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Verified Reviews for Gutter Repair And Replacement pros in Whaleyville, MD
*The Angi rating for Gutter Repair And Replacement companies in Whaleyville, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Whaleyville, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on December 13, 2025
Find Gutter repair and replacement pros in Whaleyville

Exterior Pros of America
Exterior Pros of America
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Bayside Exteriors
Bayside Exteriors
Having a good roof over your head gives you peace of mind and adds value to your home. Bayside Exteriors offers professional service and high quality building materials so you don't have to worry about being safe and comfortable, and protecting your home's re-sale value. This comes from careful planning and means our work is done in a timely manner and the small problems are identified before they become bigger ones. We guarantee the quality of our work and use only the highest quality materials. We also provide exceptional customer service - you can ask our many satisfied customers. Our prices are competitive and when your job is finished you will have a new roof or siding that will last, and no job is too small. Consulting, inspections to minor repairs or a new roof, Bayside Exteriors IS your one-stop solution. Additional contact name - Andrew Lewandowski. Additional email - [email protected].
"Just wanted to compliment Bayside Exteriors for their excellent service in replacing my roof. They have always been responsive when I've needed them for roof repairs. I knew that when it would come time to replace my roof, I would hire this company. They did not disappoint me. I was impressed at the work they did and that they even had an individual assigned to oversee the process and ensure that I was pleased with the work. They did an excellent job of cleaning everything up, including removing any nails that could end up in the driveway or yard. They are a reputable and honest company. If you need a new roof or roof repairs, I highly recommend them."
Lautel W on November 2025
Having a good roof over your head gives you peace of mind and adds value to your home. Bayside Exteriors offers professional service and high quality building materials so you don't have to worry about being safe and comfortable, and protecting your home's re-sale value. This comes from careful planning and means our work is done in a timely manner and the small problems are identified before they become bigger ones. We guarantee the quality of our work and use only the highest quality materials. We also provide exceptional customer service - you can ask our many satisfied customers. Our prices are competitive and when your job is finished you will have a new roof or siding that will last, and no job is too small. Consulting, inspections to minor repairs or a new roof, Bayside Exteriors IS your one-stop solution. Additional contact name - Andrew Lewandowski. Additional email - [email protected].
"Just wanted to compliment Bayside Exteriors for their excellent service in replacing my roof. They have always been responsive when I've needed them for roof repairs. I knew that when it would come time to replace my roof, I would hire this company. They did not disappoint me. I was impressed at the work they did and that they even had an individual assigned to oversee the process and ensure that I was pleased with the work. They did an excellent job of cleaning everything up, including removing any nails that could end up in the driveway or yard. They are a reputable and honest company. If you need a new roof or roof repairs, I highly recommend them."
Lautel W on November 2025

Advance Roofing Windows Siding & Doors
Advance Roofing Windows Siding & Doors
Serving Delaware, Maryland (Cecil, Harford, Kent and Worcester Counties, New Jersey (Salem and Glouchester Counties) and Pennsylvania (Chester and Delaware Counties), Advance provides full-service offerings for all your home exterior remodeling projects including roofing, window, siding, doors, sunrooms and deck installation. Since our inception in 1989, Advance, Inc. has become widely recognized as the Delaware Valley #1 choice for exterior remodeling projects. President and Founder, Gary Derrick, began working in the remodeling industry at an early age and in doing so gained valuable insight into delivering top quality products and a great customer experience. As an engineer, Gary worked in the vinyl replacement window manufacturing business where he learned the importance of offering a premium product coupled with professional installation at a reasonable price. With Gary's experience, Advance, Inc. is dedicated to offering superior building products installed by certified professional installers at a price that’s affordable. All building products offered by Advance are accompanied by a comprehensive, no-nonsense warranty that homeowners can rely on. Advance proudly boasts an extensive Workmanship Guarantee on all products we install. Advance is a family-owned business that is fully bonded, licensed, and insured. We look forward to making your remodeling project a great experience from start to finish. Our success as a company has everything to do with being up front, fair, and honest with our customers. Because we control everything about our roofing, siding, windows and doors from measuring to installation and service, we stand behind the promises we make. We hope you’ll give us the opportunity to show your family how our products can enhance the beauty, comfort, and efficiency of your home. Please give us a call for a free estimate and find out just how affordable your next project will actually be.
"Staff was professional, knowledgeable, and did not push upgrades. We’ve used them multiple times since replacing our roof. "
Lorin H on September 2025
Serving Delaware, Maryland (Cecil, Harford, Kent and Worcester Counties, New Jersey (Salem and Glouchester Counties) and Pennsylvania (Chester and Delaware Counties), Advance provides full-service offerings for all your home exterior remodeling projects including roofing, window, siding, doors, sunrooms and deck installation. Since our inception in 1989, Advance, Inc. has become widely recognized as the Delaware Valley #1 choice for exterior remodeling projects. President and Founder, Gary Derrick, began working in the remodeling industry at an early age and in doing so gained valuable insight into delivering top quality products and a great customer experience. As an engineer, Gary worked in the vinyl replacement window manufacturing business where he learned the importance of offering a premium product coupled with professional installation at a reasonable price. With Gary's experience, Advance, Inc. is dedicated to offering superior building products installed by certified professional installers at a price that’s affordable. All building products offered by Advance are accompanied by a comprehensive, no-nonsense warranty that homeowners can rely on. Advance proudly boasts an extensive Workmanship Guarantee on all products we install. Advance is a family-owned business that is fully bonded, licensed, and insured. We look forward to making your remodeling project a great experience from start to finish. Our success as a company has everything to do with being up front, fair, and honest with our customers. Because we control everything about our roofing, siding, windows and doors from measuring to installation and service, we stand behind the promises we make. We hope you’ll give us the opportunity to show your family how our products can enhance the beauty, comfort, and efficiency of your home. Please give us a call for a free estimate and find out just how affordable your next project will actually be.
"Staff was professional, knowledgeable, and did not push upgrades. We’ve used them multiple times since replacing our roof. "
Lorin H on September 2025
Gutter Solutions, LLC
Gutter Solutions, LLC
Serving Delmarva, We have the experience and dedication to get the job done right! Specializing in Gutter Cleaning, Roof Cleaning and Pressure Washing services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!
"Very professional operation and great work. Will definitely hire them again."
Kathryn S on October 2022
Serving Delmarva, We have the experience and dedication to get the job done right! Specializing in Gutter Cleaning, Roof Cleaning and Pressure Washing services; We guarantee your satisfaction, and we won't leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Call or click for your FREE estimate today!
"Very professional operation and great work. Will definitely hire them again."
Kathryn S on October 2022

Wesley D Gentry LLC
Wesley D Gentry LLC
Wesley D Gentry LLC. Family owned since 1974. We have been serving the State of Delaware and the eastern shores of Maryland for 44 years.Licenced and Insured in both Delaware and Maryland. Installing exterior quality maintenance free brands and products for residential and commercial. Now including my sons we are a family second generation company. We treat your home improvement project like it's ours. We also accept major debt and credit cards. Call or contact us today for your free estimates on Seamless Aluminum Rain Gutters available in 5 and 6 inch sizes. With 25 colors to chose from. We install Standard Gutter Guard with Stainless Steel Micro Mesh, As well as Aluminum Fascia Trim work. We also install Stainless Steel Ice/Snow Guards for Metal Roofs. We send all job debris to a local materials recycling center. For a free estimate call 302-398-3600 or send an E-mail to [email protected]. Also visit our web site at www.gentrygutters.com
"They did an excellent job. I will hire them again if I needed them."
Mike R on March 2020
Wesley D Gentry LLC. Family owned since 1974. We have been serving the State of Delaware and the eastern shores of Maryland for 44 years.Licenced and Insured in both Delaware and Maryland. Installing exterior quality maintenance free brands and products for residential and commercial. Now including my sons we are a family second generation company. We treat your home improvement project like it's ours. We also accept major debt and credit cards. Call or contact us today for your free estimates on Seamless Aluminum Rain Gutters available in 5 and 6 inch sizes. With 25 colors to chose from. We install Standard Gutter Guard with Stainless Steel Micro Mesh, As well as Aluminum Fascia Trim work. We also install Stainless Steel Ice/Snow Guards for Metal Roofs. We send all job debris to a local materials recycling center. For a free estimate call 302-398-3600 or send an E-mail to [email protected]. Also visit our web site at www.gentrygutters.com
"They did an excellent job. I will hire them again if I needed them."
Mike R on March 2020
Gutter Helmet
Gutter Helmet
Locally Owned and Operated Licensed and Insured in MD, DE, and VA Certified Installers Financing Available
Locally Owned and Operated Licensed and Insured in MD, DE, and VA Certified Installers Financing Available

AROCON Eastern Shore
AROCON Eastern Shore
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
Anthony Holden Home Improvements
Anthony Holden Home Improvements
A full service Family owned and operated business for over 52 years serving All of Maryland . License # MHiC 94487. Insured and bonded.
"Mr. Holden was very accommodating and communicated any changes in scheduled times. The leak was repaired and tested the same day thanks to the hurricane."
Tiloy G on August 2020
A full service Family owned and operated business for over 52 years serving All of Maryland . License # MHiC 94487. Insured and bonded.
"Mr. Holden was very accommodating and communicated any changes in scheduled times. The leak was repaired and tested the same day thanks to the hurricane."
Tiloy G on August 2020

Mid-Shore Exteriors LLC
Mid-Shore Exteriors LLC
Family owned and operated. Licensed and Insured. Specializing in all types of Roofing.
"Brian was terrific on the walk-through and suggested a partial roof replacement. He was cost conscious and managed our expectations perfectly. The workers came on time and while there was a lot of equipment and materials on the property, the clean up was top notch! No evidence that a work crew was ever there. Thank you for a job well done!"
Joan M on September 2021
Family owned and operated. Licensed and Insured. Specializing in all types of Roofing.
"Brian was terrific on the walk-through and suggested a partial roof replacement. He was cost conscious and managed our expectations perfectly. The workers came on time and while there was a lot of equipment and materials on the property, the clean up was top notch! No evidence that a work crew was ever there. Thank you for a job well done!"
Joan M on September 2021

Classic Copper Works
Classic Copper Works
Classic Copper Works uses time honored German copper smith techniques handed down from father to son and passed on to our highly skilled artisans. We specialize in the fabrication of custom copper & bronze products and other metal specialties. WE DO NOT OFFER REPAIR SERVICES OF ANY KIND. Additional phone number - (888) 908-5339.
"Ordered and paid for custom awning that was to take 5 weeks. Its now been 16 weeks and still waiting. Owner is at best noncommunicable and at worst, rude. I'm now wondering if this is a scam and not a real business."
rick k on March 2025
Classic Copper Works uses time honored German copper smith techniques handed down from father to son and passed on to our highly skilled artisans. We specialize in the fabrication of custom copper & bronze products and other metal specialties. WE DO NOT OFFER REPAIR SERVICES OF ANY KIND. Additional phone number - (888) 908-5339.
"Ordered and paid for custom awning that was to take 5 weeks. Its now been 16 weeks and still waiting. Owner is at best noncommunicable and at worst, rude. I'm now wondering if this is a scam and not a real business."
rick k on March 2025
The Whaleyville, MD homeowners’ guide to gutter repairs and replacements
From average costs to expert advice, get all the answers you need to get your job done.

This guide will give you an idea of how much you can expect to pay when getting new seamless gutters installed when accounting for removal, labor, and different gutter materials.
Are gutter guards worth it? The average gutter guard installation cost is $650 to $2,000 but varies depending on types, materials, home height, and other factors.

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.

From higher-end gutter systems customized for your home to quick installations, the selections you make can influence how much new gutters cost. Discover the average aluminum gutter cost.

Properly angled gutters catch water and allow it to flow freely to the downspouts. Learn how to adjust gutter slope as a DIY project.

Gutters have a huge responsibility to protect your home from water damage. These simple DIY gutter repair tips will keep rainwater flowing and your home happy.
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