Tile roofing
Architectural shingles
Metal roofing
GAF
Owens Corning
Flat & low-slopeFree roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Fast, Reliable Roof Replacement Across Kissimmee
A full roof replacement in Kissimmee typically runs between $9,800 and $16,500 for a standard single-family home with architectural asphalt shingles, and most jobs wrap up in two to four days once permits clear. We’re Tilehurst Roofing Orlando, part of the Kingswell family of roofing companies founded in 2000, and we work throughout Kissimmee every week, from Poinciana to the Lakefront to the neighborhoods off John Young Parkway and Osceola Parkway. Greg Holloway leads our crews, and the same standard applies on every Kissimmee roof: a written price before any work starts, a written guarantee before the crew leaves, and a live person answering when you call (850) 303-7235. You’ll know exactly what the job costs before a single nail goes in.
Why Tilehurst Roofing Orlando Is Kissimmee’s Preferred Roof Replacement Company
Kissimmee homeowners have dealt with enough no-shows and price changes at the door. That’s the problem our whole process was built to solve. When we schedule a roof replacement in Kissimmee, we arrive in the window we gave you, we put the price in writing up front, and the crew on your roof is background-checked and uniformed so you know exactly who’s up there. Every repair and replacement carries the 365-Day Done Right Promise: if it’s not done right, we make it right for a full year. Written guarantee on every repair, delivered before the crew leaves, not mailed later.
Our Kissimmee customers call us because the response is real. Scheduling and dispatch are coordinated from our Orlando office, but the crews work Kissimmee neighborhoods daily. We know the difference between a 1987 Poinciana hip roof with original 3-tab shingles and a 2005 Bellalago home with architectural shingles nearing their replacement window. That local familiarity changes how we quote, how we stage the job, and how we handle the Kissimmee permit process, which we pull and close out on every replacement.
Styles & brands we work with






Roof Replacement Contractor in Kissimmee
A Roof Replacement Contractor in Kissimmee has to handle more than tearing off old shingles. The job starts with a full decking inspection because Kissimmee’s daily summer thunderstorms mean hidden moisture damage underneath shingles that look fine from the ground. From there it’s underlayment, drip edge, shingles or your chosen material, ridge cap, flashing, and ventilation, all installed to meet the current wind-load requirements for Osceola County. Most Kissimmee roof replacements run $9,800 to $16,500, and that price should be in writing before any work starts. If it isn’t, walk away.
Permits and Inspections, Handled
Every roof replacement in Kissimmee requires a city permit and a final inspection. We pull the permit, schedule the inspection, and stay through the sign-off. You get the paperwork. That documentation matters later when your insurer asks for proof the roof was installed to code.
Decking Replacement Before Shingles
If the decking under your old shingles has soft spots from years of Kissimmee humidity and storm cycles, those sections get replaced before anything goes on top. We write that into the quote up front when we can see the damage, and we walk you through it if we find more during tear-off, with a change order in writing, not a surprise at the door.
Asphalt Shingle Roof Replacement in Kissimmee
An Asphalt Shingle Roof Replacement in Kissimmee is the most common full replacement we do, and for good reason. Most Kissimmee homes built from the 1980s through the 2000s were originally roofed with 3-tab or early architectural asphalt shingles that are now past their 20-year lifespan. Replacement with a modern architectural shingle like GAF Timberline HDZ or CertainTeed Landmark typically runs $9,800 to $14,500 for an average single-family home. Architectural shingles cost a bit more than 3-tab but carry higher wind ratings, last longer, and almost always look better from the street.
Wind-Rated Nailing Patterns
The higher wind zone in Kissimmee means the nailing pattern matters. We install shingles with the 6-nail pattern required for the wind rating on the product, because a skipped nail voids the manufacturer’s wind warranty. That’s not a detail a cheap quote bothers to mention, and it’s exactly the kind of shortcut that shows up after the next storm.
Full Synthetic Underlayment
Under every asphalt shingle roof we install in Kissimmee, we put down full synthetic underlayment. It holds up better than old felt in Central Florida’s humidity and gives you a real barrier if wind-driven rain gets under a shingle. We don’t reuse old felt to save a hundred dollars.
Trusted Brands We Service in Kissimmee
We’re not tied to a single house brand. Kissimmee homeowners can choose from seven major manufacturers, including GAF, CertainTeed, Owens Corning, IKO, Atlas, Tamko, and Boral. That means the product fits your home and your wind-rating needs, not just what happens to be on the truck. We stock common architectural shingle lines locally for fast turnaround on Kissimmee jobs, and if your home needs a specific profile or color match, we’ll order it and keep you posted on timing. You get genuine choice, and we’ll walk you through the trade-offs between brands and lines before you commit to anything.
See the difference
Before
After
Before
After
Before
AfterCommon Roof Replacement Problems We See in Kissimmee Homes
- Brittle 3-tab shingles on 1980s and 1990s homes. In older Kissimmee neighborhoods like Poinciana, the original shingles are often so UV-brittle from two decades of Florida sun that walking the roof during an inspection cracks them. That’s a replacement condition, not a repair, and we see it constantly after storm claims.
- Hidden decking damage from daily summer storms. Kissimmee’s afternoon thunderstorms soak the roof almost every day from June through September. Water finds its way into old decking around valleys and penetrations, and by the time you see a stain inside, the plywood underneath is already soft.
- Undersized or blocked ridge ventilation. Hip roofs, which dominate Kissimmee’s planned communities, need proper ridge and soffit ventilation to handle the heat. Many original roofs were under-ventilated, and that trapped heat shortens shingle life from the underside.
- Wind-damaged shingles from passing storm cells. Even without a named hurricane, thunderstorm gusts in Kissimmee regularly hit 50 to 60 mph. Shingles lifted at the edges don’t always show from the ground, but once the seal breaks, the next storm peels them off.
Pricing for Roof Replacement in Kissimmee, FL
Expect an asphalt shingle roof replacement in Kissimmee to run $9,800 to $16,500 for a typical single-family home, depending on roof size, pitch, decking condition, and the shingle line you choose. New construction and flat roofing fall outside that range and get quoted per project. What moves the number: decking replacement runs $3 to $5 per square foot when old plywood is too far gone, and upgrading from 3-tab to architectural shingles adds roughly $1,500 to $3,000 on an average roof. Every Kissimmee quote we write includes the permit, the dump fees, the underlayment, the drip edge, and the final inspection. You’ll see all of it line by line before you sign. Call (850) 303-7235 for your free estimate.
We Also Serve Cities Near Kissimmee
Tilehurst Roofing Orlando serves Kissimmee and the surrounding Central Florida communities, including Roof Replacement in Kissimmee plus Orlando, Winter Garden, Altamonte Springs, and Casselberry. If you’re just outside Kissimmee, our crews are already working the area and we’ll schedule your Roof Replacement with the same written pricing and guarantee.
Serving Kissimmee, FL - Our Local Coverage Area
We’re based in the Kissimmee 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 Kissimmee
A new roof in Kissimmee should meet the Florida Building Code’s wind-load requirements for the region, which generally means shingles rated to 130 mph installed with the manufacturer’s high-wind nailing pattern, typically 6 nails per shingle. Insurers in Kissimmee look for documentation that the roof was installed to that standard when you ask about wind mitigation discounts. A compliant quote includes that nailing pattern and the paperwork to prove it. Call (850) 303-7235 and we’ll walk you through what your specific roof needs.
If your Kissimmee home was built in the 1980s or 1990s and still has its original shingles, you’re almost certainly in replacement territory, not repair territory, especially in neighborhoods like Poinciana where the old 3-tab shingles crack underfoot during inspections. Repairing a roof that old means patching shingles on top of decking that’s likely already softening. We’ll inspect it honestly and tell you if repair will hold or if replacement is the only move that makes sense. Estimates are free.
Yes, a roof replacement in Kissimmee requires a city permit and a final inspection after the work is complete. We pull the permit, schedule the inspection, and stay through the sign-off so you have the paperwork in hand. That final sign-off is the document your insurer wants to see when you file a wind mitigation claim or ask about premium discounts. We don’t consider the job done until the city does.
A compliant Kissimmee roof replacement quote includes the permit and final inspection, full synthetic underlayment, new drip edge, the 6-nail high-wind nailing pattern, new decking where the old wood has moisture damage, and written documentation of everything listed. A cheap quote often leaves out the permit, reuses old decking, skips the nailing pattern, and hands you a shingle warranty that’s already void. Call (850) 303-7235 for a written line-item quote so you can compare what’s actually in it.
A new roof installed to current wind standards can qualify your Kissimmee home for a wind mitigation discount from many Florida insurers, provided you have the documentation: the permit, the final inspection sign-off, and proof of the nailing pattern and product wind rating. We hand you that paperwork when the job is done. It’s not a guarantee of a specific discount, but it’s the evidence insurers ask for. Call (850) 303-7235 and we’ll explain what your replacement includes.
Written by Greg Holloway, Owner at Tilehurst Roofing Orlando, serving Kissimmee with written pricing and guaranteed work.
If your Kissimmee roof is past its useful life, don’t wait for the next thunderstorm to find the weak spot. Call (850) 303-7235 and we’ll schedule a free inspection and put a written estimate in your hands before any work starts. A live person answers, day or night.