$789,900
PENDING

20 Josiah Dr Upton, MA 01568

Estimated payment $4,944/month

Total Views 1,901
4 Beds
2.5 Baths
2,408 Sq Ft
$328 Price per Sq Ft

Highlights

  • Open Floorplan
  • Landscaped Professionally
  • Property is near public transit and schools
  • Colonial Architecture
  • Deck
  • Wooded Lot

About This Home

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.

Listing Agent

Walsh Fine Homes Team

eXp Realty LLC Listed on: 06/18/2026

eXp Realty LLC

Co-Listing Agent

Kevin Walsh

eXp Realty LLC

Co-Listing Agent

Lynda Walsh

eXp Realty LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,232

Lot Details

  • 29,185 Sq Ft Lot
  • Fenced Yard
  • Landscaped Professionally
  • Sprinkler System
  • Wooded Lot

Parking

  • 2 Car Attached Garage
  • 6 Open Parking Spaces
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Frame Construction
  • Shingle Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • 2,408 Sq Ft Home
  • Open Floorplan
  • Vaulted Ceiling
  • Ceiling Fan
  • Recessed Lighting
  • Decorative Lighting
  • Light Fixtures
  • French Doors
  • Family Room with Fireplace
  • Great Room
  • Dining Area
  • Sun or Florida Room
  • Unfinished Basement

Kitchen

  • Range
  • Dishwasher
  • Solid Surface Countertops
  • Disposal

Flooring

  • Wood
  • Wall to Wall Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary bedroom located on second floor
  • Walk-In Closet
  • Bathtub with Shower

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Outdoor Features

  • Deck
  • Enclosed Patio or Porch
  • Outdoor Storage
  • Rain Gutters

Location

  • Property is near public transit and schools

Utilities

  • Whole House Fan
  • Central Heating and Cooling System
  • 2 Cooling Zones
  • 3 Heating Zones
  • 200+ Amp Service
  • Gas Water Heater

Listing and Financial Details

  • Assessor Parcel Number 1716759

Community Details

Overview

  • No Home Owners Association
  • Near Conservation Area

Amenities

  • Coin Laundry

Recreation

  • Park
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,232

Lot Details

0.67 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 2918
  • Year Built Details: Actual
  • MLSPIN_ADU: N
  • MLSPIN_BEACHFRONT_FLAG: No
  • Special Features: None

Interior Features

  • Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
  • Interior Amenities: Ceiling Fan(s), Vaulted Ceiling(s), Sun Room, Great Room
  • Door Features: French Doors
  • Fireplace Features: Family Room
  • Fireplace YN: Yes
  • Fireplaces: 1
  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
  • Total Bedrooms: 4
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Closet, Flooring - Wall to Wall Carpet
  • Room Bedroom3 Features: Closet, Flooring - Wall to Wall Carpet
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom4 Features: Closet, Flooring - Wall to Wall Carpet
  • Basement YN: Yes
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bathrooms: 3
  • Main Level Bathrooms: 1
  • Room Master Bedroom Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Bathroom 1 Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
  • Bathroom 1 Level: Main,First
  • Bathroom 2 Level: Second
  • Bathroom 2 Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
  • Bathroom 3 Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
  • Bathroom 3 Level: Second
  • Room Dining Room Features: Flooring - Hardwood, Lighting - Overhead
  • Room Dining Room Level: Main,First
  • Room Family Room Level: Main,First
  • Room Family Room Features: Ceiling Fan(s), Flooring - Hardwood, Deck - Exterior, Open Floorplan, Lighting - Sconce
  • Room Kitchen Level: Main,First
  • Room Kitchen Features: Ceiling Fan(s), Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Open Floorplan, Recessed Lighting
  • Laundry Features: First Floor
  • Room Living Room Level: Main,First
  • Room Living Room Features: Flooring - Hardwood
  • Basement: Unfinished
  • Above Grade Finished Sq Ft: 2408
  • Living Area: 2408
  • Spa YN: No
  • MAIN LO: AC0342
  • Insulation: Full

Exterior Features

  • Exterior Features: Porch - Enclosed, Deck, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Fenced Yard
  • Construction Materials: Frame
  • Fencing: Fenced/Enclosed, Fenced
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Deck - Exterior, Porch - Enclosed, Deck, Deck - Composite
  • Road Frontage Type: Public
  • Roof: Shingle
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking Spaces: 6
  • Parking Features: Attached, Off Street
  • Total Parking Spaces: 8

Utilities

  • Sewer: Public Sewer
  • Utilities: for Gas Range, for Gas Oven
  • Cooling: Central Air, Whole House Fan
  • Heating: Central
  • Cooling Y N: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 3
  • COOLING ZONES: 2

Condo/Co-op/Association

  • Association YN: No
  • Community Features: Public Transportation, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
  • Senior Community YN: No

Lot Info

  • Parcel Number: 1716759
  • Zoning: 2
  • Farm Land Area Units: Square Feet
  • Lot Features: Wooded
  • Lot Size Acres: 0.67
  • Lot Size Sq Ft: 29185
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 8232

Multi Family

  • Basement Included Sq Ft: No

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,232 $626,000 $220,800 $405,200
2024 $8,187 $598,500 $214,800 $383,700
2023 $6,176 $445,300 $159,900 $285,400
2022 $7,427 $442,900 $159,900 $283,000
2021 $7,629 $459,600 $186,200 $273,400
2020 $7,697 $447,000 $178,400 $268,600
2019 $7,454 $430,600 $155,200 $275,400
2018 $7,128 $413,700 $145,600 $268,100
2017 $7,084 $390,100 $139,000 $251,100
2016 $7,099 $382,500 $119,200 $263,300
2015 $6,412 $378,300 $119,200 $259,100
2014 $6,219 $366,900 $112,900 $254,000
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/21/2026 06/21/26 Pending -- -- --
06/18/2026 06/18/26 For Sale $789,900 -- $328 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Quit Claim Deed -- --
Deed $206,925 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $130,000 Purchase Money Mortgage
Source: Public Records

About the Listing Agent

Walsh Fine Homes Team

eXp Realty LLC

(508) 458-8983

Section Image

Kevin Walsh is a MetroWest real estate professional and co-founder of Walsh Fine Homes at eXp Realty. With over a decade of experience, Kevin specializes in representing buyers and sellers throughout Natick and the surrounding communities. Known for his straightforward approach, strong negotiation skills, and deep local market knowledge, he is committed to delivering exceptional results while protecting his clients’ best interests.

Kevin believes real estate is more than a transaction —

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Source: MLS Property Information Network (MLS PIN)

MLS Number: 73538003

MLS Property Information Network (MLS PIN)

APN: UPTO-000024-000000-000019-000010

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