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Planning a roofing or exterior improvement project? Take advantage of our free estimates and receive guidance from a family-owned team with over 25 years of experience, manufacturer certifications, and hundreds of completed projects throughout Maryland.

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hero Trusted Roofing Contractor Serving Anne Arundel County, MD
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Tell us about your project and explore exterior solutions backed by certified workmanship.

    Licensed & Insured 25+ Years Experience 500+ Projects Completed

    Experience Complete Weather Protection With A Trusted Roofing Contractor Serving Anne Arundel County, MD

    Maryland weather can be tough on roofs and exteriors. With 25+ years of experience, 500+ completed projects, and manufacturer-certified installations, we help homeowners and property owners protect and improve their investments.

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    Over 68 Happy Customers!

    The Great Oak Roofing Guarantee

    Our promise to you: honest pricing, maximum value, and total satisfaction, backed by industry-leading warranties.

    ✓ Transparent Pricing

    Every customer receives the same fair pricing, discounts, and rebates for the same scope of work on the same day; no hidden fees, no surprises.

    ✓ Maximum Value Assurance

    If you find a comparable roofing product and installation with all the features and benefits we offer, at a lower price within 30 days of your contract, we'll refund the difference and give you an extra $25 for your trouble.

    ✓ Total Satisfaction Guarantee

    If you're not completely satisfied with the quality of our roofing products or installation within 30 days of completion, we'll work diligently to resolve any issues. If we can't make it right, you may return your installed products for a full refund.

    ✓ 50-Year Warranty Protection

    Complete coverage for materials and workmanship, transferable to new homeowners, and backed by leading manufacturers.

    Learn More About Our Guarantee

    Financing Options

    Great Oak Roofing offers flexible financing to make your home improvement project easy and affordable. Enjoy fast approvals, a variety of payment plans, and the ability to start your project right away, no matter your budget!

    • Fast, easy approvals: Most customers get a decision in seconds.
    • Flexible plans: Choose from fixed-rate, deferred interest, or no-interest options.
    • No prepayment penalties: Manageable monthly payments.
    • Credit limits up to $100,000: For larger projects.
    • No home equity required: Unsecured loans.
    • Simple online application: Quick, secure approvals and payment estimates.
    • Financial transparency: Know your terms and payments up front.
    Explore Financing Options

    Exterior Improvements Built For Maryland Homes And Businesses

    Protect your property from Maryland’s unpredictable weather with durable, high-performance exterior solutions. We deliver honest guidance, transparent pricing, and certified craftsmanship, ensuring your home remains secure, energy-efficient, and visually stunning for decades to come.

    Anne Arundel County, MD
    (410) 378-7663

    Family Values And Craftsmanship That Stand The Test Of Time

    Founded by Ben Pascal, Great Oak Roofing was created to give homeowners a better experience when investing in their properties. We are a family-owned exterior remodeling business that believes clear communication, quality materials, and attention to detail matter from the first inspection through final completion.

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    About us Trusted Roofing Contractor Serving Anne Arundel County, MD

    What Sets Us Apart

    Family-Owned

    We treat every project with the same care and attention we would expect for our own homes.

    Certified Installations

    Certified by GAF, CertainTeed, ProVia, Marvin Windows, James Hardie, and Bulldog Gutters.

    Proven Experience

    More than 25 years in the industry and over 500 completed exterior improvement projects.

    Licensed Protection

    MHIC License #1521101 and fully insured for residential and commercial projects.

    Free Estimates

    Receive project guidance and pricing information before making a decision.

    Community Commitment

    We proudly support the communities we serve through local involvement and charitable initiatives.

    Secure Your Free Estimate Before Minor Issues Grow

    Protect Your Home From Costly Damage
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    Exterior Solutions Tailored To Your Property’s Needs

    Whether you’re dealing with storm damage, aging materials, rising energy costs, or an exterior that no longer reflects your property’s value, we provide solutions that address the issue at its source.

    Our residential roofing service helps homeowners address leaks, worn shingles, storm damage, and aging roof systems. Commercial roofing supports businesses with durable roofing systems designed for long-term performance. Siding installations improve appearance while helping shield structures from moisture and weather exposure. Window installation and door installation projects improve comfort, efficiency, and curb appeal. Our gutter service solutions help direct water away from foundations and landscaping to reduce long-term property concerns.

    We begin with a detailed evaluation, discuss available options, recommend materials suited to your goals, and complete installation using manufacturer-approved practices.

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    Work With A Roofing Team Focused On Long-Term Results

    Choosing a roofing contractor is about more than replacing materials. It is about selecting a team that understands how Maryland weather affects roofs, siding, windows, doors, and gutters over time.

    Great Oak Roofing serves homeowners and commercial property owners throughout Anne Arundel County, MD, with solutions that help improve appearance, energy efficiency, weather resistance, and property value. From roof repairs and exterior home improvement projects to complete renovations, our team combines industry knowledge, certified installation practices, and customer-focused service to help you move forward with confidence.

    When you need a roofing contractor in Anne Arundel County, MD, we are ready to discuss your project and provide a free estimate.

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    Solutions For Every Exterior Project

    From residential roofing and commercial roofing to siding, windows, doors, and gutters, we provide exterior improvement solutions that help protect your property while improving appearance, efficiency, and long-term value.

    Residential Roofing

    Protect your home from leaks, storm damage, and aging materials with roofing solutions tailored to Maryland weather conditions.

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    Residential Roofing

    Commercial Roofing

    Support your building with roofing systems designed for durability, energy performance, and long-term property protection.

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    Commercial Roofing

    Siding

    Refresh your exterior with siding solutions that improve curb appeal while helping shield your property from the elements.

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    Siding

    Window Installation

    Reduce drafts and improve comfort with professionally installed windows built for efficiency, appearance, and performance.

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    Window Installation

    Door Installation

    Upgrade entryways with doors that improve security, insulation, functionality, and the overall appearance of your property.

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    Door Installation

    Gutter Services

    Control rainwater runoff with gutter systems that help protect foundations, landscaping, and exterior surfaces.

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    Gutter Services

    Our Professional Certifications

    The quality of our work is backed by industry-leading certifications, ensuring you receive the highest standards of installation and service.

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    GAF Certified Contractor

    Certified to install GAF roofing systems with the highest standards of quality and workmanship.

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    CertainTeed ShingleMaster

    Expert in CertainTeed roofing products and installation techniques.

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    Authorized ProVia Installer

    Certified to install ProVia doors and windows with precision and care.

    badges 3

    Marvin Windows Certified

    Trained and certified in Marvin Windows installation and service.

    badges 4

    Bulldog Gutters Certified

    Expert in Bulldog Gutter systems installation and maintenance.

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    James Hardie Product Installation Certified

    Certified to install James Hardie siding products with professional expertise.

    Frequently Asked Questions

    Great Oak Roofing understands that property owners have important questions before beginning roofing and exterior improvement projects. Here are answers to some of the most common questions we receive throughout Anne Arundel County, MD.

    • How do I know if my roof needs replacement or repair?

      A professional inspection can determine whether isolated repairs are sufficient or if widespread wear, storm damage, or aging materials indicate the need for replacement.

    • Do you offer free estimates?

      Yes. We provide free estimates to help homeowners and property owners understand available options before moving forward.

    • Are you licensed and insured?

      Yes. Great Oak Roofing is a licensed and insured Maryland contractor operating under MHIC License #1521101.

    • What roofing materials do you install?

      We install quality roofing systems from leading manufacturers and help customers select materials that fit their property, goals, and budget.

    • Do you provide more than roofing?

      Yes. We also provide siding, window installation, door installation, gutter services, and other exterior improvement solutions.

    Hear From Local Property Owners

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    Mary Conaway

    Great communication, thorough with everything, great pricing too! Highly recommend Ben and his crew!!

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    Thomas Peterson

    Had a leak, great oak came the next day, gave me a great price. I had a new roof in 2 days.

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    Jay Judy

    Ben and his team were professional, honest, and did an excellent job from start to finish. Communication was great throughout the entire process, and the quality of the work really shows. They showed up on time, kept everything clean, and made sure the job was done the right way instead of rushing through it. It’s hard to find companies that actually care about quality and customer service nowadays, but Ben definitely does. I would highly recommend them to anyone looking for reliable roofing work.

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    Anthony Rosado

    Excellent customer care. Really worked with us to get the best possible result out of our budget for roofing and gutters.

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    Molly Conner

    We recently had our shed roof replaced by Great Oak Roofing, and the experience was excellent. From the initial phone inquiry through the quote and job completion, the entire process took just three days. The crew was efficient, professional, and delivered high-quality work. I would highly recommend their services.

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    Rachel Ehmann

    We had our roof and gutters replaced this past March, and Great Oak Roofing was an absolutely awesome company to work with. They were fair and straightforward during negotiations, which we really appreciated. When it came time for the installation, the crew was incredibly prompt, professional, and got the job done quickly. Highly recommend!

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    Ned Ponder

    Ben has done a couple projects for us; replaced a skylight and replaced gutters. Communication is great, work was quality and timely. TY!

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    Aaron Merki

    GOF was amazing. Great service. Fast. Beautiful work. Very reasonably priced.

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    Stacey Boone

    Great Oak Roofing did an outstanding job on our portico. From start to finish, they were professional, efficient, and extremely detail-oriented. The crew showed up on time, worked neatly, and kept us informed throughout the entire project. The craftsmanship is excellent — the portico looks beautiful, sturdy, and perfectly finished. We’re so pleased with the quality of the work and how smoothly everything went. Highly recommend Great Oak Roofing for anyone needing roofing or exterior improvements!

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    Michael Walker

    Great company and wonderful crews. Price and quality of work were unbelievable. Ben the owner was great to work with. We will be using them for our siding this spring.

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    Becca Morrison

    We recently had Great Oak Roofing replace a custom sliding door, and had a great experience. Ben is very knowledgeable and professional and walked us through every step of the process, making sure we were always informed with the progress. The quality of the work was excellent, and the pricing was reasonable for the level of service provided. We highly recommend Ben and his team! Thank you, Ben!

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    C. Harrington

    Ben and his team did a great job putting in skylights for us. His pricing was competitive and he went above and beyond in making sure we were happy with the end result. I would definitely recommend Great Oak Roofing!

    Google Reviews

    Service Areas

    Proudly serving Anne Arundel County, MD, and 18+ surrounding Maryland communities with quality roofing and exterior improvement solutions tailored to local property needs.

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    • Anne Arundel County, MD

    • Annapolis, MD

    • Arnold, MD

    • Bowie, MD

    • Crofton, MD

    • Crownsville, MD

    • Curtis Bay, MD

    • Edgewater, MD

    • Fort Meade, MD

    • Gambrills, MD

    • Glen Burnie, MD

    • Laurel, MD

    • Mayo, MD

    • Millersville, MD

    • Odenton, MD

    • Pasadena, MD

    • Riva, MD

    • Severn, MD

    • Severna Park, MD

    Discuss Your Exterior Improvement Goals

    Headquarters

    Anne Arundel County, MD

    Phone

    (410) 378-7663

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    Get Your Free Project Evaluation

    Whether you need roofing, siding, windows, doors, or gutters, tell us about your project. We’ll review your needs, explain your options, and provide a free estimate tailored to your property.

      Licensed & Insured 25+ Years Experience 500+ Projects Completed