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  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon57
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Shepherdstown

Avatar for Hartley Home Exteriors

Hartley Home Exteriors

4.98(
52
)

Hartley Home Exteriors

4.98(
52
)
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We specialize in roofing, siding and windows. With client trust and satisfaction at the heart of our approach to our services, Hartley Home Exteriors is passionate about quality and craftsmanship in our work. Our dedication to quality dictates that we use only the best materials at competitive prices, as well as the most highly skilled and trusted installers in the business. We are committed to your project, from the initial consultation to well beyond our final delivery.

"It was great . They done quickly to improve my roof."

Christine R on August 2021

We specialize in roofing, siding and windows. With client trust and satisfaction at the heart of our approach to our services, Hartley Home Exteriors is passionate about quality and craftsmanship in our work. Our dedication to quality dictates that we use only the best materials at competitive prices, as well as the most highly skilled and trusted installers in the business. We are committed to your project, from the initial consultation to well beyond our final delivery.

"It was great . They done quickly to improve my roof."

Christine R on August 2021


A+ Handyman

4.87(
75
)

A+ Handyman

4.87(
75
)
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers

A+ Handyman has been in business, offering dependable service, for over 20 years locally. Have a piece of mind and rest assured you will receive top notch, honest and friendly service. Call today to get your free estimate and be sure to ask about our Preventative Maintenance Program --- we have a plan for every budget, home and business. In the unlikely event that you need a service we do not provide, we can give you a exceptional referral.

"There team was amazing and very prompt.... they repaired my leak then waited to make sure they fixed it properly and then came back out and did the drywall repair.... excellent Company"

Krystal S on October 2018

A+ Handyman has been in business, offering dependable service, for over 20 years locally. Have a piece of mind and rest assured you will receive top notch, honest and friendly service. Call today to get your free estimate and be sure to ask about our Preventative Maintenance Program --- we have a plan for every budget, home and business. In the unlikely event that you need a service we do not provide, we can give you a exceptional referral.

"There team was amazing and very prompt.... they repaired my leak then waited to make sure they fixed it properly and then came back out and did the drywall repair.... excellent Company"

Krystal S on October 2018


Avatar for American Home Contractors of VA, LLC

American Home Contractors of VA, LLC

4.78(
385
)

American Home Contractors of VA, LLC

4.78(
385
)
Customers say: True professional
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers

For over 35 years, American Home Contractors has provided exterior household services and upgrades across Maryland, Washington DC, and Northern Virginia. American Home takes great pride in ensuring customer satisfaction and commits to delivering the highest quality of work when renovating any home.

"American Home Contractors and Hugo in particular were great to work with. We had multiple jobs done which required several trips and Hugo kept us informed and worked around several weather delays. He relocated and installed a new attic fan, hooked up the bathroom fan to a new roof vent, insulated a pipe in the attic, installed apron flashing on four windows, painted the flue vent, reconnected some lose siding and replaced three pieces of rotted trim and painted it. The work appears to be top notch and we appreciate the hard work and long hours Hugo put in! I would definitely recommend this company and most certainly Hugo to everyone. We also had American Home Contractors replace our gutters and install gutter guards. They did an excellent job with that as well."

Barry R on February 2025

For over 35 years, American Home Contractors has provided exterior household services and upgrades across Maryland, Washington DC, and Northern Virginia. American Home takes great pride in ensuring customer satisfaction and commits to delivering the highest quality of work when renovating any home.

"American Home Contractors and Hugo in particular were great to work with. We had multiple jobs done which required several trips and Hugo kept us informed and worked around several weather delays. He relocated and installed a new attic fan, hooked up the bathroom fan to a new roof vent, insulated a pipe in the attic, installed apron flashing on four windows, painted the flue vent, reconnected some lose siding and replaced three pieces of rotted trim and painted it. The work appears to be top notch and we appreciate the hard work and long hours Hugo put in! I would definitely recommend this company and most certainly Hugo to everyone. We also had American Home Contractors replace our gutters and install gutter guards. They did an excellent job with that as well."

Barry R on February 2025


Avatar for Gregory's Inc

Gregory's Inc

4.83(
118
)

Gregory's Inc

4.83(
118
)
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers

Gregory's Inc. was founded in 1951. The present corporation was formed in 1966, with Ralph S. Gregory as President. We are a small enough company to pay attention to every detail, yet large enough to satisfy the needs of our customers, no matter how large or small the project. Please contact us directly at 540-869-3500 [email protected].

"This is an awful contractor. New water leaks. Cannot recommend them."

Wendy B on August 2025

Gregory's Inc. was founded in 1951. The present corporation was formed in 1966, with Ralph S. Gregory as President. We are a small enough company to pay attention to every detail, yet large enough to satisfy the needs of our customers, no matter how large or small the project. Please contact us directly at 540-869-3500 [email protected].

"This is an awful contractor. New water leaks. Cannot recommend them."

Wendy B on August 2025


Avatar for Christian Siding

Christian Siding

5.00(
51
)

Christian Siding

5.00(
51
)
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Christian Siding is a construction firm which specialize in turn key operations, performing all work with our in-house crew members, in order to ensure the highest quality of workmanship. We service both home-owners and commercial property owners. We also partner with some of the top general contracting firms in the DC metropolitan areas to assist with a labor force in completing some of the largest projects in VA/DC/MD. Christian Siding has also been recognized as one the areas highest rated installers under the James Hardie Preferred installer as well as Certainteed 5 start installer program.

"They are amazing from the estimate to the way they did the job and I saved more than $100,000 for the job."

Chris V on March 2023

Christian Siding is a construction firm which specialize in turn key operations, performing all work with our in-house crew members, in order to ensure the highest quality of workmanship. We service both home-owners and commercial property owners. We also partner with some of the top general contracting firms in the DC metropolitan areas to assist with a labor force in completing some of the largest projects in VA/DC/MD. Christian Siding has also been recognized as one the areas highest rated installers under the James Hardie Preferred installer as well as Certainteed 5 start installer program.

"They are amazing from the estimate to the way they did the job and I saved more than $100,000 for the job."

Chris V on March 2023


Avatar for American Custom Contractors Inc

American Custom Contractors Inc

4.85(
88
)

American Custom Contractors Inc

4.85(
88
)
Customers say: True professional
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers

American Custom Contractors is a full-service roofing, siding, and general contracting company committed to delivering high-quality home improvement services. With 52 years of experience, we specialize in both residential and commercial projects, ensuring durability and precision in every job. We pride ourselves on our customer-focused approach, providing tailored solutions and exceptional craftsmanship to meet the unique needs of each client.

"American Custom Contractors did an outstanding job replacing the roof, woodwork, trim, and gutters on our historic 1910 home. The ACC work crews, including carpenters, roofers, and gutter specialists, were highly skilled and experienced. Yanni Agouridis, our project consultant, was extremely helpful in working out the details of the engagement at the outset. Blase Skully, project supervisor and quality assurance manager, was always available to answer many questions and provide advice as we refined the scope of work and the project progressed. He made sure they delivered exactly what we were seeking to accomplish. Blase was also sensitive to ensuring that the historic look of the house was maintained and enhanced by the materials they used and the work they did. The result is beautiful. We get many complements on our new roof and gutters. We highly recommend American Custom Contractors."

Frank C on July 2024

American Custom Contractors is a full-service roofing, siding, and general contracting company committed to delivering high-quality home improvement services. With 52 years of experience, we specialize in both residential and commercial projects, ensuring durability and precision in every job. We pride ourselves on our customer-focused approach, providing tailored solutions and exceptional craftsmanship to meet the unique needs of each client.

"American Custom Contractors did an outstanding job replacing the roof, woodwork, trim, and gutters on our historic 1910 home. The ACC work crews, including carpenters, roofers, and gutter specialists, were highly skilled and experienced. Yanni Agouridis, our project consultant, was extremely helpful in working out the details of the engagement at the outset. Blase Skully, project supervisor and quality assurance manager, was always available to answer many questions and provide advice as we refined the scope of work and the project progressed. He made sure they delivered exactly what we were seeking to accomplish. Blase was also sensitive to ensuring that the historic look of the house was maintained and enhanced by the materials they used and the work they did. The result is beautiful. We get many complements on our new roof and gutters. We highly recommend American Custom Contractors."

Frank C on July 2024


Avatar for Wolfe Mottola & Sons Construction

Wolfe Mottola & Sons Construction

4.83(
23
)

Wolfe Mottola & Sons Construction

4.83(
23
)
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

With over 25 years of experience, we pride ourselves on excellent customer satisfaction. Our pride is your guarantee. We specialize in roof repairs and installations. We can also handle any of your construction needs, from additions to sun rooms, decks to concrete patios including finished basements. Call us today for a free estimate. Wolfe Mottola & Sons Construction, a family run business, since 2010.

"Perfect. The entire experience from initial call, estimate, work duration. They are polite, professional people that do excellent work."

Jaz J on August 2023

With over 25 years of experience, we pride ourselves on excellent customer satisfaction. Our pride is your guarantee. We specialize in roof repairs and installations. We can also handle any of your construction needs, from additions to sun rooms, decks to concrete patios including finished basements. Call us today for a free estimate. Wolfe Mottola & Sons Construction, a family run business, since 2010.

"Perfect. The entire experience from initial call, estimate, work duration. They are polite, professional people that do excellent work."

Jaz J on August 2023


Avatar for JC Smith LLC

JC Smith LLC

4.64(
94
)

JC Smith LLC

4.64(
94
)
Customers say: Quality work
2009 years of experience

We are your award-winning construction resource focusing in the tri-state area. JC Smith LLC has experience completing over several hundred new houses from clearing the lot to walking the customer over the threshold. We have managed thousands of construction projects from planning to delivery giving us our expansive knowledge and understanding of international residential code, structure design, and build methods used in new to historic era construction. Our specialization offers thousands of proven cost effective and quality industry contacts, ensuring you get the best value with every project. Additional address - PO Box 987, Hedgesville, WV 25427. Additional phone - 540) 931-5838.

"Jeremy and John were consummate professionals through every phase of the job!"

Jay M on November 2020

We are your award-winning construction resource focusing in the tri-state area. JC Smith LLC has experience completing over several hundred new houses from clearing the lot to walking the customer over the threshold. We have managed thousands of construction projects from planning to delivery giving us our expansive knowledge and understanding of international residential code, structure design, and build methods used in new to historic era construction. Our specialization offers thousands of proven cost effective and quality industry contacts, ensuring you get the best value with every project. Additional address - PO Box 987, Hedgesville, WV 25427. Additional phone - 540) 931-5838.

"Jeremy and John were consummate professionals through every phase of the job!"

Jay M on November 2020


Avatar for Topper Construction

Topper Construction

4.78(
18
)

Topper Construction

4.78(
18
)
Customers say: Super punctual
1988 years of experience

Here at Topper Construction, we sustain our business on quality and integrity. With over 33 years of experience we are experts in the replacement of Roofing and are committed to quality from the beginning to the end of your project. Contact us today. We look forward to earning your business!

"The service was very good. They were professional and on time."

Julianne L on July 2021

Here at Topper Construction, we sustain our business on quality and integrity. With over 33 years of experience we are experts in the replacement of Roofing and are committed to quality from the beginning to the end of your project. Contact us today. We look forward to earning your business!

"The service was very good. They were professional and on time."

Julianne L on July 2021


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Gutter Repair and Replacement questions, answered by experts

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

On average, gutters need to be replaced every 20 years. Unprotected gutters in more extreme weather conditions are more prone to breaking and may need to be replaced sooner. Meanwhile, proper maintenance can extend your gutter’s life span even further. That said, proper installation, gutter hangers to provide additional support, and gutter guards or helmets all play an important role in how long your gutters last.

If your gutters get overwhelmed every time it rains, adding an extra downspout is a solution. First, you'll need to decide where to add the downspout. If your current setup only has a single downspout, one option is to place a new one at the opposite end of the gutter. If you already have a downspout at each end, adding a third one in the middle can help to lighten the load. 

You can hire a professional to add a downspout yourself by cutting into the existing gutter and attaching the necessary parts, such as an outlet and brackets.

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

If you’re replacing your roof, you don’t need to worry about replacing your gutters as long as they’re functional and in good condition. Some roofers may recommend temporarily removing gutters to prevent them from damage during a roof replacement, but the right professional can reduce this risk. Replacing your gutters would only be necessary if your gutters are in bad shape and already need replacing.

The Shepherdstown, WV homeowners’ guide to gutter repairs and replacements

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

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