Roofing Services in Stroudsburg, PA
Stroudsburg is the seat of Monroe County and, for practical purposes, our backyard — Allesson Roofing is headquartered minutes away in East Stroudsburg, which means same-day inspections and the fastest emergency response of any area we serve. From the 19th-century brick buildings along Main Street to the family neighborhoods off Dreher Avenue, we repair, replace, and maintain roofs across every corner of the borough.
Licensed, insured, and local for real. Call (570) 426-3505 for a free Stroudsburg roof inspection.
Roofing Services We Offer in Stroudsburg
All of our services are available in Stroudsburg — and because the borough mixes older homes with storefront commercial buildings, we see everything from cracked shingle repairs to full flat-roof replacements downtown.
- Roof Repair — leaks, flashing, and storm damage
- Roof Replacement — full tear-offs and upgrades
- Roof Installation — new construction and additions
- Shingle Roof Repair — wind and hail damage
- Residential Roofing — every style of home
- Commercial Roofing — Main Street storefronts and offices
- Flat Roofs — commercial decks and porch roofs
- 24/7 Emergency Roofing — storm response
- Gutter Cleaning — before every winter
Common Roofing Problems in Stroudsburg, PA
Aging roofs on older homes. Much of Stroudsburg’s housing stock dates back generations, and we regularly find two or even three layers of old shingles hiding soft decking underneath. If your home is pre-1980 and the roof has never been fully torn off, an inspection tells you what you’re actually standing under.
Flat and low-slope commercial roofs downtown. The storefront buildings along and around Main Street mostly carry flat roofs with decades of patches. Ponding water and failed seams show up as stained ceilings in the shop below — usually long after the leak started.
Mature trees and clogged gutters. Stroudsburg’s tree-lined streets are beautiful and brutal on gutters. Overflowing gutters in fall become ice at the eaves by January, and that’s how ice dams start. A pre-winter gutter cleaning is the cheapest roof protection there is.
Summer wind and hail. Monroe County thunderstorms lift shingle tabs and bruise older asphalt. Damage that’s invisible from the street is exactly what our inspection checklist is designed to catch — and what your homeowner’s insurance may cover if documented properly.
We’re based next door, so inspections in Stroudsburg are easy to schedule and always free. Call (570) 426-3505.
Stroudsburg Roofing Questions, Answered
1. What roofing material holds up best to Stroudsburg's snow and wind?
In the Stroudsburg and Pocono region, metal roofing (such as standing seam or Decra) is the top performer. It is specifically designed to shed heavy snow effortlessly and can resist wind speeds exceeding 140 mph, making it a superior long-term investment.
2. How long do asphalt shingle roofs typically last in Stroudsburg?
While high-quality architectural shingles are rated for 30-50 years, the harsh Pennsylvania climate often shortens this lifespan. Due to heavy snowfall and freeze-thaw cycles, many local homeowners find they need repairs or replacement after 20-25 years.
3. Do I need structural upgrades for slate or tile roofs?
Yes. Slate and tile are significantly heavier than asphalt. Many older homes in Stroudsburg require reinforced framing to safely handle the combined weight of the material and the added “snow load” during winter months.
4. What is the cost difference between asphalt and metal roofing?
Metal roofing typically has an initial cost 2-3 times higher than asphalt shingles. However, because it lasts 40-70 years and requires minimal maintenance, it is often more cost-effective over time, especially for vacation properties.
5. How should I handle roof damage after a major storm or Nor'easter?
After a severe storm, you should immediately contact a local roofing contractor for an emergency inspection. They can provide temporary tarping to prevent leaks and assist you with the documentation needed for insurance claims and permanent repairs.

