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Massachusetts real estate · Worcester County

Dudley, Massachusetts Real Estate

Homes, values and local insight for Dudley, Worcester County, Massachusetts. Typical home value $466,000.

Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes

Ryan and Megan Winslow Broker Owners3,000+ homes soldSince 2009 REALTOR®4 states broker in FL, MA, CT, RIU.S. Army RetiredBest of Central MA winners
$466,000Typical home value
+2.4%Home values, past year
11,984Residents (2024)
$85,179Median household income
Homes for sale

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New England colonial home in Worcester County in fall

Life in Dudley, MA

Dudley was the first town incorporated in the new Worcester County, in 1732. It is home to Nichols College on historic Dudley Hill, and the town says it has the second highest amount of agriculturally protected land in Massachusetts, after Amherst. Old textile mill villages line the French River on the east side of town.

The Nipmucs sold a large tract of south central Massachusetts to colonial investors in 1681 and sold their remaining reservation here about 40 years later. Dudley was incorporated in 1732 with its first meetinghouse built on Dudley Hill in 1734. Amasa Nichols founded Nichols Academy in the town center in the 1810s, and it grew into today's Nichols College. The part of town east of the French River split off as Webster in 1832, and mill villages at Merino, Chaseville and Perryville drew Irish, French Canadian and Polish workers to the textile mills. Dudley is a rural and small-town community of about 11,000 residents on the Connecticut line, with farms and back roads in the middle of town and older mill neighborhoods along the French River. Most homes are owner-occupied single-family houses, and daily life runs through the Airport Road plaza, West Main Street and the Nichols College campus.

Dudley neighborhoods

Dudley Center (Dudley Hill)

The colonial hilltop village along Center Road, with about 40 historic buildings in a 200-acre area that includes the Nichols College campus, the town common and the Black Tavern. Homes show Colonial, Federal, Greek Revival and Victorian styles and sit 30 to 50 feet back from the road. Part of it is the Dudley Hill National Register Historic District. ( source )

Merino Village

The largest of Dudley's five mill villages, on the east side of town along the French River. It grew around the Stevens linen mill, with a library and infill housing added from 1870 to 1915. The vacant granite Stevens Mill at 8 Mill Street has a planning board approval for 159 apartments and commercial space, but a December 2024 town release said construction was delayed. ( source )

Chaseville

A French River mill village where residential development spread in the early and mid 1900s as local roads were improved for cars. It is part of the older, denser side of town near Webster. ( source )

Perryville

A mill village downstream on the French River where mill capacity doubled in the late 1800s and workers' tenements and a mill owner's estate were built. The Perryville section of the Quinebaug River bikeway is nearby on New Boston Road. ( source )

West Dudley

The western side of town along the Quinebaug River, home of the West Dudley Cooperative Creamery founded in 1887. Today it has the Mill Road trailhead for the Quinebaug River Valley Rail Trail and the West Dudley Pond canoe and kayak launch. ( source )

Pierpont Meadow Pond area

A pond neighborhood where summer cottages were built in the early 1900s. The pond, also called Charlton Pond, is near the Mass Audubon Pierpont Meadow sanctuary in the north part of town. ( source )

Where locals eat in Dudley

American bar and grill · Dudley Plaza, 8 Airport Road

Firebrands Bar & Grill

Dining room and lounge with weekly food and drink specials; opens at 4 p.m. Tuesday to Saturday and noon on Sunday. ( source )

American · 80 Airport Road

Bison Den Bar & Grille

Classic American fare with views of the Dudley Hill golf course on the Nichols College grounds. ( source )

Chinese and Thai · 3 Center Road

Yummy Restaurant

Family-owned spot in Dudley for over 10 years with a full bar; the restaurant bills its drink as the Worlds Best Mai Tai. ( source )

Pizza · 59 Schofield Avenue

Leoni's Brick Oven Pizzeria

Known for its MEGA 20 inch pizza, plus subs, wraps, pasta and seafood, with a dining room and delivery. ( source )

Coffee shop · 185 West Main Street

Sturbridge Coffee Roasters

Coffee roasted at the company's own Southbridge roastery, with espresso drinks and light breakfast and lunch. ( source )

Seafood and American · 114 Point Breeze Road, Webster

Point Breeze Restaurant (Webster)

Fresh seafood and lobster with panoramic views of Webster Lake, plus live entertainment. ( source )

Italian · 140 Main Street, Webster

Monte Bianco Restaurant (Webster)

Fine Italian cooking with a full bar, reservations and family-style orders for groups of 10 or more. ( source )

Mexican · 131 Main Street, Webster

Casa Laura Tacos (Webster)

Traditional tacos and enchiladas with tequila and margaritas in downtown Webster. ( source )

Coffee, drinks and hangouts

Dudley Hill Golf Club

A 9-hole course on the Nichols College grounds since 1926, with Monday men's and Thursday women's leagues and the Bison Den for after the round. ( source )

Pearle L. Crawford Memorial Library

The town library at 40 Schofield Avenue, part of the CW MARS network, with 25 public computers, STEM kits, board games, hotspots and programs for all ages. ( source )

Dudley Grange Hall

The historic Greek Revival grange hall at 139 Center Road on the town common, home base for the Strawberry Festival and the Apple Festival. ( source )

Carmignani Memorial (Fun Zone) Playground

The town playground on the grounds of the Dudley Municipal Complex at 71 West Main Street. ( source )

West Dudley Pond paddle launch

An eight-car lot and kiosk on West Dudley Road where you can put in above the West Dudley Hydro Dam. The town calls it ideal for families and new paddlers. ( source )

Shopping in Dudley

Dudley Park 'n Shop

Local family-owned supermarket on Airport Road, open 7:30 a.m. to 8 p.m. daily, with produce, meat, bakery and deli. ( source )

Horton Furniture

Furniture, mattresses, carpet and hardwood flooring at 53 Schofield Avenue, with free delivery and financing. ( source )

Walnut Lane Farm

Farm on Koebke Road with naturally raised, grass-fed cattle; listed for beef, cheese and eggs. ( source )

Pleasant View Farm

Pasture-raised beef and hay at 64 Airport Road. The farm also has a small runway for ultralight aircraft. ( source )

Armstrong Acres

Homegrown by Heroes certified farm selling heirloom tomato seedlings and a CSA bouquet delivery. ( source )

Parks, beaches and nature

in town

Pierpont Meadow Wildlife Sanctuary

A 208-acre Mass Audubon sanctuary on Marsh Road with 0.75 miles of trails through former farmland, stone walls, pine groves and meadows. Free, open dawn to dusk. ( source )

in town

Quinebaug River Valley Rail Trail

A 4.1-mile Dudley-Southbridge section on the old railroad bed, with dirt, cinder, stone-dust and gravel surfaces. Parking is on Mill Road off Route 131. ( source )

in town

Merino Pond Town Beach

Lifeguarded town beach on Merino Pond behind Mason Road School, open to Dudley residents and their guests only. ( source )

about 7 miles

Buffumville Lake (Charlton)

A 200-acre U.S. Army Corps of Engineers lake with a swim beach, 7 miles of multi-use trails, an 18-hole disc golf course and fishing. ( source )

about 12 miles

Douglas State Forest (Douglas)

A 5,907-acre state forest on the Connecticut and Rhode Island line with swimming and boating on Wallum Lake, part of the Midstate Trail and an Atlantic white cedar swamp boardwalk. ( source )

about 14 miles

Wells State Park (Sturbridge)

The nearest state park with camping: 1,400 acres, 12 miles of trails, the Carpenter Rocks cliff views, 104-acre Walker Pond and a 60-site campground. ( source )

about 18 miles to the nearest sections

Blackstone River Valley National Heritage Corridor

A National Park Service partner heritage area following the Blackstone River from Worcester to Providence, where the American Industrial Revolution began. ( source )

Attractions and landmarks

The Black Tavern

Built in 1804 by Hezekiah Healy as a stop on the Boston-to-Hartford stagecoach route, it is Dudley's National Register-listed tavern at 138 Center Road. The Black Tavern Historical Society, founded in 1983, keeps its collections and hosts programs and a craft fair. ( source )

Dudley Town Common and Conant Memorial Church

The original common on Center Road, where a meetinghouse stood in 1734. The 1890-1891 brick church has Tiffany glass windows and a five-story tower with a carillon, and a 1909 soldiers monument sits in front. ( source )

Nichols College

A private college founded in 1815 on Dudley Hill, with a 200-plus acre campus and more than 1,400 undergraduate and graduate students focused on business and leadership. ( source )

Stevens Linen Works Historic District

The granite Main Mill, built 1861 to 1864 with two seven-story towers, anchors the Merino mill village. The town says it is believed to be the only remaining linen manufacturing plant in the U.S. ( source )

Old Sturbridge Village (Sturbridge)

New England's largest living history museum, showing rural 1830s life with costumed interpreters, craft demonstrations and heritage breed animals. Open Wednesday to Sunday. ( source )

Annual events

June

Dudley Grange Strawberry Festival

A generational festival at the Grange Hall with live music, food and strawberry shortcake, starting at 4 p.m. until the berries are gone. 2025 was the 68th year. ( source )

May

Memorial Day Parade

The annual parade comes to the historic town common on Center Road. ( source )

Early October

Dudley Grange Apple Festival

Free harvest festival on the lawn of the Grange Hall at 139 Center Road, held with the Black Tavern Historical Society craft fair. The 2026 date was October 3, 10 a.m. to 3 p.m. ( source )

Late October

Dudley Spooktacular

Free Halloween event from the Recreation Commission and library: a costume parade with police escort up Brandon Road to Town Hall, then games, live music, s'mores and a costume contest. ( source )

Saturday before Thanksgiving

Shepherd Hill Festival of Crafts

A juried craft fair with 150 to 200-plus vendors at Shepherd Hill Regional High School, 68 Dudley Oxford Road. ( source )

Brownstone townhomes on a Boston street

Dudley-Charlton Regional School District

Elementary

Mason Road School (K-1), Dudley Elementary School (grades 2-4)

Middle

Dudley Middle School (grades 5-8)

High

Shepherd Hill Regional High School, Bay Path Regional Vocational Technical High School (Charlton, regional vocational option)

Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )

Buying in Dudley: what Ryan and Megan check

  • Private well testing: the town reports PFAS and 1,4-dioxane in some private wells near Gentex Optics and the closed town landfill, plus a MassDEP-tracked PFAS release tied to the Fish Road soil reclamation project. Ask for recent water test results on any well property.
  • Dudley has a Right to Farm bylaw (2016) and a large share of protected farmland, so expect farm smells, slow farm equipment on roads and manure spreading near agricultural land.
  • Baker Pond Road, Hayden Pond Road and Marsh Road are designated scenic roads, and Dudley Center is a National Register historic district. Check rules before removing trees or stone walls along the road or changing historic buildings.
  • The town beach on Merino Pond is for Dudley residents only, and the Stevens Mill apartment project in Merino Village was delayed as of the town's December 2024 update. Confirm current status if you are buying near the mill.
Roads

Routes 12, 197 and 131 cross town, with I-395 and I-290 reached through Oxford toward Worcester.

Airports

Worcester Regional Airport (ORH) about 35 to 40 minutes; T.F. Green in Warwick, RI about 1 hour 15 minutes; Bradley International (Hartford) and Boston Logan each about 1 hour 25 minutes.

Worcester: about 30 min Providence: about 1 hour Hartford: about 1 hour 10 min Boston: about 1 hour 20 min

Talk to Ryan and Megan about Dudley

Ryan 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-approved

Researched and verified 2026-09-28. Businesses change; call ahead.

Market data

Dudley by the numbers

The typical home in Dudley is worth $466,000, 6% below the Worcester County typical value of $498,000 and 30% below the Massachusetts typical value of $662,000.

Typical home value

$466,000

Zillow Home Value Index for Dudley, August 2026. The middle of the market for single family homes and condos.

5 year change

+28.8%

Home values in Dudley moved +28.8% over five years and +91.9% over ten.

Median rent

$1,188/mo

Median gross rent in Dudley. Useful for investors running rental numbers.

Homeownership

71%

Share of occupied homes in Dudley lived in by the owner.

Median year built

1967

Older homes often need inspection focus on roof, systems and windows.

Household income

$85,179

Median household income in Dudley.

Mortgage planning for a home in Dudley
Financing

Buying in Dudley with the right loan

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 Dudley home of $466,000:

  • FHA, 3.5% down: $16,306 down, loan of $450,000
  • Conventional, 5% down: $23,295 down, loan of $443,000
  • Conventional, 20% down: $93,178 down, loan of $373,000
  • VA, 0% down for eligible veterans, loan of $466,000
Selling

What is your Dudley home worth?

Ryan and Megan price Dudley homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Home for sale in Dudley
Nearby

Towns near Dudley

Worcester County

More in Worcester County

See the full Worcester County real estate guide or the Massachusetts real estate guide.

FAQ

Common questions

What is the typical home value in Dudley, MA?

The Zillow Home Value Index for Dudley was $466,000 in August 2026, +2.4% over the past year.

What county is Dudley in?

Dudley is in Worcester County, Massachusetts.

How many people live in Dudley?

About 11,984 people as of the 2024 Census Bureau estimate, up from 11,919 in 2020.

Who are the best real estate agents in Dudley?

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.

How do I get pre-approved to buy in Dudley?

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.

Do most people in Dudley own or rent?

71% of occupied homes in Dudley are owner occupied, based on the 2019 to 2023 American Community Survey.

Talk to Ryan and Megan

Ready to move in Dudley?

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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Coming soon in Dudley, MA

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Dudley home values by ZIP code

The typical home in Dudley is worth $466,211 as of August 2026 in ZIP code 01571. Values moved +2.4% over the last 12 months at the middle ZIP code.

ZIPTypical value12 months5 yearsMedian sale, Mar to May 2026Days on market
01571$466,211+2.4%+28.8%$465,00025

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.