44 South St, Upton, MA 01568
OFF MARKET

44 South St
Upton, MA 01568

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

$725,900

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $4,476/mo*
Refinance Your Home

$725,900

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $4,476/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,926 sqft
(on 1.84 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 44 South St

DatePriceEventSource
07/30/2020$470,000Sold
N/A
06/01/2020$479,900PriceChange
Agent Provided
03/13/2020$484,900PriceChange
Agent Provided
02/04/2020$494,900Listed For SaleAgent Provided
11/14/1995$208,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$8,309
Assessment$631,900
Home facts updated by county records

Comparable Sales for 44 South St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
17 Henrys Path, Upton, MA
0.65
Single-Family Home
$750,000
06/10/25
3
2.5
2,600
14 Warren Rd, Upton, MA
1.04
Single-Family Home
$489,839
07/01/25
2
2
2,160
26 Brooks St, Upton, MA
1.14
Single-Family Home
$680,000
09/30/25
4
1.5
1,851
4 Fiske Mill Rd, Upton, MA
1.20
Single-Family Home
$605,000
09/26/25
2
2.5
1,720
19 Prospect St, Upton, MA
1.14
Single-Family Home
$805,000
06/24/25
3
2.5
2,384
1 Summers Cir, Upton, MA
0.75
Single-Family Home
$825,000
09/17/25
4
3.5
2,470
29 Shore Dr, Upton, MA
1.19
Single-Family Home
$600,000
12/12/25
3
2.5
1,732
56 Shore Dr, Upton, MA
1.06
Single-Family Home
$472,800
09/05/25
3
1.5
1,320

Nearby homes

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Assigned Schools

These are the assigned schools for 44 South St.
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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."
    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
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Homes for sale near 44 South St

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Off Market Homes Near 44 South St

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Homes for rent near 44 South St

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44 South St, Upton, MA 01568 is a 3 bedroom, 3 bathroom, 1,926 sqft single-family home built in 1984. This property is not currently available for sale. 44 South St was last sold on Jul 30, 2020 for $470,000. The current Trulia Estimate for 44 South St is $725,900.