Homes, values and local insight for Charlton, Worcester County, Massachusetts. Typical home value $532,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Charlton is a rural Worcester County town known for Old Home Day, a Labor Day weekend tradition held since 1897. It is home to the Charlton location of Tree House Brewing Company on Sturbridge Road. Its town common sits inside a National Register historic district.
Charlton was first settled in 1735, split from Oxford as a district on January 10, 1755, and became a town on August 23, 1775. It was named after Sir Francis Charlton. The elliptical town green was donated in 1762 as a common, militia training field and meeting house site, and Dexter Memorial Town Hall went up beside it in 1904. Charlton is a town of farms, ponds, conservation land and newer subdivisions spread across three historic villages. Daily life runs along Route 20 and Route 31, with Worcester and Sturbridge close by.
The historic village around the elliptical town common, listed as a National Register district in 1996. It holds 19th and early 20th century period homes, the 1891 Grange Hall and Dexter Memorial Town Hall. ( source )
One of the three historic villages on Route 31. Route 169 connects Charlton City with Southbridge. ( source )
One of the three historic villages on Route 31, home to Ronnie's Seafood. ( source )
A subdivision by Jennings Custom Homes with streets such as Deer Run, Pheasant Lane and Meadow Lane. Three wooded open space parcels behind the homes are held by the Charlton Heritage Preservation Trust. ( source )
A subdivision off Stafford Street built by Jennings Custom Homes, with homes on Jayne's Way and Marrissa's Circle near the Oxford line. Two open space parcels are protected in their natural state. ( source )
A flexible subdivision on Willow Tree Lane off A.F. Putnam Road, with open space donated by GEM Builders. A looping trail runs through the forested parcel full of mountain laurel. ( source )
A quiet cul-de-sac neighborhood on Haggerty Road Extension. Its 4.5 acre protected wetland is a good spot to listen for red-winged blackbirds and wood ducks. ( source )
A flexible subdivision off Brookfield Road with homes on Sydney Circle. A 4.4 acre meadow parcel is kept as bird habitat. ( source )
Specializing in fried clams since 1972, with ice cream on site. Open Thursday through Sunday. ( source )
Diner, breakfast and lunch · Route 20Scratch-made breakfast and lunch served in an original Worcester Lunch Car. Try the banana bread French toast from the specials board. ( source )
Pizza, pasta and seafood · 109 Masonic Home RoadFamily restaurant for pizza, calzones, subs and seafood, with catering. ( source )
Pizza and seafood · 105 Masonic Home RoadOven hot pizza and fresh seafood with online ordering. ( source )
Italian bakery · CharltonFamily-owned bakery for pastries, breads, stuffed breads, panini and Italian cream wedding cakes. ( source )
Coffee shop · CharltonFresh roasted coffee by the cup or pound from a local roaster with a Charlton storefront. ( source )
New England tavern · Sturbridge, next town westHomemade cooking inside the Publick House Historic Inn, a historic inn with rooms and event space. ( source )
Cafe, breakfast and lunch · SturbridgeLattes plus breakfast sandwiches like thick-cut bacon and egg on a cheddar jalapeno bagel. ( source )
The Charlton taproom at 129 Sturbridge Road, with drafts, beer to go, pizza by the slice on weekdays and The Porch for private events. ( source )
Full-service restaurant and bar at 443 Worcester Road with live music Saturday nights, DJ trivia Wednesdays and summer volleyball leagues on the outdoor deck. ( source )
The town library at 40 Main Street on Charlton Common. The building, Dexter Memorial Town Hall, was built in 1904 as a gift of William H. Dexter. ( source )
An 18-hole public course on Sampson Road with a par 71 layout of 6,710 yards. ( source )
Town center at 4 Dresser Hill Road for art classes, club gatherings and nonprofit meetings. ( source )
Butcher shop on Worcester Road with custom cuts, a seafood selection and weekly specials. ( source )
Family-owned since 1948, with a Charlton yard for hardscape, landscape, masonry and natural stone, including salvaged New England stone. ( source )
Museum store with Village-made redware pottery, tin goods, New England-made products and specialty foods. ( source )
Regional shopping center in Millbury for big-box and chain retail. ( source )
86 acres of trails at 56 Capen Road, founded in 1977. The free visitor center houses 35+ resident animals and a mineral collection. ( source )
in townA 65-acre town-owned farm at 12 Cemetery Road with a 32-acre apple orchard, a historic barn, Snow Pond for fishing and a Midstate Trail segment. ( source )
in townA 92-mile footpath from Rhode Island to the Wapack Trail in New Hampshire that passes through Charlton. The trail marks its 100th year in 2026. ( source )
in townForested open space with a looping walking trail and mountain laurel, stewarded by the Charlton Heritage Preservation Trust. ( source )
next town west, off Route 49A 1,400-acre state park with 12 miles of trails, 60 campsites near 104-acre Walker Pond and the Carpenter Rocks cliffs. ( source )
Blackstone Valley, east of WorcesterNational park unit covering the Blackstone River Valley, with sites including Old Slater Mill and Blackstone River State Park. ( source )
The town common donated in 1762, ringed by period homes, the 1891 Grange Hall, the 1904 Dexter Memorial Town Hall and the General John Spurr House at 27 Main Street. Spurr took part in the Boston Tea Party. ( source )
A 1924 granite monument on Charlton Common honoring Charlton's son Dr. Morton, who first demonstrated ether anesthesia in 1846. ( source )
Charlton's earliest public cemetery, on land given in 1764, at Dresser Hill Road and Oxford Road. Graves include mountain man Grizzly Adams and Boston Tea Party participant John Spurr. ( source )
Outdoor history museum built around an 1830s New England village, with seasonal programs and a visitor center exhibit on the nation's first 50 years. ( source )
Home ballpark of the Worcester Red Sox, with games and other events through the season. ( source )
A town tradition since 1897 with free entertainment, booths on the Common, a fun run and a community service award ceremony in front of the library. ( source )
Labor Day weekend (September 4 to 7, 2026)Agricultural fair in neighboring Spencer. ( source )
October weekends (October 3 to 25, 2026)An evening Halloween experience with fire-lit paths through the 1830s village and a Frankenstein story told in more than twenty encounters. ( source )
May, July and SeptemberSix-day outdoor antique shows held three times a year. 2027 dates are May 11 to 16, July 13 to 18 and September 7 to 12. ( source )
Charlton Elementary School, Heritage School
MiddleCharlton Middle School
HighShepherd Hill Regional High School (Dudley), Bay Path Regional Vocational Technical High School (serves Charlton)
Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )
Route 31 runs north to south through Charlton Center, Charlton City and Charlton Depot. Route 169 links Charlton City to Southbridge. Route 20 is the main east to west commuter road. The Mass Pike (I-90) crosses town with two service plazas but no exit in Charlton.
AirportsWorcester Regional Airport (about 30 min), Boston Logan International (about 1 hr 15 min), Bradley International in Windsor Locks, CT (about 1 hr)
Worcester: about 25 min Sturbridge: about 10 min Boston: about 1 hr 15 min Providence: about 1 hr Hartford: 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 Charlton is worth $532,000, 7% above the Worcester County typical value of $498,000 and 20% below the Massachusetts typical value of $662,000.
Zillow Home Value Index for Charlton, August 2026. The middle of the market for single family homes and condos.
Home values in Charlton moved +30.9% over five years and +88.1% over ten.
Median gross rent in Charlton. Useful for investors running rental numbers.
Share of occupied homes in Charlton lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in Charlton.

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 Charlton home of $532,000:
Ryan and Megan price Charlton homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Typical value $435,000 · 13,503 residents
Area guide →Typical value $466,000 · 11,984 residents
Area guide →Typical value $380,000 · 18,106 residents
Area guide →Typical value $433,000 · 2,237 residents
Area guide →Typical value $520,000 · 10,097 residents
Area guide →Typical value $467,000 · 17,323 residents
Area guide →See the full Worcester County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Charlton was $532,000 in August 2026, +2.6% over the past year.
Charlton is in Worcester County, Massachusetts.
About 13,606 people as of the 2024 Census Bureau estimate, up from 13,312 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.
83% of occupied homes in Charlton 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 Charlton is worth $532,271 as of August 2026 in ZIP code 01507. Values moved +2.6% 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 |
|---|---|---|---|---|---|
| 01507 | $532,271 | +2.6% | +31.0% |
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.