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Roof Replacement — Central Florida

Roof Replacement Done Right, The First Time

When it's time for a new roof, you want it done once — not twice. Like a Boss Roofing installs shingle, metal, and tile roofing systems built to Florida code, backed by manufacturer warranties, and led by a crew that tells you the truth about what your roof actually needs.

Free written inspections
Licensed Florida roofing contractor
Insurance claim assistance
Shingle · Metal · Tile
Is It Time?

5 Signs You Need a Replacement, Not a Repair

A good roofer tells you when a repair will hold — and when it's just delaying a bigger bill. Here's what usually means it's time for a full replacement instead of another patch.

Materials

Shingle, Metal, or Tile — We'll Help You Choose

Every material has a place. We'll walk you through what fits your home, your budget, and how long you plan to stay in it — no upselling, just honest guidance.

Most Budget-Friendly

Architectural Shingle

The most common choice in Central Florida for good reason: wide range of colors and styles, solid wind ratings, and typically the lowest upfront investment of the three. A dependable, proven option for most homes.

Mid-to-Upper Investment

Metal Roofing

Superior wind and storm resistance, excellent longevity, and better energy efficiency than shingle. Costs more upfront than shingle, but many homeowners see it pay off over the life of the roof — especially in storm-prone areas.

Premium Investment

Tile Roofing

The classic Florida look with exceptional durability and lifespan. It's the highest upfront investment and requires the right structural support, but it's hard to beat for curb appeal and longevity when installed correctly.

Recent Replacement & Restoration Work

Real Roofs. Real Results. See the Before & After.

No stock photos — this is a flat roof coating treatment we completed on a commercial building in Orlando, FL. See exactly what a properly finished job looks like.

Flat Roof Coating Treatment — Orlando, FL
Flat Roof Coating Treatment — Orlando, FL
Flat Roof Coating Treatment — Commercial Building, Orlando, FL
Flat Roof Coating Treatment — Commercial Building, Orlando, FL
How It Works

Your New Roof in 5 Straightforward Steps

1

Free Inspection

We come out, get on the roof, and give you a real, written assessment — not a sales pitch.

2

Written Estimate

A clear, line-item estimate so you know exactly what you're paying for and why, before you decide anything.

3

Insurance Help, If Applicable

If storm or wind damage is involved, we document everything and help you through the claim and adjuster process.

4

Tear-Off & Install

Full tear-off, proper underlayment, and a clean install to code — with the job site protected and cleaned up daily.

5

Final Walkthrough & Warranty

We walk the finished roof with you, answer every question, and hand over your warranty paperwork.

Financing available. Ask about financing options when you book your inspection — prequalifying won't affect your credit.

Ready for a Roof That Actually Protects Your Home?

Free inspection. No pressure. No upsell games.

📞 (407) 487-4800
Licensed & Insured

The Paperwork Backs Up the Work

License CCC1337784 qualifies Like a Boss Roofing — Florida Certified Roofing Contractor
Licensed and insured on every roof replacement job, residential and commercial
Shingle, metal, and tile — installed to Florida building code
Manufacturer warranties on every installation
Like a Boss Roofing mascot, Boss, welcoming you with open arms
Where We Work

Central Florida Roof Replacement, Done Local

We're based in Kissimmee and replace roofs throughout Osceola and Orange County. Local means we know the permitting, the HOAs, and the hurricane-code requirements — and we're still around after the job is done.

KissimmeeOrlandoSt. CloudWinter ParkDavenportPoinciana
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Other Ways We Can Help

Questions

Roof Replacement FAQ

How much does a roof replacement cost in Central Florida?

Cost depends on your roof's size, pitch, material choice, and current condition. Shingle is typically the most affordable option, metal and tile cost more upfront. We give you a written, line-item estimate after a free inspection so there are no surprises.

How long does a roof replacement take?

Most residential roof replacements are completed in one to three days once materials are on-site, depending on size and weather. We'll give you a specific timeline in your written estimate.

Will you work with my insurance company?

Yes. If your replacement is storm or wind related, we document the damage, meet with your adjuster if needed, and provide the estimate your claim requires.

Do I need a permit for a roof replacement?

Yes, roof replacements in Florida require a permit. We handle the permitting process as part of the job so you don't have to deal with the county yourself.

Are you licensed and insured?

Yes. Like a Boss Roofing operates under Florida Certified Roofing Contractor License CCC1337784, and we carry insurance on every job.

Get Started
Like a Boss Roofing mascot welcoming you to the free inspection form

Get Your Free Roof Replacement Inspection

Fill out the form and we'll reach out within one business day. Or just call — we pick up.

Or call (407) 487-4800 · roofing@bookmpg.com

BUILT ON INTEGRITYFOCUSED ON QUALITYHERE WHEN YOU NEED USQUALITY YOU CAN STAND UNDER