Active
75 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.

Key facts

It was listed on July 21, 2026. The price has come down from an original $799,900 to $774,900, most recently on August 18, 2026. The annual property taxes are $7,497 (2025 tax year). It sits on a 0.23-acre (10,019 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$234/sqft
Local Avg (Upton)$300/sqft
22% BelowMarket Average

* Analysis is based on 23 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

Questions about this home

When was 158 Main St, Upton listed?

158 Main St, Upton was listed on July 21, 2026.

Has the price of 158 Main St, Upton changed?

The price has come down from an original $799,900 to $774,900, most recently on August 18, 2026.

What are the property taxes for 158 Main St, Upton?

The annual property taxes for 158 Main St, Upton are $7,497 (2025 tax year).

How big is the lot at 158 Main St, Upton?

158 Main St, Upton sits on a 0.23-acre (10,019 sq ft) lot.

What is the status of 158 Main St, Upton?

158 Main St, Upton is actively listed for sale.

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

1,805 housing units permitted in the last 12 months (+1% vs the prior 12 months) — 1,007 in 5+ unit buildings

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

Listing Provided By

Listing Agent: Rita Silvamartins

Listing Office: eXp Realty LLC - Corporate Office

MLS® Number: 73552661