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Flat & low-slopeFree roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Fast, Reliable Roof Replacement Across Conway
Roof replacement in Conway, FL typically runs $9,500 – $18,500 for a standard single-story ranch with architectural shingles, and most jobs finish in two to four days once materials arrive. That’s the honest range before you even pick up the phone. We know Conway’s streets well: the oak canopies along Lake Margaret Drive, the 60s-era ramblers near Barber Park, the newer infill builds off East Michigan Street. When you call Tilehurst Roofing Orlando, a live person answers at (850) 303-7235, and you get a written price before any work starts. No pricing games at the door, no crew that never shows. Greg Holloway and our team have walked enough Conway roofs to know exactly what we’re looking at before tear-off begins.
Why Tilehurst Roofing Orlando Is Conway’s Preferred Roof Replacement Company
Conway homeowners call us because we answer the phone, show up in the window we promised, and put every guarantee in writing before a single nail goes in. That’s the Kingswell Way, and it’s been our operating standard since the Kingswell family of roofing companies was founded in 2000. We’re not a lead-generation call center. We’re local roofers who know that a 1968 ranch on a shaded lot off Conway Road behaves differently than a sun-baked 2015 build near Lake Conway.
Our Roof Replacement team is background-checked and uniformed, so you know exactly who’s on your property. Scheduling and dispatch are coordinated from our South Florida office, but the crews working your Conway roof are local tradespeople who understand Orlando metro weather patterns. We don’t promise a time and then go silent. If something shifts, you hear it from a person, not an app.
Every Conway job starts with an inspection, not a sales pitch. Greg Holloway makes sure the written estimate you receive accounts for what’s actually under the shingles, not just what’s visible from the curb. That matters here more than most places, because Conway’s live oaks hide problems other roofers miss until tear-off day when the price suddenly changes. We don’t operate that way. Written price before any work starts, every single time.
Styles & brands we work with






Flat Roof Replacement in Conway
Flat Roof Replacement in Conway matters more than homeowners expect because so many of the area’s 1950s – 70s ranches have low-slope sections over carports, porches, or enclosed patios that were never waterproofed to modern standards. These sections fail faster than the main roof because they hold water longer, collect oak debris, and often sit over unconditioned spaces that trap heat. A flat or low-slope replacement in Conway runs $7,500 – $14,000 depending on square footage and decking condition.
On most Conway homes, the flat section isn’t truly flat. It has a slight pitch, usually 2:12 or less, which is exactly the range where standard shingles stop working reliably and specialized membranes or modified bitumen take over. The original builders frequently used rolled felt with no ice and water shield, which was acceptable practice in 1968. It is not acceptable now, and any roof replacement worth signing should address it properly.
What We Found on a Recent Conway Job
On a roof replacement near Conway Road, our crew opened up a 1968 ranch with original GAF composition shingles and found the low-slope section over the carport had no ice and water shield, just felt over old decking. We replaced the rotted decking, installed full underlayment and drip edge, reinforced the framing at the valleys, and resheathed the soffit before laying new architectural shingles, all documented for the permit inspector. That’s what a real replacement looks like when you find what’s underneath.
Membrane Options for Conway’s Low-Slope Sections
We typically use modified bitumen or a peel-and-stick membrane on low-slope sections because both seal fully and resist the ponding water Conway’s afternoon thunderstorms create. You don’t need the most expensive system, but you do need one installed over fresh decking and proper underlayment. A flat section that’s just been re-shingled over old felt will leak again, usually within a year or two, and it will leak into the carport or the room behind it.
Roof Installation in Conway
Roof Installation in Conway means a full tear-off down to the decking, inspection of what’s underneath, and a new roofing system built to handle this specific climate. For most Conway ranches, a complete architectural shingle installation runs $10,000 – $16,500, while a premium tile or specialty system from Boral can push toward $22,000 – $35,000 on larger homes. The price reflects what’s under your roof as much as what goes on top.
Conway’s roof installation needs differ from nearby cities because so many homes sit under dense live oak cover. Before any new system goes down, we inspect the decking thoroughly in shaded sections where moss and leaf litter have been trapping moisture for decades. Rotted decking gets replaced, not covered over. The framing gets checked at valleys and eaves where years of trapped runoff have done their damage. Then we install the underlayment, drip edge, and ice and water shield before the finished surface goes on.
Decking Inspection Comes First
On Conway homes with mature oaks, we routinely find decking that looked fine from the outside but crumbles when exposed. That’s not a markup tactic. It’s the reality of 50-year-old wood under decades of trapped moisture. Our written estimate includes an inspection allowance so you know exactly what a hidden decking repair would cost before tear-off even begins.
Architectural vs. Asphalt Shingles
Most Conway homeowners choose architectural shingles because they hold up better against wind and they look sharper on a ranch’s low, wide profile. Three-tab asphalt shingles are cheaper, usually $8,500 – $11,000 for a standard Conway home, but they’re thinner and less resistant to the lifted-edge damage we see after high-wind thunderstorms roll through. For the difference in cost, most of our Conway customers pick architectural and don’t look back.
Trusted Brands We Service in Conway
When we replace a roof in Conway, you don’t get stuck with one house brand the crew happens to stock. We work with seven major manufacturers: GAF, CertainTeed, Owens Corning, IKO, Atlas, Tamko, and Boral. That means we can match your home’s age and style honestly. A 1960s ranch with a low-pitch roof gets a very different recommendation than a 2018 lakefront build near Lake Conway. GAF and CertainTeed architectural shingles are the most common choices for Conway’s oak-shaded ranches because they balance cost, wind rating, and longevity. For homeowners who want tile or a heavier profile, Boral gives you a concrete product engineered for hurricane zones and humid climates. We’ll bring samples and printed spec sheets so you can see exactly what you’re paying for before signing anything.
See the difference
Before
After
Before
After
Before
AfterCommon Roof Replacement Problems We See in Conway Homes
- Moss and leaf debris trapped under the drip edge on oak-shaded slopes: Conway’s mature live oaks drop enough organic material to create a permanent damp layer at the roof’s edge. This rots decking and loosens starter strips, and the leaks it causes only become visible after a heavy storm pushes water through the compromised surface.
- Low-slope carport and porch additions that were never waterproofed correctly: Original builders felted these sections without ice and water shield, so afternoon thunderstorms push water up under the shingles and into the eaves. By the time you see a stain on the carport ceiling, the decking behind it is already soft.
- Inadequate attic ventilation on older ranch roofs: Many 1950s – 70s Conway homes lack proper ridge vents or balanced soffit intake. Trapped attic moisture weakens fascia and framing over time, and shingles start lifting at the edges, which is exactly what high winds exploit.
- Storm damage that goes unaddressed until the next season: Conway sits in the Orlando metro’s afternoon thunderstorm corridor, and wind-driven rain finds weaknesses fast. A shingle that lifted in June will have leaked by September if the edge wasn’t re-sealed properly or the underlayment was already compromised.
Pricing for Roof Replacement in Conway, FL
A full roof replacement in Conway runs $9,500 – $18,500 for most single-story ranches using architectural shingles. Flat or low-slope sections add $2,000 – $5,000 depending on square footage and whether we’re installing a membrane system. Full decking replacement, when needed, adds roughly $2.50 – $4.00 per square foot on top of the main bid, though it’s rarely the whole roof except in worst-case shaded sections. Tile systems from Boral run higher, generally $22,000 – $35,000 for a larger Conway home. The biggest price variables are roof complexity (valleys, dormers, multiple low-slope sections), the condition of the decking, and whether code-triggered upgrades like additional ridge venting or improved soffit intake get folded in. Call (850) 303-7235 for a free estimate. We’ll give you a written line-item price before any work starts.
We Also Serve Cities Near Conway
Beyond Conway, our crews handle roof replacement in Orlando, Deltona, Kissimmee, and Altamonte Springs. If you’re a few miles outside Conway proper, the same written-price guarantee and live-person phone coverage applies. One call reaches us anywhere in the metro.
Serving Conway, FL - Our Local Coverage Area
We’re based in the Conway 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 About Roof Replacement in Conway
The oak canopy directly increases your estimate because shaded sections of roof hold moisture longer, which accelerates decking rot and shingle deterioration. On Conway streets like those off Lake Margaret Drive or around Barber Park, we expect to find moss and leaf debris under the drip edge, and that means more decking inspection and underlayment protection built into the bid. A typical oak-shaded Conway ranch runs $1,500 – $3,500 more than the same footprint on an open lot in Orlando, simply because of what’s under the shingles. Call (850) 303-7235 for a written quote specific to your street.
That section needs ice and water shield or a peel-and-stick membrane installed over fresh decking, plus drip edge at every edge and proper flashing at the transition where the flat meets the main roof. Original builders used felt, and felt fails in Conway’s afternoon thunderstorms. Budget $2,000 – $5,000 for a typical carport footprint when included as part of a full roof replacement. We’ll confirm the exact number in your written estimate.
Most 1950s – 70s Conway homes get flagged for three things: adequate ridge venting, balanced soffit intake, and properly installed drip edge, because none of those were standard when the roof was originally laid. If we open the decking and find damaged trusses or rafters, the permit triggers a framing repair to current Orange County standards. We document everything for the inspector and price it in writing before the work happens. You won’t get surprised at the end.
Yes, roofers measure in squares, where one square equals 100 square feet of roof surface. A typical Conway ranch runs 1,800 – 2,400 square feet, or 18 – 24 squares, which at $480 – $620 per square for architectural shingles puts you in the $9,500 – $18,500 range. If one bidder quotes by the square and another gives a lump sum, ask for the square count and material type so you can compare honestly. We put both numbers on every written estimate.
For Conway’s location in the Orlando metro’s high-wind thunderstorm corridor, we recommend shingles rated for at least 110 mph, and most architectural lines from GAF, CertainTeed, or Owens Corning meet or exceed that. If your home sits on a lake-facing lot near Lake Conway with wider wind exposure, a 130 mph rated product with reinforced nail patterns is the safer call. We’ll spec the right rating in your written quote, no guesswork.
Written by Greg Holloway, Owner at Tilehurst Roofing Orlando, serving Conway and the surrounding metro.