Roofing services in Winter Garden, FL

Trusted Roofing Services in Winter Garden, FL

Metal roofs, shingle roofs and honest repairs for Winter Garden, FL homeowners. Family owned since 2002, and estimates are always free.

Licensed & Insured 4.9-Star Rated 24/7 Emergency Service Serving Winter Garden
2,236+ Projects Completed
2,252+ Happy Customers
1,744+ 5-Star Reviews
24+ Years Experience

Roofing Services in Winter Garden

Everything we do on a roof, done by crews who have been doing it the same careful way since 2002.

Metal Roof Installation

Standing seam and metal panel roofs, measured and cut on site. We help you settle on a color, set the panels straight, and trim the ridge and valleys so the whole roof sheds water the way it should.

Slate & Tile Roof Repair

Careful footwork, matched materials, and flashing done the way it was done when the roof went on.

Skylight Repair & Installation

Old skylights leak at the flashing long before the glass ever fails. We reflash, reseal, or set a new unit and tie it in properly.

Roof Repair

Most roofs somebody has called a lost cause are not one. We repair what can be repaired, and we tell you honestly when a repair will no longer hold.

Roof Leak Repair

If two other people have caulked it and it still leaks, call us. Most stubborn leaks turn out to be flashing, a valley, or a fastener nobody thought to check.

Emergency Roof Repair

A limb through the roof or panels peeled back overnight needs covering now, not next week. We get it dried in first so the inside of the house stops taking damage.

Wind Damage Roof Repair

Missing shingles get matched as close as weathering allows. Loose metal gets new fasteners and washers, and the eaves, rakes and ridge get sealed back up tight.

Storm Damage Roof Repair

Wind and debris damage is not always obvious from the ground. We check the edges, the ridge, the valleys and the fasteners before telling you anything is fine.

Roof Replacement

Full tear off, decking checked board by board, then a new metal or shingle roof over proper underlayment. You get the price and the start date before anything comes off.

Gutter Guard Installation

We match the guard to your trees and your gutter profile, and make sure water can still get in where it is supposed to.

Roof Inspection

Buying, selling, or just want to know how many years you have left? We look, we tell you, and we do not turn it into a pitch for a roof you do not need.

Hail Damage Roof Repair

Hail bruises shingles and dents the softer metal on vents, valleys and gutters. We show you what we find and document it properly for the claim.

Roof Coating

Coatings for low slope and older metal roofs that are still sound but weathered. Washed down, refastened, primed at the rust, then coated.

Ice Dam Removal

Ice backs up at a cold eave and pushes water sideways under the roof. We clear it without gouging the panels or the shingles.

Asphalt Shingle Roof Repair

We still shingle plenty of roofs. Cracked, curled and blown off shingles get replaced, and the valleys and flashing get reworked while we are up there.

Metal Roof Repair

Backed out screws, split washers, rust starting at a seam, a panel lifted at the eave. These are our roofs, and most of the time a repair is all it takes.

Flat Roof Repair

Porch roofs, additions and low slope sections that hold water instead of shedding it. We rework the flashing, seal the seams, and get water moving again.

Commercial Roofing

Churches, shops, barns and small commercial buildings. We have roofed everything from a wood shed to a steeple.

Soffit & Fascia Repair

The edge of a roof is where most trouble starts. New fascia, new soffit, wrapped or painted so it stays sound.

Roof Waterproofing

The layer you never see is what keeps water out on the ugly days. We do not thin it out to save a few dollars on a bid.

Your Winter Garden, FL Roofing Company

We keep it simple in Winter Garden: a free estimate on site, a written price, a start date we hold to, and a job site you would not mind your neighbors seeing. Our crews have been doing metal and shingle roofs this way for more than twenty years.

Roofing is loud and dusty and there is no getting around that, but it does not have to be a mess. In Winter Garden we cover what needs covering, haul the tear off away as we go, and leave the yard the way we found it.

View across a lake from a newly installed blue metal roof in Winter Garden

Why Winter Garden Homeowners Choose Us

Why people around Winter Garden call us back and send their neighbors our way.

Family Owned Since 2002

The same family started this company putting metal roofs on neighbors houses in 2002. It has never been sold, franchised or handed off to a call center.

Honest Assessments

If your roof needs a repair and not a replacement, we say so. Plenty of our best customers are people we talked out of a job they did not need yet.

Estimates Are Always Free

Somebody comes out, measures, gets on the roof, and leaves you a written price. No charge, no obligation, and no number that expires if you do not sign today.

Colors You Pick Yourself

Around twenty standard metal colors, and the chart comes out with the estimate so you can hold it up against your siding and shutters before you commit.

We Show Up When We Say

You get a start date and we hold to it. If weather moves your job we call you, rather than leaving you watching the driveway.

Frequently Asked Questions

Straight answers to what Winter Garden homeowners ask us most often.

Can you repair my roof instead of replacing it in Winter Garden?

Often, yes. Plenty of the Winter Garden roofs we get called to look at need flashing reworked or a section refastened, not a whole new roof. We will tell you honestly which one you are looking at, and if it is repairable we would rather repair it.

Can a metal roof go over the shingles already on my Winter Garden house?

Sometimes. If the decking is sound and there is only one layer of shingles, a Winter Garden metal roof can go over the top on purlins. If there is rot underneath or two layers already on, we tear off first — and we will tell you that before you sign, not halfway through.

How much does a metal roof cost in Winter Garden?

Most Winter Garden metal roof jobs land somewhere between about $12,000 and $30,000 in 2026, depending on square footage, pitch, panel type and how much tear off there is. Standing seam runs higher than exposed fastener panels. We measure before we quote, and the estimate is free.

How long will a metal roof last on a house in Winter Garden?

A metal roof installed properly on a Winter Garden home should give you 40 to 60 years, and standing seam often goes longer because there are no exposed fasteners. Screws and sealants on a panel roof want attention around year 20, which is a small job next to a re-roof.

Is a metal roof loud in the rain in Winter Garden?

Much less than people expect. Over solid decking with underlayment under it, a Winter Garden metal roof sounds about like a shingle roof from inside the house. The loud tin roof people remember was screwed straight to open purlins over a barn with nothing underneath.

Do you charge for an estimate in Winter Garden?

No. Estimates are always free in Winter Garden. We come out, measure, look in the attic if we can get to it, and leave you a written price. Nobody will push you to sign anything that day, and the number does not expire in an hour.

What Our Customers Say

Honest words from customers who trusted Roofing Brothers with their roof.

★★★★★

"Second roof they have done for our family. My sister used them first and would not hear of me calling anybody else."

— Judy W.
★★★★★

"Thank you so much to the entire crew at Roofing Brothers for our amazing new tin roof! You were amazing to work with and I couldn't recommend you to others enough! Great communication, pricing, color options, efficiency, and HONESTY! If anyone needs a new roof, I highly recommend this crew! Phenomenal job."

— Kayla M.
★★★★★

"Burgundy metal roof on our brick ranch and I get compliments on it constantly. They brought the color chart out and let us take our time deciding."

— Dee Ann F.

Nearby Cities We Serve

Roofing Brothers also serves these towns near Winter Garden.

Find Us in Winter Garden

Need a Roofer in Winter Garden, FL?

Give us a call and we will come take a look. Estimates are always free anywhere we work in Florida.

(877) 509-1137 — Free Estimate