The Best Roofing Contractors in Annapolis, MD

Compare the highest-rated roofing professionals in Annapolis, Maryland. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Chesapeake Roofing & Exteriors

4.8
(142 reviews)
Verified

A premier full-service roofing contractor specializing in both residential and commercial projects. Known for exceptional craftsmanship and expertise in handling insurance claims for storm damage. Uses high-quality materials from GAF and CertainTeed.

1782 West Street, Annapolis, MD 21401

Specialties & Features

Storm Damage Restoration
Insurance Claims
Slate & Tile Roofing
Emergency Tarp Services

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#2

Annapolis Roofing Professionals

4.7
(118 reviews)
Verified

Family-owned and operated roofing company with deep roots in the Annapolis community. Specializes in historic home roof preservation and modern installations. Offers comprehensive maintenance programs to protect against Chesapeake Bay weather conditions.

934 Bay Ridge Road, Annapolis, MD 21403

Specialties & Features

Historic Roof Restoration
Metal Roofing
Maintenance Programs
Leak Repair

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
#3

Bay State Roofing & Restoration

4.6
(96 reviews)
Verified

Specializes in emergency storm damage response and complete roof replacements. Known for quick response times and expertise with local building codes. Offers strong warranties on both labor and materials.

301 Chinquapin Round Road, Annapolis, MD 21401

Specialties & Features

Emergency Services
Wind Damage Repair
Commercial Flat Roofs
Solar-Ready Roofing

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Annapolis

Annapolis roofing market is characterized by high demand for storm-resistant installations due to coastal weather patterns featuring heavy rains, nor'easters, and occasional hurricanes. Historic district properties require specialized preservation techniques, while newer developments demand modern materials. The average roof lifespan is shorter than inland areas due to salt air exposure and frequent severe weather events.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Annapolis regulations and climate

Frequently Asked Questions About Roofing in Annapolis

Get answers to common questions about roofing services in Annapolis, Maryland.

1What is the typical cost range for a full roof replacement on a standard single-family home in Annapolis?

For a typical 2,000-2,500 sq. ft. home in Annapolis, a full asphalt shingle roof replacement generally ranges from $12,000 to $25,000. The final cost is highly dependent on the roof's pitch, accessibility, the specific quality of materials chosen (like impact-resistant shingles for our hail risk), and the complexity of tear-off. Regional material and labor costs, along with Annapolis's historic district requirements for some homes, can influence pricing toward the higher end of the scale.

2When is the best time of year to schedule a roof replacement in Annapolis, and how long does it usually take?

The ideal windows are late spring (April-May) and early fall (September-October) to avoid Annapolis's peak summer heat/humidity and the unpredictable winter weather. A standard replacement for an average home typically takes 2-4 days from tear-off to completion. Scheduling well in advance for these popular periods is crucial, as Maryland's coastal weather can cause sudden delays, and reputable contractors' calendars fill up quickly.

3Are there any local Annapolis or Maryland regulations I need to be aware of for a roofing project?

Yes, key local considerations include Annapolis Historic District review if your home is within its boundaries, which may dictate material types or colors. All Maryland roofing contractors must be licensed by the Maryland Home Improvement Commission (MHIC). Furthermore, Anne Arundel County requires a building permit for a full roof replacement, and your contractor should handle this, ensuring all work meets current Maryland building codes for wind uplift and ice dam protection.

4How do I choose a reliable roofing contractor in the Annapolis area?

Always verify the contractor holds an active MHIC license and carries both liability insurance and workers' compensation. Seek out local companies with a long-standing physical address and ask for references from recent projects in neighborhoods like Murray Hill or Eastport. Review their portfolio for experience with Annapolis's varied architectural styles and prioritize those who offer detailed, written warranties covering both materials and workmanship specific to our climate's challenges.

5What are the most common roof problems for Annapolis homes, and how can I prevent them?

The most frequent issues are wind damage from coastal storms, algae growth (black streaks) due to our humidity, and damage from falling branches or debris. Preventative measures include scheduling annual spring and fall inspections, keeping gutters clean to manage Chesapeake Bay area rainfall, trimming overhanging tree limbs, and considering algae-resistant shingle treatments. Proactive maintenance is key to extending roof life in our variable Mid-Atlantic climate.