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!
This home has been viewed 11 times
Last Checked: October 19th, 2026 at 6:38am (Source: MLS PIN #73588692)
Gross Income: $0
Gross Expenses: $7,034
Net Income Calc: $7,034
Annual Expenses for 55 School Street, Upton MA 01568
Total Gross Expenses (Calculated)$7,034/year
APOD AvailableNo
Heating
Electricity
Water
Gas
Insurance
Sewer
Trash Removal
Repair & Maintenance
Management
Miscellaneous
Real Estate Tax7034
Annual Income & Unit Breakdown for 55 School Street, Upton MA 01568
Total Gross Income (Calculated)$0
Unit 1
Rental Income$0
LeaseN
Bedrooms3
Bathrooms1 Full, 1 Half
Floor1
Levels in Unit2
Rent Includes
Unit 2
Rental Income$0
LeaseN
Bedrooms2
Bathrooms1 Full
Floor1
Levels in Unit2
Rent Includes
General Information for 55 School Street, Upton MA 01568
Listing ID73588692
Property TypeMulti Family
Price600000 ($201.75/SqFt)
StyleMulti Family
CityUpton
CountyWorcester
Neighborhood(s)
Approximate Living Area Total2974
Approximate Lot Size (Acres)0.65
Total Parking4
Garage Parking0
Year Built1890
Year Built SourcePublic Records
Year Built DetailsApproximate
WaterPublic
SewerPrivate Sewer
Electric220 Volts
Hot Water
Roof MaterialAsphalt/fiberglass Shingles
BasementFull
Construction MaterialsFrame
Lot FeaturesGentle Sloping
Foundation Description
Accessible Features
Outdoor SpaceCovered
Zoning1
Water Views
Water Views Features
Waterfront0
Waterfront FeaturesRiver
Terms
Disclosures for 55 School Street, Upton MA 01568
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourcePublic Records
Title 5D
ExclusionsBlack Light Fixture Above Storage Bench In Kitchen.
Financial Data Source
Total Gross Expenses By Broker
Total Gross Income By Broker
Total Net Income By Broker
Short Sale / Forclosure (Bank Owned)
Compensation Based On
Financial Information for 55 School Street, Upton MA 01568
Real Estate Taxes7034
Tax Year2026
Assessed Value$537,800
Financial Data Source
Total Gross Expenses By Broker
BostonRealEstate.com Gross Expenses
Total Gross Income By Broker
BostonRealEstate.com Gross Income
Total Net Income By Broker
BostonRealEstate.com Gross NOI
CAP Rate (based on Broker info)
Location Information for 55 School Street, Upton MA 01568
Elementary SchoolMemorial Elementary
Middle SchoolMiscoe Hill Middle
High SchoolNipmuc Regional High
Neighborhood(s)
Area Amenities
Contact Information for 55 School Street, Upton MA 01568