Metal roof on a lakeside Central Florida home
★ 4.9 Google · 524 reviews · Serving Holly Hill

Holly Hill roofing, done right the first time.

Incorporated in 1901, reportedly so razorback hog owners would pen their livestock, Holly Hill is a Halifax River city of older mainland neighborhoods between Daytona and Ormond. Pinnacle Roofing Group replaces and repairs roofs here with the city's two roof inspections, the dry-in and the final, built into the plan.

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 from homeowners like you
524Google reviews
A+BBB Accredited, family-owned since 2020
Freeroof assessments with written options, no pressure
Local roof radar

What Holly Hill weather does to a roof.

As a coastal-zone city on the Halifax River, Holly Hill puts its roofs through salt air, summer afternoon storms and hurricane-season wind, so a Pinnacle assessment here photographs the eaves, ridge and flashing, where wind-driven rain finds a way in.

Salt air works on metal

Fasteners, flashing, drip edge and vents near the Atlantic corrode faster than they do inland. Ask what coastal-rated metals and finishes are going on your roof, and where.

Wind-driven rain

Onshore storms push water sideways, under laps and up under edges. The underlayment and edge details matter as much as the shingle you pick.

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 penned-up razorbacks to roof dry-ins: reroofing in Holly Hill

Hog owners who let their razorbacks roam are, by most accounts, the reason Holly Hill became a city in 1901: incorporation was meant to force that livestock behind fences. Today's Holly Hill, 12,958 people strong in the 2020 count, mixes Halifax River homes with older mainland neighborhoods squeezed between Daytona and Ormond, and the city keeps a Community Redevelopment Area of its own. Roofs here have seen a few storms, and a coastal address adds salt air and every hurricane season on top.

Flood history in this town is recorded down to the street. One New Castle Court house flooded in 2009 and again during Hurricane Ian in 2022. When Hurricane Milton arrived in October 2024, Holly Hill homes took on water, and most of the streets off Anniston Avenue ended up lined with ruined belongings. The 11th Street Canal, which feeds the Halifax River, is part of a regional Army Corps of Engineers flood drainage study. Flooding starts at ground level, yet hurricanes also push rain sideways, so an owner whose house took water should have the roof looked at as well: lifted shingles, split pipe boots, loose flashing at walls and chimneys, and stains in the attic.

Two roof visits sit on Holly Hill's inspection sequence for a single-family home: a dry-in and, separately, a roof final. Dry-in comes while underlayment and flashing are exposed and the house is sealed against rain; the final follows once shingles or panels are on. Paperwork travels by email to the Building Division's permit desk, with backup documentation and any digital plans attached. For its own reroofs, Pinnacle fills out that application, emails it in and books both inspections, so the homeowner never has to chase the city.

Whichever finish a Holly Hill owner chooses from what Pinnacle installs, TAMKO architectural shingles, standing seam metal or stone-coated steel, the dry-in has to pass before it goes down and the roof final has to pass after. Plenty of storm-worn roofs in town never need that full sequence, though. When the assessment photos show sound decking and trouble confined to one leak or one slope, the written scope Pinnacle hands over is for a repair, not a new roof.

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

More regional roofing guides

These service guides provide additional planning information. Your roof's size, condition, material and written scope determine its price, not the price of a neighboring city's project.

How it works

From first call to final walkthrough in Holly Hill.

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.

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 Holly Hill 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

Follow the water. Understand the repair.

A stain tells you where water became visible. It does not, by itself, identify where water entered the roof. A useful repair assessment traces the likely entry point, looks at surrounding materials, and explains whether a localized repair can address the cause.

From Pinnacle’s project gallery · Select to enlarge

Read the supporting guidance: IBHS: roof flashing · IBHS: roof weathering and maintenance

01A leak near a wall or chimney

The transition between roofing and a vertical surface needs its own water-shedding details. Ask the roofer to show the flashing condition and explain how the repair will connect to the surrounding roof. A bead of sealant and a rebuilt flashing detail are different scopes of work.

02A stain that returns after a patch

Bring the earlier invoice and photos. They help distinguish a repeated problem in the same area from a new leak nearby. Ask what the next repair changes and which parts of the previous work can remain. Make the limits of a localized repair clear before authorizing it.

03Visible damage in one area

A missing shingle, damaged vent or cracked tile deserves inspection of the surrounding assembly. The relevant question is whether adjacent materials can accept a durable repair. Color matching, access and discontinued products can affect the finished result even when the repair area is small.

Questions we get from Holly Hill

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 Holly Hill need a permit?

Yes. Holly Hill runs its own Building Division, and its permit desk accepts roofing applications by email along with backup documentation and any digital plans. For a single-family home, the city's inspection sequence then calls for a roof dry-in and a separate roof final. On a Pinnacle reroof, the application and both inspection appointments are handled by Pinnacle, not the homeowner.

When does the roof dry-in inspection happen on a Holly Hill reroof?

Midway through the job. Holly Hill lists the dry-in apart from the roof final, and it takes place once underlayment and flashing are installed and the house is sealed against rain, while that work can still be seen. Shingles or metal panels go on only after it passes, and the roof final closes out the permit. Pinnacle books the dry-in visit before any finish material is laid.

My Holly Hill house flooded during Hurricane Milton. Should the roof be checked too?

It is worth doing. Milton flooded Holly Hill homes in October 2024, and flooding is a ground-level problem, but hurricanes also bring wind-driven rain that can lift shingles, crack pipe boots or loosen flashing. Those problems often show first as an attic stain. A Pinnacle assessment photographs the roof and attic and puts what it finds in a written scope.

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

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