Roof concerns in Winter Garden? Start with a free inspection. FLORIDA ROOFING LICENSE · CCC1332547
407-287-6171 Get a free estimate
Home with a new roof in Winter Garden, Florida

Winter Garden · Orange County

Roofing contractorin Winter Garden, FL.

Our home base. Roof repairs, replacements, storm restoration and solar for Winter Garden, from historic Plant Street to the newest Horizon West neighborhoods.

Get my free inspection407-287-6171
  • Licensed & insured
  • Free roof inspections
  • Financing available
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Your local roofer

Winter Garden is
where we work from.

Hi Low’s headquarters is at 13330 W Colonial Drive in Winter Garden, so for most homes in town our estimators are minutes away. We work on everything from the older homes around Downtown and the Winter Garden Historic Residential District to the large communities south of SR 50 and the newer villages of Horizon West.

Winter Garden grew up around citrus, the railroad and Plant Street. Lake Apopka forms the city’s northern edge, the West Orange Trail runs through downtown, and SR 429 and SR 50 tie the city to the rest of the region. That mix means very different roofs within a few miles: early-1900s houses near downtown, 1990s and 2000s subdivisions, and homes in Horizon West built in the last few years.

Hi Low is a Florida certified roofing contractor (CCC1332547) and certified general contractor (CGC1529815). We pull permits through the City of Winter Garden or Orange County, depending on the address, and install shingle, tile, metal and flat roofs, plus solar panels and batteries.

Services in Winter Garden

One team for every
roofing need.

Neighborhoods we work in

Roofing across
Winter Garden.

Some of the Winter Garden neighborhoods where our crews inspect, repair and replace roofs, and what we usually find on the homes there.

  • Downtown & Plant Street

    Historic storefronts, older homes and new townhomes around the Downtown Historic District.

  • Winter Garden Historic Residential District

    Early-20th-century houses with steep roofs, porches and detached garages.

  • Tildenville

    A small, historic area near Lake Apopka with older homes beside new builds.

  • Oakland Park

    A newer neighborhood south of downtown, close to the West Orange Trail.

  • Stoneybrook West

    A gated golf community on the southeast side of the city.

  • Johns Lake Pointe & Stonecrest

    Large communities south of SR 50 from the 2000s.

  • Westfield & Wintermere Pointe

    Established subdivisions with HOAs and a mix of shingle and tile roofs.

  • Horizon West (Summerlake, Hamlin, Independence)

    Master-planned villages to the south, mostly built in the last 15 years.

Map of the 22 Greater Orlando communities Hi Low Roofing & Solar serves, with our Winter Garden headquarters SEMINOLE COUNTY ORANGE COUNTY LAKE COUNTY OSCEOLA COUNTY POLK COUNTY VOLUSIA COUNTY Lake Apopka Lake Toho East Lake Toho Lake Jesup Lake Monroe Lake Conway 4 4 429 417 TPK To Tampa Bay 0510 mi N Orlando Ocoee Windermere Apopka Winter Park Maitland Horizon West Dr. Phillips Lake Nona Altamonte Springs Longwood Casselberry Winter Springs Oviedo Lake Mary Sanford Kissimmee St. Cloud Clermont Davenport Deltona Winter Garden · HQ
Our office (Winter Garden)Cities we serveCounties we serveInterstates & toll roads

Around Winter Garden

Local knowledge,
roof by roof.

Most Winter Garden addresses are within 15 minutes of our office on W Colonial Drive. Horizon West is a short drive down SR 429, Avalon Road or Winter Garden-Vineland Road.

Lake Apopka

Lake Apopka forms Winter Garden’s northern border. Homes near the open water get more wind than homes tucked into wooded streets, so we pay close attention to edge metal, ridge caps and fastening on lakeside roofs.

Plant Street and the historic districts

The Winter Garden Downtown Historic District and the Historic Residential District hold some of the oldest homes in west Orange County. Older roofs here can hide multiple shingle layers and original board decking that needs attention during a tear-off.

Horizon West growth

Thousands of homes in Summerlake, Hamlin and the other Horizon West villages share builder-grade shingles of the same age. When the first roofs on a street start failing, the rest usually follow, and most of these communities require HOA approval for a new roof.

ZIP codes we serve in Winter Garden: 34787, 34777, 34778

Homes & roofs

Every Winter Garden roof
has a story.

Historic homes near downtown

Historic Residential District, Tildenville

Steep pitches, porches and additions mean many roof planes and transitions. We replace damaged board decking during tear-off and flash every porch tie-in properly.

1990s–2000s subdivisions

Stoneybrook West, Johns Lake Pointe, Westfield

Many original shingle roofs here are at or past the end of their service life. We check for brittle shingles, failed pipe boots and inadequate attic ventilation.

Newer Horizon West homes

Summerlake, Hamlin, Independence

Newer roofs mainly need storm inspections and warranty-minded repairs. When it is time to replace, HOA material and color rules come first.

Roofing in Winter Garden

What’s different
about roofs here.

Storm season

Hurricanes reach inland

Central Florida is inland, but hurricanes still get here. Ian in 2022 and Milton in 2024 both brought damaging wind and flooding rain to the area. Have your roof checked before June 1 and again after any major storm, and keep your inspection photos for your insurer.

Permits

City or county, by address

Homes inside city limits are permitted through the City of Winter Garden. Many Winter Garden mailing addresses, including much of Horizon West, are in unincorporated Orange County. We pull the right permit either way.

HOAs

Approval before work

Most communities south of SR 50 and in Horizon West have architectural review for roof material and color. We provide the specs, color samples and documents your HOA asks for.

Solar

Duke Energy territory

Most Winter Garden homes are Duke Energy Florida customers, covered by Florida’s net metering rule. We design solar around your roof’s condition first, so panels don’t go on a roof that needs replacing soon.

Florida home with a new roof

Nearby

Also serving
your neighbors.

Hi Low works across Greater Orlando from our Winter Garden headquarters.

All service areas

Winter Garden roofing questions

Local questions.
Straight answers.

What Winter Garden homeowners and property managers ask us most.

Call 407-287-6171 8 questions answered
Is Hi Low based in Winter Garden?

Yes. Our headquarters is at 13330 W Colonial Drive, Suite 110, Winter Garden, FL 34787. Most Winter Garden homes are a short drive from our office.

Do you work in Horizon West?

Yes. We work throughout Horizon West, including Summerlake, Hamlin and Independence, as well as the communities south of SR 50. Many of these homes are in unincorporated Orange County, and we pull permits through the county when they are.

Can you repair the roof on an older home near Plant Street?

Yes. Older homes around downtown often have steep roofs, porches and more than one shingle layer. We inspect the deck during a tear-off and replace damaged boards, and we flash porch tie-ins instead of sealing them.

Do I need HOA approval for a new roof?

In most Winter Garden communities, yes. We provide product specifications and color samples for your HOA application before work is scheduled.

Is the inspection free?

Yes. Hi Low offers free roof inspections and written estimates in Winter Garden, with no obligation.

How fast can you respond after a storm?

Because our office is in Winter Garden, we can usually get to local homes quickly after a storm. We prioritize active leaks and can arrange emergency tarping. Call 407-287-6171.

Does living near Lake Apopka affect my roof?

Homes near large open water usually see more wind than sheltered homes. We check edge metal, ridges and fastening closely on lakeside roofs and install new roofs to the wind requirements for your site.

Do you install solar in Winter Garden?

Yes. We design and install solar panels and battery storage. Most Winter Garden homes are Duke Energy Florida customers, and we base estimates on Duke’s current terms.

Serving Winter Garden

Get a free roof
inspection in Winter Garden.

Tell us what you’re seeing. We’ll inspect the roof, show you photos and give you a written estimate, with no pressure to sign.

Book my free inspection

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