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

Roof Replacement & Installation in Westchester — 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 Westchester

Roof replacement in Westchester typically runs $9,500 to $22,000 for a full tear-off and re-roof on a standard CBS ranch, with impact-rated underlayment and Miami-Dade NOA-compliant materials driving most of the cost. For a 1,400 to 1,800 square foot home, you’re looking at 3 to 5 working days once materials are on-site and the permit is approved. Call (844) 901-4551 and we’ll give you a written line-item quote before any shingle comes off.

Call (844) 901-4551

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

Westchester homeowners know the difference between a contractor who understands Miami-Dade HVHZ code and one who’s learning it on your dime. We’ve been working on CBS ranch homes off Bird Road, Coral Way, and SW 8th Street long enough to know exactly what the inspector will flag before we start. That’s why our Roof Replacement & Installation team quotes for the full scope the first time: secondary water barriers, NOA-rated fasteners, and roof-to-wall flashings that survive wind-driven rain tests. Ed Winslow’s name is on the door, and he’s the one who signs off on every Westchester job.

We answer the phone 24 hours a day. No voicemail loops, no call centers. When a Westchester homeowner calls at 6 a.m. on a Saturday because a storm tore off a section of roofing, a live person picks up. Our techs are background-checked and arrive in uniform, so you know exactly who’s at your door. And if it’s not done right, the Done Right Promise means we come back and make it right. Period.

Our Roof Replacement & Installation Services in Westchester

HVHZ-Compliant Roof Tear-Off and Re-Roof

Westchester sits inside Miami-Dade’s High Velocity Hurricane Zone, which means every replacement roof must meet the same NOA standards as the windows and doors on your house. That’s stricter than what’s required across the county line in Broward. For most Westchester homes, this is a full tear-off down to the deck, new self-adhered underlayment, and either asphalt shingle, tile, or metal roofing rated for Miami-Dade wind loads.

HVHZ-Compliant Roof Tear-Off and Re-Roof

Wind Mitigation Upgrades for Insurance Credits

A new roof on a Westchester ranch doesn’t just keep water out. It’s the single biggest lever you have to cut your windstorm premium under Florida Statute 627.0629. We’ve done full re-roofs on pre-1993 CBS homes off Flagami Boulevard where the homeowner’s wind mitigation inspection went from “no credit” to a 25% premium reduction on the wind load portion. We build to the inspection checklist from the first nail: roof-to-wall attachments, secondary water barriers, and code-rated decking.

Wind Mitigation Upgrades for Insurance Credits

Roof Flashing and Drainage Integration for CBS Construction

Concrete block walls don’t forgive a sloppy flashing detail. The roof-to-wall connection on a Westchester CBS home is where we see the most recurring leaks. Wind-driven rain from routine afternoon thunderstorms works its way into any gap at the masonry intersection. We replace step flashing, counter-flashing, and drip edges with NOA-rated materials that actually shed water the way Miami-Dade intended.

Roof Flashing and Drainage Integration for CBS Construction

Full Replacement of Detached Structures

Lots in Westchester run deep, and a good share of them have detached garages, workshops, or enclosed Florida rooms with their own aging roof. Code doesn’t care that the building isn’t the house. If it’s a conditioned structure or attaches to the main roof, the same HVHZ requirements apply when you pull a permit. We scope these into the same job, same permit set, so you’re not running two projects.

Full Replacement of Detached Structures
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 Westchester

We’re an authorized installer for eight premium brands, and on Westchester roofs that matters more than most places. CGI, CWS, and ECO Window Systems all manufacture Miami-Dade NOA-approved products engineered specifically for HVHZ wind loads and 100% humidity cycling. We know which configurations carry the right product approval numbers for openings on a CBS ranch, and we keep common replacement components available locally so a follow-up repair doesn’t stall for weeks.

Common Roof Replacement & Installation Problems We See in Westchester Homes

  • Original 1950s-1970s roofing with no secondary water barrier. Westchester’s housing stock predates Hurricane Andrew’s code overhaul, so the overwhelming majority of ranch homes were built with a single layer of felt between deck and shingle. Once wind-driven rain gets through the top layer, the deck is soaked. County inspectors won’t close a permit on a repair without a proper barrier these days.
  • Failed roof-to-wall flashings at masonry intersections. The seam where a CBS wall meets the roof is the most common leak point we find. Dried-out, cracked sealant from years of UV exposure lets the daily summer storm cycle push water inside.
  • Non-NOA-rated fasteners and underlayment triggering stop-work orders. We’ve been called in after other contractors got red-tagged mid-job for using products not listed under a Miami-Dade product approval. The county checks. The cost to tear off and redo is real.
  • Corroded deck fasteners from 100% humidity cycling. Westchester’s subtropical air never really dries out. Older nails rust through, the deck loses its attachment at the edges, and a roof that looks fine from the ground is failing its uplift resistance.

Pricing for Roof Replacement & Installation in Westchester, FL

Expect a full tear-off and re-roof on a standard Westchester CBS ranch to land between $9,500 and $22,000. Asphalt shingle re-roofs run $9,500 to $14,000. Tile roofs sit higher, $16,000 to $28,000, because of the substrate requirements and the weight. Standing-seam metal roofs, which we’re doing more of on acreage lots, typically run $18,000 to $35,000. What moves the number: roof square footage, pitch, the condition of the deck, whether we’re replacing any truss anchorage, and how many roof-to-wall intersections need custom flashing. Call (844) 901-4551 for a free in-home measure and written line-item quote. No change orders, no vague allowances.

What Roof Replacement & Installation Costs in Westchester

If you’re comparing numbers, here’s a straight breakdown of our typical Westchester ranges:

  • Full roof tear-off and asphalt shingle re-roof (1,200-1,800 sq ft): $9,500-$14,000
  • Full tear-off and tile roof replacement: $16,000-$28,000
  • Standing-seam metal roof over new underlayment: $18,000-$35,000
  • Partial repair with HVHZ underlayment patch (under 200 sq ft): $1,800-$3,500
  • Detached garage or workshop re-roof matching house scope: $4,000-$9,500
  • Wind mitigation inspection follow-up corrections: $600-$2,200

Opening count matters less on roofs than deck condition and flashing complexity. A ranch with a hip roof and simple eaves costs less than the same square footage with multiple valleys, a chimney chase, and a flat section over a Florida room addition. We price by the actual roof, measured on-site, in writing. The estimate is free.

Florida Pays You Back

Westchester homeowners replacing a roof have three incentive streams worth knowing about. My Safe Florida Home offers matching grants up to $10,000 for qualifying wind-mitigation upgrades, and a new HVHZ roof is exactly the kind of improvement that grant targets. Impact-rated roofing materials are exempt from Florida sales tax under the state’s hurricane-preparedness tax holiday rules. And the federal 25C energy credit covers 30% of the product cost of qualifying reflective roofing materials, up to $600 per year. One more thing: after your wind mitigation inspection, the windstorm portion of your premium often drops around 25%. The inspection itself runs $75 to $150. No guarantees; your carrier sets the final numbers. But the math in Westchester usually works in your favor.

Building on Acreage Around Westchester

If you live in the 33144 ZIP on one of Westchester’s deeper acreage lots, your roof replacement is a different job from a tight-lot ranch off Coral Way. You may fall under county permitting rules rather than city, and that means septic and well setbacks can dictate where we can park material staging, where a dumpster can sit, and how we access the roof itself. Long hauls from the curb to the house on a 300-foot driveway mean the tear-off crew needs a larger debris staging plan, and equipment access around outbuildings changes the scaffold and ladder strategy. Detached shops, pool cabanas, and ADUs all carry their own roof loads under the same HVHZ code. If the lot is open and flat, grading and drainage matter: we don’t want a new roof shedding water into a low spot that drains toward your septic field. We scope these items before we quote, not during the job.

One Roof, One Code, One Inspection

Westchester sits inside Miami-Dade’s High Velocity Hurricane Zone, which means every roof replacement must meet Miami-Dade NOA standards, unlike neighboring Broward County where the wind requirements are less severe. The dense stock of pre-1993 CBS ranch homes here makes full tear-off and impact-rated underlayment the norm, not optional upgrades. You can’t just lay new shingles over an existing Westchester roof and pass inspection anymore. The county requires secondary water barriers, NOA-rated fasteners, and roof-to-wall flashings that actually carry product approval numbers matched to the opening. On a 1950s CBS ranch off SW 8th Street, our crew removed the original corrugated metal roof and installed a standing-seam metal roof with HVHZ-approved underlayment and Miami-Dade NOA-rated flashings. The homeowner’s wind mitigation inspection now qualifies them for insurance credits under Florida Statute 627.0629. That’s what a re-roof in Westchester actually is: a permit-heavy, inspection-driven job that pays you back through insurance savings.

We Also Serve Cities Near Westchester

Our Westchester roofing crews work the surrounding neighborhoods every day. Flagami, West Miami, Coral Terrace, and Fountainebleau are all within a short drive, and the same HVHZ code, CBS construction, and permit requirements apply across the whole service area.

Serving Westchester, FL — Our Local Coverage Area

We’re based in the Westchester 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 Westchester

Why Westchester Chooses Winslow Windows & Doors

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

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 Westchester

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 Westchester — 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 Westchester Customers Say

Trusted by homeowners across Westchester and surrounding areas.

★★★★★

"Ed measured every opening himself and walked me through the product approval paperwork before I signed anything. When the inspector came he found the notice of acceptance taped inside a window like it should be and passed us first visit."

Rosalind Beaumont · Verified customer
★★★★★

"He replaced the front door and the garage door in the same week, both rated for impact, and lined the frames up so straight my level had nothing to say. My wife stopped hearing the highway from the front room."

Maximilian Vasquez · Verified customer
★★★★★

"Excellent work and a fair price for what it is, though impact glass is never cheap and one bedroom window arrived with a scratched pane. Ed flagged it before I saw it and the replacement went in without me chasing anyone."

Bartholomew Crenshaw · Verified customer

Ready for Roof Replacement & Installation in Westchester?

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

(844) 901-4551

Request a Free Estimate in Westchester

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