Free in-home measure and quote - PGT, CGI and CWS impact lines compared on your actual openings, style by style
Fast, Reliable Roof Replacement & Installation Across Westchester
Roof replacement in Westchester runs $9,500 to $22,000 for a typical single-story CBS ranch, with full tear-offs on larger homes reaching $30,000+. Most jobs take 2 to 4 days once materials arrive. If you’re weighing whether to repair or replace, call (863) 946-5039 and we’ll walk you through what your roof actually needs, not what sells the biggest invoice.
Winslow Windows & Doors has been putting roofs over Miami-Dade families since 2011. Westchester’s grid of 1950s and 1960s concrete block homes keeps us busy year-round, and we’ve learned exactly how these low-pitched roofs fail, what the county inspector will flag, and how to keep the job moving when the afternoon thunderstorms roll in off the Everglades.
Why Winslow Windows & Doors Is Westchester’s Preferred Roof Replacement & Installation Company
Ed Winslow put his name on this business for a reason. When you call us about a roof in Westchester, you’re talking to a company that has been installing roofs, windows, and doors across this neighborhood since 2011. You get a published address, a license number you can verify, and a real person on the phone at 2 a.m. when a storm rips a section of shingles off Coral Way.
Our customers in Westchester keep calling us back because we do what we say. The 36500-Day Done Right Promise is simple: if it’s not done right, we make it right. Not for 30 days. Not for a year. For a century, which is our way of saying the job is done correctly or we come back, period. Background-checked, uniformed crews show up when we say they will. And our pricing is fixed in writing before we order a single bundle of shingles, so you won’t get a change order surprise after the tear-off starts.
Westchester homeowners have been burned by out-of-county crews who don’t know Miami-Dade’s High Velocity Hurricane Zone rules. We do. Every roof we install in Westchester is built to HVHZ wind speeds, with Miami-Dade NOA-compliant materials and an inspection passed before we call the job complete.
Our Roof Replacement & Installation Services in Westchester
Our Roof Replacement & Installation team handles the full scope of roofing work Westchester homes need, from targeted repairs to complete tear-offs and new construction installation.
Shingle Roof Replacement
Most Westchester homes were built with asphalt shingle roofs, and after 20 to 25 years of Miami-Dade sun and hurricane seasons, they’re done. We tear off the old layers, replace rotted decking, and install architectural shingles rated for HVHZ wind speeds. A typical Westchester ranch runs between $9,500 and $16,000 depending on square footage and decking condition.

Tile Roof Installation
Some of the newer sections of Westchester and many renovated homes use concrete or clay tile. Tile roofing handles our heat and UV exposure better than shingles, but it’s heavier and the underlayment has to be right or you’ll get leaks at the first sideways rain. Tile roof replacement in Westchester runs $18,000 to $35,000 for an average single-story home. We inspect the decking structure before quoting so you’re not surprised by a reinforcement mandate from the county.

Metal Roof Installation
Metal roofing is gaining ground in Westchester because standing seam panels shrug off hurricane-force winds and last 50+ years with minimal maintenance. You’ll pay $22,000 to $45,000 for a properly installed metal roof on a Westchester CBS home, depending on panel gauge and roof complexity. The right metal roof can also qualify for wind mitigation credits on your homeowners insurance.

Roof Repair
When a Westchester storm tears shingles off or a rusted valley starts leaking, we respond fast with honest repair quotes. Small repairs start around $350 to $800. If your roof has terminal damage, we’ll tell you straight, show you photos of what we found, and walk you through replacement options without pressure. Any repair over $200 qualifies for our standing $40 discount.

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 Westchester
We are authorized installers for PGT, CGI, and CWS, among other premium brands. What that means in Westchester: we stock common componentry for these brands locally, so a repair or replacement doesn’t sit idle waiting on a manufacturer shipment from Georgia. When a PGT skylight or a CGI-rated roof hatch needs work during a Westchester roof replacement, we handle it in-house, not through a subcontractor who’s never touched the product line before.
Common Roof Replacement & Installation Problems We See in Westchester Homes
- HVHZ non-compliance on prior work. Westchester sits inside Miami-Dade County’s High Velocity Hurricane Zone, and we regularly tear off roofs that were installed by out-of-county crews using materials with only a statewide Florida Product Approval. Miami-Dade’s building department won’t pass that at inspection, and now the homeowner owns a roof that never should have been installed here.
- 1960s decking that’s never been replaced. Many original Westchester roofs still have their first plywood decking, now soft from decades of humidity and the occasional leak. We find rot around penetrations, at valleys, and under old flashing. We replace bad decking as part of the tear-off and show you photos before we cover anything.
- Original jalousie windows left in place during roof work. This is a uniquely Westchester problem. A roofer puts a new roof on, and the 1950s louvered jalousie windows stay, leaking wind-driven rain and letting HVHZ uplift pressure into the house. We’re one of the few roofers in the area who also handles window replacement, so if your roof job exposes failing windows, we can bundle the work and give you one warranty, one crew, one schedule.
- Improper valley and flashing details on low-pitched roofs. Westchester ranches often have complex roof lines with low slopes and intersecting valleys. A crew that doesn’t understand how Miami-Dade’s afternoon thunderstorms drive water sideways against west-facing slopes will leave leaks that show up months later. We use proper underlayment, sealed flashing, and inspect every transition before the final layer goes down.
Pricing for Roof Replacement & Installation in Westchester, FL
A shingle roof replacement on a typical 1,200 to 1,800 square foot Westchester ranch runs $9,500 to $16,000. Tile runs $18,000 to $35,000. Metal runs $22,000 to $45,000. What moves the price in Westchester specifically: roof size, pitch (most of our ranches are low-pitch, which is easier and cheaper than steep cuts), decking condition on 50+ year old homes, whether there are Florida rooms or enclosed carports with additional roof sections, and whether the county requires any structural reinforcement before a tile or metal install.
We give free in-home estimates with line-item written quotes. No allowances with vague “market rates.” You’ll know exactly what every component costs before you sign. Call (863) 946-5039 to schedule a measure.
What Roof Replacement & Installation Costs in Westchester
Beyond roofing itself, many Westchester homeowners bundle Window Replacement in Westchester into the same project because the roof tear-off exposes the openings and it makes financial sense. Impact windows in Westchester run $800 to $1,500 per window installed, with impact single-hung units at $900 to $1,800. Large custom openings, sliders, or architectural shapes run $2,500 to $5,000 each. If you’re doing a whole home, expect $8,000 to $25,000+ depending on opening count and the products you choose.
What moves Window Installation - Westchester pricing specifically: the number of openings on your 1950s-1970s CBS home (they don’t build them as small anymore), the wind zone requirement (everything here is HVHZ-rated, no getting around it), the floor height if you have a second story or elevated foundation, and the frame material. Aluminum is cheaper but corrodes faster in our salt-laden breeze; premium brands like PGT, CGI, CWS, and ES Windows use reinforced designs built for this exact environment.
We’ll come measure every opening, confirm what’s actually a structural requirement versus a preference, and give you a fixed written quote. No change orders after we start. Call (863) 946-5039 for your free in-home estimate.
Florida Pays You Back
Westchester homeowners have several state and federal programs that offset the cost of impact-rated windows, doors, and roofing. My Safe Florida Home matching grants can provide up to $10,000 for qualifying wind-mitigation upgrades, including impact windows and doors installed as part of a roof replacement. Florida also exempts impact-resistant windows and doors from sales tax, which is 7% in Miami-Dade. On the federal side, the 25C energy credit covers 30% of the product cost for qualifying energy-efficient units, up to $600 per year.
The bigger long-term savings usually comes from your windstorm premium. After a wind mitigation inspection ($75 to $150), many Westchester homeowners see roughly a 25% reduction on the windstorm portion of their premium when their new impact windows and doors pass. We don’t control what your carrier credits, but we’ve done enough of these in Westchester to know exactly what the inspector looks for. That’s why we install to the inspection, not just to the code minimum.
One more thing worth knowing: Westchester Impact Windows beat hurricane shutters for most homeowners. Shutters only work if you’re home to put them up, and when the evacuation order comes, the last thing you want to be doing is wrestling aluminum panels in the rain. Impact windows are always on. They’re also a permanent improvement that adds resale value and lowers your insurance year-round, not just for the six months when storms threaten.
We Also Serve Cities Near Westchester
While this page is written for Westchester homeowners, we serve the surrounding area with the same owner-operated accountability. If you’re in Roof Replacement & Installation in Westchester or nearby, we cover Miami, Hialeah, Miami Beach, and Coral Gables. Dispatch and scheduling coordinate from our Miami office, with local crews serving Westchester directly. Call (863) 946-5039 and a live person answers, 24/7.
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
In Westchester, every window, door, skylight, and roof-mounted opening must carry a Miami-Dade Notice of Acceptance (NOA). A statewide Florida Product Approval is not sufficient in Miami-Dade County, and the building department will fail your rough inspection if we install without the NOA. This is one of the most common mistakes made by contractors from Broward and points north, where the HVHZ rules don’t apply. We specify NOA-compliant products on every Westchester job before anything gets ordered. Call (863) 946-5039 if you’re holding a quote from another company and want a free second opinion on whether their products will actually pass inspection here.
You can, but you’re leaving your new roof to protect openings that leak, rattle, and offer zero impact resistance. Original jalousie windows on Westchester’s 1950s and 1960s CBS homes let wind-driven rain through the louvers and create a pressure breach during hurricanes, which is exactly what your new roof is designed to resist. Many insurance companies will not offer competitive windstorm premiums on a home with jalousies still in place. If you’re doing the roof anyway, bundling jalousie-to-impact window conversion is the single highest-value upgrade you can make in Westchester. We’ll quote both together so you can see the savings of doing them in one mobilization.
Impact-rated windows and doors that pass a wind mitigation inspection typically reduce the windstorm portion of a Westchester homeowner’s premium by about 25%, depending on the carrier and the specific credits applied under Florida Statute 627.0629. The inspection runs $75 to $150 and documents all wind mitigation features, including the roof-to-wall connection, roof decking, and opening protection. We install roofs and windows specifically to satisfy the inspector’s checklist, so your first inspection passes on the first visit. Call (863) 946-5039 and we’ll walk you through what an inspector looks at in Westchester homes.
Large-missile rated means a window was tested to withstand a 9-pound 2×4 launched at high speed, simulating what a hurricane actually picks up and throws at your house. Small-missile rated only certifies resistance to gravel and debris, which is insufficient for wind zones that apply to Westchester. In Miami-Dade County’s HVHZ, windows in most residential applications must be large-missile rated. A window with only small-missile rating will not satisfy a Miami-Dade inspector here, and it will not earn the full insurance credit. We specify large-missile rated products on every Westchester opening by default, not by upgrade.
Yes, and this matters more in Westchester than people realize. Our east-west street grid means afternoon sun blasts the front or rear facade of most homes for hours, and CBS construction soaks up heat and radiates it back inside all evening. A Low-E coating on impact-rated glass reflects infrared heat before it enters the house, which reduces the load on your air conditioner and makes rooms genuinely more comfortable. A common mistake we correct: a contractor orders impact-rated glazing but skips the Low-E coating to save money, and the homeowner wonders why the AC runs harder after the new windows go in. We don’t cut that corner in Westchester.
If you have a roof question specific to your Westchester home, call (863) 946-5039. A live person answers, day or night, and we’ll get you a straight answer or a free estimate, whichever you need.
Contact Winslow Windows & Doors for Roof Replacement in Westchester
Ed’s name is on the door, and on every roof we put over a Westchester home. If you’re ready to price a roof replacement, want a free second opinion on a written estimate, or just need to know whether that leak is a patch job or a full replacement, call us at (863) 946-5039. We answer live, 24/7. We measure for free. We quote in writing. And we stand behind the work for a century.
Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Westchester and surrounding communities since 2011.
Six Reasons Homeowners Choose Winslow Windows & Doors
Impact systems engineered to design pressures up to +/-100, matched to your wind zone - your openings hold when the storm arrives.
Low-E insulated impact glass from our manufacturer lines commonly cuts monthly cooling bills 20-30%.
Laminated impact glass shuts out up to 40% of outside noise - traffic, neighbors, weather.
Monitoring services run $30-90 a month. Laminated impact glass resists forced entry around the clock, with no subscription.
Florida homeowners average around 25% savings on the windstorm portion of their policy after protecting every opening - some homes qualify for more.
A full impact package upgrades curb appeal, buyer confidence and appraised value in one project.










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