20 Josiah Dr, Upton, MA 01568
Property image
Property image
SOLD
JUL 20, 2026

20 Josiah Dr
Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,408 sqft (on 0.67 acres)

$785,000

Last Sold: Jul 20, 2026
1% below list $790K
$326/sqft
Est. Refi. Payment $4,834/mo*
Refinance Your Home

$785,000

Last Sold: Jul 20, 2026
1% below list $790K
$326/sqft
Est. Refi. Payment $4,834/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,408 sqft
(on 0.67 acres)

Local Information

  • Map ViewExplore the area around 20 Josiah Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2918
Lot Size
0.67 acres
Living Area
2,408 sqft
Price/Sqft
$326/sqft
Parking
2 Car Garage

About this House

Welcome to 20 Josiah Drive, a beautifully maintained Colonial in one of Upton’s most desirable neighborhoods. This spacious 4-bedroom, 2.5-bath home offers over 2,200 sq ft of sun-filled living space with newly refinished hardwood floors and an open layout ideal for everyday living and entertaining. The vaulted-ceiling great room and fireplaced family room create warm and inviting spaces, while the formal dining room and additional living area offer flexibility for today’s lifestyle. All four bedrooms are located on the second floor, including a spacious primary suite with a walk-in closet and private en-suite bath. The main level features a large kitchen with granite countertops, hardwood flooring, dining area, a fully heated & insulated sunroom, and composite deck overlooking the private backyard with mature landscaping and peaceful seasonal views. Additional highlights include central air, fenced yard, 2-car garage, and excellent curb appeal.
20 Josiah Dr, Upton, MA 01568 is a 4 bedroom, 3 bathroom, 2,408 sqft single-family home built in 2918. It last sold for $785,000 on Jul 20, 2026 (1% below the $789,900 asking price). It is currently off market. The Trulia Estimate is $806,800, with a rent estimate of $3,924/month.

Home Details for 20 Josiah Dr

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2408 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas OvenAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: First FloorRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Whole House FanHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Wood, Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Carpet, Hardwood, Flooring Stone Ceramic Tile, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Exterior, Porch - Enclosed, Deck, Deck - CompositeFencing: Fenced/Enclosed, FencedExterior: Porch - Enclosed, Deck, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Fenced YardFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageParking Spaces: 8Parking: Attached,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2408

Property Information

Year Built
Year Built: 2918
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 1716759

Price & Status

Price
List Price: $789,900Price Per Sqft: $326/sqft
Status Change & Dates
Off Market Date: Mon Jul 06 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Upton

Building

Building Area
Building Area: 2408 Square Feet

Community

Community Features: Public Transportation, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.67 acres

Offer

Contingencies: Inspection

Miscellaneous

BasementMls Number: 73538003Above Grade Unfinished Area: 2408

Additional Information

Public TransportationParkWalk/Jog TrailsLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School
Last check for updates: about 2 hours ago
Listed by Walsh Fine Homes Team, (978) 618-8363
eXp Realty LLC, (888) 854-7493
Bought with: Peter Edwards, (508) 761-1481, Hayden Rowe Properties, (508) 948-3998
Source: MLS PIN, MLS#73538003

Price History for 20 Josiah Dr

DatePriceEventSource
07/20/2026$785,000Sold
MLS PIN #73538003
07/07/2026$789,900PendingMLS PIN #73538003
06/23/2026$789,900ContingentMLS PIN #73538003
06/18/2026$789,900Listed For SaleMLS PIN #73538003
11/22/1994$206,925Sold
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$8,232
Assessment$626,000
Home facts updated by county records

Comparable Sales for 20 Josiah Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Quail Run, Upton, MA
0.46
Single-Family Home
$835,000
06/29/26
4
2.5
2,610
1 Summers Cir, Upton, MA
0.53
Single-Family Home
$825,000
09/17/25
4
3.5
2,470
21 Warren Rd, Upton, MA
0.31
Single-Family Home
$600,000
06/30/26
3
1.5
1,789
57 Plain St, Upton, MA
0.09
Single-Family Home
$525,000
07/22/26
3
2.5
1,372
20 Maple Ave, Upton, MA
0.60
Single-Family Home
$780,000
07/31/25
5
2.5
3,291
36 Brooks St, Upton, MA
0.72
Single-Family Home
$800,000
06/18/26
4
3
2,598
4 Hazeltine Rd, Upton, MA
0.72
Single-Family Home
$970,000
06/02/26
4
2.5
3,000
20 Fiske Ave, Upton, MA
0.73
Single-Family Home
$682,000
06/26/26
3
2
1,777
72 Main St, Upton, MA
0.47
Single-Family Home
$478,000
05/13/26
2
1
1,536

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Josiah Dr.
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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
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  • 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."
    0
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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.