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Upton, MA Homes for Sale

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  • /42

    $649,900

    • 3 Beds
    • 1.5 Baths
    • 2,034 Sq Ft

    3 Stoddard St, Upton, MA 01568

    Maintained with care & designed for comfort & practicality, this modern colonial 3 Br 1.5 bath single family home offers exceptional convenience & style. Nestled on a peaceful street yet close to the lively town center, it provides ideal balance of tranquility & accessibility. Step into a spacious living room that flows into the dining area, with modern hardwood floors, creating an inviting space

    Agent Photo

    Matheus Goncalves

    Mega Realty Services

    (508) 463-4574

    3 Stoddard St, 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
  • /5

    $389,000

    • Land
    • 2.23 Acres
    • $174,439 per Acre

    11 East St, Upton, MA 01568

    Looking for the perfect place for your next home? This 2.23 acre buildable lot with a 4-bedroom designed septic plan is being broken off from current farmland. Located on East St, minutes from the Hopkinton line in an area of newer homes, it's the perfect place to build your dream home, convenient to conservation/hiking trails, highways and T stations for a great commuter location in a rural

    Laura Hebb ERA Key Realty Services

    11 East St, Upton, MA 01568
  • /39

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    36 Knowlton Cir Unit 36, Upton, MA 01568

    OPEN HOUSE Sunday 10/19 2:00 - 4:00PM, Great Value at desirable Samreen Villa! This lovely end-unit townhouse features 3 bedrooms and a bright, open loft area. 2 updated full baths plus a 1/2 bath on the first floor 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

    Karen Richardson LAER Realty Partners

    36 Knowlton Cir Unit 36, Upton, MA 01568
  • /2

    $295,000

    • Land
    • 3.19 Acres
    • $92,476 per Acre

    74 Warren St, Upton, MA 01568

    Here's your opportunity to build your dream home in the quaint and serene town of Upton. Over 3 acre wooded lot located on a scenic country road yet close to downtown. Potential to build a home with views of Boston! Zoned for a single family. Perc test done. Excellent access to I-495 and the Mass Pike for commuters. Can be purchased on its own or as a package with 12 Breton Road listing MLS #:

    Edward Newton Jr. Mathieu Newton Sotheby's International Realty

    74 Warren St, Upton, MA 01568
  • /40

    $1,100,000

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

    6 Wood St, Upton, MA 01568

    Where Luxury Meets Country! Welcome to this beautifully updated 4BR, 3,000+ sq ft home in scenic Upton. Perfect for entertaining with spacious foyer, formal dining & sitting room, plus expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, double oven, compactor & decorative cabinet lighting. Upstairs offers 4 bedrooms & 2 full baths incl. a

    Brittany Palmerino Mathieu Newton Sotheby's International Realty

    6 Wood St, Upton, MA 01568
  • /25

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,887 Sq Ft

    130 High St, Upton, MA 01568

    Finishing touches were completed after the photos. This beautifully updated 2,887 sq. ft. single-family home offers stunning views of Pratt Pond and easy access to I-495. Renovated in 2024–2025, it features all-new siding and windows, a brand-new asphalt driveway and parking area, and a commercial-grade fire safety system. Inside, enjoy spacious, flexible living areas perfect for remote work or

    Jacob Greasley eXp Realty

    130 High St, Upton, MA 01568
  • /19

    $8,100,000

    • 46 Beds
    • 34 Baths
    • 22,233 Sq Ft

    135 Main St, Upton, MA 01568

    135 Main St contains 34 units comprised of (22) 1-Bed/1-Bath units and (12) 2-Bed/1-Bath units. The Property, previously known as The Upton Inn, has undergone significant renovations since its acquisition in August of 2024. This has included renovations of most units including new kitchens and bathrooms with condo quality finishes, updated flooring and painting of the units’ interiors. 135 Main

    Kelleher - Pentore Team Horvath & Tremblay

    135 Main St, Upton, MA 01568
  • /31

    $750,000

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

    27 James Rd Unit 2, Upton, MA 01568

    SEE THIS GREAT NEW CONSTRUCTION. This home is 3 Bedroom, 3 1/2 bath, with an open first floor plan kitchen is spacious with eat in dining area, hardwood floors, water fall granite kitchen island, stainless steel kitchen appliances, Opens to a family room with balcony to private wooded backyard, 3 large bedrooms including an ensuite primary with tiled shower and glass enclosure with double vanity

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 2, Upton, MA 01568
  • /37

    $929,900

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    68 Pearl St, Upton, MA 01568

    Motivated seller says be home for the holidays! Stunning Modern 4-bedroom, 3.5-bath masterpiece has been completely transformed from top to bottom .Perfect for multi-generational living!! Featuring an ope layout, designer finishes, and abundant natural light ~ every detail has been carefully curated for style and comfort. The multi-level design offers versatile living spaces perfect for

    Laura Hebb ERA Key Realty Services

    68 Pearl St, Upton, MA 01568
  • /10

    $1,550,000

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    6 Sawmill Brook Ln, Upton, MA 01568

    A timeless New England farmhouse-style under construction on Lot 2, 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

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    6 Sawmill Brook Ln, Upton, MA 01568
  • /2

    $350,000

    • Land
    • 4.5 Acres
    • $77,778 per Acre

    5 Sawmill Brook Ln, Upton, MA 01568

    Incredible and rare opportunity to build your dream home on a stunning 4.5 acre lot in the new Sawmill Brook Lane subdivision. Work with a highly respected local builder, to create your custom luxury home. This fully approved subdivision includes completed road access, utilities, and approvals for a home of up to 6 bedrooms. Choose from available home plans or bring your own design. Don’t miss

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    5 Sawmill Brook Ln, 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

    $739,900 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
  • /27

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    13 Plain St, Upton, MA 01568

    PREPARE TO FALL IN LOVE! Relocating Executive Seller is sad to leave this meticulously maintained DREAM home, loaded with UPDATES throughout, including a BRAND NEW HEATING SYSTEM! Plus a private, FENCED & FLAT backyard! Step inside to an inviting OPEN CONCEPT floorplan, with beautiful BRAND NEW FLOORING & an abundance of natural light throughout. A large kitchen offers plenty of space for the

    The Tabassi Team RE/MAX Partners Relocation

    13 Plain St, Upton, MA 01568
  • /11

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,058 Sq Ft

    3 Driscoll Ln, Upton, MA 01568

    Step into the warmth and character of this two bedroom antique home built in 1890. You'll love the gleaming hardwood floors, updated heating system, and a screened front porch entry. The home's layout provides cozy yet functional living space, with plenty of natural light. Driveway behind the house. Located just minutes to route 495. This Upton home is a must see!

    Heather McKeon Mawn Lamacchia Realty, Inc.

    3 Driscoll Ln, Upton, MA 01568
  • /32

    $699,900

    • 4 Beds
    • 1.5 Baths
    • 2,849 Sq Ft

    146 Upton Rd, Westborough, MA 01581

    This impeccably maintained, quality built Gambrel Cape boasts beautiful hardwood floors throughout. A delightful screened-in porch welcomes you. Inside, find spacious living room w/wood stove and quaint sitting room w/charming fireplace. Gleaming hardwood floors continue into the sun-filled family room, featuring a sliding door to the private, level backyard.The renovated dine-in kitchen offers a

    Mary Wood Lamacchia Realty, Inc.

    146 Upton Rd, Westborough, MA 01581
  • /42

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 2,764 Sq Ft

    185 Prairie St, Northbridge, MA 01534

    Welcome home to this classic Colonial nestled in one of the area’s sought-after neighborhoods! With 4 bedrooms and 2.5 baths, this home offers space & comfort for everyday living. You’ll love gathering in the stunning family room w/ cathedral ceilings & a cozy gas fireplace, just off the kitchen featuring newer stainless steel appliances, granite counter-tops and walk-in pantry. Host dinners in

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    185 Prairie St, Northbridge, MA 01534

Why Live in Upton

Upton, Massachusetts, is a small town southeast of Worcester that appeals to families and commuters with its suburban living and convenient access to Boston’s outer beltway. The town features spacious lots, often shaded by mature trees, with homes ranging from modest ranch-style houses to preserved Victorians and classic colonials. The rustic layout includes winding two-lane roads and well-manicured yards, providing a tucked-away feel. Upton’s housing market is currently in high demand, with homes listing between $325,000 and $1 million. The Mendon-Upton Regional School District includes highly rated schools like Memorial Elementary and Nipmuc Regional High, offering programs such as Spanish Immersion and the Massachusetts Seal of Biliteracy. Recreational opportunities abound with multiple ponds like Pratt Pond and Dean Pond in Upton State Forest, which offers fishing, hiking, and winter sports. The Upton Community Center provides playgrounds and fitness classes, while the town center features local dining and shopping options, including Rose Garden Restaurant & Pub and The Little Coffee Bean. Upton is safer than the national average, contributing to its appeal. Residents rely on nearby Interstates 495 and 90 for commuting, with Boston about 40 miles away and Worcester 14 miles away. The town also hosts various houses of worship, including The United Parish of Upton and other nearby religious centers.

Frequently Asked Questions

What is the average home price in Upton, MA?
Homes for sale in Upton, MA have an average home price of $796,855.
How many homes have sold over the last 12 months in Upton, MA?
93 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 01568, 01748, 01560, 01757 and 01534.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $750,000. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $3,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $158K a year to afford the median home price in Upton. Learn how much home you can afford with our Home Affordability Calculator.
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 Elmwood Elementary School, Hopkinton High 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
$773,504
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$515,000
Median 2 Bedroom Sale Price
$784,202
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$334
Number of Homes for Sale
12
Last 12 months Home Sales
93
Months of Supply
1.50
Median List Price
$750,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
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