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46 Years
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Emergency
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Expert Roofing & Gutter Services in Holliston, MA
Fair Roofing and Gutters is a family-owned and operated roofing and gutter installation company serving the MetroWest area of Massachusetts since 1980. Our commitment to quality craftsmanship and customer satisfaction has made us a trusted name in the region for over three decades. We specialize in handling complex roofing projects and gutter installations, ensuring every job is completed to the highest standards. As a fully licensed and insured contractor, we prioritize using premium materials and employ a skilled, courteous crew that takes pride in their work. Our services extend to homes of all styles, from New England farmhouses to intricate Victorian properties, with a focus on delivering lasting solutions tailored to each client's needs. We offer free, no-obligation estimates and stand behind our work with a 100% satisfaction guarantee.

With hundreds of roofs and thousands of gutters installed, our reputation is built on reliability, transparency, and treating every customer like family. Our owner, Matthew Fair, personally oversees projects to ensure excellence, while our team of professionals avoids subcontractors to maintain consistent quality. We provide comprehensive services including roof replacement, gutter cleaning, ice and snow removal, and specialized installations like copper and wood gutters. Backed by extended warranties and a pledge to treat every home as if it were our own, Fair Roofing and Gutters remains dedicated to protecting and enhancing the homes of our community.
Services
Roof replacement Gutter installation Chimney repair Ice dam removal Skylight installation Attic ventilation Copper gutters Rubber roofing Tar & gravel roofs Storm damage repair
Details
  • Year established: 1980
Highlights and features
  • Family-owned since 1980 with hands-on owner involvement
  • No subcontractors - fully trained in-house team
  • 100% satisfaction guarantee on all projects
  • Premium materials with extended warranty options
  • Specialized in complex architectural styles and historic homes
What people say
Outstanding job Very hardworking crew Better than new Expert carpentry Same day service
Services
Roof replacement
Our roof replacement service addresses aged or damaged roofs with comprehensive installations using premium materials. We handle all architectural styles including colonial homes and victorian properties. Each project includes removal of old materials, deck inspection, and installation of weather-resistant systems designed to last 20-30 years with proper maintenance.
Gutter installation
We specialize in 5 and 6 inch seamless aluminum gutters, copper, and wood gutter systems. Our installations include proper sloping, secure hangers, and downspout extensions to prevent foundation damage. We also offer gutter guard systems and regular cleaning services to maintain optimal water drainage performance.
Storm damage repair
Our emergency storm damage service addresses roof leaks, missing shingles, and structural damage caused by severe weather. We work with insurance companies to document claims and provide professional repairs using materials that match existing systems while ensuring complete weatherproofing.
Chimney repair
We repair chimney flashing, mortar joints, and damaged crowns to prevent water intrusion. Our services include installing new flashing systems, tuckpointing brickwork, and replacing damaged chimney caps to restore structural integrity and prevent interior water damage.
Ice dam removal
Our ice and snow removal service prevents roof damage through steam-based ice dam removal and heat cable installation. We clear gutters and roof edges to eliminate ice buildup that can cause shingle damage and water infiltration into attics and living spaces.
Questions
What areas do you service?
We serve MetroWest Massachusetts including Holliston, Hopkinton, Ashland, Natick, Framingham, and surrounding communities.
Do you handle insurance claims?
Yes, we work directly with insurance companies to document storm damage and complete covered repairs.
Are you licensed and insured?
We hold Massachusetts CS License #018969, HIC License #120616, and carry full liability and workers' compensation insurance.
What roofing materials do you use?
We use premium architectural shingles, rubber roofing, tar & gravel systems, and copper/wood gutter materials.
Do you offer warranties?
Yes, we provide manufacturer warranties plus our 100% satisfaction guarantee on all completed work.
Are emergency services available?
We offer same-day emergency response for urgent roof leaks and storm damage situations.