Is your roof showing its age? In Connecticut’s unpredictable climate — with harsh winters, heavy snow, spring thaws, and summer storms — even the best roofs have a limited lifespan. If you’ve been asking yourself, "Should I repair or replace my roof?", here are 5 clear signs it might be time for a full replacement.
At All Site Builders, we’ve helped hundreds of Connecticut homeowners protect their homes since 2005. As a GAF Certified Contractor, we know exactly what to look for — and when a simple fix just won’t cut it.
Let’s dive in.
1. Your Roof Is Over 20 Years Old
Most asphalt shingle roofs last between 15 and 25 years. If your home was built before 2005 (or if you don’t know when the roof was last replaced), it’s likely nearing the end of its life.
Even if it looks okay from the ground, aging materials become brittle, lose granules, and are more prone to leaks and storm damage.
Pro Tip: Check your home inspection report or ask previous owners. No records? Schedule a free inspection with us — we’ll tell you exactly what you’re working with.
2. Missing, Curling, or Damaged Shingles
Walk around your yard after a storm and find black granules that look like coarse sand? That’s a red flag.
Other warning signs:
These issues mean your roof is no longer properly sealed against water, wind, and ice. And once one shingle fails, others follow quickly.
Don’t wait for a leak to turn into a flood. If you recognize any of these 5 signs, the smartest move is to get a professional roof inspection.

3. Water Leaks or Stains in the Attic or Ceiling
If you see water stains on your ceiling, peeling paint, or damp insulation in the attic, your roof is failing to do its job.
Look for:
These aren’t just cosmetic issues — they indicate active water intrusion. While small leaks can sometimes be repaired, widespread damage often means it’s time for a full replacement.
4. Sagging Roof Deck or Structure
A sagging roof line is a serious structural issue. It can be caused by:
You might notice a visible dip or “valley” in your roofline, especially near the center of the house.
Important: A sagging roof is an emergency. It could collapse under weight or stress. If you suspect this, call a professional immediately.
5. Recent Storm Damage – Multiple Repairs Aren’t Enough
Did a recent hailstorm or wind event damage your roof? If you’ve had multiple repairs in the past year, especially after severe weather, patching won’t solve the bigger problem.
Storms weaken the entire system — decking, flashing, underlayment. At some point, investing in repairs becomes more expensive than replacing the whole roof.
And remember: as a GAF Certified Contractor, we can help you file insurance claims and get the most value from your coverage.
At All Site Builders, we offer:
We serve Central and Southern Connecticut, including Cheshire, New Haven, Wallingford, Meriden, Waterbury, and surrounding areas.
📞 Schedule Your Free Inspection Today
Protect your home before winter hits or the next storm rolls in. Let us give you peace of mind with a thorough, expert evaluation — at no cost to you.
📞 Call us now: 203-980-0698 or 860-301-6750
📧 Or fill out our contact form online.
Your roof protects everything inside. Make sure it’s up to the task.
With Expert Roofing & Exterior Services from All Site Builders

Roofing contractor also specializing in sideng, windows, desks and patios.
Licensed, insured, Owens Corning Preferred & GAF Certified Plus. Quality roofing and exterior services across CT since 2005.