1000 Riceville Rd, Athol, MA 01331
Roofing in Winchendon, Massachusetts
Compare contractors serving Winchendon, Worcester County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Winchendon.
Contractors serving Winchendon
Claimed listings within 5 miles come first, then the rest by rating, then distance. Google ratings as of October 2026. How we list and rank contractors
- Gadarowski Roofing & Construction IncServes Winchendon · 12.6 mi★★★★★5.0 Google rating
- AMDS ConstructionServes Winchendon · 13.4 mi★★★★★5.0 Google rating
21 West St, Fitchburg, MA 01420
- Hayden RoofingServes Winchendon · 13.9 mi★★★★★5.0 Google rating
70 Prentiss St, Orange, MA 01364
- CMG improvement LLCServes Winchendon · 15.0 mi★★★★★5.0 Google rating
436 Water St, Fitchburg, MA 01420
- Hurlburt Building ContractorsServes Winchendon · 15.4 mi★★★★★5.0 Google rating
29 Fairman Rd, Orange, MA 01364
- Preferred Builders General Services IncServes Winchendon · 15.7 mi★★★★★5.0 Google rating
37 Duck Mill Rd, Fitchburg, MA 01420
- Mathias Construction CORPServes Winchendon · 17.7 mi★★★★★5.0 Google rating
35 Newton St, Leominster, MA 01453
- Cloutier ContractorsServes Winchendon · 18.2 mi★★★★★5.0 Google rating
52 Mooreland Ave, Leominster, MA 01453
- Supreme Home ExpertsServes Winchendon · 18.5 mi★★★★★5.0 Google rating
29 Miller St, Leominster, MA 01453
- Trinity Roofing ContractorsServes Winchendon · 19.2 mi★★★★★5.0 Google rating
435 Lancaster St Unit 361, Leominster, MA 01453
- NJW ConstructionServes Winchendon · 19.4 mi★★★★★5.0 Google rating
19 Balsam Dr, Townsend, MA 01469
- Crestview Home ServicesServes Winchendon · 20.0 mi★★★★★5.0 Google rating
1330 Central St, Leominster, MA 01453
- Peak Company RoofingServes Winchendon · 24.7 mi★★★★★5.0 Google rating
119 Neck Rd, Lancaster, MA 01523
- super sidingServes Winchendon · 25.3 mi★★★★★5.0 Google rating
7 Gorham Ave, Clinton, MA 01510
- Eyles ContractingServes Winchendon · 15.8 mi★★★★★4.9 Google rating
65 Airport Rd, Fitchburg, MA 01420
- Adams Tool & NailServes Winchendon · 16.5 mi★★★★★4.9 Google rating
765 N Main St, Leominster, MA 01453
- Brian M. LeBlanc Roofing, Inc.Serves Winchendon · 17.2 mi★★★★★4.9 Google rating
27 Cherry St, Leominster, MA 01453
- CapEx FSC, LLCServes Winchendon · 18.7 mi★★★★★4.9 Google rating
106 Carter St, Leominster, MA 01453
- Brittivia HomesServes Winchendon · 15.8 mi★★★★★4.8 Google rating
913 Northfield Rd, Lunenburg, MA 01462
- Mr, J&A General Construction and RepairsServes Winchendon · 19.7 mi★★★★★4.8 Google rating
23 Ridgewood Cir, Leominster, MA 01453
- Solid State ConstructionServes Winchendon · 22.6 mi★★★★★4.7 Google rating
2 Shaker Rd Unit B104, Shirley, MA 01464
- Leger SidingServes Winchendon · 11.2 mi★★★★★4.6 Google rating
3 Mark Newton Rd, Westminster, MA 01473
- EAW Roofing and Construction Inc.Serves Winchendon · 24.9 mi★★★★★4.5 Google rating
1042 Main St, Clinton, MA 01510
- JMP Construction Corporation of LeominsterServes Winchendon · 17.6 mi★★★★☆4.4 Google rating
41 Salisbury St, Leominster, MA 01453
- Triumph RoofingServes Winchendon · 4.2 mi★★★☆☆3.3 Google rating
46 Elm St, Baldwinville, MA 01436
- Serves Winchendon · 13.9 mi
18 Foster Street Fitchburg Lunenburg, Fitchburg, MA 01420
- Serves Winchendon · 18.1 mi
25 Union St #3, Leominster, MA 01453
- Serves Winchendon · 18.7 mi
106 Carter St suite 27, Leominster, MA 01453
- Serves Winchendon · 20.1 mi
701 Reservoir Rd, Lunenburg, MA 01462
- Serves Winchendon · 25.4 mi
617 Main St, Clinton, MA 01510
Roofing in Winchendon — what to know
Insurance & rebates
Mass Save doesn't rebate roofing — it covers insulation, air sealing, and heat pumps. Winchendon is served by National Grid, so homeowners qualify for the full weatherization program. In this snow-belt town, attic insulation matters more than almost anywhere: a re-roof is the cheapest moment to add Mass Save-subsidized insulation and air sealing, which directly reduce the heat loss that drives Winchendon's heavy ice damming.
For the roof itself, insurance is the cost lever. The town's extreme snow load makes ice-dam leaks and snow-related damage frequent claims. Many policies cover sudden water intrusion but exclude gradual wear, so document leaks early and file before they spread.
Permits in Winchendon
Massachusetts requires a building permit for a roof replacement, issued by the Winchendon Building Department. State code mandates an ice-and-water shield at the eaves and valleys — critical in a town with Winchendon's snow load — plus proper underlayment and drip edge; some contractors here extend ice-and-water coverage higher up the roof than the minimum given the conditions. Older mill-village homes often have multiple roof layers and aged plank decking, so tear-off commonly reveals sheathing repair. A licensed roofer handles permitting and inspection.
Where a permit is required, roofing work in Winchendon is filed with the Winchendon Building Department; see the Winchendon Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
A typical asphalt re-roof in Winchendon runs roughly $8,000–$17,500, with larger or multi-layer homes higher. North-county labor rates fall well below Boston metro, keeping base costs low, while older homes add cost through layered tear-offs and plank-deck repair. Architectural shingles add a modest premium over three-tab; metal roofs — which shed heavy snow well — are a popular upgrade here and cost more. The biggest budget surprises are rotted decking at tear-off and extended ice-and-water shield coverage suited to the snow load.
About Winchendon homes
Winchendon is a Worcester County town of about 10,372 people across roughly 4,058 housing units, with a median home age near 44 years. On the New Hampshire border in the cold north-county highlands, its stock blends older mill-village homes near the downtown with 1970s–2000s capes, ranches, and colonials on rural and wooded lots.
Known locally as one of the snowiest corners of the state, Winchendon catches some of central Massachusetts's heaviest and longest-lasting snowfall. That deep snow load and severe freeze-thaw cycling — not coastal wind — define the roofing challenges here, with ice damming and snow-weight stress the dominant causes of leaks and replacements.
Common questions — Roofing in Winchendon
- Is a metal roof worth it in Winchendon?
- Many homeowners think so. Metal sheds the town's heavy snow well and resists ice damming better than asphalt, though it costs more upfront. In one of the state's snowiest towns, that trade-off appeals to a lot of owners.
- Can Mass Save help with my Winchendon roof?
- Not the roof itself — Mass Save covers insulation and air sealing. Winchendon is in National Grid territory, so you qualify; adding attic insulation during a re-roof is especially valuable in this snow belt.
- Do I need a permit to re-roof in Winchendon?
- Yes. The Winchendon Building Department requires a permit, and code mandates an ice-and-water shield at the eaves. Many local roofers extend that coverage higher given the snow load. Your roofer handles permitting.
- Why are ice dams so severe in Winchendon?
- Winchendon gets some of the state's heaviest, longest-lasting snow. Heat escaping into the attic melts roof snow that refreezes at the eaves, forcing water under the shingles. Insulation plus generous ice-and-water shield are the defense.
- Will insurance cover snow and ice-dam damage?
- Sudden ice-dam water damage is often covered; gradual wear is usually not. Photograph interior leaks and file the claim promptly.
