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$789,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,408 Sq. Ft.
  • 0.67 Acres
  • 2 Car Garage
  • Updated 22 hours ago

Next open house:

Open House: 12:00 PM - 1:30 PM

Saturday 6/20 12:00 PM - 1:30 PM

20 Josiah Drive,Upton, MA 01568

20 Josiah DriveUptonMA01568

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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.

Full Property Details for 20 Josiah Dr

General

  • Price: $789,900
  • Taxes: $8,232 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73538003
  • Updated: 6/18/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: 5.67 x 6.08, Main, First
  • Bathroom 2: 8.58 x 7.67, Second
  • Bathroom 3: 7.92 x 7.67, Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 12.33 x 17.25, Second
  • Bedroom 2: 11.75 x 10.92, Second
  • Bedroom 3: 11.75 x 13.92, Second
  • Bedroom 4: 10.42 x 10.17, Second

Other Rooms

  • Living Room: 11.67 x 11.08, Main, First
  • Family Room: 17.42 x 13.75, Main, First
  • Kitchen: 20.17 x 14.33, Main, First
  • Dining Room: 12.67 x 10.50, Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Off Street

Location

  • County: Worcester

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 2,408
  • Year Built: 2918

Lot Features

  • Lot Size (Acres): 0.67

Financial Considerations

  • Tax Amount: $8,232
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Estate sale. Property being sold as-is.
  • Property ID: 1716759

Listed by eXp Realty, Walsh Fine Homes Team and Kevin Walsh

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Listing agents

— 20 Josiah Dr —

  • Walsh Fine Homes Team

    eXp Realty

  • Kevin Walsh

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Josiah Dr

School District:Mendon-Upton School District
NameGradesDistance
Memorial School, Upton, MA
69 Main Street, Upton, MA 01568
PK-40.6 mi
Miscoe Hill School
148 North Avenue, Mendon, MA 01756
5-82.9 mi
Nipmuc Regional High School
90 Pleasant Street, Upton, MA 01568
9-120.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Josiah Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/18/2026
Listed
$789,900
281.73%
MLS
11/22/1994
Sold
$206,925
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Josiah Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,232
1%
$626,000
5%
2024
$8,187
33%
$598,500
34%
2023
$6,176
-17%
$445,300
1%
2022
$7,427
-3%
$442,900
-4%
2021
$7,629
-1%
$459,600
3%
2020
$7,697
3%
$447,000
4%
2019
$7,454
5%
$430,600
4%
2018
$7,128
1%
$413,700
6%
2017
$7,084
—
$390,100
2%
2016
$7,099
11%
$382,500
1%
2015
$6,412
3%
$378,300
3%
2014
$6,219
—
$366,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by eXp Realty, Walsh Fine Homes Team and Kevin Walsh

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20 Josiah Drive, Upton, MA 01568 (MLS# 73538003) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 20 Josiah Drive is currently listed for $789,900 and was received on June 18, 2026. Want to learn more about 20 Josiah Drive? Do you have questions about finding other Single Family real estate for sale in Upton? You can browse all Upton real estate or contact a Coldwell Banker agent to request more information.

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