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.
Pending
$789,900
20 Josiah Dr, Upton, MA 01568
4beds
2,408sqft
Single Family Residence
Built in 2918
0.67 Acres Lot
$817,300 Zestimate®
$328/sqft
$-- HOA
What's special
Fireplaced family roomCentral airFormal dining roomVaulted-ceiling great roomNewly refinished hardwood floorsFenced yardExcellent curb appeal
- 21 days |
- 666 |
- 30 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Walsh Fine Homes Team 978-618-8363,
eXp Realty LLC 888-854-7493
Source: MLS PIN,MLS#: 73538003
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
- Level: Second
- Area: 212.75
- Dimensions: 12.33 x 17.25
Bedroom 2
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 128.27
- Dimensions: 11.75 x 10.92
Bedroom 3
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 163.52
- Dimensions: 11.75 x 13.92
Bedroom 4
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 105.9
- Dimensions: 10.42 x 10.17
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: Main,First
- Area: 34.47
- Dimensions: 5.67 x 6.08
Bathroom 2
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Second
- Area: 65.81
- Dimensions: 8.58 x 7.67
Bathroom 3
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Second
- Area: 60.69
- Dimensions: 7.92 x 7.67
Dining room
- Features: Flooring - Hardwood, Lighting - Overhead
- Level: Main,First
- Area: 133
- Dimensions: 12.67 x 10.5
Family room
- Features: Ceiling Fan(s), Flooring - Hardwood, Deck - Exterior, Open Floorplan, Lighting - Sconce
- Level: Main,First
- Area: 239.48
- Dimensions: 17.42 x 13.75
Kitchen
- Features: Ceiling Fan(s), Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Open Floorplan, Recessed Lighting
- Level: Main,First
- Area: 289.06
- Dimensions: 20.17 x 14.33
Living room
- Features: Flooring - Hardwood
- Level: Main,First
- Area: 129.31
- Dimensions: 11.67 x 11.08
Heating
- Central
Cooling
- Central Air, Whole House Fan
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
- Laundry: First Floor
Features
- Ceiling Fan(s), Vaulted Ceiling(s), Sun Room, Great Room
- Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
- Doors: French Doors
- Basement: Unfinished
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,408
- Total interior livable area: 2,408 sqft
- Finished area above ground: 2,408
Property
Parking
- Total spaces: 8
- Parking features: Attached, Off Street
- Attached garage spaces: 2
- Uncovered spaces: 6
Features
- Patio & porch: Deck - Exterior, Porch - Enclosed, Deck, Deck - Composite
- Exterior features: Porch - Enclosed, Deck, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Fenced Yard
- Fencing: Fenced/Enclosed,Fenced
Lot
- Size: 0.67 Acres
- Features: Wooded
Details
- Parcel number: 1716759
- Zoning: 2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 2918
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven
Community & HOA
Community
- Features: Public Transportation, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
HOA
- Has HOA: No
Location
- Region: Upton
Financial & listing details
- Price per square foot: $328/sqft
- Tax assessed value: $626,000
- Annual tax amount: $8,232
- Date on market: 6/18/2026
Estimated market value
$817,300
$776,000 - $858,000
$3,924/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Pending sale | $789,900$328/sqft |
Source: MLS PIN #73538003 Report a problem | ||
| 6/23/2026 | Contingent | $789,900$328/sqft |
Source: MLS PIN #73538003 Report a problem | ||
| 6/18/2026 | Listed for sale | $789,900+281.7%$328/sqft |
Source: MLS PIN #73538003 Report a problem | ||
| 11/22/1994 | Sold | $206,925$86/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,232 +0.5% | $626,000 +4.6% |
| 2024 | $8,187 +32.6% | $598,500 +34.4% |
| 2023 | $6,176 -16.8% | $445,300 +0.5% |
| 2022 | $7,427 -2.6% | $442,900 -3.6% |
| 2021 | $7,629 -0.9% | $459,600 +2.8% |
| 2020 | $7,697 +3.3% | $447,000 +3.8% |
| 2019 | $7,454 +4.6% | $430,600 +4.1% |
| 2018 | $7,128 +0.6% | $413,700 +6% |
| 2017 | $7,084 -0.2% | $390,100 +2% |
| 2016 | $7,099 | $382,500 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 01568
Nearby schools
GreatSchools rating
- 9/10Memorial SchoolGrades: PK-4Distance: 0.6 mi
- 6/10Miscoe Hill SchoolGrades: 5-8Distance: 2.9 mi
- 6/10Nipmuc Regional High SchoolGrades: 9-12Distance: 0.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Worcester County
- Upton
- 01568
- 20 Josiah Dr




