40 Burncoat St, Leicester, MA 01524
Roofing in Oakham, Massachusetts
Compare contractors serving Oakham, Worcester County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Oakham.
Contractors serving Oakham
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
- Rhinosidepro siding - windowsServes Oakham · 9.5 mi★★★★★5.0 Google rating
- Hemlock RoofingServes Oakham · 12.2 mi★★★★★5.0 Google rating
2 Richmond Ave apt 2R, Worcester, MA 01602
- JP Carroll RoofingServes Oakham · 12.4 mi★★★★★5.0 Google rating
100 June St #2L, Worcester, MA 01602
- Pinkman RoofingServes Oakham · 13.0 mi★★★★★5.0 Google rating
110 Winfield St, Worcester, MA 01602
- Simply RoofingServes Oakham · 13.0 mi★★★★★5.0 Google rating
397 Park Ave, Worcester, MA 01610
- Igor's ConstructionServes Oakham · 13.3 mi★★★★★5.0 Google rating
419 Burncoat St, Worcester, MA 01606
- FroofServes Oakham · 14.2 mi★★★★★5.0 Google rating
25 Southbridge St, Auburn, MA 01501
- Rizzuti ConstructionServes Oakham · 14.9 mi★★★★★5.0 Google rating
893 Southbridge St, Auburn, MA 01501
- The NorthFace Roofing Company - MAServes Oakham · 15.2 mi★★★★★5.0 Google rating
823 Little Rest Rd, Brimfield, MA 01010
- Gadarowski Roofing & Construction IncServes Oakham · 16.0 mi★★★★★5.0 Google rating
1000 Riceville Rd, Athol, MA 01331
- Caspian RenovationsServes Oakham · 16.0 mi★★★★★5.0 Google rating
119 Boston Tpke, Shrewsbury, MA 01545
- Patrick Glynn Roofing LLCServes Oakham · 17.5 mi★★★★★5.0 Google rating
18 Woodland Rd, Shrewsbury, MA 01545
- Crestview Home ServicesServes Oakham · 18.0 mi★★★★★5.0 Google rating
1330 Central St, Leominster, MA 01453
- Anchor Roofing & GuttersServes Oakham · 18.2 mi★★★★★5.0 Google rating
110 Elm St #9, Millbury, MA 01527
- Markopoulos RoofingServes Oakham · 12.6 mi★★★★★4.9 Google rating
347 Chandler St Ste A, Worcester, MA 01602
- Tip Top RoofingServes Oakham · 13.2 mi★★★★★4.9 Google rating
245 W Boylston St, West Boylston, MA 01583
- Worcester, MAServes Oakham · 13.4 mi★★★★★4.9 Google rating
118 Cambridge St, Worcester, MA 01603
- Jamison Home ConstructionServes Oakham · 15.8 mi★★★★★4.9 Google rating
126 Muggett Hill Rd, Charlton, MA 01507
- On Top RoofingServes Oakham · 18.0 mi★★★★★4.9 Google rating
45 River St Suite S, Millbury, MA 01527
- Altitude RoofingServes Oakham · 11.8 mi★★★★★4.8 Google rating
241 Wildwood Ave, Worcester, MA 01603
- Seven Hills RoofingServes Oakham · 13.7 mi★★★★★4.8 Google rating
100 Canterbury St, Worcester, MA 01603
- J E Fournier Chimney and Roofing ContractorsServes Oakham · 15.8 mi★★★★★4.8 Google rating
21 N Quinsigamond Ave, Shrewsbury, MA 01545
- Complete Roofing ServicesServes Oakham · 12.7 mi★★★★★4.7 Google rating
10 Cuba Rd, Worcester, MA 01603
- Remodel or Renew Home Improvement Inc.Serves Oakham · 14.8 mi★★★★★4.7 Google rating
377 Shrewsbury St, Worcester, MA 01604
- Leger SidingServes Oakham · 12.8 mi★★★★★4.6 Google rating
3 Mark Newton Rd, Westminster, MA 01473
- Quality Contracting, Inc.Serves Oakham · 14.5 mi★★★★★4.5 Google rating
211 Southbridge St, Auburn, MA 01501
- Reis Construction ManagementServes Oakham · 16.4 mi★★★★☆4.4 Google rating
198 S Quinsigamond Ave, Shrewsbury, MA 01545
- Titus General ContractingServes Oakham · 14.9 mi★★★★☆4.2 Google rating
13 Hill St, Auburn, MA 01501
- RUELI BUILDERSServes Oakham · 7.8 mi★★★★☆4.0 Google rating
120 Main St, Spencer, MA 01562
- Triumph RoofingServes Oakham · 17.9 mi★★★☆☆3.3 Google rating
46 Elm St, Baldwinville, MA 01436
Roofing in Oakham — what to know
Insurance & rebates
Oakham's roofing risk is central Massachusetts snow load and ice dams, not coastal wind. The town sits inland enough that heavy seasonal snowpack on broad eaves drives most local leak claims, and insurance carriers in the area routinely decline to renew on roofs past about 20 years. Document any storm or ice-dam damage with dated photos and a roofer's written assessment before filing a claim.
National Grid is the electric utility, so Mass Save applies. Mass Save never pays for a roof, but attic insulation and air-sealing — the underlying cause of most ice dams in the 1970s–1990s capes and ranches here, where original insulation specs were thin by today's standards — are typically subsidized at 75% or more after a free Home Energy Assessment.
Permits in Oakham
Oakham requires a building permit for roof replacement through the town Building Department, which operates on small-town hours. Massachusetts code requires ice-and-water shield at the eaves and valleys. Properties along the East Branch of the Ware River or any pond and brook corridor may trigger Conservation Commission review under the Wetlands Protection Act for any associated structural work. Full tear-offs are standard to verify sheathing; the 1970s–1990s plywood decks are generally in good shape and allow a clean reinstall.
Where a permit is required, roofing work in Oakham is filed with the Oakham Building Department; see the Oakham Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Roofing in Oakham runs at the lower end of the Massachusetts price band, well below Boston metro. A full asphalt tear-off typically runs $7,000–$17,000 depending on roof size, pitch, and access; flat or low-slope EPDM rubber on additions and porches runs $5,500–$12,000; standing-seam metal $16,000–$36,000. Bundling a house and detached garage in one mobilization usually saves 10–15% versus splitting them across seasons.
About Oakham homes
Oakham is a small central Worcester County town of about 1,585 residents and roughly 674 housing units. The median home age is around 43 years — younger than most of the county — reflecting the wave of 1970s–1990s capes, ranches, and contemporaries that filled in around an older village core.
Roofing stock here is mostly that mid-late-20th-century build: simple gable and hip asphalt roofs on capes and split-levels, with a smaller share of older farmhouses and a scatter of newer colonials with steeper, more complex geometry. Outbuildings, garages, and small barns are common on the rural lots, so many homeowners budget for the house plus an outbuilding in the same season.
Common questions — Roofing in Oakham
- Do I need a permit to replace my roof in Oakham?
- Yes. The Oakham Building Department issues the permit, and state code requires ice-and-water shield at eaves and valleys. Pond- and brook-adjacent properties may also need Conservation Commission review for any associated structural work.
- Does Mass Save help with my Oakham roof?
- No — Mass Save never funds roofing. Oakham is National Grid territory, so attic insulation and air-sealing are typically subsidized at 75% or more after a free assessment, and that work is the real fix for the ice dams driving most local damage.
- Should I do the house and the garage roof at the same time?
- Usually yes. One mobilization, one permit, and shared dump fees typically save 10–15% versus splitting the work across two seasons, and matching materials looks better on resale.
- Is metal worth it on a 1970s Oakham cape?
- On simple geometry, the math is harder to justify than on a steep contemporary — standing-seam runs $16,000–$36,000 versus $7,000–$17,000 for asphalt. It shines on long ownership horizons and homes with chronic ice-dam history.
- How long do roofs last out here?
- Architectural asphalt typically lasts 20–25 years in central Worcester County before insurance starts pushing replacement; standing-seam metal 50-plus. Ice-dam exposure and thin attic insulation are the biggest accelerators of premature failure.
