21

Upton, MA Homes for Sale

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  • /35

    $834,900

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

    78 Milford St, Upton, MA 01568

    Energy savings! Owned solar panels, new heat pump for heating and cooling, no sewer bill, no water bill. Well-maintained Colonial on 5.5-acres-plus offers privacy and a myriad of updates: fresh paint, new lighting, Brazilian cherry flooring, an epoxied garage floor, a water purification system, irrigation system, driveway lighting, fencing, wainscotting, and more. Channel your inner gardener with

    Agent Photo

    Robyn and Sean Sold My House Team

    Realty ONE Group Suburban Lifestyle

    (508) 290-7356

    78 Milford St, Upton, MA 01568
  • /41

    $939,900

    • 4 Beds
    • 2.5 Baths
    • 3,956 Sq Ft

    145 W River St, Upton, MA 01568

    Prepare to be enchanted by this stunning, perfectly designed home. One level living at its finest. Crafted with the utmost precision and meticulous design. Every inch of the home was carefully thought of – from a perfectly situated mudroom, to a seamlessly flowing open concept living area, four generously sized bedrooms, a large study, a wonderful oversized four-season porch and an outdoor patio.

    Mia Fisher Berkshire Hathaway HomeServices Commonwealth Real Estate

    145 W River St, Upton, MA 01568
  • /42

    $899,999

    • 4 Beds
    • 2.5 Baths
    • 3,454 Sq Ft

    1 Jonathans Way, Upton, MA 01568

    Nestled on a beautifully landscaped acre with forest views and stunning sunsets, this move-in-ready home offers a perfect blend of comfort and charm. Located in a desirable development near Upton State Forest with no HOA, it features a welcoming wraparound porch, cathedral ceilings in the great room and sunroom, with oversized bedrooms & 4 walk-in closets. Hidden butler’s pantry is a true gem.

    Shelly Armstrong Redfin Corp.

    1 Jonathans Way, Upton, MA 01568
  • /38

    $944,999

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

    68 Pearl St, Upton, MA 01568

    Be Home for the holidays ~ HUGE price improvement! Modern 4-bedroom, 3.5-bath masterpiece has been completely transformed from top to bottom. Featuring an ope layout, ndesigner 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 entertaining, family life, or quiet retreat. Enjoy a

    Laura Hebb ERA Key Realty Services

    68 Pearl St, Upton, MA 01568
  • /28

    $855,900 Open Fri 11AM - 3PM

    • 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
  • /3

    $864,900 Open Fri 11AM - 3PM

    • 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

    $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
  • /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
  • /12

    $769,900

    • 4 Beds
    • 5 Baths
    • 3,406 Sq Ft

    1 Tyler Rd, Upton, MA 01568

    Don’t miss this spacious 4-bedroom, 3-bath Colonial In much sought after neighborhood. Great layout with large living areas! Huge family room with built ins & fireplace, eat-in kitchen with island & brand new Thermador oven, Large primary suit, 3 more spacious bedrooms each with their own bath, Finished walk out basement with Fireplace and so much more! Great yard for entertaining! Convenient to

    Lisa Hammes RE/MAX Executive Realty

    1 Tyler Rd, Upton, MA 01568
  • /36

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    27 Fowler St, Upton, MA 01568

    This stunning updated 4-bedroom Colonial offers comfort, space, and charm in a sought-after neighborhood. The first floor features an open-concept kitchen, dining, and living area with a cozy wood stove, plus a heated four-season room ideal for year-round relaxation. Upstairs you’ll find four spacious bedrooms and a full bath. The finished basement adds extra living space, a half bath, and a

    Vasilina Waldron Berkshire Hathaway HomeServices Commonwealth Real Estate

    27 Fowler St, Upton, MA 01568
  • /38

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    29 Shore Dr, Upton, MA 01568

    Welcome to this lovely 3-bedroom, 2.5-bath home perfectly situated across from scenic Taft Pond as well as abutting Upton State Forest, a 2660 acre State Owned forest—a nature lover’s paradise offering fishing, kayaking, sailing, swimming, skating, and hiking. Built in 2001, this inviting home features a spacious kitchen with ample cabinetry, a dining room, and a cozy living room with a pellet

    Maribeth McCauley Lynch Lamacchia Realty, Inc.

    29 Shore Dr, 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
  • /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
  • /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
  • /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
  • /42

    $449,999

    • 2 Beds
    • 1.5 Baths
    • 2,229 Sq Ft

    6 Fieldstone St Unit 6, Upton, MA 01568

    This updated condominium blends comfort, style, and convenience. Enjoy newly installed hardwood flooring in the dining and living rooms, kitchen features brand-new stainless-steel appliances, and a freshly finished basement that expands your living space. Upstairs, two spacious bedrooms provide private retreats, complemented by a full bath and a half bath for everyday convenience. The finished

    Robyn and Sean Sold My House Team Realty ONE Group Suburban Lifestyle

    6 Fieldstone St Unit 6, Upton, MA 01568
  • /42

    $764,900

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

    27 James Rd Unit 1, Upton, MA 01568

    NEW CONSTRUCTION for such a GREAT price! 2 Homes are ready for delivery. Both homes are 3 Bedroom, 3 1/2 bath, oversized one car garage, spacious granite kitchen with waterfall kitchen island, stainless steel appliances, open floor plan with dinning area in kitchen which opens to family room with balcony to private backyard. Upstairs is 3 large bedrooms, primary private full bath double vanity

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 1, Upton, MA 01568
  • /32

    $619,900

    • 4 Beds
    • 3 Baths
    • 2,463 Sq Ft

    84 High St, Upton, MA 01568

    Welcome to this beautifully updated 4-bedroom, 3-bath home in the highly desirable town of Upton. Tucked away on a peaceful lot, this spacious residence offers a flexible floor plan with plenty of room to live, work, and relax. The kitchen features modern updates with ample cabinetry, newer appliances, and a large dining area perfect for gatherings. The bright living room and additional family

    Ann Marie Silva Redfin Corp.

    84 High 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
  • /42

    $1,285,000

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

    12 Breton Rd, Upton, MA 01568

    With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private 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/

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    12 Breton Rd, Upton, MA 01568
  • /28

    $739,900 Open Fri 11AM - 3PM

    • 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

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 $797,239.
How many homes have sold over the last 12 months in Upton, MA?
98 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, 01757, 01560 and 01534.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $751,340. If you put a 20% down payment of $150,300 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $3,670 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $157K 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 Westborough High School. Browse all the schools in Upton, MA to learn more.

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$740,000
Median Single Family Sale Price
$755,000
Median Townhouse Sale Price
$482,500
Median 2 Bedroom Sale Price
$784,202
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$321
Number of Homes for Sale
19
Last 12 months Home Sales
98
Months of Supply
2.30
Median List Price
$751,340
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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