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Top-Rated Asphalt shingle roofing installers and replacers in Winthrop - Updated Nov 2026

Avatar for Ranch Roofing
Ranch Roofing
4.7(
693
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 1996

Free estimates

Warranties offered

"I recently had Ranch Roofing install a new roof on my home and I am so grateful I chose them! I honestly cannot say enough good things about this company. From the very beginning, when I was searching for a roofing company, choosing a shingle color, and asking questions (since I know very little about roofing), the entire experience was wonderful. They were patient, knowledgeable, and always took the time to answer my questions and make sure I understood everything. The process was easy and stress-free. On installation day, the crew arrived, put up the tarps, and got right to work. The old roof came off, the new roof went on, and the results are absolutely beautiful! I chose Onyx Black, and I am so glad I did. It looks sharp! The new intake vents and ridge vents were also installed, and everything looks amazing. I had read about their reputation and how they stand behind their work, which gave me confidence in choosing them. They certainly lived up to that reputation. They are wonderf"
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+2

Response time10 hrs
Recommended by97%of homeowners
Avatar for RB FARINA ROOFING & CONSTRUCTION, INC.
RB FARINA ROOFING & CONSTRUCTION, INC.
4.2(
80
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"they replaced the shingles on top of a bay window where there had been an ice dam and added underlayment. The siding on the house is pre-colored Hardie board, while doing the work two of the Hardie boards broke. They replaced the broken boards with two primed but unpainted Hardie boards . They never asked if we had more pre-colored boards in the basement. We did! I asked them to make this right by pulling off the two unpainted panels and putting in the factory painted ones - The asked for an extra 650 which seems like a lot Before the job the communication was great, lots of pictures, but they did not say Hardie board is likely to break - which would would have gotten me to point out where the spares were After the wrong boards went up they were responsive and polite but not helpful The contract that i signed said they were not responsible for painting any siding, so they were technically right but they left me on my own"
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co

+32

31 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Stella Roofing Services
Stella Roofing Services
5.0(
14
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"Excellent experience with my roofer! They replaced the shingles on my roof and did a great job from start to finish. He was very communicative throughout the entire process and helped me choose the right shingle color for my home, which I really appreciated. They were professional, reliable, and made sure everything was done properly. The new roof looks great, and they left everything clean when the job was finished. I’m very happy with the quality of their work and would definitely recommend them to anyone looking for a dependable roofer."
New side walls and siding
No job is too small,
For those tight to get to areas in Boston and the surrounding cities we have our own roll off dump trucks, trash chute and staging.
Re roof with 6 new Velux solar skylights
Installing a new construction Velux Skylight

+29

Recommended by7%of homeowners
Avatar for United Home Experts & United Painting Co
United Home Experts & United Painting Co
4.4(
186
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 1998

Free estimates

Warranties offered

"it went great. After I called them, I didn't have to wait a long time for an appointment. The gentlemen providing the service was professional and courteous. He didn't try to sell me something I didn't need but made me aware of the overall condition of the roof."
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+10

Response time1 day
Response rate100%
33 neighbors recently requested a quote
Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
4.8(
740
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 2000

Offers commercial services

Customers say: Quality work

"I was so glad our condo association hired joe and his company. Firstly, they carefully looked over the work, gave a good estimate. They answered questions I didn't know I had and explained the entire roofing process. They showed up when they said they would and he came with a large crew and got the work done in one day and it was hot! They did a wonderful job and did more than they had contracted for. A few weeks later we had a small leak. They responded immediately and took care of the problem. I am a trustee for a small (eight unit) condominium association. I would certainly recommend Hennelly and Son Roofing. Sincerely, Kathryn Collins Hyde Park, MA"
Additional Photos
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+3

Response time12 hrs
Response rate100%
5 neighbors recently requested a quote
Avatar for Stella Construction
Stella Construction
4.4(
89
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"I had a new roof installed by Stella Construction and they did an excellent job. They promptly answered all questions I had about the roof installation, showed up on time, were very polite and courteous on the job site and did an excellent job cleaning up at the end of the project. I inspected the roof when they were done and was very impressed with their high level of craftmanship. Thanks to Steve Balsavich and the crew at Stella Construction!"
Bathroom
Shower
Before
Bathroom
Before

+135

Response time2 days
Recommended by95%of homeowners
Avatar for JP Carroll Roofing - Boston
JP Carroll Roofing - Boston
4.8(
20
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"JPCarroll did a fabulous job on replacing my complicated, decrepit Victorian roof, completing it in a timely way and against adversity – they did the whole thing in the month of January in freezing temperatures and sometimes snow and ice. I interviewed five other roofers. However, their sales person took more time and provided far more specificity than any of the other others. Their bid was not the cheapest but turned out to be the best value by far. They went the extra mile to resolve many unforeseen problems, and the quality of work was high. Everyone I dealt with, owners, staff, and laborers, were courteous and responsive throughout. The job supervisor, Kevin, was thoughtful and included me on numerous decisions. Luke Carroll, production coordinator for the job, was always available to help, as was everyone else, even on weekends. They coordinated well with my carpenter, replacing a significant amount of trim, siding, and more as a team. The people doing the actual labor worked"
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+14

163 neighbors recently requested a quote
Avatar for AJ Exterior
AJ Exterior
4.3(
89
)
Asphalt Shingle Roofing - Install or Replace

Serving Winthrop, MA and surrounding areas

Approved

In business since 2004

Free estimates

Warranties offered

"After much research I contacted Tony of A J Exteriors for a consultation and estimate for our roof and we found him to be very knowledgeable and professional. Tony was easy to talk to and very clear as to what our roofing options were. We had four companies out for consultations on the roof due to the roof being old and leaking and Tony was the only company who wanted to see where the water was coming into our home through the ceiling due to the leaky roof. Tony and his crew stripped and replaced our roof in a day by a group of guys who worked together like a well oiled machine. Our roof looks beautiful and the guys cleans our yard so our dog could continue to play outside without us worrying about him getting hurt by a nail or other debris. Coincidentally we had a heavy downpour the following day and NO LEAKS!! A job well done by Tony and his crew."
Shingle Roof
Shingle Roof
flat Rubber Roof
Siding Install
Siding Cutting

+10

Response time1 day
Response rate93%
8 neighbors recently requested a quote
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FAQs for asphalt shingle roofing installation and replacement projects in Winthrop, MA

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Winthrop, MA homeowners’ guide to asphalt shingle roofing installations and replacements

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