For sale

Price cut: $25K (10/29)

$575,000

55 School St, Upton, MA 01568

6beds

2,974sqft

$3,968/mo

Get pre-qualified

Multi Family

Built in 1890

-- sqft lot

$563,900 Zestimate^®

$193/sqft

$-- HOA

What's special

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!

36 days
2,040
140

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 6
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Features

Living Room, Dining Room, Kitchen, Laundry Room, Family Room
Basement: Full,Interior Entry
Has fireplace: No

Interior area

Total structure area: 2,974
Total interior livable area: 2,974 sqft
Finished area above ground: 2,974

Property

Parking

Total spaces: 4
Parking features: Paved Drive, Off Street, Paved
Uncovered spaces: 4

Features

Patio & porch: Screened
Exterior features: Garden
Waterfront features: Lake/Pond, 1/2 to 1 Mile To Beach

Lot

Size: 0.65 Acres
Features: Corner Lot, Level

Details

Additional structures: Shed(s)
Parcel number: M:0015 L:0110,1716035
Zoning: 1

Construction

Type & style

Home type: MultiFamily
Property subtype: Multi Family

Materials

Frame
Foundation: Stone
Roof: Shingle

Condition

Year built: 1890

Utilities & green energy

Electric: Circuit Breakers
Sewer: Private Sewer
Water: Public

Community & HOA

Location

Region: Upton

Financial & listing details

Price per square foot: $193/sqft
Tax assessed value: $537,800
Annual tax amount: $7,034
Date on market: 10/8/2026
Total actual rent: 0
Road surface type: Paved

Estimated market value

$563,900

$536,000 - $592,000

$2,138/mo

Price history

Date	Event	Price
10/29/2026	Price change	$575,000-4.2%$193/sqft
Source: MLS PIN #73588692 Report a problem
10/14/2026	Price change	$600,000-4%$202/sqft
Source: MLS PIN #73588692 Report a problem
10/8/2026	Listed for sale	$625,000+171.7%$210/sqft
Source: MLS PIN #73588692 Report a problem
7/21/2004	Sold	$230,000$77/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$6,753 +10.2%	$513,500 +14.6%
2024	$6,130 +23.4%	$448,100 +25.1%
2023	$4,967 -17.3%	$358,100
2022	$6,005 +4.4%	$358,100 +3.3%
2021	$5,752 +9.6%	$346,500 +13.6%
2020	$5,250 +12.4%	$304,900 +13%
2019	$4,672 +7.5%	$269,900 +7%
2018	$4,345 -2.9%	$252,200 +2.4%
2017	$4,475 +5.8%	$246,400 +8.2%
2016	$4,228	$227,800