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Copper Chimney Flashing & Skylight Replacement – Pleasant Valley, NY | Roof System Rehabilitation

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Client Review

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Client Name

Wooden Panels

Project Overview

Oct 10, 2020

Oct 16, 2020

Patient: Residential roof system compromised by surface-level patchwork and moisture intrusion Referred by: Homeowner noticing minor ceiling stains and shingle shifting after storms 🤕 Symptoms: -Water intrusion around chimney area, with interior stains slowly developing -Improperly caulked flashing — sealant smeared over copper, not mechanically fastened -Shingles lifting at perimeter edges; spongy feel underfoot in spots -On rear slope: failing roof boot, worn vent flashing, and an aging skylight letting in light and leaks -No proper underlayment found beneath shingles during tear-off 🩺 Diagnosis: This roof had been “repaired” before — but what we found was cosmetic work masking deep vulnerabilities. Caulk over copper isn’t craftsmanship — it’s desperation. Not only was the copper flashing failing from trapped moisture, but the roof had never been properly sealed beneath the surface. That’s like treating skin with tape instead of cleaning the wound. Meanwhile, the skylight, vent, and boot were all showing signs of slow breakdown — the kind of failure that doesn’t scream but steadily rots the system from within. If you’re sleeping under a roof that doesn’t breathe right, your house starts holding humidity. And that means respiratory stress you don’t always feel right away — but it’s there. 🛠️ Treatment Plan: -Fully removed old shingles and flashing at the chimney zone -Cut away all caulk-heavy patches and stripped compromised copper -Installed new custom-bent copper step flashing and counter flashing, seated correctly into mortar joints and layered with precision -Added ice & water shield underlayment, building a true water-defense barrier -Installed new shingles around chimney with correct overlap sequencing -On rear slope: replaced the roof vent, roof boot, and skylight unit with modern, leak-tight versions -Every penetration sealed with proper underlayment, not surface caulk 💡 Prognosis: This roof system is now breathable, watertight, and visually clean — no patchwork, no guessing. The copper flashing doesn’t just look sharp — it moves with the house, sheds water properly, and will patina gracefully over time. With underlayment where it belongs and every penetration sealed with smart detailing, this roof is now in long-haul territory. It’s no longer a house with a “chimney leak”—it’s a home with a chimney that belongs.
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    Copper

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    Waterproofing

    Installation

After Media

Before Media

Progress Media

Wooden Panels

Project Notes

📸 These photos show:
A complete copper flashing replacement and roof system upgrade in Pleasant Valley, NY, including a full-depth reconstruction of the chimney detail and a modernized skylight installation.

We began by removing all old shingles and flashing around the chimney. The existing copper was covered in layers of hardened caulk, offering no mechanical hold and trapping condensation underneath. Once exposed, we cut and fabricated new copper step and counter flashing, each panel custom-bent to seat perfectly into mortar joints and layered in proper shingle sequence. Every transition was folded, not caulked — ensuring expansion and contraction could occur naturally without breaking the seal.

Beneath the visible copper, we applied a full ice-and-water shield underlayment, protecting the roof deck from future infiltration. Fresh shingles were installed around the detail, overlapped in the correct pattern for continuous drainage. On the rear slope, the team replaced the aged skylight unit, added a new roof vent and boot, and integrated all penetrations under the underlayment system rather than surface-sealing — a key difference between temporary repair and permanent restoration.

The finished copper work gleams now but will slowly patina, forming its natural self-protecting finish over time — a hallmark of longevity and craftsmanship.

Maintenance Tips:

  • Schedule annual roof inspections focusing on chimney and skylight areas.

  • Avoid smearing new caulk over copper or shingles; always address leaks by checking flashing layers.

  • Clean skylight channels yearly to prevent debris buildup and water pooling.

  • Watch for early oxidation streaks — they’re normal and mark healthy copper aging.

Result:
A structurally balanced, watertight, and architecturally clean roof system — rebuilt to specification, not assumption. The copper flashing now functions as both protection and design, and the new skylight and vent upgrades give this roof a fresh, breathable rhythm built for the long haul.


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