
MHIC #162198 · Caroline, Talbot & Dorchester
Roof Replacement in Easton, MD
Roof replacement in Easton, MD and across Talbot, Caroline and Dorchester County, from a licensed local contractor who walks every roof himself. A roof is the one part of your house that fails quietly. By the time you see a stain on the ceiling, the decking underneath has usually been wet for a season.
Get a quote
Free, same day or next, for roof replacement.
When it is time
Most asphalt roofs on the Shore give you 20 to 25 years. Curling edges, granules collecting in the gutters, dark patches that do not dry out, or a ridge line that has started to dip are all worth a look. We will tell you honestly if you have a few years left.
What a full replacement includes
Complete tear-off down to the decking, replacement of any rotten sheathing, synthetic underlayment, ice and water shield in the valleys and along the eaves, new drip edge and flashing, ridge venting, and architectural shingles in the color you pick.
The part nobody talks about
We run a magnet over the driveway and the yard before we leave. Every time. Nails in a tire a week after a new roof is the fastest way to undo good work.
Included
What you get
- Complete tear-off, no layering over old shingles
- Rotten decking replaced and shown to you before it is covered
- Ice and water shield in every valley
- Ridge ventilation so the attic breathes
- 15-year workmanship warranty
- Standing seam metal roofing available
Straight answers
Roof Replacement: common questions
How do I know if I need a new roof or just a repair?
Curling or cupped shingles, granules collecting in the gutters, dark patches that stay damp, daylight in the attic, or a ridge line that has started to dip all point toward a new roof. A single leak around a pipe boot or a chimney usually does not. Chris walks the roof, photographs what he finds and tells you which one you are looking at. If a repair buys you a few good years, he will say so.
Can you reroof over my old shingles?
We do not layer a new roof over an old one. A full tear-off lets us find and replace rotten decking, lay new underlayment and ice and water shield, and give the new shingles a flat, sound surface. Layering saves money today and costs more on the day that roof finally has to come off.
How long does a roof replacement take?
A straightforward replacement on a one or two story house is often a two-day job. Larger homes, steep pitches, several old layers or rotten decking add time. You get the real number on your written estimate.
What does a new roof cost in Easton?
It depends on the size and pitch of the roof, how many layers come off, how much decking needs replacing and the shingle or metal you choose. Chris prices it after he has walked it, and the written, itemized quote holds for 30 days. The estimate itself is free.
What goes into a full shingle replacement?
Complete tear-off to the decking, rotten sheathing replaced, synthetic underlayment, ice and water shield in the valleys and along the eaves, new drip edge and flashing, ridge venting, and architectural shingles in the color you pick, installed by a CertainTeed ShingleMaster contractor. Standing seam metal is available too.
Can I finance a roof replacement?
Yes, through GreenSky, an established home improvement lender. You can apply on your phone in a few minutes and usually have an answer the same day. See roof financing for how it works.
Where we work
Roof Replacement across the Mid Shore
Roof leaking right now?
We answer nights and weekends.
A roof leak does not wait for Monday morning. Call and we will get to you, tarp it if we have to, and come back to do it properly in daylight.
Other services
We do the whole exterior

Roof Repair
Not every roof needs replacing. A repair done properly can buy you years, and we will always tell you which one you are actually looking at.
Roof Repair
Siding Installation
Siding is the single biggest change you can make to how a house looks from the road, and on the Shore it is doing real work against wind and salt air.
Siding
Gutters & Downspouts
Gutters are the cheapest insurance a house has. When they fail, the damage shows up in the foundation and the fascia, not in the gutter.
Gutters