Skylight Installation in New Haven County, CT
Bring in natural daylight — professionally flashed skylights that brighten rooms without inviting leaks.
The Problem, in Plain English
Skylights are a magnificent addition to Connecticut homes, pouring warm natural sunlight into dark kitchens, vaulted living rooms, and primary bathrooms. But an improperly flashed or aged skylight is one of the most common sources of ceiling water leaks in New England.
Old skylights installed 20+ years ago often feature dried-out rubber gaskets, cloudy acrylic domes, or failed seals that trap condensation between panes. During heavy rain or winter snow buildup, water seeps into drywall chases, causing peeling paint, stains, and wood rot.
The ideal time to replace skylights is during a roof replacement, when roof decking and flashing can be completely rebuilt. Kelley Roofing installs energy-efficient deck-mounted and curb-mounted glass skylights with engineered multi-layer flashing systems that stay 100% watertight.
Warning Signs of Skylight Failure
Our Proven Process
No subcontractors, no guesswork. Every project follows our 40-year quality standard from initial inspection to final cleanup.
Rough Opening & Framing Assessment
We inspect the structural opening, drywall light shaft, and rafter headers to ensure rigid, square support.
Self-Adhered Waterproof Membrane Wrap
We wrap the skylight frame and surrounding roof deck in a continuous layer of self-adhering waterproof underlayment.
Engineered Step Flashing & Sill System
We weave individual step flashing pieces with each row of shingles, followed by engineered head and sill flashing.
Watertight Seal & Clean Interior Finish
We inspect factory seals, clean the Low-E insulated glass, and verify seamless interior and exterior weatherproofing.
Why Cheshire & New Haven County Choose Kelley
With dozens of temporary exterior crews popping up after every storm, here is what 40 years of continuous local ownership delivers:
Factory-Certified VELUX Installation Techniques
We install genuine VELUX deck-mounted and curb-mounted skylights utilizing their engineered three-layer water protection flashing systems.
- Factory-warrantied VELUX deck and curb installations
- Engineered Low-E argon insulated glass units
- Eliminates leaks and reduces interior heat loss
Zero-Leak Guarantee Backed by 40 Years
Skylights require master roofing integration. We wrap all four curb sides in self-adhering ice & water shield before installing interlocking metal step flashing.
- Triple-layer water barrier on every curb
- Interlocking aluminum step-flashing integrated with shingles
- CT Home Improvement Contractor HIC #0565252
Energy Star® Low-E Glass (UV & Heat Protection)
Modern Low-E3 insulated glass blocks 99% of fading UV rays and reflects solar summer heat while flooding your living spaces with clean natural daylight.
- Clean, Quiet & Safe glass technology reduces rain noise
- Neat® glass coating stays cleaner longer with less maintenance
- Federal energy tax credit eligible on qualified solar models
Engineered for Heavy Snow Accumulation & Thermal Performance
Skylights on Connecticut roofs endure heavy snow drifts, freeze-thaw cycles, and driving nor'easters. Kelley installs systems built to handle New England weather:
VELUX No-Leak Warranty
Triple-seal flashing system engineered specifically for asphalt shingle tie-ins.
Energy Star® Low-E3 Glass
Advanced Low-E argon insulated glass rejects solar heat while admitting natural light.
CT Ice & Water Seal
Self-adhering ice barrier wrapped up all four curb sides to prevent winter ice dam seepage.
Get Your Free Skylight Installation Quote
Tell us a little about your home. We will reach out within one business day with honest answers and a complimentary digital inspection. Need immediate help? Give our local Cheshire office a direct call.
Request an Inspection & Estimate
Pre-selected for: Skylight Installation
Frequently Asked Questions About Skylight Installation
Straightforward answers to the most common questions Connecticut homeowners ask us.
Yes, absolutely! The cost to replace a skylight during a roof replacement is a fraction of what it costs to retrofit later. Tearing out and replacing a skylight after the new roof is on requires disturbing new shingles and flashing.
Schedule your free inspection →Older skylights usually leak due to degraded neoprene gaskets, cracked glazing, or corroded flashing. Rarely does the glass itself fail — the leak almost always begins at the roof-to-skylight flashing joint.
Schedule your free inspection →Deck-mounted skylights are nailed directly to the roof plywood deck for a low-profile aesthetic on pitched roofs. Curb-mounted skylights sit atop a site-built wooden box curb, which is standard for lower slopes or specific flat-roof applications.
Schedule your free inspection →Yes. Modern skylights use advanced dual-pane Low-E glass with argon gas insulation that blocks 95% of damaging UV rays, reduces outside noise, and provides high thermal efficiency year-round.
Schedule your free inspection →Ready for a Worry-Free Skylight Installation?
Schedule your free, zero-pressure inspection. We will measure, inspect your exterior, photograph any problem areas, and give you an exact, honest quote.
Call (203) 271-2926Direct assistance from our Cheshire team
Request Your Free Estimate
No high pressure. Accurate pricing and dependable answers.