Metal roofing
Architectural shingles
Tile roofing
GAF
Owens Corning
Flat & low-slopeFree roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Roofers in Pine Hills, FL
Roofing in Pine Hills means working on concrete block ranch homes built between the 1950s and 1970s, most with low-slope or gable roofs originally sheathed in plywood and covered in three-tab asphalt shingles. Tropical storm winds, summer thunderstorms, and high humidity hit these roofs hard every year. We’re Crestview Roofing Co Orlando, and we give Pine Hills homeowners a written price before any work starts, photo proof after, and a live arrival time you can track. Call (448) 218-0800 and a real person answers.
Why Pine Hills Homes Are Different
Pine Hills’ flat, low-slung ranch homes were built to the hurricane codes of their era, but insurers now demand modern wind-mitigation upgrades that many of those original roofs simply don’t have. A lot of them were installed with lightweight shingles on shallow pitches that trap heat and moisture, which shortens shingle life and accelerates deck rot. We regularly find homes with multiple overlay layers, meaning a second or third shingle layer nailed over the first, which complicates tear-offs and adds dump fees. Original plywood sheathing from the 1960s is often spongy at the eaves after decades of Florida humidity.
You can also spot which Pine Hills streets were re-roofed after Hurricane Charley in 2004. When supplies ran short during the post-storm rush, roofers patched in whatever shingle colors arrived that week, so a walk down the block shows mismatched color lines near ridge vents. Those patch jobs are now 20 years old, fasteners are corroding, and the wind-rated fastening pattern insurance underwriters look for was never there. Pine Hills jobs are rarely a simple tear-off and replace. They’re usually a correction of what the last storm did to a roof that was already fighting the climate.
Styles & brands we work with






Our Main Pine Hills Services
Most Pine Hills homeowners call us for one of two things: a roof that started leaking after a storm or a roof insurance won’t renew without a wind-mitigation upgrade. Each service has its own page with local pricing and specifics.
Roof Repair in Pine Hills
Repairs in Pine Hills usually start with a leak near a penetration, a pipe boot, a vent, or flashing, which is the metal strip that seals joints around chimneys and skylights. Summer storms rip shingles off the shallow pitches common here, and algae grows fast in the humidity. We inspect the deck, replace the damaged material, and give you a written 365-day guarantee on every repair. See Roof Repair in Pine Hills for local pricing and what a typical same-week repair looks like.

Roof Replacement in Pine Hills
Replacement in Pine Hills often means stripping multiple layers of old three-tab shingles, checking the original plywood sheathing, and reinstalling with wind-rated fasteners and modern underlayment that satisfies current insurance requirements. Humidity-driven deck rot is common at the eaves, so we budget for replacement sheathing rather than surprise you with it. See Roof Replacement in Pine Hills for full tear-off costs, timelines, and brand options.

Roof Installation in Pine Hills
New roof installation in Pine Hills applies to additions, tear-down rebuilds, and the occasional home that never had a proper roof structure to begin with. We install from the deck up: underlayment, flashing, drip edge, and shingles from GAF, CertainTeed, or Owens Corning, with ventilation sized for Florida’s heat and humidity. See Roof Installation in Pine Hills for what new construction roofing costs here and how long it takes.

What happens when you call
- 1
A real person answersNo phone trees - you reach a local pro.
- 2
You get an upfront price rangeHonest numbers before anyone is dispatched.
- 3
A background-checked tech heads outLicensed & insured, dispatched right away.
- 4
You approve before work beginsNothing starts until you say go.
Brands We Service in Pine Hills
We install and repair with material from GAF, CertainTeed, Owens Corning, IKO, and Atlas. Common shingle colors and accessories are stocked locally, so we’re not waiting on a distributor to ship a bundle from out of state. See our brands for the full list and warranty details.
See the difference
Before
After
Before
After
Before
AfterPricing for Roofers in Pine Hills, FL
| Service | Typical range in Pine Hills |
|---|---|
| Standard shingle roof repair | $325 – $650 |
| Leak repair (minor, no deck damage) | $275 – $500 |
| Flashing repair or replacement | $350 – $800 |
| Pipe boot replacement | $200 – $425 |
| Full roof replacement (tear-off, architectural shingle) | $7,500 – $14,000 |
| Flat/low-slope roof replacement | $8,000 – $15,000 |
| New roof installation (new construction or addition) | $9,500 – $16,500 |
In Pine Hills, the big price movers are the number of overlay layers that must be stripped, the condition of the original plywood sheathing, and whether the roof can support modern wind-rated fastening without structural upgrades. We give you a written, line-item price before any work starts, and that number is the number on the invoice. No change orders, no “we found more damage” surprises.
Neighborhoods We Serve in Pine Hills
We cover all of Pine Hills, from the ranch streets south of Colonial Drive up to the newer sections near Silver Star Road. Response time for most Pine Hills estimates is within one business day.
- Pine Hills proper (Silver Star Road corridor)
- Rosemont
- Richmond Heights
- Rolling Hills
- Roosevelt Park
Service Area – Cities Near Pine Hills
We also serve homeowners just outside Pine Hills, including Orlando, FL, Apopka, FL, St. Cloud, FL, and Winter Springs, FL. Scheduling and dispatch are coordinated from our Miami office, and local crews handle the work on the ground here in Pine Hills.
Serving Pine Hills, FL - Our Local Coverage Area
We’re based in the Pine Hills area and know this community well. Use the map below to see our service coverage - if you’re nearby, we can almost certainly help.
FAQs About Roofers in Pine Hills
For a standard estimate, we usually arrive within one business day. A live person answers 24/7 at (448) 218-0800, so you’ll never leave a voicemail and wait for a callback. Call now to schedule a free estimate.
Yes. Orange County requires a permit for roof replacement, and it includes the wind-mitigation inspection that insurers look for. We pull the permit, schedule the inspection, and close it out. Call (448) 218-0800 for details on the process.
Many Pine Hills neighborhoods do have approved shingle color palettes, so we verify with the HOA before ordering material. It prevents a re-do at the end. Call (448) 218-0800 and we’ll check for you.
Have a roof issue in Pine Hills? Call Crestview Roofing Co Orlando at (448) 218-0800 for a free, written estimate. A live person answers, you’ll get a price before any work starts, and we back every repair with the 365-Day Done Right Promise.
What happens when you call
- 1A real person answersNo phone trees - talk to a local roofing pro.
- 2You get an upfront price rangeHonest numbers before anyone is dispatched. No surprises.
- 3We come out and measureLicensed & insured, at a time that suits you - the visit and the quote are both free.
- 4You get the price in writingLine-itemed, yours to keep, and nothing starts until you say go.
What Pine Hills Customers Say
"Roof replacement. Crew texted the schedule daily and I could ask questions by message. Done in two days."
- Sandra J."Easy communication all the way through. I never had to call the office, the texts answered every question."
- Denise A."They tracked the final invoice and warranty in one email. Neat."
- Ellen W.