$600,000
55 School Street
Upton, MA, 01568
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!
Property Details
Price:
$600,000
MLS #:
73588692
Status:
Active
Beds:
6
Baths:
2.5
Type:
Multi Family
Listed Date:
Oct 8, 2026
Finished Sq Ft:
2,974
Total Sq Ft:
2,974
Lot Size:
28,314 sqft / 0.65 acres (approx)
Year Built:
1890
Units:
2
Schools
Elementary School:
Memorial Elementary
Middle School:
Miscoe Hill Middle
High School:
Nipmuc Regional High
Interior
Above Grade Finished Area
2974
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Interior Features
Living Room, Dining Room, Kitchen, Laundry Room, Family Room
Levels
4
Exterior
Construction Materials
Frame
Exterior Features
Garden
Lot Features
Corner Lot, Level
Open Parking Spaces
4
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
4
Parking Total
4
Patio And Porch Features
Screened
Roof
Shingle
Stories
4
Waterfront Features
Lake/Pond, 1/2 to 1 Mile To Beach
Financial
Tax Year
2026
Taxes
$7,034
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Multi Family in Upton as of Oct 19, 2026
2
Multi Family Listed
64
Avg DOM
229
Avg $ / SqFt
$624,950
Avg List Price
Community
- Address55 School Street Upton MA
- CityUpton
- CountyWorcester
- Zip Code01568
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Property Summary
- 55 School Street Upton MA is a Multi Family for sale in Upton, MA, 01568. It is listed for $600,000 To schedule a showing of MLS#73588692 at 55 School Street in Upton, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Century 21 North East. 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.
55 School Street
Upton, MA