Top-rated vinyl siding repair pros.

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There are 16 highly-rated local vinyl siding repair pros.

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    Verified vinyl siding repair services reviews

Vinyl siding repair pros in Cheshire

Avatar for Better Homes Siding & Improvements LLC

Better Homes Siding & Improvements LLC

72 Carson Ave
4.69(
35
)
Approved Pro

Better Homes Siding & Improvements LLC

72 Carson Ave
4.69(
35
)
Approved Pro
Customers say: True professional
49 local quotes requested
40 years of experience

Expert design with a soft touch. At Better Homes Siding & Improvements, LLC we specialize in installing state-of-the-art insulated siding, windows, roofing and other home improvements. With more than 30 years of experience in the business, you can trust that when you choose Better Homes Siding & Improvements you are choosing nothing but the best for your home improvement project. Our team of experienced professionals take pride in their work, and from concept to completion we will ensure that your needs are met every step of the way. Financing is available both secured and unsecured. Some programs are available to consolidate bills along with the work to be done to the property, with little or no money down. At no cost to you, we'll send a sales representative to your home and show samples of many different styles and colors of products. We offer our services to Central Connecticut. Give us a call at 860-305-5003 and set up your free consultation today!

"We can't speak highly enough about our experience with Better Homes Siding & Improvements, LLC. We contacted Mary Lou for vinyl siding, deck, doors and windows. We were very impressed with their products, service and overall work ethic. Mary Lou was a pleasure to work while we scoped out our projects, listened to our needs and priorities, and worked within budget. She communicated well, navigated our busy schedules, and ensured we were satisfied at every turn. Working with Kenny and his team, who did the installations, was a dream. Kenny takes incredible pride in his work and is beyond attentive to detail. He went above and beyond to ensure that every little item on our project list was completed, and did so without a single shortcut or workaround. Kenny does everything “the right way,” and treats your house as if it's his own. He's also just a delightful, genuine human who brightened up our home each day he was here! We will absolutely be using Better Homes for future projects!"

Daniel T on July 2025

Expert design with a soft touch. At Better Homes Siding & Improvements, LLC we specialize in installing state-of-the-art insulated siding, windows, roofing and other home improvements. With more than 30 years of experience in the business, you can trust that when you choose Better Homes Siding & Improvements you are choosing nothing but the best for your home improvement project. Our team of experienced professionals take pride in their work, and from concept to completion we will ensure that your needs are met every step of the way. Financing is available both secured and unsecured. Some programs are available to consolidate bills along with the work to be done to the property, with little or no money down. At no cost to you, we'll send a sales representative to your home and show samples of many different styles and colors of products. We offer our services to Central Connecticut. Give us a call at 860-305-5003 and set up your free consultation today!

"We can't speak highly enough about our experience with Better Homes Siding & Improvements, LLC. We contacted Mary Lou for vinyl siding, deck, doors and windows. We were very impressed with their products, service and overall work ethic. Mary Lou was a pleasure to work while we scoped out our projects, listened to our needs and priorities, and worked within budget. She communicated well, navigated our busy schedules, and ensured we were satisfied at every turn. Working with Kenny and his team, who did the installations, was a dream. Kenny takes incredible pride in his work and is beyond attentive to detail. He went above and beyond to ensure that every little item on our project list was completed, and did so without a single shortcut or workaround. Kenny does everything “the right way,” and treats your house as if it's his own. He's also just a delightful, genuine human who brightened up our home each day he was here! We will absolutely be using Better Homes for future projects!"

Daniel T on July 2025


Avatar for Sensible Home Products LLC

Sensible Home Products LLC

95 Kitts Lane
5.00(
96
)
Approved Pro

Sensible Home Products LLC

95 Kitts Lane
5.00(
96
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
179 local quotes requested

Sensible Home Products is local family owned and operated company. Our goal is to use the latest in cutting edge home improvement technologies combined with high quality energy saving products that not only look beautiful on your home, but will increase your home’s comfort level, resale value, and put money back into your pocket where it belongs. With so many home improvement companies located in Connecticut, you may ask what make sense about Sensible Home Products? See our website for more information

"The experience we had collaborating with Jeremy and the Sensible Home Products (SHP) team was outstanding and one beyond anything we could have imagined. In fact, we have never had a better experience with any contractor or company, of any type, than what we had with SHP. Trust, transparency, and talent are three essential elements that drive a fantastic customer experience. Jeremy demonstrated a level of trust that gave us comfort that the needed improvements made to our 90-year-old home, were appropriate and that the house would be safe, secure, and visually pleasing for future generations. This trust emerged from the initial quote that described the specific steps SHP would follow, to leaving the work area, every day, as spotless as when the team showed up, to traveling to the Boston area for a door that was not available at a store in Connecticut, to creatively and thoughtfully solving the issues and challenges the house threw at SHP, to taking every requested addition to the project with a can do attitude. In a nutshell, the SHP focus was ensuring that the improvements to our house would stand the test of time, and that the work was completed with care and dedication as if we were part of Jeremy’s family. Jeremy was transparent about the daily work. He sent us pictures of the progress made and of the structural issues that were uncovered. Although we would have wished wood rot, roof leakage, water damage and termite damage did not exist, they did. Because Jeremy provided the daily updates, he was able to share why the improvements were needed and important. He always answered my questions clearly and concisely. The SHP billing approach was clear so there were never any surprises. In fact, I was pleasantly surprised at how reasonably the project ended up costing. Observing Jeremy and the SHP teamwork was amazing. I have never seen such a talented, dedicated, caring, and creating team. They worked with amazing efficiency and effectiveness. I can attest, based on other projects we have taken on, this project would have taken much longer than the five short weeks (including Christmas and below freezing temperatures) this took. The quality of their work was remarkable and the pride in their workmanship was always evident. The extra touches he included in the project and the counsel he provided gave us 100% confidence that he would do what was right and that he, and SHP, would go above and beyond. The house is beautiful, and Jeremy and SHP will always hold a place in our hearts. They are an absolute gift, and they are now considered part of our family. I did not know Jeremy before this project, but I now count him as a friend. Going forward, we will call Jeremy and SHP first and we will know that he will care for us and for our house as if it was his own."

Jennifer M on January 2025

Sensible Home Products is local family owned and operated company. Our goal is to use the latest in cutting edge home improvement technologies combined with high quality energy saving products that not only look beautiful on your home, but will increase your home’s comfort level, resale value, and put money back into your pocket where it belongs. With so many home improvement companies located in Connecticut, you may ask what make sense about Sensible Home Products? See our website for more information

"The experience we had collaborating with Jeremy and the Sensible Home Products (SHP) team was outstanding and one beyond anything we could have imagined. In fact, we have never had a better experience with any contractor or company, of any type, than what we had with SHP. Trust, transparency, and talent are three essential elements that drive a fantastic customer experience. Jeremy demonstrated a level of trust that gave us comfort that the needed improvements made to our 90-year-old home, were appropriate and that the house would be safe, secure, and visually pleasing for future generations. This trust emerged from the initial quote that described the specific steps SHP would follow, to leaving the work area, every day, as spotless as when the team showed up, to traveling to the Boston area for a door that was not available at a store in Connecticut, to creatively and thoughtfully solving the issues and challenges the house threw at SHP, to taking every requested addition to the project with a can do attitude. In a nutshell, the SHP focus was ensuring that the improvements to our house would stand the test of time, and that the work was completed with care and dedication as if we were part of Jeremy’s family. Jeremy was transparent about the daily work. He sent us pictures of the progress made and of the structural issues that were uncovered. Although we would have wished wood rot, roof leakage, water damage and termite damage did not exist, they did. Because Jeremy provided the daily updates, he was able to share why the improvements were needed and important. He always answered my questions clearly and concisely. The SHP billing approach was clear so there were never any surprises. In fact, I was pleasantly surprised at how reasonably the project ended up costing. Observing Jeremy and the SHP teamwork was amazing. I have never seen such a talented, dedicated, caring, and creating team. They worked with amazing efficiency and effectiveness. I can attest, based on other projects we have taken on, this project would have taken much longer than the five short weeks (including Christmas and below freezing temperatures) this took. The quality of their work was remarkable and the pride in their workmanship was always evident. The extra touches he included in the project and the counsel he provided gave us 100% confidence that he would do what was right and that he, and SHP, would go above and beyond. The house is beautiful, and Jeremy and SHP will always hold a place in our hearts. They are an absolute gift, and they are now considered part of our family. I did not know Jeremy before this project, but I now count him as a friend. Going forward, we will call Jeremy and SHP first and we will know that he will care for us and for our house as if it was his own."

Jennifer M on January 2025


Bob's Outdoor Services

4.33(
46
)
Approved Pro

Bob's Outdoor Services

4.33(
46
)
Approved Pro
Customers say: Terrific value
59 local quotes requested
10 years of experience

We are a father and son company that takes pride in making your look look the best it can! We offer Pressure Washing and Lawn care services. Just ask! $200 minimum invoice. Please be respectful when inquiring. I am a locally owned and operated company. I have been doing this longer then some people have been alive, and am dedicated to the satisfaction of my clients.

"Went very well, power washed house and white fence to perfection. Bob was very conscientious about his work. Timely and efficient. Would absolutely hire him again."

Donna D on March 2025

We are a father and son company that takes pride in making your look look the best it can! We offer Pressure Washing and Lawn care services. Just ask! $200 minimum invoice. Please be respectful when inquiring. I am a locally owned and operated company. I have been doing this longer then some people have been alive, and am dedicated to the satisfaction of my clients.

"Went very well, power washed house and white fence to perfection. Bob was very conscientious about his work. Timely and efficient. Would absolutely hire him again."

Donna D on March 2025


Avatar for About Time Home Improvement LLC

About Time Home Improvement LLC

11 Park Street
5.00(
5
)
Approved Pro

About Time Home Improvement LLC

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

Home improvement/ roofing specialists serving Fairfield County for 18 years. We are experienced in virtually ever aspect of home building. Our company is divided into two divisions roofing and new construction/additions. This is important when selecting a roofing contractor because when you open a roof you never know what structural issues you may find. Some roofing companies are excellent at what they do, most of the time they’re experience ends there, as builders About Time Home Improvement is equipped to handle any issues that may arise on the spot, or complete any add-ons to your roof such as dormers or porticos. We take pride in making sure that every customer has the same positive experience. We are an Owens Corning preferred contractor and guarantee every asphalt shingle roof we do with a 30 year parts and labor warranty. We are experts at working with insurance companies to make sure that every customer gets the most out of their claim and can help our customers with solar projects at a much lower price than the big box stores. We look forward to working with you!

"Everything about the roof project was perfect. Mike gave us estimates about cost time and work condition that were right on target. I wish everyone I did business with worked like them."

Dan D on December 2024

Home improvement/ roofing specialists serving Fairfield County for 18 years. We are experienced in virtually ever aspect of home building. Our company is divided into two divisions roofing and new construction/additions. This is important when selecting a roofing contractor because when you open a roof you never know what structural issues you may find. Some roofing companies are excellent at what they do, most of the time they’re experience ends there, as builders About Time Home Improvement is equipped to handle any issues that may arise on the spot, or complete any add-ons to your roof such as dormers or porticos. We take pride in making sure that every customer has the same positive experience. We are an Owens Corning preferred contractor and guarantee every asphalt shingle roof we do with a 30 year parts and labor warranty. We are experts at working with insurance companies to make sure that every customer gets the most out of their claim and can help our customers with solar projects at a much lower price than the big box stores. We look forward to working with you!

"Everything about the roof project was perfect. Mike gave us estimates about cost time and work condition that were right on target. I wish everyone I did business with worked like them."

Dan D on December 2024


Avatar for D&M Best Homes And Construction LLC

D&M Best Homes And Construction LLC

5.00(
17
)
Approved Pro

D&M Best Homes And Construction LLC

5.00(
17
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
67 local quotes requested

With years of licensed contracting experience, our mission is provide a professional personal touch to all of customers! Our goal is to build relationships that will last a lifetime after you see our quality of work! As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!

"Diego and his crew were professional and the roof and new shingles came out perfect!"

MICHAEL R on July 2025

With years of licensed contracting experience, our mission is provide a professional personal touch to all of customers! Our goal is to build relationships that will last a lifetime after you see our quality of work! As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!

"Diego and his crew were professional and the roof and new shingles came out perfect!"

MICHAEL R on July 2025


Pattison Construction LLC

325 Harrison Road
5.00(
8
)
Approved Pro

Pattison Construction LLC

325 Harrison Road
5.00(
8
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
43 local quotes requested

Pattison Brothers Constructuon LLC is your trusted home improvement contractor. We specialize in roofing, siding, decks, kitchens, bathrooms, and additions. With over 30 years in the industry, we have refined our craftsmanship and our exceptional customer service. We are a GAF Certified Contractor. Lifetime warranty available! Give us a call for more details!

"Fantastic. They worked around our schedule, did a quick but thorough and beautiful job."

Amy H on October 2024

Pattison Brothers Constructuon LLC is your trusted home improvement contractor. We specialize in roofing, siding, decks, kitchens, bathrooms, and additions. With over 30 years in the industry, we have refined our craftsmanship and our exceptional customer service. We are a GAF Certified Contractor. Lifetime warranty available! Give us a call for more details!

"Fantastic. They worked around our schedule, did a quick but thorough and beautiful job."

Amy H on October 2024


Avatar for Manny Construction

Manny Construction

4.75(
4
)
Approved Pro

Manny Construction

4.75(
4
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
108 local quotes requested

Manny Construction: Your trusted roofing experts in Hartford. With our exceptional craftsmanship and attention to detail, we deliver top-notch results that stand the test of time. Contact us today for all your roofing needs.

"Job went as as promised. Would highly recommend"

Martin T on February 2024

Manny Construction: Your trusted roofing experts in Hartford. With our exceptional craftsmanship and attention to detail, we deliver top-notch results that stand the test of time. Contact us today for all your roofing needs.

"Job went as as promised. Would highly recommend"

Martin T on February 2024


Avatar for RainTech

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro

RainTech

Based Out Of
New on AngiNew on Angi
Approved Pro
34 local quotes requested
92 years of experience

A family-owned business over 91 years old with 4 generations of leadership. We pride ourselves in the utmost customer service and excellence in all projects completed for homeowners. A project is not complete until the customer is satisfied!

A family-owned business over 91 years old with 4 generations of leadership. We pride ourselves in the utmost customer service and excellence in all projects completed for homeowners. A project is not complete until the customer is satisfied!


Horizon Roofing, LLC

85 Renshaw Road
New on AngiNew on Angi
Approved Pro

Horizon Roofing, LLC

85 Renshaw Road
New on AngiNew on Angi
Approved Pro
23 local quotes requested
2 years of experience

We specialize in all phases of roofing services, installs, repairs, replacements, inspections, and more! We offer a diverse range of services tailored to meet the unique needs of every customer. We take a personalized approach to each project. We work closely with our clients to understand their vision, preferences, and budgetary requirements. We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!

We specialize in all phases of roofing services, installs, repairs, replacements, inspections, and more! We offer a diverse range of services tailored to meet the unique needs of every customer. We take a personalized approach to each project. We work closely with our clients to understand their vision, preferences, and budgetary requirements. We strive to exceed expectations by delivering exceptional service, great quality work, and professionalism on every job. Read more below on all the services we offer and contact us with any questions or to schedule a free estimate today!


Avatar for Highland Window & Siding Company LLC

Highland Window & Siding Company LLC

998 Farmington Avenue
4.85(
154
)
Approved Pro

Highland Window & Siding Company LLC

998 Farmington Avenue
4.85(
154
)
Approved Pro
Customers say: Super punctual
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
111 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

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FAQs for vinyl siding repair projects in Cheshire, CT

The average cost to hire a handyman ranges from about $40 to $140 per hour. Average project cost ranges between $180 and $700, but the cost per hour and per project depends heavily on the type, size, and complexity of the project. The pro’s experience level and your location also factor into how much a handyman charges per hour or per project. You can also expect to pay higher rates or additional fees for emergency services, or around periods of high customer demand, like holidays. 

Gutter installation costs from $4 to $30 per linear foot. Cost factors include linear footage, type of gutter, and material (aluminum, copper, etc.). The number and length of downspouts also impact the cost. Roof repairs are another potential cost. Optional add-ons include gutter guards or gutter screens to keep debris out of the gutters.

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.

The cost to replace siding for your home is $11,450 on average. But siding replacement can cost up to $40,000 or more, with the largest expense being your chosen material. For example, for a 2,000 square feet house, the average cost of siding materials such as vinyl is between $9,000 and $14,000. Wood siding is a little more expensive, ranging from $16,000 to $26,000. However, for the same size house using brick or stone, that cost jumps to $18,000 to $100,000. When choosing to replace your home’s siding, it’s essential to consider your climate and longevity.

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

The Cheshire, CT homeowners’ guide to vinyl siding repair services

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