3 Harris St, Baldwinville, MA 01436
Roofing in Winchendon, Massachusetts
Compare contractors serving Winchendon, Worcester County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Winchendon.
Contractors serving Winchendon
- Roof Clean Plus, LLCServes Winchendon · 4.0 mi★★★★★5.0 rating
- Triumph RoofingServes Winchendon · 4.2 mi★★★☆☆3.3 rating
46 Elm St, Baldwinville, MA 01436
- EngComfort Gutter ServicesServes Winchendon · 4.6 mi★★★★★4.8 rating
70 Dunn Rd, Ashburnham, MA 01430
- Maki Building CentersServes Winchendon · 8.7 mi★★★★☆4.0 rating
513 Betty Spring Rd, Gardner, MA 01440
- Leger SidingServes Winchendon · 11.2 mi★★★★★4.6 rating
3 Mark Newton Rd, Westminster, MA 01473
- BT Seamless GuttersServes Winchendon · 12.6 mi★★★★★5.0 rating
45 Gardner Rd, Hubbardston, MA 01452
- Gadarowski Roofing & Construction IncServes Winchendon · 12.6 mi★★★★★5.0 rating
1000 Riceville Rd, Athol, MA 01331
- Shaddai PaintingServes Winchendon · 12.9 mi★★★★★5.0 rating
150 Billings Rd, Fitchburg, MA 01420
- AMDS ConstructionServes Winchendon · 13.4 mi★★★★★5.0 rating
21 West St, Fitchburg, MA 01420
- Hayden RoofingServes Winchendon · 13.9 mi★★★★★5.0 rating
70 Prentiss St, Orange, MA 01364
- Serves Winchendon · 13.9 mi
18 Foster Street Fitchburg Lunenburg, Fitchburg, MA 01420
- CMG improvement LLCServes Winchendon · 15.0 mi★★★★★5.0 rating
436 Water St, Fitchburg, MA 01420
- Chimney BoyzServes Winchendon · 15.1 mi★★★★★5.0 rating
5 Boylston St, Fitchburg, MA 01420
- Hurlburt Building ContractorsServes Winchendon · 15.4 mi★★★★★5.0 rating
29 Fairman Rd, Orange, MA 01364
- Preferred Builders General Services IncServes Winchendon · 15.7 mi★★★★★5.0 rating
37 Duck Mill Rd, Fitchburg, MA 01420
- Economic Enviro Techs Inc.Serves Winchendon · 15.8 mi★★★★★5.0 rating
38 Intervale Rd, Fitchburg, MA 01420
- Brittivia HomesServes Winchendon · 15.8 mi★★★★★4.8 rating
913 Northfield Rd, Lunenburg, MA 01462
- Eyles ContractingServes Winchendon · 15.8 mi★★★★★4.9 rating
65 Airport Rd, Fitchburg, MA 01420
- Maki Building CenterServes Winchendon · 15.9 mi★★★★☆4.3 rating
160 Massachusetts Ave, Lunenburg, MA 01462
- Adams Tool & NailServes Winchendon · 16.5 mi★★★★★4.9 rating
765 N Main St, Leominster, MA 01453
- Brian M. LeBlanc Roofing, Inc.Serves Winchendon · 17.2 mi★★★★★4.9 rating
27 Cherry St, Leominster, MA 01453
- You Name It Creatives, LLCServes Winchendon · 17.6 mi★★★★★4.7 rating
3 Lancaster Ave, Lunenburg, MA 01462
- JMP Construction Corporation of LeominsterServes Winchendon · 17.6 mi★★★★☆4.4 rating
41 Salisbury St, Leominster, MA 01453
- Mathias Construction CORPServes Winchendon · 17.7 mi★★★★★5.0 rating
35 Newton St, Leominster, MA 01453
- Serves Winchendon · 18.1 mi
25 Union St #3, Leominster, MA 01453
- Cloutier ContractorsServes Winchendon · 18.2 mi★★★★★5.0 rating
52 Mooreland Ave, Leominster, MA 01453
- Dream Kitchens & Baths by Nelson, Inc.Serves Winchendon · 18.4 mi★★★★☆4.2 rating
44 Mead St Suite A, Leominster, MA 01453
- Supreme Home ExpertsServes Winchendon · 18.5 mi★★★★★5.0 rating
29 Miller St, Leominster, MA 01453
- Timber Pros - Tree ServicesServes Winchendon · 18.6 mi★★★★★4.8 rating
153 Nashua St, Leominster, MA 01453
- Serves Winchendon · 18.7 mi
106 Carter St suite 27, Leominster, MA 01453
- CapEx FSC, LLCServes Winchendon · 18.7 mi★★★★★4.9 rating
106 Carter St, Leominster, MA 01453
- Washington's Landscape & Hardscape, LLCServes Winchendon · 19.0 mi★★★★★5.0 rating
25 Mohawk Dr, Leominster, MA 01453
- Trinity Roofing ContractorsServes Winchendon · 19.2 mi★★★★★5.0 rating
435 Lancaster St Unit 361, Leominster, MA 01453
- On Duty Chimney Masonry StoveServes Winchendon · 19.3 mi★★★★★4.9 rating
493 Lancaster St suite 201, Leominster, MA 01453
- NJW ConstructionServes Winchendon · 19.4 mi★★★★★5.0 rating
19 Balsam Dr, Townsend, MA 01469
- Mr, J&A General Construction and RepairsServes Winchendon · 19.7 mi★★★★★4.8 rating
23 Ridgewood Cir, Leominster, MA 01453
- Intelligent SolarServes Winchendon · 19.8 mi★★★★★5.0 rating
917 Flat Hill Rd, Lunenburg, MA 01462
- Crestview Home ServicesServes Winchendon · 20.0 mi★★★★★5.0 rating
1330 Central St, Leominster, MA 01453
- Serves Winchendon · 20.1 mi
701 Reservoir Rd, Lunenburg, MA 01462
- Solid State ConstructionServes Winchendon · 22.6 mi★★★★★4.7 rating
2 Shaker Rd Unit B104, Shirley, MA 01464
- Peak Company RoofingServes Winchendon · 24.7 mi★★★★★5.0 rating
119 Neck Rd, Lancaster, MA 01523
- EAW Roofing and Construction Inc.Serves Winchendon · 24.9 mi★★★★★4.5 rating
1042 Main St, Clinton, MA 01510
- super sidingServes Winchendon · 25.3 mi★★★★★5.0 rating
7 Gorham Ave, Clinton, MA 01510
- Serves Winchendon · 25.4 mi
617 Main St, Clinton, MA 01510
- Built RemodelingServes Winchendon · 25.5 mi★★★★★4.7 rating
58 Pearl St, Clinton, MA 01510
- JM All-Pro ServicesServes Winchendon · 25.6 mi★★★★★5.0 rating
208 Walnut St, Clinton, MA 01510
- Lively Builders IncServes Winchendon · 25.6 mi★★★★★4.9 rating
11 Hillside Rd, Montague, MA 01351
- Tip Top RoofingServes Winchendon · 26.2 mi★★★★★4.9 rating
245 W Boylston St, West Boylston, MA 01583
- Warren Design BuildServes Winchendon · 27.7 mi★☆☆☆☆1.0 rating
268 West St, Berlin, MA 01503
- Hawkins RoofingServes Winchendon · 27.9 mi★★★★★5.0 rating
89 Crescent St, Greenfield, MA 01301
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.
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.
