Pinnacle Roofing Group crew in front of the wrapped trucks
★ 4.9 Google · 524 reviews · Serving Orange County

Orange County roofing, done right the first time.

Pinnacle’s Orange County project examples span Orlando, Winter Park, Apopka and Ocoee. Where a parcel sits, inside a city or on unincorporated land, determines which office handles the permit; a mailing address alone does not settle it.

FL License CCC1332542BBB Accredited, A+TAMKO Diamond contractorFamily-owned since 2020
4.9 star Google customer rating4.9 on Google524 homeowner reviewsBBB Accredited Business, A+ ratingBBB AccreditedA+ rating · accredited since 2021FL licensed contractorCCC1332542 · verify anytimeTAMKO Diamond contractorTAMKO DiamondContractorRoofing Strong Alliance by TAMKORoofing Strong AllianceTAMKO contractor programLocally owned and operated, DeBary, Florida, since 2020Locally ownedDeBary, Florida · since 2020Free roof assessmentsWritten options, no pressure
4.9Google rating · 524 homeowner reviews
A+BBB Accredited Business
9Orange County communities with their own page
Freeroof assessments with written options, no pressure
Orange County communities

Pick your city. See how close we are.

Each community has its own page with the local roof radar, drive distance from DeBary and the questions we hear most from that neighborhood.

Local roof radar

What Orange County weather does to a roof.

Inland Orange County is out of reach of coastal salt, so its roofs answer to sun, afternoon thunderstorms and hurricane season; during Hurricane Ian in September 2022 the county held its lakes and rivers under advisory and closed public boat ramps for high water.

Afternoon thunderstorms, almost daily

Summer storms bring gusty wind, heavy rain and the occasional hail. Valleys, flashing and pipe boots take the beating first.

Heat and UV aging

Florida sun bakes a roof twelve months a year. Granule loss and curling show up early on south and west facing slopes.

Hurricane season, June 1 to November 30

A documented roof condition before the season starts is the best conversation you can have with your insurer. It is also the cheapest.

From Mosquito County to Lake Nona: who permits an Orange County roof, and where Pinnacle has worked

Carved from St. Johns County on December 29, 1824, and called Mosquito County until 1845, this county took its present name from the orange groves that once covered it. Orlando is the county seat, and the 2020 census found 1,429,908 residents countywide. The housing spans College Park bungalows to new construction in Lake Nona, a master-planned community that also holds the 650-acre Lake Nona Medical City, a health and life sciences park.

Who issues a roof permit here depends on where the parcel sits. Unincorporated land, the Dr. Phillips community among it, belongs to the Orange County Division of Building Safety, which wants a Re-Roof Dry-in Inspection Affidavit filed with a re-roof. Inside Orlando city limits the application goes to the city's Permitting Services Division, which names reroofing among the projects requiring a building permit. Winter Park runs its own Building & Permitting Services Department at 401 S. Park Avenue and books inspections in a self-service portal, and Winter Garden discontinued contractor walk-in permit service on January 1, 2026 and directs online applications to its permit portal. Maitland, Windermere, Ocoee, Apopka and Belle Isle are checked parcel by parcel before anything is filed, and our office then completes that office's application and books each inspection.

For an Orlando property, historic review is a parcel-specific question. The city distinguishes its local historic districts and landmarks from National Register designations; a neighborhood name or National Register listing alone does not establish the local permit requirements. Lake Eola Heights is one of the local districts shown on the city’s map list. Use the city GIS record to check the actual address and ask Historic Preservation staff which review applies to the proposed roof work before settling on a material or color.

The archived Orange County list includes Orlando, Winter Park, Apopka, Ocoee, Winter Garden and Windermere projects. It is a selected set of records, not a complete count or a ranking of where Pinnacle works most. Current published examples below include an Orlando roof replacement from September 2026, along with Winter Park, Apopka and Ocoee pages. Compare the photos and scope descriptions rather than assuming that two roofs in one county share a material, condition or price.

Water is never far off in this part of the state. In Dr. Phillips, 1.31 of the 4.72 square miles is water, and the community counted 12,328 residents in 2020. When Hurricane Ian came through in September 2022, Orange County put its lakes and rivers under an advisory and shut public boat ramps because the water was high. Being inland spares these roofs the salt air of the coast, but sun, afternoon thunderstorms and hurricane season still wear on shingles, flashing and sealant, and lots shaded by big trees can grow algae. A free assessment here ends with photographs and a written scope, whether the house is a College Park bungalow or a Lake Nona build.

Check the current permit guidance. Confirm the property jurisdiction and requirements for the actual scope before work begins.

Roofing guides in Orange County

Compare the current service guides below. A guide for another property is not a quote for yours; the written scope determines your project price.

Local roofing information in Orange County

Explore the communities represented in the archived project list. The list is not a complete count of Pinnacle's work.

Published project examples in Orange County

Photographed projects from Pinnacle's current gallery.

How it works

From first call to final walkthrough in Orange County.

Most homeowners have never bought a roof before. We keep it simple and keep you informed at every step. See the full process ↗

1

Tell us what is happening

Call, or send the request. Someone from the DeBary office follows up to book a time that works for you.

2

We look, photograph, explain

An inspector walks your roof and shows you what is actually there. No pressure, no scare tactics.

3

You get written options

Repair, replace, or wait. Each option in writing with the scope and price so you can compare.

4

We build, clean up, walk through

Netting over landscaping, our own dump trailers, a cleanup that includes the yard and driveway, then a final walkthrough with you.

Project spotlights

Recent projects in Orange County.

Finished Pinnacle jobs near you, with photos from the job file and a plain account of what we did. City and month only, to protect our customers' privacy. See all our work.

Real jobs

Recent Pinnacle roofs across Central Florida.

Shingle, tile and metal from our own project gallery. Select a photo to enlarge it, or browse the full gallery.

4.9
524 Google reviews
Google rating

Homeowners in Orange County and across Central Florida rate Pinnacle 4.9 out of 5.

Read them before you call. Ask us anything you read there, and we will answer it straight.

Justin Coltharp, founder and owner of Pinnacle Roofing Group
Choosing a roofer is a big decision. My goal is to make it easier to understand what is happening on your roof, what your options are, and why we are recommending a particular approach.
Justin Coltharp Founder and owner, Pinnacle Roofing Group · DeBary, FL Meet Justin →
The details behind the decision

What changes when the roof comes off?

Replacement is an opportunity to evaluate the complete assembly. The proposal should distinguish the visible roof covering from the underlayment, deck work, flashing, ventilation and cleanup. Those details explain what you are buying more clearly than the shingle brand alone.

Pinnacle Roofing Group · Select to enlarge

Read the supporting guidance: TAMKO application instructions and warranty documents

01Before materials arrive

Agree on the selected product and color, delivery access, parking, pets and protected areas. Move items that could obstruct the work. Confirm who communicates changes and who can approve additional work if removal reveals an unexpected condition.

02When the existing roof is removed

The condition beneath the covering becomes easier to evaluate. Ask how any damaged decking will be photographed and priced, and what approval is required before the scope changes. Keep an agreed unit price or written change process alongside the base proposal.

03Before the project is closed

Review the completed work, remaining questions, cleanup and final documents together. Keep the material names, paid invoice, permit-closeout information where applicable, warranty documents and registration confirmation in one roof folder. Future owners or service contractors may need them.

Questions we get from Orange County

Asked every week. Answered straight.

If yours is not here, call (386) 631-5566. A real person at the DeBary office picks up.

Will a roof replacement in Orange County need a permit?

Yes, and the parcel decides which office issues it. Unincorporated land, Dr. Phillips included, is permitted by the Orange County Division of Building Safety, which asks for a Re-Roof Dry-in Inspection Affidavit on a re-roof. Orlando requires a building permit for reroofing through its Permitting Services Division, Winter Park's Building & Permitting Services Department works from 401 S. Park Avenue, and Winter Garden has a building department of its own. Pinnacle files the application with whichever office holds the address and schedules the inspections.

How do I check whether an Orlando roof needs historic review?

Check the property in the City of Orlando GIS and confirm the proposed scope with Historic Preservation staff. The city’s maps distinguish local districts and landmarks from National Register districts. Do not infer local review requirements from the neighborhood name alone; ask which approval applies before selecting materials or scheduling work.

What did Hurricane Ian do around Orange County's lakes?

In September 2022 the county kept an advisory on its lakes and rivers and closed public boat ramps because the water ran high. Hurricane season reaches inland counties too, and its wind and rain test shingles, flashing and gutters even where no salt air does. A free assessment after a storm records what held, with photographs and a written scope.

Where can I review Pinnacle projects in Orange County?

Published examples below include Orlando, Winter Park, Apopka and Ocoee. Archived records include additional communities. These are individual project examples, not a complete job count or a claim about which city has the most work.

Free assessment, financing, repair or replace?

The answers are the same in every city, so they live in one place: the free assessment, the monthly payment planner and the repair-or-replace guide.

Keep your next step simple

Prepare for a roofing visit in Orange County

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Check what you have prepared. Download the list to bring to your roofing conversation.

Roof questions in Orange County?(386) 631-5566Free assessment

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