Get matched with top roofers in Chester, MD
Enter your zip and get matched with up to 5 pros
Need a pro for your roofing project in Chester, MD?
Select your specific project to find the pro for you.
TRUSTED BY CHESTER, MD HOMEOWNERS
4.6 Average homeowner rating
623 Verified roofing services reviews
Verified Reviews for Roofing pros in Chester, MD
*The Angi rating for Roofing companies in Chester, 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 Chester, 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 January 19, 2026
Find Roofers in Chester
Home Genius Exteriors
Home Genius Exteriors
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
Home Genius Exteriors
Home Genius Exteriors
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
Home Genius Exteriors
Home Genius Exteriors
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
Home Genius Exteriors
Home Genius Exteriors
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
Certified Roofing
Certified Roofing
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
CHESAPEAKE ROOFING WINDOWS & SIDING
CHESAPEAKE ROOFING WINDOWS & SIDING
Customers say: Quality work
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
39 years of experience
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
Canales Service, LLC
Canales Service, LLC
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
8 years of experience
We pride our company on reliability, great communication, integrity, and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business!
"Amazing company and very fast response. Will 100% use again when needed"
Kevin A on April 2025
We pride our company on reliability, great communication, integrity, and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business!
"Amazing company and very fast response. Will 100% use again when needed"
Kevin A on April 2025
Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
Customers say: True professional
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
24 years of experience
With over 20 years of experience, Spicer Bros. Construction is proud to provide exterior home remodeling services to Delmarva, as well as top-notch bathroom remodeling with our Baths By Spicer Bros. division. Our experienced and friendly staff will help you every step of the way, from the first phone call to the completion of your project. We strive to provide you with the highest level of customer service, fair pricing, and workmanship every single time. Look no further for any of your exterior renovations and bathroom remodeling needs!
"Pete and his team did an outstanding job from the moment they arrived until the final clean-up. What a hard working team! Pete did a great job communicating with me prior to the job and updating me throughout the day during the job. We love our new roof and the quality job! We were impressed with the clean up...not a single piece of trash was left behind!! I would highly recommend Pete and his team for any roofing job and would be pleased to serve as a reference to any potential future clients of Spicer Brothers."
Renee M on July 2018
With over 20 years of experience, Spicer Bros. Construction is proud to provide exterior home remodeling services to Delmarva, as well as top-notch bathroom remodeling with our Baths By Spicer Bros. division. Our experienced and friendly staff will help you every step of the way, from the first phone call to the completion of your project. We strive to provide you with the highest level of customer service, fair pricing, and workmanship every single time. Look no further for any of your exterior renovations and bathroom remodeling needs!
"Pete and his team did an outstanding job from the moment they arrived until the final clean-up. What a hard working team! Pete did a great job communicating with me prior to the job and updating me throughout the day during the job. We love our new roof and the quality job! We were impressed with the clean up...not a single piece of trash was left behind!! I would highly recommend Pete and his team for any roofing job and would be pleased to serve as a reference to any potential future clients of Spicer Brothers."
Renee M on July 2018
Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
Super Service Award
Customers say: True professional
32 years of experience
Free onsite estimate
Since 1994, Air Tite Exteriors has provided homeowners in Maryland and D.C with top quality, factory-direct products, professionally installed by factory trained installers. Locally-owned. GAF Master Elite roofing certification.
"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
Power Home Remodeling
Power Home Remodeling
Customers say: Quality work
34 years of experience
Free onsite estimate
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.
"Power Home Remodeling has been fantastic. We had them come out to replace our gutters and were very impressed with the quality of their work. The crew that did the job kept everything clean and organized; you wouldn’t have known they had been there, which is uncommon for many companies. We were so impressed that we are now moving forward with replacing our siding. Everyone at Power Home Remodeling has been incredibly helpful throughout this process, and we couldn’t be happier. We will work with them on future home projects."
Jonathan R on June 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.
"Power Home Remodeling has been fantastic. We had them come out to replace our gutters and were very impressed with the quality of their work. The crew that did the job kept everything clean and organized; you wouldn’t have known they had been there, which is uncommon for many companies. We were so impressed that we are now moving forward with replacing our siding. Everyone at Power Home Remodeling has been incredibly helpful throughout this process, and we couldn’t be happier. We will work with them on future home projects."
Jonathan R on June 2025
Roofing questions, answered by experts
The Chester, MD homeowners’ guide to roofing services
From average costs to expert advice, get all the answers you need to get your job done.
•The average cost of roof repair for U.S. homeowners averages between $386 and $1,875. Learn what factors can affect roof repair costs.
Discover the most significant factors regarding aluminum roofing cost to help you make informed decisions about your investment in one for your home.
Spray foam roofing is a budget-friendly option to protect your home from energy loss and water damage. Learn how much spray foam roofing costs.
If you’re upgrading your roof with stone-coated steel, you should be aware of the total project cost. Learn what will impact your final stone-coated steel roofing costs.
Roof flashing is crucial to protecting your home from water damage. Learn about the different roof flashing types and how they function in this guide.
Understanding the styles and types of metal roofs available can help you make the best choice for your home. We’ll discuss the best options for metal roofs.
- Stevensville, MD Roofers
- Grasonville, MD Roofers
- Queenstown, MD Roofers
- Annapolis, MD Roofers
- Cape Saint Claire, MD Roofers
- Rock Hall, MD Roofers
- Arnold, MD Roofers
- Saint Michaels, MD Roofers
- Mayo, MD Roofers
- Centreville, MD Roofers
- Edgewater, MD Roofers
- Parole, MD Roofers
- Shady Side, MD Roofers
- Riva, MD Roofers
- Queen Anne, MD Roofers
- Summerfield, MD Roofers
- Galesville, MD Roofers
- Riviera Beach, MD Roofers
- Pasadena, MD Roofers
- Lake Shore, MD Roofers
- Severna Park, MD Roofers
- Churchton, MD Roofers
- Crownsville, MD Roofers
- Cordova, MD Roofers
- West River, MD Roofers
- Millersville, MD Roofers
- Easton, MD Roofers
- Davidsonville, MD Roofers
- Royal Oak, MD Roofers
- Deale, MD Roofers
- Siding
- Gutter Repair Replacement
- Skylights
- Chimney Repair
- Roof Cleaning
- Solar Panels
- Insulation
- Contractor
- Water And Smoke Damage
- Pole Barn Builders
- Tv Antenna Installation
- Chimney Sweep
- Treehouse Builders
- Patio Covers
- Hurricane Shutters
- Repair Carport
- Dumpster Rental
- Gutter Cleaning
- Chimney Liner Installation
- Animal Removal
- Sunroom And Patio Remodeling
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"