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Upton, MA Houses for Sale

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  • /40

    $1,100,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,465 Sq Ft

    5 Briarwood Ln, Upton, MA 01568

    This exquisite Post & Beam home seamlessly blends elegance/functionality for today's modern lifestyle. Designed w/custom high end finishes, three levels of luxurious living w/many recent tasteful updates. Beautifully landscaped on a private cul de sac on the east side of town. The heart of the home, a spacious updated gourmet chef's kitchen w/all the bells & whistles, sub zero fridge, an

    Bernie Calvario Coldwell Banker Realty - Northborough

    5 Briarwood Ln, Upton, MA 01568
  • /16

    $1,099,999

    • 3 Baths
    • 2,787 Sq Ft

    130 High St, Upton, MA 01568

    Don't miss this incredible opportunity to own a beautifully remodeled commercial property in Upton, MA. This 2,787 sq. ft. building features 18 desk spaces with flexible configurations and offers stunning views of Pratt Pond. The property underwent a major renovation in 2024-2025, including all-new siding and windows, 24/7 surveillance, a newly installed commercial-grade fire system (2025), and a

    Jacob Greasley

    130 High St, Upton, MA 01568
  • /27

    $1,109,500 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft

    16 Rawson Farm Rd, Mendon, MA 01756

    The Modified Hampton is one of our most popular plans in the Miscoe Springs neighborhood. Now building this 4 bedroom, 2.5 bath home with professional designer finishes to be included. Featuring a beautiful cathedral family room complete with fireplace and adjacent to a great entertaining kitchen you can dine casually around the quartz island or in the breakfast area. Enhanced cabinets to the

    Gary Smith Mendon Area Real Estate

    16 Rawson Farm Rd, Mendon, MA 01756
  • /42

    $849,900

    • 4 Beds
    • 2 Baths
    • 2,892 Sq Ft

    30 Prospect St, Upton, MA 01568

    Your opportunity to own a very unique Upton home! One of only a few off-the-road lots on Prospect Street with 5.24 pastoral and private acres overlooking beautiful westerly views. This classic New England cape features a large 2-car detached garage with an electric car charger included, stone patio, a small horse barn, stone walls, and tons of perennial plantings. The inside is amazing with

    Susan Kenney Century 21 Custom Home Realty

    30 Prospect St, Upton, MA 01568
  • /41

    $379,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    26 Hartford Ave N, Upton, MA 01568

    Welcome to this beautifully maintained, cozy 3 bedroom, 1 bath home in the highly desired town of Upton, MA. Enjoy the professionally landscaped yard from your stunning farmer's porch or relax on the spacious composite deck; perfect for entertaining or unwinding. Have peace of mind with a whole house generator that kicks on if the power goes out and ensures you're never left in the dark. This

    Sara Pellegrini Afonso Real Estate

    26 Hartford Ave N, Upton, MA 01568
  • /41

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,756 Sq Ft

    139 Warren St, Upton, MA 01568

    This charming Cape style home welcomes you from the moment you arrive! A tree lined lot with 1.67 acres, beautifully landscaped and the charming farmers porch sets the tone for this inviting home. Inside, the first floor features an updated kitchen w/ bright white cabinetry, granite countertops, glass tile backsplash accent, & SS appliances. A spacious family room w/sliders opening to the back

    Aliesha Noonan Noonan/Lombardi, REALTORS® LLC

    139 Warren St, Upton, MA 01568
  • /12

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,586 Sq Ft

    Lot 2 Sawmill Brook Ln, Upton, MA 01568

    A timeless New England farmhouse-style home, sitting on 4.3 scenic acres & offering 3,586 square feet of living space. Facing east, the home is perfectly positioned to capture fantastic sunrises—best enjoyed from the inviting farmer’s porch, which adds curb appeal & serves as the perfect place to start your day w/ a morning coffee or unwind in the evening. Designed for versatility, this home

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    Lot 2 Sawmill Brook Ln, Upton, MA 01568
  • /3

    $864,900 New Construction

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

    18 Boot Shop Rd Unit 40, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian treeline yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Cardinal townhome

    StreamLine Communities Streamline Communities - Upton

    18 Boot Shop Rd Unit 40, Upton, MA 01568
  • /28

    $855,900 New Construction

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

    5 Boot Shop Rd Unit 31, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Starling single

    StreamLine Communities Streamline Communities - Upton

    5 Boot Shop Rd Unit 31, Upton, MA 01568
  • /28

    $751,340 New Construction

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

    15 Shoemaker Ln Unit 7, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans, including single-level and townhome styles. Our Bluebird townhome

    StreamLine Communities Streamline Communities - Upton

    15 Shoemaker Ln Unit 7, Upton, MA 01568
  • /42

    $1,545,000

    • 4 Beds
    • 4.5 Baths
    • 5,022 Sq Ft

    9 Stratton Dr, Westborough, MA 01581

    It is very rare to enter a home so expansive, yet warm and welcoming. Maybe it's the woodwork throughout, the thoughtful layout, the custom paint or perhaps it's because this home is more of a resort than a single family residence. Something for everyone! An ensuite for in-laws, media room, sauna, workshop! Beautifully maintained and improved, incl: 2 full bath renovations,central a/c,shed,more.

    Shauna Oliveri Real Broker MA, LLC

    9 Stratton Dr, Westborough, MA 01581
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