Top-rated gutter repair and replacement pros.

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TRUSTED BY HOMEOWNERS

Average homeowner rating star icon4.2
Average homeowner rating
Verified reviews icon19
Verified gutter repairs and replacements reviews

Gutter repair and replacement pros in Cheshire

Avatar for Northland Roofing LLC
Northland Roofing LLC
46 NY-146,
5.00(
6
)
Approved Pro
Northland Roofing LLC
46 NY-146,
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
88 local quotes requested

Northland Roofing & siding LLC has been providing outstanding roofing repairs and replacement in Connecticut for a combined 14 years. We are available 24 hours a day, 7 days a week for all your roofing emergencies. Our full licensed professional contractors have the knowledge and experience to handle any type of job. Email to schedule an appointment for a FREE estimate. Service NY-VT -NH

"very well. Antonio followed through with everything we agreed to. He cleaned up afterwards. Was very professional"

Thea B on September 2019

Northland Roofing & siding LLC has been providing outstanding roofing repairs and replacement in Connecticut for a combined 14 years. We are available 24 hours a day, 7 days a week for all your roofing emergencies. Our full licensed professional contractors have the knowledge and experience to handle any type of job. Email to schedule an appointment for a FREE estimate. Service NY-VT -NH

"very well. Antonio followed through with everything we agreed to. He cleaned up afterwards. Was very professional"

Thea B on September 2019


Bradford Home Services
145 S. Main St
No reviews
Bradford Home Services
145 S. Main St
No reviews
58 local quotes requested

Bradford Home Services is your personal maintenance company for your home, condo, rental property, or seasonal property! Born from our sister company Bradford Construction Management, you can trust your home is being reviewed by seasoned home builders! We have over 70 years of experience in the residential construction market, building high end homes, from design to finish. Take advantage of our bi-annual assessments for only $25/Month! We will review your whole home Exterior, Interior, plumbing, electrical, heating etc! we will then send you a detailed report with pictures, videos, and recommendation on fixes! But it doesn't stop there, we can price and repair any aspect of your home!

Bradford Home Services is your personal maintenance company for your home, condo, rental property, or seasonal property! Born from our sister company Bradford Construction Management, you can trust your home is being reviewed by seasoned home builders! We have over 70 years of experience in the residential construction market, building high end homes, from design to finish. Take advantage of our bi-annual assessments for only $25/Month! We will review your whole home Exterior, Interior, plumbing, electrical, heating etc! we will then send you a detailed report with pictures, videos, and recommendation on fixes! But it doesn't stop there, we can price and repair any aspect of your home!


Johnnatan Santos
23 HARBACK RD
No reviews
Johnnatan Santos
23 HARBACK RD
No reviews
4 years of experience

Golden Gutters, Roofing & Siding is your reliable expert for gutters and siding in Sutton, MA, and the surrounding areas. As top-rated installers and contractors, we deliver premium materials and skilled craftsmanship. Improve your home's exterior with our dependable, customized services designed to suit your specific needs.

Golden Gutters, Roofing & Siding is your reliable expert for gutters and siding in Sutton, MA, and the surrounding areas. As top-rated installers and contractors, we deliver premium materials and skilled craftsmanship. Improve your home's exterior with our dependable, customized services designed to suit your specific needs.


Herman Exterior Homes LLC
737 Saint David's Lane
4.91(
11
)
Herman Exterior Homes LLC
737 Saint David's Lane
4.91(
11
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024

We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.

"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."

Sergey S on October 2024


Tier 1 Roofing
525 4th Ave
No reviews
Tier 1 Roofing
525 4th Ave
No reviews
Free onsite estimate

Expert Roofing Contractor located in Albany, NY. Currently offering 10% off (up to $1000) on full roof replacements! In need of a roof replacement or repair? Skylights, siding, or gutters? We do it all! All of our work is backed by a no-cost 20 year workmanship warranty.

Expert Roofing Contractor located in Albany, NY. Currently offering 10% off (up to $1000) on full roof replacements! In need of a roof replacement or repair? Skylights, siding, or gutters? We do it all! All of our work is backed by a no-cost 20 year workmanship warranty.


JH Construction
No reviews
JH Construction
No reviews

Roofing, siding and gutters contractor in Berkshire County MA

Roofing, siding and gutters contractor in Berkshire County MA


Supreme Gutters LLC
66 Marlborough St
No reviews
Supreme Gutters LLC
66 Marlborough St
No reviews
Free onsite estimate

SEAMLESS GUTTERS GUTTER CLEANING REPLACEMENT REPAIRS INSPECTIONS GUTTER GUARDS CUT AND DROPS ALUMINUM FASCIA WRAP

SEAMLESS GUTTERS GUTTER CLEANING REPLACEMENT REPAIRS INSPECTIONS GUTTER GUARDS CUT AND DROPS ALUMINUM FASCIA WRAP


Latham Roofing & Siding
640 Loudon Rd.
No reviews
Latham Roofing & Siding
640 Loudon Rd.
No reviews
Free onsite estimate

A dependable company that handles roofing and siding. We offer competitive pricing, fantastic service and an overall great experience for homeowners and businesses. Please feel free to reach out for a free quote today!

A dependable company that handles roofing and siding. We offer competitive pricing, fantastic service and an overall great experience for homeowners and businesses. Please feel free to reach out for a free quote today!


SageWood Home Exteriors
PO Box 25
4.50(
8
)
SageWood Home Exteriors
PO Box 25
4.50(
8
)
Customers say: Quality work
12 years of experience

"Choose the One That Loves What They Do" SageWood Home Exteriors is a family owned business nestled in the Hilltowns, serving all of Western MA and CT. We pride on beautifying your curb appeal by offering different options and design consultation. We believe all homeowners deserve to have a home they can be proud of if it is affordable. Our goal is to build relationships with our clients so they continue to reach when there is a new project or need. We don't cut corners and we get the job done right, so you don't have to worry. SageWood Home Exteriors was founded on the principle of offering designer quality exterior installations using durable products and skilled craftsmen at an affordable price. You will not find us in TV commercials because ultimately, it reflects on those higher quotes for comparable quality work. We keep our costs of doing business low so you can save on your next home project. That means more money is left in your pocket! Last of all, we believe in maintaining great communication, in having integrity and being fair. After a scheduled visit from one of our project managers, you will feel empowered to make the right decision for you, your family and your home. ​Thank you for visiting our website! https://sagewoodhome.com/index.html

"I couldn’t be happier with SageWood. They were responsive, efficient, reasonably priced, clean and professional. My neighbors called to tell me they were watching and how great they were. 5 stars."

Dan (Customer) R on August 2023

"Choose the One That Loves What They Do" SageWood Home Exteriors is a family owned business nestled in the Hilltowns, serving all of Western MA and CT. We pride on beautifying your curb appeal by offering different options and design consultation. We believe all homeowners deserve to have a home they can be proud of if it is affordable. Our goal is to build relationships with our clients so they continue to reach when there is a new project or need. We don't cut corners and we get the job done right, so you don't have to worry. SageWood Home Exteriors was founded on the principle of offering designer quality exterior installations using durable products and skilled craftsmen at an affordable price. You will not find us in TV commercials because ultimately, it reflects on those higher quotes for comparable quality work. We keep our costs of doing business low so you can save on your next home project. That means more money is left in your pocket! Last of all, we believe in maintaining great communication, in having integrity and being fair. After a scheduled visit from one of our project managers, you will feel empowered to make the right decision for you, your family and your home. ​Thank you for visiting our website! https://sagewoodhome.com/index.html

"I couldn’t be happier with SageWood. They were responsive, efficient, reasonably priced, clean and professional. My neighbors called to tell me they were watching and how great they were. 5 stars."

Dan (Customer) R on August 2023


Deering Handyman Services, LLC
4.61(
38
)
Deering Handyman Services, LLC
4.61(
38
)
Customers say: Quality work
60 local quotes requested

Are you looking for a handyman who takes pride in his work? Call or message for small and large projects that will be done right and on schedule. Friendly, quality, reliable and on time. Free estimates and affordable pricing.

"We have used Joe Deering on four seperate projects now, and my wife and I are so happy with the quality and care of his work that in future if a project needs doing and Joe is not immediately available we will simply wait until he is able to do the work. A real pro, honest to a fault, and meticulous in his craftsmanship"

Mark L on April 2025

Are you looking for a handyman who takes pride in his work? Call or message for small and large projects that will be done right and on schedule. Friendly, quality, reliable and on time. Free estimates and affordable pricing.

"We have used Joe Deering on four seperate projects now, and my wife and I are so happy with the quality and care of his work that in future if a project needs doing and Joe is not immediately available we will simply wait until he is able to do the work. A real pro, honest to a fault, and meticulous in his craftsmanship"

Mark L on April 2025

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Gutter repairs and replacements FAQs

The most common problem with gutters is clogs and improper drainage. The most common cause is when surrounding trees drop leaves, blossoms, seeds, and other debris into your gutters. Debris gets wet and soggy in the gutter and blocks the opening of the downspout to prevent water from draining. Even moderate to steady rain can cause water to overflow the gutters. Clean the gutters as safely as possible every spring and fall. You may have to clean them out more than once when lots of leaves are falling over the course of several weeks.

Leaking gutters can cause major problems in your home, which is why cleaning your gutters is important. Water leaking behind the gutters can cause the wood at the edge of your roof and even part of the roof to rot. When gutters and downspouts leak, the ground next to the foundation becomes saturated and can end up causing cracks and water leaks in your basement or crawl space. Overflowing gutters can cause moisture problems with windows and exterior walls.

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.

Although installing or replacing gutters doesn’t usually add directly to the value of your home, it can help maintain the value of your home by preventing water damage from overflowing or leaking. Aside from the practical preventative maintenance, a neat, clean new gutter system can certainly add to your home’s curb appeal.

Several telltale signs indicate that it’s time to replace your gutters. The most common signs include:

  • Peeling paint

  • Standing water in your gutters

  • Pulling away from the roof line

  • Leaking behind the gutters

  • Widening, leaking gaps in the seams of your gutters

  • Cracking 

  • Sagging gutters 

  • Rusting

  • Growing mold

  • Soaking foundation walls

The homeowners guide to gutter repairs and replacements
From average costs to expert advice, get all the answers you need to get your job done.
Copper gutters with nature in the background
Feb 3, 2025
Feb 3, 2025
Installing copper gutters adds beauty and value to your home. The cost of your project will depend on the size of your home, the size of your gutters, and the thickness of the material.
Faux copper gutters against the blue sky
Feb 3, 2025
Feb 3, 2025
Here's everything you ever wanted to know about saving money by installing faux copper gutters instead of real copper gutters.
A modern home with green grass and trees in front yard
Feb 13, 2025
Feb 13, 2025
Wondering how much gutter installation costs? We’ll break down prices by material, gutter type, and other factors impacting overall gutter costs.
Suburban home with attic and metal roof
Feb 14, 2025
Feb 14, 2025
Seamless gutters are a durable and low-maintenance solution for handling water drainage. Use this guide to learn all about whether seamless gutters are right for your home.
man repairing metal gutter
Feb 15, 2025
Feb 15, 2025
Are you planning on installing gutters on your home? Before you get started, be prepared to discuss these gutter installation questions with your contractor.
A view of a house with seamless gutters on a cloudy day
Mar 12, 2025
Mar 12, 2025
Repair your gutters to reduce potential water damage and basement flooding. Review these gutter repair questions for when you talk with a pro.