Aerial view of a clay tile roof Hi Low completed on a Windermere home with a pool

Roof replacement · Windermere · Orange County

Roof replacementin Windermere, FL.

Tile, standing-seam metal and architectural shingle roofs for Windermere’s lakefront and gated-community homes, replaced by a licensed team about 15 minutes away in Winter Garden.

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

Replacing a roof
in Windermere.

Many Windermere homes are large, with many hips and long valleys, and many of them carry concrete or clay tile. When a tile roof starts leaking, the tiles are often fine and the underlayment beneath them has worn out. Fixing that means lifting the tile, and that is the moment to decide whether to reinstall it, replace it or change materials.

Where the home sits matters too. Inside the Town of Windermere, the reroof permit goes through the town; in Isleworth, Keene’s Pointe, Lake Butler Sound and the other unincorporated communities with Windermere addresses, it goes through Orange County. Most gated communities also review roof material and color before work starts.

Hi Low handles the whole job: inspection and measurements, material and color selection with samples in hand, the HOA submittal, the permit, tear-off to the deck, deck repairs, the new roof and the final inspection. Hi Low is a Florida certified roofing contractor (CCC1332547) and certified general contractor (CGC1529815).

Our work

Recent work
in Windermere.

A clay tile roof Hi Low completed on a Windermere home, photographed from the air: hips, ridges and valleys finished cleanly over the pool deck and the oaks.

Materials

Which roof fits
a Windermere home?

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

Concrete & clay tile

Keene’s Pointe, Isleworth, lakefront estates

The look many Windermere communities are built around. Tile lasts for decades; the underlayment under it doesn’t. A tile replacement is mostly an underlayment replacement, with new tile where the old pieces are broken or the profile is discontinued.

Standing-seam metal

Lake houses and modern rebuilds

Concealed fasteners, long panels and strong wind performance make metal a good fit on open water. It is light, sheds oak debris well and comes in a wide range of colors for HOA review.

Architectural shingle

Homes in town and newer subdivisions

The most affordable full replacement: wind-rated shingles over a full underlayment, with new flashing and ventilation. On wooded lots we give the valleys extra attention, because that is where leaves and moss collect.

Compare all four roof systems

Reroofing in Windermere

What’s different
about this job here.

Permits

Town or county

Inside town limits the Town of Windermere issues the reroof permit; homes in the unincorporated Windermere area are permitted by Orange County. We confirm which one applies before we schedule.

Gated communities

Access and review

We prepare the HOA submittal with product data and color samples, then schedule gate access, deliveries and work hours with the community.

On the water

Wind exposure

Homes on the Butler Chain face open water. New roofs are installed to the wind design for the site, with extra attention to ridges, hips and edge metal.

Oaks and moss

Debris

Heavy canopy drops leaves and twigs into valleys and behind tiles, where they hold moisture. We choose valley details that let debris wash out and protect landscaping during tear-off.

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 Windermere.

  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 Windermere

Not sure it’s time
for a new roof?

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

Roofing in Windermere

Roof replacement in Windermere

Before you
reroof.

What Windermere homeowners ask us most about replacing a roof.

Call 407-287-6171 7 questions answered
How long does a roof replacement take in Windermere?

Most shingle and metal replacements take a few working days once materials are on site; large tile roofs take longer. HOA review and permitting usually take more time than the installation, so we start those first.

Who issues the roof permit for my Windermere home?

The Town of Windermere for homes inside town limits, and Orange County for the unincorporated Windermere area, including several gated communities. Hi Low pulls the permit for your address.

Can my existing tiles be reused?

Sometimes. If the tiles are sound and replacements in the same profile are still available, they can be lifted, stored and reinstalled over new underlayment. If many are broken or the profile is discontinued, new tile is usually the better choice. We check during the inspection.

Can I switch from tile to metal?

Often, but check your HOA’s architectural guidelines first. We provide the product information and samples you need for the application.

Do you handle the HOA approval?

We prepare the submittal package your association asks for: product specifications, color samples and roof details. The approval itself comes from your HOA.

Will a new roof lower my insurance premium?

It can. After a reroof, a wind mitigation inspection documents features such as roof deck attachment and secondary water resistance, which Florida insurers use for premium credits. Results depend on your home and your insurer.

Is the inspection free?

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

Roof replacement · Windermere

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