listed For SaleAgent Provided
02/01/2012$299,900ListingRemovedAgent Provided
01/04/2012$299,900Listed For SaleAgent Provided
03/17/2011$319,900ListingRemovedAgent Provided
01/22/2011$319,900Listed For SaleAgent Provided
12/29/2010$200,000Sold
N/A
08/27/1993$140,000Sold
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$6,521
Assessment$495,900
Home facts updated by county records

Comparable Sales for 5 Picadilly St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Brooks St, Upton, MA
0.16
Single-Family Home
$680,000
09/30/25
4
1.5
1,851
35 Brooks St, Upton, MA
0.17
Single-Family Home
$501,000
05/29/26
3
2
1,762
36 Brooks St, Upton, MA
0.20
Single-Family Home
$800,000
06/18/26
4
3
2,598
49 Grove St, Upton, MA
0.25
Single-Family Home
$494,500
06/26/26
3
1
1,300
21 Warren Rd, Upton, MA
0.53
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
9 River St, Upton, MA
0.50
Single-Family Home
$800,000
06/30/26
3
3.5
2,000
4 Fiske Mill Rd, Upton, MA
0.52
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
31 Elm St, Upton, MA
0.54
Single-Family Home
$620,000
04/06/26
3
3
2,244
1 Quail Run, Upton, MA
0.49
Single-Family Home
$835,000
06/29/26
4
2.5
2,610
1 Summers Cir, Upton, MA
0.44
Single-Family Home
$825,000
09/17/25
4
3.5
2,470

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Picadilly 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
    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

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Apartments for Rent

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Homes for sale near 5 Picadilly St

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Off Market Homes Near 5 Picadilly St

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Frequently asked questions about 5 Picadilly St

  • What is 5 Picadilly St estimated to be worth?
    Trulia's estimated value for 5 Picadilly St in Upton, MA is $598,100.
  • What is the price history for 5 Picadilly St?
    5 Picadilly St in Upton, MA last sold for $477,100 in December 2022.
  • 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.
  • How big is the lot at 5 Picadilly St?
    The lot at 5 Picadilly St in Upton, MA is about 1.4 acres.
  • Does 5 Picadilly St have a garage?
    Yes, 5 Picadilly St in Upton, MA has a garage.