10

Upton, MA Homes for Sale under $1,000,000

Section Image Section Image
  • /35

    $749,900

    Open Fri 1PM - 3PM
    • 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

    5 Boot Shop Rd Unit 5, Upton, MA 01568
  • /28

    $799,000

    Open Fri 1PM - 3PM
    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    10 Boot Shop Rd Unit 10, Upton, MA 01568

    New offering 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 surrounded by nature 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,

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    10 Boot Shop Rd Unit 10, Upton, MA 01568
  • /41

    $875,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,806 Sq Ft

    10 Sadler Rd, Upton, MA 01568

    *** ALL CARPET IS BEING REPLACED IN OCTOBER 2026 **Tucked away on a quiet cul-de-sac with 2 acres of wooded bliss, this Federal-front Colonial is pure serenity with an incredibly spacious layout to boot. It's 3000+ square feet that feels warm and homey with New England charm oozing from every room. The kitchen has NEW quartz countertops and a massive eat-in area with a downdraft gas stove. It

    Erika Steele REMAX Executive Realty

    10 Sadler Rd, Upton, MA 01568
  • /7

    $999,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    17 W Main St, Upton, MA 01568

    UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home

    Kim Backlund Northeast Realty + Co.

    17 W Main St, Upton, MA 01568
  • /42

    $974,900

    Open Sun 11AM - 1PM $23K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,332 Sq Ft

    27 Juniper Rd, Upton, MA 01568

    Siting majestically in one of Upton's most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully designed spaces. Step through the soaring two story foyer and into a home created for memorable living and effortless entertaining. The wonderful kitchen is a culinary delight, complete with a generous island, gourmet appliances

    THE LASH GROUP Keller Williams Boston MetroWest

    27 Juniper Rd, Upton, MA 01568
  • /42

    $774,900

    $25K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,314 Sq Ft

    158 Main St, Upton, MA 01568

    Motivated seller:Presenting an exceptional multi-family residence at 158 Main St, Upton, MA, a meticulously maintained property originally constructed in 1900. This inviting home encompasses a generous 3314 square feet of living space, offering a ready-to-move-in condition for discerning buyers. The kitchen is thoughtfully appointed with smart refrigerator technology, enhancing modern convenience

    Rita Silva-Martins eXp Realty LLC - Corporate Office

    158 Main St, Upton, MA 01568
  • /33

    $919,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    33 Milford St, Upton, MA 01568

    Stunning fully renovated luxury home offering three finished levels of sophisticated living with high-end finishes and designer details throughout. This turnkey home features an open-concept floor plan, a custom chef's kitchen with premium appliances, spa-inspired bathrooms, modern lighting, and beautifully updated living spaces. Thoughtfully renovated with exceptional craftsmanship, it

    Wendy Solano Lamacchia Realty, Inc.

    33 Milford St, Upton, MA 01568
  • /40

    $849,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,132 Sq Ft

    2 Brookside St, Upton, MA 01568

    Stately Colonial offering a rare combination of privacy, natural beauty & modern updates in one exceptional property. Every window captures peaceful views of the surrounding landscape, creating a vacation-at-home feeling year-round. This spacious home features beautiful hardwood floors throughout the 1st floor & a versatile floor plan designed for easy everyday living & entertaining. The stunning

    Leah Burke William Raveis R.E. & Home Services

    2 Brookside St, Upton, MA 01568
  • /40

    $899,000

    • 4 Beds
    • 5 Baths
    • 4,242 Sq Ft

    96 Fowler St, Upton, MA 01568

    Exceptional Colonial on 3.21 Private Acres. Discover the perfect blend of comfort and lifestyle in this exceptional colonial, set on 3.21 acres of stunning, pastoral landscape. Designed to inspire, the home is bathed in natural light and offers breathtaking sunset views—providing the perfect backdrop for working from home. The open-concept floor plan flows seamlessly, featuring a spacious family

    Isaac Alvarenga Property Investors & Advisors, LLC

    96 Fowler St, Upton, MA 01568
  • /42

    $955,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,941 Sq Ft

    161 South St, Upton, MA 01568

    Price Improvement on this truly exceptional Colonial where timeless elegance meets modern comfort. Meticulously maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath home offers generous living spaces, 9-foot ceilings, and abundant natural light, creating a warm and inviting atmosphere throughout. The beautifully appointed kitchen is a cook’s dream, featuring upgraded granite

    Laura Hebb ERA Key Realty Services

    161 South St, Upton, MA 01568

Home Price Trends

Median Sale Price
$758,500
Median Single Family Sale Price
$791,900
Median Townhouse Sale Price
$519,000
Median 2 Bedroom Sale Price
$699,900
Average Price Per Sq Ft
$322
Number of Homes for Sale
10
Last 12 months Home Sales
96
Months of Supply
4.10
Median List Price
$751,340
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home