Home with a new roof in Maitland, Florida

Maitland · Orange County

Roofing contractorin Maitland, FL.

Roof repairs, replacements and solar for Maitland’s lakefront streets and established neighborhoods between Winter Park and Altamonte Springs.

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

Maitland roofing,
lake by lake.

Maitland is one of the oldest communities in the area: it grew around a fort built on Lake Maitland in 1838 and was incorporated as a town in 1885. Today the city counts 21 lakes, from Lake Maitland and Lake Minnehaha to Lake Lily and Lake Sybelia, and it is home to the Maitland Art Center, a National Historic Landmark, and the Enzian Theater.

Homes here run from older houses in the Lake Lily-Lake Catherine area to mid-century ranches and large lakefront properties, with the Maitland Center office park and the SunRail station on US 17-92 adding commercial roofs to the mix.

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

Neighborhoods we work in

Roofing across
Maitland.

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

  • Lake Lily-Lake Catherine area

    Part of Maitland’s historic corridor, with older homes near the art festival grounds.

  • Lake Maitland shoreline

    Larger lakefront homes on the city’s biggest lake.

  • Lake Minnehaha & Dommerich area

    Established streets on the east side of the city.

  • Lake Sybelia area

    Homes on the west side near the Maitland Art Center.

  • Mid-century neighborhoods

    Ranch homes on quiet streets between the lakes.

  • Maitland Center

    An office park of about 226 acres along I-4 with many low-slope commercial roofs.

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 Maitland

Local knowledge,
roof by roof.

Maitland is about 30 minutes from our office via SR 408 and I-4, or SR 414 (Maitland Boulevard) from SR 429.

Twenty-one lakes

Lakes shape Maitland. Lakefront homes see more wind and sun than inland streets, so we pay attention to edge metal, ridges and fastening, and to the extra moisture that comes with water views.

Maitland Art Center and Lake Lily

The Maitland Art Center, a National Historic Landmark, and Lake Lily, home of the Maitland Art Festival, sit in the city’s historic corridor. Older homes nearby often have complex roofs and old decking.

Maitland Center and US 17-92

Offices in Maitland Center and businesses along US 17-92 rely on flat and low-slope roofs. We schedule commercial work around business hours.

ZIP codes we serve in Maitland: 32751

Homes & roofs

Every Maitland roof
has a story.

Older homes in the historic corridor

Lake Lily and Lake Catherine

Many older homes have additions and porches roofed at different times. We tie them together with proper flashing and replace damaged decking during tear-off.

Mid-century ranches

Neighborhoods between the lakes

Low pitches and flat sections need good drainage and ventilation to last.

Lakefront homes

Lake Maitland, Lake Minnehaha, Lake Sybelia

Exposure to wind and sun is higher. We focus on fastening, ridge details and durable materials.

Roofing in Maitland

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 of Maitland

Homes inside city limits are permitted through the City of Maitland; a few Maitland mailing addresses are in unincorporated Orange County. We pull the right permit either way.

Lakes and moisture

More humidity, more maintenance

Lakefront homes deal with extra moisture and wind. Good ventilation and sound flashing keep decking dry.

Solar

Duke Energy territory

Most Maitland homes are Duke Energy Florida customers under net metering. Shade from oaks around the lakes is the main design factor.

Shingle roof replaced by Hi Low on a home in Maitland

Nearby

Also serving
your neighbors.

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

All service areas

Maitland roofing questions

Local questions.
Straight answers.

What Maitland homeowners and property managers ask us most.

Call 407-287-6171 8 questions answered
Do you serve all of Maitland?

Yes, including the Lake Lily and Lake Catherine area, the Lake Maitland and Lake Minnehaha shorelines, the Lake Sybelia area and Maitland Center.

Who issues roof permits in Maitland?

The City of Maitland for addresses inside city limits and Orange County for unincorporated addresses. Hi Low handles the permit.

Does living on a lake change how my roof should be installed?

Lakefront homes usually see more wind. We install to the wind requirements for your site and pay close attention to edges, ridges and fastening.

Do you work on commercial roofs in Maitland Center?

Yes. We repair and replace low-slope commercial roofs on offices and retail buildings.

Is the inspection free?

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

Can you repair an older home’s roof without replacing it?

Often, yes. We repair what can be repaired and explain clearly when replacement makes more sense.

Do you install solar in Maitland?

Yes. Most Maitland homes are Duke Energy Florida customers, and we design around tree shade.

Do you offer financing?

Yes. Financing options are available for roofing and solar. Ask our team about current programs.

Serving Maitland

Get a free roof
inspection in Maitland.

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