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Find Asphalt shingle roofing installers and replacers in Cheshire

Avatar for Custom Build and Remodeling LLC

Custom Build and Remodeling LLC

5.00(
10
)
•Approved Pro

Custom Build and Remodeling LLC

5.00(
10
)
•Approved Pro
Super Service Award
10 local quotes requested
2 years of experience

We are dedicated to providing our clients with the very best in excavation and building site services. We specialize in residential and commercial services and take pride in the attention to detail put into each of the projects we're involved with. We're known for our quality work and the integrity of our business. We look forward to building long-term relationships with our clients, and guarantee your satisfaction.

"Hi. I am a baby boomer so I wanted to direct this towards others my age. I want to outline how wonderful my experience was with Usin from Custom Build and Remodeling llc. He was prompt and professional. Our first conversation was Sunday evening and he and four other employees were ripping out my bathroom completely on Wednesday morning. They showed up at 8:00 sharp every morning and worked till 4:00 each day. We had some extra issues in the 65-year-old house that Usin handled professionally with complete communication. They cleaned up thoroughly after each day and there was not one time within this entire project that I felt insecure. That’s a huge bonus! I am thrilled with the way the bathroom came out. A leaking vent pipe and wiring concerns led to problems above the bathroom in the attic. I was completely aware that my roof was shot so we agreed it should be done now. Roof, gutters and a house paint all done within the same timeframe. Highly recommend!! Serious professionals!!"

Kevin M on August 2025

We are dedicated to providing our clients with the very best in excavation and building site services. We specialize in residential and commercial services and take pride in the attention to detail put into each of the projects we're involved with. We're known for our quality work and the integrity of our business. We look forward to building long-term relationships with our clients, and guarantee your satisfaction.

"Hi. I am a baby boomer so I wanted to direct this towards others my age. I want to outline how wonderful my experience was with Usin from Custom Build and Remodeling llc. He was prompt and professional. Our first conversation was Sunday evening and he and four other employees were ripping out my bathroom completely on Wednesday morning. They showed up at 8:00 sharp every morning and worked till 4:00 each day. We had some extra issues in the 65-year-old house that Usin handled professionally with complete communication. They cleaned up thoroughly after each day and there was not one time within this entire project that I felt insecure. That’s a huge bonus! I am thrilled with the way the bathroom came out. A leaking vent pipe and wiring concerns led to problems above the bathroom in the attic. I was completely aware that my roof was shot so we agreed it should be done now. Roof, gutters and a house paint all done within the same timeframe. Highly recommend!! Serious professionals!!"

Kevin M on August 2025

Avatar for Venture Home Solar, LLC

Venture Home Solar, LLC

5.00(
2
)
•Approved Pro

Venture Home Solar, LLC

5.00(
2
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
11 years of experience

We are proud to have built a team of over 220 trained, in-house professionals devoted to bringing clean, green energy to the Northeast. We help homeowners save money on the best solar panel system available while replacing electricity and making a better tomorrow for us all. With our world-class solar systems using LG panels optimized for energy, advanced in-home monitoring controls, unbeatable warranty, and exceptional service, our customers know they?re getting the best in the industry. Based in Greenpoint, Brooklyn, we service NYC, Long Island, New Jersey, Connecticut, Rhode Island, New Hampshire, and Massachusetts. Feel free to get in touch with your questions or contact us for your free quote!

"They make great value for the product, great communication, and I highly recommend them."

Caroline G on July 2023

We are proud to have built a team of over 220 trained, in-house professionals devoted to bringing clean, green energy to the Northeast. We help homeowners save money on the best solar panel system available while replacing electricity and making a better tomorrow for us all. With our world-class solar systems using LG panels optimized for energy, advanced in-home monitoring controls, unbeatable warranty, and exceptional service, our customers know they?re getting the best in the industry. Based in Greenpoint, Brooklyn, we service NYC, Long Island, New Jersey, Connecticut, Rhode Island, New Hampshire, and Massachusetts. Feel free to get in touch with your questions or contact us for your free quote!

"They make great value for the product, great communication, and I highly recommend them."

Caroline G on July 2023

DJ Hall Roofing, LLC

New on HomeAdvisorNew on HomeAdvisor
•Approved Pro

DJ Hall Roofing, LLC

New on HomeAdvisorNew on HomeAdvisor
•Approved Pro
25 years of experience
Free onsite estimate

As experts in residential and commercial roofing, DJ Hall Roofing, strives to exceed expectations. With nearly 30 years of experience, we take pride in the quality of our work, responsiveness, and competitive pricing. We look forward to serving you and building a lasting relationship.

As experts in residential and commercial roofing, DJ Hall Roofing, strives to exceed expectations. With nearly 30 years of experience, we take pride in the quality of our work, responsiveness, and competitive pricing. We look forward to serving you and building a lasting relationship.

Avatar for United Home Experts

United Home Experts

4.46(
271
)
•Approved Pro

United Home Experts

4.46(
271
)
•Approved Pro
Customers say: Quality work
32 local quotes requested
28 years of experience

At United Home Experts, we're not just about roofing, siding, windows, doors and painting; we’re about creating a legacy of craftsmanship and community. Passion fuels our team; a collective of enthusiasts dedicated to the art of home transformation. With over 25 years refining homes across New England, we blend the finest materials, cutting-edge technology, and unparalleled expertise. Our team, the heart of United Home Experts, is a network of seasoned professionals who elevate every project with precision and care. Discover the UHE difference. Let's make your home a testament to timeless quality. Connect with us at 877-21-United. We're here to help you love your home again.

"Very professional and well done"

Julia G on February 2021

At United Home Experts, we're not just about roofing, siding, windows, doors and painting; we’re about creating a legacy of craftsmanship and community. Passion fuels our team; a collective of enthusiasts dedicated to the art of home transformation. With over 25 years refining homes across New England, we blend the finest materials, cutting-edge technology, and unparalleled expertise. Our team, the heart of United Home Experts, is a network of seasoned professionals who elevate every project with precision and care. Discover the UHE difference. Let's make your home a testament to timeless quality. Connect with us at 877-21-United. We're here to help you love your home again.

"Very professional and well done"

Julia G on February 2021

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.94(
355
)
•Approved Pro

Home Genius Exteriors

4.94(
355
)
•Approved Pro
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
22 years of experience

Elevate your home with Home Genius Exteriors, setting the standard in Hartford by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"They did a good job and took their time to do it right."

Dominic A on October 2025

Elevate your home with Home Genius Exteriors, setting the standard in Hartford by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"They did a good job and took their time to do it right."

Dominic A on October 2025

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
2484 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 Four Seasons Chimney & Roofing LLC

Four Seasons Chimney & Roofing LLC

5.00(
2
)
•Approved Pro

Four Seasons Chimney & Roofing LLC

5.00(
2
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
20 years of experience

We pride our company on reliability, excellent communication, integrity, and quality work. We strongly believe in giving our absolute best in all our projects no matter how big or small. We are experts in our trade and will always keep you educated on your task or project. We look forward to earning your business!

"Four Seasons Chimney and Roofing replaced the roof on two of my barns, including removal and replacement of many of the sheets of plywood sheathing. The barns had a low pitch (2â -3â in 12â ) and originally had architectural shingles when I purchased the property. They recommended a rolled product that they had installed before that was intended for low slopes. They also framed rafter extensions to increase my overhang that was previously lacking. All of the work was performed while my animals (Donkey, goats, and chickens) were in the barns and surrounding pens. All work was thoroughly cleaned up each day, and all material and debris was kept clear from the animals. This work was performed a couple of years ago now, and all workmanship has held up great so far. I greatly appreciate their efforts in keeping my animals safe from the debris created during the project and the quality of the workmanship. They are a great company to work with!"

Jesse M on September 2019

We pride our company on reliability, excellent communication, integrity, and quality work. We strongly believe in giving our absolute best in all our projects no matter how big or small. We are experts in our trade and will always keep you educated on your task or project. We look forward to earning your business!

"Four Seasons Chimney and Roofing replaced the roof on two of my barns, including removal and replacement of many of the sheets of plywood sheathing. The barns had a low pitch (2â -3â in 12â ) and originally had architectural shingles when I purchased the property. They recommended a rolled product that they had installed before that was intended for low slopes. They also framed rafter extensions to increase my overhang that was previously lacking. All of the work was performed while my animals (Donkey, goats, and chickens) were in the barns and surrounding pens. All work was thoroughly cleaned up each day, and all material and debris was kept clear from the animals. This work was performed a couple of years ago now, and all workmanship has held up great so far. I greatly appreciate their efforts in keeping my animals safe from the debris created during the project and the quality of the workmanship. They are a great company to work with!"

Jesse M on September 2019

Layvay Home Improvement

New on HomeAdvisorNew on HomeAdvisor
•Approved Pro

Layvay Home Improvement

New on HomeAdvisorNew on HomeAdvisor
•Approved Pro
6 years of experience
Free onsite estimate

We're a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 40 years of industry experience. We specialize in Asphalt Shingle Roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

We're a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 40 years of industry experience. We specialize in Asphalt Shingle Roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

Avatar for NextGen HIG, LLC

NextGen HIG, LLC

5.00(
4
)
•Approved Pro

NextGen HIG, LLC

5.00(
4
)
•Approved Pro
11 local quotes requested
1 years of experience

NextGen HIG is proud to be a locally owned and operated business that has been working in the industry since 2006. With years of experience and unmatched expertise, we can help with any and all of your residential roof installation, replacement, and repair needs. Since opening our doors we have built our business on providing customers with the highest quality products and craftsmanship at a fair price. Our customers can count on us to be timely, tidy and when the job is done that they will be 100% satisfied with the work completed. Let us show you the NextGen difference, get in touch today!

NextGen HIG is proud to be a locally owned and operated business that has been working in the industry since 2006. With years of experience and unmatched expertise, we can help with any and all of your residential roof installation, replacement, and repair needs. Since opening our doors we have built our business on providing customers with the highest quality products and craftsmanship at a fair price. Our customers can count on us to be timely, tidy and when the job is done that they will be 100% satisfied with the work completed. Let us show you the NextGen difference, get in touch today!

Avatar for JACC Construction, LLC

JACC Construction, LLC

5.00(
1
)
•Approved Pro

JACC Construction, LLC

5.00(
1
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
8 years of experience

With years of experience in the home improvement industry, we are the experts you need to take care of your home or business. We will treat your home as we would treat our own. Contact JACC Construction, LLC today, we look forward to working with you!

"I have worked with Armando and he is such an honest young man that goes out his was to make sure that not only your house is in good hands but he will explain every single detail to you if you miss out on anything. When he did my roof he worked all by himself and he did a spectacular job in a short period of time. He offers you reasonable prices, not too cheap but also not too expensive. I think its worth for the quality job Armando and his company provides."

Michael B on November 2019

With years of experience in the home improvement industry, we are the experts you need to take care of your home or business. We will treat your home as we would treat our own. Contact JACC Construction, LLC today, we look forward to working with you!

"I have worked with Armando and he is such an honest young man that goes out his was to make sure that not only your house is in good hands but he will explain every single detail to you if you miss out on anything. When he did my roof he worked all by himself and he did a spectacular job in a short period of time. He offers you reasonable prices, not too cheap but also not too expensive. I think its worth for the quality job Armando and his company provides."

Michael B on November 2019

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FAQs for asphalt shingle roofing installation and replacement projects in Cheshire, CT

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 Cheshire, CT 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.

See all articles