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Upton, MA Condos for Sale

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  • 19 Boot Shop Rd Unit 19, Upton, MA 01568
    19 Boot Shop Rd Unit 19, Upton, MA 01568
    19 Boot Shop Rd Unit 19, Upton, MA 01568
    /23

    $749,900 Open Fri 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    19 Boot Shop Rd Unit 19, Upton, MA 01568

    Welcome to the fabulous free-standing Blue Bird Model at Cobbler's Creek! Enjoy a distinctive townhouse with 2,200+ square feet of great space easily adaptable to your decor & lifestyle. From a welcoming front porch, enter a foyer with custom moldings & closet open to a spacious open floor plan including a living room & door to a deck, dining area & stylish kitchen w/white cabinets, Quartz

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (508) 590-9785

    19 Boot Shop Rd Unit 19, Upton, MA 01568
  • 21 Boot Shop Rd Unit 21, Upton, MA 01568
    21 Boot Shop Rd Unit 21, Upton, MA 01568
    21 Boot Shop Rd Unit 21, Upton, MA 01568
    /34

    $799,000 Open Fri 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,734 Sq Ft

    21 Boot Shop Rd Unit 21, Upton, MA 01568

    Are you looking for low-maintenance single-level living in a thoughtfully designed new construction condo located in an amazing 55+ community? Come check out the "Starling" floor plan at Cobbler's Creek, built by exceptional builders with a reputation for excellence. As you step inside, you're welcomed by an open and airy floor plan that seamlessly connects the sunny living room, dining room &

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (508) 625-9207

    21 Boot Shop Rd Unit 21, Upton, MA 01568
  • 7 Boot Shop Rd Unit 7, Upton, MA 01568
    7 Boot Shop Rd Unit 7, Upton, MA 01568
    7 Boot Shop Rd Unit 7, Upton, MA 01568
    /41

    $855,900 Open Fri 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    7 Boot Shop Rd Unit 7, Upton, MA 01568

    Come see what's new at Cobbler's Creek, a premier 55+ community of detached condominiums by the renowned Black Brook Realty builder group! Enjoy a Storybook setting of homes nestled in a serene landscape where every day feels like a retreat! The popular "Cardinal" model offers two-story living with everything you need handy on the first floor such as a covered front porch, foyer, powder room,

    The Kattman Team ERA Key Realty Services-Bay State Group

    7 Boot Shop Rd Unit 7, Upton, MA 01568
  • 8 Jackson Dr Unit 8, Upton, MA 01568
    8 Jackson Dr Unit 8, Upton, MA 01568
    8 Jackson Dr Unit 8, Upton, MA 01568
    /41

    $729,000 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 3 Baths
    • 2,214 Sq Ft

    8 Jackson Dr Unit 8, Upton, MA 01568

    Built in 2021, this bright end-unit “Florence” model offers easy single-level living with an open-concept layout perfect for entertaining. The kitchen features granite countertops, tile backsplash, large island, stainless steel appliances, stylish lighting, and a pantry, flowing seamlessly into the dining and living areas. Enjoy a cozy gas fireplace and backyard views from the living room. The

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    8 Jackson Dr Unit 8, Upton, MA 01568
  • 6 Chickadee Way Unit 23, Upton, MA 01568
    6 Chickadee Way Unit 23, Upton, MA 01568
    6 Chickadee Way Unit 23, Upton, MA 01568
    /41

    $899,900 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    6 Chickadee Way Unit 23, Upton, MA 01568

    A unique opportunity unfolds at 6 Chickadee Way, Upton, Adult Community 55+ where an attractive condominium in stellar condition stands to invite you in to the comforts of Home! Front porch entry. Popular open floor concept with an expansive 2228 square feet of living area. Livingroom with a fireplace, dining area open to an impressive kitchen layout with custom cabinets, large eat at island,

    June Hillier REMAX Executive Realty

    6 Chickadee Way Unit 23, Upton, MA 01568
Massachusetts Worcester County Upton

Condos for Sale in Upton, MA

Why Live in Upton

Upton, Massachusetts, is a small town southeast of Worcester that appeals to families and commuters with its suburban living and convenient access to Boston’s outer beltway. Residential areas offer spacious lots shaded by mature trees and homes ranging from modest ranch-style houses to preserved Victorians and classic colonials. The local housing market is currently in high demand, with homes listing between $325,000 and $1 million. The Mendon-Upton Regional School District includes highly rated schools like Memorial Elementary and Nipmuc Regional High, which offer offer Spanish Immersion programs and the Massachusetts Seal of Biliteracy. Pratt Pond and Dean Pond in Upton State Forest are hubs for fishing, hiking and winter sports. The Upton Community Center has playgrounds and fitness classes, while the town center features local dining and shopping options, including Rose Garden Restaurant & Pub and The Little Coffee Bean. Residents rely on nearby Interstates 495 and 90 for commuting, with Boston about 40 miles away and Worcester 14 miles away.

Learn more about living in Upton

Home Trends in Upton, MA

On average, homes in Upton, MA sell after 34 days on the market compared to the national average of 57 days. The median sale price for homes in Upton, MA over the last 12 months is $791,900, up 16% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$791,900
Median Single Family Sale Price
$791,900
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$807,861
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$328
Number of Homes for Sale
23
Last 12 months Home Sales
93
Months of Supply
3.00
Median List Price
$769,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home

In Upton, there are currently 5 condos for sale, providing a variety of options for potential buyers. With condos priced between $729,000 to $899,900, there's a range to accomodate every budget. As of May, 2026 the median home price in Upton is $769,900, while the average sale price is $783,584, offering insights into the local housing market. On average, condos spend 34 days listed before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Upton, MA, and discover your ideal residence.

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