Best Roof Repair in Annapolis, MD — Top Roofers (2026)
Top Roofers in Annapolis, MD
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Strong Wall Construction earns consistent praise for professional, high-quality workmanship and exceptional customer service. Customers highlight the team's responsiveness, attention to detail, and genuine care—with team members like Rob, Josh, Jim, AJ, and Mike going above and beyond to ensure satisfaction, including completing additional work without charge. The company is recognized as reliable and honest, with customers noting that while pricing may not be the lowest, the immaculate finished product and dedication to getting families back into their homes quickly make the investment worthwhile.
"We decided to work with Strong Wall after a tree fell on our house. They were easy to work with and the finished product looks amazing. Rob and our project manager Josh went out of their way to ensure our needs were met and we were satisfied with the work. They may not be the cheapest game in town, but you do get what you pay for! It has truly been a pleasure to work with them! Pardon the mess in the pictures, we are still in the process of…" — harry g.
+1 410-701-3461
Aero Residential consistently earns praise from customers for exceptional professionalism, timely project completion, and meticulous cleanup. Project Manager Robert Long is frequently highlighted for his patient, knowledgeable approach and clear communication throughout projects, while crews are commended for their hard work and high-quality craftsmanship. Customers appreciate the company's reasonable pricing, reliability across multiple projects, and willingness to stand behind their work, with many returning clients and enthusiastic referrals.
"A neighbor told me about Aero. I gave them a call and someone contacted me back within the same day. I worked with Bob who came out and sent me an estimate. I told him I would get back to him because I had a couple companies giving me estimates. He was very patient and told me to just let him know if I wanted to continue with Aero. I contacted Bob about a week and a half later telling him I was ready to proceed with their company. He swung by and…" — Emily K.
+1 410-469-1627
Booth Brothers Construction earns consistent praise for their exceptional craftsmanship, reliability, and customer-focused approach. Customers consistently highlight the team's responsiveness, transparent communication, competitive pricing, and willingness to stand behind their work—including honoring warranty repairs and recommending cost-effective solutions rather than unnecessary upgrades. Led by owner Josh Booth, the company delivers professional, efficient service on projects ranging from roof repairs to full replacements and exterior home improvements, completing jobs on time and within budget.
"I can't recommend Booth Brothers Construction highly enough for their exceptional service in fixing our leaky roof! From start to finish, they were an absolute pleasure to work with. Booth Brothers Construction were incredibly responsive, promptly returning my initial inquiry and scheduling a visit to assess the issue. Their professionalism and attention to detail were evident from the moment they arrived. Not only did they take the time to…" — Tara R.
+1 410-647-0614
Jones Asphalt, Maintenance & Construction LLC
Jones Asphalt is known for punctual, professional service and quality workmanship that customers consistently praise. Reviewers highlight the team's expertise, personable communication throughout projects, and ability to deliver results efficiently—often completing jobs faster than estimated. Many customers appreciate their fair pricing, willingness to consult on options, and the passion they bring to getting work done right the first time.
"My wife and I just purchased our home and didn't want to spend an arm and a leg getting the old ribbon driveway re-paved. I called 4 separate companies and Jones Asphalt was the only company to actually come out, assess my driveway, and give a quote on the spot. Nick Jr. was very personable and honest. He has lots of knowledge about the asphalt business. His passion for the business and doing things right the first time really shine through with…" — Eric J.
+1 301-250-6906
Exterior Experts earns consistent praise for their professionalism, responsiveness, and quality craftsmanship across deck, fence, and patio projects. Customers particularly appreciate Nick and Neil's ability to listen to their vision, explain material and design options clearly, and deliver results that match or exceed expectations—often on expedited timelines. The team's hard work ethic, pleasant demeanor, and willingness to tackle complex projects (including second-story decks and work near pools and fences) make them a trusted choice for homeowners seeking reliable exterior renovations.
"Neil and his team at Exterior Experts did phenomenal work repairing my deck after recent storms. Super professional and efficient. Neil was incredibly responsive to my needs and questions. As you can see from the before pic it was a bit of a hazardous clean up and Neil got me on the schedule timely so I wouldn't have to worry about the danger to my neighbors or me. They talked me through different designs and materials so I could make the best…" — Russell L.
+1 410-204-4809
D&V Roofing earns consistent praise from customers for exceptional craftsmanship, professionalism, and comprehensive service that extends beyond the installation itself. The team is known for punctuality, efficiency, thorough cleanup, and skilled workmanship that consistently delivers high-quality results. What sets them apart is their dedication to customer support—including handling insurance claims, negotiating settlements, managing complex logistics like solar panel removal, and maintaining transparent communication throughout every project phase.
"Where to start, first, I am not one for sales people. However, 5/26/25 I was greeted by Jose Morono, he was polite and was very personable. Again, I am not for sales people, however, he spoke about D&V as a superior company and boy was correct. The entire process from start to finish only took 1.5 weeks. I am talking from the estimate, to the inspection with both insurance adjuster and D&V inspector. Insurance sent D&V the claim and they…" — Paul
+1 240-887-7054
Why Hire a Local Roofer in Annapolis?
Local Climate Knowledge
Annapolis roofers understand Maryland's specific weather patterns and choose materials built to last in local conditions.
Building Code Compliance
Local contractors know Annapolis's permit requirements and code standards, ensuring your repair passes inspection.
Faster Response Times
A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.
Typical Roof Repair Costs in Annapolis
| Repair Type | Typical Cost Range |
|---|---|
| Minor Leak Repair | $150 – $400 |
| Shingle Replacement (small area) | $300 – $900 |
| Flashing Repair | $200 – $600 |
| Gutter Repair / Replacement | $150 – $500 |
| Section Repair (large area) | $1,500 – $5,000 |
| Emergency Repair | $500 – $1,500 |
| Full Roof Replacement | $8,000 – $25,000+ |
* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.
FAQ: Roof Repair in Annapolis, MD
Roof repair costs in Annapolis typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.