Do I Need to Replace My Skylights When I Replace My Roof?
November 6th, 2026
5 min read
Your roof needs replacing, and now a contractor says the skylights should go, too. They aren't leaking, so you have a reasonable question: Is this necessary, or is it an expensive add-on?
Not every skylight needs replacing with a new roof. A newer, sound unit may be worth keeping; an older or damaged unit deserves a closer look before new roofing goes around it. Either way, the flashing and installation details matter.
At Adam Quenneville Roofing & Siding, our repair and service work includes skylight repairs and replacements. Our Repair & Service Manager, Christopher Pittsinger, is a certified VELUX installer. We'll explain the keep-versus-replace decision, what changes the scope, and the questions that help you avoid paying twice for overlapping work.
We offer replacement work, so we have a business interest here. You should still receive a reason tied to your skylight's condition, not simply “we're already on the roof.”
When does keeping an existing skylight make sense?
Consider keeping it when it is relatively new, in good condition, and performing the way you need it to. The U.S. Department of Energy's Building America guidance on existing skylights recognizes that keeping a sound unit can be appropriate.
Ask your contractor to identify the model and inspect it before you decide. Your records may help establish the installation date. Don't climb onto the roof to find a label; an installer can collect information that isn't safely accessible indoors.
Keeping a unit still requires a plan for integrating it with the new roof. A quote that says “existing skylights remain” leaves important questions unanswered. What work will be done around them, and what happens if damage appears during tear-off?
If you want to keep your existing skylight when we replace your roof, we can work with that choice. Before the work begins, we’ll discuss the skylight’s age and the limitations that may affect whether and how it can be reflashed. Depending on the age and existing conditions, reflashing may not always be possible in the same way it would be with a new skylight.
It’s important to understand those limitations before deciding. An older skylight may remain in place while the surrounding roof is replaced, but keeping it does not make the skylight itself new or eliminate the possibility of future skylight-related problems.
When is replacement the more sensible option?
Older skylights need more than a quick leak check
A skylight can be dry today without having the same remaining life as a new roof. VELUX identifies units more than 20 years old as particularly susceptible to frame damage during reroofing in its replacement installation guidance.
That is a reason for closer assessment, not an expiration date for every skylight. Ask about the frame, seals, operation, repair options, and condition of the surrounding opening. If the age is unknown, say so rather than treating a guess as a fact.
Damage or poor performance can change the calculation
Cloudiness trapped between glass panes can indicate a failed insulating-glass seal. Water entering through the frame, deteriorated components, or unwanted drafts also deserve investigation. Depending on the model and available parts, repairing a component may be possible; replacing the whole unit is not the only question to ask.
Ask what has failed and whether a supported repair is available. A recommendation should distinguish the skylight itself from the flashing around it.
Interior condensation is not proof of a roof leak
Water on the room-facing glass can come from indoor humidity. VELUX explains that condensation is often related to excess moisture and air circulation. Replacing the unit without addressing the moisture source may leave you with the same complaint.
Tell the contractor when you see water: during rain, after snow melts, or on cold mornings without precipitation. Those observations help the inspection; they aren't a diagnosis by themselves.
Can you keep the skylight but replace its flashing?
Keeping the skylight and keeping the old flashing are separate decisions. Flashing is the system that directs water around the skylight and back onto the roof.
VELUX's service guidance on skylight cladding and flashing calls for replacing existing flashing when the roof is replaced around an existing skylight. It warns that removing and reinstalling old flashing can leave nail holes and create leak risks.
The correct detail depends on the skylight model, roof slope, and roofing material. A generic flashing piece isn't automatically interchangeable with the manufacturer's system. Have the contractor explain the proposed assembly, including how the underlayment connects to it.
For a plain-language explanation before you compare proposals, read our guide to roof flashing.
Is replacing a skylight during reroofing less expensive?
It can reduce duplicated work, but there is no universal savings figure. VELUX's replacement overview identifies reroofing as an opportunity to combine the jobs. Replacing a skylight later may mean disturbing roofing that was recently installed and arranging another visit.
Ask for two written scopes when both options are technically reasonable:
- Keep and reflash: What is included to protect the existing unit and integrate it with the new roof?
- Replace now: Which new model, flashing, labor, and finishing work are included?
Compare the difference between those scopes, not just a skylight's retail price. Size, mounting type, access, opening repairs, and changes to interior finishes can affect the work. An upgrade that changes the opening is a different project from a compatible replacement.

If you’re replacing your roof and have an existing skylight, you may be able to choose between keeping it and replacing it. AQRS can discuss the options with you, including whether the existing skylight can be reflashed. Its age and condition can affect what flashing work is possible, so we’ll explain any limitations before you decide.
If you choose to replace the skylight, your proposal should clearly explain the exterior work included. AQRS does not handle work inside the home, so interior trim, drywall repairs, painting, and interior electrical work would need to be handled separately.
Ask how any hidden damage discovered during the project would be addressed, and make sure you understand what is and isn’t included before work begins.
Real life example- A homeowner in Sunderland was replacing a roof with two skylights. One skylight was installed recently and works well; the other is much older and has persistent fogging between the panes. Rather than automatically replacing both, the homeowner asked us for separate assessments. The newer unit was retained with the right flashing, keeping it to preserve room in the budget for the older unit's replacement.
Will a new roof warranty cover my old skylights?
Do not assume the roof warranty takes over responsibility for an existing skylight. Ask for the roof, skylight, and contractor warranty documents and have the contractor show you which applies to each part of the work.
VELUX's warranty information distinguishes product coverage from qualifying installation coverage and points to specific terms and requirements. A new flashing kit should not be treated as proof that an older skylight gets a brand-new product warranty.
Ask who you should contact if water appears after the project and how the cause will be assessed. Get the answer in writing rather than relying on a broad statement that “everything is covered.”
If you decide to keep an existing skylight during your roof replacement, ask your contractor to explain what is covered under the new roofing work and what remains the homeowner’s responsibility. Get those details in writing before the project begins.
AQRS’s current preparation agreement states: “Customer must agree that Adam Quenneville Roofing & Siding is not responsible for leaks or issues with any skylights that were not installed by Adam Quenneville Roofing & Siding.”
What should you decide before the roof work starts?
You don't need to replace a healthy skylight solely because the shingles are changing. You do need a documented plan for its condition, flashing, and coverage. Older or failing units deserve special attention because returning later can repeat work around your new roof.
Your next step is to gather any skylight records and ask for an itemized keep-versus-replace recommendation. If you are comparing proposals, make sure each one addresses the same skylights and the same finishing work.
At Adam Quenneville Roofing & Siding, we provide residential roofing services. If your upcoming project includes skylights, request a consultation and include their age, any symptoms, and photos taken safely from inside. Ask us to address those details in the roof replacement scope before you make your decision.
Christopher Pittsinger, Repair & Service Manager
Chris has been part of the AQRS team for many years—continually sharpening his craft and helping raise the bar for everyone around him. He’s known for coaching our crews on new techniques and best practices so jobs get done the right way, not the fast way. Chris is also a certified Velux installer, which means homeowners can feel confident their skylight repairs and replacements are handled with real expertise.