Price Reduced40
$425,000
4 bd · 2 ba · 2,346 sqft
20 Brentwood Dr, Dudley, MA
We Close Deals Team · Lamacchia Realty, Inc.

No listing photos
3
Beds
2.5
Baths
1,814
Sqft
1998
Year built
Range $533,589 – $564,957 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $549,273 in August 2026; lowest $315,751 in March 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$109,855
Estimated monthly payment
$3,615/mo
Loan amount $439,418. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 9 restaurants and cafés, 1 grocery store, and 22 parks and green spaces.
Place data from OpenStreetMap.
Jimmy's Pizza
Ice Cream Pharm
Dudley House of Pizza
West Main Street
Big Al's Pizza
Brandon Road
Firebrands Bar & Grill
Airport Road
Dippin Donuts
Northeast Pizza
Main Street
Eastern Pearl
Chinese restaurant · Main Street
Park 'n Shop
Airport Road
Ardlock Acres
Carpenter Road Pond
Avalock Acres
Packard Pond
Perry Pond
Arlock Acres
Niger Road Pond
French River Reservoir
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced40
$425,000
4 bd · 2 ba · 2,346 sqft
20 Brentwood Dr, Dudley, MA
We Close Deals Team · Lamacchia Realty, Inc.
New28$465,000
3 bd · 2 ba · 1,408 sqft
43 Old Southbridge Rd, Dudley, MA
The Schlesman Group · ERA Key Realty Services
42$525,000
3 bd · 2 ba · 1,983 sqft
418 Dresser Hill Rd, Dudley, MA
Stephanie Lachapelle Group · Compass
1$405,000
3 bd · 1 ba · 1,413 sqft
21 Oxford Avenue, Dudley, MA
Melinda Titus · M. Titus Realty, Inc.
Price Reduced19$479,900
3 bd · 2 ba · 1,504 sqft
181 Dresser Hill Rd, Dudley, MA
Dave White · OwnerEntry.com
Price Reduced42$444,999
3 bd · 2 ba · 1,555 sqft
217 Dudley Southbridge Rd, Dudley, MA
Michael Martin · Real Broker MA, LLC





School ratings (A+ to F) from HJN community data.
Mason Road Elementary School
PK-1 · Regular · Dudley-Charlton Regional School District
290 students · 13.8:1 student–teacher
Bartlett High School
9-12 · Regular · Webster School District
408 students · 11.6:1 student–teacher
All Saints Academy
PK-8 · Regular
168 students · 14.7:1 student–teacher
Webster Middle School
5-8 · Regular · Webster School District
566 students · 12.7:1 student–teacher
Shepherd Hill Regional High School
9-12 · Regular · Dudley-Charlton Regional School District
942 students · 14.3:1 student–teacher
Dudley Middle School
5-8 · Regular · Dudley-Charlton Regional School District
540 students · 13.0:1 student–teacher
Dudley Elementary School
2-4 · Regular · Dudley-Charlton Regional School District
315 students · 11.7:1 student–teacher
Park Avenue Elementary School
PK-4 · Regular · Webster School District
738 students · 11.8:1 student–teacher