99 Main St, Upton, MA 01568
OFF MARKET

99 Main St
Upton, MA 01568

  • 2 Beds
  • 3 Baths
  • 2,228 sqft (on 0.40 acres)

$593,400

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $3,716/mo*
Refinance Your Home

$593,400

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $3,716/mo*
Refinance Your Home
2 Beds
3 Baths
2,228 sqft
(on 0.40 acres)

Local Information

  • Map ViewExplore the area around 99 Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Lot Size
0.4 acres
Living Area
2,228 sqft
Price/Sqft
$266

About this House

This multi-family home is located at 99 Main St, Upton, MA. 99 Main St is in Upton, MA and in ZIP code 01568. This property has 2 bedrooms, 4 bathrooms and approximately 2,228 sqft of floor space. This property has a lot size of 0.40 acres and was built in 1900.
99 Main St, Upton, MA 01568 is a 2 bedroom, 4 bathroom, 2,228 sqft multi-family built in 1900. It last sold for $130,000 on Jun 24, 1999. It is currently off market. The Trulia Estimate is $593,400, with a rent estimate of $2,914/month.

Home Details for 99 Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 4Types of Rooms: Walk In Closet, Dining RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodLawn
Parking & Garage
Parking Spaces: 7Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.40 acres

Price History for 99 Main St

DatePriceEventSource
06/24/1999$130,000Sold
N/A

Market trends in Upton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
2MoM
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Property Tax and Assessment

Year2025
Tax$5,240
Assessment$398,500
Home facts updated by county records

Comparable Sales for 99 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
79-81 Upton St, Northbridge, MA
1.90
Multi-Family Home
$549,900
12/22/25
4
2
2,138
9-11 Central Ave, Northbridge, MA
2.12
Multi-Family Home
$682,000
07/08/26
6
4
2,800
614-616 Sutton St, Northbridge, MA
3.07
Multi-Family Home
$640,000
11/21/25
6
2
2,584
659 Highland St, Northbridge, MA
3.22
Multi-Family Home
$363,000
06/17/26
4
3
2,789
297 Providence Rd, Grafton, MA
3.21
Multi-Family Home
$830,000
06/24/26
6
2
2,992
8 River Ave, South Grafton, MA
3.45
Multi-Family Home
$257,000
07/14/26
4
2
1,355
73 Crockett Rd, Milford, MA
3.31
Multi-Family Home
$1,355,000
01/14/26
4
2
3,280
268-270 Providence Road, South Grafton, MA
3.74
Multi-Family Home
$682,000
08/29/25
15
4
4,224
109 Main St, South Grafton, MA
4.19
Multi-Family Home
$650,000
04/30/26
6
3
2,690
7 Pine Hill Rd, Grafton, MA
4.34
Multi-Family Home
$318,000
01/29/26
5
3
3,380

Nearby homes

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Assigned Schools

These are the assigned schools for 99 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.
    "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."
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  • Kristy G. B.
    "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.
    "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
    "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.
    "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.
    "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.
    "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
    "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
    "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
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  • Petersonk17
    "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."
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Apartments for Rent

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Homes for sale near 99 Main St

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Off Market Homes Near 99 Main St

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Frequently asked questions about 99 Main St

  • What is 99 Main St estimated to be worth?
    Trulia's estimated value for 99 Main St in Upton, MA is $593,400.
  • What is the price history for 99 Main St?
    99 Main St in Upton, MA last sold for $130,000 in June 1999.
  • Is Upton a buyer's or seller's market?
    Upton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Upton?
    Residents describe Upton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Upton, MA.
  • Does 99 Main St have parking?
    Yes, 99 Main St in Upton, MA has on-site parking.