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TRUSTED BY LEONARDTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon2.1k+
    Verified roofing services reviews

Find Roofers in Leonardtown

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.97(
775
)
•Approved Pro

Home Genius Exteriors

4.97(
775
)
•Approved Pro
Super Service Award
Customers say: True professional
21 years of experience
Free onsite estimate

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Home Genius was great they put new siding on my home ,they are fast, reliable, and pay attention to every little detail, workers were top notch highly recommend!! My house is a one of a kind house now!! At++++"

Darren G on December 2025

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Home Genius was great they put new siding on my home ,they are fast, reliable, and pay attention to every little detail, workers were top notch highly recommend!! My house is a one of a kind house now!! At++++"

Darren G on December 2025

Avatar for William Richmond, Inc.

William Richmond, Inc.

4.96(
147
)
•Approved Pro

William Richmond, Inc.

4.96(
147
)
•Approved Pro
Customers say: Quick response
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
11 years of experience

With 30 years experience, we are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of general contractor services including vinyl siding, replacement windows, roofing, and seamless gutters. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction! William Richmond Inc. is fully licensed, bonded, and insured and all of our work is backed by a transferable warranty.

"I am so grateful to have found William Richmond after over a year of dealing with â storm chasersâ begging my insurance company for enough money to fix my damaged siding a family member referred me to Richardâ ¦.I cannot say enough good things about him,,,,my siding was done in just a few days â ¦it looks beautiful along with new gutters that complement my siding colorâ ¦.and no money up front paid when job was completedâ ¦.the workmen cleaned up the debris did not have to call them backâ ¦.it just all went so smoothly I am very happyâ ¦my house looks brand new!"

Sharon N on January 2024

With 30 years experience, we are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of general contractor services including vinyl siding, replacement windows, roofing, and seamless gutters. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction! William Richmond Inc. is fully licensed, bonded, and insured and all of our work is backed by a transferable warranty.

"I am so grateful to have found William Richmond after over a year of dealing with â storm chasersâ begging my insurance company for enough money to fix my damaged siding a family member referred me to Richardâ ¦.I cannot say enough good things about him,,,,my siding was done in just a few days â ¦it looks beautiful along with new gutters that complement my siding colorâ ¦.and no money up front paid when job was completedâ ¦.the workmen cleaned up the debris did not have to call them backâ ¦.it just all went so smoothly I am very happyâ ¦my house looks brand new!"

Sharon N on January 2024

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.94(
303
)
•Approved Pro

Home Genius Exteriors

4.94(
303
)
•Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
7 years of experience

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"The crew was friendly, courteous and professional. They showed up on time and got the work done in one day! I am impressed with the job done! And want to give thanks to Angel Martinez our project manager, he was amazing and always available for any questions and concerns I had! I want to thank Home Genius for a job well done!"

Mathew P on December 2025

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"The crew was friendly, courteous and professional. They showed up on time and got the work done in one day! I am impressed with the job done! And want to give thanks to Angel Martinez our project manager, he was amazing and always available for any questions and concerns I had! I want to thank Home Genius for a job well done!"

Mathew P on December 2025

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.94(
355
)
•Approved Pro

Home Genius Exteriors

4.94(
355
)
•Approved Pro
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
21 years of experience

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"They did a good job and took their time to do it right."

Dominic A on October 2025

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"They did a good job and took their time to do it right."

Dominic A on October 2025

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.94(
352
)
•Approved Pro

Home Genius Exteriors

4.94(
352
)
•Approved Pro
Customers say: Quality work
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
21 years of experience

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Everyone was amazing, workers and crew were efficient, cleanliness was great and we recommend them for all projects. Thank you Ty, AJ and Bryan for an great experience!"

charles n on December 2024

Elevate your home with Home Genius Exteriors, setting the standard in Maryland and Washington DC by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It?s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!

"Everyone was amazing, workers and crew were efficient, cleanliness was great and we recommend them for all projects. Thank you Ty, AJ and Bryan for an great experience!"

charles n on December 2024

Avatar for Certified Roofing

Certified Roofing

4.87(
840
)
•Approved Pro

Certified Roofing

4.87(
840
)
•Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
41 years of experience

Certified is a family-owned business, after leaving a decorated career as a Navy SEAL, Steve entered the trades of Commercial Roofing, and Residential Roofing for 1 reason: he loved the satisfaction of solving people's roof problems. Customers love us because of our Military and First Responder Discounts, plus our 100% custom satisfaction rate. We also have industry affiliations and certifications such as CertainTeed 5-Star, CSSB and Mule-Hide. Our estimates and visits are always free. Certified offers Commercial and Residential contracting services in Maryland, Washington DC, Virginia, West Virginia, and Delaware.

"I had a small leak in my roof next to a vent pipe. repairman was prompt and courteous. price was better than others. I would definitely hire them again if needed."

Ed S on December 2025

Certified is a family-owned business, after leaving a decorated career as a Navy SEAL, Steve entered the trades of Commercial Roofing, and Residential Roofing for 1 reason: he loved the satisfaction of solving people's roof problems. Customers love us because of our Military and First Responder Discounts, plus our 100% custom satisfaction rate. We also have industry affiliations and certifications such as CertainTeed 5-Star, CSSB and Mule-Hide. Our estimates and visits are always free. Certified offers Commercial and Residential contracting services in Maryland, Washington DC, Virginia, West Virginia, and Delaware.

"I had a small leak in my roof next to a vent pipe. repairman was prompt and courteous. price was better than others. I would definitely hire them again if needed."

Ed S on December 2025

Avatar for Castillo Construction

Castillo Construction

4.93(
61
)
•Approved Pro

Castillo Construction

4.93(
61
)
•Approved Pro
Super Service Award
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
11 years of experience

Castillo Construction is Maryland's premier roofing company. Our team is dedicated to getting your job done quickly and done well. We pride ourselves on our quality of work and our value. Call us today and see why your neighbors use Castillo Construction.

"Yes. Excellent "

Calaway M on March 2025

Castillo Construction is Maryland's premier roofing company. Our team is dedicated to getting your job done quickly and done well. We pride ourselves on our quality of work and our value. Call us today and see why your neighbors use Castillo Construction.

"Yes. Excellent "

Calaway M on March 2025

Avatar for New Image Elite, LLC

New Image Elite, LLC

4.92(
55
)
•Approved Pro

New Image Elite, LLC

4.92(
55
)
•Approved Pro
Customers say: Quick response
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
20 years of experience

New Image Elite, LLC 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 customer�s interests and make their concerns the basis of our business. Please give us a call today!

"Punctual, friendly, professional and thorough. Will be using them for future home projects!"

Emfrey W on March 2023

New Image Elite, LLC 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 customer�s interests and make their concerns the basis of our business. Please give us a call today!

"Punctual, friendly, professional and thorough. Will be using them for future home projects!"

Emfrey W on March 2023

Avatar for Roofing Pups, Roofing & Siding

Roofing Pups, Roofing & Siding

4.93(
45
)
•Approved Pro

Roofing Pups, Roofing & Siding

4.93(
45
)
•Approved Pro
Super Service Award
Customers say: True professional
31 years of experience
Free onsite estimate

Since 1994, Air Tite Exteriors has provided homeowners in Maryland and D.C with top quality, factory-direct products, professionally installed by factory trained installers. Locally-owned. GAF Master Elite roofing certification.

"Amazing experience! Tim was great walking my mom and I through through process of siding and gutter replacement. Very quick process and now my home has a wonderful new face-lift! 😀 Heather and Elvin were also very helpful in the project."

Brandi S on December 2025

Since 1994, Air Tite Exteriors has provided homeowners in Maryland and D.C with top quality, factory-direct products, professionally installed by factory trained installers. Locally-owned. GAF Master Elite roofing certification.

"Amazing experience! Tim was great walking my mom and I through through process of siding and gutter replacement. Very quick process and now my home has a wonderful new face-lift! 😀 Heather and Elvin were also very helpful in the project."

Brandi S on December 2025

Avatar for Long Home

Long Home

4.80(
150
)
•Approved Pro

Long Home

4.80(
150
)
•Approved Pro
Customers say: Quality work
26 years of experience
Free onsite estimate

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing projects and specialize in asphalt shingle installations and replacements. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Very thorough. Did good job"

Paul H on May 2024

We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing projects and specialize in asphalt shingle installations and replacements. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Very thorough. Did good job"

Paul H on May 2024

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Showing 1-10 of 577
Roofing questions, answered by experts

A new roof will last anywhere from 15 to 150 years, depending on the type of roof you install. Asphalt shingle roofs have the shortest lifespan of 15 to 30 years. Metal roofs usually last for 30 to 60 years, but some materials can fall outside of that range. Clay and concrete roofs can last for 50 to 100 years, and slate roofs have the longest lifespan of 60 to 150 years.

Here are a few examples of questions to ask a roofer before hiring them:

  • Do you have a license for roof replacement and repair?

  • Do you hold any special certifications?

  • Will you be completing all of the work or subcontracting portions of it?

  • How long will the replacement take?

  • Are you removing my old roof or placing new shingles on top?

  • Do you provide a warranty for the work or the materials?

  • What recourse do I have if I run into leaks or other issues?

  • Do you have customer references I could call?

Shingle damage comes in many forms, and the damage usually depends on the wind speed and the shape of the roof before the winds. Typically, when shingles are damaged by wind, they become torn, creased, or detached from the roof. Some might go missing entirely. More extensive roof damage might occur if a tree branch or other debris has fallen onto the roof as a result of the windstorm.

Rubber shingles last for around 30 years, on average, and some can last for and include warranties for up to 50 years. Rubber roof shingles are more expensive than asphalt shingles, but they can last up to twice as long, meaning they provide more value in the long run. Just keep in mind that rubber roofs often require more maintenance than asphalt shingle roofs, including routine cleaning to avoid mold growth. Ask the roofer who installed your roof for an estimate for routine cleaning, if necessary.

There should be small gaps between your roof and the walls of your home, and other buildings. These small gaps let building materials shift, expand, and contract with weather and other outside forces, and they prevent moisture from wicking down walls from roofing and gutter systems. Without these strategic gaps, your home’s exterior and its finishes can sustain water damage, decay, peel, delaminate, and crack. However, there is a fine line between a smart gap and a problematic gap—all  gaps should be small, intentional, and covered or filled in with foam insulation to prevent pests from using them as access points.

The Leonardtown, MD homeowners’ guide to roofing services

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

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