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TRUSTED BY WINCHESTER, MA HOMEOWNERS
4.6 Average homeowner rating
570 Verified roofing services reviews
Verified Reviews for Roofing pros in Winchester, MA
*The Angi rating for Roofing companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
*The HomeAdvisor rating for Roofing companies in Winchester, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
Last update on August 21, 2025
Roofers in Winchester
Doherty Slate Roofing
96 Sycamore Street
Doherty Slate Roofing
96 Sycamore Street
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
25 years of experience
"Doherty Slate Roofing: We are slate copper specialists and an award-winning company. Our craftsmanship is prestigious. Unlike other companies, we match identical roof slates to existing slate roofs. This means slate size, slate color, slate age, and thickness to conduct slate roof repairs. Design and install high-end custom copper roof work, Copper Gutters, and install rubber roofs. Were veteran owned and operated, LGBTQ+ Friendly. We strive to be the leading slate roofing company in the Boston, Newton, and Wellesley areas. We also repair slate tile and carry out annual drone slate roof inspections, slate repairs, slate restoration, and slate installation. If you're searching for a slate roofer near me, we are your slate roofing contractor.
"Jason and Liz are incredibly accommodating, super friendly and extremely knowledgeable on all roofing related matters~ they take the time to explain everything no matter how many questions you may have (and we had a lot) and provide pictures both before and after so you can actually see the amazing quality of their work~ their prices are very fair and reasonable and we would highly recommend them and give them an A+++++ across the board!!!"
Rachel S on May 2025
"Doherty Slate Roofing: We are slate copper specialists and an award-winning company. Our craftsmanship is prestigious. Unlike other companies, we match identical roof slates to existing slate roofs. This means slate size, slate color, slate age, and thickness to conduct slate roof repairs. Design and install high-end custom copper roof work, Copper Gutters, and install rubber roofs. Were veteran owned and operated, LGBTQ+ Friendly. We strive to be the leading slate roofing company in the Boston, Newton, and Wellesley areas. We also repair slate tile and carry out annual drone slate roof inspections, slate repairs, slate restoration, and slate installation. If you're searching for a slate roofer near me, we are your slate roofing contractor.
"Jason and Liz are incredibly accommodating, super friendly and extremely knowledgeable on all roofing related matters~ they take the time to explain everything no matter how many questions you may have (and we had a lot) and provide pictures both before and after so you can actually see the amazing quality of their work~ their prices are very fair and reasonable and we would highly recommend them and give them an A+++++ across the board!!!"
Rachel S on May 2025
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
76 local quotes requested
Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry.
"The job went amazing. I loved our product!!"
Liam D on June 2025
Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry.
"The job went amazing. I loved our product!!"
Liam D on June 2025
Ranch Roofing
42 Bellevue Rd
Ranch Roofing
42 Bellevue Rd
Customers say: Quality work
22 local quotes requested
29 years of experience
Welcome to Ranch Roofing! Our goal is to provide our customers with the highest level of service and satisfaction. Please contact owner Bob O'Sullivan today for friendly, personalized and award winning service. 12 Months no interest, no payment, same as cash (ask for details).
"I wouldn't use any other company. Bob Sullivan, Roy Nagle, and the whole Ranch Roofing crew of professionals have reroofed my Arlington two-family house, fixed storm damage over the years, and just recently replaced the second-floor front and rear porches/roofs. It is beautiful. They are honest, accommodating, top-notch craftspeople, who really go out of their way to be customer focused. From start to finish I felt taken care of and was confident the work would be A+."
Celia D on March 2023
Welcome to Ranch Roofing! Our goal is to provide our customers with the highest level of service and satisfaction. Please contact owner Bob O'Sullivan today for friendly, personalized and award winning service. 12 Months no interest, no payment, same as cash (ask for details).
"I wouldn't use any other company. Bob Sullivan, Roy Nagle, and the whole Ranch Roofing crew of professionals have reroofed my Arlington two-family house, fixed storm damage over the years, and just recently replaced the second-floor front and rear porches/roofs. It is beautiful. They are honest, accommodating, top-notch craftspeople, who really go out of their way to be customer focused. From start to finish I felt taken care of and was confident the work would be A+."
Celia D on March 2023
Coen Construction
387 Page Street
Coen Construction
387 Page Street
Customers say: Terrific value
110 local quotes requested
14 years of experience
We are a full service residential construction and remodeling company. Our goal is to exceed all of our clients expectations through exceptional customer service and quality craftsmanship. We work with some of the best tradesmen in the industry to deliver a quality finished product. From deck and porch builds to siding and windows, we can do it all. Contact us for an estimate on your project today! Check out our instagram for photos and updates @coenconstruction
"I recently hired Coen Brothers Construction on a thorough bathroom renovation, and the outcome was outstanding. Their quality was excellent, and I am delighted with the final result. Their sub-contractors were also great and worked at the same high standards as the Coen Brothers. Although we faced some communication issues at the outset, we eventually worked through them, and it significantly improved throughout the project. They paid attention to detail; when my project manager saw me stripping the trim for reuse, they recommended buying new trim and a lumber yard to get it. And it makes a big difference having new trim with clean, sharp lines. Their tile work took longer than expected, but the miter cuts the trim cuts, and the finish is excellent. They were consistently punctual, respectful of my home, and very tidy - tidying up at the end of each day. While the project took longer than anticipated, the reasonable cost and the team's meticulous attention to detail compensated for it. Coen Brothers Construction also expertly handled all necessary permits and inspections, keeping me informed every step of the way. Overall, I am satisfied with their work and would hire them again for my next project."
Matthew W on May 2023
We are a full service residential construction and remodeling company. Our goal is to exceed all of our clients expectations through exceptional customer service and quality craftsmanship. We work with some of the best tradesmen in the industry to deliver a quality finished product. From deck and porch builds to siding and windows, we can do it all. Contact us for an estimate on your project today! Check out our instagram for photos and updates @coenconstruction
"I recently hired Coen Brothers Construction on a thorough bathroom renovation, and the outcome was outstanding. Their quality was excellent, and I am delighted with the final result. Their sub-contractors were also great and worked at the same high standards as the Coen Brothers. Although we faced some communication issues at the outset, we eventually worked through them, and it significantly improved throughout the project. They paid attention to detail; when my project manager saw me stripping the trim for reuse, they recommended buying new trim and a lumber yard to get it. And it makes a big difference having new trim with clean, sharp lines. Their tile work took longer than expected, but the miter cuts the trim cuts, and the finish is excellent. They were consistently punctual, respectful of my home, and very tidy - tidying up at the end of each day. While the project took longer than anticipated, the reasonable cost and the team's meticulous attention to detail compensated for it. Coen Brothers Construction also expertly handled all necessary permits and inspections, keeping me informed every step of the way. Overall, I am satisfied with their work and would hire them again for my next project."
Matthew W on May 2023
AJ EXTERIORS INC
2 NEPTUNE RD
AJ EXTERIORS INC
2 NEPTUNE RD
40 local quotes requested
40 years of experience
ADDTN'L SVC AREAS INCLUDE: LYNN-BEVERLY, CONCORD-MAYNARD, ASHLAND-NORFOLK, ATTLEBORO-TAUNTO, CHELMSFORD-HAVERHILL, BOXFORD-GLOUCESTER, COUNTIES & PORTIONS OF DOWNTOWN.
"Everything went smooth. Work was efficient & fast. Great communication with workers. Highly satisfied. Neighbor ended up using them aslo after he saw the work completed. They also Financing. A great advantage to use."
Colin D on March 2024
ADDTN'L SVC AREAS INCLUDE: LYNN-BEVERLY, CONCORD-MAYNARD, ASHLAND-NORFOLK, ATTLEBORO-TAUNTO, CHELMSFORD-HAVERHILL, BOXFORD-GLOUCESTER, COUNTIES & PORTIONS OF DOWNTOWN.
"Everything went smooth. Work was efficient & fast. Great communication with workers. Highly satisfied. Neighbor ended up using them aslo after he saw the work completed. They also Financing. A great advantage to use."
Colin D on March 2024
Long Home Products
300 Myles Standish Blvd
Long Home Products
300 Myles Standish Blvd
391 local quotes requested
80 years of experience
With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!
"I hired Long Roofing Products to replace my roof. From the beginning the sales man lied to me, telling me that they could take off my Gutter Helmets and put them back on correctly. This was lie #1. They have null and voided the warranty of my gutter helmets, because they were not supposed to touch them and according to Gutter Helmets all the roofers know this. lie #2 there were missing pieces on the ends of my gutter helmets to prevent the birds from getting into the gutters. The salesman told me they would order the piece from Gutter Helmets and replace it. This was never done. I have contacted them several times and they continue to tell me they will fix it and they never do. I would NEVER recommend them, I would only tell you NOT to use them. They talk a big game but never follow thru with their promise's."
Debbie B on August 2025
With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!
"I hired Long Roofing Products to replace my roof. From the beginning the sales man lied to me, telling me that they could take off my Gutter Helmets and put them back on correctly. This was lie #1. They have null and voided the warranty of my gutter helmets, because they were not supposed to touch them and according to Gutter Helmets all the roofers know this. lie #2 there were missing pieces on the ends of my gutter helmets to prevent the birds from getting into the gutters. The salesman told me they would order the piece from Gutter Helmets and replace it. This was never done. I have contacted them several times and they continue to tell me they will fix it and they never do. I would NEVER recommend them, I would only tell you NOT to use them. They talk a big game but never follow thru with their promise's."
Debbie B on August 2025
Klaus Larsen LLC
Framingham, MA 01701
Klaus Larsen LLC
Framingham, MA 01701
143 local quotes requested
27 years of experience
When you choose Klaus Larsen LLC, you select a company of professionals who take great pride in our craftsmanship, and treat you, your time, and your property with the utmost respect. We make sure that before we leave your home, you are completely satisfied with our work and our cleanup, and we consider you a customer for as long as our warranty lasts. And that’s a lifetime! Klaus Larsen LLC serves Connecticut and Rhode Island with roofing services such as roof replacement, roof repair, gutters, attic insulation, and more. Put a Klaus on Your House! Call us for a free, no-obligation estimate today! About Klaus Larsen: Klaus Larsen bought his first apartment building in Denmark at the age of 21, renovating every single one of the 13 apartments in it in less than three years. At the age of 32, he immigrated to the US with his tools and $300 in his pocket to live the American Dream. Little did he know those metric tools would do him little good in a country that only used inches and feet. By 1998 he was able to start his own home improvement business, becoming a roofing-only company in 2010. Klaus is well known for his historic work, using his ingenious creativity to update antique homes so their roofs perform properly while maintaining their architectural integrity. His attention to detail and Old World craftsmanship have earned him a reputation for helping to maintain New England’s rich history while integrating state-of-the-art roofing technology into it’s homes.
When you choose Klaus Larsen LLC, you select a company of professionals who take great pride in our craftsmanship, and treat you, your time, and your property with the utmost respect. We make sure that before we leave your home, you are completely satisfied with our work and our cleanup, and we consider you a customer for as long as our warranty lasts. And that’s a lifetime! Klaus Larsen LLC serves Connecticut and Rhode Island with roofing services such as roof replacement, roof repair, gutters, attic insulation, and more. Put a Klaus on Your House! Call us for a free, no-obligation estimate today! About Klaus Larsen: Klaus Larsen bought his first apartment building in Denmark at the age of 21, renovating every single one of the 13 apartments in it in less than three years. At the age of 32, he immigrated to the US with his tools and $300 in his pocket to live the American Dream. Little did he know those metric tools would do him little good in a country that only used inches and feet. By 1998 he was able to start his own home improvement business, becoming a roofing-only company in 2010. Klaus is well known for his historic work, using his ingenious creativity to update antique homes so their roofs perform properly while maintaining their architectural integrity. His attention to detail and Old World craftsmanship have earned him a reputation for helping to maintain New England’s rich history while integrating state-of-the-art roofing technology into it’s homes.
DaBella - Westborough
110 Turnpike Rd
DaBella - Westborough
110 Turnpike Rd
Customers say: Super punctual
18 local quotes requested
14 years of experience
Looking to upgrade your home's exterior? DaBella in Boston specializes in roofing, siding, and windows. Our expert team is dedicated to providing top-notch service and quality craftsmanship. Contact us today to transform your home!
"Pushy sales. Started off high, reduced the price. Sales guy demanded to leave with a competitors written quote in order to obtain his lower cost ?! I then received a follow up quote regarding a "promotional discount". I said, great please forward me an updated price. I was told this couldn't happen unless the sales guy could come back, clearly it was all BS to simply get me in front of him again for another 2 hours to be pressured into buying. The girl on the phone continuously spoke over me, would not accept the word "NO" to the visit. In the end I had to hang up. This kind of tactic is not good for any customer, it's bullsh*t. So unless you're a fan of what I see as very manipulative behavior and poor sales ethics RUN, do not Walk away...RUN."
MARTIN S on July 2024
Looking to upgrade your home's exterior? DaBella in Boston specializes in roofing, siding, and windows. Our expert team is dedicated to providing top-notch service and quality craftsmanship. Contact us today to transform your home!
"Pushy sales. Started off high, reduced the price. Sales guy demanded to leave with a competitors written quote in order to obtain his lower cost ?! I then received a follow up quote regarding a "promotional discount". I said, great please forward me an updated price. I was told this couldn't happen unless the sales guy could come back, clearly it was all BS to simply get me in front of him again for another 2 hours to be pressured into buying. The girl on the phone continuously spoke over me, would not accept the word "NO" to the visit. In the end I had to hang up. This kind of tactic is not good for any customer, it's bullsh*t. So unless you're a fan of what I see as very manipulative behavior and poor sales ethics RUN, do not Walk away...RUN."
MARTIN S on July 2024
Power Home Remodeling
201 Jones Rd
Power Home Remodeling
201 Jones Rd
Customers say: Quality work
344 local quotes requested
33 years of experience
As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.
"They talk the talk but when push comes to shove they are awful. I had them do replacement windows. The windows that are visible from my driveway and sidewalk are excellent. The ones that are more hidden they didn't bother to wrap or caulk correctly. Called the office and they said that if they "fixed the issues" it would be more damage. Never have I been more disappointed by crap customer service."
Dennis T on July 2025
As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.
"They talk the talk but when push comes to shove they are awful. I had them do replacement windows. The windows that are visible from my driveway and sidewalk are excellent. The ones that are more hidden they didn't bother to wrap or caulk correctly. Called the office and they said that if they "fixed the issues" it would be more damage. Never have I been more disappointed by crap customer service."
Dennis T on July 2025
Evolution Siding Plus Inc
Evolution Siding Plus Inc
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
37 local quotes requested
We specialize in all phases of siding services, repairs, replacements, installs, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!
"Everything was very professional. Brandon (Wenner) were prompt and always responded to my questions quickly. Crew worked throughout the day, very hard working. Very pleased with the finished job. Would highly recommend Brandon (Wenner) and his crew."
C D on August 2025
We specialize in all phases of siding services, repairs, replacements, installs, and more! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!
"Everything was very professional. Brandon (Wenner) were prompt and always responded to my questions quickly. Crew worked throughout the day, very hard working. Very pleased with the finished job. Would highly recommend Brandon (Wenner) and his crew."
C D on August 2025
FAQs for roofing projects in Winchester, MA
Typical roofing repairs cost between $380 and $1,800 on average. However, most homeowners spend approximately $1,100 on a roofing repair project. The size of the roof, the extent of the damage, and the type of project all impact the final cost. External factors like product availability and supply chain issues may also affect the price.
Projects like repairing damaged gutters will only be around $180 to $560, whereas repairing a sagging roof will be a higher expense at $1,500 to $7,000.
Roofing is a highly skilled and labor-intensive trade. Because of this, you can expect to pay an average of $2 per square foot for your roofing professional. Roofing labor costs generally make up about 60% of the overall project cost.
The cost to replace your roof is often significantly more expensive than the cost to repair it. On average, homeowners will spend between $5,890 and $12,800 to replace a roof. The size of the roof, the roof’s pitch, and the number of stories the house has will significantly affect the overall cost. You can expect to spend upwards of $46,000 for large, high-end roofs.
Yes, most states require roofers to be licensed, and for good reason. Hiring an unlicensed roofer could lead to poor quality work, costly future expenses, and potential code violations.
As you browse our pro listings, take note of the “Angi Approved” badge. Angi Approved businesses meet our standards for certification which include:
The owner, principal, or relevant manager passed a criminal background check
Required to have applicable state and local licenses
Maintain an average star rating of 3.0 or better on our network, if they have at least one review
Paying to advertise their services
Meeting any other eligibility criteria required by Angi
Keep in mind licensing is different from certifications. A license is a legal requirement to operate a business, while certifications are voluntary.
Before hiring a roofing contractor to work on your project, there are a few things you will want to ask, including:
Do you use roofing subcontractors?
Do you offer a warranty?
Do you have any references?
How will you clean up after the project is complete?
Will you remove my old or damaged roof?
The Winchester, MA homeowners’ guide to roofing services
From average costs to expert advice, get all the answers you need to get your job done.
Learn all of the factors you need to consider to estimate roof ridge cap replacement costs, whether it’s safe and worthwhile to DIY the work, and more.
The average slate roof repair falls between $800 and $3,200. Keep reading to discover common cost factors to see how much you could pay.
Wondering about the cost to tarp a roof after a large storm or before a major roof renovation? We'll break it down by size, style, and scenario.
Ready to learn how to advertise your roofing business? From lead generation and email marketing to social media and pay-per-click, these tips and tricks will help you get more leads and grow your construction business.
Adding a layer of shingles to your roof may lead to big problems. Learn why there’s a limit to how many layers of shingles are allowed on a roof.
Understanding how to calculate roof pitch is an excellent tool for estimating roofing materials and costs when building or remodeling your home.
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