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AfterTrusted Roof Replacement & Installation for Westchester Homeowners
A full roof replacement in Westchester typically runs between $11,500 and $28,000 depending on the size of your home, the material you choose, and how much decking needs to be repaired once the old roof comes off. Most jobs take one to three days once permits clear and materials arrive. We’ve been roofing homes here since 2011, and Ed Winslow’s name is on the door and on every job we do.
Westchester’s flat and low-slope residential roofs take a beating from June through November. Intense sun, salt air from Biscayne Bay, and the kind of wind gusts that snap barrel tiles and lift shingle corners. We see it every season, and we answer the phone 24/7 when you’re standing in your living room watching a ceiling stain spread. Call (863) 251-5864 and a real person picks up, not a voicemail loop.
Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Westchester since 2011.
Key Takeaways
- Typical roof replacement cost in Westchester: $11,500-$28,000 depending on material, square footage, and decking condition.
- We are not a national chain. Ed Winslow owns this business. Our address and license number are published, and our 36500-Day Done Right Promise backs every roof we install.
- Free estimates, written line-item quotes, and no change orders. The price we quote is the price you pay unless the decking is rotten and we show you proof before touching it.
- We answer the phone 24/7. Storms happen at night. Our phones ring with a live person, always.
- Permanent discounts: 10% off for seniors and veterans, $40 off any repair over $200, free second opinions on written estimates, and no trip charge inside our home county.
What Our Roof Replacement & Installation Service Includes
Roof replacement isn’t one thing. It’s a handful of services that all end with the same result: a dry house that doesn’t leak when the afternoon storms roll through Westchester. Here’s what we do and how we do it.
Full Roof Replacement
A full replacement means removing every layer down to the decking, inspecting the wood, and building the new roof back up with fresh underlayment, flashing, and your chosen material. Most Westchester homes from the 1950s and 60s still have their original framing, which is often good, but the decking sheets are frequently rotted at the edges where water sat under old shingles. We replace rotted decking at a transparent per-sheet rate and show you the damage before we touch it. The final product is a roof replacement and installation that meets current Miami-Dade building codes, which matters when the next hurricane advisory comes through.
Shingle Roof Installation
Architectural asphalt shingles remain the most common replacement choice in Westchester because they’re cost-effective, fast to install, and hold up well when installed correctly. We recommend impact-rated shingles for any home within a few miles of the coast, and we’ll explain the price difference between standard and Class 4 impact-rated materials without pushing you either way. Proper ventilation gets installed with every shingle roof, because a Westchester attic that hits 140 degrees in August will bake new shingles from underneath and cut their lifespan in half.
Tile Roof Installation
Barrel and flat concrete tile is classic South Florida, and plenty of Westchester homes still carry the original tile from 40 or 50 years ago. Tile replacement is heavier work that requires checking the truss capacity before we carry materials up, and we do that as part of every estimate, not as a surprise charge later. New tile roofing with upgraded underlayment will outlast most of us, but the underlayment itself typically needs replacement every 20 to 30 years, which is why a tile roof “replacement” sometimes means new tile over new underlayment at the same time.
Metal Roof Installation
Standing seam and metal tile systems are becoming more common in Westchester as homeowners look for something that shrugs off hurricane-force wind and reflects heat better than asphalt. Metal roofs cost more up front, often 60 to 80 percent more than shingles, but they can lower cooling bills and insurance companies sometimes offer better rates. We install metal roofing with the same crew supervision and line-item quoting we use on every job, and we will tell you honestly if your house is better served by a less expensive system.
Roof Replacement for Insurance and Code Compliance
After a major storm or an insurance inspection, plenty of Westchester homeowners get a letter saying their roof doesn’t meet current wind mitigation standards. Our Coral Gables roof replacement and installation experience informs how we replace roofs here specifically to bring homes into compliance, and we document every step so you can submit it to your carrier. If a claim is involved, we will work directly with your adjustor and make sure the scope of work matches what the carrier approved. Our goal is a roof that passes inspection the first time and a policy that doesn’t get dropped because of outdated covering.
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.
Brands We Service for Roof Replacement & Installation
We install a focused lineup of roof products we know well enough to stand behind for decades. When Ed Winslow’s name is on the job, we don’t experiment with materials or take chances on brands we can’t vouch for. Homes in Westchester get their roofs through us in brands we’ve been installing since the early days of the business.
We install ES Windows impact-rated roof accessories and skylight systems alongside full roof replacements when a homeowner wants to address light and protection at the same time. Their extrusion quality and impact ratings hold up to Miami-Dade testing, and we’ve installed enough of their systems to know exactly how to flash them so they don’t leak. ECO Window Systems makes energy-efficient openings we pair with roof replacement jobs where attic ventilation and cooling load matter. If your roof project includes skylights or attic window replacements, we can match the opening system to the new roof without a second contractor. Whether you need Mr-Glass or Therma-Tru product lines for a partial replacement or a full reroof, we can help with those as well.
Signs You Need Roof Replacement & Installation Right Now
- Ceiling stains that spread after rain. A brown or yellow ring on your ceiling means water has gotten through the roof covering, through the decking, and into your insulation. By the time it shows up indoors, the leak has likely been active for weeks or months. Waiting turns a thousand-dollar repair into a full roof replacement plus drywall work.
- Granules in your gutters or at your downspouts. Asphalt shingles shed granules as they age, and when you see them accumulate in Westchester’s rainy season, the shingles are past their useful life. Bare spots on shingles absorb heat faster and crack sooner. If your roof is 18 to 20 years old and shedding, replacement is cheaper than chasing leaks one by one.
- Cracked, chipped, or missing barrel tiles after a storm. Tile roofs protect you right up until a tile snaps and exposes the underlayment beneath. Broken tiles on the edges or near valleys are an open invitation for water to sit and soak. In Westchester, where storms roll through every summer, a few broken tiles quickly become a decking problem.
- Daylight visible from your attic. Go into your attic on a sunny afternoon and look up. If you can see pinholes of light, water can get through those same openings. This is one of the clearest signs the roof covering is done, and it’s one we look for on every inspection.
- Sagging areas or soft decking underfoot. A roof that feels springy or soft when walked on means the plywood underneath is rotting. Westchester’s humidity accelerates wood rot once moisture gets trapped. Rotted decking is a structural issue, not just a cosmetic one, and it has to be replaced before a new roof goes on.
Our Roof Replacement & Installation Process - Step by Step
Roof replacement is a big job, and you should know exactly what happens before your check clears. Here’s the process we follow on every Westchester home.
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Free on-site inspection and roof measurement. We climb up and walk the roof, check the decking from inside the attic, measure the square footage, and document the current condition with photos. You get a written report with our recommendations, not a sales pitch. We look at the roof covering, flashing, vents, and drainage lines so the estimate reflects the whole project, not just the visible surface.
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Written line-item estimate with material options. The estimate breaks out material costs, labor, decking replacement (if needed), permit fees, and disposal. You pick your shingle, tile, or metal system, and we lock the price. No change orders later. If we find hidden damage during tear-off, we stop and show you before adding a cent.
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Permit filing and inspection scheduling. We pull the permit through the local building department and schedule the inspections required in Westchester. You don’t chase paperwork - we handle it. This is one of the most commonly skipped steps with cheap roofers, and it’s why we include permit costs right in the estimate.
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Tear-off, decking inspection, and roof rebuild. The old roof comes off down to the decking. We assess the wood, replace what’s rotted, and install new underlayment, flashing, vents, and the roof covering you selected. The crew is uniformed and background-checked, so you know exactly who’s at your house and why.
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Final inspection, cleanup, and walk-through. The inspector signs off, our crew walks the property with a magnet for stray nails, and we walk the roof with you before calling it done. You get the inspection paperwork for your records and your insurance company. If anything isn’t done right, our 36500-Day Done Right Promise means we come back and make it right.
How Much Does Roof Replacement & Installation Cost in Westchester?
A typical asphalt shingle roof replacement on a 1,800-square-foot Westchester ranch runs between $11,500 and $16,500 including tear-off, underlayment, flashing, and disposal. Tile roofs on the same footprint run $18,000 to $28,000 depending on whether the old tile is salvaged and reinstalled or fully replaced. Metal roofing lands between $20,000 and $35,000 for a standing seam system, though metal tile profiles can push higher.
What changes the price? The biggest variables are roof size and complexity, meaning valleys, hips, skylights, chimneys, and protrusions all add labor. Decking condition is the wildcard. If half the plywood is rotted once we pull the old covering off, that’s a per-sheet cost on top of the original quote, but we show you the damage before we add it. Material choice matters too: architectual shingles cost more than three-tab but last decades longer, and impact-rated materials carry a premium that often pays for itself through insurance discounts.
The cheapest way to get burned is a lowball estimate with a vague scope. You want a line-item quote that names the materials, the underlayment, the flashing, the permit, and the disposal. Ours always does. Call (863) 251-5864 for a free, no-pressure roof estimate in Westchester. A written quote with everything named is already more than most roofer salesmen will give you.
Roof Replacement & Installation Near Westchester - Our Service Area
We’re based right near Westchester and cover the surrounding neighborhoods, including Miami, Coral Gables, South Miami, Kendall, Tamiami, Sweetwater, Olympia Heights, Sunset, Glenvar Heights, Coral Terrace, and Doral. Most estimates in Westchester happen the same week you call, and we have crews working in the area every week. You can check out our home page to see the full range of exterior work we handle beyond roofing, from impact windows to doors. We’ve also written up what roof replacement looks like in Roof Replacement & Installation in Miami and Roof Replacement & Installation in Coral Gables if you want to compare how pricing and materials shift across the county.
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.
Frequently Asked Questions - Roof Replacement & Installation in Westchester
Roof replacement means removing the existing roof covering completely, down to the wood decking, and rebuilding it with new underlayment, flashing, and a fresh covering of shingles, tile, or metal. It’s different from a repair, which patches a single issue. A full replacement resets the clock on your roof and brings the house up to current code.
Most asphalt shingle replacements in Westchester take one to two days of on-site work after permits clear. Tile and metal systems often take two to three days, plus a day for inspection scheduling. Weather can push things back, especially during summer storm season, but we keep you updated on the schedule daily. Call (863) 251-5864 and we’ll tell you what to expect for your home specifically.
A shingle roof replacement in Westchester typically runs $11,500 to $16,500 for an average-size home, while tile runs $18,000 to $28,000 and metal starts around $20,000. The exact price depends on roof size, complexity, material choice, and how much decking needs replacement. We write a line-item quote up front so you know exactly what’s in the number - call for a free estimate.
We install impact-rated roofing materials that meet Miami-Dade wind and impact standards, including the affiliated product lines we carry from our window and door brands like ES Windows and ECO Window Systems. Our focus is on roofs that pass inspection and hold up to South Florida storms, not on selling you the most expensive option in the catalog. If you have a specific brand in mind, ask us directly.
Yes, and we answer the phone 24/7 with a live person when a tree branch or storm leaves your roof exposed. We can tarp the damage the same day in most cases and begin the replacement process as soon as your materials and permit are ready. Call (863) 251-5864 if you need help right now.
Every roof we install is backed by our 36500-Day Done Right Promise, which means if something wasn’t done right, we come back and make it right. Material warranties vary by manufacturer, and we’ll register them for you so the coverage is valid from day one. The workmanship standard we hold ourselves to is Ed Winslow’s name being attached to every job.
You don’t have to do much. We ask that you clear vehicles from the driveway on installation day, remove wall decorations from interior rooms below the roof work, and keep children and pets inside during tear-off hours. The crew protects your landscaping and cleans up with magnetic nail sweeps before we leave. We’ll walk you through everything when we schedule the job.
Schedule Your Roof Replacement & Installation Service in Westchester Today
If your roof is showing signs of age or you’re tired of patching leaks every summer, call (863) 251-5864 and talk to us about a free estimate. We’re the one down the road, not a call center. A real person answers, Ed Winslow’s word backs every job, and your quote is free with no pressure and no obligation. We serve all of Westchester and the surrounding neighborhoods, and we’ll walk your roof and tell you the truth. If it’s not done right, we make it right. That’s the promise.
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.