Annapolis MD Roofing & Exterior Contractor Done Right Since 1986

Most Annapolis-area roof replacements run $9,500 to $20,000 in 2026, with smaller homes around $7,500 and larger or complex roofs above $18,000. Annapolis homes within 2 miles of tidal water often need stainless fasteners and copper flashings, which adds 8 to 12% to a standard quote. Siding runs $12,000 to $35,000 for full James Hardie installs; windows run $850 to $1,400 each for ProVia Endure. See our full roofing cost guide or financing page for size-by-size pricing.

Yes, across every trade. Homes within the Annapolis Historic District require approval from the Historic Preservation Commission before any roofing, siding, window, or door change. We prepare and submit the application, attend the HPC meeting if needed, and only use approved materials: cedar shake or slate roofs, wood or fiber-cement siding with period profiles, true-divided-light windows, and panel doors with HPC-approved hardware. Approval typically takes 30 to 45 days.

Salt-laden air accelerates corrosion across every exterior trade. Roof flashings, fasteners, and aluminum drip edge corrode 2 to 3 times faster than inland Maryland. Vinyl and aluminum siding seams open up. Window and door hardware pits. We've measured this directly across 1,400+ installs. Our coastal-Annapolis builds use stainless steel ring-shank fasteners, copper or coated-steel flashings, salt-spray-rated siding panels, and coastal-finish door and window hardware. Standard galvanized fittings fail noticeably faster on bayside homes.

We respond within 24 hours of any major storm. The HAAG Master Certified inspector conducts a 47-point inspection, photographs every area of damage, and produces an Xactimate-formatted scope of loss that matches what your insurance adjuster expects to see. We work directly with your insurance company to get covered work approved, then complete the repair or full replacement once your claim is settled. We do not "chase storms": we work the area we have served for 40 years.

Yes. JDH services all Naval Academy area neighborhoods including USNA officer housing zones, West Annapolis, Wardour, and Murray Hill. We're experienced with federal employee insurance plans, military-family relocations (we'll do a paid inspection and warranty transfer if you're selling), and PCS-driven timelines. Our founder, Jim Dodson Sr., built JDH on Pentagon and State Department federal contracting, so we understand the documentation and timeline expectations.

Three options work well for Annapolis-area homes. (1) Owens Corning Duration architectural shingles with coastal-grade granules, our most popular choice, lasting 35 to 45 years in Bay conditions with a 130 MPH wind rating. (2) Standing-seam metal with a marine-grade coating, lasting 50 to 70 years but costing 2 to 3 times more. (3) Cedar shake or natural slate for Historic District homes, lasting 30 to 80 years depending on material. We recommend against 3-tab shingles for any home within 5 miles of tidal water.

Yes. Every insurance-claim inspection includes a written Xactimate-formatted scope of loss with line-item pricing, photo documentation of every area of damage, and a HAAG-certified damage assessment. We provide the estimate at no cost. We do not require you to use JDH for the repair; some homeowners use our documentation to validate another contractor's bid. Our written estimates are accepted by every major insurance carrier serving Maryland.

Most JDH replacements are completed in 1 to 3 days. A standard 20-square Annapolis roof is typically a same-day job: crew arrives at 8 AM, tear-off complete by lunch, new system installed by 5 PM. Larger homes or complex hip roofs may need a second day. We deliver material the day before. For Historic District jobs requiring cedar shake or slate, expect 5 to 10 days due to material-handling and inspection requirements.

Yes. JDH offers financing through Foundation Finance, Service Finance, Hearth, and Synchrony for Annapolis and Anne Arundel County homeowners. A $14,500 project at 9.99% APR over 60 months runs approximately $308 per month. No deposit is required when financing through an approved provider. Soft credit pull for pre-qualification, no prepayment penalty. See our financing page for full terms.

Yes. The Owens Corning Platinum Protection Limited Lifetime Warranty is transferable one time to a new homeowner. This is critical for USNA-area homeowners and military families facing PCS moves: the new owner inherits the remaining 50-year non-prorated coverage, which is a strong selling point. JDH handles the warranty transfer paperwork at no charge. We also provide a paid pre-sale roof certification if your buyer's lender requires it.