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10 Best Roofers in Annapolis, MD

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Written By David Cusick

Last Updated April 2024

Your roof insulates your home and protects you from the elements, but maintaining this important feature isn't always simple. Damage to the roof of your Annapolis home can lead to pest infestations, loss of energy efficiency, or water damage.

For all problems, big or small, there's a local roofing contractor who can help. Use our guide to connect with one of the top roofers in Annapolis.

Top 10 Best Roofers in Annapolis

Erie Home

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11900 Baltimore Ave Suite F, Beltsville, MD 20705 (240) 965-7089 eriehome.com

Quality customer service

Free inspections

Transparent project updates

Services Offered

Replacement
Metal roofs
Asphalt roofs
Roof repair

Vanguard General Contracting

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192 Mayo Rd, Edgewater, MD 21037 (410) 271-2980 vanguardgc.com

Transparent pricing

Free inspections

Quality customer service

Customer education

Services Offered

Solar panel installation
Rubber roofs
Replacement
Slate
Asphalt roofs
Quality inspection
Roof repair
Metal roofs
Skylights
Flat roofs

Beacon Building Products

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1804 West St, Annapolis, MD 21401 (443) 775-3136 locations.becn.com

Transparent project updates

Free inspections

Reputation for timeliness

Quality customer service

Transparent pricing

Services Offered

Ventilation
Flat roofs
Terra cotta
Replacement
Wood roofs
Skylights
Roof repair
Metal roofs
Asphalt roofs
Slate

Landmark Roofing

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540 Baltimore Annapolis Blvd, Severna Park, MD 21146 (443) 223-7453 roofingbylandmark.com

Quality customer service

Transparent project updates

Transparent pricing

Customer education

Free inspections

Services Offered

Flat roofs
Asphalt roofs
Roof repair
Quality inspection
Replacement
Metal roofs
Skylights

Four Season's Roofing

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178 11th St Suite 101, Pasadena, MD 21122 (410) 995-4115 fourseasonsroofingmd.com

Transparent pricing

Customer education

Reputation for timeliness

Quality customer service

Transparent project updates

Free inspections

Services Offered

Flat roofs
Skylights
Ventilation
Attic insulation
Roof repair
Metal roofs
Rubber roofs
Quality inspection
Replacement

Reliable Roofers

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1378 Defense Hwy, Gambrills, MD 21054 (240) 456-0200 reliableroofers.net

Customer education

Locally owned

Transparent pricing

Free inspections

Quality customer service

Services Offered

Flat roofs
Quality inspection
Roof repair
Slate
Replacement
Asphalt roofs

Albert J Jackson Inc.

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1222 Bacon Ridge Rd, Crownsville, MD 21032 (410) 923-2364 jacksonhomeimprovement.com

Quality customer service

Honors appointment windows

Transparent project updates

Customer education

Transparent pricing

Services Offered

Replacement
Quality inspection
Roof repair

Wells Home Improvements

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1712 Crownsville Rd, Annapolis, MD 21401 (443) 871-1202 wellshomeimprovements.net

Quality customer service

Transparent pricing

Services Offered

Roof repair
Asphalt roofs
Wood roofs
Replacement
Metal roofs
Slate

Cunningham Contracting Inc

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1541 Defense Hwy, Gambrills, MD 21054 (410) 721-8757 cunninghamcontractinginc.com

Free inspections

Customer education

Transparent pricing

Locally owned

Services Offered

Wood roofs
Metal roofs
Roof repair
Slate
Replacement
Rubber roofs
Flat roofs
Asphalt roofs

Quality Remodeling Incorporated

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166 2nd St, Pasadena, MD 21122 (443) 690-3493 qualityremodelingmd.com

Preventive services

Quality customer service

Transparent pricing

Free inspections

Customer education

Services Offered

Replacement
Roof repair
Mold remediation
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Annapolis?

Budgeting is important when you need to tackle a project as big as roof replacement. Below, we provide the average price range for replacing a roof on a 1,500 square foot home in Annapolis. We also outline price differences between common roof materials.

How To Choose a Roofing Company

Roof installation is a large home improvement project that can cost tens of thousands of dollars in the end. It's crucial to research and find a top quality and trusted local roofing contractor for the job. Here are some important considerations when choosing a roofing contractor.

  • References and reviews: Vet companies thoroughly by verifying on review sites such as Google, Yelp, or the Better Business Bureau (BBB) that they have consistently positive feedback. Request recent local references from the company to learn more.
  • Responsiveness and communication: From estimate to project completion, your contractor should keep in consistent contact with you, answer all questions, and handle any concerns.
  • Roofing materials and products: Reputable roofing companies sell quality materials that can withstand Annapolis' weather and endure a long time. Be careful of contractors offering extremely low-cost or generic options. Inspect shingle samples before committing.
  • Experience and credentials: An established roofing provider that has many years of experience in business demonstrates stability, experience, and a proven track record. Ensure the company is fully licensed, bonded, and insured before hiring. Inquire about any professional certifications relating your project, such as those from the National Roofing Contractors Association.
  • Warranties and guarantees: A reliable roofer will provide robust manufacturer warranties that cover shingles for 30+ years along with at least a 5-year guarantee on workmanship. Be wary of shorter warranty periods.
  • Detailed written estimate: Trustworthy roofing providers will give you a comprehensive written proposal. This proposal should outline the complete work plan, materials needed, and total price without surprise costs. Steer clear of unclear quotes, or ones that seem much too high or low.

Signs Your Roof Needs Repair or Replacement

You may not think about your roof every single day, but it protects your home in important ways. Look out for these common signals that your roof needs to be evaluated and repaired by a professional roofer.

Roof Age

Your roof's age and material are key factors. The most popular residential roofing material is asphalt shingles, which generally last about 20 to 25 years before requiring replacement. Schedule an inspection if your roof is approaching this age to determine if a full replacement is needed.

Leaks or Water Stains in Your Home

Leaks are a frequent sign of roof issues. Water leaking through damaged or worn shingles often leads to water stains on ceilings, insulation, and walls, or in your attic. Don't neglect even small leaks, as they can still cause mold and other damage.

Exposed Roof Decking Underneath Shingles

Seeing roof deck boards or sheathing under your shingles is a sign that those shingles are severely curling or losing their seal. This means it's time for replacement. Shingles should lie flat to stop water from getting into your home.

Cracked, Broken, or Missing Shingles

Examine your shingles closely from a sturdy ladder or while on the ground. Look for shingles that show cracks or are missing granules. Storms can cause exterior damage over time. To keep your roof in working order, replace any missing shingles, or ones that have gaping holes.

Flashing Deterioration Around Roof Penetrations

Roof flashing creates a watertight seal around vents, chimneys, valleys, and other areas where water can penetrate your roof. Cracked, peeling or deteriorated flashing can allow leaks. We recommend promptly resolving any problems with the roof flashing that come up.

Sagging Roof Line

If your roof sags or is uneven, schedule a professional inspection. These issues could signal a structural problem. A sagging roof that's not given adequate structural reinforcement or full replacement will worsen over time.

Frequently Asked Questions About Roofing in Annapolis, MD

The best type of roofing material for your home in Annapolis will be decided by several factors, such as your budget and how often you want to do maintenance.

Asphalt is less costly, while options like metal cost more but last longer. You might be swayed by how environmentally friendly a material is, and opt for something like wood.

Usually, roofing work falls under the category of home improvement, in which case your roofer needs to have a license from the Maryland Home Improvement Commission (MHIC). To obtain an MHIC license, a contractor must have at least two years of work experience and provide proof of general liability insurance.

The best time of year for a roof replacement is spring or fall. Otherwise, colder temperatures in the winter or hotter temperatures in the summer can get in the way of getting the job done.

Your roof can absolutely impact the energy efficiency of your home. For example, a good roof helps you spend less energy heating your home during the winter months. Certain materials (such as metal) are more energy-efficient than others.

Spray foam insulation in one of the best kinds of roofing insulation. It lasts longer than other kinds and also seals any cracks in your roof. The downside is that it's more expensive than other types of insulation.

The extent of the cleaning needed, as well as the material of your roof, will decide how your contractor cleans it. Some roofs benefit from power washing, but this is not recommended for materials like asphalt tiles. "Soft washing" uses tools like brooms and brushes, plus chemicals like detergent and bleach.

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