Florida home with a new light gray concrete tile roof

Kissimmee · Osceola County

Roofing contractorin Kissimmee, FL.

Roof repairs, replacements, storm restoration and solar for Kissimmee homes, vacation rentals and businesses, from our team in Winter Garden.

  • Licensed & insured
  • Free roof inspections
  • Financing available
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Your local roofer

Kissimmee roofing,
for homes and rentals.

Kissimmee sits on the north shore of Lake Tohopekaliga, with a historic downtown along Broadway and neighborhoods that run from older lakeside streets to the vacation-home communities along US 192. We repair and replace roofs across the city and the surrounding parts of Osceola County.

A lot of Kissimmee homes are owned from a distance, as vacation rentals or second homes. For those owners we document every inspection with photos, coordinate access with property managers and schedule work between bookings.

Hi Low is a Florida certified roofing contractor (CCC1332547) and certified general contractor (CGC1529815). We pull permits through the City of Kissimmee or Osceola County and install shingle, tile, metal and flat roofing, plus solar and battery storage.

Neighborhoods we work in

Roofing across
Kissimmee.

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

  • Downtown & the lakefront

    Older homes near Broadway and Lakefront Park on Lake Toho.

  • Buenaventura Lakes

    A large unincorporated community from the 1980s and 1990s, many original shingle roofs.

  • Remington

    A golf community east of downtown with HOA standards.

  • Bellalago

    A lakeside community on the south shore of Lake Toho.

  • US 192 vacation-home communities

    Short-term rental homes, many with tile roofs, west toward the Disney area.

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 Kissimmee

Local knowledge,
roof by roof.

Kissimmee is about 35 minutes from our office via SR 429 south and US 192.

Lake Toho exposure

Homes near Lake Tohopekaliga and East Lake Toho see wind off open water. Edges, ridges and fastening are where storm damage usually starts.

Vacation rentals

For rental owners, a roof problem is also a booking problem. We send photo reports, work with your property manager and schedule repairs to avoid guest stays when we can.

Two utilities

Much of Kissimmee is served by the Kissimmee Utility Authority (KUA), a municipal utility with its own solar rules; other parts of Osceola County are served by Duke Energy Florida.

ZIP codes we serve in Kissimmee: 34741, 34743, 34744, 34746, 34747

Homes & roofs

Every Kissimmee roof
has a story.

Older lakeside homes

Downtown, Lake Toho

Older roofs with additions and low-slope sections. We focus on flashing, drainage and decking during tear-off.

1980s–2000s subdivisions

Buenaventura Lakes and established neighborhoods

Original shingle roofs well past their life. Replacement with proper ventilation and new underlayment.

Rental and resort-area homes

US 192 communities

Tile roofs that see little attention. Underlayment checks and leak repairs before they reach the ceilings.

Roofing in Kissimmee

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

Addresses inside city limits are permitted through the City of Kissimmee; unincorporated Osceola County addresses, including Buenaventura Lakes, go through the county.

Rental owners

Photo reports

If you don’t live in the home, you still see everything: we photograph the roof, the attic and every repair, and share them with you and your manager.

Solar

KUA or Duke

KUA customers and Duke Energy Florida customers have different rules for exported energy. We base estimates on your utility’s current terms.

New architectural shingle roof on a Central Florida home

Nearby

Also serving
your neighbors.

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

All service areas

Kissimmee roofing questions

Local questions.
Straight answers.

What Kissimmee homeowners and property managers ask us most.

Call 407-287-6171 6 questions answered
Do you work in Kissimmee?

Yes. We serve Kissimmee and the surrounding parts of Osceola County, including Buenaventura Lakes and the vacation-home communities along US 192.

I own a vacation rental. Can you work with my property manager?

Yes. We coordinate access with your manager, share photo reports of the roof and every repair, and schedule around bookings when we can.

Who issues roof permits in Kissimmee?

The City of Kissimmee inside city limits and Osceola County for unincorporated addresses.

Is the inspection free?

Yes. Inspections and written estimates are free, with no obligation.

Do you repair tile roofs?

Yes. We replace cracked tiles, reset ridges and replace failed underlayment, which is the most common cause of leaks on older tile roofs.

Do you install solar in Kissimmee?

Yes. KUA and Duke Energy Florida have different rules for exported energy, and we price solar on your utility’s current terms.

Serving Kissimmee

Get a free roof
inspection in Kissimmee.

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