14 Center Rd, Dudley, MA 01571
Roofing in Dudley, Massachusetts
Compare contractors serving Dudley, Worcester County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Dudley — including 2 based in town.
Contractors serving Dudley
- Doktor ConstructionBased in Dudley★★★★★5.0 rating
- Empire ConstructionBased in Dudley★★★★★5.0 rating
66 Flaxfield Rd, Dudley, MA 01571
- Thomas V. Gadbois and Sons RemodelingServes Dudley · 4.0 mi★★★★★5.0 rating
130 Old Webster Rd, Oxford, MA 01540
- Central Mass Roof RestorationsServes Dudley · 4.4 mi★★★★★5.0 rating
68 Dudley Rd, Oxford, MA 01540
- 1st Choice RoofingServes Dudley · 5.3 mi★★★★★5.0 rating
40 Westwind Dr, Webster, MA 01570
- Saunders & Sons RoofingServes Dudley · 5.3 mi★★★★★5.0 rating
394 Elm St, Southbridge, MA 01550
- Jamison Home ConstructionServes Dudley · 5.6 mi★★★★★4.9 rating
126 Muggett Hill Rd, Charlton, MA 01507
- GA Siding, Windows & RoofingServes Dudley · 5.7 mi★★★☆☆3.3 rating
308 Main St, Oxford, MA 01540
- Guaranteed Building MaintenanceServes Dudley · 7.0 mi★★★★★4.9 rating
20 Ponton St, Sturbridge, MA 01566
- East Coast Metal RoofingServes Dudley · 7.1 mi★★★★★4.8 rating
254 Sutton Ave, Oxford, MA 01540
- Rizzuti ConstructionServes Dudley · 8.8 mi★★★★★5.0 rating
893 Southbridge St, Auburn, MA 01501
- Titus General ContractingServes Dudley · 9.0 mi★★★★☆4.2 rating
13 Hill St, Auburn, MA 01501
- Moura Quality painting & ContractingServes Dudley · 11.0 mi★★★★★5.0 rating
12 Barbara Ave, Auburn, MA 01501
- Kings of Pressure Power Washing & RestorationServes Dudley · 11.3 mi★★★★★5.0 rating
30 Huntoon Memorial Hwy, Leicester, MA 01524
- Serves Dudley · 11.8 mi
31 Eastford Rd, Auburn, MA 01501
- Modern Standing Seam Metal RoofingServes Dudley · 12.0 mi★★★★★4.9 rating
219 Whitins Rd, Sutton, MA 01590
- Quality Contracting, Inc.Serves Dudley · 12.5 mi★★★★★4.5 rating
211 Southbridge St, Auburn, MA 01501
- Golden Gutters, Roofing & SidingServes Dudley · 12.6 mi★★★★★4.9 rating
23 Harback Rd, Sutton, MA 01590
- On Top RoofingServes Dudley · 12.9 mi★★★★★4.9 rating
45 River St Suite S, Millbury, MA 01527
- Synergy Waste ManagementServes Dudley · 12.9 mi★★★☆☆3.0 rating
48 Sword St Suite 101-104, Auburn, MA 01501
- Complete Roofing ServicesServes Dudley · 12.9 mi★★★★★4.7 rating
10 Cuba Rd, Worcester, MA 01603
- Anchor Roofing & GuttersServes Dudley · 13.0 mi★★★★★5.0 rating
110 Elm St #9, Millbury, MA 01527
- Rhinosidepro siding - windowsServes Dudley · 13.0 mi★★★★★5.0 rating
40 Burncoat St, Leicester, MA 01524
- FroofServes Dudley · 13.4 mi★★★★★5.0 rating
25 Southbridge St, Auburn, MA 01501
- RUELI BUILDERSServes Dudley · 13.5 mi★★★★☆4.0 rating
120 Main St, Spencer, MA 01562
- Altitude RoofingServes Dudley · 14.2 mi★★★★★4.8 rating
241 Wildwood Ave, Worcester, MA 01603
- Worcester, MAServes Dudley · 14.2 mi★★★★★4.9 rating
118 Cambridge St, Worcester, MA 01603
- Worcester, MAServes Dudley · 14.2 mi★★★☆☆2.5 rating
118 Cambridge St, Worcester, MA 01603
- Rigali Exterior Construction IncServes Dudley · 14.3 mi★★★★★5.0 rating
241 Hartford Ave W, Uxbridge, MA 01569
- AJS Restoration & Construction IncServes Dudley · 14.5 mi★★★★★5.0 rating
30 Haynes Hill Rd, Brimfield, MA 01010
- Seven Hills RoofingServes Dudley · 14.7 mi★★★★★4.8 rating
100 Canterbury St, Worcester, MA 01603
- Superior Roofing Inc.Serves Dudley · 14.9 mi★★★★★4.6 rating
230 A Church St, Whitinsville, MA 01588
- The NorthFace Roofing Company - MAServes Dudley · 15.1 mi★★★★★5.0 rating
823 Little Rest Rd, Brimfield, MA 01010
- Simply RoofingServes Dudley · 15.2 mi★★★★★5.0 rating
397 Park Ave, Worcester, MA 01610
- Stepping Stone Remodeling Inc.Serves Dudley · 15.3 mi★★★★★5.0 rating
24 Talbot Terrace, Uxbridge, MA 01569
- Vertex ExteriorsServes Dudley · 15.3 mi★★★★★5.0 rating
301 N Main St, Uxbridge, MA 01569
- Shine Construction, Inc.Serves Dudley · 15.3 mi★★★★★5.0 rating
301 N Main St, Uxbridge, MA 01569
- Benjamin Painting & Sons IncServes Dudley · 15.2 mi★★★★★4.6 rating
144 Dewey St, Worcester, MA 01610
- Pinkman RoofingServes Dudley · 15.2 mi★★★★★5.0 rating
110 Winfield St, Worcester, MA 01602
- Markopoulos RoofingServes Dudley · 15.4 mi★★★★★4.9 rating
347 Chandler St Ste A, Worcester, MA 01602
- JP Carroll RoofingServes Dudley · 15.5 mi★★★★★5.0 rating
100 June St #2L, Worcester, MA 01602
- Hemlock RoofingServes Dudley · 16.1 mi★★★★★5.0 rating
2 Richmond Ave apt 2R, Worcester, MA 01602
- A Eagle GuttersServes Dudley · 16.2 mi★★★★★4.8 rating
210 Park Ave, Worcester, MA 01609
- Window Logic General Contractors IncServes Dudley · 16.4 mi★★★★★4.8 rating
31 Wheeler Rd, North Grafton, MA 01536
- RenoVista ConstructionServes Dudley · 16.5 mi★★★★★5.0 rating
202 Worcester St #12, North Grafton, MA 01536
- Akaza BuildersServes Dudley · 16.7 mi★★★★★5.0 rating
34 Daffodil Ct, South Grafton, MA 01560
- Remodel or Renew Home Improvement Inc.Serves Dudley · 17.1 mi★★★★★4.7 rating
377 Shrewsbury St, Worcester, MA 01604
- Harris Construction IncServes Dudley · 17.2 mi★★★★★5.0 rating
108 N Main St, North Grafton, MA 01536
- Reis Construction ManagementServes Dudley · 17.3 mi★★★★☆4.4 rating
198 S Quinsigamond Ave, Shrewsbury, MA 01545
- Construction Experts IncServes Dudley · 17.4 mi★★★★★5.0 rating
22 Leland St, Grafton, MA 01519
Roofing in Dudley — what to know
Insurance & rebates
Mass Save doesn't rebate roofing — it covers insulation, air sealing, and heat pumps. Dudley is served by National Grid, so homeowners qualify for the full weatherization program. Because many homes date to the mid-century and are under-insulated by modern standards, pairing a Mass Save attic-insulation upgrade with a re-roof is a strong combination — easiest to install with the deck open and effective at cutting ice damming.
For roofing costs, insurance is the main variable. South-central-Massachusetts snow load makes ice-dam leaks a recurring claim. Many policies cover sudden ice-dam water damage but exclude gradual wear, so document leaks promptly and file before the damage spreads.
Permits in Dudley
Massachusetts requires a building permit for a roof replacement, issued by the Dudley Building Department. State code mandates an ice-and-water shield at the eaves and valleys — important given local snow exposure — plus proper underlayment and drip edge. Older homes near the village and former mill areas often have multiple roof layers and aged decking, so tear-off frequently reveals sheathing repair. A licensed roofer typically pulls the permit and schedules the required inspection as part of the project.
Typical project cost
A typical asphalt re-roof in Dudley runs roughly $8,500–$18,000 depending on size, pitch, and layers. South-Worcester-County labor rates sit below Boston metro, keeping base costs moderate, while older homes add cost through layered tear-offs and deck repair. Architectural shingles add a modest premium over three-tab; metal and flat EPDM cost more. The most common budget surprises are rotted decking found at tear-off and the full ice-and-water shield coverage code requires at the eaves.
About Dudley homes
Dudley is a Worcester County town of about 11,885 people across roughly 4,366 housing units, with a median home age near 60 years. On the Connecticut border beside Webster, its stock blends older village and mill-related homes with a large share of 1950s–80s capes, ranches, and colonials, plus Nichols College housing influencing the area.
Dudley sits in the colder south-central corner of Massachusetts and reliably catches significant winter snowfall and freeze-thaw cycling. That snow load — rather than coastal wind — drives most roof leaks here, especially ice damming at the eaves of older, less-insulated homes.
Common questions — Roofing in Dudley
- Does Mass Save cover a new roof in Dudley?
- No — Mass Save covers insulation and air sealing, not roofing. Dudley is in National Grid territory, so you qualify for that program; add subsidized attic insulation while the roof is open.
- Do I need a permit to re-roof in Dudley?
- Yes. The Dudley Building Department requires a permit, and code mandates an ice-and-water shield at the eaves. Your roofer normally handles it.
- Why do Dudley roofs get ice dams?
- South-central Massachusetts snow load and freeze-thaw cause them. Heat escaping into the attic melts roof snow that refreezes at the eaves, backing water under the shingles. Ice-and-water shield and attic insulation are the standard fix.
- My mid-century home may need deck work — is that common?
- It can be. Older Dudley homes sometimes have aged sheathing or multiple roof layers that turn up at tear-off. The roofer assesses and replaces any soft decking before the new roof goes down.
- Will insurance pay for ice-dam damage in Dudley?
- Sudden ice-dam water intrusion is often covered; gradual wear usually isn't. Document the leak with photos and file the claim promptly.
