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Upton, MA Homes for Sale

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  • /42

    $925,000 Open Sun 11:30AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,193 Sq Ft

    4 Phylmor Dr, Westborough, MA 01581

    Weekend Open Houses Sat 6/29 & Sun 6/30 from 11:30 - 1 pm. Nestled in one of Westborough’s beloved neighborhoods, this well-maintained Colonial blends classic design in a natural, peaceful setting. The spacious living room with hardwood floors welcomes quiet moments or conversation, while the dining room, also with hardwoods, plus kitchen w/granite counters, pantry & dining nook are perfect for

    Agent Photo

    Jennifer Juliano

    Keller Williams Boston MetroWest

    (844) 585-1531

    4 Phylmor Dr, Westborough, MA 01581
  • /3

    $864,900 Open Sun 11AM - 4PM

    • 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
  • /42

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    6 Wood St, Upton, MA 01568

    Rhapsody Hill Farm offers the perfect blend of family living and equestrian lifestyle. With an established and active lesson program it offers a rare turnkey opportunity for horse lovers. This 4-bed, 2.5-bath home on 2.88 acres is beautifully updated and thoughtfully designed for both comfortable living and hands-on horse care. The home features a spacious family room, formal dining & a chef’s

    Kerry Parker Equine Homes Real Estate, LLC

    6 Wood St, Upton, MA 01568
  • /42

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,613 Sq Ft

    Lot 1 Sawmill Brook Ln, Upton, MA 01568

    Introducing an exceptional opportunity: NEW BUILD by MORRELL CONSTRUCTION on Lot 1! This expansive 5.6-acre homesite is the largest in Sawmill Brook Lane, featuring a beautifully designed 3,613 SF custom home that radiates warmth & character. The charming exterior boasts a welcoming covered front entry, setting the tone for this stunning residence. Inside, the thoughtfully crafted layout includes

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    Lot 1 Sawmill Brook Ln, Upton, MA 01568
  • /42

    $869,900

    • 4 Beds
    • 3.5 Baths
    • 2,470 Sq Ft

    1 Summers Cir, Upton, MA 01568

    Get ready for some summer fun at this unique Farmhouse style Colonial, the "Elegance" model, in Whitney Farms, a newer cul-de-sac neighborhood located close to downtown and under 5 miles to Route 495 in Hopkinton. This home has a unique and versatile floorplan featuring a primary bedroom suite on the first floor and a guest suite on the second floor, perfect for multi-generational families. The

    Michael Colombo Suburban Lifestyle Real Estate

    1 Summers Cir, Upton, MA 01568
  • /30

    $964,900

    • 4 Beds
    • 5 Baths
    • 4,815 Sq Ft

    177 South St, Upton, MA 01568

    Need a special home for your needs? Large family? Multi-generational living a necessity? This home has all the space you need and the amenities and updates to make it a must see! This classic style colonial has 3500+ sf of living space, plus an attached 1000+ sf in-law apartment. The main house has a remodeled custom kitchen and primary bedroom with a beautiful private bathroom. The large 2 floor

    Brian Wotton Costello Realty

    177 South St, Upton, MA 01568
  • /42

    $1,285,000

    • 4 Beds
    • 5.5 Baths
    • 5,736 Sq Ft

    12 Breton Rd, Upton, MA 01568

    Gorgeous custom-built colonial w/ over 5,000 sq ft of thoughtfully designed luxury living set on private 3+ acres. From the moment you step into the grand two-story foyer adorned w/ granite flooring, you’ll be captivated by the attention to detail & luxurious features throughout, incl 9ft+ ceilings & gleaming hardwoods. Spacious fam rm is a true showpiece w/ stunning floor-to-ceiling stone

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    12 Breton Rd, Upton, MA 01568
  • /34

    $974,900

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    56 Grafton Rd, Upton, MA 01568

    Nestled on a beautifully landscaped property, this stunning Saltbox Colonial effortlessly blends classic charm with modern luxury. The lush grounds are a true outdoor oasis, featuring mature trees, volleyball and horseshoe courts, a heated inground pool, a pool house with kitchenette and half bath, and a hot tub—perfect for both relaxation and entertaining. Inside, the expansive cathedral great

    Melissa Bonina Century 21 Custom Home Realty

    56 Grafton Rd, Upton, MA 01568
  • /28

    $855,900 Open Mon 11AM - 4PM

    • 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
  • /27

    $1,099,500 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
  • /39

    $700,000 Open Sun 10:30AM - 12:30PM

    • 4 Beds
    • 2 Baths
    • 2,165 Sq Ft

    23 Westboro Rd, Upton, MA 01568

    Welcome to this enchanting farmhouse retreat where timeless charm meets modern convenience. Spanning 2,165 square feet, this 4-bedroom, 2-bath home is a haven of comfort and style. A welcoming expansive porch invites you to unwind, while inside, wide plank wood floors and tiled surfaces bring texture and warmth. The updated kitchen features granite countertops, stainless steel appliances, and

    Team ROVI Real Broker MA, LLC

    23 Westboro Rd, Upton, MA 01568
  • /39

    $770,000 Open Sun 1:30PM - 3:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    244 North St, Upton, MA 01568

    Come Visit this exceptional 4 bed 3 bath 2,426 sq ft one-owner Colonial, privately nestled on over 10 wooded acres. Set back 600' from the road, the newly paved driveway leads to a Stampcrete walkway, granite steps, and an elegant new entry. Inside, a spacious foyer welcomes you with stunning oak stairs and wrought-iron balusters. The center entrance design offers seamless flow between the family

    Team ROVI Real Broker MA, LLC

    244 North St, Upton, MA 01568
  • /42

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,231 Sq Ft

    36 Knowlton Cir Unit 36, Upton, MA 01568

    Location! Location! Location!~ This lovely end-unit townhouse features 3 bedrooms plus a loft, 2 1/2 baths and a large room in the lower level. The unit is light and bright with hardwood floors throughout. The 2nd floor features a large MBR with a ceiling fan and full bath. The 2 additional bedrooms are good sized and share the 2nd full bath and the laundry with recent W&D is in the hallway. The

    Karen Richardson LAER Realty Partners

    36 Knowlton Cir Unit 36, Upton, MA 01568
  • /14

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,842 Sq Ft

    Lot 4 Sawmill Brook Ln, Upton, MA 01568

    Nestled within a private 4-lot subdivision, this brand-new custom home offers 3,842 sq ft of thoughtfully designed living space, with an additional 1,721 sq ft in the unfinished basement—ideal for storage or future expansion. Set on Lot 4, a generous 4.5-acre parcel, this property delivers the perfect balance of seclusion, space, and luxury. Still time remains to personalize finishes and make

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    Lot 4 Sawmill Brook Ln, Upton, MA 01568
  • /39

    $710,000

    • 4 Beds
    • 1.5 Baths
    • 1,851 Sq Ft

    26 Brooks St, Upton, MA 01568

    This beautifully renovated Colonial blends classic New England charm with stylish modern updates. Originally built in 1900, the home was fully redone in 2021, offering the appeal of a newer home with timeless character. Located in Upton near the town center and new community center, this 4-bedroom, 1.5-bath home sits on 2.19 acres at the end of a quiet dead-end street. Inside, you'll find Cali

    Alissa Tosches Keller Williams Pinnacle Central

    26 Brooks St, Upton, MA 01568
  • /10

    $750,000

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

    27 James Rd Unit 2, Upton, MA 01568

    NEW CONSTRUCTION for such a GREAT price! 3 BRAND NEW HOMES for sale being constructed. This home is 3 Bedroom, 3 1/2 bath, one car garage, finished room and bath in basement, storage area in basement, walk out basement with full door no bulkhead, hardwood floors, kitchen island, fully applianced stainless steel kitchen, third floor walk up area for storage or future finished space, cover front

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 2, Upton, MA 01568
  • /9

    $299,900

    • Land
    • 1.62 Acres
    • $185,123 per Acre

    12-B Milford St, Upton, MA 01568

    Exceptional Opportunity – Tear-Down Property with Scenic Views of Mill Pond. Nestled well back from the road in a peaceful and private setting, this unique property offers a rare opportunity to build your dream home in a truly serene environment. The existing structure is a tear-down, providing a blank canvas for new construction tailored to your vision. The home is accessed by a charming

    Lisa Paulette Coldwell Banker Realty - Framingham

    12-B Milford St, Upton, MA 01568
  • /9

    $299,900

    • 4 Beds
    • 2 Baths
    • 1,430 Sq Ft

    12 Milford St, Upton, MA 01568

    Exceptional Opportunity – Tear-Down Property with Scenic Views of Mill Pond. Nestled well back from the road in a peaceful and private setting, this unique property offers a rare opportunity to build your dream home in a truly serene environment. The existing structure is a tear-down, providing a blank canvas for new construction tailored to your vision. The home is accessed by a charming

    Lisa Paulette Coldwell Banker Realty - Framingham

    12 Milford St, Upton, MA 01568
  • /28

    $399,000

    • 3 Beds
    • 1 Bath
    • 913 Sq Ft

    120 High St, Upton, MA 01568

    Don't miss this opportunity! This charming and well cared for antique sits on a hillside with views of Pratt Pond from the enclosed front porch and the dining room. The first floor features a somewhat open concept arrangement of living room, dining room and kitchen. The openness coupled with all the windows gives the space a larger feel. The home has a 3 bedroom septic and all three bedrooms are

    Clifton LaPorte Berkshire Hathaway HomeServices Commonwealth Real Estate

    120 High St, Upton, MA 01568
  • /42

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 2,774 Sq Ft

    290 Westboro Rd, Upton, MA 01568

    OPPORTUNITY IS KNOCKING ON THS PRISTINE HOME, PRICED WELL BELOW MARKET COMPS! MAGNIFICENT 4 BEDROOM, 3 1/2 BATH, 2,775 Sq.Ft. Colonial! PRIMARY BEDROOM 3 ROOM SUITE With En-Suite Full Bath, DEN & Lots of Closet Space! ALSO FEATURING A RECENTLY REMODLED FIRST FLOOR BEDROOM with En-Suite FULL BATH! Bright & Open Kitchen W/ beautiful GRANITE COUNTERTOPS & TONS Of CABINETS! GLEAMING HARD WOOD

    Paul Clifford 1 Worcester Homes

    290 Westboro Rd, Upton, MA 01568
  • /42

    $1,595,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    105 Crockett Rd, Upton, MA 01568

    Rare opportunity to own a fully revitalized lakefront home plus a newly approved buildable lot for future 1,300+/- sq ft of pristine lofted living & 3-4 car garage ideal for high rental income or guest space. Situated on a private 0.5-acre lot along Lake Maspenock, this 2024-renovated oasis features panoramic water views from every room, updated systems, and parking for 8–10 cars

    The WP Group Smith and Oak Real Estate Co.

    105 Crockett Rd, Upton, MA 01568
  • /28

    $751,340 Open Sun 11AM - 4PM

    • 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

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    204 Sand Trap Ct Unit 204, Northbridge, MA 01534

    STUNNING & SO WELL-LOVED TOWNHOME ABUTS THE 18th HOLE ON SHINING ROCK GOLF COURSE & SITS DIRECTLY ACROSS THE STREET FROM THE 19th HOLE / CLUBHOUSE! This Morgan model has all the upgrades as seller spared no expense throughout ownership! 1st floor boasts dramatic 2-story entry foyer, open concept, 9 ft ceilings, Hardwoods & 1st floor Master Suite w/tray ceiling, crown molding & a wall of windows!

    Alison Zorovich RE/MAX Vision

    204 Sand Trap Ct Unit 204, Northbridge, MA 01534
  • /30

    $2,295,000

    • Land
    • 21 Acres
    • $109,809 per Acre

    186 Spring St, Hopkinton, MA 01748

    Opportunity to develop a 5 lot luxury subdivision abutting the Upton State Forest in one of the most beautiful settings in town. Keep, expand, or tear down the existing house being offered "as is." The home has been updated and is currently being rented for $4,930 per month through the end of November. Do your due diligence with the town to update the driveway entrance and seek approvals for one

    Amy Rutkowski A. Rutkowski Realty, Inc.

    186 Spring St, Hopkinton, MA 01748
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