25

Upton, MA Homes for Sale

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  • /42

    $950,000 Open Sun 12PM - 1:30PM

    • 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
  • /42

    $1,250,000

    • 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
  • /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

    $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
  • /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
  • /42

    $1,595,000

    • 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
  • /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
  • /31

    $285,000

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    1 Nelson St Unit C, Upton, MA 01568

    Why rent when you can own a piece of history in the heart of Upton? This charming 1-bedroom, 1-bath condo is part of the historic Nelson House—an antique property thoughtfully updated for modern living. One of only three units, this home blends 18th-century character with contemporary comfort. Period details include an original 1700s fireplace & hearth and a built-in bookcase. The spacious

    Catherine Carrara Suburban Lifestyle Real Estate

    1 Nelson St Unit C, Upton, MA 01568
  • /23

    $499,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    56 Shore Dr, Upton, MA 01568

    This waterfront home has a beautiful view of Taft Pond, perfect year round vacation setting for swimming, boating, ice fishing, ice skating and more. Inside this unique post and beam home you'll walk through the living room to an outdoor patio with amazing views of the pond, venture upstairs to a master bedroom with multiple closets, attic access, and a Juliet balcony with breathtaking views of

    Samantha Edwards Prime Time Real Estate Inc.

    56 Shore Dr, 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
  • /9

    $350,000

    • Land
    • 1.84 Acres
    • $190,217 per Acre

    0 Ridge Rd, Upton, MA 01568

    Tucked away on scenic Ridge Road in Upton, this stunning 1.84-acre parcel offers the perfect blend of peaceful seclusion and everyday convenience. Surrounded by natural beauty with no visible neighbors and exceptional privacy, this rare offering is just minutes from Upton State Forest, reservoirs, and preserved conservation land. Zoned “Residential Developable Land,” it’s brimming with

    Elisha Lynch Lamacchia Realty, Inc.

    0 Ridge Rd, 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

    $798,999 Open Sun 11AM - 12PM

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

    290 Westboro Rd, Upton, MA 01568

    **OPEN HOUSE SUNDAY 10-11** IMMACULATE 4 BEDROOM, 3 1/2 BATH, 2,800Sq.Ft. Colonial! PRIMARY BEDROOM 3 ROOM SUITE With En-Suite Full Bath, Lots of Closet Space & A Separate Living Room! RECENTLY REMODLED FIRST FLOOR BEDROOM with En-Suite FULL BATH! You'll love the bright & open kitchen with beautiful GRANITE COUNTERTOPS & TONS Of CABINETS! GLEAMING HARD WOOD FLOORS throughout much of the

    Paul Clifford 1 Worcester Homes

    290 Westboro Rd, Upton, MA 01568
  • /36

    $489,500

    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft

    12 Hartford Ave N, Upton, MA 01568

    Great starter home or condo alternative! This amazing 3 bed, 1bath home has a huge side yard and has been meticulously maintained by the same family for 4 generations. Newer updates include: Roof, Vinyl Siding, Windows, Front Porch, Kitchen, and renovated bath. Pellet stove offers an additional heating source. Oversize light-filled rooms and high ceilings add warmth and charm. Kitchen has

    Laura Hebb ERA Key Realty Services

    12 Hartford Ave N, 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
  • /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
  • /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
  • /40

    $699,999 Open Sun 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,429 Sq Ft

    124 Clubhouse Ln, Northbridge, MA 01534

    Light, Bright & Airy End Unit Townhouse - Condo on the 10th Fairway of Shining Rock Golf Course & Restaurant Clubhouse, Driving Range, and Par Three Course. This beautiful freshly updated two story home has an open design with hardwood floors, cathedral ceiling, tray ceiling in first floor master suite with standup shower plus spa-tub and walk-in California closet. Also on the first floor is a

    Derek Greene The Greene Realty Group

    124 Clubhouse Ln, Northbridge, MA 01534
  • /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

Why Live in Upton

What draws homebuyers to Upton? Suburban living with a tucked-away feel and convenient access to Boston’s outer beltway: That would be a good place to start. This Worcester County town is seeing a rise in demand, and buyers are willing to pay more to make its spacious lots their own. “It’s really pretty,” says Carla Horn, a real estate agent with ERA Key Realty Services who lives in neighboring Whitinsville. “There are the folks that have grown up there or lived there for quite a while, but there’s also the influx of the young commuter crowd or ...

Frequently Asked Questions

What is the average home price in Upton, MA?
Homes for sale in Upton, MA have an average home price of $762,899.
How many homes have sold over the last 12 months in Upton, MA?
82 homes have sold in Upton, MA over the last 12 months.
What are the most popular zip codes in Upton, MA?
The most popular zip codes in Upton, MA include 02703, 02895, 01760, 01752 and 01545.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $3,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $159K a year to afford the median home price in Upton.
How are the schools in Upton, MA?
Upton, MA has highly rated public and private schools. Some of the best schools in Upton based on Niche Grades are Hopkinton High School, Elmwood Elementary School and Hopkins Elementary School. Browse all the schools in Upton, MA to learn more.

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$695,000
Median Single Family Sale Price
$705,000
Median Townhouse Sale Price
$542,500
Median 2 Bedroom Sale Price
$769,457
Median 1 Bedroom Sale Price
$285,000
Average Price Per Sq Ft
$326
Number of Homes for Sale
18
Last 12 months Home Sales
82
Months of Supply
2.60
Median List Price
$749,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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