Free in-home measure and quote — PGT, CGI and CWS impact lines compared on your actual openings, style by style
Fast, Reliable Roof Repair Across Hollywood
Hollywood Shingle, Tile & Metal Roofing comes down to one thing: getting a crew that understands how this city’s salt air, hurricane codes, and older concrete block homes combine to punish a roof. Most roof repairs here run $450–$1,200 for targeted fixes like flashing, tile replacement, or leak sealing, while bigger structural work climbs from there. Our crews live in and around Hollywood, which means we’re not learning your neighborhood’s quirks on your dime. Call (844) 901-4551 and a real person answers, day or night.
Ed Winslow’s name is on the door, and on every job we do. That’s not marketing copy. That’s how we’ve operated since 2011, and why homeowners from the 33020 corridor to the beachfront towers on A1A keep our number saved. When a Hollywood roof fails, it fails fast, and you need someone who knows the difference between a 1958 CBS bungalow near Young Circle and a 1990s tract home west of I-75. We know both.
Why Winslow Windows & Doors Is Hollywood’s Preferred Roof Repair Company
Roof repair in Hollywood carries a specific set of risks that a generic contractor from outside the area won’t see coming. The same salt-laden air that corrodes window frames within five to ten years also eats through flashing, fasteners, and underlayment at the roof-wall junction on any home east of US-1. We’ve been called out to enough barrier island properties in 33019 to know exactly where those failures start and how to stop them before the next storm season.
Our reputation in Hollywood isn’t built on a single crew. It’s built on the hundreds of roofs we’ve repaired across 33024, 33025, 33026, and 33027, where homeowners talk. They mention the background-checked, uniformed technicians who show up on time. They mention the written line-item quotes that don’t balloon once work starts. They mention that when they call at 2 a.m. with a leak spreading across the ceiling, someone picks up. That’s the Winslow standard.
Every job carries the Done Right Promise. If it’s not done right, we make it right. No fine print, no arbitration clause, no runaround. Ed Winslow has published his address and license number for everyone to see, because accountability shouldn’t require a court order. Our Hollywood customers get the same promise as everyone else: upfront pricing, no surprises on the invoice, and work that holds up to a South Florida summer.
Our Roof Repair Services in Hollywood
Leak Detection and Repair
Most Hollywood homeowners call us when a water stain appears on the ceiling after a heavy afternoon storm. We start at the source, not the stain. On the barrier island and blocks east of US-1, that often means corroded flashing where the roof meets a wall or chimney. In the western ZIPs like 33027, it’s more likely failed pipe boots or worn shingle seals. A typical leak repair in Hollywood runs $350–$750, depending on how far the water traveled before you spotted it.

Tile Roof Repair
Hollywood’s older neighborhoods are full of Spanish tile roofs that look beautiful and crack under foot traffic or impact. Cracked tiles let water into the underlayment, and in Hollywood’s humidity, that underlayment rots fast. We replace broken tiles, re-bed ridge caps, and reseal valleys. Tile repairs here usually land between $500 and $1,400, and we always check the underlayment before we tell you the tile is the only problem.

Shingle Roof Repair
The 1990s and 2000s master-planned communities in 33026 and 33027 are mostly shingle roofs now hitting the end of their 20-25 year lifespan. Wind-driven rain finds the lifted corners, the nail pops, the brittle flashing. We match shingle color and profile, replace damaged sections, and tell you honestly whether a repair extends the roof’s life or just buys you a season. Expect $400–$900 for a typical shingle repair in Hollywood.

Flashing and Roof-Wall Junction Repair
This is the repair most roofers miss, and the one Hollywood’s climate punishes hardest. Where your roof meets a wall, chimney, skylight, or HVAC curb, the flashing takes direct hits from salt air and driving rain. On ocean-side homes, that flashing corrodes in under a decade. We replace it with marine-grade materials and stainless fasteners, because anything less fails again. Flashing repairs in Hollywood run $500–$1,500 depending on linear footage and access.

What happens when you call
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A real person answersNo phone trees — you reach a local pro.
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You get an upfront price rangeHonest numbers before anyone is dispatched.
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A background-checked tech heads outLicensed & insured, dispatched right away.
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You approve before work beginsNothing starts until you say go.
Trusted Brands We Service in Hollywood
We service and install roofing systems from brands engineered for Florida’s wind zones, including PGT, CGI, and ViewLux. When a Hollywood roof repair calls for new roof-adjacent windows, skylights, or flashing systems, we’re an authorized installer for our Impact Windows in Hollywood and the same brands we recommend. That means the warranty is real, the parts are available locally, and we can turn around a repair without waiting on a supply chain that doesn’t understand hurricane season. For Hollywood homeowners, that’s the difference between a one-week repair and a one-month headache.
Common Roof Repair Problems We See in Hollywood Homes
- Salt-corroded flashing on ocean-side homes. The barrier island and blocks east of US-1 get persistent salt spray that eats standard flashing in five to ten years. We replace it with stainless and marine-grade materials that actually hold up.
- Failed waterproofing at the roof-wall junction. On Hollywood’s older CBS homes, the original waterproofing has simply given out after 50 or 60 years. Water follows the masonry seam down and into the ceiling below.
- Jalousie-era roof penetrations. Those 1950s and 1960s concrete block homes in 33020 and 33021 were built with original window and roof systems that predate today’s code. When a roof repair exposes the original rough openings, we often find compromised framing that needs reframing before any new membrane or flashing goes in.
- Wind-lifted shingles and tiles after storms. Hollywood sits in the High Velocity Hurricane Zone, and even a strong summer squall can lift edges, expose nail heads, and start the slow leak that shows up months later. We check every repair for wind-uplift damage, not just the obvious tear.
Pricing for Roof Repair in Hollywood, FL
Roof repair in Hollywood starts around $350 for minor flashing or shingle fixes and runs up to $2,500+ for structural work, ridge cap replacement, or reframing around compromised openings. Leak repair typically lands at $350–$750. Tile repairs run $500–$1,400. Full flashing replacement at the roof-wall junction runs $500–$1,500. What moves the number is access (steep tile roofs cost more to work on than low-slope shingles), how far the damage has spread, and whether the repair triggers code upgrades on an older home. Call (844) 901-4551 for a free in-home measure and a written line-item quote. No trip charge inside our home county, and you keep the quote whether or not you hire us.
We Also Serve Cities Near Hollywood
While this page covers Roof Repair in Hollywood, our crews regularly handle jobs in Andover, Miramar, West Park, and West Hollywood. If you’re in one of those communities, call (844) 901-4551 and we’ll dispatch a local crew with the same upfront pricing and the same Done Right Promise. No call centers, no runaround.
Serving Hollywood, FL — Our Local Coverage Area
We’re based in the Hollywood 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 — Roof Repair in Hollywood
Yes, it often does. A permitted replacement on a pre-1992 Hollywood CBS home can legally trigger an electrical inspection under current building code, especially when new impact-rated units require reframing that opens the wall cavity. That’s exactly why we inspect the masonry opening first and write a code-compliance allowance into your contract from day one; you’ll never find out about a required panel upgrade after the wall is already open. Call (844) 901-4551 for an exact quote; estimates are free.
Jalousie windows are non-compliant with current HVHZ code and cannot legally remain after a permitted renovation. The louvered glass slats offer zero hurricane protection and fail wind-mitigation inspection every time. When we repair a roof on a 1950s or 1960s Hollywood home, we recommend replacing those jalousies with Miami-Dade NOA impact units at the same time, since the roof repair work often exposes the same masonry openings anyway. We’ll give you a written quote so you can decide before anything gets touched.
Failed waterproofing along the masonry edge where original window or door frames meet the CBS block, especially on homes east of US-1. Salt air corrodes the original sill pans and flashing, and once we open the roof-wall junction, we find moisture that’s been working its way down the rough opening for years. We price the reframe and waterproofing upgrade in writing before we cut, so there’s no surprise on the invoice.
It absolutely does. Hollywood falls entirely within Florida’s High Velocity Hurricane Zone, shared only with Miami-Dade County, so every window and door replacement, including units adjacent to a repaired roof, must carry Miami-Dade Notice of Acceptance approval. That’s a far stricter standard than the rest of Florida, and a beachfront condo in 33019 faces wind loads and salt exposure that make marine-grade finishes and stainless fasteners non-negotiable. We install PGT and CGI units with the right NOA numbers for Hollywood’s wind zone; we’ll show you the paperwork before installation.
In most cases, yes. After a wind-mitigation inspection, which costs roughly $75–$150, homeowners who upgrade to impact-rated windows and doors commonly see windstorm premium credits averaging around 25% on that portion of the policy. The exact number comes from your insurer and the inspection findings, not from us, but the savings are real and build year over year. Call (844) 901-4551 and we’ll walk you through which upgrades yield the strongest credits for a Hollywood beachfront property.
What Roof Repair Costs in Hollywood
When a roof repair in Hollywood expands into Window Installation in Hollywood for full roof-adjacent window replacement, the pricing shifts to a different scale. Impact windows generally run $800–$1,500 per window installed. Impact single-hung units run $900–$1,800. Large or custom openings run $2,500–$5,000. Whole-home packages span $8,000–$25,000+, depending on opening count, floor height, frame material, and wind zone. In Hollywood’s HVHZ, you’re paying for Miami-Dade NOA compliance, heavier-duty framing, and installation that passes wind-mitigation inspection the first time. We’ll give you a free in-home measure and a written quote with every line item spelled out. Call (844) 901-4551 to schedule yours.
Florida Pays You Back
Hollywood homeowners can stack several incentive programs to cut the cost of impact-rated roof-adjacent upgrades. The My Safe Florida Home program offers matching grants up to $10,000 for qualifying wind-mitigation improvements. Florida also exempts impact-resistant windows and doors from sales tax. The federal 25C energy credit covers 30% of product cost on qualifying units, up to $600 per year. And after a wind-mitigation inspection, many Hollywood homeowners see windstorm premium credits averaging around 25% on the windstorm portion of the policy. Programs and carriers set the final numbers, but the stack is real. We’ll help you understand which upgrades qualify; the paperwork is yours to submit.
One comparison worth making before you spend: impact windows beat hurricane shutters for one simple reason. Shutters only protect you if someone is home to hang them, and they do nothing for the heat, the noise, or the resale value. Permanent impact windows work every single day, storm or no storm. For a Hollywood homeowner who’s tired of scrambling before a named storm, that’s the difference.
What Opening Up an Older Hollywood Home Really Reveals
Hollywood’s older housing stock, especially the CBS homes built between the 1950s and 1970s in the 33020 and 33021 neighborhoods, hides a cascade of conditions that only reveal themselves once a roof repair starts. The roof-wall junction is rarely the only problem. In a permitted repair, local code updates can legally trigger an electrical inspection. That 1958 bungalow near Young Circle that starts with jalousie windows often ends with upgraded wiring and panel work once the walls are open. A generic roofer sees this as a surprise. We see it as the predictable anatomy of an older Hollywood home.
Our process is built for exactly this scenario. First, inspection. We open the area, assess the rough opening, the framing, the waterproofing, and the electrical path. Then, written allowances. We write the code-required upgrades into the contract before cutting starts, so the price you approved is the price you pay. And finally, written approval. If anything unforeseen appears, it’s priced and approved in writing before we touch it. No change orders slipped onto the invoice. No “we found something” phone calls that double the bill.
When we opened the roof on a 1960s concrete block home in the 33020 corridor, our crew found the original jalousie window frames had failed waterproofing along the masonry edge, letting salt air from US-1 corrode the rough opening. We priced the reframe and replacement with PGT impact-rated units in writing before cutting, then pulled the permit that triggered a code-required electrical inspection, and wrote that allowance into the contract from day one. The homeowner knew the full cost before the saw touched the block. That’s how it should work.
The failure modes we see in Hollywood are specific. A contractor cuts CBS masonry around an original jalousie opening without checking for embedded electrical conduit and hits a live circuit. A Miami-Dade NOA impact window gets installed into an undersized 1950s rough opening with shallow jamb depth, and the wind-mitigation inspection fails. Sill pans and waterproofing at the roof-wall junction get skipped on an ocean-side home, and the new window leaks from salt-corroded flashing within two years. None of that happens on our watch, because we’ve already seen it hundreds of times across Hollywood’s older neighborhoods.
Ed Winslow has been doing this work long enough that nothing in a 1950s CBS home surprises him. What surprises Hollywood homeowners is how much easier the process feels when someone writes the real numbers down before the wall comes open. The one down the road. Call (844) 901-4551 to schedule your free estimate.
Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Hollywood with roof repair, impact windows, and exterior protection since 2011.










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