173 Goodman's Hill Rd, Sudbury, MA 01776
Roofing in Wayland, Massachusetts
Compare contractors serving Wayland, Middlesex County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Wayland.
Contractors serving Wayland
- Ross Tree and ContractingServes Wayland · 2.4 mi★★★★☆4.3 rating
- Lifetime RoofingServes Wayland · 2.7 mi★★★★★4.9 rating
337 Boston Post Rd, Sudbury, MA 01776
- Liberty HomesServes Wayland · 2.7 mi★★★★★5.0 rating
348 Boston Post Rd, Sudbury, MA 01776
- TLC Painting IncServes Wayland · 3.5 mi★★★★★5.0 rating
7 Erie Dr, Natick, MA 01760
- Greenleaf LandscapingServes Wayland · 3.5 mi★★★★★4.8 rating
5 Michigan Dr, Natick, MA 01760
- Serves Wayland · 3.8 mi
65 High Ledge Ave, Wellesley, MA 02482
- Minebrook CorporationServes Wayland · 3.8 mi★★★★★5.0 rating
18 Minebrook Rd, Sudbury, MA 01776
- A.G. Reliable RemodelingServes Wayland · 4.0 mi★★★★★4.7 rating
41 Whittemore Rd, Framingham, MA 01701
- KSB Construction and RoofingServes Wayland · 4.2 mi★★★★★5.0 rating
71 Baldwin Ave, Framingham, MA 01701
- Space Up - EPOXY FLOORSServes Wayland · 4.1 mi★★★★★5.0 rating
841 Worcester St Suite 327, Natick, MA 01760
- American Star RoofingServes Wayland · 4.2 mi★★★★★5.0 rating
181 Worcester St, Natick, MA 01760
- Blue Home Improvement Corp.Serves Wayland · 4.2 mi★★★★★4.9 rating
12 Wilmont Rd, Framingham, MA 01701
- Magee RoofingServes Wayland · 4.4 mi★★★★★4.5 rating
150 North Rd, Sudbury, MA 01776
- Plum ProExteriorsServes Wayland · 4.5 mi★★★★★5.0 rating
892 Worcester St # 170, Wellesley, MA 02482
- Angel's Painting, Inc.Serves Wayland · 4.5 mi★★★★★5.0 rating
149 N Main St, Natick, MA 01760
- Natarelli & Son Roofing and GuttersServes Wayland · 4.8 mi★★★★★5.0 rating
6 Austin Way, Natick, MA 01760
- Palma ContractingServes Wayland · 4.8 mi★★★★★5.0 rating
314 Sibley Rd, Waltham, MA 02453
- Serves Wayland · 4.8 mi
44 Dinsmore Ave #404, Framingham, MA 01702
- JMC Associates Inc.Serves Wayland · 5.0 mi★★★★★4.8 rating
38 Maurice Rd, Wellesley, MA 02482
- AD Roofing and Siding ExpertsServes Wayland · 5.1 mi★★★★★5.0 rating
22 Lilian Rd, Framingham, MA 01701
- Watertite Company IncServes Wayland · 5.1 mi★★★★★5.0 rating
30 N Main St, Natick, MA 01760
- Roofers Edge & Siding IncServes Wayland · 5.3 mi★★★★★4.6 rating
2 Summer St Ste 306, Natick, MA 01760
- M&A Contractors LLCServes Wayland · 5.3 mi★★★★★5.0 rating
76 Summer St, Natick, MA 01760
- Ben's Construction IncServes Wayland · 5.5 mi★★★★★5.0 rating
499 Concord St, Framingham, MA 01702
- Costa Painting CP, LLCServes Wayland · 5.5 mi★★★★★5.0 rating
100 Wilson St, Framingham, MA 01702
- AMN MasonryServes Wayland · 5.5 mi★★★★★5.0 rating
318 Grant St, Framingham, MA 01702
- Jacob Lilley Architects, Inc.Serves Wayland · 5.5 mi★★★★★5.0 rating
103 Central St, Wellesley, MA 02482
- A.W. Puma Restoration & RemodelingServes Wayland · 5.5 mi★★★★★4.6 rating
209 W Central St Suite #104, Natick, MA 01760
- Leader BuildersServes Wayland · 5.7 mi★★★★★5.0 rating
40 Grove St Door #20, Wellesley, MA 02482
- Jave Property ServicesServes Wayland · 5.7 mi★★★★★5.0 rating
12 Village Green Ln, Natick, MA 01760
- New Stage Roofing and Home Improvement Inc.Serves Wayland · 5.7 mi★★★★★4.9 rating
232 Pond St, Natick, MA 01760
- Right Away Construction PaintingServes Wayland · 5.7 mi★★★★★5.0 rating
3 Lakeview Gardens, Natick, MA 01760
- E.M. Snow, Inc.Serves Wayland · 5.8 mi★★★★☆4.2 rating
971 Main St, Waltham, MA 02451
- Gutter Pro EnterprisesServes Wayland · 5.8 mi★★★★★4.8 rating
275 Grove St, Auburndale, MA 02466
- Duracraft Construction LLCServes Wayland · 5.8 mi★★★★★4.8 rating
275 Grove St suite 2400, Auburndale, MA 02466
- Brown ChimneyServes Wayland · 5.8 mi★★★★★4.9 rating
75 Grove St APT 122, Wellesley, MA 02482
- Tide Stone PaintingServes Wayland · 5.9 mi★★★★☆4.0 rating
27 Willis St, Framingham, MA 01702
- Wicked Good RoofingServes Wayland · 5.9 mi★★★★★5.0 rating
167-4 Prospect St, Waltham, MA 02453
- H&S Quality Construction llcServes Wayland · 6.1 mi★★★★★5.0 rating
312 Franklin St, Framingham, MA 01702
- New Form Construction Inc.Serves Wayland · 6.3 mi★★★★★5.0 rating
12 1st St, Framingham, MA 01702
- Serves Wayland · 6.4 mi
282 Moody St suite 310, Waltham, MA 02453
- Serves Wayland · 6.5 mi
9 Clover Terrace, Natick, MA 01760
- Mark W. Quigley General ContractingServes Wayland · 6.7 mi★★★★★5.0 rating
22 Perkins St, Newton, MA 02465
- Woodworks Custom HomesServes Wayland · 6.7 mi★★★★☆4.3 rating
170 Worcester St, Wellesley, MA 02481
- MEF Contracting, Inc.Serves Wayland · 6.7 mi★★★★★4.9 rating
1461 Main St, Concord, MA 01742
- J&R Construction RoofingServes Wayland · 6.8 mi★★★★★5.0 rating
263 Hollis St, Framingham, MA 01702
- Top Quality RoofingServes Wayland · 6.9 mi★★★★★5.0 rating
693 Waverly St, Framingham, MA 01702
- Top Quality RoofingServes Wayland · 6.9 mi★★★★★5.0 rating
693 Waverly St, Framingham, MA 01702
- Exponential Construction Corp.Serves Wayland · 6.9 mi★★★★★5.0 rating
47 Mellen St ll4, Framingham, MA 01702
- Paradise Group ConstructionServes Wayland · 6.9 mi★★★★★4.9 rating
300 Baker Ave, Concord, MA 01742
Roofing in Wayland — what to know
Insurance & rebates
Roofing isn't a Mass Save rebate item, but two factors drive the work in Wayland. The first is inland snow load — MetroWest winters bring real accumulation, and ice dams forming at cold eaves are the leading cause of interior water damage, worsened where Wayland's heavy tree cover slows snowmelt. The second is insurance: carriers track roof age, and an asphalt roof past about 20 years often draws a surcharge or non-renewal. Document any storm, hail, or falling-limb damage before filing.
Wayland is in Eversource territory, so the home qualifies for Mass Save weatherization. The roof isn't subsidized, but a tear-off is the cheapest moment to air-seal and insulate the attic — Mass Save covers that at 75% or more for Eversource customers, and it directly reduces the heat loss feeding ice dams.
Permits in Wayland
Wayland requires a building permit for roof replacement, filed through the Building Department at Town Hall. Massachusetts code requires an ice-and-water shield membrane at the eaves extending at least 24 inches past the warm-wall line — important given MetroWest snow — plus valley and penetration protection. Antique homes near Wayland Center may face added review for visible changes. Mid-century moderns with low-slope sections often need EPDM rubber rather than shingle on those planes. On older homes, tear-off can uncover soft sheathing at the eaves. Licensed contractors handle the filing and inspection.
Typical project cost
Wayland sits in the MetroWest/eastern Massachusetts cost band, above the statewide average, with the town's larger and more complex homes pushing higher. A standard asphalt tear-off and re-roof on a typical colonial or garrison runs roughly $10,000-$22,000, with larger homes and steep multi-gable rooflines reaching $28,000 or more. Mid-century moderns with low-slope EPDM sections are quoted as a combination of shingle and rubber. Switching to architectural shingle adds modestly, and any deck repair uncovered at tear-off is an add-on.
About Wayland homes
Wayland is a Middlesex County town of about 13,800 residents across roughly 5,100 housing units, an affluent MetroWest suburb west of Boston near Weston and Sudbury. The median home age is around 65 years, so much of the stock is mid-century — substantial colonials, garrisons, mid-century moderns, and contemporaries on large wooded lots — alongside older antique homes near Wayland Center, predominantly on asphalt shingle.
With many of those roofs into their second covering, full tear-offs are the dominant project here. Wayland's heavily treed, low-lying terrain near the Sudbury River means dense canopy that shades roofs and slows snowmelt, and the size and complexity of many homes — multiple gables, dormers, low-slope mid-century sections — make rooflines more involved than a simple ranch.
Common questions — Roofing in Wayland
- Why are Wayland re-roofs often pricier than nearby towns?
- Many Wayland homes are large with complex rooflines — multiple gables, dormers, and low-slope mid-century sections — which add surface area, materials, and labor compared with a simple ranch.
- My mid-century modern has a flat roof section — what goes there?
- Low-slope planes can't use shingle and are typically covered in EPDM rubber. A Wayland roofer will quote the steep-slope shingle and the low-slope rubber as separate line items on these homes.
- Do I need a permit to re-roof in Wayland?
- Yes. The Wayland Building Department requires a permit for roof replacement, with an inspection to follow. Antique homes near the center may face added review. Licensed roofers handle the paperwork.
- Do the trees on my lot affect my roof?
- Yes. Wayland's dense canopy shades roofs, slows snowmelt, and drops limbs and debris — all of which feed moisture damage and ice dams at the eaves. Keep limbs trimmed and gutters clear.
- Will my insurer renew a 20-year-old roof?
- Many carriers now surcharge or decline asphalt roofs past about 20 years, which fits many of Wayland's mid-century homes. A new roof can preserve coverage and may lower your premium.
