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  • Verified reviews icon15
    Verified gutter repairs and replacements reviews

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Avatar for J&D Windows and Doors General Contracting, LLC.

J&D Windows and Doors General Contracting, LLC.

4.97(
32
)

J&D Windows and Doors General Contracting, LLC.

4.97(
32
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Fully insured General Contracting company with free home estimates specializing in Windows and Doors. Our products have a life time warranty with them as well as a variety of different options to accommodate your wants, needs, and budgets! Check out our Facebook, google page, and website listed below for yourself to see that you’re in good hands with J&D! To help with your long and late work hours, we are now offering E-Quotes on all windows, sliding glass doors, and ProVia door products! Go to our website, click on E-Quotes to learn more.

"Ok so I am writing a review everywhere I can for David and crew. Basically havr been using David and J&D for every aspect of the house! Windows, Doors, Facade wall, Kitchen, Siding etc. Have yet to have any bad experience with these guys!! Wonderful, efficient, courteous, professional, and I cannot say this enough… what a crack up! Thank you so much guys for taking care of me and my winderful “new” home. It is an honor and a pleasure working with you!"

Danielle St M on September 2024

Fully insured General Contracting company with free home estimates specializing in Windows and Doors. Our products have a life time warranty with them as well as a variety of different options to accommodate your wants, needs, and budgets! Check out our Facebook, google page, and website listed below for yourself to see that you’re in good hands with J&D! To help with your long and late work hours, we are now offering E-Quotes on all windows, sliding glass doors, and ProVia door products! Go to our website, click on E-Quotes to learn more.

"Ok so I am writing a review everywhere I can for David and crew. Basically havr been using David and J&D for every aspect of the house! Windows, Doors, Facade wall, Kitchen, Siding etc. Have yet to have any bad experience with these guys!! Wonderful, efficient, courteous, professional, and I cannot say this enough… what a crack up! Thank you so much guys for taking care of me and my winderful “new” home. It is an honor and a pleasure working with you!"

Danielle St M on September 2024


Precision Home Care

5.00(
21
)

Precision Home Care

5.00(
21
)
Customers say: Super punctual
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024



Avatar for Gunner Roofing

Gunner Roofing

4.86(
57
)

Gunner Roofing

4.86(
57
)
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers

Gunner Roofing knows your home is everything. That’s why Gunner was founded with one clear mission: to bring your home improvement project to life with exceptional quality, a personalized experience, and innovative tech to make your project easier than ever. We’re the first roofing company to service nationally as well as the first to offer accurate online quotes in under an hour meaning no more hours on the phone or juggling appointments to meet a dodgy contractor. Gunner is here to make it easy for you - we even help you navigate financing your project through Wells Fargo and assist with permitting. We’re proud to be your go-to roofing, siding, windows, and gutter installer, working with only the industry’s most trusted suppliers like Andersen Windows, Brava Roof Tile, GAF, and James Hardie. Whether you want to upgrade your home’s exterior or ensure your house will protect your family through the next storm, Gunner is excited to work with you as your trusted partner. Skeptical? We get it, this is no small decision. Check out our hundreds of 5-star reviews on google and find us on Inc. 5000 Fastest Growing Companies List, Fast Company’s Most Innovative Companies List, Good Housekeeping Home Reno Award Winners Page, Architectural Digest and more! If you’re curious about how much your project would cost, get your free roofing quote at https://www.gunnerroofing.com/ today - no commitment necessary.

"I am sure that all positive reviews for this company are fake. Nothing that was promised to me was delivered. My siding project is still ongoing for over 1 month. Was told that it would be done in week. Had one rain day. They have system like this: 1) sales person who never installed anything he will promise you things that obviously are not true, 2) crew that is subcontracted but not Gunner, mine was driving for over 2 hours away, 3) person who oversees the project but has little control over anything, no supply, doesn't know the crew, crew does not listen to him, main office does not listen to him, 4) main office does not reply to you. They just tell me to talk to project manager who has no control. So you understand that if there are any issue you are on your own. Quality or work is not good. Many times I had to point to the crew what's wrong, planks are broken yet they were still installing it, caulking is done they way that I can do it better, they cut wires to awning etc"

Eduard S on September 2025

Gunner Roofing knows your home is everything. That’s why Gunner was founded with one clear mission: to bring your home improvement project to life with exceptional quality, a personalized experience, and innovative tech to make your project easier than ever. We’re the first roofing company to service nationally as well as the first to offer accurate online quotes in under an hour meaning no more hours on the phone or juggling appointments to meet a dodgy contractor. Gunner is here to make it easy for you - we even help you navigate financing your project through Wells Fargo and assist with permitting. We’re proud to be your go-to roofing, siding, windows, and gutter installer, working with only the industry’s most trusted suppliers like Andersen Windows, Brava Roof Tile, GAF, and James Hardie. Whether you want to upgrade your home’s exterior or ensure your house will protect your family through the next storm, Gunner is excited to work with you as your trusted partner. Skeptical? We get it, this is no small decision. Check out our hundreds of 5-star reviews on google and find us on Inc. 5000 Fastest Growing Companies List, Fast Company’s Most Innovative Companies List, Good Housekeeping Home Reno Award Winners Page, Architectural Digest and more! If you’re curious about how much your project would cost, get your free roofing quote at https://www.gunnerroofing.com/ today - no commitment necessary.

"I am sure that all positive reviews for this company are fake. Nothing that was promised to me was delivered. My siding project is still ongoing for over 1 month. Was told that it would be done in week. Had one rain day. They have system like this: 1) sales person who never installed anything he will promise you things that obviously are not true, 2) crew that is subcontracted but not Gunner, mine was driving for over 2 hours away, 3) person who oversees the project but has little control over anything, no supply, doesn't know the crew, crew does not listen to him, main office does not listen to him, 4) main office does not reply to you. They just tell me to talk to project manager who has no control. So you understand that if there are any issue you are on your own. Quality or work is not good. Many times I had to point to the crew what's wrong, planks are broken yet they were still installing it, caulking is done they way that I can do it better, they cut wires to awning etc"

Eduard S on September 2025


"Once again, Ranieri Construction has gone above and beyond our expectations! We needed to have our inground pool patched and painted, and may I say Andrew (and Lou) did an outstanding job. My husband usually spends time (and $) at the beginning of the season making sure the water stays clean and clear. But patching up all the spots, and then painting the entire pool ensured the pool was so much easier to clean and keep clear on day 1. The improvements also made it easier to maintain the water balance and keep clean. Please consider these folks- they are prompt, detail oriented and very efficient. Feel free to get in touch with us if you want to hear more"

leeann s on September 2025

4 Employees, Family Business

"Once again, Ranieri Construction has gone above and beyond our expectations! We needed to have our inground pool patched and painted, and may I say Andrew (and Lou) did an outstanding job. My husband usually spends time (and $) at the beginning of the season making sure the water stays clean and clear. But patching up all the spots, and then painting the entire pool ensured the pool was so much easier to clean and keep clear on day 1. The improvements also made it easier to maintain the water balance and keep clean. Please consider these folks- they are prompt, detail oriented and very efficient. Feel free to get in touch with us if you want to hear more"

leeann s on September 2025


Avatar for The BullBag

The BullBag

5.00(
14
)

The BullBag

5.00(
14
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

The only reusable dumpster for home and job site cleanup. After purchasing the BullBag from a local retailer, you would bring it home or to your job-site, set it up, fill it and call us! Our goal is come out within 2-3 business days to empty it at your location. You then get your bag immediately back! These bags are guaranteed for life. You Fill It! We Dump It! You Keep It!

The only reusable dumpster for home and job site cleanup. After purchasing the BullBag from a local retailer, you would bring it home or to your job-site, set it up, fill it and call us! Our goal is come out within 2-3 business days to empty it at your location. You then get your bag immediately back! These bags are guaranteed for life. You Fill It! We Dump It! You Keep It!



Avatar for Ryc's Painting

Ryc's Painting

5.00(
10
)

Ryc's Painting

5.00(
10
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Exterior painter for thirty years, now taking on more inside work. Mainly because there is generally less dust involved, which is better for my lungs. But come spring? Pretty good chance I'll tight up my mask and have at it again.

"All went great."

Timothy M on September 2023

Exterior painter for thirty years, now taking on more inside work. Mainly because there is generally less dust involved, which is better for my lungs. But come spring? Pretty good chance I'll tight up my mask and have at it again.

"All went great."

Timothy M on September 2023


Avatar for JD & D Construction Inc

JD & D Construction Inc

5.00(
6
)

JD & D Construction Inc

5.00(
6
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

JD&D Construction Inc. is family business, owned and operated by father Dariusz “Darek” Ochocki and son Jacek “Jack” Ochocki, and headquartered in Webster, MA. We started in 1998 as JD Construction, a general contractor in the residential construction sector. We became proficient in both new construction and remodeling from excavation to finish trim. In 2005, we evolved into JD&D Construction, incorporated in 2006, and moved further into the commercial and public sectors. We have over 20 years of experience in the construction industry, including building from the ground up. Through our employees, our sub-contractors, and the design professionals we work with, our expertise extends through all trades. Our experience and formula for production has enabled us to handle large jobs and deliver them on time and on budget without becoming mired by unforeseen challenges.

"Great work. really professional ."

Lukasz T on July 2018

JD&D Construction Inc. is family business, owned and operated by father Dariusz “Darek” Ochocki and son Jacek “Jack” Ochocki, and headquartered in Webster, MA. We started in 1998 as JD Construction, a general contractor in the residential construction sector. We became proficient in both new construction and remodeling from excavation to finish trim. In 2005, we evolved into JD&D Construction, incorporated in 2006, and moved further into the commercial and public sectors. We have over 20 years of experience in the construction industry, including building from the ground up. Through our employees, our sub-contractors, and the design professionals we work with, our expertise extends through all trades. Our experience and formula for production has enabled us to handle large jobs and deliver them on time and on budget without becoming mired by unforeseen challenges.

"Great work. really professional ."

Lukasz T on July 2018


Avatar for Adam Quenneville Roofing & Siding

Adam Quenneville Roofing & Siding

4.30(
117
)

Adam Quenneville Roofing & Siding

4.30(
117
)
Customers say: Quality work
1996 years of experience

Adam Quenneville Roofing & Siding is a 3rd generation owned and operated family business. They are proud to have won the "Sustained Excellence Award" in the 2021 BBB Awards for Marketplace Excellence, in recognition of a longstanding commitment to trust, performance and integrity. As a company, they are dedicated to providing the best possible quality, superior customer service, and workmanship you can depend on. Their commitment to excellence has made Adam Quenneville Roofing & Siding the most trusted name in Western Massachusetts and Northern CT for roofing, siding & more.

"Highly disappointed! Having a building inspector in the family, very quickly many issues were pointed out about the workmanship. I took out a $9000 loan in order to get a new roof, and the new roof has more problems than the old roof! They did not bother taking down the gutters to put up the shingles, so there are lots of lumps and bumps along the front edge. They use random mishmash of flashing, the likes of which are not installed in a way that is waterproof. They did an absolute **** job, and I will be talking to them directly today, as well as the Better Business Bureau, and my lawyer, if they don’t come down here and fix the crap work they’ve done. I can’t believe how disappointed I am, and if I could’ve left zero stars, I would have. The people that showed up came in an unmarked white van. Nobody could speak English, except for the site manager, who could barely speak English. They did not fulfill their contract as they were supposed to also add on a piece of flashing to the side of my house and were unable to do that. The only thing they did properly was show up on time. I am incredibly disappointed, incredibly ****** off, and I sure hope nobody else falls for their ********. You would think a bunch of people in company uniforms, driving company, cars, and being competent at their jobs, would be showing up. But just so you all are aware, that is not the case. You will get random people, that apparently are not really affiliated with this company, they will do an absolute crap job, and they will be happy to take your money. Sad to say, this is just another **** company like all the other ones. Find somebody else!"

Scott A on August 2023

Adam Quenneville Roofing & Siding is a 3rd generation owned and operated family business. They are proud to have won the "Sustained Excellence Award" in the 2021 BBB Awards for Marketplace Excellence, in recognition of a longstanding commitment to trust, performance and integrity. As a company, they are dedicated to providing the best possible quality, superior customer service, and workmanship you can depend on. Their commitment to excellence has made Adam Quenneville Roofing & Siding the most trusted name in Western Massachusetts and Northern CT for roofing, siding & more.

"Highly disappointed! Having a building inspector in the family, very quickly many issues were pointed out about the workmanship. I took out a $9000 loan in order to get a new roof, and the new roof has more problems than the old roof! They did not bother taking down the gutters to put up the shingles, so there are lots of lumps and bumps along the front edge. They use random mishmash of flashing, the likes of which are not installed in a way that is waterproof. They did an absolute **** job, and I will be talking to them directly today, as well as the Better Business Bureau, and my lawyer, if they don’t come down here and fix the crap work they’ve done. I can’t believe how disappointed I am, and if I could’ve left zero stars, I would have. The people that showed up came in an unmarked white van. Nobody could speak English, except for the site manager, who could barely speak English. They did not fulfill their contract as they were supposed to also add on a piece of flashing to the side of my house and were unable to do that. The only thing they did properly was show up on time. I am incredibly disappointed, incredibly ****** off, and I sure hope nobody else falls for their ********. You would think a bunch of people in company uniforms, driving company, cars, and being competent at their jobs, would be showing up. But just so you all are aware, that is not the case. You will get random people, that apparently are not really affiliated with this company, they will do an absolute crap job, and they will be happy to take your money. Sad to say, this is just another **** company like all the other ones. Find somebody else!"

Scott A on August 2023

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Gutter Repair and Replacement questions, answered by experts

For homeowners who do not opt for gutter guards, the most common alternative is annual or biannual gutter cleaning. There are other products on the market designed to cut down on gutter cleanings, such as whole gutter systems like LeafGuard (which offers both gutter and guard in a single product) and guards and inserts designed to protect your downspouts.

Leaks, corrosion, sagging sections, and loose fasteners are common problems that need fixing.

Repairs typically cost between $150 and $600, depending on the extent of the damage, the materials involved, and the labor involved.

It’s technically possible to remove some soffit material without removing your gutters, but it’s usually a good idea to remove gutters, fascia, and soffit and then reinstall them in the opposite order. Replacing soffits without removing gutters is likely to leave you with a less professional and clean appearance, and you’re more likely to do damage to your gutters and fascia boards in the process.

How long hangers last will depend on what gutter material they’re made from, but generally you can expect to get at least 10 to 15 years from them no matter what they’re made from. But don’t wait for them to break to give them a checkup. Inspect this part of your gutters on a yearly basis, and make repairs at the first sight of damage.

The Cheshire, MA homeowners’ guide to gutter repairs and replacements

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

What do you need done? We’ll find top pros.
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  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"