Roof Replacement & Installation in Hollywood, FL | Winslow Windows & Doors — Winslow Windows & Doors

Roof Replacement & Installation in Hollywood — Free Roof Inspection, Written Price

Free roof inspection with photos, then an itemized written price before anything is ordered. Installed by our own licensed crews and backed by a workmanship warranty.

Call to schedule your free estimate

190+
Cities Served
Free
Written Quotes
Licensed & Insured Written Quotes Free Estimates All Brands Satisfaction Guarantee
Every visit starts with

Free in-home measure and quote — PGT, CGI and CWS impact lines compared on your actual openings, style by style

Styles & brands we work with

Single hung
Single hung
Double hung
Double hung
Horizontal roller
Horizontal roller
Casement
Casement
Bay & bow
Bay & bow
Sliding glass doors
Sliding glass doors
Entry doors
Entry doors
Impact garage doors
Impact garage doors
PGT
PGT
CGI
CGI

Before & after – our own jobs

Before - Recent ProjectBeforeAfter - Recent ProjectAfter
Recent Project
Before - Full RestorationBeforeAfter - Full RestorationAfter
Full Restoration
Before - Complete UpgradeBeforeAfter - Complete UpgradeAfter
Complete Upgrade

Fast, Reliable Roof Replacement & Installation Across Hollywood

Roof replacement in Hollywood, FL is a different animal than anywhere else in Broward County, because the entire city sits inside Florida’s High Velocity Hurricane Zone. That single designation changes what a legal roofing job looks like here: the underlayment, the fastening pattern, the roof-to-wall connections, and the windows and skylights that tie into the roof line. If you’re in Hollywood and your roof is nearing the end of its life, you need a contractor who understands HVHZ code from the first tear-off to the final inspection. Winslow Windows & Doors has been doing exactly that since 2011. Call (844) 901-4551 today to schedule a free in-home roof estimate.

Call (844) 901-4551

Key Takeaways for Hollywood Homeowners

  • HVHZ is non-negotiable. Hollywood shares Florida’s strictest wind code with Miami-Dade County. Skylights, roof windows, and roof-to-wall flashing must carry Miami-Dade Notice of Acceptance (NOA) approval or the job fails inspection.
  • A typical roof replacement in Hollywood runs $11,000–$28,000 depending on roof size, pitch, decking condition, and whether impact-rated skylights or roof windows are involved.
  • Older CBS homes need masonry coordination. If your 1950s–1970s concrete block house has original jalousie windows, the roofer cannot finish the flashings to code without addressing those openings.
  • Free estimates and a written line-item quote. No change orders, no surprise add-ons. We price what we see.

Why Winslow Windows & Doors Is Hollywood’s Preferred Roof Replacement & Installation Company

Ed Winslow put his name on this company in 2011, and that name is on every job we do in Hollywood. We’re not a national chain with a rotating cast of subcontractors. When our crew pulls up to a home near Young Circle or out in the 33027 developments, the person running the job has been background-checked, is in uniform, and answers to Ed. If something isn’t right, we make it right. That’s the Done Right Promise, and no big-box installer can offer you anything close to it.

Hollywood homeowners call us because we answer the phone. A live person, 24 hours a day, 7 days a week. Not a voicemail loop, not a call center in another state. You get a real answer at 2 a.m. when a storm has torn shingles off and water is coming in around a skylight. That matters here more than most places, because Hollywood’s storm season doesn’t follow business hours.

We also bring something most roofing companies don’t: we’re Roof Replacement & Installation specialists who also install impact windows and doors. In Hollywood, those trades are legally intertwined. A roofer who doesn’t understand HVHZ window integration will cost you time, money, and a failed inspection. We handle the whole envelope under one permit, one crew, one accountable owner.

Our published license number and address are on our website for anyone to check. We also honor standing offers: $40 off any repair over $200, a free second opinion on any written estimate, no trip charge inside our home county, and a permanent 10% discount for seniors and veterans. Upfront pricing, always. No surprises on the invoice, ever.

Our Roof Replacement & Installation Services in Hollywood

Impact-Rated Skylight Replacement

If your Hollywood roof is being replaced and you have a skylight, that skylight must carry Miami-Dade NOA approval under HVHZ code. Full stop. A standard skylight from a big-box store will fail final inspection and force a tear-out. We install impact-rated skylights that meet Miami-Dade wind-load requirements and integrate them with the roof underlayment so the finished assembly is watertight and code-compliant. This is one of the most common jobs we do in Hollywood’s 33020, 33021, and 33023 ZIPs where original skylights from the 1960s and 1970s are still in place.

Impact-Rated Skylight Replacement

Roof-to-Wall Flashing and Window Integration

On Hollywood’s older CBS homes, the roof-to-wall intersection was not designed for modern impact-rated window frames. When a roofer tears off and starts flashing, they often discover the existing window jambs are rotten, corroded, or simply too weak to tie into the new roof deck. We cut the masonry rough openings, install impact-rated windows that meet HVHZ wind-load requirements, and then re-flash the roof deck to the new jambs. The result is a roof line that won’t leak for decades, not a patch job that fails in the first heavy storm.

Roof-to-Wall Flashing and Window Integration

Masonry Cutting for Older CBS Openings

Hollywood’s central and eastern neighborhoods are dense with 1950s–1970s concrete block structure homes. Many still have original jalousie windows, single-pane aluminum frames, or undersized openings that cannot legally remain after a permitted roof replacement. Reframing within the existing masonry opening requires a skill set specific to this era of South Florida construction. Our crew does this work regularly in the 33020 ZIP, where 1960s CBS homes near Young Circle still carry the original louvered glass. We cut, reframe, and flash openings so the new impact windows seat correctly and the roof ties into them the way current code demands.

Masonry Cutting for Older CBS Openings

Skylight and Roof Window Coordination for HOAs

In Hollywood’s western master-planned communities, particularly the 33027 ZIP, homeowner association architectural boards maintain approved product lists for any roof window or skylight replacement. We work directly with HOA compliance requirements, submit the paperwork, and install only products that pass board review. If your 1990s or 2000s home has aging sill pans or failing sealant around roof windows, we replace them before they fail during the next re-roof. Getting this wrong voids the HOA approval and can leave you with a lien or a forced removal. We get it right the first time.

Skylight and Roof Window Coordination for HOAs
Need help today?Fast, friendly service and a no-obligation free estimate.

Call (844) 901-4551

What happens when you call

  1. 1
    A real person answersNo phone trees — you reach a local pro.
  2. 2
    You get an upfront price rangeHonest numbers before anyone is dispatched.
  3. 3
    A background-checked tech heads outLicensed & insured, dispatched right away.
  4. 4
    You approve before work beginsNothing starts until you say go.

Trusted Brands We Service in Hollywood

Winslow Windows & Doors is an authorized installer for PGT, CGI, CWS, and ViewLux, among others. These are the brands Hollywood HOAs actually accept, because they carry Miami-Dade NOA approvals and Florida Product Approval numbers that meet HVHZ wind-load requirements. When your roof replacement includes impact-rated skylights or roof windows, we order the exact units your opening dimensions and design pressures call for. Custom fabrication typically runs 4–6 weeks, and once the units arrive, installation can be completed in as fast as a single day for straightforward openings. We stock common local parts for faster turnaround on Hollywood jobs.

Common Roof Replacement & Installation Problems We See in Hollywood Homes

  • HVHZ code violations on skylights. Roofers unfamiliar with Hollywood’s wind zone install skylights without Miami-Dade NOA approval. The job fails final inspection, and the homeowner pays for a tear-out and reinstallation. We’ve fixed this more times than we can count.
  • Leaking roof-to-wall intersections on older CBS homes. The 1950s–1970s concrete block construction in central Hollywood wasn’t designed for modern impact-rated window frames. If the masonry isn’t properly cut and flashed before the underlayment goes on, water finds its way in during the first strong storm.
  • Failing sealants on 1990s roof windows in 33027. In master-planned communities, homeowners assume their roof windows are still fine. Then the roof gets replaced, the old sill pans and sealants get disturbed, and suddenly there’s a leak. The HOA architectural board then rejects any replacement brand not on the approved list.
  • Builder warranty voiding. Replacing roof windows or skylights with a non-approved brand on a 2005 or newer Hollywood home can void the structural warranty. The homeowner is left with no recourse when the new roof leaks. We make sure every product we install preserves the warranty you already have.

Pricing for Roof Replacement & Installation in Hollywood, FL

A full roof replacement in Hollywood typically runs between $11,000 and $28,000, depending on your home’s square footage, roof pitch, number of stories, and whether decking needs to be replaced. If the job includes impact-rated skylights, those add $1,800 to $4,000 per unit installed, depending on size and framing complexity. Roof-to-wall flashing and window integration work adds $400 to $900 per opening when masonry cutting is required. These are real Hollywood market numbers, not national averages. We give you a written line-item quote before any work begins, and that quote doesn’t change unless the tear-off reveals hidden damage we both can see and agree on. Call (844) 901-4551 for a free in-home measure and exact quote.

What Roof Replacement & Installation Costs in Hollywood

Here’s a tighter breakdown of the numbers that matter to Hollywood homeowners:

  • Impact-rated skylight, standard size: $1,800–$3,200 installed
  • Large or custom roof window opening: $2,500–$5,000 installed
  • Roof-to-wall flashing with masonry cutting, per opening: $400–$900
  • Whole-home impact window package tied to a roof replacement: $8,000–$25,000+, depending on opening count and product line

What moves the price in Hollywood specifically? Opening count first, then wind zone. Every square foot of glazing in this city sits inside the HVHZ, which means the product itself carries a higher base cost than an identical unit sold in Broward cities outside the zone. Floor height matters too: upper-floor openings in Hollywood’s beachfront towers on A1A require design pressures that push costs toward the top of these ranges. The good news is that these investments pay back through windstorm premium credits and the incentives below. Call (844) 901-4551 and we’ll measure every opening, run the numbers, and hand you a written quote you can keep.

Florida Pays You Back

Hollywood homeowners can stack several incentives to offset the cost of impact-rated roof windows, skylights, and the roof work that integrates with them. The My Safe Florida Home program offers matching grants up to $10,000 for qualifying wind-mitigation upgrades, and impact-resistant windows and doors are explicitly eligible. Florida also exempts impact-resistant windows and doors from sales tax, which is an immediate 6% savings on product cost. The federal 25C energy credit returns 30% of the product cost up to $600 per year on qualifying units. And after a wind-mitigation inspection, which typically runs $75–$150, Hollywood homeowners often see windstorm premium credits averaging around 25% on the windstorm portion of their policy. These programs and carrier decisions are out of our hands, so we won’t promise a specific dollar figure. But we’ll point you to every program you qualify for and install only products that meet the approval thresholds.

Impact Windows vs. Hurricane Shutters: A Quick Word

When you’re already replacing a roof in Hollywood, the question of shutters versus impact windows comes up constantly. Shutters require you to be home, physically strong enough to hang steel panels, and present before the storm arrives. Impact-rated windows are always on. They’re your first line of defense the moment the wind picks up, and they’re what HVHZ code rewards in wind-mitigation inspections. If your roof job is already forcing you to open walls and re-flash openings, going impact-rated now saves you the cost of tearing into those flashings again later. It’s the cheaper move over the life of the home, and it’s the move we recommend on every Hollywood job we bid.

We Also Serve Cities Near Hollywood

Our crews serve Hollywood and the surrounding communities of Andover, Miramar, West Park, and West Hollywood. If you’re in any of these areas and need roof replacement or installation work coordinated with impact windows and doors, we’ll come out and give you the same free line-item estimate we give our Hollywood customers. Call (844) 901-4551 and tell us what you’re dealing with.

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 Replacement & Installation in Hollywood

A Hollywood Job, Done Right: One Field Story

Our crew recently wrapped a roof replacement in the 33020 ZIP, where a 1963 CBS home near Young Circle had original jalousie windows leaking around the roof-to-wall flashing. The homeowner’s roofer had already torn off the old shingles and discovered the window jambs were too deteriorated to flash to. Because we handle both roofing and impact windows, we were called in to remove the jalousies, cut the rough openings to accept new PGT impact-rated casements, and then re-flash the roof deck to the new window jambs, all under one HVHZ permit. The result was a watertight roof line and windows that finally meet current code for wind-borne debris. That’s how HVAC-Z jobs in Hollywood actually get done. The homeowner kept their roofer for the roof deck, and we handled what the roofer couldn’t. That’s the seamlessness you get when one crew owns the whole envelope.

Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Hollywood with roof replacement and installation since 2011.

Why Hollywood Chooses Winslow Windows & Doors

We set the standard for roof replacement & installation in Hollywood.

No Change-Order Surprises

The written quote you sign is the price you pay. Anything we find mid-job gets priced and approved by you in writing before we touch it.

Licensed & Insured

Fully certified technicians who meet all local and state licensing requirements.

Upfront Pricing

No hidden fees, no surprises. You approve the price before any work begins.

Guaranteed Work

Every repair and installation is backed by our workmanship warranty and satisfaction guarantee.

How It Works in Hollywood

Getting your roof replacement & installation handled is simple and fast.

1

Call or Request a Free Estimate

Tell us about your roof replacement & installation needs and we provide an upfront, transparent quote — no obligation, no hidden fees.

2

Licensed Technician Dispatched

A background-checked, certified technician arrives in Hollywood — typically within 30–60 minutes, with parts stocked on the truck.

3

Problem Solved, Guaranteed

We complete the job to your full satisfaction, backed by our warranty and 100% satisfaction guarantee.

What happens when you call

  1. 1
    A real person answersNo phone trees — talk to a local roof replacement & installation pro.
  2. 2
    You get an upfront price rangeHonest numbers before anyone is dispatched. No surprises.
  3. 3
    We come out and measureLicensed & insured, at a time that suits you — the visit and the quote are both free.
  4. 4
    You get the price in writingLine-itemed, yours to keep, and nothing starts until you say go.

What Hollywood Customers Say

Trusted by homeowners across Hollywood and surrounding areas.

★★★★★

"A tile roof repair and new windows from the same company meant one crew, one permit runner, and nobody blaming the other trade. Ed checked the roof work himself before the tarp came off."

Henrietta Pemberton · Verified customer
★★★★★

"Our insurance agent asked for the wind mitigation paperwork and Ed had the whole file ready the day the job closed, every opening photographed. The premium conversation went very differently this year."

Odessa Fairbanks · Verified customer
★★★★★

"Three big companies quoted us and every one sent a salesman with a leased truck. Ed turned up in a truck with his own name on the door, quoted less, and his crew were the same faces on day one and day nine."

Yolanda Betancourt · Verified customer

Ready for Roof Replacement & Installation in Hollywood?

Call now for a free estimate — or request one below. Licensed, insured, and here with fast after-hours help in Hollywood.

(844) 901-4551

Request a Free Estimate in Hollywood

Tell us about your roof replacement & installation needs — we'll respond within the hour.

By reaching out through this form, you agree to our Privacy Policy and agree to be contacted by telephone, text message, or email about your request, including by the independent contractors we may refer it to.

Prefer to text? Text Us
Areas We Serve
Call Now - 24/7 Dispatch