Kilraine & Son Roofing

Kilraine & Son Roofing is a Westwood roofing outfit whose customers have hired it back for the next job. The company's site describes it as family-owned, founded in 1974 by Tom, who still runs it, with his daughter Erin as office manager; it lists roof replacement and repair, gutters and downspouts, and vinyl siding, and names a service area running through Medway, Walpole, Dedham, Norwood, Needham and nearby towns. Its BBB profile tells a shorter story, listing the business as started in 2011. In a September 2021 review, a homeowner described hiring the crew to fix a leak in old flashing, then to replace the whole roof, then to paint the exterior and replace the gutters, drains and shutters. A September 2022 reviewer said they had used the company several times at both their house and their business and found it responsive, on time and priced well, and a July 2023 reviewer said Tom had done work at several of their investment properties. Siding is a big part of the work. In an April 2025 review, a homeowner said the crew stripped the house, applied backer board, sided it, installed new gutters and cleaned up in four days; another April 2025 reviewer said a vinyl siding job finished a day earlier than estimated. A November 2025 review credited Tom with replacing a customer's elderly mother's roof and called the crew thorough and reliable. Google shows 5 stars from 16 ratings, and the BBB grade is A+, though the company is not BBB accredited. BBB reviewers have complained that the crew took items left around a job and got angry when asked to return them, and that the company caused the damage to a roof.