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 Inspection Across Woodside
A roof inspection in Woodside typically costs $295 to $650 for most homes, though large estate properties with clay tile or slate can run $800 to $1,400 due to the time required to walk steep pitches safely and document complex valley intersections. Most inspections take two to four hours on site, and you’ll have the written findings in hand the same day. If you own an older estate near Canada Road or up in the hills off Kings Mountain Road, call (669) 238-2101 and we’ll schedule a walk-through on your timeline.
We know Woodside roofs because we’re on them regularly, from the equestrian properties along Portola Valley Road to the custom builds above Woodside Road. That matters when your inspector needs to read the signs of ember intrusion, failing underlayment under 60-year-old tile, or decking that’s been soaking up moisture under shaded redwood canopy. Travis Oakley runs our inspection teams with one standing rule: every finding gets documented in writing, with photos, before any repair is quoted.
Why Brennan Roofing Co San Jose Is Woodside’s Preferred Roof Inspection Company
Woodside homeowners call us because our inspections don’t end at the gutter line. We get on the roof, into the attics where access allows, and down to the drip edge. The written inspection report you receive includes load observations, flashing condition at every penetration, valley membrane status, and ember intrusion points at the fascia and soffit. That’s the Garrison Standard, and it’s the same on every job, whether it’s a $400 visual check or a $1,400 full estate assessment.
Our technicians arrive in uniform, background-checked, and inside the promised window. Before the inspection starts, you know exactly what it costs because the price goes on paper first. We don’t upsell at the door. If we find a problem, you get a written line-item quote for the repair, and the price on that quote is the price you pay. The 365-Day Done Right Promise covers every repair we complete: if it fails within one full year, we come back and make it right at no charge, in writing.
Scheduling a Woodside inspection is simple. A live person answers when you call, 24/7. No voicemail queue, no call-back system. Tell us the address, the roof type, and what’s prompting the inspection, and we’ll tell you what to expect before the crew rolls out.
Styles & brands we work with






Roof Inspection Companies in Woodside
Roof Inspection companies in Woodside operate under different rules than those serving flatland cities like Redwood City or San Jose. A proper Woodside inspection on a large custom estate often means first identifying the roofline’s original perimeter on properties with grandfathered setbacks and no recorded plat. The Town’s scenic corridor review depends on that perimeter being right, and missing it means a re-roof permit that stalls at Town Hall. We map the roofline, the penetrations, and the drainage paths before we ever comment on material condition. That’s the step neighboring flatland cities never trigger, and it’s why our inspection reports hold up when the permit is filed.
Here’s what a Woodside roof inspection includes and what you should expect to pay.
Residential Visual Inspection
For $295 to $650, we walk every accessible slope, inspect flashing at chimneys, skylights, and dormers, pull back loose tiles or shingles at the eaves, and photograph everything we find. The report notes current condition, the five most likely failure points, and a repair priority list. If you’re selling a home, this is the inspection that catches the $15,000 missing-flashing surprise before the buyer’s inspector does.
Heavy Material Assessment
Slate and clay tile inspections on Woodside estates run $800 to $1,400 because these roofs require walking with ladder-assist on steep pitches and careful lift-and-look inspection at each valley. We check the underlayment condition under the tile, the battens, the ridge assembly, and the structural signs that tell you whether the decking can carry a replacement in kind or a heavier material. The report includes load observations so you know before you bid a replacement whether the framing will carry slate or whether you’re looking at a lighter look-alike.
Commercial Roof Inspection in Woodside
Commercial Roof Inspection in Woodside covers the smaller commercial stock that sits on the town’s edges: barns converted to offices along Woodside Road, stable buildings with living quarters above, and the occasional small commercial flat roof near the Town Center. These buildings often have original framing and roofing that predates current fire code, and the inspection focus shifts to code triggers, fire-rated assembly conditions, and liability exposure. A Woodside commercial inspection typically runs $600 to $1,200 depending on building size and roof access.
The inspection includes membrane condition on flat or low-slope sections, parapet flashing, scupper and drain function, and equipment penetrations. We document in writing what’s failing now and what will fail in the next five years, so you can budget capital improvements before a tenant calls with a leak.
Equestrian and Ranch Buildings
Horse barns and covered arenas carry their own inspection protocol. The roofline is long, the pitch is often shallow, and the wind exposure along Skyline Boulevard is different from what you get in a sheltered valley. We check membrane seams, fastener pull-out at the metal roofing, and the condition of ridge caps that have been taking afternoon sun for decades. We also flag ember intrusion at the eaves, which matters when the next red-flag warning hits.
Pre-Purchase Commercial Due Diligence
If you’re buying a Woodside property with any existing structure, the roof inspection becomes a negotiation tool. We inspect before you close, in writing, so you know the financial exposure. That report has saved buyers from closing on properties with unpermitted roofing that would fail the scenic corridor review on the first permit application.
Trusted Brands We Service in Woodside
We work on the material lines Woodside homeowners actually have on their roofs: Boral clay tile on the older estates, GAF and CertainTeed shingle systems on the mid-century and contemporary builds, and Owens Corning components where a roof has been partially updated over the years. Because we service these systems regularly, we know which underlayments pair with which tile profiles, where the valleys are most likely to fail, and what replacement parts are locally available without a two-week lead time. Our technicians inspect these systems with the same eye for how the material was installed as how it’s wearing. That matters when a roof has been patched by three different crews over four decades.
See the difference
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AfterCommon Roof Inspection Problems We See in Woodside Homes
- Missing ice and water shield at valley intersections. On older clay tile roofs, the original installers often skipped the valley membrane or used an underlayment that has since dried and split. Woodside’s wet winters push water straight into the decking at those points.
- Ember intrusion at the fascia and soffit. Woodside’s wildfire exposure means every gap where the fascia has pulled away from the rafter tail is a future ignition point. We find these on Class A composite roofs and tile roofs alike, often where rodents have chewed through the eave blocking.
- Undersized ridge venting on 80-plus-year-old estates. Many original English country and Spanish estates were built with almost no mechanical ventilation. The attic cooks all summer and sweats all winter, breaking down the underlayment from the top side while the tile still looks fine.
- Grandfathered roofline issues under current scenic corridor rules. Homes that were built before current setback and height rules sit in a gray zone. Any repair that touches the roofline perimeter may trigger review, and inspectors who don’t flag that up front are setting the homeowner up for a permit stall.
Pricing for Roof Inspection in Woodside, CA
Here’s what a Woodside roof inspection costs, in writing, before we show up. A standard residential visual inspection runs $295 to $650. Heavy material assessments on clay tile and slate run $800 to $1,400. Commercial inspections start around $600 and go to $1,200 depending on size and access. If your inspection turns up a repair we can address, you’ll get a separate written quote with fixed pricing before any work starts. No change orders, no door-knock renegotiation. Call (669) 238-2101 and we’ll give you an exact inspection quote over the phone based on your address, roof type, and what’s prompting the call. Estimates are free.
We Also Serve Cities Near Woodside
Brennan Roofing Co San Jose serves Woodside and the surrounding communities including San Jose, Sunnyvale, Redwood City, and Union City. If you own property in more than one of these areas, our Roof Inspection team can schedule multiple inspections on the same day to consolidate your trip. For homeowners in Woodside proper, we’re on site weekly and can typically slot your inspection within a few business days of your call.
Serving Woodside, CA - Our Local Coverage Area
We’re based in the Woodside 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 Woodside
Yes, our heavy material assessment includes lifting tiles at the eaves, valleys, and penetrations to check the underlayment condition directly. We don’t inspect clay tile from the ground or from a drone. The underlayment is where most Woodside clay tile roofs fail, and it’s invisible until you lift the tile. Every heavy material inspection includes written documentation of underlayment condition at a minimum of six lift points. Call (669) 238-2101 to schedule yours.
It means we treat every gap, crack, and separation as a potential ignition point. On a Spanish estate with old clay tile, we specifically inspect the fascia-to-rafter-tail connection, the soffit blocking, and any point where a tile has cracked or shifted enough to expose the underlayment. Woodside sits in the wildland-urban interface, and embers don’t need a hole, they need a gap. We document every intrusion point in writing with photos, and the repair quote is line-itemed so you know exactly what’s being sealed and why.
Yes. Our inspection includes a structural observation of the decking, rafter size, and spacing, plus the roof’s current load path. We’ll tell you in writing whether the existing framing can carry the weight of slate or full-profile clay tile, or whether you’re limited to a lighter composite or a synthetic look-alike. That’s a critical number to have before you bid a replacement, because the scenic corridor review doesn’t care what you want, only what the structure and code will allow. The inspection fee covers this assessment. Call (669) 238-2101 for an exact quote.
Expect the Town to require smoke and carbon monoxide detectors, seismic anchorage for water heaters, and possibly egress improvements if the roofline work touches the structure as well as the roofing. On a 1930s estate, the roof inspection often finds soffit damage or failing rafter tails that pull the work into structural territory, and that’s when the permit scope widens. We note these triggers in the inspection report before you file, so you’re not surprised when the plan checker writes them into the permit conditions. Travis Oakley reviews every estate inspection report personally before it goes out.
Yes, we check the drip edge and starter strip at every eave and rake on every inspection. In Woodside, the drip edge matters because wet winters with heavy leaf litter from redwoods and oaks mean water sits at the eave longer than it does in flatter, sunnier cities. A missing or poorly nailed drip edge lets that water wick back into the decking, and a failing starter strip is the first thing that lifts in the next wind event. Both are cheap to fix if caught early and expensive if they let water into the fascia for a decade. We document both in writing on every inspection.
Written by Travis Oakley, Owner at Brennan Roofing Co San Jose, serving Woodside and the surrounding Bay Area with written-price roof inspections and repairs under the Garrison Standard.