Best Roof Repair in Annapolis, MD — Top Roofers (2026)
Top Roofers in Annapolis, MD
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Legacy Remodeling consistently delivers exceptional bathroom renovation work, with customers praising the skilled and professional crew for completing projects on time and on budget. Clients particularly appreciate the company's clear communication throughout the process, thorough cleanup, and willingness to accommodate design changes and additional work. The team's attention to detail, polite demeanor, and customer education make homeowners confident in recommending Legacy Remodeling for any remodeling project.
"Legacy Design remodel my bathroom today. It was a two day job which they promised and they held up their word. The installers made my bathroom look brand new. Also the cleanup was wonderful. They instructed me on everything that I need to do because I got a fancy shower this time. So if you’re looking to have any remodeling done, please use legacy remodeling because they know what they’re doing and they will work with your" — Julia J.
+1 443-267-7601
Landmark General Contractor LLC earns consistent praise for exceptional workmanship, attention to detail, and reliable project completion—with customers noting that work is completed on time and often ahead of schedule. The company stands out for its outstanding customer service and communication, with owner Juan and team members like Karla taking time to explain the process thoroughly and remaining available to answer questions throughout projects. Customers also appreciate the company's fair pricing, professional approach to cleanup, and commitment to delivering on promises, including added value like gutter guards and gutters as part of roof replacement agreements.
"We hired Landmark General Contractor to install new gutters at our home, and honestly, we’re very satisfied with the experience. The price was very reasonable, especially considering they included gutter guards, which was important for us because we had constant issues with leaves filling up the gutters and having to clean them every fall. They did a great job and were very clean and professional throughout the process. Everything was done…" — Mason L.
+1 240-354-5543
Off Limits Contractors LLC earns consistent praise from customers for their exceptional quality of work, competitive pricing, and professional communication throughout projects. Clients particularly appreciate the team's efficiency, attention to detail, and willingness to go above and beyond—from offering extended warranties to completing unexpected extras at no charge. The company's reliability and responsiveness, combined with their expertise in concrete, masonry, and construction work, make them a trusted choice for residential and commercial property improvements in the Washington DC area.
"We needed some maintenance work done at the property, a 28 unit condo complex in Brookland. Specifically, we needed concrete steps repaired or replaced, the iron railings that were along the steps mended, and a few areas of sidewalk patched or replaced. I had noticed that Off Limits was working at a condo complex down the street from us and their work looked great, so I gave them a call. I'm glad I did - their price was very reasonable. Right…" — Ross N.
+1 540-919-2055
Flat Roof Company consistently delivers professional, efficient roofing services that customers appreciate for both quality and value. The team is known for thorough assessments, clear communication about necessary repairs, prompt completion—often same-day service—and meticulous cleanup. Customers particularly praise the knowledgeable staff, transparent pricing, and attention to detail, with multiple clients noting long-term satisfaction with repairs that continue to hold up well.
"I had an amazing experience with Flat Roof Company. From start to finish, the entire team was professional, courteous, and efficient. They took the time to thoroughly assess my roof, explained the necessary repairs, and provided an accurate estimate. The work was completed on time, and my roof looks fantastic! They even went the extra mile to clean up after themselves, leaving my property spotless. I highly recommend Vincent Milano from Flat Roof…" — Thursa G.
+1 410-615-7663
Odyssey Remodeling earns consistent praise from customers for their professionalism, attention to detail, and exceptional communication throughout the entire roofing process. Clients particularly appreciate how the team guides homeowners through insurance claims—handling the often-complex paperwork with care and expertise—while delivering high-quality installations completed efficiently with minimal disruption. The company's commitment to customer service shines through in their friendly, responsive approach and meticulous cleanup, with multiple customers noting they would readily recommend Odyssey to friends and family.
"If you're in dire need of a roof replacement and efficiency is at the top of your list, look no further than Odyssey Remodeling. Their prompt and proficient service recently saved the day for my home, and I couldn't be more impressed. From the initial consultation to the final nail, the team exuded professionalism and expertise. They wasted no time in assessing the situation, providing a detailed quote, and scheduling the replacement. They were…" — Katie W.
+1 667-646-0220
Hernandez Roofing consistently earns five-star reviews for their combination of competitive pricing, efficient two-day project completion, and meticulous attention to detail and cleanliness. Customers praise their transparent communication throughout projects, professional crew behavior, and reliable ability to deliver results on time and on budget without pressure sales tactics. The company stands out for going beyond basic roofing work—documenting progress with photos, thoroughly cleaning job sites, and taking time to explain options so customers can make informed decisions about their repairs or replacements.
"⭐⭐⭐⭐⭐ 5/5 Stars I couldn't be more impressed with my experience with Hernandez Roofing. From start to finish, their professionalism and attention to detail set them apart from other contractors I've worked with. During the initial consultation, they provided a comprehensive and competitive quote without any aggressive sales tactics. What really stood out was their commitment to transparency - they took detailed photos throughout the entire…" — Richard R.
+1 240-479-6948
This roofing company consistently earns praise from satisfied customers for their professionalism, reliability, and quality workmanship. Customers highlight the team's respectful and hardworking approach, thorough attention to detail, and excellent communication throughout projects, with particular recognition for staff members who go above and beyond during the sales and installation process. The company's commitment to customer satisfaction is further reinforced by offerings such as lifetime warranties, flexible payment plans, and competitive pricing.
"Did excellent work from start to finish. Good communication throughout my selling point it's a lifetime warranty and one time transferable. Working with Doreen Walter's though the payment process was above and beyond.and another great selling point is they work with you with a payment plan. Geoff was on top of all communication . Thank you one day roofing for everything you did. The 6 men who actually did they work I appreciate you working…" — Cheryl G.
+1 202-978-6872
Four Twelve Roofing earns consistent praise from satisfied customers for their professionalism, responsiveness, and quality workmanship. Clients appreciate the team's punctuality, efficient project completion, and non-pressured sales approach, with particular recognition for their ability to source exact material matches and coordinate complex multi-trade projects. The company is noted for their accommodating customer service and thorough pre-work consultations that help homeowners make informed decisions.
"I had a great experience working with the 412 Team. I got a great overview of the services before I had to make any major decisions. I'd also like to share that this was not a "sales pitchy" interaction, I felt comfortable contacting them to get scheduled at my pace and didn't feel backed into a corner to make a decision on the spot, which is not my usual routine with contractors. Once I was scheduled, the guys were here bright and earlier and…" — Camille M.
+1 410-989-7343
Roofing Pups earns consistent praise for professional service, transparent communication, and quality craftsmanship across all project phases. Customers highlight the team's reliability—arriving on schedule, completing work promptly, and thoroughly cleaning up—along with attentive project managers who oversee details and answer questions. The company's willingness to work with budgets, offer competitive pricing, provide extended warranties, and accommodate urgent timelines demonstrates genuine care for customer satisfaction and employee welfare.
"I got 4 Estimates and chose Roofing Pups. They have a GREAT team. Starting with Danielle that did our estimate (AWESOME! She is down to earth, and very knowledgeable). I was looking for quality work with a transferable warranty (being a VET heading towards retirement in a few year) as a relocation would be in the works and this could help being a selling point. I also wanted to get the best deal on my dollars. Danielle was mindful of this and…" — Pete C.
+1 443-261-0692
Value Dry Basement Waterproofing earns consistent praise from customers for their thorough, high-quality workmanship and attention to detail—from installing comprehensive drainage systems and sump pumps to completing jobs efficiently and leaving properties clean and protected. Customers particularly appreciate the company's professional communication throughout the process, with estimators and crews taking time to explain the work needed, answer questions, and arrive on schedule as promised. The team's friendly demeanor and care in protecting home interiors during installations, combined with reliable long-term service and maintenance, make them a trusted choice for homeowners facing water intrusion and foundation concerns.
"ValueDry Basement Waterproofing repaired the drain system in my house. Nardi and the crew that came to my home were professional, friendly, thorough with their work, did an amazing job at explaining the process to me, and the work completed is neat and well done. They protected our furniture well during the work and left everything nice and clean. They were available to answer my questions with detail. Steve came out to do the estimate for the…" — Lisseth P.
+1 866-691-4777
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.