Get matched with top roofers in Annapolis, MD
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1.2k+ Verified Reviews for Roofing pros in Annapolis, MD
*The Angi rating for Roofing companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
*The HomeAdvisor rating for Roofing companies in Annapolis, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
Last update on July 12, 2025
Roofers in Annapolis
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
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 ive talked to starting with the sales rep Wu, down to Dylan the project manager, and especially Leo's roofing crew has been absolutely amazing. Even the folks behind the scenes communicated everything effortlessly, and my roof is excellent. Cannot speak highly enough about this experience."
Stephen 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 ive talked to starting with the sales rep Wu, down to Dylan the project manager, and especially Leo's roofing crew has been absolutely amazing. Even the folks behind the scenes communicated everything effortlessly, and my roof is excellent. Cannot speak highly enough about this experience."
Stephen M on June 2025
Homelife Remodeling is a locally owned full service contracting firm specializing in roofing, siding and window replacement. We offer completely free estimates and if chosen, will not ask for payment until the work has been completed to the customer's satisfaction. In addition, we offer extensive workmanship warranties far beyond the state minimum. Additional email - [email protected].
"Homelife was a pleasure to work with and did a great job. From the original conversation through completion they were courteous, professional, timely and their work was top notch. I would certainly use them again !!"
Ken B on November 2024
Homelife Remodeling is a locally owned full service contracting firm specializing in roofing, siding and window replacement. We offer completely free estimates and if chosen, will not ask for payment until the work has been completed to the customer's satisfaction. In addition, we offer extensive workmanship warranties far beyond the state minimum. Additional email - [email protected].
"Homelife was a pleasure to work with and did a great job. From the original conversation through completion they were courteous, professional, timely and their work was top notch. I would certainly use them again !!"
Ken B on November 2024
Transform your space with Washingtonian Companies, your interior/exterior design-build team. Whether it's roofing, windows, siding, decks, kitchens, bathrooms, or additions, we are your trusted partner to bring your vision to life and help personalize your surroundings.
"We were 100% satisfied with Washingtonian and with their work building our addition and deck. Not only was the workmanship and quality of the construction outstanding, but they operated with honesty and integrity. Their goal was our satisfaction and building a quality addition and deck. They accomplished all three and were reliable, dependable and conscientious. At no time did we believe that they had over-committed or were unable to deliver on what they had promised. They never cut corners to rush to another job nor did I ever feel that they were not spending the necessary time to ensure that the work on our job was thorough and complete. Travis, Kris and their crew were 100% professional, communicative and transparent. We will be using Washingtonian again, without hesitation. Our experience was excellent and they did an awesome job."
Walter J on January 2024
Transform your space with Washingtonian Companies, your interior/exterior design-build team. Whether it's roofing, windows, siding, decks, kitchens, bathrooms, or additions, we are your trusted partner to bring your vision to life and help personalize your surroundings.
"We were 100% satisfied with Washingtonian and with their work building our addition and deck. Not only was the workmanship and quality of the construction outstanding, but they operated with honesty and integrity. Their goal was our satisfaction and building a quality addition and deck. They accomplished all three and were reliable, dependable and conscientious. At no time did we believe that they had over-committed or were unable to deliver on what they had promised. They never cut corners to rush to another job nor did I ever feel that they were not spending the necessary time to ensure that the work on our job was thorough and complete. Travis, Kris and their crew were 100% professional, communicative and transparent. We will be using Washingtonian again, without hesitation. Our experience was excellent and they did an awesome job."
Walter J on January 2024
American Windows & Siding of VA, Inc., specializes in custom windows, siding, doors, and roof systems. We use the finest quality products and labor available, and all our work is guaranteed for your peace of mind. Owner operated and employee owned, the company was established in 1991. We have two locations for your convenience - one in Fairfax, Virginia and one in Kensington, Maryland. We’ve been a member of the Better Business Bureau since 1993, and our customer service and proven track record of thousands of satisfied customers have earned us the reputation of an industry leader. All our workers are licensed, bonded, and insured. We have been top rated for the last eleven years in Washington Checkbook Magazine, a leading consumer publication for the DC metro area. In March of 2011 we were recognized as one of the "The Top 200 Remodelers" by Washingtonian Magazine and we have an "A" rating on Angie's List, receiving their Super Service Award for the past two years. With more than 13,000 jobs successfully completed in Northern Virginia, DC and suburban Maryland, we are proud of our reputation. Take a look at what our customers have to say. LICENSE # 49774.
"Had windows and doors installed by this company. The window installation went great. The bad news is that they do not seem competent at installing door hardware. My door has not latched properly since they made some unwanted modifications to the hardware (it worked perfectly before they started modifying it).have had them out three separate times to fix the issue they caused with the door latch and lock. Every “fix” they do seems to make the problem worse. I would steer clear of this company for door installations."
Christian S on April 2025
American Windows & Siding of VA, Inc., specializes in custom windows, siding, doors, and roof systems. We use the finest quality products and labor available, and all our work is guaranteed for your peace of mind. Owner operated and employee owned, the company was established in 1991. We have two locations for your convenience - one in Fairfax, Virginia and one in Kensington, Maryland. We’ve been a member of the Better Business Bureau since 1993, and our customer service and proven track record of thousands of satisfied customers have earned us the reputation of an industry leader. All our workers are licensed, bonded, and insured. We have been top rated for the last eleven years in Washington Checkbook Magazine, a leading consumer publication for the DC metro area. In March of 2011 we were recognized as one of the "The Top 200 Remodelers" by Washingtonian Magazine and we have an "A" rating on Angie's List, receiving their Super Service Award for the past two years. With more than 13,000 jobs successfully completed in Northern Virginia, DC and suburban Maryland, we are proud of our reputation. Take a look at what our customers have to say. LICENSE # 49774.
"Had windows and doors installed by this company. The window installation went great. The bad news is that they do not seem competent at installing door hardware. My door has not latched properly since they made some unwanted modifications to the hardware (it worked perfectly before they started modifying it).have had them out three separate times to fix the issue they caused with the door latch and lock. Every “fix” they do seems to make the problem worse. I would steer clear of this company for door installations."
Christian S on April 2025
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
We are a family owned and operated company since 1986. .We are a client based company,hassle free no sales pressure or gimmicks with our presentations.we offer one of the best warranties in the market .We have our own crews to guarantee great installations every time.We offer premier energy efficient vinyl windows and vinyl siding.
"Responsive, responsible and did all that was promised. Promply corrected small mistake."
Judith R on June 2025
We are a family owned and operated company since 1986. .We are a client based company,hassle free no sales pressure or gimmicks with our presentations.we offer one of the best warranties in the market .We have our own crews to guarantee great installations every time.We offer premier energy efficient vinyl windows and vinyl siding.
"Responsive, responsible and did all that was promised. Promply corrected small mistake."
Judith R on June 2025
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We are the only company in Maryland offering the “Forever Guarantee” - A guarantee of our workmanship for as long as both you AND the next owner own the home. Unlike other companies we don’t just TELL you something will look good - we SHOW you. We provide full color 3-D renderings of all of our products to show what they will look like on your home PRIOR to you making any decisions or signing a contract. We do this for free the first time we come out as part of our free estimate & design consultation. If you decide to move forward, you don’t have to pay a single dollar until the job is complete and you are satisfied. With the Forever Guarantee, full color 3-D designs before you make a decision, and no payments until the job is complete - our goal is COMPLETE peace of mind for all our customers. We then follow this up with top notch communication, customer service, skill, and quality for Maryland’s leading exterior replacement experience.
"We met with Ryan and Pete who were both extremely professional and knowledgeable. They met with my husband and I discuss new windows for the main floor of our single family home. We have a toddler and newborn and Ryan helped keep our toddler occupied and was very understanding and patient as we had to multitask in taking care of our kids while also discussing the window project. We were impressed by their warm, genuine approach which is very different from a typical salesperson trying to get you to go with their product. You could tell they truly believed in the company, the goals and values, and the product/services they provide. Due to personal reasons we weren’t able to invest in the project right now but we will 100% be contacting Ryan in the future and using Peak for all our future window/roofing needs. When you find a good, reliable company like Peak you want to make sure to spread the word and we will be recommending them to our family/friends/neighbors who need any projects done in their homes."
Nicole L on May 2025
We are the only company in Maryland offering the “Forever Guarantee” - A guarantee of our workmanship for as long as both you AND the next owner own the home. Unlike other companies we don’t just TELL you something will look good - we SHOW you. We provide full color 3-D renderings of all of our products to show what they will look like on your home PRIOR to you making any decisions or signing a contract. We do this for free the first time we come out as part of our free estimate & design consultation. If you decide to move forward, you don’t have to pay a single dollar until the job is complete and you are satisfied. With the Forever Guarantee, full color 3-D designs before you make a decision, and no payments until the job is complete - our goal is COMPLETE peace of mind for all our customers. We then follow this up with top notch communication, customer service, skill, and quality for Maryland’s leading exterior replacement experience.
"We met with Ryan and Pete who were both extremely professional and knowledgeable. They met with my husband and I discuss new windows for the main floor of our single family home. We have a toddler and newborn and Ryan helped keep our toddler occupied and was very understanding and patient as we had to multitask in taking care of our kids while also discussing the window project. We were impressed by their warm, genuine approach which is very different from a typical salesperson trying to get you to go with their product. You could tell they truly believed in the company, the goals and values, and the product/services they provide. Due to personal reasons we weren’t able to invest in the project right now but we will 100% be contacting Ryan in the future and using Peak for all our future window/roofing needs. When you find a good, reliable company like Peak you want to make sure to spread the word and we will be recommending them to our family/friends/neighbors who need any projects done in their homes."
Nicole L on May 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.
"Certified Roofing was fantastic. They promptly sent a technician out to diagnose my problem and promptly made repairs. Their prices were very reasonable."
Delmar W on May 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.
"Certified Roofing was fantastic. They promptly sent a technician out to diagnose my problem and promptly made repairs. Their prices were very reasonable."
Delmar W on May 2025
Looking for top-notch roofing, windows, and siding services in Maryland? Look no further than CHESAPEAKE ROOFING WINDOWS & SIDING. With our MHIC LICENSE #126792, we deliver exceptional craftsmanship and customer satisfaction. Contact us today for all your home improvement needs!
"David and his window installation team are incredibly hard working and professional. They have a strong commitment to excellence and work diligently to ensure everything is done well. David answers questions and explains options thoroughly. We would definitely do business with Chesapeake Roofing in the future based on our experience."
Nancy M on April 2023
Looking for top-notch roofing, windows, and siding services in Maryland? Look no further than CHESAPEAKE ROOFING WINDOWS & SIDING. With our MHIC LICENSE #126792, we deliver exceptional craftsmanship and customer satisfaction. Contact us today for all your home improvement needs!
"David and his window installation team are incredibly hard working and professional. They have a strong commitment to excellence and work diligently to ensure everything is done well. David answers questions and explains options thoroughly. We would definitely do business with Chesapeake Roofing in the future based on our experience."
Nancy M on April 2023
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.
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.
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.
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.
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.
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?
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?
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.
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