55 School St, Upton, MA 01568
Property image
Property image
FOR SALE
0.65 ACRES

$575,000

Original price: $600,000
  • 6 Beds
  • 2.5 Baths
  • 2,974 sqft (on 0.65 acres)

55 School St, Upton, MA 01568

Est. Mortgage $3,665/mo*
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We estimate this home will sell faster than 86% nearby.

Home Highlights

Multi-Family
Built in 1890
0.65 acre lot
$193/sqft
4 Open Spaces

Local Information

  • Map ViewExplore the area around 55 School St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Vinyl sidingScreened porchesFamily roomUpdated white kitchenEat-in kitchenPerennial gardens
Two homes under one roof on a level 0.65-acre corner lot just off Main Street! Owned by the same family for decades, this classic c.1890 two-family offers 2,974 sq ft and rare flexibility. Unit 1 features 3 bedrooms, 1.5 baths, a bright bay-windowed living room, a dining room with a decorative ceiling, an updated white kitchen, and laundry. Unit 2 offers 2 bedrooms, a full bath, living room, family room, and eat-in kitchen. Each unit lives on two levels, like a home of its own. Enjoy screened porches, a deck, perennial gardens, and a yard with room to play, grow, and gather. Ideal for multigenerational living, owner-occupying one unit while rent from the other helps offset your mortgage, or adding a solid investment to your portfolio. Full basement, vinyl siding, parking for 4, and a lake/pond beach within a mile. Two-families like this rarely come to market in Upton. Schedule your showing today!
Last check for updates: about 12 hours ago
Listing courtesy of Miller Real Estate Group, (508) 298-3165
Keller Williams Pinnacle Central, (508) 754-3020
John Miller, (508) 523-8033
Source: MLS PIN, MLS#73588692
We estimate this home will sell faster than 86% nearby.

Home Details for 55 School St

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 11
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2974 Square Feet
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Number of Stories: 4

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: ScreenedOther Structures: Shed(s)Exterior: GardenFoundation: StoneGarden
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street,Paved
Frontage
Waterfront: Lake/Pond, 1/2 to 1 Mile To BeachRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2974

Days on Market

Days on Market: 35

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Construction Materials: FrameDoes Not Include Home Warranty
Property Information
Parcel Number: M:0015 L:0110, 1716035

Price & Status

Price
List Price: $575,000Price Per Sqft: $193

Active Status

MLS Status: Active

Location

Direction & Address
City: Upton
School Information
Elementary School: Memorial ElementaryJr High / Middle School: Miscoe Hill MiddleHigh School: Nipmuc Regional High

Agent Information

Listing Agent
Listing ID: 73588692

Building

Building Area
Building Area: 2974 Square Feet

Community

Not Senior Community

Lot Information

Lot Area: 0.65 acres

Miscellaneous

BasementMls Number: 73588692Above Grade Unfinished Area: 2974

Price and Tax history

DateEventPrice
Oct 29, 2026
Source: MLS PIN #73588692
PriceChange
$575,000
Price decreased by 4%
Oct 14, 2026
Source: MLS PIN #73588692
PriceChange
$600,000
Price decreased by 4%
Oct 8, 2026
Source: MLS PIN #73588692
Listed For Sale
$625,000
Jul 21, 2004
Source: N/A
Sold
$230,000

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
    Flag

Market trends in Upton

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
3MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$564K
Since last month
Decreased$17K (-2.9%)
Since last year
Decreased$46K (-7.8%)
Since last sale
Increased$320K (+139.3%)
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 +121% in the last 10 years
MonthEstimated value
2026
November 2026$550K
October 2026$558K
September 2026$567K
August 2026$571K
July 2026$576K
June 2026$610K
May 2026$601K
April 2026$567K
March 2026$558K
February 2026$555K
January 2026$550K
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
78 Main St, Upton, MA
0.82
Multi-Family Home
$677,500
09/21/26
6
3
2,617
90 Glenview St, Upton, MA
1.56
Multi-Family Home
$590,000
10/22/26
4
2
2,534
79-81 Upton St, Northbridge, MA
2.78
Multi-Family Home
$549,900
12/22/25
4
2
2,138
9-11 Central Ave, Northbridge, MA
3.02
Multi-Family Home
$682,000
07/08/26
6
4
2,800
297 Providence Rd, Grafton, MA
3.85
Multi-Family Home
$830,000
06/24/26
6
2
2,992
234 Purchase St, Milford, MA
3.70
Multi-Family Home
$650,000
10/30/26
6
3
2,095
614-616 Sutton St, Northbridge, MA
3.91
Multi-Family Home
$640,000
11/21/25
6
2
2,584
399 Providence Rd #A, South Grafton, MA
3.29
Multi-Family Home
$400,000
08/27/26
2
2
1,620
175 West St, Milford, MA
4.19
Multi-Family Home
$625,000
12/05/25
5
2
2,224

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
8 Maple St, Upton, MA 01568
0.02
$305,000
2
1.5
1,438
Recently Sold
51 School St #A, Upton, MA 01568
0.03
$495,100
3
-
1,500
Off Market
51 School St #B, Upton, MA 01568
0.03
$259,000
2
1
1,296
Off Market
9 Maple St, Upton, MA 01568
0.03
$682,500
3
2
2,370
Off Market
51 School St #2, Upton, MA 01568
0.03
$412,700
3
2.5
1,420
Off Market
51 School St #3, Upton, MA 01568
0.03
$410,000
3
2
1,420
Recently Sold
11 Maple St, Upton, MA 01568
0.04
$458,000
1
2
2,383
Off Market
60 School St, Upton, MA 01568
0.05
-
-
-
-
Off Market
52 School St, Upton, MA 01568
0.05
$499,900
2
2
1,764
Off Market
56 School St, Upton, MA 01568
0.05
$564,800
3
3
2,475
Off Market
7 Maple St, Upton, MA 01568
0.05
$1,005,200
2
2
2,258
Off Market
2 Cross St, Upton, MA 01568
0.05
$846,500
4
2
1,900
Off Market
58 School St, Upton, MA 01568
0.05
$559,300
2
2
3,025
Off Market
Stoddard St, Upton, MA 01568
0.07
-
-
-
-
Off Market
47 School St, Upton, MA 01568
0.07
$896,700
4
3
2,874
Off Market
48 School St, Upton, MA 01568
0.07
$576,500
1
1.5
1,778
Off Market
1 Maple St, Upton, MA 01568
0.07
$618,400
4
2
1,800
Off Market
4 Cross St, Upton, MA 01568
0.07
$460,200
1
1
1,400
Off Market
3 Stoddard St, Upton, MA 01568
0.08
$600,000
3
1.5
2,034
Recently Sold
1 Cross St, Upton, MA 01568
0.08
$610,400
2
2
1,728
Off Market

LGBTQ Local Legal Protections

Miller Real Estate Group, Keller Williams Pinnacle Central, (508) 754-3020
Agent Phone: (508) 298-3165
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 55 School St

  • What is the estimated monthly payment for 55 School St?
    Based on a $575,000 list price with 20% down at today's rates, the estimated monthly payment for 55 School St in Upton, MA is approximately $3,822 (about $3,162 principal & interest, $585 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Upton, MA.
  • What are the closest schools to 55 School St?
    The closest schools to 55 School St in Upton, MA are Memorial School (Pre-K/Elementary, rated 9/10), Miscoe Hill School (Elementary/Middle, rated 7/10), Nipmuc Regional High School (rated 6/10).
  • What is 55 School St estimated to be worth?
    Trulia's estimated value for 55 School St in Upton, MA is $563,900.
  • Does 55 School St have parking?
    Yes, 55 School St in Upton, MA has on-site parking.
55 School St, Upton, MA 01568 is a 6 bedroom, 3 bathroom, 2,974 sqft multi-family built in 1890. This property is currently available for sale and was listed by MLS PIN on Oct 8, 2026. The MLS # for this home is MLS# 73588692.