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ES Windows Roof Replacement & Installation in Little Gables: What to Know First
ES Windows roof replacement and installation in Little Gables typically runs between $14,000 and $32,000 depending on roof size, material choice, and whether the home’s existing ES Windows units need re-flashing or re-sealing around the new roofline. Most full replacements take 4 to 7 working days, and we handle everything from the tear-off to the final inspection as an independent ES Windows service provider. We’re not a franchise and we don’t sub out the work; our own crew does the job, and Ed Winslow’s name is on every proposal we hand you. If you’re a Little Gables homeowner with ES Windows products and a roof that’s reached the end of its life, call (727) 291-4678 for a free estimate and a straight answer about what your house actually needs.

This page is for homeowners in Little Gables who already own ES Windows units or are planning to pair a new roof with ES Windows products. We’ll walk you through how these windows interact with roof work, what typically goes wrong around the roofline, and what we do differently so your new roof doesn’t compromise the windows you’ve already invested in.
Key Takeaways
- We’re an independent ES Windows service provider, not a manufacturer-authorized agent, which means we make parts and repair decisions based on your long-term best interest, not a corporate script.
- Roof replacement in Little Gables almost always involves re-flashing around existing window openings; skipping that step is the leading cause of post-roof leaks we get called back to fix.
- Every job gets the Done Right Promise: if it’s not done right, we make it right, no expiration date and no fine print.
- Pricing is upfront, line-item, and fixed. No change orders, no surprises on the invoice.
How ES Windows Products Fail - and How We Fix Them
ES Windows makes solid products, but no window brand is immune to what a South Florida roof throws at it. Here’s what we see most often on Little Gables homes, and how we address each one during or after a roof replacement.
- Flashing separation at the head of ES WinTech Series units. The WinTech line, popular on second-story additions throughout Little Gables, uses a relatively narrow top flange. When a roofer nails new drip edge or re-decks without repositioning the flashing, the seal pulls away within the first heavy rain. We see this constantly, and it’s almost never a window defect, it’s a roof-installation defect. Our fix: we remove and re-lay the head flashing with a custom bent aluminum cap before any new shingles or tile go on, then run a water test to prove the seal.
- Leaking at the mullion joints on ES Windows’ multi-unit picture configurations. Wide living-room windows made of three or four joined ES Windows panels are common in Little Gables ranch homes and Spanish-style builds. The factory mullion seal is robust, but over 12 to 15 years of thermal cycling, the mullion gaskets stiffen and micro-crack. A roof leak above the window will eventually find those cracks and present as water inside the frame, making people think the window failed. Our fix: we re-seal the mullions with a marine-grade silicone and inspect the roof-to-wall transition above the window before doing anything else.
- Weep system clogging on ES Vinyl Series sliders after roof tear-offs. Tear-off debris, granule dust, and old roofing cement inevitably fall into the sill tracks. ES Vinyl Series sliders have weep holes that are essential for draining, and when they clog, water backs up into the frame and shows up as mold on interior drywall. Our fix: we flush every weep cavity with compressed air at the end of the roof job, then run a direct water test through each track to confirm drainage. We’ll also show you the clogged debris so you know what would’ve caused a problem six months later.
- Frame racking on ES Aluminum Series casements when roof load shifts. Older Little Gables homes with barrel-clay tile roofs carry a lot of weight. When we remove a tile roof and the decking is re-fastened, the wall framing sometimes settles by a few millimeters. ES Aluminum casements are rigid, and even a small frame shift makes the crank mechanisms bind and the corner welds stress. Our fix: during roof replacement, we inspect each casement for plumb and square before and after re-decking, and we re-shim window jambs as needed so the frame isn’t fighting the structure.
- Exterior finish damage from roofing cement and sealant overspray. We’ve lost count of how many Little Gables roofs we’ve re-roofed where the previous crew smeared black roofing cement across the window perimeter. On an ES Windows’ powder-coated aluminum finish, that residue bakes on in the sun and becomes nearly impossible to remove without damaging the coating. Our fix: we protect every window with removable film during roof work, and if the damage already exists, we use a solvent-safe method that preserves the original finish rather than dulling it with abrasives.
Our ES Windows Roof Replacement & Installation Process
Every Little Gables roof replacement we do follows the same sequence, whether the windows are ES Windows, PGT, CGI, or a mixed lineup from prior renovations.
- 1
Free estimate and window audit. We walk the property with you, inspect every ES Windows unit at the roofline, and photograph any existing flashing, seal, or drainage concerns. You get a written line-item proposal, not a vague number on a napkin.
- 2
Protection plan. Before the first shingle comes off, we cover every door and window opening with reinforced film and hard-panel guards where needed. Your landscaping and pool get tarped or shielded too.
- 3
Tear-off and decking inspection. We strip the old roof and inspect the decking underneath. Any rotten or soft plywood gets replaced before we move forward. No surprise charges; replacement decking is priced in the proposal based on what we can see during the estimate.
- 4
Re-flashing around ES Windows openings. This is where we spend more time than most roofers in Little Gables. We pull old flashing, inspect the window flanges and frame alignment, clean the surfaces, and install new flashing with proper overlap and sealant. If a window unit was already compromised before we arrived, we tell you at this stage and give you a repair option before the roof goes back on.
- 5
New roof installation. Shingle, metal, or tile, installed to manufacturer spec and local building code. Little Gables has specific wind-load requirements, and we pull permits on every job, then schedule and pass the city inspection.
- 6
Final window test and walkthrough. We flush and test every ES Windows drainage system, check each sash and crank for smooth operation, and run a water test at the roofline transitions. Then we walk the property with you and show you exactly what we did and why.
What ES Windows Roof Replacement & Installation Costs in Little Gables
| Service | Typical Range in Little Gables |
|---|---|
| Asphalt shingle roof replacement (1,800-2,400 sq ft home) | $14,000 - $18,500 |
| Tile roof replacement (barrel clay or concrete, same size) | $24,000 - $32,000 |
| Metal roof installation (standing seam, 1,800-2,400 sq ft) | $26,000 - $34,000 |
| Re-flashing and re-sealing around existing ES Windows (per window) | $250 - $480 |
| Full roof + all perimeter window re-flashing package | Add $1,500 - $3,200 depending on window count |
What moves the price in Little Gables is roof pitch, decking condition, the number of roof-to-wall transitions around windows and doors, and whether you have a single-story ranch or a two-story Mediterranean with high access challenges. Tile roofs cost more because the material itself costs more and the labor is slower. The window re-flashing work is a small line item compared to the roof, but it’s the line item that prevents a $20,000 roof from leaking into your living room through a $1,200 window. We price it honestly and separately so you see exactly what you’re paying for. Call (727) 291-4678 for a detailed written quote. Estimates are free, and we leave you the paperwork whether or not you hire us.
Why Little Gables Homeowners Call Winslow Windows & Doors for ES Windows Work
We’ve been doing this in Florida since 2011, and Ed Winslow grew up in Little Gables, not far from the old Coral Gables Congregational Church. He still lives within a few miles of where he learned to ride a bike, and he picked up his trade fundamentals at Miami Dade College’s Kendall Campus before spending the better part of two decades installing and standing behind windows and doors across South Florida. Ed got into this business partly because his own family’s house took a beating during a bad hurricane season, and he saw firsthand how much a properly installed roof and window system actually matters. That experience never left him, and it shows in how we work.
Our crews know ES Windows quirks because we’ve repaired and flashed these units for over 15 years. We’re also an authorized installer for PGT, CGI, CWS, ECO Window Systems, Therma-Tru, Mr-Glass, which means if your home has a mixed-brand window setup, we don’t have to pause the job or phone a friend. We know the products, we know how they interact at the roofline, and we back every roof we install with the Done Right Promise. If it’s not done right, we make it right, whether that’s next week or thirty years from now. Our phone is answered by a live person 24/7, every technician is background-checked and uniformed, and our address and license number are published in plain view. No shell companies, no subcontracted crews you’ve never met.
FAQs
No, a roof replacement itself does not void an ES Windows product warranty, but improper re-flashing or sealant application around the window can, and that’s the risk we manage for you. ES Windows’ warranty covers manufacturing defects in the window, not water intrusion caused by someone else’s poor roof work. If a roofer damages a window or leaves a flashing gap, the manufacturer will reasonably point to the installer. We document every window’s condition before we start, so if a warranty claim is ever needed, you have evidence of the damage and the cause. Call (727) 291-4678 if you’re unsure where your warranty stands; Ed will look at it with you.
We use factory parts when they’re needed and genuinely better, and we use quality aftermarket materials when the factory option is overpriced or has a known weakness. For flashing, there is no ES Windows factory part, which surprises a lot of homeowners. The flashing is site-fabricated aluminum bent to fit your specific wall and roof intersection. For seals and gaskets, we use marine-grade products that outperform many factory compounds in South Florida’s heat and salt air. We’ll tell you exactly what we’re using and why, and we’ll never sell you a marked-up OEM part just because it has a brand name on the package.
Yes, the windows stay in place during a roof replacement, but they do get protected, and the flashing around them does get removed and replaced to tie the new roof into the existing window openings. That’s the correct way to do it, and skipping it is what causes those slow, nagging leaks that show up a year after the roof is done. We protect the glass and frames with removable film and guards, then replace every piece of flashing that was disturbed during the tear-off. Your windows won’t move, but the seal around them will be better than it was when we started.
Most asphalt shingle replacements on a standard Little Gables home take 4 to 5 working days. Tile and metal roofs take longer, usually 6 to 8 working days, because of the material handling and the slower installation process. If we’re also re-flashing a large number of ES Windows units, that adds time at the start of the job, not the end. We’ll give you a schedule in writing before we begin, and if the weather forces a delay, we’ll tell you as soon as we know, not after you’ve called us wondering where the crew is.
The single most common problem is failed or improperly installed head flashing at the top edge of the window frame, usually caused by a previous roof replacement that never properly tied the new roof into the existing window flange. Little Gables gets heavy afternoon thunderstorms every summer, and the wind drives rain almost horizontally. If that head flashing is even slightly lifted or incorrectly lapped, water gets behind the window frame and travels inside the wall. We find this on roughly one in three homes we re-roof in Little Gables where the previous roof was installed by a crew that didn’t understand window-to-roof transitions. Fixing it is straightforward; noticing it before the drywall is ruined is the trick. That’s why we inspect every window at the roofline before we touch the roof itself. Call (727) 291-4678 for a free estimate and we’ll check yours while we’re quoting the roof.
Written by Ed Winslow, Owner, Winslow Windows & Doors at Winslow Windows & Doors, serving Little Gables and nearby areas.
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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