Winter Garden home with a new architectural shingle roof

Roof replacement · Winter Garden · Orange County

Roof replacementin Winter Garden, FL.

Shingle, tile and metal roof replacement from a team headquartered on W Colonial Drive, minutes from most Winter Garden homes.

  • Licensed & insured
  • Free inspection & estimate
  • Financing available
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New roofs in Winter Garden

Your new roof,
from down the road.

Winter Garden is home for Hi Low. Our office is at 13330 W Colonial Drive, so for most homes in town the estimator is minutes away, and so is the crew if anything needs attention after the job.

The city’s roofs fall into three groups. Older homes around Plant Street and the Historic Residential District have steep roofs, porches and board decking that often needs repair during tear-off. The 1990s and 2000s subdivisions south of SR 50, such as Stoneybrook West, Johns Lake Pointe and Westfield, have original shingle roofs at or past the end of their service life. Horizon West’s newer homes mostly need warranty-minded care until replacement time, when HOA rules come first.

Homes inside city limits are permitted through the City of Winter Garden; much of Horizon West and many other Winter Garden addresses are in unincorporated Orange County. We pull the right permit and schedule every inspection. Hi Low is a Florida certified roofing contractor (CCC1332547) and certified general contractor (CGC1529815).

Our work

Hear it from
your neighbors.

A Winter Garden homeowner on working with Hi Low, and one of our crews on the job in Clermont and Winter Garden.

Why homeowners in Winter Garden trust Hi Low Roofing

Safe, professional roofing in action in Clermont and Winter Garden

Materials

Which roof fits
a Winter Garden home?

The right roof depends on the house, the lot and the community rules. These are the systems we install most often in Winter Garden, and where each one fits.

Architectural shingle

Subdivisions south of SR 50, Horizon West

Most Winter Garden homes have shingle roofs, and most HOAs list approved colors. A full replacement includes new underlayment, flashing, drip edge and balanced ventilation, not just new shingles.

Concrete tile

Larger homes and golf communities

Tile roofs here are often old enough that the underlayment, not the tile, is the problem. We replace the underlayment and reset or replace tile to match.

Standing-seam metal

Older homes near downtown, homes near Lake Apopka

Metal suits many older homes and lakeside lots with more wind exposure. It lasts for decades and sheds debris well.

Compare all four roof systems

Reroofing in Winter Garden

What’s different
about this job here.

Historic districts

Older homes near Plant Street

For homes in the Downtown or Historic Residential districts, ask the city whether your project needs review. We document the existing roof and match details on porches and dormers.

Permits

City or county

Homes inside city limits are permitted by the City of Winter Garden. Horizon West and other unincorporated addresses go through Orange County.

HOAs

Approval before scheduling

Most communities south of SR 50 and in Horizon West review roof material and color. We provide the specs and samples for your application.

After the job

Close by

If anything needs attention after your new roof is installed, our office is in town. Your warranty information and project records come with the job.

How it goes

From inspection
to final sign-off.

Most of the work happens before the crew arrives. See the full replacement process

  1. 01

    Free inspection

    We inspect the roof and attic, measure, and show you photos of what we find in Winter Garden.

  2. 02

    Estimate & approvals

    A written estimate, samples in hand, the HOA submittal if your community needs one, and financing if you want it.

  3. 03

    Permit & install

    We pull the permit, tear off to the deck, replace damaged boards and install the new roof, flashing and ventilation.

  4. 04

    Inspection & records

    The final inspection, cleanup, and your warranty information and project records for your insurer.

More in Winter Garden

Not sure it’s time
for a new roof?

Many roofs have years left after the right repair. Our Winter Garden page covers repairs, storm damage, commercial roofs and solar, with local details on neighborhoods and permits.

Roofing in Winter Garden

Roof replacement in Winter Garden

Before you
reroof.

What Winter Garden homeowners ask us most about replacing a roof.

Call 407-287-6171 7 questions answered
Is Hi Low really based in Winter Garden?

Yes. Our headquarters is at 13330 W Colonial Drive, Suite 110, Winter Garden, FL 34787.

Who issues roof permits in Winter Garden?

The City of Winter Garden for addresses inside city limits, and Orange County for unincorporated addresses, including much of Horizon West. We pull the permit for your address.

Roofs on my street are being replaced. Is mine next?

Homes built in the same years have roofs of the same age, so it’s worth checking. A free inspection with photos shows how much life is left and whether a repair can carry you a few more years.

Do you replace roofs in Horizon West?

Yes, in Summerlake, Hamlin, Independence and the other villages. We prepare the HOA submittal and pull the Orange County permit.

Can you replace damaged decking on an older home?

Yes. Once the old roof is off, we inspect the deck and replace damaged or rotted boards before the new roof goes on, and we show you what we found.

Do you offer financing?

Yes. Financing options are available for roof replacements, including promotional plans for qualified buyers. Ask our team about current programs and terms.

Is the estimate free?

Yes. The inspection and written estimate are free, with no obligation.

Roof replacement · Winter Garden

Your new roof starts
with an inspection.

We’ll inspect your current roof, talk through materials and colors that suit your home and your HOA, and give you a free written estimate. If a repair would do the job, we’ll tell you that too.

Schedule my free inspection

Prefer to talk? 407-287-6171
13330 W Colonial Dr, Suite 110
Winter Garden, FL 34787