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AfterTrusted Roof Replacement & Installation for Westchester Homeowners
Roof replacement in Westchester, FL typically costs between $11,500 and $27,000 for a standard single-family home, depending on square footage, roofing material, and whether decking or underlayment needs replacement. Most full tear-offs in Westchester take 3 to 5 working days once permits clear. Ed Winslow has been putting roofs, windows, and doors on Miami-Dade homes since 2011, and the Done Right Promise backs every Roof Replacement & Installation - Miami we complete. If your roof is leaking, lifting, or past its useful life, call (850) 721-1218 and a live person will answer, day or night.
What Our Roof Replacement & Installation Service Includes
Full Roof Tear-Off and Replacement
A complete tear-off removes every layer of old roofing down to the decking so we can inspect what’s underneath. In Westchester’s humid, storm-heavy climate, trapping moisture between old layers is a recipe for rot and mold that hides until it’s structural. Winslow Windows & Doors tears off, hauls away, and replaces your roof with new underlayment, flashing, and finished material rated for Miami-Dade wind loads. We don’t roof over old shingles and pretend it’s a new roof.
Shingle Roof Installation
Architectural asphalt shingles remain the most common choice for Westchester homes because they balance cost, lifespan, and wind performance. We install shingles rated to Miami-Dade County’s high-velocity hurricane zone standards, not the lighter grades sold in central Florida. Our crews nail to code, seal every ridge and valley, and warranty the workmanship in writing. If a shingle roof is right for your home, you’ll get a 20-to-30-year material lifespan and a clean, classic look.
Tile Roof Installation
Clay and concrete tile roofing is everywhere in Westchester’s Spanish-style and Mediterranean-style neighborhoods, from Olympia Heights to Kendall. Tile handles South Florida sun and salt air better than almost anything, but it’s heavy, and the underlayment beneath it fails long before the tile does. Winslow replaces both: new high-temperature underlayment, new battens, and tiles laid to the manufacturer’s spacing and Miami-Dade uplift specs. If your tile roof is 20-plus years old, the issue isn’t usually the tile itself, it’s what’s underneath it.
Flat and Low-Slope Roof Systems
Many Westchester homes built in the 1950s and 60s have flat or low-slope sections over carports, additions, or the main living space. These roofs need modified bitumen or TPO systems that shed water differently than pitched shingle or tile. We can walk you through both, and we pay special attention to drainage. Ponding water is the number one killer of flat roofs in Miami-Dade, and we slope and taper so water leaves the roof instead of sitting on it.
Roof Decking Repair and Replacement
When we tear off an old roof, we frequently find rotted OSB or plywood decking underneath, especially around chimneys, valleys, and old leaks. Rotten decking can’t hold nails properly, which means the new roof is compromised before it’s even finished. Winslow replaces damaged decking with code-compliant material as part of the job, and we show you exactly what we found before we cover it back up. No hidden surprises, no covering up problems to save time.
Ventilation, Flashing, and Drip Edge
A roof that can’t breathe rots from the inside. Attic ventilation, pipe boots, chimney flashing, and drip edge are the parts of a roofing system that fail quietly and cause leaks that look like shingle problems. We replace or upgrade all of these as part of a full roof installation. In Westchester’s heat and humidity, proper ventilation also matters for your cooling bill and the life of your roof deck.
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
Winslow Windows & Doors installs and services a full range of roofing systems, and our brand authorization list reflects the same standards we apply to our impact window line from PGT, CGI, and Therma-Tru. On the roofing side, we work extensively with tile, shingle, and metal systems specified for Miami-Dade’s high-velocity hurricane zone, and we follow each manufacturer’s installation specs to the letter. That matters because a roofing warranty is only as good as the installation underneath it.
Whether your Westchester home currently has a clay tile roof from a regional supplier, architectural shingles, or a flat TPO system, we can handle the replacement. We’ve torn off and rebuilt roofs in Kendall, Olympia Heights, and Palmetto Bay, and we also handle Coral Gables Roof Replacement & Installation with the same understanding of how soil, humidity, and storm patterns affect roofing choices differently than they do in Broward or inland Dade. If you’re not sure who made your current roof or what’s under it, call us, we’ll come look, and we’ll tell you what you actually need, not what’s easiest to sell.
Signs You Need Roof Replacement & Installation Right Now
- Water stains on ceilings or walls. By the time water shows up inside, it’s already traveled through your roofing material, underlayment, and decking. In Westchester’s afternoon thunderstorms, a small stain can become a serious leak within a single wet season. Don’t wait until drywall starts sagging.
- Granules collecting in gutters or at downspout bases. Asphalt shingles shed granules as they age, and that grit in your gutters means the shingles’ UV protection is wearing thin. If you see bare spots or the shingles look shiny in direct sun, the roof is nearing the end of its functional life.
- Cracked, chipped, or missing tiles after a storm. Tile roofs in Westchester take a beating from flying debris and wind-driven rain. A cracked tile that goes unrepaired allows water to saturate the underlayment below, which is the layer that actually keeps your house dry.
- Daylight visible through the attic roof deck. Go up in the attic on a sunny day. If you can see light coming through, water can get through too. This is a sign the roof structure has gaps that no amount of patching will fix long-term.
- A roof that’s 20 years or older. Most asphalt shingle roofs in Florida last 15 to 20 years. Tile can go longer, but the underlayment typically needs replacement at 20 to 25 years. If your roof is in that age range and showing any other signs on this list, replacement is cheaper than waiting for a failure.
Our Roof Replacement & Installation Process - Step by Step
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Free inspection and written estimate. We walk the roof, photograph what we find, and check the attic and interior for signs of water intrusion. Then Ed or a senior project manager writes an itemized estimate with material specs, scope of work, and a fixed price. You won’t get a vague number scrawled on a business card.
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Material selection and permit pull. We help you choose the right shingle, tile, or flat-roof system for your home and budget, then we pull the permit with Miami-Dade County. Permits are included in our scope of work, and we don’t start swinging hammers until the permit is in hand.
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Tear-off and decking inspection. The old roof comes off, and we inspect every inch of the decking before anything new goes on. If we find rot or damage, we show you photos and replace the affected decking. You know exactly what’s under your new roof, because you’ve seen it.
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Installation to Miami-Dade code. New underlayment, drip edge, flashing, vents, and your chosen roofing material go on to the manufacturer’s high-velocity hurricane zone specifications. Nail patterns, sealant application, and edge detailing all follow code. Then we clean the job site daily and at the end, including a magnetic sweep for nails.
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Final inspection and the Done Right Promise. We walk the finished roof with you, answer questions, and provide your warranty documentation. If anything isn’t done right - now or years from now - we come back and make it right. That’s the promise Ed Winslow has stood behind since 2011, and it doesn’t expire.
How Much Does Roof Replacement & Installation Cost in Westchester?
A full roof replacement in Westchester typically runs between $11,500 and $27,000. Here’s how that breaks down by common scenarios:
- Small flat roof or carport (300-600 sq ft): $6,000 to $11,000, depending on decking condition and system type.
- Standard 3-bedroom home with architectural shingles (1,800-2,400 sq ft): $12,000 to $18,000 with tear-off, new underlayment, and standard ventilation.
- Larger tile roof replacement (2,500-3,500 sq ft): $22,000 to $35,000, driven by tile type and the condition of the underlayment and decking.
- Flat/low-slope TPO or modified bitumen (1,000-1,800 sq ft): $12,000 to $20,000 depending on insulation and drainage corrections needed.
What moves the price most is decking condition. If half your decking is rotted, the job costs more, and we’ll show you the rot before we replace it. Tile type matters hugely too: a basic clay tile runs less than a premium barrel tile or custom color. The honest way to avoid overpaying is to get a line-item quote that separates materials, labor, decking, and permits, which is exactly what we provide. A free estimate from Winslow Windows & Doors includes all of that in writing, with no obligation and no change orders unless you change the scope.
Roof Replacement & Installation Near Westchester - Our Service Area
Winslow Windows & Doors serves Westchester and the surrounding Miami-Dade communities, including Roof Replacement & Installation in Miami, Roof Replacement & Installation in Hialeah, Doral, Coral Gables, Palmetto Bay, Kendall, Pinecrest, Miami Lakes, Olympia Heights, Medley, and Hialeah Gardens. We schedule inspections within a few days in most of our service area, and for active leaks we make every effort to get someone to your home the same day. When you call, a real person answers, and you’ll know who’s coming to your door before the truck pulls up.
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 your existing roof down to the decking and installing a completely new roofing system: underlayment, flashing, ventilation, and finished material. Installation is the labor and process side of that job. In Westchester, roof replacement is governed by Miami-Dade County building codes, which are among the strictest wind-resistance codes in the country. Call (850) 721-1218 if you need an honest assessment.
Most shingle roof replacements take 3 to 5 working days once the permit is issued and materials are delivered. Tile and large custom jobs can run 5 to 8 working days. Weather and decking discoveries can extend the schedule, but we tell you upfront what to expect and keep you informed throughout. Call (850) 721-1218 for a timeline specific to your home.
Expect to pay between $11,500 and $27,000 for most full replacements, with small flat sections starting around $6,000 and large tile roofs reaching $35,000 or more. The only way to know exactly is to get an itemized quote that includes materials, labor, decking, and permits. Our estimates are free and written, so you can compare apples to apples. Call (850) 721-1218 to schedule yours.
We install and replace shingle, tile, and flat-roof systems including TPO and modified bitumen, and we offer our Roof Replacement & Installation in Hialeah as well. If you have a metal roof or are considering one, we can assess it and let you know what’s feasible for your structure. We’ll also tell you honestly if a repair is smarter than a replacement. Call (850) 721-1218 and we’ll walk you through the options.
Yes. Our phone is answered by a live person 24 hours a day, 7 days a week, and if you have an active leak or storm damage, we’ll prioritize getting someone out to assess and tarp the roof. You’ll never reach a voicemail loop when you call (850) 721-1218, and you’ll talk to a person who can actually get a crew moving.
Your roofing materials carry manufacturer warranties that typically range from 20 to 50 years depending on product. Our workmanship is covered by the Done Right Promise: if it’s not done right, we make it right, period. That promise belongs to Ed Winslow, not a faceless warranty department, and it’s been standing since 2011. Call (850) 721-1218 to see the warranty details in writing.
Clear your driveway so we can park a trailer and materials, move vehicles out of the work zone, and cover items in your attic with sheets or plastic to catch dust. We handle the rest, including daily cleanup and a final magnetic sweep for roofing nails. We’ll walk you through the prep checklist when you schedule. Call (850) 721-1218 and we’ll get you set.
Schedule Your Roof Replacement & Installation Service in Westchester Today
Your roof is the one thing standing between your family and the next South Florida storm. Don’t guess about its condition. Call (850) 721-1218 to schedule a free, no-obligation inspection and get a written estimate from a company that’s been doing it right since 2011. Ed’s name is on the door, and on every job. The one down the road.
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.