20

Upton, MA Homes for Sale with Garage

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  • /42

    $950,000

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

    4 Phylmor Dr, Westborough, MA 01581

    Tucked into one of Westborough’s well-regarded neighborhoods with understated charm, this lovingly cared-for Colonial blends timeless design, recent updates & a peaceful connection to nature. You're even moments from scenic Sandra Pond for reflection, Charm Bracelet Trails, or Upton State Forest for outdoor fun. The front entry opens to a spacious living room perfect for quiet moments or

    Agent Photo

    Jennifer Juliano

    Keller Williams Boston MetroWest

    (844) 585-1531

    4 Phylmor Dr, Westborough, MA 01581
  • /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
  • /42

    $1,175,000

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

    6 Wood St, Upton, MA 01568

    Beautifully updated 4-bed, 2.5-bath home on 2.88 acres blends modern comfort with equestrian charm. Features include a spacious family room, formal dining, and a stunning kitchen with quartz counters, custom cabinetry, premium appliances, and a cozy dining area—perfect for casual meals and entertaining. A versatile first-floor living room makes an ideal private home office, study, or flex space.

    Kerry Parker Equine Homes Real Estate, LLC

    6 Wood 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
  • /40

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 5,202 Sq Ft

    12 Stoddard St, Upton, MA 01568

    Stunning new custom-built colonial loaded with luxury finishes! This exquisite home features a chef’s kitchen with Thermador appliances, pot filler, marble countertops, and a built-in Miele coffee / espresso machine. Enjoy the large island including a wine fridge perfect for entertaining. Elegant triple crown molding and gleaming hardwood floors flow throughout the open floor plan. The spacious

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    12 Stoddard St, Upton, MA 01568
  • /32

    $1,100,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,137 Sq Ft

    93 East St, Upton, MA 01568

    New to market 4 bedrooms, 2.5 bath colonial home with 2 car attached and master over! This beautiful new construction residence seamlessly combines modern elegance with comfortable living spaces. Situated on a parcel of land with just over 2 acres, this house offers a perfect blend of functionality and style. Upon entering, you step into a welcoming foyer, which opens up to the heart of the

    Diana Afonso Afonso Real Estate

    93 East St, 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
  • /42

    $575,000 Open Sun 3PM - 4:30PM

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

    36 Knowlton Cir Unit 36, Upton, MA 01568

    ~ OPEN HOUSE SUNDAY JUNE 22 3:00-4:30PM ~ 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

    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
  • /42

    $869,900 Open Fri 5PM - 6:30PM

    • 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
  • /42

    $869,000 Open Fri 5PM - 6:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,656 Sq Ft

    78 Milford St, Upton, MA 01568

    Tucked away on a beautiful, woodsy 5+ acres, this 4-bedroom Colonial offers space and privacy. Gleaming Brazilian cherry floors flow throughout. French doors open to an office with built-ins. The formal dining room is ideal for special gatherings, while the sun-filled kitchen overlooking the fenced-in backyard features granite counters, a pantry with wood shelves, an ice maker, and a slider to a

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    78 Milford 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
  • /34

    $979,000

    • 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
  • /42

    $775,000 Open Sun 10:30AM - 11:30AM

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

    290 Westboro Rd, Upton, MA 01568

    MAJOR PRICE ADJUSTMENT ON THIS FANTASTIC HOME! **SHOWINGS START AT OPEN HOUSE SUNDAY 10:30-11:30** IMMACULATE 4 BEDROOM, 3 1/2 BATH, 2,775Sq.Ft. Colonial! PRIMARY BEDROOM 3 ROOM SUITE With En-Suite Full Bath, Lots of Closet Space & Separate Living Room! RECENTLY REMODLED FIRST FLOOR BEDROOM with En-Suite FULL BATH! Bright & Open Kitchen W/ beautiful GRANITE COUNTERTOPS & TONS Of CABINETS!

    Paul Clifford 1 Worcester Homes

    290 Westboro Rd, Upton, MA 01568
  • /42

    $1,595,000 Open Sat 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
  • /18

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 1,485 Sq Ft

    140 Main St Unit A, Upton, MA 01568

    Three floors of immaculately maintained living space and hardwood flooring throughout. First floor offers a spacious open floor plan with eat-in kitchen complete with stainless steel appliances, granite counters opening to a spacious living room with plenty of windows to bring in the gorgeous spring sunlight. The second floor offers 2 spacious bedrooms complimented by hardwood floors and crown

    Diane Luong RE/MAX Vision

    140 Main St Unit A, 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 Open Fri 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
  • /24

    $2,295,000

    • 4 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    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

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$695,000
Median Single Family Sale Price
$717,000
Median Townhouse Sale Price
$570,000
Median 2 Bedroom Sale Price
$769,457
Average Price Per Sq Ft
$327
Number of Homes for Sale
20
Last 12 months Home Sales
84
Months of Supply
2.90
Median List Price
$749,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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