Pipe bootSep 2026
Aloma Avenue, Winter Park
Stain over the hall bath. Split boot replaced; attic dry the next rain.
Roof leaking? Send three photos from the ground.
Dale, the owner, reads your photos and writes the quote.
- Nobody climbs for a quote
- The owner writes every price
- No deposit to hold a date
Start with the symptom
What’s your roof doing?
Pick the one that sounds like your house. You’ll see what it usually turns out to be, what we do about it, and which photos help.
What it usually is
Usually a pipe boot, flashing at a wall, or a valley. Rarely the spot right above the stain.
What we do
We start in the attic, follow the water back to where it gets in, and fix that spot. You get photos of both ends.
Photos that help: the stain from the floor, and the roof above it from the yard.
Send photos of this
What it usually is
Lifted or missing shingles, a damaged ridge, dented vents and gutters. The soft metal bruises first.
What we do
We walk it, photograph everything we find and write it down in a report you keep. If the roof is fine, we say so.
Photos that help: each side of the roof from the street, and anything that landed in the yard.
Send photos of this
What it usually is
Brittle shingles and a soft deck decide it, not the roof’s age alone.
What we do
We lift a tab, look at the deck from the attic, and tell you straight whether it’s a repair or a new roof.
Photos that help: the whole roof from the street, and a close one of the eave from the ground.
Send photos of this
What it usually is
A ridge vent with nothing feeding it from the soffit. Both halves have to work.
What we do
We check intake and exhaust together, count what the soffit can actually breathe, and fix the half that’s missing.
Photos that help: the vents on the roof from the yard, and the soffit under the eave.
Send photos of this
What it usually is
Rotten fascia is usually a missing or short drip edge, not the gutter.
What we do
We set the drip edge right first, then hang and pitch the gutter so water leaves the house.
Photos that help: the fascia and gutter from the ground, close enough to see the stain.
Send photos of thisA quote from photos
Three photos in. A written quote back.
The chat on this page asks for the right photos and checks you’re safe first. Then a person takes over: Dale reads your photos and writes the quote himself.
- 1
A stain shows up
Don’t climb. The stain, from the floor, is the first photo.
- 2
Send three photos
The roof from the street, the eave, the stain. The chat says which shots help.
- 3
Dale writes your quote
A person, not the chat. He reads the photos and emails you a range, line by line.
- 4
Ask for a time
Pick up to three. Dale confirms the time by email or a call.
The range is confirmed when Dale sees the roof. Every photo from the ground, please: nobody needs to climb.
What you’re handed
We’ll tell you what we won’t do.
Every visit ends with a written condition report, yours whether you hire us or not. If you ask for something we think is a mistake, it goes on the report anyway, with the reason, printed at $0.00.
- What we found, with photos.
- What it costs, line by line.
- What you asked for and we turned down, and why.
Example report
Roof condition report
08$0.00
Overlay — second layer over the existing shingles — DECLINED
Requested and not done. A second layer hides a deck nobody has looked at, adds weight the framing was not designed for, and most shingle manufacturers void the warranty on an overlay. Tear‑off, inspect the deck, then re‑roof.
01$145.00
Pipe boot — east slope, 3″ ABS
Neoprene collar split all the way round the pipe, cracked by sun rather than age. A common leak on a Florida roof and the cheapest line on this report. Replaced with a lead boot, the sleeve dressed down inside the pipe.
02$402.00
Deck — north‑west corner, 3 sheets
Plywood soft where the old closed‑cut valley had been running behind the shingle. It sounded wrong underfoot before tear‑off and confirmed once it was open. Three sheets of 15/32 CDX cut in, H‑clips at the unsupported joints.
03In re‑roof
Deck re‑nail — whole roof
Existing deck re‑nailed to current Florida Building Code: 8d ring‑shank, 6″ on center, field and edges. Only possible with the deck exposed, which is only true on a tear‑off.
04$610.00
Drip edge — all eaves and rakes
The old roof had none at the rakes at all and a rolled 2″ hemmed edge at the eaves. New 8″ aluminum: at the eaves it goes under the underlayment, at the rakes over it, which is the way round most people get wrong.
05$285.00
Valley — house to garage wing
Closed‑cut valley, cut line wandering and starved of shingle on the low side. Opened up with 24″ W‑profile galvanized valley metal over self‑adhered membrane, shingles cut back 3″ and clipped.
06$340.00
Intake ventilation — soffit
Ridge exhaust was long and the intake was short: 14 of the 30 soffit panels were solid vinyl over solid plywood. A ridge vent with nothing feeding it pulls air out of the house instead of the eave. Eight more intake panels cut in and baffled.
07$14,850.00
Re‑roof — 22.4 squares
Tear‑off to deck, synthetic underlayment, 36″ self‑adhered membrane at every eave and in both valleys, starter at eaves and rakes, architectural shingle, six nails per shingle in the manufacturer's nailing strip, ridge vent cut and capped.
Total, this job $16,632.00
What we do
Roofing services in Orlando
Eight kinds of roof work, all done by the same owner-run crew. Every one starts with a look at the roof and the attic.
Roof replacement
Down to the deck, re-nailed to code, dried in and shingled.
Learn more
Roof repair
A repair when it’s honest, and a straight answer when it isn’t.
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Roof leak repair
Attic first, roof second. The stain is rarely under the hole.
Learn more
Flashing and pipe boots
Where roofs actually leak, fixed with metal, not a tube of caulk.
Learn more
Attic ventilation
The ridge vent is the easy half. The soffit has to feed it.
Learn more
Storm damage inspection
What we check after a storm, photographed and written down.
Learn more
Gutters and drip edge
Hung and pitched so the water actually leaves the house.
Learn more
Flat and low-slope roofs
Lanai and porch roofs under 2:12 need a membrane, not shingles.
Learn moreStorm season
June to November: what to check, what to photograph
Six months, one short list each. Everything here is done from the ground or from inside the house.
June The season opens
Check
Gutters clear and draining. Branches touching the roof. Anything loose you can see from the street.
Photograph
Each side of the roof from the street. If anything happens later, you have a before.
July Afternoon storms, most days
Check
Ceilings after each heavy rain, especially near bathrooms, chimneys and outside walls.
Photograph
Any new stain from the floor, with something in the frame for scale.
August Heat on the shingles
Check
Granules collecting where the downspouts empty. Shingle edges curling, seen from the yard.
Photograph
The downspout outlet, and the slope that gets the afternoon sun.
September The busiest month for storms
Check
Once the wind has dropped, walk round the house at ground level. Shingles in the yard, a bent vent, a gutter pulled away.
Photograph
Anything on the ground where it landed, then each slope from the street.
October Late storms, slower drying
Check
Stains on the soffit and fascia, and paint bubbling at the top of outside walls.
Photograph
The stain from the ground, with the gutter above it in the shot.
November The season closes
Check
The repair you put off in the summer. The dry months are the easiest time to have a roof opened up.
Photograph
The whole roof again from the street, and compare it with June.
Never on the roof, never on a ladder, never in the wind. Photos from the ground are all we need.
Who comes to your house
One owner, one crew, and the same faces every day of the job.
Dale reads every photo that comes in, writes every quote himself, and walks the finished roof with you. The crew are his own roofers, not a subcontractor sent from somewhere else.
- Harnessed on every pitched roof. Tied off before the first shingle comes up.
- Dried in the same day. Only as much comes off as can be covered again by evening.
- The yard swept with a magnet. Nails and offcuts gone before the truck leaves.
Jobs near you
Jobs we’ve done near you
Tap a pin to see the job: the street, what was wrong and what we did.
FlashingAug 2026
Lake Avenue, Maitland
Step flashing re-done where the roof meets a stucco wall.
Before
AfterRe-roofJul 2026
Corrine Drive, Orlando
Tear-off to the deck, four soft sheets replaced, re-nailed to code.
Deck repairJun 2026
Curry Ford Road, Orlando
Soft plywood under a valley cut out and replaced before it reached the ceiling.
Pipe bootOct 2026
Montgomery Road, Altamonte Springs
Two boots split by sun. Replaced in under two hours.
Storm checkSep 2026
Tuskawilla Road, Winter Springs
After the storm: three lifted tabs and a bent vent cap, nothing more.
GuttersAug 2026
Mitchell Hammock Road, Oviedo
Drip edge set first, then a new gutter pitched to the downspout.
VentilationJul 2026
Narcoossee Road, Lake Nona
Soffit intake opened up to feed a ridge vent that had nothing to pull from.
Flat roofJun 2026
Neptune Road, Kissimmee
Porch roof under 2:12 changed from shingle to a membrane.
Before
AfterRe-roofMay 2026
Fairbanks Avenue, Winter Park
Second layer refused, old roof off, new architectural shingle.
- Winter Park · Aloma Avenue · Pipe boot
- Maitland · Lake Avenue · Flashing
- Orlando · Corrine Drive · Re-roof
- Orlando · Curry Ford Road · Deck repair
- Altamonte Springs · Montgomery Road · Pipe boot
- Winter Springs · Tuskawilla Road · Storm check
- Oviedo · Mitchell Hammock Road · Gutters
- Lake Nona · Narcoossee Road · Ventilation
- Kissimmee · Neptune Road · Flat roof
- Winter Park · Fairbanks Avenue · Re-roof
Reviews
What Orlando homeowners say
Maria G.Winter Park · review
We were sure we needed a whole new roof after a stain showed up over the kitchen. Dale went in the attic, found a cracked pipe boot and fixed it that week. He showed us photos of both ends. Saved us a lot of money.
James T.Winter Garden · review
Clear written price with every line on it, including the overlay they wouldn’t do and why. The tear-off took two days, and they counted the rotten sheets with me while the deck was open.
Priya S.Oviedo · review
I sent three photos from the driveway and one of the ceiling. The quote that came back listed the pipe boot and one more line, and that is exactly what we paid. Nobody tried to sell us a roof.
Any time, day or night
Ask the roof question you’d feel silly calling about.
The chat on this page answers straight away, tells you when something can’t wait, and passes your name and number to the owner when it should.
It sends your photos to Dale, who writes the quote himself. It never prices a job, and it will never tell you to climb up and look.
Halyard RoofingThis is the chat on this page
Hi, this is Halyard Roofing. What’s happening with your roof?
Tap one to start. It answers straight away, day or night.
Local and owner-run
Where we work around Orlando
One crew, so we keep it close: Orlando and the towns around it, roughly half an hour from the shop.
- Orlando
- Winter Park
- Maitland
- Oviedo
- Winter Springs
- Altamonte Springs
- Longwood
- Ocoee
- Winter Garden
- Windermere
- Lake Nona
- Kissimmee
Straight answers
Roofing questions we hear most
Should I repair or replace my roof?
It depends on three things, and none of them is the roof’s age on its own. Is the damage in one place or everywhere? Is the deck sound? And are the shingles still flexible enough to lift without cracking? A roof with one bad valley and good years left gets repaired. A roof where the tabs snap when you lift them gets replaced, and we’ll tell you which one you have.
Will you put a new roof over the old one?
No. An overlay hides the deck, adds weight, sits on an uneven surface and usually voids the shingle warranty. It also rules out the deck re-nail Florida asks for on a re-roof. We take the old roof off, look at the deck and then roof it.
How long does a re-roof take?
A straightforward single-story house is usually two days: tear-off, deck work, re-nail and dry-in on the first, shingles and cleanup on the second. Roofs with a lot of valleys and walls take longer. You get a day count with the written scope.
Do you take a deposit?
Nothing to hold a date. Material is ordered after you sign the scope, and the balance is due when the job is finished and you’ve walked it with us.
Do you do metal roofs?
Not standing seam, no. Doing it properly takes different tools and a lot of practice, and doing it badly is expensive to undo. If metal is what you want, we’ll tell you honestly that it isn’t our work.
Get a straight answer about your roof.
Send three photos from the ground. If it can wait, Dale will say so, and if it can’t, he’ll say that too.