40 Westwind Dr, Webster, MA 01570
Roofing in Webster, Massachusetts
Compare contractors serving Webster, Worcester County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Webster — including 1 based in town.
Contractors serving Webster
- 1st Choice RoofingBased in Webster★★★★★5.0 rating
- Empire ConstructionServes Webster · 2.5 mi★★★★★5.0 rating
66 Flaxfield Rd, Dudley, MA 01571
- Thomas V. Gadbois and Sons RemodelingServes Webster · 4.1 mi★★★★★5.0 rating
130 Old Webster Rd, Oxford, MA 01540
- Central Mass Roof RestorationsServes Webster · 4.5 mi★★★★★5.0 rating
68 Dudley Rd, Oxford, MA 01540
- East Coast Metal RoofingServes Webster · 4.5 mi★★★★★4.8 rating
254 Sutton Ave, Oxford, MA 01540
- Doktor ConstructionServes Webster · 4.8 mi★★★★★5.0 rating
14 Center Rd, Dudley, MA 01571
- GA Siding, Windows & RoofingServes Webster · 4.9 mi★★★☆☆3.3 rating
308 Main St, Oxford, MA 01540
- Modern Standing Seam Metal RoofingServes Webster · 7.8 mi★★★★★4.9 rating
219 Whitins Rd, Sutton, MA 01590
- Jamison Home ConstructionServes Webster · 8.0 mi★★★★★4.9 rating
126 Muggett Hill Rd, Charlton, MA 01507
- Rizzuti ConstructionServes Webster · 8.9 mi★★★★★5.0 rating
893 Southbridge St, Auburn, MA 01501
- Titus General ContractingServes Webster · 9.0 mi★★★★☆4.2 rating
13 Hill St, Auburn, MA 01501
- Golden Gutters, Roofing & SidingServes Webster · 9.8 mi★★★★★4.9 rating
23 Harback Rd, Sutton, MA 01590
- Saunders & Sons RoofingServes Webster · 9.9 mi★★★★★5.0 rating
394 Elm St, Southbridge, MA 01550
- Rigali Exterior Construction IncServes Webster · 9.9 mi★★★★★5.0 rating
241 Hartford Ave W, Uxbridge, MA 01569
- Moura Quality painting & ContractingServes Webster · 10.1 mi★★★★★5.0 rating
12 Barbara Ave, Auburn, MA 01501
- Superior Roofing Inc.Serves Webster · 10.8 mi★★★★★4.6 rating
230 A Church St, Whitinsville, MA 01588
- Stepping Stone Remodeling Inc.Serves Webster · 10.8 mi★★★★★5.0 rating
24 Talbot Terrace, Uxbridge, MA 01569
- On Top RoofingServes Webster · 10.8 mi★★★★★4.9 rating
45 River St Suite S, Millbury, MA 01527
- Anchor Roofing & GuttersServes Webster · 10.8 mi★★★★★5.0 rating
110 Elm St #9, Millbury, MA 01527
- Shine Construction, Inc.Serves Webster · 10.9 mi★★★★★5.0 rating
301 N Main St, Uxbridge, MA 01569
- Vertex ExteriorsServes Webster · 10.9 mi★★★★★5.0 rating
301 N Main St, Uxbridge, MA 01569
- Serves Webster · 11.2 mi
31 Eastford Rd, Auburn, MA 01501
- Guaranteed Building MaintenanceServes Webster · 11.5 mi★★★★★4.9 rating
20 Ponton St, Sturbridge, MA 01566
- Quality Contracting, Inc.Serves Webster · 11.7 mi★★★★★4.5 rating
211 Southbridge St, Auburn, MA 01501
- Synergy Waste ManagementServes Webster · 12.1 mi★★★☆☆3.0 rating
48 Sword St Suite 101-104, Auburn, MA 01501
- Kings of Pressure Power Washing & RestorationServes Webster · 12.2 mi★★★★★5.0 rating
30 Huntoon Memorial Hwy, Leicester, MA 01524
- FroofServes Webster · 12.6 mi★★★★★5.0 rating
25 Southbridge St, Auburn, MA 01501
- Complete Roofing ServicesServes Webster · 12.7 mi★★★★★4.7 rating
10 Cuba Rd, Worcester, MA 01603
- Akaza BuildersServes Webster · 13.2 mi★★★★★5.0 rating
34 Daffodil Ct, South Grafton, MA 01560
- Worcester, MAServes Webster · 13.6 mi★★★★★4.9 rating
118 Cambridge St, Worcester, MA 01603
- Worcester, MAServes Webster · 13.6 mi★★★☆☆2.5 rating
118 Cambridge St, Worcester, MA 01603
- Window Logic General Contractors IncServes Webster · 13.9 mi★★★★★4.8 rating
31 Wheeler Rd, North Grafton, MA 01536
- Seven Hills RoofingServes Webster · 13.9 mi★★★★★4.8 rating
100 Canterbury St, Worcester, MA 01603
- East Coast SidingServes Webster · 14.0 mi★★★★★4.8 rating
10 Brousseau Dr, Upton, MA 01568
- Construction Experts IncServes Webster · 14.0 mi★★★★★5.0 rating
22 Leland St, Grafton, MA 01519
- Altitude RoofingServes Webster · 14.1 mi★★★★★4.8 rating
241 Wildwood Ave, Worcester, MA 01603
- Rhinosidepro siding - windowsServes Webster · 14.2 mi★★★★★5.0 rating
40 Burncoat St, Leicester, MA 01524
- RenoVista ConstructionServes Webster · 14.2 mi★★★★★5.0 rating
202 Worcester St #12, North Grafton, MA 01536
- Benjamin Painting & Sons IncServes Webster · 14.6 mi★★★★★4.6 rating
144 Dewey St, Worcester, MA 01610
- Simply RoofingServes Webster · 14.6 mi★★★★★5.0 rating
397 Park Ave, Worcester, MA 01610
- Pinkman RoofingServes Webster · 14.6 mi★★★★★5.0 rating
110 Winfield St, Worcester, MA 01602
- Harris Construction IncServes Webster · 14.9 mi★★★★★5.0 rating
108 N Main St, North Grafton, MA 01536
- Markopoulos RoofingServes Webster · 14.9 mi★★★★★4.9 rating
347 Chandler St Ste A, Worcester, MA 01602
- JP Carroll RoofingServes Webster · 15.1 mi★★★★★5.0 rating
100 June St #2L, Worcester, MA 01602
- Craftech RestorationServes Webster · 15.6 mi★★★★★4.9 rating
1 Walker Dr, Upton, MA 01568
- A Eagle GuttersServes Webster · 15.6 mi★★★★★4.8 rating
210 Park Ave, Worcester, MA 01609
- Aboveboard ContractingServes Webster · 15.6 mi★★★★★5.0 rating
12 Liberty Hill Dr, Blackstone, MA 01504
- RUELI BUILDERSServes Webster · 15.6 mi★★★★☆4.0 rating
120 Main St, Spencer, MA 01562
- Hemlock RoofingServes Webster · 15.6 mi★★★★★5.0 rating
2 Richmond Ave apt 2R, Worcester, MA 01602
- Reis Construction ManagementServes Webster · 15.7 mi★★★★☆4.4 rating
198 S Quinsigamond Ave, Shrewsbury, MA 01545
Roofing in Webster — what to know
Insurance & rebates
Insurance is the cost lever tied to a Webster roof's age, and it matters more for a working-class budget. Massachusetts carriers commonly decline to renew on roofs past about 20 years, often requiring an inspection first, and a worn roof can force a replacement to keep coverage. Winter storms and occasional wind produce damage claims; document the date and get a roofer's written assessment to support a filing. A newer roof in sound condition typically earns a modest premium reduction.
Webster is served by National Grid, an investor-owned utility, so Mass Save applies — not to the roof (Mass Save never funds roofing), but to attic insulation and air-sealing. In Webster's older mill-era housing that work is especially valuable: subsidized at 75% or more after a free Mass Save assessment, it both lowers heating bills and stops ice dams, and is worth scheduling alongside a re-roof.
Permits in Webster
Webster requires a building permit for roof replacement, filed with the town Building Department, and Massachusetts code requires an ice-and-water shield membrane at the eaves and in valleys to guard against ice dams. Most asphalt jobs are a full tear-off to the deck so the contractor can inspect and replace any rotted sheathing before re-roofing. In two- and three-family homes near the center, the tight lots affect staging and dumpster placement, and a shared roof may need coordination between owners. Reputable roofers pull the permit and schedule inspections as part of the job.
Typical project cost
Roofing costs in Webster run below the eastern-Massachusetts average thanks to lower central-Massachusetts labor rates. A full asphalt-shingle tear-off and replacement generally runs $8,000–$22,000 depending on size, pitch, and layers removed; a flat or low-slope EPDM rubber roof on a section runs about $7,000–$16,000. Standing-seam metal runs roughly $20,000–$42,000. Slate or specialty roofs cost more. Older multi-families with steep rooflines and several units land toward the higher end of the range because of added labor and tight access, while simpler post-war ranches and lakeside homes fall lower.
About Webster homes
Webster is a Worcester County town of about 17,671 on the Connecticut border, set beside the lake locals call Lake Webster. A former textile-mill community with French-Canadian and Polish roots, it remains a working-class town with affordable housing relative to eastern Massachusetts.
The roofing stock reflects its mill history: dense neighborhoods of two- and three-family homes and older single-families near the center, with post-war ranches and lakeside homes around the water. The older multi-families often carry steep, complex rooflines and tight lots that complicate tear-off and staging, while post-war homes have simpler asphalt roofs. As a central-Massachusetts town, Webster sees full winters, so ice dams and snow load drive recurring repairs, especially on the closely spaced multi-family roofs near the center.
Common questions — Roofing in Webster
- Does Mass Save pay for a roof in Webster?
- No — Mass Save doesn't fund roofing anywhere. But Webster is National Grid territory, so the attic insulation and air-sealing that prevents ice dams is subsidized at 75% or more after a free Mass Save assessment, especially valuable in older mill-era homes.
- Will my insurer drop me for an old roof in Webster?
- It's common. Many Massachusetts carriers won't renew on a roof past about 20 years without an inspection, and some require replacement. Replacing an aging roof keeps coverage in place and can reduce your premium.
- Why is roofing cheaper in Webster than near Boston?
- Lower central-Massachusetts labor rates keep pricing modest — a full asphalt tear-off here typically runs $8,000–$22,000. The same roof closer to Boston usually costs more. Materials are similar; labor is the main difference.
- I own a multi-family near the center — anything different about re-roofing?
- The tight lots affect staging and dumpster placement, and a shared roof may need coordination between owners. An experienced local roofer plans access and timing, and you'll still need a town permit and ice-and-water shield.
- Do I need a permit to replace my roof in Webster?
- Yes. The Webster Building Department requires a permit, and the work must include ice-and-water shield at the eaves and valleys. Established roofers pull the permit and schedule inspections as part of the job.
