Active
50 Days on market
158 Main St Upton — Photo 1 of 42

158 Main St Upton — Photo 1 of 42

Recent Drop: $25,000

$799,900
$774,900

$774,900

158 Main St, Upton, MA 01568

Upton, MA 01568

Beds

7

Baths

3

SqFt

3,314

Style

Multi Family

Built

1900

Motivated seller:Presenting an exceptional multi-family residence at 158 Main St, Upton, MA, a meticulously maintained property originally constructed in 1900. This inviting home encompasses a generous 3314 square feet of living space, offering a ready-to-move-in condition for discerning buyers. The kitchen is thoughtfully appointed with smart refrigerator technology, enhancing modern convenience and culinary experiences. With 7 bedrooms and 2 full bathrooms complemented by 2 half bathrooms, this two-story property provides ample accommodation. A functional basement offers additional utility, while a welcoming porch enhances the exterior appeal. To truly appreciate the refined character and investment potential of this distinguished multi-family property, we invite your professional inquiry and a private viewing.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$234/sqft
Local Avg (Upton)$309/sqft
24% BelowMarket Average

* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Upton, MA.

Property Details

Financials

Original Price$799,900
Annual Taxes$7,497

Parking

Garage0
Off-Street4

Interior Specifications

Total Rooms13
Fireplaces2
Flooring--
BasementPartially Finished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingWindow Unit(s)
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionStone
RoofShingle
FoundationStone
Zoning7

Property & Lot

Acres0.23
SqFt Lot10,019
Lot FeaturesEasements

Amenities & Appliances

Range • Dishwasher • Disposal • Refrigerator

Neighborhood

Public Transportation • Walk/Jog Trails • Medical Facility • Highway Access

Geography

Property History

Price Drop
$774,900

Was $799,900

Aug 18, 2026

MLS® 73552661

Listed
$799,900

Jul 21, 2026

MLS® 73552661

Population

8,011

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$160K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Listing Provided By

Listing Agent: Rita Silvamartins

Listing Office: eXp Realty LLC - Corporate Office

MLS® Number: 73552661

Browse More Homes in Upton

Explore other active listings in the area.