10 top-rated leak repair contractors serving Annapolis
Annapolis, MD doesn't have a roofer license page, so what's below came from a Google Maps result instead. 10 companies cleared the bar we set, their ratings landing at 5.0 stars on 1,899 reviews. A good rating won't get a crew to Annapolis any faster during a storm, so say it's an active leak when you call.
Google Maps ratings checked · How we rank
What federal hazard data shows for Annapolis
Annapolis's county rates Relatively Moderate for hurricane risk on FEMA's own hazard index.
Wind-driven rain during a hurricane finds gaps in a Annapolis roof that straight-down rain never reaches, especially around flashing and vents.
That's worth remembering the next time a storm heads toward Annapolis.
- Hail
- Relatively Moderate
- Strong wind
- Relatively High
- Hurricane
- Relatively Moderate
- Wildfire
- Very Low
Data: FEMA, National Risk Index for Natural Hazards - County-level table, v1.20 (v1.20, December 2025).
Top-rated leak repair contractors serving Annapolis, MD
Strongest Google rating first, discounted when a business has barely been reviewed; that's not a license check, so confirm the paperwork before anyone gets on your roof.
American Remodel
Roofing contractor
- Google rating
- Reviews
- 286
- Area
- Annapolis 21401
Black Anchor Roofing
Roofing contractor
- Google rating
- Reviews
- 253
- Area
- Annapolis 21401
Benchmark Roofers
Roofing contractor
- Google rating
- Reviews
- 137
- Area
- Annapolis 21401
Wells Home Improvements
Roofing contractor
- Google rating
- Reviews
- 431
- Area
- Annapolis 21401
Chesapeake Roofing, Windows & Siding Inc.
Roofing contractor
- Google rating
- Reviews
- 376
- Area
- Davidsonville 21035
Superior Restorations & Construction
Roofing contractor
- Google rating
- Reviews
- 67
- Area
- Annapolis 21401
Prestige Restorations
Roofing contractor
- Google rating
- Reviews
- 169
- Area
- Edgewater 21037
Thunder Bay Roofing
Roofing contractor
- Google rating
- Reviews
- 150
- Area
- Edgewater 21037
SURESLOPE - Roofing | Windows | Siding
Roofing contractor
- Google rating
- Reviews
- 15
- Area
- Annapolis 21401
Yellowstone Roofing Pros
Roofing contractor
- Google rating
- Reviews
- 15
- Area
- Annapolis 21403
Questions to ask a {city} roof leak repair company
- Can you find the actual source before you quote a repair, not just patch where the ceiling is wet?
- Is this a contained repair, or does it point to a bigger problem with the roof?
- Will you check the attic and insulation for existing water damage, not just the roof surface?
- What's your timeline if it's actively raining versus once it's dry?
- Do you offer a temporary tarp while a full repair is scheduled?
- What's covered by a workmanship warranty on the repair itself?