Montgomery Winslow Roofing

05/25/2026

Today we pause to remember and honor the brave men and women who gave their lives while serving our country.

Their sacrifice is the reason we are able to enjoy the freedoms we have today.

From all of us at Montgomery Winslow Roofing, we honor and remember them.

05/15/2026

Florida rainy season is knocking at the door. 🌴🌧️
Have you checked your roof lately?
A quick inspection now could save you from costly repairs later.

Homeowners should prepare their properties now before the rainy season fully arrives to avoid costly damage and repairs.

04/17/2026

Check this out 👇

Hurricane season is coming...don't wait until after the storm to wish you had the proof!

Ryan Drone Services is offering pre-storm aerial inspections for your roof, pool cage, and entire property. We capture high-resolution photos and video that document your home's condition before any damage occurs, giving you a major advantage if you ever need to file an insurance claim.

No ladders. No risk. Just clear, professional documentation you can keep on hand.

This is a simple step that can save you time, stress, and money later.

Call or message us today to get scheduled before the next storm is on the radar. Feel free to share this with your friends and neighbors who should be prepared too!

Like and follow us please, it helps expand our brand.

04/16/2026

Good morning Southwest Florida, another day of hard work and dedication on the jobsite.

04/06/2026

It's a beautiful Monday to load a roof.

04/06/2026

We believe homeowners deserve clear information before making decisions about their roof.

That’s why we share real roofing knowledge. Not sales pressure.

✔ What causes roof leaks
✔ When repairs make sense vs replacement
✔ How Florida weather affects roofing systems
✔ What to look for before small issues become big ones

An informed homeowner makes better decisions.

Follow Montgomery Winslow Roofing for trusted roofing knowledge from a company Southwest Florida has relied on since 1949.

📍 Local. Experienced. Here for the long run.

239-500-ROOF
CCC052474

04/03/2026

🏠 Roofing Is a System. Every Part Matters
A roof isn’t just shingles. It’s a system of components working together to protect your home. When one part fails, the whole system is at risk.
A strong roofing system includes:
• Underlayment to block moisture
• Flashing to seal vulnerable areas
• Wind‑rated fasteners for Florida storms
• Proper ventilation to prevent heat and moisture damage
• Shingles or metal panels built for our climate
• Edge protection to keep out wind‑driven rain
At Montgomery Winslow Roofing, we install complete, Florida‑ready systems. Not shortcuts. Because your home deserves protection from every angle.

239-500-ROOF
CCC052474

Southwest Florida's "no deposit" residential and commercial roofing contractors committed to delivering long-lasting, quality results you'll love.

04/01/2026

🚨 New Roofing Technology Announcement 🚨

We’re excited to introduce our newest product…

Self-Cleaning Roof Shingles.

Just install them once and they automatically sweep leaves, wash themselves, and repel dirt forever.

No maintenance required.

Happy April Fools from the team at Montgomery Winslow Roofing 😄

Serving Southwest Florida since 1949.

📞 239-500-ROOF
CCC052474

03/30/2026

🛡️ Informed homeowners ask smart questions.

Hiring a roofer isn’t just about price. It’s about protecting your home.

Before signing a roofing contract, make sure you understand who you’re hiring and what you’re getting. The right contractor should welcome your questions and provide clear answers.

At Montgomery Winslow Roofing, we believe informed homeowners are protected homeowners.

📞 239-500-ROOF
CCC052474

03/27/2026

🌀 Florida Roofing Isn’t One-Size-Fits-All

Roofing in Florida is specialized, and local knowledge makes all the difference.
From hurricane-force winds to relentless sun and humidity, Florida roofs face challenges most homeowners never think about. That’s why choosing a roofer who understands local building codes, climate-tested materials, and regional installation practices isn’t optional. It’s essential.

At Montgomery Winslow Roofing, we’ve spent decades mastering what works in Southwest Florida:
• Materials that hold up to heat, storms, and salt air
• Installations that meet Florida’s strict wind-resistance codes
• Repairs that anticipate long-term wear in our tropical climate
National chains can’t match that kind of local insight.

We’re rooted here and your roof deserves that kind of commitment.

Montgomery Winslow Roofing
239-500-ROOF
CCC052474