Is a car needed in Upton, MA?

As of early 2026, 94% of users say car is needed

Is parking easy in Upton, MA?

As of early 2026, 88% of users say parking is easy

Are yards well-kept in Upton, MA?

As of early 2026, 83% of users say yards are well-kept

Is Upton, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Upton, MA?

As of early 2026, 73% of users say people would walk alone at night

Is there wildlife in Upton, MA?

As of early 2026, 71% of users say there's wildlife

Do residents of Upton, MA plan to stay at least 5 years?

As of early 2026, 68% of users say they plan to stay for at least 5 years

Does Upton, MA show holiday spirit?

As of early 2026, 67% of users say there's holiday spirit

As of early 2026, 66% of users say it's quiet

Are neighbors friendly in Upton, MA?

As of early 2026, 60% of users say neighbors are friendly

Do kids play outside in Upton, MA?

As of early 2026, 59% of users say kids play outside

Does Upton, MA have sidewalks?

As of early 2026, 48% of users say there are sidewalks

Are there community events in Upton, MA?

As of early 2026, 30% of users say there are community events

Are the streets well-lit in Upton, MA?

As of early 2026, 25% of users say streets are well-lit

Is Upton, MA walkable to restaurants?

As of early 2026, 17% of users say it's walkable to restaurants

Is Upton, MA walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

FOR SALE

NEW - 8 HRS AGO

158 Main St
Upton, MA 01568

2 Beds
3 Baths
3,314 sqft

$799,900

Est. Mortgage $4,941/mo*

Get Pre-Qualified

$799,900

Est. Mortgage $4,941/mo*

Get Pre-Qualified

2 Beds

3 Baths

3,314 sqft

Home Highlights

Parking

4 Parking Spaces

Outdoor

Porch

Climate Control

Heating & Cooling

Price/Sqft

$241

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 158 Main St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

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.

Home Details for 158 Main St

Interior Features
Interior Details Basement: Partially FinishedNumber of Rooms: 13
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout Living Area: 3314 Square Feet
Appliances & Utilities Utilities: for Gas RangeAppliances: Range, Dishwasher, Disposal, RefrigeratorDishwasherDisposalRefrigerator
Heating & Cooling Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Has a FireplaceNo Spa
Levels, Entrance, & Accessibility Number of Stories: 4

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: PorchFoundation: Stone
Parking & Garage Open Parking Spaces: 4No GarageParking Spaces: 4
Frontage Not on Waterfront
Water & Sewer Sewer: Private Sewer
Finished Area Finished Area (above surface): 3314

Days on Market
Days on Market: <1 day on Trulia

Property Information
Year Built Year Built: 1900
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi Family
Building Construction Materials: StoneDoes Not Include Home Warranty
Property Information Parcel Number: M:019 L:034, 1716310

Price & Status
Price List Price: $799,900Price Per Sqft: $241

Active Status
MLS Status: New

Location
Direction & Address City: Upton

Agent Information
Listing Agent Listing ID: 73552661

Building
Building Area Building Area: 3314 Square Feet

Community
Community Features: Public Transportation, Walk/Jog Trails, Medical Facility, Highway AccessNot Senior Community

Lot Information
Lot Area: 10019 sqft

Rental Terms, Policies & Fees
Rent Includes: Unit 1(Heat, Hot Water), Unit 2(Heat, Water)

Miscellaneous
BasementMls Number: 73552661Above Grade Unfinished Area: 3314

Additional Information
Public TransportationWalk/Jog TrailsMedical FacilityHighway Access

Last check for updates: about 3 hours ago

Listing courtesy of Rita Silva Martins, (508) 315-2095

eXp Realty LLC - Corporate Office, (888) 854-7493

Source: MLS PIN, MLS#73552661

Also Listed on MLS PIN, eXp Realty.

Market trends in Upton

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Price History for 158 Main St

Date	Price	Event	Source
07/21/2026	$799,900	Listed For Sale	MLS PIN #73552661

08/28/2025	$799,900	ListingRemoved	MLS PIN #73416556

08/12/2025	$799,900	Listed For Sale	MLS PIN #73416556

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Property Tax and Assessment

Year	2025
Tax	$7,497
Assessment	$570,100

Home facts updated by county records

Comparable Sales for 158 Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
21-23 Hartford Ave S, Upton, MA	0.27	Multi-Family Home	$485,000	07/25/25	6	2	2,605
79-81 Upton St, Northbridge, MA	1.59	Multi-Family Home	$549,900	12/22/25	4	2	2,138
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268-270 Providence Road, South Grafton, MA	3.23	Multi-Family Home	$682,000	08/29/25	15	4	4,224
109 Main St, South Grafton, MA	3.69	Multi-Family Home	$650,000	04/30/26	6	3	2,690

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OFF MARKET
Est. $679,300
4 bd
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165 Main St,
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Robyn and Sean Sold My House Team, Suburban Lifestyle Real Estate
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Amy Wright Shea, eXp Realty
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OFF MARKET
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Steven French, ERA Key Realty Services
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MAR 11, 2026
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Kim Backlund, Northeast Realty + Co.
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Robyn and Sean Sold My House Team, Suburban Lifestyle Real Estate

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 158 Main St.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Upton

At least 28 Trulia users voted on each feature.

94 % Say car is needed
88 % Say parking is easy
83 % Say yards are well-kept
75 % Say it's dog friendly
73 % Say people would walk alone at night
71 % Say there's wildlife
68 % Say they plan to stay for at least 5 years
67 % Say there's holiday spirit
66 % Say it's quiet
60 % Say neighbors are friendly
59 % Say kids play outside
48 % Say there are sidewalks
30 % Say there are community events
25 % Say streets are well-lit
17 % Say it's walkable to restaurants
13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Fernando M.
Resident
5y ago
"I've lived in Upton now for almost a Decade and it's an amazing town. The community is amazing, people are respectful, lots of community events, lots of recreational areas from Kiwanis beach, Upton State Park, Peppercorn Hill Conservation Area and other location, the schools are excellent, teachers care about the students, great academic and athletic departments. Upton truly is a place you can raise a family and feel safe."
0
Flag
Kristy G. B.
Resident
6y ago
"Must leave early to get to Boston or Boston area. Early is 6:30 or leave after 9 am. There is a lot of traffic going East, but is going on the other direction not as bad. There is not a lot of traffic on the town, but on the boarders of all surrounding towns there is traffic at peak hours."
7
Flag
Kristy G. B.
Resident
6y ago
"We’ve lived here for 9 years and everyone is very friendly and looks out for each other, yet you maintain your privacy. It’s a great sense of community with lots of young families."
1
Flag
Bapalladini
Visitor
6y ago
"it's a nice area. my dad loves it here. nice neighborhood, good community. old time feel to the area. plenty of hiking, parks etc. good schools, overall great "
2
Flag
Kristy G. B.
Resident
6y ago
"Safe, tight knit community where everyone is looking out for each other. The community is growing and young families are moving in. It definitely has a small town feel. "
2
Flag
Lily G.
Resident
6y ago
"plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
1
Flag
Paola W. O.
Resident
6y ago
"Tons of areas to walk dogs. You just have to be careful with wild animals that could attack your dogs at night. "
2
Flag
Acmalzone
Resident
8y ago
"Small, friendly neighborhood town. Great neighbors. Awesome school system. Safe town. No chain stores or chain restaurants. All Ma & Pop shops and family owned restaurants."
2
Flag
annacollari
13y ago
"I have lived here for 2 years and it has already topped all the 10 other places i lived in, it is very clean, and my kids get a great education at the two high schools and one elementary school. All the people here are so nice and friendly. There are loads of places to walk and hang out, and it is great for kids, there is one park and baseball field, and there is another public park at the Elementary school. Upton is a Great place to live!"
0
Flag
Petersonk17
14y ago
"I live here since I was born and I think it is a wonderful neighborhood to live in. Lots of kids live around so it is good for families with children."
0
Flag

LGBTQ Local Legal Protections

Rita Silva Martins, eXp Realty LLC - Corporate Office, (888) 854-7493

Agent Phone: (508) 315-2095

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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

158 Main St, Upton, MA 01568 is a 2 bedroom, 4 bathroom, 3,314 sqft multi-family built in 1900. This property is currently available for sale and was listed by MLS PIN on Jul 21, 2026. The MLS # for this home is MLS# 73552661.

158 Main St Upton, MA 01568

$799,900

$799,900

Home Highlights

Local Information

Description

Home Details for 158 Main St

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

Building

Community

Lot Information

Rental Terms, Policies & Fees

Miscellaneous

Additional Information

Market trends in Upton

Price History for 158 Main St

Similar Homes You May Like

New Listings near 158 Main St

Property Tax and Assessment

Comparable Sales for 158 Main St

Nearby homes

Additional Cost

Assigned Schools

What Locals Say about Upton

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

158 Main St
Upton, MA 01568