Top-rated roofers.

Get matched with top roofers in Leonardtown, MD

There are 24 highly-rated local roofers.

Matching on Angi

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.

TRUSTED BY LEONARDTOWN, MD HOMEOWNERS

Average homeowner rating star icon4.5
Average homeowner rating
Verified reviews icon1.8k+
Verified roofing services reviews

Roofers in Leonardtown

Avatar for Roofing Pups, Roofing & Siding - MD
Roofing Pups, Roofing & Siding - MD
7855 Belair Rd
4.55(
44
)
Approved Pro
Roofing Pups, Roofing & Siding - MD
7855 Belair Rd
4.55(
44
)
Approved Pro
Customers say: Quality work
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
377 local quotes requested

Since 1992, Roofing Pups, Roofing & Siding - MD has provided homeowners and business owners with top quality, factory-direct products, professionally installed by licensed, bonded installers with over 25 years of home improvement experience. Our experience sales representative will assist you with the windows and/or doors that suit you best. Roofing Pups Roofing & Siding takes pride in building relationships with not only our consumers but with our manufacturers as well. We have maintained a reputable business relationship with both of our leading manufactures, American Jewel and Home Guard, for 15 years. Being a locally owned and operated company, Roofing Pups is able to provide you with top quality products with a bottom line price! Come see for yourself how Air Tite Windows & Doors, Inc. can make your home look stunning and more energy efficient.

"Great.good job"

linwood c on May 2025

Since 1992, Roofing Pups, Roofing & Siding - MD has provided homeowners and business owners with top quality, factory-direct products, professionally installed by licensed, bonded installers with over 25 years of home improvement experience. Our experience sales representative will assist you with the windows and/or doors that suit you best. Roofing Pups Roofing & Siding takes pride in building relationships with not only our consumers but with our manufacturers as well. We have maintained a reputable business relationship with both of our leading manufactures, American Jewel and Home Guard, for 15 years. Being a locally owned and operated company, Roofing Pups is able to provide you with top quality products with a bottom line price! Come see for yourself how Air Tite Windows & Doors, Inc. can make your home look stunning and more energy efficient.

"Great.good job"

linwood c on May 2025


Avatar for Home Genius Exteriors
Home Genius Exteriors
8201 Corporate Dr.
4.85(
239
)
Approved Pro
Home Genius Exteriors
8201 Corporate Dr.
4.85(
239
)
Approved Pro
Customers say: Super punctual
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
925 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!

"Everybody was on time & the roofers got right to work around 8 AM. They did an amazing job with clean up which I was concerned about at first. There wasn't a lot of noise, and the crew was formed of a few great guys. Ty and Dylan were both personable and clarified any questions or concerns I had throughout the job. They exceeded my expectations!"

Joan M on June 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!

"Everybody was on time & the roofers got right to work around 8 AM. They did an amazing job with clean up which I was concerned about at first. There wasn't a lot of noise, and the crew was formed of a few great guys. Ty and Dylan were both personable and clarified any questions or concerns I had throughout the job. They exceeded my expectations!"

Joan M on June 2025


Avatar for John Krause Construction
John Krause Construction
11519 HG Truman Rd
4.50(
146
)
Approved Pro
John Krause Construction
11519 HG Truman Rd
4.50(
146
)
Approved Pro
Customers say: Quality work
205 local quotes requested
27 years of experience

John Krause Construction, Inc. is an unparalleled team of professionals dedicated to the mission of custom home design and building. Together the John Krause team creates a superlative custom home building and home improvement experience tailored to the needs, wants and dreams of each client. We are passionate about our client relationships and this is reflected in all that we do. From the in-house design process, interior and exterior customization and artisanal craftsmanship to the professional management and accurate fixed pricing, our aim is your total satisfaction with your new home, architectural restoration or home remodeling project. 

"I am writing to formally express my deep dissatisfaction with the recent retaining wall replacement project completed by John Krause Construction (JKC) at my property. After reading positive reviews and receiving an estimate that, although over my budget, seemed reasonable for the work involved, I made the decision to hire JKC. Unfortunately, this has proven to be a significant mistake, and I am left extremely disappointed with both the quality of work and the overall experience. Here are the main issues I encountered: 1. Unprofessional Behavior: The crew exhibited unacceptable behavior while working on my property. Not only did I witness them disposing of bodily fluids on-site, but they were also disrespectful and dismissive. when I raised concerns no response was received. I now smell urine when entering and exiting my garage. 2. Unresponsive Ownership: I have attempted to reach out to the owner multiple times to address these concerns and resolve the issues, but my messages have been met with silence. This lack of communication is incredibly frustrating and has only added to my disappointment. The owner refused to speak on the phone since the owner was made aware of the call being recorded. 3. Property Damage: During the construction process, my property was left damaged in multiple areas. This included e.g., landscaping destruction, equipment damage. Personal crew members vehicles being driven through my yard leaving deep tire marks damage. 4. Subpar Quality of Work: Despite the high cost of the project, the final result does not meet the standards outlined in the estimate or contract. No proper grading was completed. Every time it rains pools of water sits in front and behind the wall. The response received was. “we have passed all inspections.  There will be some water pooling while it is settling still. Plus the fact of the hard rain today, it will happen.” The wall has been completed for 2 months. Given the extensive problems, stress and anxiety I have faced. I do not recommend John Krause Construction."

B F on April 2025

John Krause Construction, Inc. is an unparalleled team of professionals dedicated to the mission of custom home design and building. Together the John Krause team creates a superlative custom home building and home improvement experience tailored to the needs, wants and dreams of each client. We are passionate about our client relationships and this is reflected in all that we do. From the in-house design process, interior and exterior customization and artisanal craftsmanship to the professional management and accurate fixed pricing, our aim is your total satisfaction with your new home, architectural restoration or home remodeling project. 

"I am writing to formally express my deep dissatisfaction with the recent retaining wall replacement project completed by John Krause Construction (JKC) at my property. After reading positive reviews and receiving an estimate that, although over my budget, seemed reasonable for the work involved, I made the decision to hire JKC. Unfortunately, this has proven to be a significant mistake, and I am left extremely disappointed with both the quality of work and the overall experience. Here are the main issues I encountered: 1. Unprofessional Behavior: The crew exhibited unacceptable behavior while working on my property. Not only did I witness them disposing of bodily fluids on-site, but they were also disrespectful and dismissive. when I raised concerns no response was received. I now smell urine when entering and exiting my garage. 2. Unresponsive Ownership: I have attempted to reach out to the owner multiple times to address these concerns and resolve the issues, but my messages have been met with silence. This lack of communication is incredibly frustrating and has only added to my disappointment. The owner refused to speak on the phone since the owner was made aware of the call being recorded. 3. Property Damage: During the construction process, my property was left damaged in multiple areas. This included e.g., landscaping destruction, equipment damage. Personal crew members vehicles being driven through my yard leaving deep tire marks damage. 4. Subpar Quality of Work: Despite the high cost of the project, the final result does not meet the standards outlined in the estimate or contract. No proper grading was completed. Every time it rains pools of water sits in front and behind the wall. The response received was. “we have passed all inspections.  There will be some water pooling while it is settling still. Plus the fact of the hard rain today, it will happen.” The wall has been completed for 2 months. Given the extensive problems, stress and anxiety I have faced. I do not recommend John Krause Construction."

B F on April 2025


Avatar for Long Home Products
Long Home Products
8530 Corridor Rd
3.52(
378
)
Approved Pro
Long Home Products
8530 Corridor Rd
3.52(
378
)
Approved Pro
Customers say: Quality work
280 local quotes requested
80 years of experience

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. 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, bathroom, window and door projects. 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!

"Extremely disappointed with this company. They do not stand by their guarantees. Did install shower in one day. Was not provided with the shower head I ordered. Calking and trim work was very sloppy. Went through the shower wall into my bedroom, did sparkle wall and left it. Shower doors have leaked and was finally told six months later that there is nothing they can do to correct the issue. Originally quoted $24,000.00 for the walk on shower, eventually agreed to $11,500.00. Completely dissatisfied with my shower. Once they get their payment, they are done."

Kathy B on June 2025

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. 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, bathroom, window and door projects. 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!

"Extremely disappointed with this company. They do not stand by their guarantees. Did install shower in one day. Was not provided with the shower head I ordered. Calking and trim work was very sloppy. Went through the shower wall into my bedroom, did sparkle wall and left it. Shower doors have leaked and was finally told six months later that there is nothing they can do to correct the issue. Originally quoted $24,000.00 for the walk on shower, eventually agreed to $11,500.00. Completely dissatisfied with my shower. Once they get their payment, they are done."

Kathy B on June 2025


R and D Cross Inc
13801 Martin Rd
5.00(
6
)
Approved Pro
R and D Cross Inc
13801 Martin Rd
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
25 local quotes requested

Specializing in new Metal Roofing! We work with local Amish crews to get your job done right. 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! Check out our services offered and call or click to schedule a free estimate today!

"They were excellent. They were on time. They were always polite."

Tracey B on December 2020

Specializing in new Metal Roofing! We work with local Amish crews to get your job done right. 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! Check out our services offered and call or click to schedule a free estimate today!

"They were excellent. They were on time. They were always polite."

Tracey B on December 2020


Avatar for Power Home Remodeling
Power Home Remodeling
12101 Tech Road
4.31(
836
)
Approved Pro
Power Home Remodeling
12101 Tech Road
4.31(
836
)
Approved Pro
Customers say: Quality work
133 local quotes requested
33 years of experience

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"Pasadena, MD Punched 14 windows, house trim & 6in. gutters and completely satisfied with timelyness, materials, labor, efficient, neat and professional 😀"

Steve R on April 2025

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"Pasadena, MD Punched 14 windows, house trim & 6in. gutters and completely satisfied with timelyness, materials, labor, efficient, neat and professional 😀"

Steve R on April 2025


Avatar for JDH Remodeling
JDH Remodeling
4821 Saint Leonard Rd
5.00(
6
)
Approved Pro
JDH Remodeling
4821 Saint Leonard Rd
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
22 local quotes requested

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.

"JDH did an excellent job on rebuilding my deck. They were very detailed and very efficient. I would definitely hire them for work in the future and recommend them to friends or family."

Herman T on May 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.

"JDH did an excellent job on rebuilding my deck. They were very detailed and very efficient. I would definitely hire them for work in the future and recommend them to friends or family."

Herman T on May 2020


Paramount Property Solutions, LLC
9120 Crane Highway
5.00(
2
)
Approved Pro
Paramount Property Solutions, LLC
9120 Crane Highway
5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
7 years of experience

Paramount Property Solutions is a locally-owned, and independently-operated company serving the Southern Maryland area. We have been in business since 2018. Our crew has 20 years of combined experience in the roofing business. As a fully licensed and insured company, we are a trustworthy company who will get the job done right.

"UPDATE 2/18/25: After having water damage to my interior from a leaking roof, Paramount was quick to come estimate and get the ball rolling with my insurance company. Roofers and drywall were top notch. Roofers went above and beyond until the job was complete. Dealing with Chris was a breeze, he was quick to respond and informative throughout the entire process. Would absolutely recommend to anyone looking for work to be done. ORIGINAL COMMENT: Job scheduled"

Mike L on December 2024

Paramount Property Solutions is a locally-owned, and independently-operated company serving the Southern Maryland area. We have been in business since 2018. Our crew has 20 years of combined experience in the roofing business. As a fully licensed and insured company, we are a trustworthy company who will get the job done right.

"UPDATE 2/18/25: After having water damage to my interior from a leaking roof, Paramount was quick to come estimate and get the ball rolling with my insurance company. Roofers and drywall were top notch. Roofers went above and beyond until the job was complete. Dealing with Chris was a breeze, he was quick to respond and informative throughout the entire process. Would absolutely recommend to anyone looking for work to be done. ORIGINAL COMMENT: Job scheduled"

Mike L on December 2024


R & D Cross Inc
13809 Martin Road
5.00(
1
)
Approved Pro
R & D Cross Inc
13809 Martin Road
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
55 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 offer a variety of General Contractor services that are customizable to each individual project. 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!

"They are a great company to work with! They are loyal, easy to work with, and have quality products! I highly recommend them!"

Susan W on August 2022

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 that are customizable to each individual project. 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!

"They are a great company to work with! They are loyal, easy to work with, and have quality products! I highly recommend them!"

Susan W on August 2022


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

...
Showing 1-10 of 215
Roofing questions, answered by experts
message icon
Answered by
Angi Expert

Typical roofing repairs cost between $380 and $1,800 on average. However, most homeowners spend approximately $1,100 on a roofing repair project. The size of the roof, the extent of the damage, and the type of project all impact the final cost. External factors like product availability and supply chain issues may also affect the price. 

Projects like repairing damaged gutters will only be around $180 to $560, whereas repairing a sagging roof will be a higher expense at $1,500 to $7,000.

Endorsed by 29 pros
Helpful?
message icon
Answered by
Scott M.
on Jan 09, 2025

Roof repairs start at around $700.00 and go up from there.  There are many significant factors that come into play, and each customer's needs will rarely be the same.

Helpful?
message icon
Answered by
Angi Expert

The cost to replace your roof is often significantly more expensive than the cost to repair it. On average, homeowners will spend between $5,890 and $12,800 to replace a roof. The size of the roof, the roof’s pitch, and the number of stories the house has will significantly affect the overall cost. You can expect to spend upwards of $46,000 for large, high-end roofs.

Endorsed by 28 pros
Helpful?
message icon
Answered by
Scott P.
on Jan 07, 2025

This all depends upon size, type and complexity of the actual sloped areas of the roof.  An accurate estimate with detailed lists of covered and additional items is imperative when purchasing and protecting yourself during the process.

Strive Roofing
Mesa, AZ
Helpful?
message icon
Answered by
Angi Expert

Although not every state issues licenses for roofing pros, it's important to check with your county or city if hiring a licensed roofing contractor is necessary. Hiring an unlicensed roofer might result in low-quality work and potential legal issues if an accident happens. It’s always best to check the qualifications and licenses of your roofer before they begin a project. 

As you browse our pro listings, take note of the “Angi Approved” badge. Angi Approved businesses meet our standards for certification which include: 

  • The owner, principal, or relevant manager passed a criminal background check

  • Required to have applicable state and local licenses

  • Maintain an average star rating of 3.0 or better on our network, if they have at least one review

  • Paying to advertise their services

  • Meeting any other eligibility criteria required by Angi

Keep in mind licensing is different from certifications. A license is a legal requirement to operate a business, while certifications are voluntary.

Endorsed by 33 pros
Helpful?
message icon
Answered by
Angi Expert

Before hiring a roofing contractor to work on your project, there are a few things you will want to ask, including: 

  • Do you use roofing subcontractors?

  • Do you offer a warranty?

  • Do you have any references?

  • How will you clean up after the project is complete? 

  • Will you remove my old or damaged roof?

Endorsed by 30 pros
Helpful?
message icon
Answered by
Scott M.
on Jan 09, 2025

How long have your crews been working with you?

Do you offer a warranty?

Do you have any references?

How will you clean up after the project is complete?

Will you remove my old or damaged roof?

Helpful?
message icon
Answered by
Angi Expert

Roofing is a highly skilled and labor-intensive trade. Because of this, you can expect to pay an average of $2 per square foot for your roofing professional. Roofing labor costs generally make up about 60% of the overall project cost.

Helpful?
By submitting this question, I acknowledge and agree that Angi may publicly display my name, city, state, and question on the website for professionals and others to see.
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.
A worker stands on a roof
Jun 11, 2025
Jun 11, 2025
Learn all of the factors you need to consider to estimate roof ridge cap replacement costs, whether it’s safe and worthwhile to DIY the work, and more.
Country house with slate roof and brick siding
Mar 25, 2025
Mar 25, 2025
The average slate roof repair falls between $800 and $3,200. Keep reading to discover common cost factors to see how much you could pay.
Tarp on a part of a roof
Mar 6, 2025
Mar 6, 2025
Wondering about the cost to tarp a roof after a large storm or before a major roof renovation? We'll break it down by size, style, and scenario.
Man examining roof
May 14, 2025
May 14, 2025
Need a little help with roofing sales? Here’s everything you need to know, from how contractors can improve their roof-selling techniques to whether you should handle sales yourself or outsource. Learn how to get more roofing jobs today.
Close up of white vinyl soffit
Jun 8, 2025
Jun 8, 2025
How much soffit do I need? Use this calculator to determine what to buy for your project. Calling a pro may be necessary to get the job done.
A TPO roof
Mar 7, 2025
Mar 7, 2025
TPO roofs are a great option for your home when properly installed and maintained. Learn some common TPO roofing problems and how to avoid them.
Share project details to get started.