A skylight transforms a dark room into a bright, open space — but only if it's installed correctly. Skylights are roof penetrations, and roof penetrations are where leaks start. Hailesboro Roofing & Maintenance installs skylights the right way: structural curb framed between rafters, ice-and-water shield on all four sides, step flashing and counter-flashing integrated into the shingle field, and a watertight seal verified from inside the attic.
We install deck-mounted skylights and curb-mounted skylights. Deck-mounted units sit flush against the roof deck and work best for shingle roofs on standard pitch. Curb-mounted units sit on a raised frame and work on flat or low-slope roofs. Both types get the same flashing treatment: ice-and-water shield, step flashing, counter-flashing, and sealant at every transition.
Our Skylight Installation Process
Skylight Planning
We assess your roof from above and inside the attic. We locate the trusses and rafters, check the roof deck sheathing condition, and identify the best skylight placement for natural light based on sun angle, room layout, and roof pitch.
Curb Construction
We cut the roof deck opening through the sheathing and shingles, then frame a structural curb between the rafters with doubled lumber. Headers distribute the load around the opening. The curb provides a solid, level base for the skylight unit.
Weather Barrier
Ice-and-water shield wrapped around the entire curb perimeter. Step flashing installed on all four sides, woven into the shingle courses. Counter-flashing at the top integrates with the shingles above. Sealant at every transition point. This flashing system is what prevents leaks — it's the most critical step.
Install & Insulate
Skylight unit set into the curb and flange sealed to the roof deck. Shingles re-laid around the unit with proper overlap. Inside, rigid insulation installed around the light shaft to prevent condensation. Interior trim finished. Watertight verified from the attic.
What Hailesboro Customers Say
"After getting several quotes, these guys stood out with their honesty and knowledge. No pressure, just straightforward advice and excellent workmanship."
"Best experience we've ever had with a home service company. On time, on budget, and the results exceeded what we expected. Truly top-notch."
"From the first phone call to the final walkthrough, everything was seamless. The team was courteous and efficient. Already recommended them to two friends."
Why Choose Hailesboro Roofing & Maintenance for Skylight Installation?
Insulated Light Shafts
Every skylight installation includes rigid foam insulation around the light shaft. Uninsulated shafts cause condensation and energy loss. We insulate, vapor-seal, and trim the interior for a finished look.
Code Compliant
Every skylight installation meets NY building code for structural framing, energy performance, and egress requirements. Permits pulled when required.
Leak-Free Guarantee
Every skylight gets ice-and-water shield, step flashing on all four sides, counter-flashing, and sealant at every transition. Verified from inside the attic before we leave. If it leaks, we fix it free.
Brand Options
VELUX, Fakro, Sun-Tek — fixed, vented, and tubular models. Tempered and laminated glass. Built-in blinds and shades. We help you choose the right unit for your roof, room, and budget.