FRS Roofing + Gutters is a family-owned roofing, gutter and chimney contractor based at 40 Canal St in Medford – about two miles from Winchester. Since 1999 we have been replacing and repairing roofs for homeowners across Middlesex County.
Winchester homes at a glance
Winchester is one of the most single-family towns near Boston. Most homes are owner-occupied houses, many of them built before 1960, and many have been reroofed more than once. That mix of older framing, steep rooflines and premium materials is exactly what we plan for when we quote a Winchester roof.
Housing figures: U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024). Distance is straight-line from 40 Canal St, Medford.
Roofing services in Winchester
Roof replacement
Full tear-off and replacement with architectural asphalt shingles, including new underlayment, ice & water protection at eaves and valleys, flashing and ventilation.
Slate, cedar & synthetic slate
Premium roofs suited to Winchester’s older colonials and Victorians: slate, red cedar and synthetic slate.
Metal & flat roofs
Metal roofing for porches, bays and full roofs, and flat roofing for additions, dormers and garages.
Roof repair & leaks
Missing shingles, flashing failures around chimneys and skylights, storm damage and leaks found during an inspection.
Gutters
Gutter installation and maintenance, repair and copper gutters sized for New England downpours and snowmelt.
Chimneys
Repointing, rebuilds, caps and waterproofing – often the source of leaks on older homes.
Why Winchester homeowners choose FRS
- Local and close by. Our office is in Medford, right next door, so estimates, inspections and follow-ups are quick.
- Fully insured, in-house crews – no day-labor subcontractors.
- Detailed written proposals with transparent, line-item pricing.
- Workmanship and material warranties on our installations.
- 4.9 stars from more than 740 Google reviews – the most of any roofer in our area.
Planning for Winchester winters
Snow load, freeze-thaw cycles and nor’easters are the biggest threats to roofs in Winchester. On older homes, ice dams usually come from heat escaping into the attic and refreezing at the eaves. When we replace a roof we check attic ventilation, install ice & water barrier along the eaves and in valleys, and replace worn flashing at chimneys and walls, so the new roof is ready for its first winter.
What our customers say
Frequently asked questions
Does FRS Roofing serve Winchester, MA?
Yes. Winchester is about two miles from our office at 40 Canal St #3 in Medford, and we work throughout the town and the neighboring communities of Medford, Arlington, Woburn, Stoneham and Lexington.
Is the estimate free?
Yes. Call 781-322-6252 or request an estimate online. We inspect the roof and send a detailed written proposal with line-item pricing.
How long does a roof replacement take?
Most asphalt roof replacements on a single-family home take one to three days, depending on the size and pitch of the roof, the weather and the condition of the decking. Your proposal includes the expected timeline.
Which roofing materials do you install?
Architectural and designer asphalt shingles, slate, synthetic slate, red cedar, metal, copper and flat-roof systems such as EPDM, TPO and PVC.
How can I prevent ice dams?
Ice dams form when warm attic air melts snow that refreezes at the cold eaves. Good attic insulation and ventilation are the long-term fix; ice & water barrier at the eaves protects the roof deck when dams do form.
What are your hours?
Monday to Friday 7:30 AM–8 PM, Saturday and Sunday 9 AM–1 PM.
Get a free roofing estimate in Winchester
Tell us about your roof and we will schedule an inspection at a time that works for you.