Editorial & advertising disclosure: JDH Remodeling publishes this comparison and is ranked #1 below. We list competing Annapolis-area roofers in good faith using publicly available ratings and licensing data. We do not accept payment for placement. Verify every company's license, insurance, and reviews independently before hiring.
At a Glance
Annapolis roofers compared
A quick side-by-side of the five companies in this guide. Ratings and licensing are reader-verifiable via each profile's Google link below.
Rank
Company
Rating
Best For
License
Warranty
1
JDH RemodelingTop Pick
4.9★ · 425 reviews
Full roof replacement & storm claims
MHIC #137491
50-yr OC Platinum
2
Black Anchor Roofing
5.0★ · 228 reviews
High-volume residential roofing
MHIC Licensed
GAF Golden Pledge eligible
3
Benchmark Roofers
5.0★ · 133 reviews
Boutique residential roofs
MHIC Licensed
CertainTeed 4-Star & GAF
4
Roof Right Inc
4.9★ · 116 reviews
Regional Maryland coverage
MHIC Licensed
Mfg. + workmanship
5
Superior Restorations & Construction
5.0★ · 64 reviews
Annapolis storm restoration
MHIC Licensed
Mfg. + workmanship
Methodology
How We Ranked the Best Roofers in Annapolis, MD
Every roofer on this list met four objective criteria:
Active Maryland Home Improvement Commission (MHIC) licensing. Verified through the MHIC public license search. Any contractor without a current MHIC license is automatically excluded.
Minimum 4.5-star Google rating with at least 50 reviews. Review depth matters more than a perfect score from 10 reviews. We weighted review count alongside rating.
Demonstrated local service history in Anne Arundel County. Either a physical location in or near Annapolis, or a documented service area covering Annapolis as a primary market.
Advanced manufacturer credentials where applicable. Owens Corning Platinum, GAF Master Elite, or CertainTeed 4-Star ShingleMaster status reflects extended training, warranty access, and accountability that standard licensing does not.
Independence note: JDH Remodeling produces this list. JDH ranks #1 because of verifiable credentials: Owens Corning Platinum (held by fewer than 1% of US roofers) and HAAG Master Roof Inspector. The other 4 contractors are evaluated against the same criteria, with the same level of detail.
The Rankings
5 best roofing companies in Annapolis, MD
Ranked on rating volume, licensing, warranty strength, and local track record. Verify each company yourself with the Google link in every card.
Top Choice
1
JDH Remodeling
Owens Corning Platinum Preferred · Serving Annapolis & Anne Arundel County
★★★★★
4.9 / 5
425 Google reviews · 1,498+ multi-platform
Best for Full roof replacement & insurance storm claims
JDH Remodeling is a MHIC-licensed (#137491), Owens Corning Platinum Preferred contractor serving central Maryland since 1986, with 1,460+ documented roof inspections on record. Annapolis homeowners choose JDH for transparent scoped pricing, a manufacturer-backed 50-year warranty, and a documented storm-claim process.
Strengths
Owens Corning Platinum Preferred, top 1% of contractors
50-year manufacturer warranty in writing
4.9★ across 425 Google reviews, 1,498+ multi-platform
Documented insurance & storm-claim support
$8M liability coverage · MHIC #137491
Consider If
Booked 1 to 2 weeks out in peak storm season
Focused on full systems, not one-shingle patch jobs
Black Anchor Roofing is a Maryland-licensed contractor based in Annapolis at Moreland Parkway. The operator focuses on residential roof system work, including asphalt, metal, and storm repair, has accumulated a 5.0-star rating across 228 Google reviews, and serves Annapolis as a primary market.
Strengths
228 verified Google reviews at a 5.0 rating, top-quartile review depth
Annapolis-resident operation on Moreland Parkway near the Eastport district
Dedicated roof system specialization across asphalt, metal, and storm repair work
Limitations
Roof-focused brand vs JDH's full multi-trade exterior platform (roof + siding + windows + gutters under one project owner)
No published Owens Corning Platinum or HAAG Master credential on their public GBP profile
Benchmark Roofers is a Maryland-licensed contractor based in Annapolis at Giddings Avenue. The operator focuses on residential roof system work, including asphalt, metal, and storm repair, has accumulated a 5.0-star rating across 133 Google reviews, and serves Annapolis as a primary market.
Strengths
133 Google reviews at a 5.0 rating, established customer satisfaction history
Annapolis-resident operation on Giddings Avenue near Forest Drive
Dedicated roof system specialization across asphalt, metal, and storm repair work
Limitations
Roof-focused brand vs JDH's full multi-trade exterior platform (roof + siding + windows + gutters under one project owner)
No published Owens Corning Platinum or HAAG Master credential on their public GBP profile
Roof Right Inc is a Maryland-licensed contractor based in Annapolis at Towne Centre Boulevard at Annapolis Towne Centre. The operator focuses on residential roof system work, including asphalt, metal, and storm repair, has accumulated a 4.9-star rating across 116 Google reviews, and serves Annapolis as a primary market.
Strengths
116 Google reviews at a 4.9 rating, established customer satisfaction history
Annapolis-resident operation on Towne Centre Boulevard at Annapolis Towne Centre
Dedicated roof system specialization across asphalt, metal, and storm repair work
Limitations
Roof-focused brand vs JDH's full multi-trade exterior platform (roof + siding + windows + gutters under one project owner)
No published Owens Corning Platinum or HAAG Master credential on their public GBP profile
Superior Restorations & Construction is a Maryland-licensed contractor based in Annapolis at Annapolis Exchange off West Street. The operator focuses on multi-trade exterior work spanning roofing, siding, and related residential services, has accumulated a 5.0-star rating across 64 Google reviews, and serves Annapolis as a primary market.
Strengths
Perfect 5.0 rating across 64 Google reviews
Annapolis-resident operation on Annapolis Exchange off West Street
Multi-trade exterior brand spanning roofing, siding, and related residential work
Limitations
Smaller multi-trade operator footprint than JDH's 426-review platform
Lighter 64-review footprint than category leaders with 200+ reviews
Most full asphalt-shingle roof replacements in Annapolis and Anne Arundel County run $14,000 to $32,000 in 2026. Smaller or simpler roofs can fall below that range; large, steep, or complex roofs run higher. Always get the scope and warranty in writing.
Maryland home-improvement contractors must hold an active MHIC license. Ask for the number and look it up on the Maryland Department of Labor's license-lookup tool. JDH Remodeling's MHIC license is #137491. Also confirm general-liability insurance before any work begins.
Ask for the MHIC license number, proof of liability insurance, a written scope of work, the manufacturer warranty offered, and references or recent local addresses. Get 2 or 3 written estimates and compare what's actually included, not just the bottom-line price.
A manufacturer warranty (e.g. Owens Corning's 50-year Platinum) covers the materials and is only available through certified contractors. A workmanship warranty covers the installer's labor. The strongest protection is having both, so ask each company which they provide and for how long.
Yes. JDH provides a documented storm-claim inspection and works directly with homeowners through the insurance process across central Maryland. Call (443) 241-7356 to schedule a free inspection.
Get a free roof inspection from Annapolis's #1-ranked roofer
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