20 Josiah Drive Upton, MA ^$ 789,900

20 Josiah Drive

^$ 789,900

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Recently Listed

20 Josiah Drive

Upton, MA, 01568

^$ 789,900

Bedrooms4 Baths2.1 Sq 2,408

Monthly Estimate*

^$ 4,864

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Single Family Home for sale in Upton, MA

for $789,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,408 square foot home was built on a lot size of 0.67.

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.

Single Family Active

Price

^$ 789,900

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 8,232

Style

Colonial

Lot Size

0.67

Town/City

Upton

County/Region

Worcester

MLS | Web ID

73538003

List By

Walsh Fine Homes Team

Listing Agent

Exp Realty

Broker

Affordability Calculator

$5,550

Per Month

Monthly Principal & Interest: $4,864
Monthly Property Taxes: $686
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Upton, MA

Average List Price ^$922,873

Percent of Sale Price 17%

About Upton, MA

7,849 Population

39% Since 2002

^$116,118 Median Income

44.97 Median Age

41% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
6/18/2026	$789,900		Listed Price

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20 Josiah Drive, Upton, MA, 01568 is a Single Family Home for sale at $789,900 with 2,408 sqft and a lot size of 0.67. 20 Josiah Drive has 4 bedrooms and 2.1 baths. The property's zip code is 01568 which is in Upton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 6/22/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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20 Josiah Drive

Single Family Home for sale in Upton, MA

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