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Remodeling and Home Design

Tile Roof Fort Myers

There's A Reason Montgomery Winslow
Has Been Around Since 1949,
While Other Roofing Companies
Close Down Within A Few Years.


ALL Of My Workers Are EmployeesNOT Subcontractors—
And Are Absolutely Meticulous.

My Labor Warranty Is 10 Years—DOUBLE The Industry Standard.

And I Don't Request A Dime From You
Until You're 100% Satisfied With Our Work.

You don't become the longest-lasting roofing company in Southwest Florida by cutting corners.

Here are just a few reasons we've thrived since 1949, while hundreds of other roofing companies have come and gone:

We Have Actual Employees (NOT Subcontractors) Who Care About The Work They Do.

I flat-out refuse to hire outside contractors. Never have, never will. To me, having real employees is the only way to give you the absolute best in customer service and performance.

I am extremely confident that my installers are in the top one-percent at what they do. They come to your home IN UNIFORM, and everyone knows EXACTLY what his role is. And most importantly, they are RESPECTFUL. That means no loud music, smoking, no messes, and no profanity. We also never use your bathroom or partake in personal interactions.

Services We Provide

  • Roof Inspections
  • Maintenance Service Agreements
  • Emergency Service Response
  • Roof Leak Repair/Replacement Commercial and Residential
  • New Construction Roof Installation – Commercial and Residential
    • Tile
    • Metal
    • Shingle
    • Reflective
    • Flat
      • Modified
      • Single-ply
  • Gutter Repair/Replacement Commercial
  • Sheet Metal Work – Fabrication to your specifications or needs, no job is too small or too large

Bottom line: We get the job done right, while treating your home with the utmost respect.

We Don’t Consider The Job Finished Until Every Little Detail Is PERFECT.

Compared to other roofing companies, it may take my crew an extra day or two to finish your project. But that’s only because we’re meticulous, exacting perfectionists.

We perform all the necessary steps to ensure your roofing project is done right the first time—and lasts for DECADES. This includes…

  • Inspecting your existing flashing and roof covering and replacing it where needed. We give your roof extra protection that other companies don’t.
  • Protecting all areas of your home while we’re performing the job. That means covering all windows, doors, and landscaping where necessary.
  • Applying your roof by strictly adhering to the manufacturer’s specifications, so the job is done right the first time, and you’ll NEVER have to call us to fix a problem.
  • Performing a complete, thorough cleaning of the job site when we’re finished. When we’re done with your roofing project, the only sign of our presence will be your new roof.

Other roofing contractors? They can promise a quicker job—which can also lead to leaks, lower energy efficiency, and costly repairs. Not to mention improper installation that VOIDS your manufacturer’s warranty.

We, on the other hand, don’t mind taking a little longer to ensure you get EXACTLY what you need, so you never have to call us to fix something that didn’t get done the first time around.

We Offer A Labor Warranty That’s Actually Worth Something.

Many roofing companies offer just a 1 or 2 year labor warranty. Honestly, what good is that? You don’t even get a peace of mind with that short of a warranty.

We have one of the longest labor warranties of any roofing company in Florida—a full 10 years. And this isn’t some prorated, restricted warranty that covers only certain problems. No.

Our labor warranty covers ANY defect, ANY leak, ANY problem.

No fine print. No loopholes. No hassles.

We Require ZERO Money Upfront.

How many services do you pay upfront for?

Your mechanic? No.

Your doctor? Certainly not.

So why do most roofers have the nerve to charge as much as 70% upfront?

If you’re just “pretty happy” with our work, that won’t cut it. I only accept responses in the “absolutely, positively, bursting-at-the-seams ecstatic” range.


We use only the BEST materials in the industry, and have the most thorough installers in the state. If you’d like to know more about what sets us apart from other roofing companies, read this article: Here Are 10 Things You Need To Look Out For When Hiring A Florida Roofing Company.

Need help picking the best roofing solution for your home? We will help.

Call us today at 239-694-1056 to set up a convenient time for your FREE roof inspection and estimate. All estimates are 100% accurate and given on the spot.

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    Montgomery Winslow Roofing Experts
    PO Box 50338
    Fort Myers, FL 33994
    Phone: 239-694-1056
    Fax: 239-694-3051 

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