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
A full roof replacement on a Westchester home typically runs between $14,000 and $32,000 depending on the roofing system, and most jobs take 3 to 7 days once materials land. That’s the straight answer. What makes Westchester different from every other city in Florida is that you’re inside Miami-Dade’s High Velocity Hurricane Zone, so the underlayment, fasteners, and product-approval paperwork all carry a heavier load than they would 20 miles north. We know exactly what that means for your house, your inspection, and your insurance premium. Call (863) 251-5864 for a free in-home measure and a written quote that accounts for all of it before we ever touch a tile.
Why Winslow Windows & Doors Is Westchester’s Preferred Roof Replacement & Installation Company
Ed Winslow put his name on this business in 2011, and that name rides on every job we do in Westchester. Homeowners here have told us the same thing for years: they’ve been burned by vague estimates, no-show crews, and warranties that went quiet the day after the check cleared. We don’t work that way. Every Westchester roof we install gets a published address, a real license number, and a live person on the phone 24 hours a day, 7 days a week. A neighbor you can call at 2 a.m., and someone will actually answer.
We’ve reroofed enough 1950s and 1960s CBS ranches in Westchester to know the block-and-stucco openings, the bond beam details, and the paperwork the building department actually asks for. Our background-checked, uniformed technicians arrive on time, walk the property with you, and mark every pipe boot, valley, and flashing point before we quote. The 36500-Day Done Right Promise backs it all: if it’s not done right, Winslow makes it right. Period.
Our Roof Replacement & Installation Services in Westchester
We handle the full Roof Replacement & Installation scope on Westchester homes, but three jobs dominate our calendar here because of the HVHZ and the age of the housing stock. Here’s what we see most.
Roof Replacement Over Existing CBS Bond Beam
Westchester’s single-story CBS homes were built to take a roof load differently than wood-frame construction. The roof-to-wall connection at the bond beam is where a wind mitigation inspector looks first, and a lot of the original strapping in Westchester never met the current pull-test standard. We inspect the existing anchors, upgrade the connection where needed, and tie the new roof down so it will actually pass a wind mitigation inspection rather than get flagged for a retrofit later. This is the difference between a reroof that lowers your insurance and one that just covers the house.

Sealed Roof Deck / Secondary Water Barrier Upgrade
A “sealed roof deck” is Miami-Dade code in the HVHZ: a peel-and-stick secondary water barrier over the entire deck, not just felt paper, so if the top layer of roofing gets blown off in a hurricane the deck still holds water out. We install Miami-Dade NOA-listed barriers on every Westchester reroof, and we document it with photos and the product approval number so your insurer sees the credit. If we’re tearing off an old roof and find the existing deck has no secondary barrier, that goes on the written quote up front, never as a surprise change order.

Wind Mitigation Retrofit With NOA-Listed Clips
Many Westchester homes from the 1950s and 1960s were framed before hurricane clips were standard. A wind-mitigation report showing no clips can cost you hundreds of dollars a year on the windstorm portion of your policy. During a reroof, we add NOA-listed clips and brackets at the rafter-to-wall and gable-end connections, then we schedule the wind mitigation inspection so the certificate reflects the new hardware. You’d be surprised how often that inspection flips a Westchester home from a zero credit to a 25% to 35% premium reduction in a single afternoon.

Shingle, Tile, and Metal Roofing Systems
Westchester’s older homes lean toward cement tile or three-tab shingle, and both have issues under decades of HVHZ uplift and UV. We install architectural shingle, concrete and clay tile, and standing-seam metal, always matched to the product approval for your specific roof deck and wind zone. For tile roofs, we reuse undamaged tile where it’s feasible and we’re happy to talk through the cost differences before you commit.

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.
What a Westchester Reroof Actually Looks Like on the Ground
Here’s the insight this page exists to give you: Westchester sits inside Miami-Dade’s High Velocity Hurricane Zone, where every roof replacement must meet a 180+ mph equivalent design pressure and hold a Miami-Dade Notice of Acceptance, or NOA. That’s a product-approval paper trail Broward County 20 miles north does not require, and it shapes every shingle, underlayment, and deck repair on our Westchester jobs. If you’ve had a quote from a roofer who works mostly in Broward, it’s worth asking whether they pulled a Westchester permit and whether their underlayment carries a Miami-Dade NOA. We have, and ours always does.
We recently reroofed a 1968 CBS ranch off SW 8th Street near Tropical Park, where the original cement-tile roof had cracked at the ridge under decades of HVHZ uplift. Our crew removed the brittle tiles, inspected the 2×6 rafters for wind-mitigation clips (there were none), then installed a Miami-Dade NOA peel-and-stick underlayment, upgraded the gable bracing, and re-tiled with a Florida Product Approval large-missile-rated profile. The result: the homeowner’s wind mitigation discount went from zero to a 35% premium credit, and the roof now carries a full paper trail the insurance company actually accepted the first time.
Trusted Brands We Service in Westchester
Winslow Windows & Doors is an authorized installer for PGT, Mr-Glass, Therma-Tru, and other premium lines, and we service roof systems to match. We stock common flashing profiles, underlayment rolls, and fastener kits sized for Westchester’s CBS bond beams and masonry walls, which means less waiting on parts when your job is in progress. Fixed pricing and written line-item quotes are how we run every Westchester job, no exceptions.
Common Roof Replacement & Installation Problems We See in Westchester Homes
- Brittle cement tile cracked at the ridge: Decades of HVHZ uplift and thermal cycling split older tile along the ridge line, which is exactly where a failing roof starts letting water into the attic on Westchester homes built before 1980.
- Gable-end bracing that fails the pull-test: We open up gable ends and find undersized or rusted straps that don’t meet current wind-load requirements. Reusing them after new decking goes down forces a mid-job redesign and a permit hold, so we test and upgrade before we deck.
- Secondary water barriers that aren’t Miami-Dade NOA listed: This is a local failure mode we see from out-of-county roofers: they install a generic barrier, the final inspection fails, and the roof has to be partially torn off. We only install NOA-listed barriers, and we show you the approval number.
- Undersized roof-to-wall connections at the CBS bond beam: The original strapping on many Westchester CBS homes doesn’t satisfy what a wind-mitigation inspector needs to issue the certificate, which means no insurance discount even after a brand-new roof. We address this during the reroof so one job fixes both problems.
Pricing for Roof Replacement & Installation in Westchester, FL
For a typical 1,800 to 2,200 square foot CBS home in Westchester, a full shingle roof replacement runs roughly $14,000 to $22,000. A tile roof runs $24,000 to $32,000+ depending on tile profile and how much of the existing tile can be reused. A standing-seam metal roof on the same house starts around $28,000. The biggest price movers in Westchester are the opening count and eave length, the wind zone within the HVHZ, the condition of the existing deck and strapping, and whether we’re adding a sealed deck where none exists. We scope every one of these before we quote. Call (863) 251-5864 to schedule a free in-home measure and a written, line-item estimate.
What Roof Replacement & Installation Costs in Westchester
Here’s the honest range, not a teaser. A full shingle reroof on a Westchester CBS ranch runs $14,000 to $22,000. Concrete or clay tile runs $24,000 to $32,000+, and metal starts near $28,000 and climbs with profile and coating choices. What moves the number is mostly square footage and perimeter: every foot of eave, rake, and valley needs flashing and fastening that meets the HVHZ wind zone. The condition of your deck matters too: if we’re replacing rotted sheathing or adding a sealed roof deck where none exists, that’s a material and labor line item we show you up front, not after we’re five days in. The free in-home measure and written quote is how we price every Westchester job, and the number on that quote is the number on the invoice.
Florida Pays You Back
Westchester homeowners have a real stack of incentives available, and we help you file the right paperwork. My Safe Florida Home matching grants can cover up to $10,000 toward qualifying wind-mitigation upgrades for eligible homes. Florida exempts impact-resistant windows and doors from sales tax. The federal 25C energy credit can return up to 30% of product cost, capped at $600 per year on qualifying units. And after a wind-mitigation inspection (typically $75 to $150), many insurers apply a windstorm-premium credit that averages around 25% on the windstorm portion of the policy. Every program and carrier sets its own final numbers, so we walk you through what applies to your home without promising a dollar figure the insurer won’t honor.
We Also Serve Cities Near Westchester
Our crews cover Westchester and the surrounding Miami-Dade communities, including Miami, Coral Gables, South Miami, and Kendall. If you’re on the edge of Westchester or just outside the neighborhood, call us and we’ll confirm coverage. Dispatch and scheduling are coordinated from our South FL office, and our crews run Westchester routes daily.
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
A roof replacement in Westchester needs a Miami-Dade Notice of Acceptance (NOA) because Westchester sits inside the High Velocity Hurricane Zone, where Miami-Dade product approval is the governing standard. A Florida Product Approval alone is not sufficient for the roofing system in this jurisdiction. We only install NOA-listed roofing products in Westchester, and we include the approval numbers in your final paperwork. Call (863) 251-5864 for a written quote.
Yes, most Westchester homeowners will want a wind mitigation inspection after a reroof, because the inspection is what unlocks the windstorm premium credit on your policy. We build the roof to pass: NOA-listed clips, upgraded gable bracing, and a sealed deck all documented with photos. We then coordinate the inspection so the certificate reflects the completed work. Call (863) 251-5864 to schedule your free estimate.
Inside the HVHZ, a Westchester reroof must use a sealed roof deck: a Miami-Dade NOA-listed peel-and-stick secondary water barrier over the entire deck, not just felt paper. This is a code requirement that doesn’t exist the same way in Broward County. We include the NOA-listed barrier on every Westchester roof we install, and we document it for your insurer. Call (863) 251-5864 for an exact quote.
Westchester homes built in the 1950s through the 1970s predate modern wind-mitigation code, so many were framed without hurricane clips or with clips that don’t meet current pull-test standards. Yes, you can and often should add them during a reroof, because that’s when the rafter-to-wall and gable-end connections are exposed. We add NOA-listed clips and brackets and schedule the wind-mitigation inspection so your premium credit reflects the new hardware. Call (863) 251-5864 for a free in-home assessment.
A sealed roof deck is a secondary water barrier installed over the entire roof deck before the finish roofing goes on, and yes, you need one for a Westchester reroof because it’s required in the High Velocity Hurricane Zone. It keeps water out if the top layer fails during a storm, and it’s a line item we show up front, never as a surprise. Call (863) 251-5864 and we’ll walk you through the quote.
Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Westchester 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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