Top-rated asphalt shingle roofing installers and replacers.

Get matched with top asphalt shingle roofing installers and replacers in Leonardtown, MD

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Asphalt shingle roofing installers and replacers in Leonardtown

Avatar for Home Genius Exteriors

Home Genius Exteriors

8201 Corporate Drive, Suite G10
4.94(
354
)
Approved Pro

Home Genius Exteriors

8201 Corporate Drive, Suite G10
4.94(
354
)
Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
35 local quotes requested

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!

"Just imaging solution"

Jack S on April 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!

"Just imaging solution"

Jack S on April 2025


Avatar for Power Home Remodeling

Power Home Remodeling

2501 Seaport Drive
4.51(
341
)
Approved Pro

Power Home Remodeling

2501 Seaport Drive
4.51(
341
)
Approved Pro
Customers say: Super punctual
2818 local quotes requested
33 years of experience

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"Their roofing crew stole my deer skull from the front of my house and it magically reappeared next to their van on the street after threatening to call the police. While stripping off the old roofing, they let the debris build up on my front bushes causing unrepairable damage. Unless you can speak Spanish you won't be able to communicate with their laborors and there is no boss working with them on site to help bridge the language barrier. They left scraps from their lunch around my front yard, avacado skins and shrimp tails and also cigarette butts, one of them smoked the whole time. The trim and gutters crews were fine but the cleanup after they were all done could have been better they left a decent amount of roofing nails and gutter screws even in plain sight in my driveway. Also had a couple of scheduling issues with material availability the attic insulation installers causing the project to be completed more than a week late. "

Brian D on August 2025

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"Their roofing crew stole my deer skull from the front of my house and it magically reappeared next to their van on the street after threatening to call the police. While stripping off the old roofing, they let the debris build up on my front bushes causing unrepairable damage. Unless you can speak Spanish you won't be able to communicate with their laborors and there is no boss working with them on site to help bridge the language barrier. They left scraps from their lunch around my front yard, avacado skins and shrimp tails and also cigarette butts, one of them smoked the whole time. The trim and gutters crews were fine but the cleanup after they were all done could have been better they left a decent amount of roofing nails and gutter screws even in plain sight in my driveway. Also had a couple of scheduling issues with material availability the attic insulation installers causing the project to be completed more than a week late. "

Brian D on August 2025


Premier Renovations And Construction, LLC

42745 Redgate Farm Ln
4.80(
12
)
Approved Pro

Premier Renovations And Construction, LLC

42745 Redgate Farm Ln
4.80(
12
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
21 years of experience

We have 20+ years of industry experience and 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.

"null"

Joseph G on April 2018

We have 20+ years of industry experience and 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.

"null"

Joseph G on April 2018


Avatar for Roofing Pups, Roofing & Siding

Roofing Pups, Roofing & Siding

633 Keith Lane
4.94(
32
)
Approved Pro

Roofing Pups, Roofing & Siding

633 Keith Lane
4.94(
32
)
Approved Pro
Super Service Award
Customers say: True professional
942 local quotes requested
31 years of experience

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.

"I needed a new roof and wanted gutters and gutter covers. After meeting with one other company, I selected Roofing Pups. Shawn of Roofing Pups was friendly, mannerly, professional, and knowledgeable. He offered a much better deal that included everything I wanted, at a reasonable price. Whenever I called Shawn or his colleague, they responded by text or phone within seconds. The project was completed in three days, and cleanup was done daily. All staff and workers were friendly, professional, and well-versed in their skills. The workmanship was superb! After the work was completed, it rained hard the next day. There were no leaks, rain was flowing away from my home as it should, and the appearance of my house looks great. Overall, I’m a happy customer and would recommend Roofing Pups to friends and family. "

CLARA L on September 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.

"I needed a new roof and wanted gutters and gutter covers. After meeting with one other company, I selected Roofing Pups. Shawn of Roofing Pups was friendly, mannerly, professional, and knowledgeable. He offered a much better deal that included everything I wanted, at a reasonable price. Whenever I called Shawn or his colleague, they responded by text or phone within seconds. The project was completed in three days, and cleanup was done daily. All staff and workers were friendly, professional, and well-versed in their skills. The workmanship was superb! After the work was completed, it rained hard the next day. There were no leaks, rain was flowing away from my home as it should, and the appearance of my house looks great. Overall, I’m a happy customer and would recommend Roofing Pups to friends and family. "

CLARA L on September 2025


Avatar for Long Home

Long Home

8530 Corridor Rd, Unit 250
4.80(
150
)
Approved Pro

Long Home

8530 Corridor Rd, Unit 250
4.80(
150
)
Approved Pro
Customers say: Quality work
260 local quotes requested
26 years of 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 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


Avatar for Castillo Construction

Castillo Construction

721 Stemmers Run Road
4.93(
61
)
Approved Pro

Castillo Construction

721 Stemmers Run Road
4.93(
61
)
Approved Pro
Customers say: True professional
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
10 local quotes requested

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 William Richmond, Inc.

William Richmond, Inc.

400 Calvert Beach Road
4.96(
147
)
Approved Pro

William Richmond, Inc.

400 Calvert Beach Road
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 JDH Remodeling

JDH Remodeling

4821 Saint Leonard Road, Suite 201
4.94(
17
)
Approved Pro

JDH Remodeling

4821 Saint Leonard Road, Suite 201
4.94(
17
)
Approved Pro
Customers say: Quick response
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
6 years of experience

At JDH Remodeling, we specialize in enhancing and protecting your home with a comprehensive range of services. As expert roofing contractors, we ensure your roof is robust and reliable. Our gutter services are designed to effectively manage water flow, preventing damage to your home. We also offer siding solutions that not only add aesthetic appeal but also provide essential protection against the elements. Our insulation services improve energy efficiency, enhancing comfort and reducing costs. Additionally, our window installation services bring natural light and style into your home while ensuring durability and performance. Trust JDH Remodeling for quality craftsmanship and exceptional service.

"Excellent from start to finish!"

Wallace S on December 2020

At JDH Remodeling, we specialize in enhancing and protecting your home with a comprehensive range of services. As expert roofing contractors, we ensure your roof is robust and reliable. Our gutter services are designed to effectively manage water flow, preventing damage to your home. We also offer siding solutions that not only add aesthetic appeal but also provide essential protection against the elements. Our insulation services improve energy efficiency, enhancing comfort and reducing costs. Additionally, our window installation services bring natural light and style into your home while ensuring durability and performance. Trust JDH Remodeling for quality craftsmanship and exceptional service.

"Excellent from start to finish!"

Wallace S on December 2020


Avatar for Home Genius Exteriors

Home Genius Exteriors

8201 Corporate Dr.
4.87(
281
)
Approved Pro

Home Genius Exteriors

8201 Corporate Dr.
4.87(
281
)
Approved Pro
Customers say: Super punctual
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
4663 local quotes requested

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!

"I had a great experience with Home Genius, they were informative, kind and patient throughout the sales process. Blake answered any and all questions I had regarding the roof. As for the day of install, the crew showed up on time and got right to work! I appreciate that they took their time to properly diagnose my roof for any rotted wood. They completed the job in a timely manner and clean up was outstanding. Angel Martinez the project manager, was available to me throughout the day to answer any and all questions I had and kept me up to date on the progress of the job! Thank you to Home Genius for the work on my new roof! I recommend them to all family and friends looking for home improvement!"

Danielle B on September 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!

"I had a great experience with Home Genius, they were informative, kind and patient throughout the sales process. Blake answered any and all questions I had regarding the roof. As for the day of install, the crew showed up on time and got right to work! I appreciate that they took their time to properly diagnose my roof for any rotted wood. They completed the job in a timely manner and clean up was outstanding. Angel Martinez the project manager, was available to me throughout the day to answer any and all questions I had and kept me up to date on the progress of the job! Thank you to Home Genius for the work on my new roof! I recommend them to all family and friends looking for home improvement!"

Danielle B on September 2025


Avatar for Certified Roofing

Certified Roofing

9520 Berger Rd Suite 112
4.82(
885
)
Approved Pro

Certified Roofing

9520 Berger Rd Suite 112
4.82(
885
)
Approved Pro
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
3500 local quotes requested

Conveniently located in Columbia, Maryland, and Vienna, Virginia. Locally family and veteran owned & operated. Award winning. For the past 40 years, Certified has offered the Maryland, Washington DC, Northern Virginia, Hampton Roads, and Delaware, areas the highest quality workmanship and unmatched level of expertise in specialty metal, shingle, slate, cedar shake, and flat roofing installation. Certified is known for its skilled craftsmen and their attention to detail. All of the professional roofers, estimators, and project managers have completed thousands of hours of training from the largest manufacturers of roofing products. We strive for 100% satisfaction. The training and certifications we earned allow us to live up to this goal. We are confident we will far exceed your expectations on your next roofing, siding, window, or gutter project. Although we have completed many large commercial, industrial, religious and educational projects, the majority of our work is the installation of replacement roofs on residential homes. Licensed in MD, DC, DE, and VA.

"Great! Sales person walked me through the entire process and showed me a sample of all the products they use, including the warranty. The total cost came in under the estimate!"

Lou F on August 2025

Conveniently located in Columbia, Maryland, and Vienna, Virginia. Locally family and veteran owned & operated. Award winning. For the past 40 years, Certified has offered the Maryland, Washington DC, Northern Virginia, Hampton Roads, and Delaware, areas the highest quality workmanship and unmatched level of expertise in specialty metal, shingle, slate, cedar shake, and flat roofing installation. Certified is known for its skilled craftsmen and their attention to detail. All of the professional roofers, estimators, and project managers have completed thousands of hours of training from the largest manufacturers of roofing products. We strive for 100% satisfaction. The training and certifications we earned allow us to live up to this goal. We are confident we will far exceed your expectations on your next roofing, siding, window, or gutter project. Although we have completed many large commercial, industrial, religious and educational projects, the majority of our work is the installation of replacement roofs on residential homes. Licensed in MD, DC, DE, and VA.

"Great! Sales person walked me through the entire process and showed me a sample of all the products they use, including the warranty. The total cost came in under the estimate!"

Lou F on August 2025

...
Showing 1-10 of 566
FAQs for asphalt shingle roofing installation and replacement projects in Leonardtown, MD

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Leonardtown, MD homeowners’ guide to asphalt shingle roofing installations and replacements

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

  • A farmhouse in Autumn

    Discover how much roof replacement costs in Michigan based on the price of materials, labor, permits, and inspections with our comprehensive cost guide.

  • Roofing contractor replacing the old shingles

    Discover how roof pitch, shape, labor, and materials influence roof replacement costs with our guide to roof replacement costs in New Jersey.

  • Two workers replacing broken tiles

    HomeAdvisor's Texas roof replacement guide explores how much it costs to replace a roof in Texas. Find out how much you'll spend to replace your roof by type, pitch, and location.

  • roof view of residential home in California

    HomeAdvisor’s California Roof Cost Guide covers the cost of a new roof in California, based on the city, roof size, and material. Use our guide to estimate your roof replacement cost in California.

  • roof view of residential home in florida

    HomeAdvisor’s Florida Roof Cost Guide covers the average roof replacement cost in Florida, based on the city, roof size, and material. Use our guide to estimate your Florida roof replacement cost

  • asphalt shingle roof on house

    Explore shingle roof replacement costs and how key factors like roof size, shingle type, and labor impact the total cost of your roofing project.