Expert Contractor Transforming Homes & Businesses Across Maryland

Family-owned, manufacturer-certified, and 500+ projects strong across Anne Arundel County and surrounding areas. Get a free estimate and honest guidance before you spend a dollar.

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ABOUT GREAT OAK ROOFING

Certified Exterior Solutions Built for Maryland Weather

Coastal wind, summer storms, and freeze-thaw cycles wear down roofs and siding across Anne Arundel County faster than most homeowners expect. Great Oak Roofing is a family-owned exterior remodeling company founded by Ben Pascal, built on one idea: affordable roofing with quality installations and customer service that answers the phone. Every project starts with a real inspection and a clear explanation of your options.

ROOTED IN COMMUNITY

A Local Business Invested in Anne Arundel County

We're a member of the Severna Park Chamber of Commerce and participate in the SPACC Business Leaders Group. We support local charities and take part in — and host — community events around Anne Arundel County. Being local isn't a marketing line for us; it's why we're still getting referrals from streets we worked on years ago.

See what our customers are saying:

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WHAT WE OFFER

Complete Roofing & Exterior Services

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Residential Roofing

Leaks, storm damage, missing shingles, or a roof simply at the end of its life. We install shingles from all major manufacturers, so the recommendation fits your home and budget instead of one brand's catalog.

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Commercial Roofing

Evaluations, repairs, and replacements for business owners, HOAs, and property managers. We work around your operating hours, document conditions for your records, and can phase the work when a full replacement isn't in this year's budget.

Beige house with dark gray shingled roof and blue sky above

Siding Installation

Vinyl, fiber cement, and more, from all major brands. Vinyl accounts for roughly half our siding work — durable, low maintenance, and cost-effective. New siding is the fastest visible upgrade to your home's exterior.

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Window Installation

Old windows cost you in energy bills and comfort. We install all major window brands and handle the full opening, including the flashing and sealing that keeps drafts and leaks out years down the road.

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Door Installation

Entry doors, storm doors, and patio doors from all major manufacturers. We handle the complete opening — fit, trim, and weatherproofing — so the door seals tight and operates smoothly through Maryland's seasonal swings.

White gutter with leaf guard on house roof, collecting runoff beside gray shingles.

Gutter Services

Installation, replacement, repair, and downspouts. We run our own gutter truck, forming seamless gutters on site in any size or style your home needs, plus a range of gutter guard options.

WHY CHOOSE US

Why Property Owners in Anne Arundel County Trust Great Oak Roofing

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25+ Years of Experience

More than 500 exterior improvement projects completed

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A+ BBB Rated

Certified from GAF, CertainTeed, ProVia, Marvin Windows, and James Hardie

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Family-Owned

The person who inspects your roof is accountable for the result

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Free Estimates

Pricing and home improvement options are explained before you commit

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5-Star Rated

Consistently top-rated by homeowners across Anne Arundel County

OUR PROMISE TO YOU

The Great Oak Roofing Guarantee

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.

Price Match Guarantee

Find a lower price on comparable product, warranty, and installation, and we'll match it.

Total Satisfaction Guarantee

If you're not satisfied with your products or installation, we make it right or refund in full.

50-Year Warranty Protection

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

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Flexible Financing for Larger Projects

A roof replacement rarely happens on your schedule. Our financing options include fast approvals — most customers get a decision in seconds — with fixed-rate, deferred interest, and no-interest plans available. There are no prepayment penalties, no home equity requirement, and credit limits up to $100,000 for larger projects. The online application is quick and secure, and you'll see your terms and estimated payment up front.

AREAS WE SERVE

Service Areas in Maryland and D.C.

We're based in Anne Arundel County and do most of our work close to home. We also serve all of Maryland, including Baltimore, along with Washington, D.C. If you're not sure whether your address falls within our service area, call (410) 378-7663 and we'll tell you straight.

MANUFACTURER CERTIFIED

Professional Certifications Behind Every Installation

Manufacturers don't hand out certifications for showing up. Each one required training on that company's specific products and installation methods, and each one has to be maintained. It matters for two practical reasons: certified crews install to the spec the product was engineered for, and some manufacturer warranties are only available when a certified contractor does the work. Hiring outside that list can quietly cost you coverage you thought you had.

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Ready to Protect Your Property?

Small issues get expensive when they wait. Tell us about your project and we'll review your needs, explain your options, and provide a free estimate tailored to your property.

Contact Us