Free roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Before
After
Before
After
Before
AfterFast, Reliable Roof Inspection Across Hillsborough
Roof inspection in Hillsborough runs $195 to $450 for a standard visual and physical walk of a single-family roof, with most inspections completed within two hours and a written report in your hand the same day. Hillsborough is not a tract-home town. It’s a town of large custom estates under heavy tree cover, and the roofs here hide more than they show: layered tear-offs, rotted decking under moss, flashing failures buried under acorns and needles. Our Roof Inspection team knows what to probe and what to document, because we’ve opened up enough Hillsborough roofs to know what the fog and the oaks do to them. Call (361) 320-9467 and we’ll schedule a time that works, including evenings and weekends.
We respond to Hillsborough from our San Francisco Bay Area dispatch office, and our crews serve every neighborhood in town, from the estates off Hayne Road down to the streets near the Burlingame border. You’ll get a background-checked, uniformed technician who arrives in the window we gave you and walks the roof the way an inspector should: slowly, with a moisture meter, a probing tool, and a camera documenting everything.
Why Brennan Roofing Is Hillsborough’s Preferred Roof Inspection Company
Hillsborough homeowners ask a different set of questions than homeowners in Burlingame or San Mateo. They want to know whether a second or third tear-off is hiding under the visible shingles, whether the north slope is actually rotted or just stained, and whether the town’s heritage-tree rules mean they’re stuck with the conditions that are damaging the roof. That’s the inspection we run.
We operate under The Garrison Standard, a defined, written set of rules that applies to every job we take, in Hillsborough or anywhere else. The price goes on paper before any work starts. The technician shows up in uniform, background-checked, and identifies himself before he sets foot on the property. And every inspection comes with a written report, not a verbal opinion. Travis Oakley runs our Hillsborough operations, and he holds every inspection to the same standard: if we report it, we stand behind it.
Our 365-Day Done Right Promise covers every roof inspection we perform in Hillsborough. If a condition we reported as sound fails within one year of our inspection, we return at no charge and make it right. That’s in writing, on the estimate, before we touch the roof. No fine print, no phone tag, no re-quoting.
Internally linked Roof Inspection in Hillsborough work starts with a live person on the phone, not a voicemail tree. You call, we answer, and the estimate is free.
Free Roof Inspection in Hillsborough
Free Roof Inspection in Hillsborough means we send a qualified technician to walk your roof, document its condition, and give you a written report of what we found, what needs attention now, and what you can watch for over the next few years. You pay nothing for the inspection itself. If the roof is sound, we’ll tell you that plainly. If it isn’t, you’ll have the same written detail we’d give a paying customer.
We don’t do free inspections as a pretext to sell. We do them because a Hillsborough roof leads a harder life than most, and a homeowner deserves to know what the oaks and the fog are doing up there. The report is yours to keep, with photos, measurements, and specific locations for every finding. This is the same standard of documentation we provide on paid inspections, just at no cost to you.
What the Walk Covers
We inspect the roof plane by plane, including the valleys, the penetrations, and the drip edge. We probe soft spots in the decking, measure granule loss on shingles, and note any moss or algae retention on shaded slopes. We also check the flashing at chimneys, skylights, and roof-to-wall transitions, because those are the first places a Hillsborough roof starts to leak.
What You Get Afterward
You get a written report with a summary page, photo documentation, and a prioritized list of conditions. If we find active leaks or structural damage, we’ll say so in the report and give you a written repair estimate on the spot. No pressure, no soft close. The report is the deliverable.
Roof Inspection Companies in Hillsborough
Roof Inspection Companies in Hillsborough range from national franchises to solo operators, and the difference between them shows up in what they’ll actually put on paper. Some will walk the roof and hand you a verbal summary and a sales brochure. Others will charge for a report that’s little more than a checklist with boxes ticked. We take a different approach: a measured, photographed, written document that a future buyer’s inspector could use as a baseline.
We’re not a franchise. Brennan Roofing is an independently owned and operated member of the Garrison Partners family, founded in 2000, and we agreed to run every Hillsborough inspection under the same Garrison Standard that applies at every location. That means the inspector is uniformed and background-checked, the price is written before work starts, and the work carries a one-year written guarantee.
Written Price Before Any Work
If the inspection turns up repair work, the price for that work is written in the estimate before you agree to anything. It does not move at the door. We don’t re-quote after we open the roof unless we find something that no inspection could have reasonably revealed, and if we do, that change is priced and approved by you in writing before we touch it.
Accountability Built Into the Process
Travis Oakley holds every Hillsborough inspection to The Garrison Code: written documentation, plain language, and no claim we can’t support with a photo and a measurement. If you’re comparing roof inspection companies, ask what their report looks like. If the answer is a verbal summary, that’s your answer.
Trusted Brands We Service in Hillsborough
Most Hillsborough roofs carry material from one of a handful of manufacturers: GAF, CertainTeed, and Owens Corning are the most common on the architectural shingle roofs you see from Hayne Road to the town’s eastern hills. Our inspection reports include the manufacturer if we can identify it, plus a note on remaining service life and whether the roof still qualifies for any manufacturer coverage. We’re familiar with the local supply chain for these lines, which means when an inspection turns into a repair, we can often get Hillsborough customers the right materials on short notice without waiting on a special order from out of state.
Common Roof Inspection Problems We See in Hillsborough Homes
- Hidden layered tear-offs. Hillsborough has a large stock of pre-1980 homes, and many have two or even three layers of shingles on the roof. An overlay is not legal in most of San Mateo County and it shortens the roof’s life. We check course lines and roof-to-wall transitions to identify layered tear-offs before quoting anything.
- Rotted decking under moss. The north-facing, tree-shaded slopes on many Hillsborough estates stay damp well into summer. Moss grows, holds moisture against the shingle, and rots the plywood or skip sheathing underneath. Probing those areas is standard on every inspection, not an extra.
- Valleys packed with debris. Coast live oaks drop leaves, acorns, and small branches year-round. When that debris sits in the valleys, water backs up under the shingles and into the roof deck. We inspect every valley on every visit, and we document what’s sitting in them.
- Flashing failures at penetrations. Chimneys, skylights, and roof-to-wall junctions on older Hillsborough homes often have original flashing that’s been patched more than once. We check the step flashing, counter-flashing, and sealant at every penetration, because a roof can look fine from the ground and be actively leaking at the chimney.
Pricing for Roof Inspection in Hillsborough, CA
A standard visual and physical roof inspection in Hillsborough runs $195 to $450 depending on roof size, complexity, and access. A basic walk on a simple ranch roof will land near the low end. A steep, multi-plane custom roof with turrets, multiple valleys, and heavy tree cover will run toward the high end. We don’t charge extra for the written report or the photos; those are part of the inspection. If we quote a repair and you decide not to proceed, you still keep the report. Free estimates are available for any repair work identified during the inspection, and the inspection itself is free if you schedule it as part of a repair estimate. Call (361) 320-9467 for a firm number before we arrive.
What we find on a Hillsborough roof often changes the conversation. A homeowner who called for a cleaning learns the north slope has rotted decking under the moss. A homeowner who wanted an overlay learns the roof already has two layers and needs a full tear-off. We handle those surprises the same way every time: we document them, we show you the photos, and we price any Roof Repair in Hillsborough in writing. You approve before we touch the roof.
We Also Serve Cities Near Hillsborough
Our crews handle roof inspections throughout the Peninsula and beyond. We regularly serve Hillsborough, and we work in Los Angeles, San Diego, San Jose, and San Francisco as well. The same Garrison Standard applies in every city we serve, with the same written pricing and the same one-year guarantee.
Serving Hillsborough, CA - Our Local Coverage Area
We’re based in the Hillsborough 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 Inspection in Hillsborough
Because the town’s trees and fog have usually done more damage than the visible surface suggests, and many older Hillsborough roofs are already carrying multiple layers of shingles that California code won’t allow us to overlay. A roof that looks like it needs a simple patch often reveals rotted decking, failed flashing, and structural softness once we probe it. That’s not an upsell; it’s what the roof actually is. We document every finding with photos and measurements, and we only recommend replacement when repair would leave the roof unsafe or non-compliant. Call (361) 320-9467 to schedule an inspection and get a written answer for your specific roof.
Yes, it does. Hillsborough’s rules protect heritage coast live oaks and redwoods, which means we can’t simply trim the canopy back from the roof the way a crew might in Burlingame. Our inspectors hand-clear debris from valleys and gutters, document limb abrasion on shingles, and flag moss retention on shaded slopes without recommending canopy removal that would violate town rules. Instead, we focus on what we can control: flashing, drainage, decking, and the shingle surface itself. We’ll note in the report where tree work may be needed, but we won’t recommend cutting a protected tree without a conversation about the permitting path.
Yes, and we do it regularly on Hillsborough’s steep, complex estate roofs. Our technicians use harnesses and roof ladders rated for steep-slope access, and we walk the roof plane by plane with soft-soled boots. We don’t hammer test shingles on roofs where the decking may be fragile; we probe with hand tools and document what we find. The goal is to leave your roof exactly as we found it, with a written report that tells you what’s up there.
We look for hidden layered tear-offs, rotted decking under moss and debris, valley and gutter blockage from acorns and needles, failed flashing at penetrations, granule loss on shingles, and signs of wind-driven rain entry. We check the drip edge, the underlayment condition where visible, and the roof-to-wall transitions. We photograph everything, including the areas that look fine, so you have a complete record. The report is yours whether or not you hire us for repairs.
The surprise gets priced and approved in writing before we touch it. We don’t open a roof and then tell you the price after the fact. If we find rotted decking, failed underlayment, or structural damage that an inspection couldn’t have reasonably revealed, we stop, show you the photo, and give you a written change order with the exact cost. You approve it before we proceed. That’s The Garrison Standard, and it applies to every Hillsborough job we take. Call (361) 320-9467 to get an inspection on the schedule; the estimate is free.
Call Brennan Roofing for a Straight Answer in Hillsborough
If you own a roof under Hillsborough’s oaks, you deserve an inspection that tells you what’s actually happening up there, in writing, with photos. We’ll send a uniformed, background-checked technician who will walk the roof slowly, document the findings, and give you a written report you can keep. The price is on paper before any work starts, and the work carries a one-year written guarantee. Call (361) 320-9467 to schedule your free inspection. You’ll talk to a live person, and you’ll get a straight answer.
Written by Travis Oakley, Owner at Brennan Roofing, bringing The Garrison Standard to Hillsborough roof inspections.