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Find Roofing installation & roof repairers in Winchester

Avatar for Prestige Roofing
Prestige Roofing
5.0(
94
)

Serving Winchester, MA and surrounding areas

In business since 2010

Free estimates

Emergency services offered

"Lennie really listened to everything we wanted to do which included a new roof on a small addition to the house, removing an old satellite dish, and replacing all shutters on the house. He was very careful about perfectly matching the shingles to the main house roof and matching the siding where it needed replacement. He also checked with me to be sure the shutters were the right shade of green and found a style I like better than the original! Throughout the process Lennie communicated closely with us and was very responsive to questions. We would definitely hire him again if we need to do other roofing or siding work on our property."
Recommended by100%of homeowners
Avatar for Harco Exteriors
Harco Exteriors
4.9(
230
)

Serving Winchester, MA and surrounding areas

In business since 1987

Free estimates

Warranties offered

"It went great. It turned out our chimney was ready to fall down, so he recommended a mason, who rebuilt the chimney over the weekend, then work could proceed with the roof. Roof replacement was pretty uneventful. Old roof debris started sliding off into the neighbors' yards, but they cleaned it up and the neighbors were happpy. They left our yard cleaner than they found it and gutters in better shape as well. It hasn't rained much since the new roof was installed, so can't report on that aspect yet, but everything else implied they knew what they were doing."
Recommended by98%of homeowners
Avatar for FRS Roofing And Gutter Services
FRS Roofing And Gutter Services
4.9(
99
)

Serving Winchester, MA and surrounding areas

In business since 1999

Free estimates

Warranties offered

"FRS Roofing and Gutter Services performs their work extremely well. This company was selected to replace our roof because of their great track record, experience and ability to answer all of our questions to perform the work. We met with the owner of the company who is very knowledgeable, polite and professional. He thourghly reviewed their process for removing and installing a new roof. It was very easy dealing with FRS as they reviewed roofing options, colors and underlayment. The process was explained clearly as was the pricing and contract terms as well as expectations. They took care of everything. The customer service even among the team that worked at our house was very professional and courteous. The process went extremely smooth, and the construction area was kept very clean before and after the work was completed. We were left with a quality job and a great experience with the whole process. All our expectations were exceeded. It’s nice to see a well-rounded company that performs at a high level in all areas. I highly recommend FRS Roofing and Gutter Services for your roofing needs."
Recommended by95%of homeowners
Avatar for Lifetime Roofing
Lifetime Roofing
5.0(
26
)

Serving Winchester, MA and surrounding areas

In business since 2018

Free estimates

Emergency services offered

"I don't usually write reviews, but I wanted to share my excellent experience with Lifetime Roofing. Kyle came in person, discussed the job (with an impressive overlay presentation of the GAF roofing materials), and helped work out a schedule. He was clean-cut, well-spoken, and very knowledgeable. Lifetime Roofing was able to accommodate our need for a prompt roofing date, and we had our house and garage roofing finished within two weeks of that first meeting. Kyle was quick to respond to all emails, and did everything he promised exactly as promised. We were never left hanging or wondering if the job would happen as planned. The roofing materials were delivered the day before. The dumpster was in place bright and early on the roofing day. The roofing crew arrived on time, and even though it was a brutally 90+-degree hot August day, they were able to strip the one layer of old roof and install the new roof on both house and garage all in one day. They were a terrific team (men AND women): very competent, respectful, and VERY hard-working. They had the whole job done before 6pm, including a very thorough clean-up. I was totally pleased with the whole project. The roof looks terrific. Our neighbors were impressed. Any minor issues were dealt with immediately. With any roofing job, I think you have to expect some stray nails and messy chaos during the process. But I was very impressed with the care and professionalism of the roofing crew. They had an efficient, clear system, and worked beautifully together. They left everything as tidy as reasonably possible. If you're looking for quality work from a very dependable company, I highly recommend Lifetime Roofing."
Recommended by100%of homeowners
Coastline Roofing LLC
5.0(
14
)

Serving Winchester, MA and surrounding areas

In business since 1986

Free estimates

Emergency services offered

"This project went well. Jeff assessed a problem with our roof and determined that what was needed was some sealant around the chimney. We thought we had a problem of larger scope than that and he was fair - did not try to oversell us on products or services we didn't need - something we really appreciate. He came back and did the work and went the extra mile to check for issues around other openings in the roof (exhaust outlets, etc.). Nice guy who knows his business. We'll work with Jeff again."
Recommended by100%of homeowners
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FAQs for roofing installation & roof repair projects in Winchester, MA

An average Cape Cod roof-raising project requires approximately two to three months from start to finish. The timeline depends on several variables, including weather conditions, contractor availability, material delivery schedules, and the specific complexity of your home's structure. The process involves multiple phases, including demolition, framing, roofing, window installation, and interior finishing. Working with an experienced contractor who provides a detailed timeline can help set realistic expectations for the project duration.

While most Cape Cod homes can accommodate roof-raising modifications, each house requires individual structural assessment. Older homes may need foundation reinforcement or wall strengthening before supporting additional weight. Factors like the existing roof framing system, load-bearing wall placement, and overall structural integrity all influence feasibility. A qualified structural engineer should evaluate your specific property before proceeding with design plans. Additionally, local zoning ordinances may restrict maximum building height or architectural modifications in certain neighborhoods.

Temporary relocation is highly recommended during a Cape Cod roof raising project. The construction process involves removing portions of your existing roof, exposing interior spaces to potential weather damage, and creating significant noise and dust. Most homeowners find temporary accommodations for the two to three-month construction period, with relocation costs ranging from $2,000 to $6,000, depending on your housing choices. If staying with family or friends isn't possible, budget for short-term rental or extended-stay hotel expenses as part of your overall project cost.

Consider roof raising when you experience severely limited headroom throughout the second floor, find yourself constantly stooping under sloped ceilings, or have minimal usable floor space due to low ceiling heights. Other indicators include inadequate natural light, poor ventilation, and difficulty accommodating standard furniture in upstairs rooms. Simple renovations can improve an attic's appearance, but cannot create additional headroom without structural modifications. A complete roof-raising project makes more sense than cosmetic renovations if you're seeking genuine second-floor living space rather than just storage improvements.

Begin your search by seeking contractors with specific experience in Cape Cod structural modifications and dormer additions. Request detailed portfolios showing similar completed projects and ask for references from previous clients with comparable work. Verify that potential contractors hold appropriate licenses and insurance coverage and understand local building codes relevant to roof raising. Interview multiple candidates, comparing price quotes and their communication style, project approach, and proposed timeline. The ideal contractor should demonstrate a thorough understanding of Cape Cod architectural characteristics and structural requirements.

The Winchester, MA homeowners’ guide to roofing installation & roof repairs

From average costs to expert advice, get all the answers you need to get your job done.