Licensed & Insured Roofing Contractor โ€” Winter Garden, FL Open 24/7 for Storm Emergencies: +1-855-469-0306
Local Winter Garden Roofing Specialists

Fast, Honest Gutter Installation in Winter Garden

Homeowners across Winter Garden call Big Toms Roofing because we do what we say โ€” show up on time, explain what we find in plain language, and stand behind every Gutter Installation job with a written warranty.

โญ Top-Rated in Winter Garden ๐Ÿ›ก๏ธ Licensed in FL โฑ๏ธ 24/7 Emergency Crews
Licensed Gutter Installation service in Winter Garden, FL - Big Toms Roofing
๐Ÿ  Trusted on Thousands of Jobs ๐Ÿ• 24/7 Emergency Tarping ๐Ÿ“ Written Estimates, No Surprises ๐Ÿ† Factory-Trained Crews
Professional Gutter Installation technician working in Winter Garden, FL
15+Years Experience
Who We Are

A Local Winter Garden Roofing Crew You Can Actually Reach

We built Big Toms Roofing to fix a problem every homeowner in Winter Garden has run into: contractors who don't return calls, no-show for appointments, or pad the invoice once the tarp's already on the roof. Our Gutter Installation crews are local, licensed, and accountable โ€” every estimate is in writing before a single shingle gets pulled.

  • Carrying full liability and workers' comp coverage โ€” no risk to you
  • Live phones 24/7 โ€” a real person answers, not a machine
  • Manufacturer-certified installers for major shingle and metal roofing brands
  • Every price in writing, every time, no exceptions
  • Full photo documentation provided for your insurance claim
Our Services

Gutter Installation Solutions for Every Winter Garden Roof

Whether it's an emergency leak at 2am or a planned replacement you've been putting off, Big Toms Roofing brings the same certified crew and the same upfront pricing to every Winter Garden job.

01

24/7 Emergency Gutter Installation

A leak that starts as a small stain can rot decking and framing within weeks. Our emergency response teams treat every active-leak call in Winter Garden as urgent โ€” temporary stabilization first, permanent fix scheduled right behind it.

โšก Same-day response๐ŸŒง๏ธ Active leak stabilization๐Ÿ“‹ Insurance photo documentation
02

Residential Roof Replacement in Winter Garden

When patching stops making financial sense, a full tear-off and reroof resets the clock on your home. We strip old material down to the deck, replace any rotten sheathing, install proper underlayment and ice-and-water protection, and finish with a manufacturer-certified shingle or metal system backed by a real warranty.

๐Ÿ—๏ธ Full tear-off & deck inspection๐Ÿงพ Manufacturer warranties๐Ÿงน Daily jobsite cleanup
03

Commercial & Multi-Family Gutter Installation

Downtime costs money, so commercial Gutter Installation jobs get scheduled around your operating hours whenever possible, with clear communication to property managers and tenants throughout the project.

๐Ÿข TPO, EPDM & modified bitumen๐Ÿ“… Scheduled around business hours๐Ÿค Property manager coordination
04

Roof Inspections & Maintenance

After a wind or hail event, insurance companies want documented proof of damage. Our inspection team photographs and reports storm damage in a format adjusters recognize, which speeds up claim approval.

๐Ÿ” Full attic & flashing check๐Ÿ“ธ Photo-documented report๐Ÿก Pre-purchase inspections
05

Flashing, Gutters & Attic Ventilation

Poor attic ventilation cooks shingles from underneath and can void manufacturer warranties. Our Winter Garden crews balance intake and exhaust ventilation to extend the life of your Gutter Installation system and lower attic temperatures in summer.

๐ŸŒฌ๏ธ Ridge & soffit ventilation๐Ÿงฑ Chimney & valley flashing๐ŸงŠ Ice dam prevention
24/7 Emergency Gutter Installation experts in Winter Garden, FL
Why Choose Us

The Big Toms Roofing Difference

Every one of these commitments exists because a Winter Garden homeowner asked for it, complained about a competitor's lack of it, or we learned it the hard way.

01

No Surprise Invoices

You'll know the exact scope and cost in writing before work starts, and that number doesn't move unless you approve a change.

02

Crews Staged Near Winter Garden

Local dispatch means less time waiting and more time getting your roof actually fixed.

03

Licensed & Manufacturer-Certified

Our installers hold current manufacturer certifications, which means your warranty stays intact and the work meets code.

04

We Stand Behind Every Job

Every completed job comes with a written workmanship warranty separate from the manufacturer's material warranty.

05

Claim Documentation Handled

Our team has sat through enough adjuster meetings in Winter Garden, FL to know what documentation actually moves a claim forward.

06

Daily Cleanup Standard

Magnetic nail sweeps and tarp-protected landscaping are standard on every job, not an upsell.

Customer Reviews

Feedback From Our Winter Garden Neighbors

{We don't cherry-pick these โ€” they're representative of the calls, texts, and reviews we get after most Gutter Installation jobs in Winter Garden.}

โ˜…โ˜…โ˜…โ˜…โ˜…

"We had a leak show up during a storm at night and I honestly didn't expect anyone to answer the phone. Big Toms Roofing had a crew tarping our roof within a couple hours and came back two days later to do the real repair. Can't recommend them enough."

โ€” Danielle R.
Winter Garden Resident
โ˜…โ˜…โ˜…โ˜…โ˜…

"I got three quotes for a full reroof and Big Toms Roofing wasn't the cheapest, but they were the only ones who explained exactly what was included and stuck to it. Zero surprises on the final bill."

โ€” Sandra M.
Winter Garden Resident
โ˜…โ˜…โ˜…โ˜…โ˜…

"After the hail storm last year, Big Toms Roofing documented everything for our claim and dealt directly with our adjuster. We barely had to do anything except sign off on the estimate."

โ€” Robert C.
Homeowner, Winter Garden
โ˜…โ˜…โ˜…โ˜…โ˜…

"As a property manager I've worked with a lot of roofing companies and Big Toms Roofing is one of the few that actually communicates before showing up and after the job's done."

โ€” Regional Property Manager
Commercial Client
โ˜…โ˜…โ˜…โ˜…โ˜…

"Their inspection before we bought our house flagged ventilation and flashing problems that weren't obvious on a walkthrough. Glad we called them before closing, not after."

โ€” Chris D.
Verified Winter Garden Customer
Frequently Asked Questions

What Winter Garden Customers Ask Us Most

How fast can a Gutter Installation technician get to my home in Winter Garden?+
For active leaks or storm damage, we prioritize Winter Garden calls and typically have a crew on-site within a few hours. Standard inspections and estimates are usually scheduled within 24 to 48 hours, often sooner depending on our current route through Winter Garden.
Do you provide free, upfront pricing before starting work?+
Yes. Every job starts with a free inspection and a written, itemized estimate. We don't start work off a verbal quote, and the price you approve is the price on the final invoice unless you request additional work.
Is Big Toms Roofing a licensed roofing contractor?+
Yes โ€” Big Toms Roofing is fully licensed to perform Gutter Installation in FL, and we carry both general liability and workers' compensation coverage. We're happy to provide documentation before you sign anything.
What emergency roofing services are available in Winter Garden?+
Our emergency line is staffed around the clock. If water is actively coming in, call +1-855-469-0306 first โ€” we'll get a tarp and temporary fix in place fast, then schedule the permanent repair.
Can you help with my storm damage insurance claim?+
We regularly coordinate directly with insurance adjusters across Winter Garden, FL and provide the photo documentation and scope reports they need to process claims efficiently.
What's the typical timeline for a replacement?+
A standard single-family reroof usually wraps in a day or two once we're on-site; larger or steeper roofs, or metal systems, can take a bit longer. You'll get an exact estimate before we schedule.
What brands do you work with?+
Our Winter Garden crews are certified for major shingle manufacturers as well as metal roofing and commercial membrane systems โ€” we'll help you choose based on budget, home style, and how long you plan to stay in the house.
What kind of warranty comes with a new roof?+
Every Gutter Installation job comes with a written workmanship warranty from Big Toms Roofing, separate from the manufacturer's material warranty on shingles or metal panels. Terms are outlined in your estimate.
How much does a roof inspection cost?+
We do these regularly for Winter Garden homebuyers, sellers, and their realtors. You'll get a documented report covering material condition, flashing, ventilation, and estimated remaining lifespan.
Do you serve areas outside Winter Garden too?+
Beyond Winter Garden, our crews regularly service the surrounding Winter Garden, FL area. Call +1-855-469-0306 and we can confirm coverage for your specific address in seconds.
Service Coverage

Where We Work in and Around Winter Garden

Our dispatch radius from Winter Garden reaches the surrounding Winter Garden, FL communities as well โ€” if you're unsure whether your address is covered, one call confirms it in seconds.

Zip codes we serve in and around Winter Garden, FL include: 34787

Reliable Gutter Installation contractor in Winter Garden, FL by Big Toms Roofing

Roof Trouble in Winter Garden? Let's Get It Fixed.

One call gets a licensed Winter Garden roofer looking at your problem, usually the same day, with a written estimate before anything starts.

๐Ÿ“ž Call +1-855-469-0306 โ€” Serving Winter Garden, FL
Affordable Gutter Installation solutions in Winter Garden, FL

Our Services in Winter Garden, FL

Ready for your free estimate? ๐Ÿ“ž +1-855-469-0306
๐ŸŸข Techs On Duty in Winter Garden, FL Call +1-855-469-0306