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
Roofers in Maitland, FL
Maitland roofing work centers on one thing: aging tile and shingle roofs across 1960s-1980s planned communities, where original underlayment is crumbling long before the tile above it gives out. Our crews see this pattern across Dommerich Hills, English Estates, and the neighborhoods around Lake Sybelia every week. If you’re looking for roofers in Maitland who understand this housing stock and the city’s architectural review requirements, call (448) 218-0800. We’ll give you a written price before any work starts, every time.
Why Maitland Homes Are Different
Maitland’s housing stock is a specific mix you won’t find five miles south in Orlando. The older sections – Dommerich Hills, English Estates, the streets off Horatio Avenue – were built between the 1960s and early 1980s, many with concrete or clay tile roofs over low-slope designs. Those tiles can survive decades. The hot-mopped underlayment beneath them often cannot.
Here’s what that means in practice: we regularly meet Maitland homeowners who think they need a full tile replacement because they’re seeing ceiling stains or water around chimney flashing. When we lift a few tiles, we find the original underlayment has disintegrated into dust. The tiles are fine. A re-bed and underlayment replacement – at roughly a third of the cost of full replacement – solves the problem. That distinction matters. Some contractors won’t look that closely because a full replacement is a bigger ticket.
Maitland’s climate compounds the issue. Humid subtropical summers, intense afternoon thunderstorms, and high UV accelerate shingle granule loss on the newer dimensional shingle homes. Wind-driven rain finds every weak point in aging flashing – the metal strips that seal joints around chimneys and vents. Add in Maitland’s architectural review codes for roof replacements, and you have a city where getting the diagnosis right before quoting is everything.
Styles & brands we work with






Our Main Maitland Services
Most calls we get from Maitland homeowners fall into two buckets: repairs on aging tile or shingle roofs, and full replacements where the structure underneath has finally reached the end of its life. Both require different quotes, different timelines, and different permit conversations.
Roof Repair in Maitland
Repair work in Maitland usually starts with a leak investigation. On a 1960s tile roof near Lake Sybelia, the culprit is typically failed underlayment or cracked flashing, not the tiles themselves. On a 1990s or 2000s shingle roof, it’s more often granule loss, lifted shingles from storm winds, or sealant failure around vents. We document what we find with photos, give you a written line-item price, and complete the job with the same materials already on your roof. Details and pricing are on our Roof Repair in Maitland page.

Roof Replacement in Maitland
When replacement is the right call – structural decking rot, underlayment failure across more than half the roof, or age beyond the tile warranty window – Maitland adds a step many cities don’t: architectural review. Depending on your neighborhood, you may need board or committee approval before materials change. We walk you through that process and quote materials from GAF, CertainTeed, and Boral up front. The full run-down is on our Roof Replacement in Maitland page.

Roof Installation in Maitland
New construction installations are a different discipline: fresh decking, code-compliant underlayment, and material selection that fits Maitland’s architectural review standards without blowing the budget. We work with several tile and shingle profiles common across Maitland subdivisions, and every install includes a written scope before materials are ordered. See Roof Installation in Maitland for the full process and pricing approach.

What happens when you call
- 1
A real person answersNo phone trees - you reach a local pro.
- 2
You get an upfront price rangeHonest numbers before anyone is dispatched.
- 3
A background-checked tech heads outLicensed & insured, dispatched right away.
- 4
You approve before work beginsNothing starts until you say go.
Brands We Service in Maitland
We service all major roofing brands found on Maitland homes, with parts and materials available locally for GAF, CertainTeed, Owens Corning, and Boral. Most standard repair components are on hand or sourced within days. For deeper detail on brand coverage and manufacturer-backed materials, see our brands.
See the difference
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After
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After
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AfterPricing for Roofers in Maitland, FL
| Service | Typical range in Maitland |
|---|---|
| Leak investigation | $150 – $350 |
| Minor shingle repair (10-20 shingles) | $300 – $600 |
| Flashing repair or replacement | $350 – $800 |
| Tile re-bed and underlayment repair (small section) | $600 – $1,200 |
| Underlayment replacement (full roof, tile re-bed) | $4,500 – $9,000 |
| Standard shingle roof replacement (1,800-2,400 sq ft) | $8,500 – $14,000 |
| Tile roof replacement (same footprint) | $18,000 – $32,000 |
| Skylight flashing repair | $400 – $900 |
| Gutter replacement (seamless aluminum, typical Maitland ranch) | $1,200 – $2,800 |
| Roof inspection (written report, photos included) | $150 – $300 |
What pushes a Maitland roof price up is usually access: two-story homes on narrow Dommerich Hills lots, or low-slope tile sections that take longer to strip safely. What never changes is our written-price rule: the number we quote is the number you pay, no change orders, no door surprises.
Neighborhoods We Serve in Maitland
Our crews cover all of Maitland, from the lakefront streets around Lake Sybelia to the newer subdivisions east of 17-92. We’re in these neighborhoods regularly:
- Dommerich Hills
- English Estates
- Lake Sybelia area
- Maitland Woods
- Druid Hills
Response time across Maitland is typically same-week for inspections, with repair scheduling dependent on material availability for older tile profiles.
Service Area – Cities Near Maitland
Beyond Maitland, we cover neighboring communities throughout the Orlando metro. Homeowners in Winter Park, FL, Orlando, FL, Longwood, FL, and Winter Springs, FL call us for the same written-price guarantee and 365-Day Done Right Promise. Scheduling is coordinated from our South FL dispatch office, but crews serve the entire Maitland area locally.
Serving Maitland, FL - Our Local Coverage Area
We’re based in the Maitland 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 Roofers in Maitland
We schedule inspections across Maitland within the same week in most cases. Leak emergencies get priority routing when you call (448) 218-0800. Your arrival time is live-trackable, so you’ll know who is coming and when before they pull into your driveway.
Many Maitland neighborhoods have architectural review requirements before a roof replacement can proceed, especially in Dommerich Hills and English Estates. We’ll identify what your specific area needs during the estimate walkthrough so you’re not left managing the paperwork alone.
No. The written price you approve before work starts is the price on the invoice. If we find hidden damage during a repair, we stop, document it with photos, and present a new written quote for the additional scope before touching anything. You approve it or you don’t. Call (448) 218-0800 for a free estimate.
What happens when you call
- 1A real person answersNo phone trees - talk to a local roofing pro.
- 2You get an upfront price rangeHonest numbers before anyone is dispatched. No surprises.
- 3We come out and measureLicensed & insured, at a time that suits you - the visit and the quote are both free.
- 4You get the price in writingLine-itemed, yours to keep, and nothing starts until you say go.
What Maitland Customers Say
"They tracked the final invoice and warranty in one email. Neat."
- Ellen W."Gutters and drip edge done at the same time. No extra trips."
- Mia R."Booked an inspection online and got a text with the inspector's name and ETA. He sent photos from the roof. Showed me the lifted shingles and fixed them the next day."
- Matt B.