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TRUSTED BY CHESHIRE, CT HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon716
    Verified roofing services reviews

Find Roofers in Cheshire

Avatar for Highland Window & Siding Company LLC

Highland Window & Siding Company LLC

4.96(
136
)
Approved Pro

Highland Window & Siding Company LLC

4.96(
136
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
104 local quotes requested

As a multi-year Super Service Award winner, Highland Window Company LLC is a family owned and operated business with over 18 years of industry experience. Our owner, Marc Cowan, will come to your home to deliver your exact written quote in 30 minutes. NO high pressure sales tactics and NO sales people working for high commissions. It is our goal to build a relationship with our clients that will last a lifetime. What sets us apart from our competitors is our dedication to put our customers first. All of our high quality, energy star rated products are covered by a lifetime transferable warranty. Our highly trained installers work only for Highland and have been working with Highland for over 10 years. That means that every review you read on Angie’s List was installed by the same team. The same team that will carry out your installation. Angie’s List members should feel confident about hiring Highland for all window, siding and roofing needs. We guarantee that we will take the stress out of home improvement!

"We have had many home renovation projects done over the past two years. Marc and his team replaced most of our windows about 6 months ago. Of all the services we had done, I would put Marc & Highland Windows at the top of the list. Great product, great value, very responsive, very professional. We shopped around plenty before deciding on Highland, and we very happy we went with them."

Eric S on September 2022

As a multi-year Super Service Award winner, Highland Window Company LLC is a family owned and operated business with over 18 years of industry experience. Our owner, Marc Cowan, will come to your home to deliver your exact written quote in 30 minutes. NO high pressure sales tactics and NO sales people working for high commissions. It is our goal to build a relationship with our clients that will last a lifetime. What sets us apart from our competitors is our dedication to put our customers first. All of our high quality, energy star rated products are covered by a lifetime transferable warranty. Our highly trained installers work only for Highland and have been working with Highland for over 10 years. That means that every review you read on Angie’s List was installed by the same team. The same team that will carry out your installation. Angie’s List members should feel confident about hiring Highland for all window, siding and roofing needs. We guarantee that we will take the stress out of home improvement!

"We have had many home renovation projects done over the past two years. Marc and his team replaced most of our windows about 6 months ago. Of all the services we had done, I would put Marc & Highland Windows at the top of the list. Great product, great value, very responsive, very professional. We shopped around plenty before deciding on Highland, and we very happy we went with them."

Eric S on September 2022


Avatar for Power Home Remodeling

Power Home Remodeling

4.80(
342
)
Approved Pro

Power Home Remodeling

4.80(
342
)
Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
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.

"I knew they were good, but they are beyond excellant! Instalation was phenomanal and pella product are some of the best windows in the country!"

Dan M on October 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.

"I knew they were good, but they are beyond excellant! Instalation was phenomanal and pella product are some of the best windows in the country!"

Dan M on October 2025


"Mike and his crew were wonderful, knowledgable, professional and efficient. The quality of the work was outstanding and the whole process was smooth and easy! Can’t recommend them highly enough!"

Brianna P on November 2024

10 years worth of construction experience in various industries.

"Mike and his crew were wonderful, knowledgable, professional and efficient. The quality of the work was outstanding and the whole process was smooth and easy! Can’t recommend them highly enough!"

Brianna P on November 2024


Avatar for 3 Son's Siding & Gutters LLC

3 Son's Siding & Gutters LLC

5.00(
5
)
Approved Pro

3 Son's Siding & Gutters LLC

5.00(
5
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
80 local quotes requested

Family owned and operated home improvement company, with a very simple mission: provide quality home improvement services at affordable prices. We truly care for our customers! We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, siding, roofing, gutters, and more! Call today for a free consultation.

"After a few delays because of rain they came they completed the job within two and a half hours cleaned everything up actually did some extra reinforcement on my porch at no extra charge highly recommend"

Arthur D on June 2025

Family owned and operated home improvement company, with a very simple mission: provide quality home improvement services at affordable prices. We truly care for our customers! We specialize in all phases of remodeling for your home, business, bathrooms, kitchens, finishing basements, siding, roofing, gutters, and more! Call today for a free consultation.

"After a few delays because of rain they came they completed the job within two and a half hours cleaned everything up actually did some extra reinforcement on my porch at no extra charge highly recommend"

Arthur D on June 2025


Avatar for Dolphin Home Improvement LLC

Dolphin Home Improvement LLC

5.00(
20
)
Approved Pro

Dolphin Home Improvement LLC

5.00(
20
)
Approved Pro
Customers say: Quick response
11 local quotes requested
12 years of experience

At Dolphin Home Improvement, we specialize in high-quality, affordable home improvement services throughout the greater Connecticut area. From roofing, siding, windows, decks, bathrooms, interior painting and kitchen remodels we help homeowners bring their vision to life with expert craftmanship and reliable project management. With many years of experience, we're known for our attention to detail, transparent pricing, and commitment to our customer satisfaction. No job is too small or too complex-we treat every project like it's our own home.

"I had an excellent experience with this contractor ? their work was outstanding from start to finish. Highly recommended Mike Dolphin from Dolphin Home Improvement "

Jack D on November 2025

At Dolphin Home Improvement, we specialize in high-quality, affordable home improvement services throughout the greater Connecticut area. From roofing, siding, windows, decks, bathrooms, interior painting and kitchen remodels we help homeowners bring their vision to life with expert craftmanship and reliable project management. With many years of experience, we're known for our attention to detail, transparent pricing, and commitment to our customer satisfaction. No job is too small or too complex-we treat every project like it's our own home.

"I had an excellent experience with this contractor ? their work was outstanding from start to finish. Highly recommended Mike Dolphin from Dolphin Home Improvement "

Jack D on November 2025


Avatar for Carden Home Improvement, LLC

Carden Home Improvement, LLC

5.00(
11
)
Approved Pro

Carden Home Improvement, LLC

5.00(
11
)
Approved Pro
97 local quotes requested
5 years of experience

Carden Home Improvement was built on a simple promise: do the job right, treat people well, and stand behind our work. Founded by a group of close friends who spent over a decade in the home improvement industry, we set out to create a company that homeowners in Plainville, Southington, and across Central Connecticut could truly trust. In less than a year, we've grown from a two-person crew to a full team of 15 skilled professionals — all dedicated to delivering high-quality roofing, siding, windows, doors, and gutters with integrity and speed.

"Carden did a great job installing a new roof after I had a leak from a storm. They were super professional and had a great price!!"

Melanie M on August 2025

Carden Home Improvement was built on a simple promise: do the job right, treat people well, and stand behind our work. Founded by a group of close friends who spent over a decade in the home improvement industry, we set out to create a company that homeowners in Plainville, Southington, and across Central Connecticut could truly trust. In less than a year, we've grown from a two-person crew to a full team of 15 skilled professionals — all dedicated to delivering high-quality roofing, siding, windows, doors, and gutters with integrity and speed.

"Carden did a great job installing a new roof after I had a leak from a storm. They were super professional and had a great price!!"

Melanie M on August 2025


OLYMPUS HOME IMPROVEMENT LLC

5.00(
5
)
Approved Pro

OLYMPUS HOME IMPROVEMENT LLC

5.00(
5
)
Approved Pro
13 local quotes requested
2 years of experience

With over 10+ years of experience in the industry ,Olympus Home Improvement LLC is who you need to take care of your home. We handle everything from the initial consultation to making sure your property looks perfect every single time. We will always treat your property as we would treat our own, and you will be surprised how simple and easy our team will make the whole process seem. Give our team a call today. We're looking forward to working with you!

With over 10+ years of experience in the industry ,Olympus Home Improvement LLC is who you need to take care of your home. We handle everything from the initial consultation to making sure your property looks perfect every single time. We will always treat your property as we would treat our own, and you will be surprised how simple and easy our team will make the whole process seem. Give our team a call today. We're looking forward to working with you!


Avatar for ALLIED PAVING & SEALCOATING

ALLIED PAVING & SEALCOATING

4.70(
15
)
Approved Pro

ALLIED PAVING & SEALCOATING

4.70(
15
)
Approved Pro
Customers say: Quality work
27 local quotes requested
42 years of experience

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Great job. Worked around my schedule which allowed me to keep my office running as usual"

Jeffrey B on August 2025

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"Great job. Worked around my schedule which allowed me to keep my office running as usual"

Jeffrey B 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
10 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


Zayas Solutions

New on AngiNew on Angi
Approved Pro

Zayas Solutions

New on AngiNew on Angi
Approved Pro
10 years of experience
Free onsite estimate

Zayas Solutions is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

Zayas Solutions is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

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Roofing questions, answered by experts

The formula for calculating how many squares of roofing you need is pretty easy. Take the total amount of square footage and divide it by 100. With this formula in mind, a 2,000-square-foot roof would require 20 squares of roofing material to adequately cover it.

Walking on an asbestos roof can pose a risk. Asbestos roofing materials can become brittle over time, increasing the chances of them breaking or releasing fibers when stepped on. Additionally, walking on an asbestos roof without proper precautions can cause further damage to the material. If possible, avoid touching an asbestos roof in any way and consult with a professional about removing and replacing the roof. 

Green roofs are incredibly long-lasting. Some have life spans of up to 40 or 50 years. Since the roofs help to protect the rest of your home's roofing system, they can also extend the life of your existing roof.

Regular maintenance and inspections will help you get the most out of your green roof and ensure it lasts as long as possible.

Most roofs can take quite a bit of weight from snow, but their ability to handle heavy snow is not unlimited. Most roofs can handle about 20 pounds per cubic foot of fresh snow. Ice, ice dams, and other factors can contribute to dangerous roof weight. Newer roofs, sloped roofs, and those that have more support can hold more snow than older roofs, flat roofs, and roofs with widely spaced beams. To figure out how much snow your roof can hold, you will need to contact a professional roofing contractor to calculate the maximum snow load for your specific roof.

The most important thing to remember when laying shingles is to work from the bottom of the slope to the top. This leaves you with a top overlap that directs runoff from one row to the next until it reaches the eave for disposal. You should also make sure you follow the manufacturer's instructions and the local building code for nailing patterns and frequency so all of your hard work stays put through varying weather conditions.

The Cheshire, CT homeowners’ guide to roofing services

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