Metal roofing
Architectural shingles
Tile 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 Installation Across Longwood
A new roof in Longwood typically runs $9,500 to $18,000 for asphalt shingles on a standard single-family home, while standing seam metal starts around $22,000 and tile can reach $38,000 or more depending on pitch and structural reinforcement. We serve every corner of Longwood, from the historic district off CR 427 to the acreage communities east of Markham Woods Road, and we’ll give you a written price before a single nail goes down. Call (448) 218-0800 and you’ll get a live person, not a voicemail tree.
Why Crestview Roofing Co Orlando Is Longwood’s Preferred Roof Installation Company
Dylan Pace leads our crew, and he’s the one who walks your roof before you ever see a number. We’ve worked on enough Longwood homes to know what we’re stepping into before we climb the ladder: original 1920s Craftsman details on Magnolia Avenue, mid-century ranches in Sanlando Springs, and newer subdivisions over near Wekiva Springs Road that need a different approach altogether. Longwood homeowners call us because our written price is the invoice price. No change orders halfway through the job. No surprise line item for rotted decking we “discovered” after tear-off. We scope before we quote, and that changes everything.
Our before-and-after photo documentation is standard on every installation. You’ll see exactly what we saw, what we did, and what it cost. The Relay Visibility Guarantee governs all of it: a written price before work begins, live trackable arrival times so you’re not staring out the window for four hours, and a digital invoice sent to your phone. We’re part of the Relay Home Co. family, built in 2000 on the idea that a roofer should be as easy to track as a rideshare.
Styles & brands we work with
Standing Seam Metal Roof in Longwood
Standing seam metal roof installation on a Longwood home is a serious investment, but on an acreage property with detached outbuildings, equipment shelters, or a shop with a low-pitch roof, it’s often the smartest long-term play. These are the vertical-panel metal systems with hidden fasteners, the kind you see on barn-style builds and modern farmhouse remodels alike. They last decades, shrug off the daily summer downpours that Longwood gets, and hold up to 130 mph wind ratings when installed correctly.
What the job involves
We remove the old roof to the decking, inspect every rafter tail for rot, and replace any damaged framing before the new metal goes down. On acreage lots, we also check the roof-to-wall connection along gable ends, because Longwood’s open lots mean buildings catch wind differently than houses tucked into a subdivision with tree cover. Underlayment goes down next, then the standing seam panels are seamed with a mechanical locker, not just crimped by hand. Every panel line gets inspected for straightness. That matters on a long roofline where a half-inch drift becomes visible from the road.
Sizing up outbuildings and shops
Detached structures on Longwood acreage need their own scoping. A pole barn with an existing metal roof needs a different fastening strategy than a house. We document what’s there, what can be reused, and what should be replaced outright. Some outbuildings can be reroofed with exposed-fastener panels at a lower cost. Others, especially ones attached to the home or built as an ADU, need standing seam to meet current wind uplift codes in unincorporated Seminole County.
Tile Roof in Longwood
Tile roof installation in Longwood shows up most often in the older, established neighborhoods near the historic downtown core, where barrel tile profiles match the architectural character of homes built between the 1920s and 1980s. Tile is heavy. Longwood homes built for asphalt need a structural review before tile goes on. We do that review before quoting, not after demolition.
Weight and structural review
A concrete tile roof can add three to four times the dead load of an asphalt shingle roof. On a 1950s ranch with original 2×6 rafters and a shallow pitch, that load can exceed what the framing was designed to carry. We check the truss or rafter schedule, the ridge beam, and the bearing points before recommending tile. If the structure won’t support it, we’ll tell you and price the reinforcement instead of installing something that strains the house.
Matching Old Longwood character
In Longwood’s historic district, the visual profile of the roof matters as much as the waterproofing. Some homeowners want flat-profile tile to match mid-century neighbors. Others want true barrel tile to restore a 1920s Craftsman roofline. We work with Atlas and IKO tile profiles to match the look and the wind rating. The two aren’t mutually exclusive, but you have to specify both. That’s what we do in the quote.
Trusted Brands We Service in Longwood
We install CertainTeed, Owens Corning, and Atlas roofing systems across Longwood, and we stock the materials our local jobs actually use. Fasteners, underlayment, drip edge, and valley metal in the sizes that Longwood’s mid-century ranches and 1920s bungalows need. We don’t run across town for parts mid-job. We have them in inventory, which keeps your roof open to the weather for fewer hours when we’re mid-tear-off and the afternoon storm rolls in. Manufacturer warranties from all three brands apply to your Longwood installation, and we’ll register them for you before we leave the site.
Common Roof Installation Problems We See in Longwood Homes
- Original wood plank decking that won’t hold nails. Longwood’s older neighborhoods, especially the 1920s bungalows near the historic core, often have 1-by-6 plank decking instead of plywood. Modern shingle nails need solid bearing, and plank decking split under nail pressure means pop-throughs and blow-offs in the first big storm. We strip and redeck these homes with 7/16 OSB before the new roof goes on.
- Missing or failed drip edge on shallow-pitch ranches. Longwood’s mid-century subdivisions, like those off Rangeline Road, feature low-slope roofs where water runs slowly to the edges. Without proper drip edge, the fascia boards soak up that runoff and rot. We install drip edge on every edge, not just the gables.
- Valley flashing failures on dormered and L-shaped footprints. Homes with multiple dormers or offset wings concentrate water flow in the valleys. Longwood’s older construction often has valleys that were under-flashed decades ago. We install ice and water shield in valleys as standard on every reroof, not as an add-on.
- Shingle blow-offs from afternoon thunderstorms. Longwood’s daily summer storms bring wind-driven rain and sudden gusts. Shingles nailed outside the nailing strip, or onto failing decking, peel off fast. Our crews nail on the manufacturer’s spec and verify every row before moving up the roof.
See the difference
Before
After
Before
After
Before
AfterPricing for Roof Installation in Longwood, FL
A full asphalt shingle Roof Installation on a standard Longwood single-family home runs $9,500 to $18,000. Standing seam metal runs $22,000 to $42,000 depending on roof complexity, outbuildings, and structural reinforcement. Tile runs $28,000 to $55,000 with the wide variance driven by weight, reinforcement needs, and profile matching. Longwood acreage properties with detached structures typically fall on the higher end because we’re scoping multiple buildings, septic and well setbacks can limit staging areas, and the haul from our dispatch base adds a logistics line we account for honestly rather than burying in “miscellaneous.” Every quote we give Longwood residents is line-itemed, written, and fixed. Call (448) 218-0800 for your free estimate.
We Also Serve Cities Near Longwood
Our crew covers Longwood and the surrounding Seminole County communities, including Winter Springs, Maitland, Winter Park, and Apopka. If your roof is in any of these neighborhoods, you’ll get the same written price, the same photo documentation, and the same live arrival tracking that Longwood homeowners count on.
Serving Longwood, FL - Our Local Coverage Area
We’re based in the Longwood 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 Installation in Longwood
It changes the scope in three ways: access for staging materials, distance for material delivery, and the number of structures we’re quoting. On an acreage lot, we typically have the room to stage tear-off dumpsters and material lifts on-site, which can reduce labor hours, but if we’re roofing a house plus a shop plus a detached ADU, the total project cost goes up because each structure needs its own tear-off, underlayment, and installation. Longwood acreage in unincorporated Seminole County also requires county permits rather than city permits, and we pull those inside the quote so the line item is named and fixed. Call (448) 218-0800 for an exact number on your property.
Yes, if your Longwood property sits in unincorporated Seminole County, the permit comes from the county, not the City of Longwood. We handle the permit paperwork, schedule the inspection, and don’t release the final invoice until the inspector signs off. The permit cost is a line item in your written quote, never a surprise after the fact.
Most of the time, no. Longwood’s older homes, especially the 1920s bungalows near the historic district, have original 1-by-6 plank decking that doesn’t meet current nail-holding requirements for modern shingles. Roofing over it leads to pop-throughs, lifted shingles, and blow-offs during Longwood’s afternoon thunderstorms. We strip the planks to the rafters and install new 7/16 OSB before the new roof goes on. That redecking is a standard part of our Longwood quotes, not a change order we spring on you later.
Yes. Every structure on your Longwood property gets scoped separately because each has its own pitch, framing, and wind exposure. A detached shop with a low-slope roof may need a metal system or a modified bitumen product rather than shingles. An ADU built for living space falls under the same wind codes as the main house and needs a full underlayment and fastening system. We document each building in the quote, with its own line items, so you know exactly what each roof costs before work starts.
Grading affects where water goes after it leaves your roof, and on an open Longwood lot, that means we look at the full drainage picture before installing gutters, downspouts, and drip edge. If the grade slopes toward the foundation, water from the new roof concentrates at the perimeter and can undermine the slab over time. We scope the ground, recommend any needed gutters or splash blocks, and include that work in the written quote rather than handling it as an afterthought. The roof installation price is tied to roof work; drainage corrections are a separate, clearly named line item.
Call for Your Free Longwood Roof Installation Estimate
We’ll walk your roof, check your decking, measure your outbuildings, and give you a written price before any work starts. That price covers the tear-off, the redecking if your Longwood home needs it, the materials, the labor, and the permit. The number you see is the number you pay. Call (448) 218-0800 to schedule your free estimate and talk to a live person, day or night.
Written by Dylan Pace, Owner at Crestview Roofing Co Orlando, serving Longwood since 2000.