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

Longwood · Seminole County

Roofing contractorin Longwood, FL.

Roof repairs, replacements and solar for Longwood, from the historic district on Church Avenue to wooded lots off SR 434 and CR 427.

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

Longwood roofing,
history and all.

Longwood was established in 1878 and grew steadily through the 20th century as the region expanded. Its downtown historic district, listed on the National Register in 1990, covers 19 acres and 37 historic buildings, including the Bradlee-McIntyre House and the Longwood Hotel, bounded by West Pine Avenue, Milwee Street, Palmetto Avenue and CR 427.

Beyond downtown, Longwood is a city of established neighborhoods and wooded lots, with SR 434 running through the middle and I-4 on its western edge. Big Tree Park, home of the famous old cypress trees, is here too.

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

Services in Longwood

One team for every
roofing need.

Neighborhoods we work in

Roofing across
Longwood.

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

  • Longwood Historic District

    Older homes and buildings near Church Avenue and CR 427.

  • Neighborhoods off SR 434

    Established single-family streets close to shopping and I-4.

  • Wooded lots toward Wekiva

    Larger lots with heavy tree cover in the 32779 area.

  • Near Big Tree Park

    Quiet neighborhoods on the north side.

  • Lakeside streets

    Homes around the area’s smaller lakes.

  • Commercial Longwood

    Offices and shops along SR 434 and US 17-92.

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 Longwood

Local knowledge,
roof by roof.

Longwood is about 35 minutes from our office via SR 414 and SR 434, or SR 429 and SR 414 to I-4.

The historic district

Longwood’s historic district holds 37 historic buildings, many with steep roofs and wood decking. If your home is in or next to the district, ask the city whether your project needs design review before choosing a new material.

Trees everywhere

Big Tree Park is the famous example, but mature oaks and pines shade most Longwood streets. Debris in valleys and gutters is the most common cause of the leaks we find here.

Close to I-4

Offices and retail along SR 434 near I-4 rely on low-slope roofs. We handle commercial repairs and replacements with minimal disruption.

ZIP codes we serve in Longwood: 32750, 32779

Homes & roofs

Every Longwood roof
has a story.

Historic homes

Downtown historic district

Steep pitches, wood decking and old flashing. We document the roof, replace damaged boards and match details where it matters.

Established ranch homes

Neighborhoods off SR 434

Many have had one or two roofs already. We check decking, ventilation and pipe boots during a reroof.

Homes on wooded lots

Toward Wekiva and the north side

Shade keeps roofs damp. Moss, algae and soft decking are common; we address the cause, not just the stain.

Roofing in Longwood

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 Longwood; unincorporated addresses go through Seminole County. We handle either.

Historic district

Check before you choose

If your home is in the historic district, confirm with the city whether design standards apply to your roof. We provide product samples and details.

Solar

Two possible utilities

Longwood homes may be served by Duke Energy Florida or FPL. Tree shade is the biggest factor in whether solar makes sense here.

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

Longwood roofing questions

Local questions.
Straight answers.

What Longwood homeowners and property managers ask us most.

Call 407-287-6171 7 questions answered
Do you work on homes in the Longwood Historic District?

Yes. We repair and replace roofs on older homes in and around the district and help you check whether design review applies.

Who issues roof permits in Longwood?

The City of Longwood for addresses inside city limits and Seminole County for unincorporated addresses.

My lot has a lot of trees. What should I watch for?

Debris in valleys and gutters, moss on shaded slopes and branches touching the roof. Regular cleaning and trimming extend roof life.

Is the inspection free?

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

Do you repair commercial roofs in Longwood?

Yes. We repair and replace low-slope roofs on offices and retail buildings along SR 434 and US 17-92.

Can solar work in Longwood?

It depends mostly on shade. We map it before recommending a system and use your utility’s current terms.

Do you offer financing?

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

Serving Longwood

Get a free roof
inspection in Longwood.

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