$726,258Average Value$329Average Price per Sq Ft15Homes For Sale
Community of families and commuters southeast of Worcester
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 the ones just starting families,” Horn continues. Housing runs the gamut from modest ranch-style homes to preserved Victorians and classic colonials at higher price points.
Upton State Forest surrounds the residents homes.
Upton Town Beach welcomes you in to relax with a spectacular view of Pratt Pond.
1/2
Colonial and ranch-style homes with spacious yards
Upton’s rustic feel is owed to its layout: a network of subdivisions is connected by winding two-lane roads. Shaded by mature trees, well-manicured spacious lots are the norm, with many stretching at least an acre, providing homeowners plenty of lawn space. Some homes stand well off the area’s curving country roads, creating additional privacy. Houses here span the eras, with some dating back to the 18th and 19th centuries. Most homes were built throughout the 20th century, though construction continues today. Buyers will primarily find colonial, Cape Cod and ranch-style homes, with some Victorian dwellings near the town center. Those on the hunt should note that there’s fervent demand for this community right now. The average sale price in Upton has increased 18% over the last year, with homes listing anywhere between $325,000 and $1 million.
Upton residents get ready for fall by decorating their front porch.
Some Upton homes welcome their owners with large front lawns and driveways.
1/2
Schools in the Mendon-Upton Regional School District
Children here can start at Memorial Elementary, earning a B-plus from Niche, where they can enroll in the district’s Spanish Immersion Program to begin on a path toward dual-language proficiency. By the time students reach fifth grade at B-minus-rated Miscoe Hill Middle, they can take half of their classes in Spanish and the other half in English. Students can move on to Nipmuc Regional High, with an A-minus, where they can graduate with a Massachusetts Seal of Biliteracy, recognizing proficiency in English and a foreign language. Teens can also apply to Blackstone Valley Regional Vocational Technical High School, a big draw for the area. “It’s for kids who want to go into trades. They have all sorts of profession-geared classes for kids who may not want to go to college. It’s very competitive to get into,” Horn says. As for private education, Horn says Whitinsville Christian School is a popular option.
Memorial Elementary School, located in Upton, is a great school for children K-5.
Westborough High School welcomes its students every morning with its beautiful entrance.
A highly rated school, Nipmuc Regional High School Is nestled in the town of Upton.
Blackstone Valley Regional Vocational Technical High School .
Miscoe Hill Middle School is located right outside of the town of Upton.
1/5
Multiple ponds for water recreation
Anglers here love Pratt Pond, a year-round destination for catching bass and crappie. In the warmer months, residents can hang out on Kiwanis Beach and play soccer and basketball. More nature can be enjoyed at Dean Pond within the Upton State Forest. The forest totals 2,660 acres and includes miles of trails. Visitors can hike or bike to the pond for fishing, and in the winter, adventure seekers can go cross-country skiing or snowmobiling. Over at Upton Community Center, families can romp around the playground before settling in for story time at the Upton Library. The community center offers group fitness classes like yoga.
At heart of Upton you can find Pratt Pond, where residents go to enjoy a beautiful day.
Mill Pond connects the town center of Upton and Pratt Pond.
Upton Veterans Memorial Playground is a top favorite for kids and parents.
1/3
Dine and shop in Upton’s town center
Local restaurants and businesses are clustered along Main and Milford streets in the town center. Rose Garden Restaurant & Pub is a popular spot for pizza and burgers, while The Little Coffee Bean is where residents go for coffee and bagels. After tasting the small-batch brews at Rushford & Sons Brewhouse, residents can walk to Nevermind Shop to browse its extensive collection of vinyl, cassettes and vintage band T-shirts. Residents can drive about 5 miles to the Shaw’s in Milford for groceries. The town is also where Upton residents can shop at brands like Target and Lowe's.
Main & Milford street are popular areas for all your shopping needs.
Locals can chose from many beers on tap at Rashford and Sons Brewhouse.
Stop by on your next lunch break at The Little Coffee Bean in Upton, Massachusetts.
1/3
Quick drive to Interstates 495 and 90
Sidewalks line some of the subdivisions here, but without public transportation, Upton residents drive to get around, utilizing the area’s proximity to Interstate 495, which links to Interstate 90 for commutes to Boston, about 40 miles away. Worcester, the second most populous city in the state, is a 14-mile drive via State Route 140.
Houses of Worship
With ties to the town’s beginnings, The United Parish of Upton, an inclusive Christian congregation, is significant to live here, hosting community events and running a year-round food pantry. Residents seeking a faith community have other options within driving distance, including Immanuel Chapel Orthodox Presbyterian Church, New England Buddhist Vihara & Meditation Center, Masjid Al-Ikhlaas (The Islamic Society of Greater Milford) and synagogue Temple Beth Torah.
Written By
DeeVa Payne
Video By
Francisco de la Vera
Interested in learning more about homes in this area?
Reach out to
Jessica Tyler,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Upton, MA sell after 31 days on the market compared to the national average of 55 days. The median sale price for homes in Upton, MA over the last 12 months is $785,950, up 18% from the median home sale price over the previous 12 months.
Welcome home to this beautifully renovated Gambrel in desirable Upton. Rich dark walnut hardwood floors flow throughout, complemented by a stunning updated kitchen with granite countertops and modern finishes. Major updates including young roof, vinyl siding, most windows, garage doors, newly painted bathroom, brand new upgraded 200 AMP electric panel, all provide turnkey peace of mind. A brand
This modern multi-Level 4-bedroom 3.5-bath masterpiece is a must see! Stunning open layout with designer finishes and abundant natural light throughout. Open kitchen with stainless appliances & quartz waterfall island flows to a fabulous dining room. Solid hardwoods throughout Luxurious sized living room with cathedral ceiling, floor-to ceiling fireplace, and double slider opening to a 20x10
Charming Colonial set on a private dead-end street with a spacious yard. This home offers 3 bedrooms and 2 full bathrooms, including a second-floor main bedroom with private bath. The main level features two additional bedrooms, full bath, dining room, cozy kitchen, and an open living room with fireplace. The deck overlooks a sprawling yard with endless potential for outdoor entertaining,
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 EllisonMathieu Newton Sotheby's International Realty
Rare 2-Family Gem with Historic Charm & Modern Luxury. Discover this meticulously renovated two-family home, perfectly situated on 2 sprawling acres near the heart of town. Gutted to the studs in 2015 and updated with a new roof, windows, and high-end finishes, this property offers the peace of mind of a new build with the character of a classic estate. Both units are fully de-leaded,
Antique Greek Revival single-family home in the heart of Upton’s historic district. The Thomas McFarland House (1810) is set on the right side of a 1.14-acre lot that slopes down to scenic Mill Pond. Offering four bedrooms, two full baths, 2100 sq ft living space and a two-car garage. The home is rich in character but does require significant renovation. Features include, abundant natural light,
Desirable Samreen Villa! Great Value ~ Motivated Seller! 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 additional bedrooms are good
Welcome to Glen Echo Estates near the Upton/Westborough line. This sought-after Wellington design offers spacious rooms, an open floor plan, abundant natural light & hardwood in key living areas. A dramatic two-story foyer opens to formal living & dining rooms. The chef’s kitchen features exotic quartzite counters, SS appliances & large island, flowing into a bright sunroom—perfect for
This beautifully designed custom home offers the perfect blend of privacy, space, and modern functionality. Set back from the street and positioned on an elevated lot, the home delivers both curb appeal and a sense of seclusion. Inside, you’ll find a thoughtfully designed floor plan featuring 4 spacious bedrooms and 3.5 bathrooms. The heart of the home is ideal for both everyday living and
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
Completely renovated in 2024, this stunning 4-bedroom, 2.5-bath home blends modern luxury with thoughtful design in a highly desirable neighborhood close to schools and town. A spacious new addition features a large primary suite with a spa-like bath and two walk-in closets, offering a true private retreat. The heart of the home is the beautifully renovated kitchen, equipped with premium Bosch
Set at the end of a dead-end road, this expanded custom contemporary offers over 10 acres of private land—a rare blend of space, flexibility, and future potential. This well-maintained 3-bed, 2.5-bath home is filled with natural light from expansive windows and skylights, creating an open and inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for
A $500 bonus will be deducted from the first month's rent if the tenant signs before March 15 .Welcome to 6 Milford Rd #6 a fully renovated 3rd floor apartment offering approximately 1,196 sq. ft. of comfortable living space. This beautifully laid-out 3-bedroom, 1-bath unit features brand-new flooring, fresh paint, a modern kitchen, and an updated bathroom. All three bedrooms are spacious and
Welcome home to 149 Main, a new luxury apartment community in the quintessential New England Town of Upton, Massachusetts. Offering smart, modern home features from designer cabinetry and color schemes to sought-after community features just outside your door. Discover the lifestyle at 149 Main.
Home sweet home! Charming space in a coveted location near downtown Upton! Convenient location just minutes to the highway and 30-40 minutes from Worcester or Boston. Conducive for today's living, this floor plan has a large, bright living room adjacent to a cozy main bedroom. On the other side of the apartment is a large kitchen not often found with today's rentals. Plenty of counter space and
Newly Renovated 2 Bedroom & 1.5 Bath Apartment for immediate occupancy. This spacious unit offers fresh paint and high quality fixtures throughout. Full set of appliances including Fridge, Electric Stove + Oven, Dishwasher & Granite Countertops. In-Unit Washer/Dryer Hookup. Pets allowed (under 40lbs, breed restrictions, no exotic or dangerous animals) Tenant are responsible for All Utilities
About 21 Pleasant St #2, UPTON, MA 01568 -1) 2nd floor unit, 2) Surrounded by single family homes, 3) Fully de-Leaded. 4) Mins walk to Memorial Elementary School 5) 1/2 (half a mile) walk to Nipmuc Regional High School & Blackstone Valley Regional Vocational Technical High School, 6) Hardwood floors in all bedrooms 7) Unit Washer-Dryer hookups 8) Spacious front & backyard for pet owners, 9)
Welcome to this beautifully renovated rental in Upton offering comfort, style, and convenience. This spacious home features three generously sized bedrooms and one and a half updated bathrooms, thoughtfully redesigned with modern finishes and a clean, bright feel throughout. The newly refreshed interior includes an updated kitchen with contemporary cabinetry, granite countertops, and ample space
Aphrodite KarpouzisGibson Sotheby's International Realty
This charming colonial home located in Upton offers 4 spacious bedrooms, fireplace living room; nice open concept. Eat in kitchen complete with a granite center island and countertops, as well as modern stainless steel appliances. The family room is highlighted by a cozy fireplace, while the dining room is tastefully appointed for formal gatherings. Beautiful hardwood floors throughot. Basement
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
