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TRUSTED BY LEONARDTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon170
    Verified roofing services reviews

Find Roofers in Leonardtown

Avatar for Home Genius Exteriors

Home Genius Exteriors

4.97(
785
)
Approved Pro

Home Genius Exteriors

4.97(
785
)
Approved Pro
Super Service Award
Customers say: True professional
22 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!

"Crew was very efficient, they dedicated their time til the sun was down! Even returned the next day to complete the work! Thank you home genius for your hard work! "

Glenn D on January 2026

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!

"Crew was very efficient, they dedicated their time til the sun was down! Even returned the next day to complete the work! Thank you home genius for your hard work! "

Glenn D on January 2026


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
12 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(
308
)
Approved Pro

Home Genius Exteriors

4.94(
308
)
Approved Pro
Super Service Award
Customers say: Super punctual
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
8 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!

"On 1/11/2026, we received excellent customer service from Mr. Josh Goldberg, a Home Genuis sales representative, who showed patience and professionalism without pressuring us to proceed with our business.  On 1/16/2025, the staff was punctual, and after completing the roof, they cleaned up as if they had never been there. Additionally, Mr. Angel Martinez, the project manager, toured our home and addressed all our questions. He provided detailed information about the new intake vent (as shown in the pictures above), which was necessary because there were no soffit vents. Although I am not particularly fond of its appearance, it was considered essential to prevent excessive heat during the summer months, mainly since my daughter lives upstairs. Angel explained that the vent would help improve airflow beneath the upstairs attic area. Overall, they carried out the work professionally, and I would definitely recommend their services for any future projects."

Ryan M on January 2026

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!

"On 1/11/2026, we received excellent customer service from Mr. Josh Goldberg, a Home Genuis sales representative, who showed patience and professionalism without pressuring us to proceed with our business.  On 1/16/2025, the staff was punctual, and after completing the roof, they cleaned up as if they had never been there. Additionally, Mr. Angel Martinez, the project manager, toured our home and addressed all our questions. He provided detailed information about the new intake vent (as shown in the pictures above), which was necessary because there were no soffit vents. Although I am not particularly fond of its appearance, it was considered essential to prevent excessive heat during the summer months, mainly since my daughter lives upstairs. Angel explained that the vent would help improve airflow beneath the upstairs attic area. Overall, they carried out the work professionally, and I would definitely recommend their services for any future projects."

Ryan M on January 2026


Avatar for Home Genius Exteriors

Home Genius Exteriors

4.94(
358
)
Approved Pro

Home Genius Exteriors

4.94(
358
)
Approved Pro
Customers say: Quality work
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
22 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!

" On 1/11/2026, we received excellent customer service from Mr. Josh Goldberg, a Home Genuine sales representative, who showed patience and professionalism without pressuring us to proceed with our business.  On 1/16/2025, the staff was punctual, and after completing the roof, they cleaned up as if they had never been there. Additionally, Mr. Angel Martinez, the project manager, toured our home and addressed all our questions. He provided detailed information about the new intake vent (as shown in the pictures above), which was necessary because there were no soffit vents. Although I am not particularly fond of its appearance, it was considered essential to prevent excessive heat during the summer months, mainly since my daughter lives upstairs. Angel explained that the vent would help improve airflow beneath the upstairs attic area. Overall, they carried out the work professionally, and I would definitely recommend their services."

Ryan M on January 2026

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!

" On 1/11/2026, we received excellent customer service from Mr. Josh Goldberg, a Home Genuine sales representative, who showed patience and professionalism without pressuring us to proceed with our business.  On 1/16/2025, the staff was punctual, and after completing the roof, they cleaned up as if they had never been there. Additionally, Mr. Angel Martinez, the project manager, toured our home and addressed all our questions. He provided detailed information about the new intake vent (as shown in the pictures above), which was necessary because there were no soffit vents. Although I am not particularly fond of its appearance, it was considered essential to prevent excessive heat during the summer months, mainly since my daughter lives upstairs. Angel explained that the vent would help improve airflow beneath the upstairs attic area. Overall, they carried out the work professionally, and I would definitely recommend their services."

Ryan M on January 2026


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
22 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 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
42 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


"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
21 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


"Entry Door Replacement Curtis was very professional compared to other consultants I met. He came prepared with samples, explained the types of materials used and why, and took the time to show how the contractor would install the door. He also provided the estimate before leaving my home, which I greatly appreciated. Thank you for the excellent service and attention to detail."

Darlene P on January 2026

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.

"Entry Door Replacement Curtis was very professional compared to other consultants I met. He came prepared with samples, explained the types of materials used and why, and took the time to show how the contractor would install the door. He also provided the estimate before leaving my home, which I greatly appreciated. Thank you for the excellent service and attention to detail."

Darlene P on January 2026


Avatar for Long Home

Long Home

4.80(
150
)
Approved Pro

Long Home

4.80(
150
)
Approved Pro
Customers say: Quality work
27 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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Roofing questions, answered by experts

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.

Proposals, invoices, and estimates are most often used as marketing documents and are not legally binding. Contracts are legally binding documents that detail the service offering, project considerations, and signatures from all parties. If you signed a proposal for discussion purposes while requesting a quote and you decide to hire your roofer, make sure the contracting party follows through with a legally binding contract to protect both parties.

Roof raking can damage shingles if improperly done. Be sure to use a rake that’s designed specifically for removing snow from a roof, and don’t use excessive pressure. Light, consistent pressure to pull down the bulk of the snow is all that’s needed—if you clear right down to the shingles, you’re probably using too much force and risking roof damage.

The average cost to winterize a house is about $250, but it can range from $65 to $1,000 depending on the type of work that needs to be done. For homeowners that are experienced DIYers, it can save quite a bit on costs. However, you shouldn’t attempt tasks you aren’t familiar with or are potentially dangerous.

A well-maintained tile roof can last up to 100 years—but it depends on the type of tiles. Clay and concrete tiles are the most durable and last anywhere from 30 to 100 years, depending on maintenance. Metal roofing generally lasts 40 to 70 years, and composite roofing lasts 20 to 50 years.

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.

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"