A Winslow company - serving Westchester, FL
Roof Repair in Westchester, FL | Winslow Windows & Doors - Winslow Windows & Doors

Roof Repair 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.

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Cities Served
Free
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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

Trusted Roof Repair for Westchester Homeowners

A failing roof in Westchester doesn’t wait for a convenient moment. You’ll notice a water stain spreading across the ceiling after a heavy summer downpour, or find granules from worn shingles collecting in the gutters after a windy afternoon. When that happens, you need a straight answer on cost and a repair crew that shows up. Winslow Windows & Doors has served Westchester homeowners since 2011, and Ed Winslow’s name is on the door and on every job we do. We answer our own phones at (863) 251-5864, day or night, and we’ll give you an honest assessment, usually with a firm price before any work begins. No ticket numbers, no call centers, and no vague promises. Just a local company that’s been fixing roofs in Westchester for over 15 years.

Key Takeaways

– Roof repair in Westchester typically costs between $350 and $1,400 depending on the material and extent of damage.
– Leaks, lifted shingles, and sagging sections should be addressed within days, not weeks.
– Winslow Windows & Doors has served Westchester since 2011 with background-checked, uniformed technicians.
– Every repair is backed by the 36500-Day Done Right Promise: if it’s not done right, Ed Winslow makes it right.
– Free estimates, no trip charge inside our home county, and a permanent 10% discount for seniors and veterans.

What Our Roof Repair Service Includes

A roof repair is rarely just one thing. It’s a leak that started at a flashing point and ran three feet along a rafter, or a cluster of cracked tiles that let moisture into the underlayment over time. We treat every Westchester roof repair as an investigation first and a patch job second. Our technicians trace the actual source of the problem, then fix the damaged area and the entry point both. Here’s what we handle most often.

Shingle Repair and Replacement

Westchester homes built in the 1970s and 1980s often still have original asphalt shingle roofs that have been patched over the years. Storms and the intense South Florida sun take a toll: shingles curl, crack, or lose their granule coating entirely. We replace individual damaged shingles, but we also check the surrounding rows to see if a larger section needs attention. Most shingle repairs in Westchester take one to three hours once we’re on the roof.

Tile Roof Repair

Clay and concrete tile roofs are common in Westchester neighborhoods like Westwood Lake and Tropical Estates, and they’re beautiful when intact. But a single cracked or slipped tile can channel water directly into the roof deck. We match the existing tile profile and color as closely as possible, and we walk tile roofs with care to avoid cracking adjacent tiles during the repair. It’s detailed work, and it’s work we’ve done across hundreds of Westchester homes since 2011.

Flashing Repair and Replacement

Most Westchester roof leaks aren’t actually from shingles or tiles. They start where the roof meets a wall, a chimney, a skylight, or a vent pipe. That metal flashing corrodes, lifts, or gets torn loose by wind, and water follows the gap. We inspect every flashing point during a repair call, and we replace damaged flashing with corrosion-resistant material that’s sized for South Florida’s heavy rain. If your leak is near a roof penetration, flashing is usually the culprit.

Leak Detection and Repair

A water stain on the ceiling tells you water got in. It doesn’t always tell you where. Westchester homes with low-slope or flat roof sections can hold water for hours after a storm, and the actual entry point may be fifteen feet from the stain. We use moisture meters and visual tracing to find the true leak path, then fix the water entry point and any damaged decking or insulation beneath it. The 36500-Day Done Right Promise means we don’t just paint over the problem.

Storm Damage Repair

Summer thunderstorms and the occasional tropical system hit Westchester hard. Winds lift edges, debris punctures the roof surface, and heavy rain exploits every small opening. We repair storm damage quickly, document everything for your insurance claim if you’re filing one, and prioritize making the roof watertight before anything else. If a tarp is needed while materials arrive, we’ll secure it properly.

Ridge Cap and Vent Repair

The ridge cap runs along the roof’s peak and takes the brunt of wind uplift and sun exposure. When ridge cap shingles or tiles loosen, water enters at the most vulnerable point of the roof. Ridge vents, plumbing vents, and roof turbines also wear out and leak. We repair or replace these components as part of most general roof repair visits in Westchester, because a ridge cap that’s ten years older than the rest of the roof needs attention sooner rather than later.

Roof Decking and Underlayment Repair

When water has been entering for a while, the damage isn’t visible from your living room. Plywood decking rots, and the underlayment barrier degrades. We remove the damaged roof surface, cut out rotted decking, replace it with the proper thickness, and install new underlayment before putting the finished surface back. This isn’t a patch; it’s a structural repair that keeps your Westchester home’s roof solid for the long term.

Gutter and Downspout Repair

Gutters aren’t technically part of the roof, but a failed gutter system sends water where it shouldn’t go: down the fascia, behind the soffit, and into the roof edge. We reconnect sagging gutters, seal leaking corner joints, and replace damaged sections so water is carried away from the roof and foundation. In South Florida’s downpours, a working gutter system is part of a working roof.

Need help today?Fast, friendly service and a no-obligation free estimate.

Call (863) 251-5864

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.

Brands We Service for Roof Repair

Winslow Windows & Doors is an authorized installer for eight premium brands, including PGT, CGI, CWS, ES Windows, ECO Window Systems, Mr-Glass, Therma-Tru, and ViewLux. While those names are best known for windows and doors, they represent our standard across the whole building envelope. When we walk a Westchester roof, we bring the same exacting, material-specific knowledge to any roof system, whether it’s architectural shingles from GAF or Owens Corning, or clay tile from local suppliers that has been on the house since the original build.

That brand-specific expertise matters. A repair crew that only knows “roofs” in general can miss the quirks of a specific tile profile or the fastening pattern of a particular metal panel system. We’ve serviced ES Windows and ECO Window Systems installations across Westchester and Coral Gables, and the same discipline we apply to those premium products carries over to every roof repair we touch. Whether you have a specialty roof system or any other make, we can help.

Signs You Need Roof Repair Right Now

Roof damage in Westchester doesn’t improve with time. What starts as a $400 shingle replacement becomes a $4,000 decking repair if left through a rainy season. Here are the signs that warrant a call to (863) 251-5864 this week.

  • Water stains on ceilings or walls. Brown or yellow rings mean water is already inside your roof assembly. The leak may have been active for weeks before you noticed it. Call us for leak detection before the damage extends to insulation and drywall.
  • Missing, cracked, or curled shingles. Shingles protect the roof deck, and once they’re compromised, everything beneath them is exposed. Wind storms in Westchester routinely lift shingle edges even when no other visible damage exists. A repair now is cheaper than a replacement later.
  • Granules in the gutters. Asphalt shingles shed granules as they age, and those granules collect in gutters and downspouts. If you’re seeing a thick layer of granules after every rain, your shingles are nearing the end of their service life, and spot repairs may no longer be enough.
  • Sagging or soft spots on the roof. A roof should never feel spongy when walked. Soft areas indicate rotted decking underneath the surface material. This is a structural issue, not a cosmetic one, and it should be addressed before the sag worsens.
  • Daylight through the attic boards. On a sunny day, turn off the lights in your attic and look up. If you see pinpoints of light through the roof deck, water can enter through those same openings. Small holes from removed dish mounts or vent penetrations are common leak sources in Westchester homes.

Our Roof Repair Process - Step by Step

We keep the process transparent so you know exactly what’s happening on your Westchester roof from the first phone call to the final inspection.

  1. 1
    Call and talk to a live person. You call (863) 251-5864 and a person answers, not a voicemail system. We ask about what you’re seeing, schedule a time that works, and confirm our technician’s name before he leaves the shop.
  2. 2
    On-site inspection and diagnosis. Our background-checked, uniformed technician arrives at your Westchester home, walks the roof, and identifies the exact source of the problem. We use moisture meters where needed to trace hidden water paths. You’ll know what we found before any work is authorized.
  3. 3
    Upfront written estimate. You get a line-item price for the repair, not a vague range. No surprises on the invoice, and no change orders halfway through the job. If you already have a written estimate from another company, bring it; we’ll give you a free second opinion.
  4. 4
    The repair itself. We perform the repair with the correct materials for your roof type and South Florida’s climate. That means corrosion-resistant fasteners, proper underlayment, and exact material matching wherever possible. Every technician is uniformed and identifiable.
  5. 5
    Final walkthrough and the 36500-Day Promise. After the repair, we walk the area with you and explain what was done and why. Every job is backed by the 36500-Day Done Right Promise: if it’s not done right, we make it right. Ed Winslow’s name is on that promise.

How Much Does Roof Repair Cost in Westchester?

A typical shingle repair in Westchester runs $350 to $600, depending on how many shingles need replacing and how steep the roof is. A tile replacement usually lands between $450 and $900, since tile matching and careful walking add time. Flashing repairs around chimneys or walls typically cost $400 to $800, and a roof leak that requires decking replacement can range from $800 to $2,500 depending on the size of the damaged area. These are real numbers from the work we’ve done across Westchester, Sweetwater, and Tamiami since 2011.

Several factors move the price. Roof pitch matters because steeper roofs require more safety equipment and slower work. Material type changes the cost, with tile being more expensive to match and replace than asphalt shingle. The age of the roof matters too: older roofs often hide additional damage once we open the surface. To avoid overpaying, get a line-item written estimate, ask what’s included, and be wary of any price that’s quoted without an inspection. Our free estimates include the inspection, the diagnosis, and the quote, with no trip charge inside our home county. Seniors and veterans always receive 10% off, permanently, with no expiration.

Roof Repair Near Westchester - Our Service Area

We’re based right in the neighborhood, and our service area covers Westchester plus the surrounding communities: Miami, Coral Gables, South Miami, Kendall, Tamiami, Sweetwater, Olympia Heights, Sunset, Glenvar Heights, Coral Terrace, and Doral. Most Westchester roof repairs are scheduled within a few days of your call, with emergency work handled as quickly as possible. If your roof is leaking and you’re nearby, we’ll be there. For broader coverage, see our Roof Repair in Miami page or our Roof Repair in Coral Gables page for more neighborhood-specific details. And if you’re checking our work, start with our home page to see everything we do.

Serving Westchester, FL - Our Local Coverage Area

We’re based in the Westchester area and know this community well, and we also offer Roof Repair - Miami. Use the map below to see our service coverage - if you’re nearby, we can almost certainly help.

Frequently Asked Questions - Roof Repair in Westchester

What is roof repair?

Roof repair is the process of fixing localized damage to a roof without replacing the entire roof system. In Westchester, that usually means replacing missing shingles, sealing a flashing point, replacing cracked tiles, or repairing a section of rotted decking. Winslow Windows & Doors diagnoses the exact source of the problem and repairs it at the root, rather than just patching the visible surface. If your roof has isolated damage but is otherwise sound, repair is often the right financial choice.

How long does roof repair take?

Most standard repairs in Westchester take between two and five hours from setup to final cleanup. Shingle replacement on a single slope is usually done in under three hours. Tile work and flashing around multiple roof penetrations can take a full day. Call (863) 251-5864 and tell us what you’re seeing; we’ll give you a realistic time estimate before we schedule.

How much does roof repair cost in Westchester?

Roof repairs in Westchester typically run $350 to $1,400 for most jobs, with minor shingle work at the low end and decking replacement at the high end. The exact price depends on roof pitch, material type, and how much hidden damage exists. Every estimate from Winslow Windows & Doors is line-item written pricing, and you’ll know the full cost before we start. Call (863) 251-5864 for a free estimate.

Do you service PGT, CGI, and Therma-Tru roofs?

Winslow Windows & Doors is an authorized installer for PGT, CGI, CWS, ES Windows, ECO Window Systems, Mr-Glass, Therma-Tru, and ViewLux. While those brands are primarily known for impact windows and doors, our expertise with premium building products means we understand the material and installation standards behind them. For roof systems, we work on all major roofing materials and bring that same brand-specific rigor to every repair.

Are you available for emergency roof repair?

Yes. If you have an active leak or storm damage in Westchester, call (863) 251-5864 and a live person will answer, 24 hours a day, 7 days a week. We’ll talk through what’s happening, help you take emergency steps if needed, and get a technician to your home as quickly as possible. No voicemail loops and no call centers, just Ed Winslow’s team on the other end of the line.

What warranty comes with roof repair?

Every roof repair from Winslow Windows & Doors is covered by the 36500-Day Done Right Promise. If the repair isn’t done right, we make it right, for 100 years. That’s not a marketing line; it’s Ed Winslow’s personal standard, and it’s backed by 15 years of work across Westchester. You’ll also receive any manufacturer warranties that apply to the specific repair materials used.

How should I prepare for a roof repair visit?

Clear the area around the downspouts and make sure our technician can access the roof safely, which usually means moving vehicles away from the work area and keeping pets indoors during the visit. If you’re concerned about interior access for leak tracing, we’ll confirm that when you call. Most importantly, don’t wait if you’re seeing active water; damage compounds quickly in Florida’s climate.

Schedule Your Roof Repair Service in Westchester Today

If your roof is showing signs of trouble, call Winslow Windows & Doors at (863) 251-5864 for a free, no-obligation estimate. We’ve been fixing roofs in Westchester since 2011, and every job is backed by the 36500-Day Done Right Promise, upfront pricing, and Ed Winslow’s personal accountability. A real person answers, 24/7. Call now and get a straight answer about your roof, from the one down the road.

Written by Ed Winslow, Owner at Winslow Windows & Doors, serving Westchester since 2011.

Why Impact

Six Reasons Homeowners Choose Winslow Windows & Doors

Hurricane Protection

Impact systems engineered to design pressures up to +/-100, matched to your wind zone - your openings hold when the storm arrives.

Energy Savings

Low-E insulated impact glass from our manufacturer lines commonly cuts monthly cooling bills 20-30%.

Noise Reduction

Laminated impact glass shuts out up to 40% of outside noise - traffic, neighbors, weather.

Burglar Resistant

Monitoring services run $30-90 a month. Laminated impact glass resists forced entry around the clock, with no subscription.

Insurance Savings

Florida homeowners average around 25% savings on the windstorm portion of their policy after protecting every opening - some homes qualify for more.

Property Value

A full impact package upgrades curb appeal, buyer confidence and appraised value in one project.

Other Services

Other Winslow Windows & Doors Services

Reviews

What Neighbors Say About Winslow Windows & Doors

★★★★★

"The old aluminium sliders howled every afternoon storm and swelter came straight through the glass. The new impact sliders shut with a sound like a bank vault and the back rooms finally hold their temperature."

PPercival Whitcombe
★★★★★

"We sat out a hurricane behind the windows Ed put in. The gusts threw a neighbour's trampoline down the street and the loudest thing in our house was the kettle. I rang him after to say thank you and he answered his own phone, same as always."

TThaddeus Okonkwo
★★★★★

"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."

MMaximilian Vasquez
★★★★

"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."

BBartholomew Crenshaw
★★★★★

"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."

RRosalind Beaumont
★★★★

"The installation was clean and the windows are beautiful. The factory took about six weeks to deliver the units, which Ed told me upfront, but living behind plywood-framed openings in the meantime still tested my patience."

GGuadalupe Zamorano
★★★★★

"A tile roof repair and new windows from the same company meant one crew, one permit runner, and nobody blaming the other trade. Ed checked the roof work himself before the tarp came off."

HHenrietta Pemberton

Why Westchester Chooses Winslow Windows & Doors

We set the standard for roof repair 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 repair handled is simple and fast.

1

Call or Request a Free Estimate

Tell us about your roof repair 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 repair 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
★★★★★

"The installation was clean and the windows are beautiful. The factory took about six weeks to deliver the units, which Ed told me upfront, but living behind plywood-framed openings in the meantime still tested my patience."

Guadalupe Zamorano · Verified customer
★★★★★

"A tile roof repair and new windows from the same company meant one crew, one permit runner, and nobody blaming the other trade. Ed checked the roof work himself before the tarp came off."

Henrietta Pemberton · Verified customer

Ready for Roof Repair in Westchester?

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

(863) 251-5864

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