Top-rated gutter repair and replacement pros.

Get matched with top gutter repair and replacement pros in Cheswold, DE

There are 11 highly-rated local gutter repair and replacement pros.

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Average homeowner rating star icon4.5
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Verified gutter repairs and replacements reviews

Gutter repair and replacement pros in Cheswold

Avatar for AROCON Eastern Shore
AROCON Eastern Shore
301 Crusader Rd
4.67(
12
)
Approved Pro
AROCON Eastern Shore
301 Crusader Rd
4.67(
12
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
174 local quotes requested

AROCON Roofing & Construction offers superior services at an affordable price because we are your Maryland contractor. Instead of focusing on completing as many jobs as possible, AROCON focuses on providing quality work and getting to know our customers. This allows us to provide high quality, customized results and unparalleled customer service without adding extensive overhead or expenses. For all of your Roofing & Construction needs, you can count on our experienced team at AROCON Roofing & Construction. We service all of Dorchester, Queen Annes, Talbot, Wicomico, and Worchester counties. Call us today to make Home Improvement, Simplified. #rooftuneup.

"Great contractor. Very friendly and professional."

Richard G on July 2024

AROCON Roofing & Construction offers superior services at an affordable price because we are your Maryland contractor. Instead of focusing on completing as many jobs as possible, AROCON focuses on providing quality work and getting to know our customers. This allows us to provide high quality, customized results and unparalleled customer service without adding extensive overhead or expenses. For all of your Roofing & Construction needs, you can count on our experienced team at AROCON Roofing & Construction. We service all of Dorchester, Queen Annes, Talbot, Wicomico, and Worchester counties. Call us today to make Home Improvement, Simplified. #rooftuneup.

"Great contractor. Very friendly and professional."

Richard G on July 2024


JGV Building and Remodeling
26 Poplar Lane
No reviews
JGV Building and Remodeling
26 Poplar Lane
No reviews
22 years of experience

I am the type of person who is very attentive to the customers needs. I may be a few dollars more but that's because I figure out every detail down to the penny so there is no surprises in the end. Very well versed with the historical society when it comes to certain remodels. So attention to detail is important. A to Z here. Complete remodels to fix up jobs to new construction. Baths, kitchens and basements. Services offered are as follows. Remodels including whole house and partial. Painting to include whole house or room by room. Concrete services to include foundations, poured floors, driveways, driveway resurfaces, sidewalks, demolition of existing concrete, foundation repair and pads for sheds and outbuildings. We are an A to Z company. I show up with a cup of coffee to start the day and the work gets done, first time, on time, all the time.

I am the type of person who is very attentive to the customers needs. I may be a few dollars more but that's because I figure out every detail down to the penny so there is no surprises in the end. Very well versed with the historical society when it comes to certain remodels. So attention to detail is important. A to Z here. Complete remodels to fix up jobs to new construction. Baths, kitchens and basements. Services offered are as follows. Remodels including whole house and partial. Painting to include whole house or room by room. Concrete services to include foundations, poured floors, driveways, driveway resurfaces, sidewalks, demolition of existing concrete, foundation repair and pads for sheds and outbuildings. We are an A to Z company. I show up with a cup of coffee to start the day and the work gets done, first time, on time, all the time.


Diaz R Home Remodeling LLC
4.85(
26
)
Diaz R Home Remodeling LLC
4.85(
26
)
Customers say: Quick response
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers

Painting,drywall and bathroom,kitchen remodeling business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!

"Santos is a fantastic home remodeler. He has done several jobs for my homes Including 3 bathroom remodels, exterior siding and trim work as well as small plumbing and drywall work. He is very reliable and does great work for a good price. Highly recommend"

Ryan M on March 2025

Painting,drywall and bathroom,kitchen remodeling business locally owned and operated we feel invested in our clients and constantly strive for customer satisfaction. Call or message us to schedule an estimate today!

"Santos is a fantastic home remodeler. He has done several jobs for my homes Including 3 bathroom remodels, exterior siding and trim work as well as small plumbing and drywall work. He is very reliable and does great work for a good price. Highly recommend"

Ryan M on March 2025


Thunderstruck Roofing & Restoration, LLC
6000 Stone Pine Rd
5.00(
4
)
Thunderstruck Roofing & Restoration, LLC
6000 Stone Pine Rd
5.00(
4
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Thunderstruck Roofing & Restoration 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

"The quality of work was pretty good, and the communication was great."

Sharon H on March 2023

Thunderstruck Roofing & Restoration 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

"The quality of work was pretty good, and the communication was great."

Sharon H on March 2023


L&B Anderson llc
17325 Isdell Rd
5.00(
1
)
L&B Anderson llc
17325 Isdell Rd
5.00(
1
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

L&B Anderson LLC is located in Milford DE BUT offers a variety of services in parts of Kent and Sussex county Delaware. From new construction to remodels we do it all. We offer decks/porches, new/replacement siding, door/window replacement, new 5&6 inch seamless gutter, gutter cleaning, flooring, etc.     

"They were great guys to work with. They were flexible as we had to continue changing and figuring out layouts."

Tammy D on August 2024

L&B Anderson LLC is located in Milford DE BUT offers a variety of services in parts of Kent and Sussex county Delaware. From new construction to remodels we do it all. We offer decks/porches, new/replacement siding, door/window replacement, new 5&6 inch seamless gutter, gutter cleaning, flooring, etc.     

"They were great guys to work with. They were flexible as we had to continue changing and figuring out layouts."

Tammy D on August 2024


Ned's Window Cleaning
25291 Pleasant Valley Rd
4.00(
3
)
Ned's Window Cleaning
25291 Pleasant Valley Rd
4.00(
3
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Check out our services offered and call or click to schedule a free estimate today!

"They performed quite well and displayed a high level of professionalism."

Eileen M on April 2023

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Check out our services offered and call or click to schedule a free estimate today!

"They performed quite well and displayed a high level of professionalism."

Eileen M on April 2023


A.N.D Contractors
1 Rambleton Dr
4.00(
1
)
A.N.D Contractors
1 Rambleton Dr
4.00(
1
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We specialize in all aspects of roofing, siding, and gutter services with industry experience since 2001! We guarantee your satisfaction and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, our efficiency, and delivering great customer service! Check out all the services we offer below and call -- or-- click to schedule a free estimate today!

"Good and would hire again."

William N on April 2021

We specialize in all aspects of roofing, siding, and gutter services with industry experience since 2001! We guarantee your satisfaction and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, our efficiency, and delivering great customer service! Check out all the services we offer below and call -- or-- click to schedule a free estimate today!

"Good and would hire again."

William N on April 2021


M&M roofing
No reviews
M&M roofing
No reviews

M&M Roofing Residential and commercial At M&M roofing we offer Free estimates and 15% off all new Roof installations and Repairs (609) 682-3278 NO JOB TOO BIG OR TOO SMALL SNOW AND ICE REMOVAL SERVICES AVAILABLE We Are a Family owned and operated Company with 35 Years Of Experience Our goal is to reach 100% customer satisfaction . ROOFS ASPFALT SHINGLES METAL ROOFING TILE ROOFING SLATE ROOFING FLAT ROOFS LOW SLOPE ROOFS ALL COMMERCIAL and RESIDENTIAL ROOFING - Shingles - TPO - PVC - EPDM - Leaks - Repairs - Skylights -Rubber roofs -Metal Roofs Also offering Snow and Ice removal services And many more roofing services call today to Schedule your free estimate To keep our customers safe we offer Contactless Estimates (609) 682-3278

M&M Roofing Residential and commercial At M&M roofing we offer Free estimates and 15% off all new Roof installations and Repairs (609) 682-3278 NO JOB TOO BIG OR TOO SMALL SNOW AND ICE REMOVAL SERVICES AVAILABLE We Are a Family owned and operated Company with 35 Years Of Experience Our goal is to reach 100% customer satisfaction . ROOFS ASPFALT SHINGLES METAL ROOFING TILE ROOFING SLATE ROOFING FLAT ROOFS LOW SLOPE ROOFS ALL COMMERCIAL and RESIDENTIAL ROOFING - Shingles - TPO - PVC - EPDM - Leaks - Repairs - Skylights -Rubber roofs -Metal Roofs Also offering Snow and Ice removal services And many more roofing services call today to Schedule your free estimate To keep our customers safe we offer Contactless Estimates (609) 682-3278


Drive Clear Gutters
No reviews
Drive Clear Gutters
No reviews

We have 20 years experience in all things gutters. From cleaning, repairs, and installation. Several colors to choose from. Soffit and facia wrapping. Licensed and insured. Serving the Delmarva area.

We have 20 years experience in all things gutters. From cleaning, repairs, and installation. Several colors to choose from. Soffit and facia wrapping. Licensed and insured. Serving the Delmarva area.


MR Hunter LLC
1246 S LITTLE CREEK RD
3.50(
2
)
MR Hunter LLC
1246 S LITTLE CREEK RD
3.50(
2
)
Customers say: Quality work
35 local quotes requested

We are a locally owned and operated company with over 20 years of industry experience that values honesty and integrity and treat your home improvement project as if it was our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing and siding, both installations and repairs. We pride ourselves in the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Exceptional work by the team at M.R. Hunter. Old cedar siding removed, new PVC siding installed. The new siding retained the look of the original wood with the advantages of a maintenance free material. The MR Hunter team was professional, listened to any concerns, maintained a clean work site, showed up and worked full days. We are enjoying the new siding and highly recommend MR Hunter."

James P on March 2022

We are a locally owned and operated company with over 20 years of industry experience that values honesty and integrity and treat your home improvement project as if it was our own. We offer a wide range of roofing expertise and experience to meet the specific needs of our clients. We specialize in a variety of roofing and siding, both installations and repairs. We pride ourselves in the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Exceptional work by the team at M.R. Hunter. Old cedar siding removed, new PVC siding installed. The new siding retained the look of the original wood with the advantages of a maintenance free material. The MR Hunter team was professional, listened to any concerns, maintained a clean work site, showed up and worked full days. We are enjoying the new siding and highly recommend MR Hunter."

James P on March 2022

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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
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Feb 15, 2025
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Mar 12, 2025
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