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 Pinecrest
A full roof replacement on a Pinecrest home typically runs between $18,000 and $45,000, depending on the roof’s square footage, the material you choose, and whether the existing decking and fascia need to be brought up to Miami-Dade’s High Velocity Hurricane Zone code. Most Pinecrest roof replacements take 5 to 10 working days once materials are on site, though custom tile or metal orders can add 4 to 6 weeks to the front end. If you’re weighing whether to repair or replace, call (844) 901-4551 and we’ll give you a straight answer, a free inspection, and a written line-item quote before you commit to anything.
Ed Winslow has been putting his name on exterior work since 2011. That name is on the door, and it’s on every roof we install in Pinecrest. We know this village’s housing stock, we know its permit office, and we know what happens when a 1962 ranch home gets opened up for the first time in sixty years. We plan for it, price it, and don’t flinch when we find it.
Key Takeaways
- Pinecrest roof replacement typically costs $18,000–$45,000 depending on size, material, and code-required structural upgrades.
- Nearly every mid-century Pinecrest roof job triggers HVHZ fascia, rafter tail, and roof-to-wall strapping upgrades.
- Winslow Windows & Doors installs shingle, tile, and metal roofing, plus the structural framing work those roofs require.
- Free in-home inspection and written quote. Call (844) 901-4551.
Why Winslow Windows & Doors Is Pinecrest’s Preferred Roof Replacement & Installation Company
Pinecrest is not Kendall. The homes here are older, wider, and built to a different set of rules than the tract housing a few miles north on US-1. When we replace a roof in Pinecrest, we’re almost never just swapping shingles. We’re opening up eaves on homes along Old Cutler Road, SW 67th Avenue, and the winding streets off Ludlam that haven’t been touched since the Kennedy administration. We expect to find undersized framing, failed flashing, and decking that doesn’t meet current uplift ratings. The difference is that we plan for it before the first board comes off.
Pinecrest homeowners call us because we’ve done this exact job on this exact style of house dozens of times. Mid-century ranches and estate homes on half-acre lots with butterfly roofs, flat deck sections, and wide glass door walls. We don’t send a salesperson who’s never swung a nail gun. You get a background-checked, uniformed crew led by someone who knows what a Miami-Dade NOA is, what a 2×4 outrigger looks like when it’s been rotting behind jalousie windows for 50 years, and how to write a change order that keeps the job moving instead of stalling it.
Ed’s name is on the door, and the Done Right Promise is on every contract. That’s a century of accountability. If something we installed isn’t done right, we come back and make it right. No argument, no ticket number, no call center. You call (844) 901-4551, a live person answers, and we handle it.
We’re a full exterior-protection specialist, not a roofing-only outfit that will disappear once the shingles are laid. When a Pinecrest roof replacement forces the conversation toward impact windows, doors, and the structural connections between them, we’re already the company holding the hammer. That means one contract, one point of accountability, and one owner who answers for all of it.
Our Roof Replacement & Installation Services in Pinecrest
This page is about Roof Replacement & Installation, but in Pinecrest, that work rarely stops at the roof line. Here’s what we actually do when a Pinecrest homeowner calls us for a new roof.
Structural Framing Reinforcement for Impact-Rated Openings
Most Pinecrest homes from the 1950s and 60s were framed with whatever the original builder had on hand. Roof replacement on these homes frequently opens up exactly the wall cavities where impact windows and sliding doors will eventually go, and the framing that’s revealed is often undersized by today’s standards. We install structural headers, king and jack studs, and shear panels that meet Miami-Dade’s current HVHZ requirements so the openings are ready for impact-rated units when the time comes.

HVHZ-Compliant Roof-to-Wall Connection Upgrades
Pinecrest sits squarely inside Miami-Dade County’s High Velocity Hurricane Zone. The code here requires roof-to-wall strapping that many 1960s and 70s homes never had. On a roof replacement, we install the approved Simpson or equivalent connectors, upgrade anchor bolts where needed, and document everything for the inspector. Contractors who skip this step get failed inspections and permit revocations. We don’t.

Custom Flashing and Waterproofing for Non-Standard Openings
Pinecrest homes are full of wide, custom-sized sliding glass door walls and fixed picture windows that were fabricated to fit the original rough openings. Standard flashing kits don’t work on these. We fabricate custom metal flashing, pan flashing, and head jamb details that integrate with the new roof system and keep water out of the framing. This is the difference between a roof that lasts 25 years and one that starts leaking at the window head the first rainy season.

Complete Roof Replacement: Shingle, Tile, and Metal
We install architectural shingle, concrete and clay tile, and standing seam metal roofs in Pinecrest. Tile and metal make sense on a lot of these older estate homes because they last longer and match the original character, but they weigh more and require the decking and trusses to be evaluated first. We do that evaluation as part of every quote, because nobody wants to discover their 1968 trusses can’t carry a new concrete tile roof after the old one is in the dumpster.

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.
Trusted Brands We Service in Pinecrest
When a roof replacement intersects with windows and doors, product selection matters. As an authorized installer for PGT, CGI, CWS, ES Windows, ECO Window Systems, Mr-Glass, Therma-Tru, and ViewLux, we can supply and install impact-rated units that carry Miami-Dade NOA numbers for every configuration we spec. That means no rejected permits, no re-orders, no 12-week delays because someone ordered a product that doesn’t meet HVHZ requirements for a 145 mph design pressure zone. Pinecrest’s inspectors know these products, and so do we. We stock common components locally for faster turnaround, and for custom openings we order directly from the manufacturer with the exact NOA documentation attached.
Common Roof Replacement & Installation Problems We See in Pinecrest Homes
- Undersized fascia and rafter tails. Original 1x material was fine in 1963. It is not fine under current HVHZ uplift requirements. Nearly every mid-century Pinecrest roof replacement triggers a fascia and rafter tail upgrade that doesn’t exist in newer Kendall tract housing.
- Rotted outriggers from decades of jalousie weep. The original jalousie windows on these homes weeped condensation and rainwater behind the fascia boards for 50 years. By the time we open the eaves, the 2×4 outriggers are often soft or fully rotted where the sheathing meets the wall.
- Lightweight roof decking that flexes under wind load. 1950s Pinecrest homes were often built with thin plywood or 1x plank decking that doesn’t meet current uplift ratings. If it isn’t replaced or reinforced, the new roof flexes in a hurricane and the underlayment cracks.
- Failed flashing at sliding glass door head jambs. The wide, custom-sized sliding door walls common on Pinecrest estate homes are a notorious leak point. Flashing details weren’t integrated with the original roof system the way they must be today.
Pricing for Roof Replacement & Installation in Pinecrest, FL
A complete shingle roof replacement on a typical 3,000 to 4,500 square foot Pinecrest ranch home runs $18,000 to $35,000. Tile roofs on the same footprint run $35,000 to $55,000, and standing seam metal typically lands between $40,000 and $70,000. These ranges include tear-off, dump fees, underlayment, and code-required structural upgrades where they apply, but they don’t include the scope changes that only reveal themselves once the old roof is off. That’s why our quotes include allowances for fascia replacement, rafter tail reinforcement, and roof-to-wall strapping upgrades, with any surprise priced and approved in writing before we touch it.
What moves the price in Pinecrest specifically is the age of the home and the condition of the original framing. A 1970s home that was re-framed at some point in the last 20 years will come in lower than a 1955 original that still has 1x fascia and plank decking. We’ll tell you which one you have before you sign anything. Call (844) 901-4551 for a free in-home inspection and a written, line-item quote.
What Roof Replacement & Installation Costs in Pinecrest
Here’s a clearer breakdown of the numbers we gave above, plus what to expect if the roof work pulls in window and door work. Impact windows in Pinecrest generally run $800 to $1,500 per window installed when we’re talking standard openings. Impact single-hung units run $900 to $1,800. Large or custom openings like the full glass door walls on Pinecrest estate homes run $2,500 to $5,000 per opening, and whole-home packages typically land between $8,000 and $25,000+ depending on the opening count and the product line you choose. The floor height, the wind zone rating for your specific location, and whether the existing frames are aluminum, wood, or a mix all move the final number.
We price everything in writing before work starts, and we don’t change the number once the contract is signed unless you approve a change order in writing first. Free in-home measure, free quote, no trip charge inside our home county. Call (844) 901-4551 to schedule it.
Florida Pays You Back
The incentives stack better in Pinecrest than most homeowners realize. The My Safe Florida Home program offers matching grants up to $10,000 for qualifying wind-mitigation upgrades, which frequently include the roof-to-wall connection and opening protection work that a Pinecrest roof replacement triggers anyway. The state’s sales-tax exemption applies to impact-resistant windows and doors, which matters when the roof work pulls those products into scope. The federal 25C energy credit returns 30% of product cost on qualifying energy-efficient units, up to $600 per year. And many windstorm carriers apply an average premium credit of around 25% to the windstorm portion of your policy after a wind-mitigation inspection, which typically costs $75 to $150. We can’t guarantee what your carrier will do or what a state program will approve, but we’ll help you gather the documentation to submit.
One comparison worth making: impact windows are permanent protection. Hurricane shutters require you to be home, awake, and physically able to hang heavy panels on every opening before the storm hits. Windows that are impact-rated all the time do the job with no action required. If a Pinecrest roof replacement is already opening up your walls, installing the impact units while the framing is exposed is usually the cheapest way you’ll ever do it.
Every unit we install carries Miami-Dade NOA or Florida Product Approval numbers matched to the specific configuration and design pressure for the opening. We don’t oversell ratings and we don’t guess. The math gets done by an engineer or pulled directly from the product approval database before the permit application goes in.
The Pinecrest Reality: Your Roof Replacement Will Force Code Upgrades
Here’s what nobody tells you at the sales pitch: in Pinecrest, nearly every roof replacement on a mid-century ranch home triggers a mandatory upgrade of the original undersized fascia and rafter tails to meet current HVHZ uplift requirements. This scope change doesn’t exist in neighboring Kendall’s newer tract housing, where the framing was already built to modern standards. It’s a Pinecrest problem, and it adds real money to the job. We handle it the same way every time: inspection first, allowances written into the contract, and any surprise priced and approved in writing before we touch it.
On a 1960s home on Lago Mar Circle, our crew opened the eaves for a roof replacement and found the original 2×4 outriggers had rotted where the jalousie water weeped behind the fascia for five decades. We wrote a change order for custom-fabricated structural extensions, pulled the permit revision, and completed the roof with all new fascia engineered for the home’s 145 mph design pressure, before any new windows were set. That’s how a Pinecrest roof job should go: the problem found early, priced fairly, and fixed before it becomes a failed inspection or a leaky roof.
We also see contractors miss the HVHZ requirement that roof-to-wall strapping be upgraded to current Miami-Dade NOA specs. The roof looks fine for a month, then the inspector arrives, fails the connection detail, and the permit gets revoked. Or the original lightweight roof decking is assumed to meet current uplift ratings and it doesn’t, so the new roof flexes under hurricane wind load and cracks the underlayment. Or the flashing around wide, custom-sized sliding door openings isn’t integrated with the roof replacement, and water starts intruding at the head jamb within the first year, rotting the new LVL header. These are the failures we fix on other people’s work. They’re also the reason Pinecrest homeowners call us first now.
This is the real spine of a Pinecrest roof replacement: the roof itself is often the simplest part of the job. The framing underneath it, the fascia around it, and the openings that surround it are what determine whether the job succeeds. We plan for all of it before the first board is removed.
We Also Serve Cities Near Pinecrest
Winslow Windows & Doors handles Roof Replacement & Installation in Pinecrest and the surrounding communities, including Kendall, Glenvar Heights, Cutler, and Palmetto Bay. The framing issues we see in Pinecrest’s mid-century estate homes are different from what we see in Kendall’s newer tract housing, but the standard of work is the same everywhere: priced in writing, permitted properly, and backed by the Done Right Promise.
Serving Pinecrest, FL — Our Local Coverage Area
We’re based in the Pinecrest 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 Pinecrest
Yes, in nearly every case. Pinecrest’s position inside the HVHZ means the original 1x fascia and undersized rafter tails on mid-century homes don’t meet current uplift requirements, and a permitted roof replacement will trigger that upgrade as a condition of passing the final inspection. We write this allowance into the contract upfront so it doesn’t surprise you after tear-off. Call (844) 901-4551 for an exact read on your home.
Yes. Removing the old roof exposes the wall-to-roof connection, and the current Miami-Dade code requires that connection to be upgraded to modern NOA-spec strapping and anchor bolts before the new roof goes down. We do this on almost every Pinecrest home we roof. The cost is typically $2,000 to $5,000 depending on the perimeter length and what’s there now.
Usually, yes. The wide custom-sized openings common on Pinecrest estate homes often have headers that are undersized for current wind-load requirements, and a roof replacement is the moment to reinforce them. We inspect the existing header, add LVL or steel reinforcement where needed, and integrate the flashing with the new roof system so water can’t get in at the head jamb.
No. Miami-Dade requires a permit for decking replacement, even if the roof shape stays the same, and the decking has to meet current uplift ratings. We pull the permit, schedule the inspections, and handle the documentation, so you don’t have to navigate the Pinecrest building department alone.
No, existing windows don’t need new NOA stickers just because the roof was replaced. But if the roof work exposes wall cavities and you choose to replace the windows later, the new units must carry Miami-Dade NOA numbers matching your home’s design pressure. We flag any window conditions we find during the roof inspection so you can plan ahead.
Call Winslow Windows & Doors for Pinecrest Roof Replacement
When you’re ready to price a roof replacement in Pinecrest, call (844) 901-4551. You’ll reach a live person, not a voicemail loop. We’ll schedule a free in-home inspection, walk you through what we find in the attic and at the eaves, and give you a written line-item quote with allowances for the code upgrades that Pinecrest’s older homes always seem to trigger. Ed’s name is on the door, the Done Right Promise is on the work, and the quote is free. The one down the road.
Written by Ed Winslow, Owner at Winslow Windows & Doors.










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