Montgomery Winslow Roofing

08/03/2026

🏠 Top Questions Homeowners Should Ask a Roofer

Before hiring a roofing contractor, make sure you are asking the right questions:

🔹 Are you licensed and insured?
🔹 How long have you worked in this area?
🔹 What roofing system do you recommend and why?
🔹 What is included in the estimate?
🔹 Who handles permits, cleanup, and inspections?
🔹 What warranties are included?
🔹 Who will be my main point of contact?
🔹 Can you explain any repairs or replacement recommendations clearly?

The lowest price is not always the best value. A trustworthy roofer should be willing to answer your questions, explain the process, and put everything in writing.

Have questions about your roof? Call us for an honest conversation.

Montgomery Winslow Roofing
Your local roofer for over 75 years
239-500-ROOF
License

Montgomery Winslow Roofers are one of the leading roofing installation and gutter repair contractor in Fort Myers FL. Call us at 239-694-1056 or visit our website today.

07/31/2026

🏘️ What HOAs Should Know About Roof Maintenance

Routine roof maintenance can help HOAs catch small issues before they become expensive repairs across multiple buildings.

A few things to stay ahead of:

🔍 Schedule regular roof inspections
🌧️ Check drainage, gutters, and ponding areas
🛠️ Repair loose flashing, cracked tile, and damaged sealant early
🌴 Keep branches and debris away from roof surfaces
📋 Maintain clear records of inspections, repairs, and warranties

Proactive maintenance helps protect the property, control costs, and reduce unexpected problems for residents.

Even if your HOA already has a roofer, keep Montgomery Winslow Roofing in mind as a backup or emergency contact.

Montgomery Winslow Roofing
Your local roofer for over 75 years
License

Montgomery Winslow Roofers are one of the leading roofing installation and gutter repair contractor in Fort Myers FL. Call us at 239-694-1056 or visit our website today.

07/29/2026

07/27/2026

🏡 Roof Red Flags During Home Sales

Buying or selling a home? The roof can quickly become a big part of the conversation.

A few things to watch for:

🚩 Ceiling stains
🚩 Missing or lifted shingles
🚩 Cracked or slipped tile
🚩 Soft spots or sagging areas
🚩 Old patchwork or heavy sealant
🚩 No clear roof history

A roof issue does not always mean the deal is over but it does mean you need honest answers before moving forward.

Before closing, make sure the roof questions are answered. Message or call us if you need a roof inspection or honest second opinion.

Montgomery Winslow Roofing
Your local roofer for over 75 years
License
239-500-ROOF

Montgomery Winslow Roofers are one of the leading roofing installation and gutter repair contractor in Fort Myers FL. Call us at 239-694-1056 or visit our website today.

07/24/2026

Ready For A Roof Replacement In North Fort Myers, FL?

Do you need roof replacement in North Fort Myers, FL? Montgomery Winslow Roofing provides professional inspections and installations. Call us today!

07/20/2026

🌴 Roofing Myths Florida Homeowners Still Believe

Florida weather is tough on roofs and a few common myths can lead to expensive repairs later.

Here are a few we hear often:

🌀 “If my roof isn’t leaking, it’s fine.”
Not always. Wind, lifted shingles, cracked flashing, and moisture can cause damage long before you see water inside.

☀️ “My roof will last its full rated lifespan.”
Florida heat, UV rays, humidity, salt air, and storms can shorten the life of roofing materials.

🔍 “New roofs don’t need inspections.”
Even newer roofs can have nail pops, loose materials, storm wear, or small issues that should be caught early.

🚫 “Pressure washing is the best way to clean a roof.”
High pressure can damage roofing materials and may even void warranties. Roof-safe cleaning matters.

🌪️ “I can wait until after hurricane season.”
Small problems can become big problems fast when storms roll through.

The truth is, Florida roofs need more attention because they face tougher conditions.

At Montgomery Winslow Roofing, we help homeowners understand what is actually going on with their roof without the scare tactics.

Your local roofer for over 75 years
License

Montgomery Winslow is Fort Myers' trusted roofing contractor for residential roof repair, replacement & new construction. 75 years of experience. Free estimate.

07/17/2026

Do You Need Roof Repair In North Fort Myers FL?
https://www.montgomerywinslowroofing.com/blog/common-roof-repair-issues-in-north-fort-myers-fl-homes/

07/13/2026

Florida roofs have a tough job. ☀️🌧️💨

Between the heat, humidity, heavy rain, salt air, and hurricane winds, your roof needs to be built for more than just curb appeal.

That’s where Florida Building Code comes in.

It helps make sure your roof system; from the decking and underlayment to the flashing, fasteners, ventilation, and final material is installed to better handle Florida weather.

Because a roof that “looks fine” from the ground still needs to be done right underneath.

At Montgomery Winslow Roofing, we believe roofing should be built for Southwest Florida; not just installed.

Your local roofer for over 75 years
License

Montgomery Winslow Roofers are one of the leading roofing installation and gutter repair contractor in Fort Myers FL. Call us at 239-694-1056 or visit our website today.