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Find Asphalt shingle roofing installers and replacers in Winchendon

Avatar for Power Home Remodeling

Power Home Remodeling

4.50(
344
)
Approved Pro

Power Home Remodeling

4.50(
344
)
Approved Pro
Customers say: Super punctual
2721 local quotes requested
34 years of experience

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"he was here all over the house a and refuse to give me a estimate because of my gender and waste my time, give me a terrible experience. "

Anna B on January 2026

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"he was here all over the house a and refuse to give me a estimate because of my gender and waste my time, give me a terrible experience. "

Anna B on January 2026


Avatar for Dion Roofing and Remodeling -   Facebook

Dion Roofing and Remodeling - Facebook

5.00(
23
)
Approved Pro

Dion Roofing and Remodeling - Facebook

5.00(
23
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
26 years of experience

We are a very experienced local GAF Certified roofing company and work efficiently and competitively for your business. Our work is professional, our products are top quality and our roofers are the best around. We thank you for selecting Dion Roofing and Remodeling, LLC for your project and for the referrals you send our way.

"Thanks to Joe and Wendy and a great crew fantastic workmanship. I highly recommend to anyone wanting a professionally done job you will not be disappointed. Once again my thanks to Joe."

Norm W on July 2021

We are a very experienced local GAF Certified roofing company and work efficiently and competitively for your business. Our work is professional, our products are top quality and our roofers are the best around. We thank you for selecting Dion Roofing and Remodeling, LLC for your project and for the referrals you send our way.

"Thanks to Joe and Wendy and a great crew fantastic workmanship. I highly recommend to anyone wanting a professionally done job you will not be disappointed. Once again my thanks to Joe."

Norm W on July 2021


Avatar for Clear Choice Home Improvements, LLC

Clear Choice Home Improvements, LLC

4.80(
749
)
Approved Pro

Clear Choice Home Improvements, LLC

4.80(
749
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
28 local quotes requested

Clear Choice Home Improvements promises to provide quality roofing, siding, window, bathroom and gutter services with integrity and professionalism. We have over 20 years of experience giving our customers the confidence to embark on home improvement projects and love the homes they live in. We take every measure to carefully ensure our craftsmen are properly trained and certified. Likewise, our sales staff and customer service representatives draw upon their years of experience to deliver our performance as promised guarantee for trouble-free installations. From day one, we will welcome any questions and concerns you may have during the renovation process. It is our goal to provide you with beautiful and practical home improvements that will stand the test of time, along with the peace of mind that you have made an excellent selection for your home.

"Works great! Did a great job! Left no mess."

Cody M on November 2024

Clear Choice Home Improvements promises to provide quality roofing, siding, window, bathroom and gutter services with integrity and professionalism. We have over 20 years of experience giving our customers the confidence to embark on home improvement projects and love the homes they live in. We take every measure to carefully ensure our craftsmen are properly trained and certified. Likewise, our sales staff and customer service representatives draw upon their years of experience to deliver our performance as promised guarantee for trouble-free installations. From day one, we will welcome any questions and concerns you may have during the renovation process. It is our goal to provide you with beautiful and practical home improvements that will stand the test of time, along with the peace of mind that you have made an excellent selection for your home.

"Works great! Did a great job! Left no mess."

Cody M on November 2024


Avatar for BBS General Construction Inc

BBS General Construction Inc

4.54(
13
)
Approved Pro

BBS General Construction Inc

4.54(
13
)
Approved Pro
Customers say: True professional
13 local quotes requested
10 years of experience

BBS General Construction Inc. is a mid-sized construction company proudly owned and operated by members of a big, close-knit, and blessed family. Founded in 2016, BBS stands for “Brother and Big Sister” — a tribute to the bond between founders Ciro Malo and Rosa, who built this company on the values of family, loyalty, and integrity. We specialize in roofing, siding, and gutter services, delivering reliable, high-quality craftsmanship to homeowners and businesses across our community. At BBS, relationships come first. We honor the wisdom that comes with age and experience, and hold a special place in our hearts for elderly customers and veterans. Providing them with respectful, attentive service is part of our mission. We also care deeply about our planet. Whenever possible, we choose environmentally responsible materials and practices to help protect the world we all share. With BBS General Construction Inc., you’re not just hiring a contractor — you’re partnering with a team that treats every customer like family.

"No comment"

Marco P on May 2024

BBS General Construction Inc. is a mid-sized construction company proudly owned and operated by members of a big, close-knit, and blessed family. Founded in 2016, BBS stands for “Brother and Big Sister” — a tribute to the bond between founders Ciro Malo and Rosa, who built this company on the values of family, loyalty, and integrity. We specialize in roofing, siding, and gutter services, delivering reliable, high-quality craftsmanship to homeowners and businesses across our community. At BBS, relationships come first. We honor the wisdom that comes with age and experience, and hold a special place in our hearts for elderly customers and veterans. Providing them with respectful, attentive service is part of our mission. We also care deeply about our planet. Whenever possible, we choose environmentally responsible materials and practices to help protect the world we all share. With BBS General Construction Inc., you’re not just hiring a contractor — you’re partnering with a team that treats every customer like family.

"No comment"

Marco P on May 2024


Avatar for TimeproofUSA

TimeproofUSA

New on HomeAdvisorNew on HomeAdvisor
Approved Pro

TimeproofUSA

New on HomeAdvisorNew on HomeAdvisor
Approved Pro
42 local quotes requested
11 years of experience

Here at TimeproofUSA, we're excited to earn your business! Locally owned and operated, we are known in the area for our prompt service and attention to detail. Customer satisfaction is always our primary concern, so be sure to give us a call today!

Here at TimeproofUSA, we're excited to earn your business! Locally owned and operated, we are known in the area for our prompt service and attention to detail. Customer satisfaction is always our primary concern, so be sure to give us a call today!


Avatar for Long Home

Long Home

4.72(
70
)
Approved Pro

Long Home

4.72(
70
)
Approved Pro
Customers say: Quick response
355 local quotes requested
81 years of experience

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 projects and specialize in asphalt shingle installations and replacements. 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!

"It was deytailed and professional."

Neville A on August 2025

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 projects and specialize in asphalt shingle installations and replacements. 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!

"It was deytailed and professional."

Neville A on August 2025


Avatar for Power Home Remodeling

Power Home Remodeling

4.76(
783
)
Approved Pro

Power Home Remodeling

4.76(
783
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
83 local quotes requested

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.

"This company completely took advantage of my MIL with high pressure sales. She did not need her roof redone yet they convinced her she needed it and 30k$ later she has a new roof she didn't need or want. You should be ashamed of yourselves."

Tim O on September 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.

"This company completely took advantage of my MIL with high pressure sales. She did not need her roof redone yet they convinced her she needed it and 30k$ later she has a new roof she didn't need or want. You should be ashamed of yourselves."

Tim O on September 2025


Avatar for Yankee Home improvement, Inc.

Yankee Home improvement, Inc.

4.39(
52
)
Approved Pro

Yankee Home improvement, Inc.

4.39(
52
)
Approved Pro
Customers say: Quality work
121 local quotes requested
18 years of experience

New England’s Most Referred Contractor Specializing in Baths, Windows & Doors Since 2008! You shouldn’t have to worry when hiring a contractor. That’s why there’s a motto we live by: Get It Done Right, The First Time, Never Cattywampus®. It embodies the spirit to continuously improve not only the lives of our clients, but also our community, and each other. Call Us If You Need: Shower and Tub Replacement, Window Replacement or Entry Door Replacement. Our craftsmen are actual employees, not subcontractors, and have been with us for years. You deserve top-tier service, that’s why we made a promise to our customers: to provide superior workmanship and service, underscored by our Never Cattywampus® Guarantee.

"Avoid this company at all costs?.over priced front door. Installed incorrectly, wrong color, not what I wanted from the get go?to cut costs, they changed from a fiberglass door to a steel door (which caused a problem due to southern exposure & door becoming extremely hot to the point of burning fingers) & changed the colors. Door had drafts as not hung correctly. Came back & corrected the type of door to fiberglass (at an additional cost), corrected the colors, tried to correct the door so there were no drafts, but the door creaks & squeaks & it drives me crazy. No amount of WD-40 or silicone spray helps. Emailed the company about correcting this with no response whatsoever."

Cathy B on May 2025

New England’s Most Referred Contractor Specializing in Baths, Windows & Doors Since 2008! You shouldn’t have to worry when hiring a contractor. That’s why there’s a motto we live by: Get It Done Right, The First Time, Never Cattywampus®. It embodies the spirit to continuously improve not only the lives of our clients, but also our community, and each other. Call Us If You Need: Shower and Tub Replacement, Window Replacement or Entry Door Replacement. Our craftsmen are actual employees, not subcontractors, and have been with us for years. You deserve top-tier service, that’s why we made a promise to our customers: to provide superior workmanship and service, underscored by our Never Cattywampus® Guarantee.

"Avoid this company at all costs?.over priced front door. Installed incorrectly, wrong color, not what I wanted from the get go?to cut costs, they changed from a fiberglass door to a steel door (which caused a problem due to southern exposure & door becoming extremely hot to the point of burning fingers) & changed the colors. Door had drafts as not hung correctly. Came back & corrected the type of door to fiberglass (at an additional cost), corrected the colors, tried to correct the door so there were no drafts, but the door creaks & squeaks & it drives me crazy. No amount of WD-40 or silicone spray helps. Emailed the company about correcting this with no response whatsoever."

Cathy B on May 2025


Avatar for Elite Home Performance, LLC

Elite Home Performance, LLC

4.96(
157
)
Approved Pro

Elite Home Performance, LLC

4.96(
157
)
Approved Pro
Customers say: Super punctual
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
12 local quotes requested

At Elite Home Performance, we’re dedicated to delivering high-quality home improvements with integrity, precision, and care. Our team brings years of experience, a commitment to craftsmanship, and a passion for helping homeowners enhance the beauty, value, and comfort of their homes. From start to finish, we focus on clear communication, reliable service, and results that stand the test of time.

""Fixed my hidden roof leak just in time!" – Sarah Simmons "I had a small, unnoticeable leak that turned into a BIG problem when water started staining my ceiling. I called Elite Work Home Improvement, and they were able to find the issue right away. The team repaired the damaged area, reinforced the weak spots, and made sure I wouldn’t have another issue down the line. It’s rare to find such honest and thorough work these days!""

Walter M on April 2025

At Elite Home Performance, we’re dedicated to delivering high-quality home improvements with integrity, precision, and care. Our team brings years of experience, a commitment to craftsmanship, and a passion for helping homeowners enhance the beauty, value, and comfort of their homes. From start to finish, we focus on clear communication, reliable service, and results that stand the test of time.

""Fixed my hidden roof leak just in time!" – Sarah Simmons "I had a small, unnoticeable leak that turned into a BIG problem when water started staining my ceiling. I called Elite Work Home Improvement, and they were able to find the issue right away. The team repaired the damaged area, reinforced the weak spots, and made sure I wouldn’t have another issue down the line. It’s rare to find such honest and thorough work these days!""

Walter M on April 2025


Avatar for United Home Experts & United Painting Co

United Home Experts & United Painting Co

4.31(
154
)
Approved Pro

United Home Experts & United Painting Co

4.31(
154
)
Approved Pro
Customers say: Super punctual
28 years of experience
Free onsite estimate

United brings over 25 years of experience in long-term, low maintenance and beautiful roofing, siding, windows and painting solutions. We offer top-quality products and a team of knowledgeable and experienced professionals committed to each step of your remodel. Our team is built to handle the unique needs of every New England property, so you get the best value for your investment. Not to mention our lifetime warranties, dedicated repair and service department, amazing customer service and the highest level of manufacturer certifications. We live by our core values: be positive, energetic, and fun; tell the truth and keep your word; creatively find solutions; know your stuff; make customers happy - and we look forward to serving you! Request an estimate: https://unitedhomeexperts.com/angies-list/

"Very disappointed. We asked for triple pane windows, and someone on their end ordered double pane. Luckily we noticed day of installation, and they had to re-order the proper ones we signed for. Finally the group of installers who came did a horrible job. Trash, insulation, and broken glass on our front lawn. Horribly cut wood trim that we had to redo ourselves. Poor sealing that we need to redo. Our hopper window was misaligned and couldn't close. The hinge arm on our casement window has detached from the channel. Communication is spotty from them, and sometimes we don't get an answer by call or text until we message repeatedly. It took over a year to have our project done from contract signing to end, and there are still issues cropping up. Out of the dozen of contractors we've hired the past year and a half, they have been the most disappointing and for what we paid, the quality of work was truly disappointing."

Cin W on June 2023

United brings over 25 years of experience in long-term, low maintenance and beautiful roofing, siding, windows and painting solutions. We offer top-quality products and a team of knowledgeable and experienced professionals committed to each step of your remodel. Our team is built to handle the unique needs of every New England property, so you get the best value for your investment. Not to mention our lifetime warranties, dedicated repair and service department, amazing customer service and the highest level of manufacturer certifications. We live by our core values: be positive, energetic, and fun; tell the truth and keep your word; creatively find solutions; know your stuff; make customers happy - and we look forward to serving you! Request an estimate: https://unitedhomeexperts.com/angies-list/

"Very disappointed. We asked for triple pane windows, and someone on their end ordered double pane. Luckily we noticed day of installation, and they had to re-order the proper ones we signed for. Finally the group of installers who came did a horrible job. Trash, insulation, and broken glass on our front lawn. Horribly cut wood trim that we had to redo ourselves. Poor sealing that we need to redo. Our hopper window was misaligned and couldn't close. The hinge arm on our casement window has detached from the channel. Communication is spotty from them, and sometimes we don't get an answer by call or text until we message repeatedly. It took over a year to have our project done from contract signing to end, and there are still issues cropping up. Out of the dozen of contractors we've hired the past year and a half, they have been the most disappointing and for what we paid, the quality of work was truly disappointing."

Cin W on June 2023

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FAQs for asphalt shingle roofing installation and replacement projects in Winchendon, 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 Winchendon, 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.