AndreaForsythe
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Newton, MA
Wayland, MA
Lexington, MA
Arlington, MA
Wellesley, MA
Wakefield, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
160 Walnut St
9 Wilton Rd
28 Howard St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and toolsLocal EventsEvents & local favorites near you
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Newton, MA
Newton CentreChestnut HillWabanWest NewtonNewtonvilleNewton CornerNewton HighlandsAuburndaleLower FallsUpper FallsNonantum
Wayland, MA
Lexington, MA
Arlington, MA
Wellesley, MA
Wakefield, MA
View All Neighborhoods →
Featured Properties
160 Walnut St
9 Wilton Rd
28 Howard St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
Local Events
About
Meet the Agent
Client Stories
Contact Me

Andrea Forsythe

I'm Andrea Forsythe, a Newton, MA real estate agent specializing in new construction. With 13+ years developing homes, I guide buyers and sellers from search to keys.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (781) 330-2264
  • adforsythe@gmail.com

Brokerage

Commonwealth Standard Realty Advisors

© 2026 Andrea Forsythe. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 158 Main St, Upton, MA 01568
Active
31 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

Don't miss this well-maintained multifamily property offering an excellent opportunity for both investors and owner-occupants. Whether you're looking to generate rental income, build long-term wealth, or offset your mortgage by living in one unit while renting the other, this property offers outstanding flexibility.Each unit features spacious living areas, comfortable bedrooms, functional layouts, and abundant natural light. The property provides ample parking, outdoor space, and the convenience of separate living areas, making it attractive to tenants and homeowners alike.Ideally located in the heart of Upton, you'll enjoy easy access to local shops, restaurants, schools, parks, and major commuter routes while experiencing the charm of a welcoming New England community.This is a rare opportunity to own an income-producing property in a desirable location with strong rental already.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$234/sqft
Local Avg (Upton)$328/sqft
29% BelowMarket Average

* Analysis is based on 20 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)

Full Upton, MA market report ZIP 01568 market data
Listing Provided By

Listing Agent: Rita Silvamartins

Listing Office: eXp Realty

MLS® Number: 73552661

Related Insights

View All
Sellers Beware: The Zestimate Illusion Could Cost Massachusetts Homeowners Big
Real Estate
May 13, 2026

Sellers Beware: The Zestimate Illusion Could Cost Massachusetts Homeowners Big

View All Insights

Browse More Homes in Upton

Explore other active listings in the area.

  • 4 Picadilly St
    $495,000
    4 Picadilly St
    Upton, MA
    3 bd1 ba1,080 sqft
  • 11 James Rd
    $720,000
    11 James Rd
Upton, MA
3 bd3 ba1,304 sqft
  • 24 Main St
    $599,900
    24 Main St
    Upton, MA
    4 bd3 ba2,548 sqft
  • 5 Elm Street
    $695,000
    5 Elm Street
    Upton, MA
    4 bd3 ba2,108 sqft
  • 96 Fowler St
    $899,000
    96 Fowler St
    Upton, MA
    4 bd5 ba4,242 sqft
  • 33 Milford St
    $929,900
    33 Milford St
    Upton, MA
    4 bd3 ba3,100 sqft