44 South St, Upton, MA 01568
Property image
Property image
OFF MARKET

44 South St
Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,926 sqft (on 1.84 acres)

$717,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,439/mo*
Refinance Your Home

$717,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,439/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,926 sqft
(on 1.84 acres)

Home Value

Trulia Estimate
$718K
Since last month
Decreased$10K (-1.4%)
Since last year
Increased$21K (+3%)
Since last sale
Increased$249K (+53%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +85% in the last 10 years
MonthEstimated value
2026
August 2026$719K
July 2026$730K
June 2026$734K
May 2026$725K
April 2026$726K
March 2026$710K
February 2026$693K
January 2026$671K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 South St, Upton, MA
0.32
Single-Family Home
$770,000
08/13/26
4
3
3,018
7 River Bend Rd, Upton, MA
0.38
Single-Family Home
$1,050,000
09/25/25
4
3.5
4,178
4 Farrar Rd, Upton, MA
0.53
Single-Family Home
$795,000
11/24/25
4
3
2,536
236 Mendon St, Upton, MA
1.05
Single-Family Home
$635,000
08/14/26
3
1.5
1,638
27 W River St, Upton, MA
0.45
Single-Family Home
$1,200,000
08/13/26
4
2.5
3,570
57 Plain St, Upton, MA
0.72
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
1 Quail Run, Upton, MA
0.68
Single-Family Home
$835,000
06/29/26
4
2.5
2,610
36 Brooks St, Upton, MA
1.03
Single-Family Home
$800,000
06/18/26
4
3
2,598
20 Josiah Dr, Upton, MA
0.71
Single-Family Home
$785,000
07/20/26
4
2.5
2,408
26 Brooks St, Upton, MA
1.14
Single-Family Home
$680,000
09/30/25
4
1.5
1,851

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
41 South St, Upton, MA 01568
0.06
$914,800
4
2.5
2,630
Off Market
8 Plumbley Rd, Upton, MA 01568
0.15
$872,700
3
2.5
3,623
Off Market
2 Plumbley Rd, Upton, MA 01568
0.13
$938,800
4
2.5
2,816
Off Market
4 South St, Upton, MA 01568
0.30
$525,800
2
1.5
1,659
Off Market
95 Mendon St, Upton, MA 01568
0.32
$818,800
4
3.5
3,300
Off Market
1 South St, Upton, MA 01568
0.32
$770,000
4
3
3,018
Recently Sold
7 River Bend Rd, Upton, MA 01568
0.38
$1,081,200
4
3.5
4,178
Off Market
44 W River St, Upton, MA 01568
0.36
$988,600
4
3.5
3,514
Off Market
46 W River St, Upton, MA 01568
0.37
$894,800
4
3
3,797
Off Market
24 Plumbley Rd, Upton, MA 01568
0.45
$798,500
4
3
2,582
Off Market
27 W River St, Upton, MA 01568
0.45
$1,200,000
4
2.5
3,570
Recently Sold
4 Farrar Rd, Upton, MA 01568
0.53
$795,000
4
3
2,536
Recently Sold

Local Information

  • Map ViewExplore the area around 44 South St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Lot Size
1.84 acres
Living Area
1,926 sqft
Price/Sqft
$373
Parking
Garage

About this House

Fabulously unique! This custom contemporary with park like setting will be your place to relax. The living room with cathedral ceilings and skylights beams with natural light. The kitchen with quartz counters and lots of cabinets has an eat in area with a bay window to look out at your beautiful surroundings while you enjoy your morning coffee. Sliders that go out to your deck overlook your private backyard. Half bath and laundry on first floor. Family room has a fireplace and leads to your amazing sun room. Perfect place for family gatherings and entertaining. Upstairs you have a master bedroom with walk in closet and master bath, as well as two additional good size bedrooms and full bath on the same level. The office in the lower level with its separate entrance is perfect for a home business or just working from home. Two car garage, storage sheds and great highway access. Your new home is waiting for you at 44 South Street in Upton!
44 South St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 1,926 sqft single-family home built in 1984. It last sold for $470,000 on Jul 30, 2020. It is currently off market. The Trulia Estimate is $717,900, with a rent estimate of $3,582/month.

Home Details for 44 South St

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Interior Details
Number of Rooms: 3
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 7

Lot Information

Lot Area: 1.84 acres

Price and Tax history

DateEventPrice
Jul 30, 2020
Source: N/A
Sold
$470,000
Jun 1, 2020
Source: Agent Provided
PriceChange
$479,900
Price decreased by 1%
Mar 13, 2020
Source: Agent Provided
PriceChange
$484,900
Price decreased by 2%
Feb 4, 2020
Source: Agent Provided
Listed For Sale
$494,900
Nov 14, 1995
Source: N/A
Sold
$208,000

Market trends in Upton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
4MoM

Around this home

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."
    0
    Flag
  • 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
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 South St

  • What is 44 South St estimated to be worth?
    Trulia's estimated value for 44 South St in Upton, MA is $717,900.
  • What is the price history for 44 South St?
    44 South St in Upton, MA last sold for $470,000 in July 2020.
  • 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 44 South St have air conditioning?
    Yes, 44 South St in Upton, MA has air conditioning.
  • How big is the lot at 44 South St?
    The lot at 44 South St in Upton, MA is about 1.8 acres.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 44 South St

Skip to last item
Skip to first item

Homes for sale near 44 South St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item