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Winter Roof Inspection Guide: 5 Critical Signs Orlando Homeowners Shouldn’t Ignore

  • Writer: Wesley BYNUM
    Wesley BYNUM
  • Feb 11
  • 4 min read
roofing missing tiles bynum roofing

Florida homeowners often assume winter is “easy” on roofs. No snow. No ice dams. No freezing temperatures.


But here in Central Florida, winter brings temperature swings, heavy rains, wind gusts, and leftover storm damage from hurricane season. And those factors quietly weaken your roofing system.


At Bynum Roofing, February is one of the most important months for preventative inspections. Why? Because small roofing issues found now can prevent expensive emergency repairs in spring and summer.


If you’re searching for:


This guide will show you exactly what to look for.


Why Winter Roof Inspections Matter in Florida


Even though we don’t deal with snow loads, Florida winters create:

  • Expansion and contraction from temperature shifts

  • Moisture buildup from cold mornings and humid afternoons

  • Wind-driven rain infiltration

  • Minor hurricane damage that wasn’t obvious at the time


Most homeowners don’t notice roofing issues until they see a ceiling stain — and by then, damage has already spread beneath the surface.


A winter roof inspection is not about selling a replacement. It’s about identifying vulnerabilities before they become structural problems.



1. Ceiling Stains or Interior Moisture

This is the most obvious warning sign.

Even small brown stains on drywall indicate water intrusion. And in many cases, the entry point is not directly above the stain.


Warning signs inside your home:

  • Discoloration on ceilings or walls

  • Peeling paint near the roofline

  • Musty smells in attic spaces

  • Slight bubbling in drywall


Winter moisture combined with older flashing systems can allow small amounts of water to enter without causing immediate dripping.


If you notice even a minor stain, schedule a professional roof inspection immediately.


Ceiling with large brown water stain, purple LED strip lights, spinning ceiling fan, and anime-themed poster in a room.

2. Curled, Cracked, or Missing Shingles

Florida sun is intense year-round. By winter, older shingles may show signs of:


  • Curling edges

  • Granule loss

  • Surface cracking

  • Loose or lifted tabs


Even if your roof isn’t leaking yet, compromised shingles expose the underlayment to moisture.


Many homeowners Google “roof repair near me” after wind damage — but the issue often started months earlier with aging materials.


Catching this early can mean a small repair instead of partial roof replacement.


roof curled, cracked or missing shingles

3. Flashing Separation Around Chimneys and Vents

Flashing protects the most vulnerable penetration points on your roof:


  • Chimneys

  • Plumbing vents

  • Skylights

  • Roof-to-wall transitions


During winter, expansion and contraction can loosen metal flashing or dry out sealant.

This is one of the top causes of hidden leaks in Florida homes.


The problem? Flashing issues are rarely visible from the ground.


A professional roofing company will inspect these transitions closely and ensure seals remain watertight.


4. Sagging Areas or Soft Spots

If your roof appears uneven from the street, that could indicate:


  • Decking deterioration

  • Water damage beneath shingles

  • Structural weakening


Sometimes, this begins as minor storm damage that wasn’t properly addressed.

Ignoring structural warning signs can eventually require more invasive and costly repairs.


A winter inspection helps determine whether the issue is surface-level or structural.


5. Roof Age: 12+ Years Old

In Central Florida, asphalt shingle roofs typically last:


  • 15–20 years (standard architectural shingles)

  • Less if exposed to repeated storms

  • Less if ventilation was improperly installed


If your roof is 12+ years old and has never had a full inspection, February is the ideal time.


Waiting until summer increases demand for roofing services — and can delay repairs.

Being proactive gives you options.


What Happens During a Professional Roof Inspection?


Homeowners often ask:

“Is the inspection really free?” “Will they try to sell me something?”


Here’s what a legitimate winter inspection should include:

✔ Full surface evaluation

✔ Shingle condition assessment

✔ Flashing and penetration review

✔ Gutter and drainage check

✔ Attic ventilation evaluation

✔ Photo documentation


You should receive:

  • Clear explanation of findings

  • Honest repair vs replacement recommendation

  • No pressure tactics


The goal is protection — not panic.



Why February Is the Best Month to Act

From a strategic standpoint:


  • Roofing companies are not at peak hurricane-season demand

  • Repairs can be completed before spring storms

  • You avoid emergency pricing situations

  • You protect home value before listing season


Proactive homeowners always spend less than reactive homeowners.


Common Questions Orlando Homeowners Ask


  1. Do you offer free roof inspections?

Yes. Most reputable roofing companies in Central Florida offer complimentary inspections to evaluate condition and provide recommendations.


  1. How long does an inspection take?

Typically 30–60 minutes depending on roof size and complexity.


  1. Should I repair or replace?

That depends on:

  • Age of roof

  • Extent of damage

  • Insurance considerations

  • Long-term goals

A trustworthy roofing contractor will show you both options.


The Real Cost of Waiting

Minor repair today:$300–$1,500

Major leak repair later:$5,000–$15,000+

Interior water damage remediation: Even more.

The difference is timing.

Winter is your buffer season.


Final Thoughts

Your roof protects:

  • Your family

  • Your investment

  • Your home equity

  • Your peace of mind


Ignoring small signs during winter often leads to larger, more expensive repairs when storm season returns.


If you’ve noticed stains, missing shingles, or your roof is over 12 years old, February is the smart time to schedule an inspection.


Don’t wait for the next heavy rain to tell you something’s wrong.


Contact Bynum Roofing for Trusted Roofing Services Orlando Homeowners


If you need expert roofing services in Orlando, Bynum Roofing offers dependable solutions tailored to your home’s needs. Reach out to them for a free consultation or emergency service.


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