Homes, values and local insight for Upton, Worcester County, Massachusetts. Typical home value $714,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Upton is known for the 2,660-acre Upton State Forest, where Civilian Conservation Corps buildings from the Great Depression still stand. It is also home to the Upton Chamber, a domed stone cave off Elm Street that is one of the largest of roughly 300 stone chambers in the Northeast. The town manages about 1,200 acres of conservation land laced with marked trails.
Upton was incorporated in June 1735 from parts of Hopkinton, Mendon, Uxbridge and Sutton. Boots and shoes drove the economy for about 100 years, and in 1837 Upton factories made 21.7% of all boots produced in Worcester County. From 1860 William Knowlton grew small shops into what was long considered the largest hat industry in the world, and the Grafton and Upton Railroad arrived in 1873. Upton is a small open town meeting community of about 8,000 people (2020 census) about 35 miles west of Boston. Daily life centers on the town common, Main and Milford Streets, the Community Center and a long list of town trails and ponds.
The historic village around the town common, Main Street and Milford Street, with Town Hall at 1 Main Street, the 1848 Holy Angels church building and a cluster of shops and restaurants. The town has a master plan underway for the common and the nearby Knowlton Risteen property. ( source )
The area along West Main Street, home to Red Rock Grill and Bar. A town working group produced the West Upton Center Plan in 2025 to guide future village-style growth here. ( source )
The rolling northwest section of town around Warren Brook, which locals call Forest Green for the hills seen from Fowler and Mechanic Streets. It borders Upton State Forest and the Whitney, Warren Brook and Howarth conservation areas, so many homes back up to trails. ( source )
The neighborhood around Pratt Pond near School Street and North Main Street. The Kiwanis Beach and Pratt Pond Conservation Area trailheads are here, and Kiwanis Beach has the town beach plus ball fields, tennis and basketball courts and a pavilion. ( source )
A quiet stretch near the eastern shore of Mill Pond anchored by Heritage Park, the seven-acre town park at 18 Elm Street that protects the Upton Chamber stone cave. ( source )
The renovated 19th-century hat factory in town is now affordable senior housing with 89 units, letting many longtime Upton seniors stay in town. ( source )
Full lunch and dinner menu plus Sunday brunch; the old fashioneds and fish tacos get regular praise. ( source )
Mexican · 118 Main Street, Upton CenterKnown for birria tacos, ceviche and fajitas with a tequila bar and catering. ( source )
Pub food and pizza · 16 Milford Street, Upton CenterCasual pub with burgers, pizza, seafood combos and hand-cut fries, plus catering. ( source )
Ice cream · 167 Milford StreetLocal favorite with a long flavor list; Graham Central Station and toasted coconut are customer picks. ( source )
Coffee, breakfast and sandwiches · 113 Main Street, Upton CenterCoffee, bagel breakfast sandwiches, subs, soups and salads; it also has a Sutton location. ( source )
Deli and market · 10 Main Street, Upton CenterNeighborhood deli that locals go to for Italian steak tips. ( source )
Pizza and subs · 113 Main Street, Upton CenterHouse special pizza, Greek calzones and steak and cheese subs, with online ordering. ( source )
Pizza and subs · 6 Milford Street, Upton CenterPizza, calzones and Syrian pocket sandwiches; gluten-free pizza is available. ( source )
Community nanobrewery taproom at 8 Grove Street in Upton center, founded by childhood friends Mike Rushford, Brian Goodman and Eric Martin. Trivia runs Wednesday and Thursday nights at 7. ( source )
Cafe run by The United Parish of Upton at 1 Church Street since June 2021, with free wifi, puzzles and space for groups. Open Tuesday to Saturday mornings. ( source )
The Community Center at 9 Milford Street holds the Upton Town Library and The Upton Center senior center, with book groups, storytimes, museum passes and a Library of Things. ( source )
The town beach on Pratt Pond, with baseball, soccer and lacrosse fields, tennis and basketball courts and a pavilion. Resident and non-resident beach passes are sold at the gate. ( source )
Public golf club at 91 Clubhouse Lane in neighboring Northbridge with weekly leagues, a short course, a practice range and a restaurant. ( source )
Independent record store that has served Upton for 18 years, buying and selling vinyl. It has since added a second store in Burlington, CT. ( source )
Upton florist open seven days a week with daily delivery, seasonal arrangements from local and organic blooms, wedding flowers and a boutique of clothing, jewelry and bath goods. ( source )
Pick-your-own fruit farm at 234 Ball Street in Northborough with a farm store, bakery, apple cider donuts and seasonal strawberries, peaches, apples and pumpkins. ( source )
Full-size Wegmans supermarket at 9102 Shops Way in Northborough, open 6 am to midnight, with a pharmacy and prepared meals. ( source )
2,660-acre state forest at 205 Westboro Road with Civilian Conservation Corps buildings from Camp SP-25, a 2-mile Healthy Heart Trail, and trails for hiking, mountain biking, horseback riding and cross-country skiing. ( source )
in townTown conservation land with the Walleston Trail (3.25 miles, strenuous) and Rockwood Meadows loop (2.4 miles), both part of the town's Hike Upton Challenge. ( source )
in townLinked North Upton preserves. The 63-acre Whitney parcel was part of a mid-1700s farm tied to Eli Whitney's family, and its Porier Path connects Upton State Forest to the Warren Brook Watershed trails. ( source )
about 9 miles1,500-acre park at 164 Cedar Street in Hopkinton with two seasonal swimming beaches, boating, kayaking and more than 10 miles of trails. ( source )
about 9 milesGranite chasm at 198 Purgatory Road in Sutton with rock formations such as The Corn Crib, The Coffin and Lovers' Leap, plus 2 miles of trails and rock climbing. ( source )
about 22 milesRefuge created in 2000 on more than 2,000 acres of former Army land, with over 15 miles of trails for hiking, biking, fishing and cross-country skiing. ( source )
about 5 miles (Hopedale site)National park telling the story of the American Industrial Revolution, with sites including the Little Red Shop in Hopedale and Old Slater Mill in Pawtucket, RI. ( source )
A 14-foot tunnel leads into a hillside to a beehive-shaped stone chamber about 12 feet across and 11 feet high. Its origin is still debated, and the town bought the seven-acre site at 18 Elm Street with Community Preservation Act funds. ( source )
Remaining buildings from a Civilian Conservation Corps camp, preserved and interpreted by the Friends of Upton State Forest. ( source )
Town challenge of 10 mapped hikes on town-owned land. Finish any 6 to earn a Hike Upton pin or patch. ( source )
Family-owned zoo at 2 Southwick Street in Mendon with more than 900 animals on over 200 acres. ( source )
Seasonal twin-screen drive-in movie theater at 35 Milford Street in Mendon with a snack bar and special events. ( source )
The Friends of Upton State Forest hold a volunteer trail work party for National Public Lands Day, plus another each spring. ( source )
Early DecemberAnnual holiday bazaar at The United Parish of Upton. The 2026 date is Saturday, December 5, 10 am to 3 pm. ( source )
AugustThe Upton Town Library's annual overnight where kids leave stuffed animals for a night in the stacks and a bedtime story. ( source )
Year-roundFree guided walks and events on Upton's conservation land, open to all ages. ( source )
Memorial School
MiddleMiscoe Hill School
HighNipmuc Regional High School, Blackstone Valley Regional Vocational Technical High School
Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )
Route 140 runs through town toward Milford and Worcester (via Route 122), with I-495, Route 9, the Mass Pike (I-90) and Route 146 reachable nearby.
AirportsWorcester Regional Airport (about 40 min), Boston Logan International (about 1 hr), and T.F. Green in Warwick, RI (about 1 hr), without traffic.
Milford: about 10 min Framingham: about 25 min Worcester: about 30 min Providence: about 45 min Boston: about 1 hrRyan and Megan Winslow, broker owners of Winslow Homes. REALTOR® since 2009, 3,000+ homes sold, broker in FL, MA, CT and RI, U.S. Army Retired.
Call 386-690-5858 Email Ryan and Megan Get pre-approvedResearched and verified 2026-09-28. Businesses change; call ahead.
The typical home in Upton is worth $714,000, 43% above the Worcester County typical value of $498,000 and 8% above the Massachusetts typical value of $662,000.
Zillow Home Value Index for Upton, August 2026. The middle of the market for single family homes and condos.
Home values in Upton moved +26.1% over five years and +77.8% over ten.
Share of occupied homes in Upton lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Upton.
Median age of residents in Upton.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Upton home of $714,000:
Ryan and Megan price Upton homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $516,000 · 16,719 residents
Area guide →Typical value $560,000 · 30,640 residents
Area guide →Typical value $963,000 · 19,971 residents
Area guide →Typical value $613,000 · 20,352 residents
Area guide →Typical value $536,000 · 6,063 residents
Area guide →Typical value $733,000 · 22,643 residents
Area guide →See the full Worcester County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Upton was $714,000 in August 2026, +1.3% over the past year.
Upton is in Worcester County, Massachusetts.
About 8,475 people as of the 2024 Census Bureau estimate, up from 8,001 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
90% of occupied homes in Upton are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
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The typical home in Upton is worth $713,057 as of August 2026 in ZIP code 01568. Values moved +1.2% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 01568 | $713,057 | +1.2% | +26.0% | $770,000 | 22 |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.
