5 W Main St, Upton, MA 01568
Property image
Property image
OFF MARKET

5 W Main St
Upton, MA 01568

  • 3 Beds
  • 1 Bath
  • 1,420 sqft (on 0.37 acres)

$525,200

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $3,281/mo*
Refinance Your Home

$525,200

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $3,281/mo*
Refinance Your Home
3 Beds
1 Bath
1,420 sqft
(on 0.37 acres)

Home Value

Trulia Estimate
$525K
Since last month
Decreased$14K (-2.6%)
Since last year
$0 (0%)
Since last sale
Increased$249K (+90.7%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$524K
July 2026$534K
June 2026$538K
May 2026$537K
April 2026$533K
March 2026$515K
February 2026$510K
January 2026$487K
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
26 Hartford Ave N, Upton, MA
0.63
Single-Family Home
$445,000
06/29/26
3
1
1,140
3 Driscoll Ln, Upton, MA
0.30
Single-Family Home
$315,000
03/19/26
2
1
1,058
39 Mechanic St, Upton, MA
0.33
Single-Family Home
$540,000
12/09/25
4
1
1,428
12 Hartford Ave N, Upton, MA
0.55
Single-Family Home
$479,500
08/26/25
3
1
1,324
4 Depot St, Upton, MA
0.51
Single-Family Home
$405,000
10/09/25
2
1
1,008
10 Mechanic St, Upton, MA
0.05
Single-Family Home
$835,000
04/30/26
4
3
2,496
11 Main St, Upton, MA
0.07
Single-Family Home
$876,000
03/11/26
4
2.5
2,714
10 Mendon St, Upton, MA
0.89
Single-Family Home
$505,000
09/29/25
3
2
1,440
72 Main St, Upton, MA
0.93
Single-Family Home
$478,000
05/13/26
2
1
1,536
26 Fowler St, Upton, MA
0.48
Single-Family Home
$525,000
10/28/25
2
2
1,632

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
10 Mechanic St, Upton, MA 01568
0.05
$835,000
4
3
2,496
Recently Sold
140 Main St #A, Upton, MA 01568
0.04
$506,300
3
2.5
1,485
Off Market
165 Main St, Upton, MA 01568
0.08
$665,800
4
2.5
3,072
Off Market
140 Glen Ave, Upton, MA 01568
0.06
$533,600
3
1
1,332
Off Market
11 Main St, Upton, MA 01568
0.07
$876,000
4
2.5
2,714
Recently Sold
15 W Main St, Upton, MA 01568
0.09
$1,535,400
3
2.5
3,217
Off Market
17 W Main St, Upton, MA 01568
0.12
$999,900
4
2.5
2,780
For Sale
19 W Main St, Upton, MA 01568
0.16
$989,900
4
3
2,990
For Sale
158 Main St, Upton, MA 01568
0.18
$799,900
7
3
3,314
For Sale
29 Mechanic St, Upton, MA 01568
0.22
$745,800
3
2
1,478
Off Market
10 Old Grafton Rd, Upton, MA 01568
0.24
$547,700
2
1
960
Off Market
19 Glen Ave, Upton, MA 01568
0.25
$572,900
3
1.5
1,274
Off Market

Local Information

  • Map ViewExplore the area around 5 W Main St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1845
Lot Size
0.37 acres
Living Area
1,420 sqft
Price/Sqft
$370
Parking
Garage

About this House

*** SELLER WILL ENTERTAIN ALL REASONABLE OFFERS *** Contractors/Handyman special - this unique 1845 Cape could indeed be very special again! This home has been in the same family since the 1800's! Two staircases lead you to the second floor - nice layout, though house needs a lot of work. two entrances - Two car garage - nice lot. Great commuters location! *** CASH or Rehab only - Sold AS IS - NOT BANK OWNED ***
5 W Main St, Upton, MA 01568 is a 3 bedroom, 1 bathroom, 1,420 sqft single-family home built in 1845. It last sold for $274,500 on Jan 15, 2015. It is currently off market. The Trulia Estimate is $525,200, with a rent estimate of $2,789/month.

Home Details for 5 W Main St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, Other, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1845Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 6

Lot Information

Lot Area: 0.37 acres

Price and Tax history

DateEventPrice
Jan 15, 2015
Source: N/A
Sold
$274,500
Aug 7, 2013
Source: N/A
Sold
$75,000
Apr 18, 2013
Source: Agent Provided
PriceChange
$99,700
Price decreased by 9%
Jan 30, 2013
Source: Agent Provided
PriceChange
$109,700
Price decreased by 8%
Nov 7, 2012
Source: Agent Provided
PriceChange
$119,700
Price decreased by 4%

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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    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!"
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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 5 W Main St

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Off Market Homes Near 5 W Main St

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Frequently asked questions about 5 W Main St

  • What is 5 W Main St estimated to be worth?
    Trulia's estimated value for 5 W Main St in Upton, MA is $525,200.
  • What is the price history for 5 W Main St?
    5 W Main St in Upton, MA last sold for $274,500 in January 2015.
  • 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 W Main St?
    The lot at 5 W Main St in Upton, MA is about 0.37 acres (16,117 sq ft).
  • Does 5 W Main St have a garage?
    Yes, 5 W Main St in Upton, MA has a garage.