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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

    • 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

    • 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
  • 5 Boot Shop Rd Unit 5, Upton, MA 01568
    5 Boot Shop Rd Unit 5, Upton, MA 01568
    5 Boot Shop Rd Unit 5, Upton, MA 01568
    /34

    $749,900

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

    5 Boot Shop Rd Unit 5, Upton, MA 01568

    Beautiful new construction one-level "Starling" floor plan now available at Cobbler's Creek, a vibrant 55+ community built by exceptional builders with a reputation for excellence! You're welcomed by an open & airy floor plan that seamlessly connects the sunny living room w/fireplace & built-ins, dining rm & kitchen all w/hardwood floors. The kitchen features attractive cabinets with moldings

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    (774) 352-5793

    5 Boot Shop Rd Unit 5, 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

    • 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
  • 27 James Rd Unit 4, Upton, MA 01568
    27 James Rd Unit 4, Upton, MA 01568
    27 James Rd Unit 4, Upton, MA 01568
    /32

    $744,900

    • 2 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    27 James Rd Unit 4, Upton, MA 01568

    LAST UNIT AVAILABLE NEW CONSTRUCTION. Free standing unit no age restrictions in 4 lot subdivision. Kitchen is spacious with eat in dining area, hardwood floors, granite, kitchen island, stainless steel appliances. Opens to a family room with access to backyard. Upstairs has a 3 bedroom layout but deeded as a 2 bedroom dwelling 3rd room could be in home office/den/playroom. Ensuite primary with

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 4, Upton, MA 01568
  • 12 Boot Shop Rd Unit 12, Upton, MA 01568
    12 Boot Shop Rd Unit 12, Upton, MA 01568
    12 Boot Shop Rd Unit 12, Upton, MA 01568
    /7

    $799,000

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

    12 Boot Shop Rd Unit 12, Upton, MA 01568

    New amazing price 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 2-story living with everything you need handy on the 1st floor such as a covered front porch, foyer, powder rm, laundry rm

    The Kattman Team ERA Key Realty Services-Bay State Group

    12 Boot Shop Rd Unit 12, Upton, MA 01568
  • 51 School St Unit 3, Upton, MA 01568
    51 School St Unit 3, Upton, MA 01568
    51 School St Unit 3, Upton, MA 01568
    /17

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    51 School St Unit 3, Upton, MA 01568

    Welcome to this beautifully maintained 3 bedroom, 2 bath condominium in the desirable town of Upton. This bright and inviting home features an open concept layout designed for comfortable living and effortless entertaining. The modern kitchen is highlighted by elegant quartz countertops, ample cabinetry, and a seamless flow into the dining and living areas.Enjoy year round comfort with central

    Daniel DiBiasio DiBiasio Realty LLC

    51 School St Unit 3, 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

Condo Prices in Upton, MA

The median price for condos in Upton is $744,900, and there are 7 condo listings available for sale.

Condo Price Trends

Median Condo Price
$744,900
Median 1-Bedroom Condo Price
$299,000
Median 2-Bedroom Condo Price
$799,000
Median 3-Bedroom Condo Price
$515,000
How to Buy a Home How to Finance a Home How to Sell a Home

In Upton, there are currently 7 condos for sale, providing a variety of options for potential buyers. With condos priced between $419,000 to $855,900, there's a range to accomodate every budget. As of June, 2026 the median home price in Upton is $769,900, while the average sale price is $796,484, offering insights into the local housing market. On average, condos spend 44 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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