Free roof inspection with deck photos before we talk money - GAF and Owens Corning certified installation
Before
After
Before
After
Before
AfterFast, Reliable Roofing Company Across Cupertino
Cupertino homeowners deserve a roofing company that shows up on time and tells you the real price before any work begins. We serve the Monta Vista foothills, Rancho Rinconada, and every neighborhood between De Anza Boulevard and the Santa Cruz Mountains. Our crews know what older Cupertino ranch homes actually look like under the shingles, and we’ve handled hundreds of roofs that needed far more than a simple re-shingle. If your roof is leaking, moss-covered, or nearing the end of its service life, call (945) 303-9821 for a written estimate.
We’re Tilehurst Roofing, part of the Kingswell family of roofing companies founded in 2000. Greg Holloway leads our team with one rule: the price goes in writing before the first nail is driven, and the guarantee goes in writing before we leave your driveway.
Why Tilehurst Roofing Is Cupertino’s Preferred Roofing Company
Cupertino homeowners keep calling us because we answer the phone. A live person picks up 24 hours a day, seven days a week. No voicemail queue, no callback three days later. When a roof leak opens up during a January storm off the mountains, you want a real human on the line, and that’s what we provide.
Our reputation in Cupertino is built on showing up in the window we promised and leaving the property cleaner than we found it. Homeowners who’ve been burned by no-show contractors or door-price changes tell us the same thing: they just wanted someone who did what they said they’d do. That’s the Kingswell Way. Say the price before the work, arrive when you said you would, put the guarantee in writing, and come back if it fails. Nothing complicated about it.
Each Tilehurst Roofing location is independently owned and operated under the Kingswell Guarantee. Our Roofing Company team serving Cupertino coordinates scheduling from the brand’s San Francisco Bay Area office, with local crews dispatched directly to your neighborhood. Background-checked, uniformed technicians arrive in marked vehicles, so you know exactly who’s on your roof before anyone climbs a ladder.
Roof Inspection in Cupertino
Roof Inspection in Cupertino is the first step on nearly every job we take, and it typically costs between $300 and $500 depending on roof size and access. For that price, a trained inspector walks every plane, checks flashing at all penetrations, examines the decking from the attic side where possible, tests the underlayment, and photographs everything so you can see what we see. We hand you a written report with line-item findings and a fixed quote for any recommended work.
What the inspector is actually looking for
On Cupertino’s older ranch homes, the inspector is checking for what’s hidden, not what’s visible. That means moisture intrusion in the decking from years of marine-layer fog, gaps at ridge vents, cracking 3-tab shingles, and failed flashing around skylight curbs and plumbing stacks. It also means verifying one thing that’s specific to this city: whether your existing roof assembly meets Chapter 7A fire-resistance standards if you’re in the WUI zone.
When a Cupertino homeowner needs an inspection
Get one before you list a home, after any major storm that brought wind off the mountains, and any time you notice moss spreading on north-facing planes. Also get one before you sign any replacement quote. An inspection prevents the surprise of discovering rotten decking or undersized framing after the tear-off has already started.
Commercial Roofing in Cupertino
Commercial Roofing in Cupertino generally falls into two categories: low-slope built-up roofs and modified bitumen systems on the older commercial buildings along Stevens Creek Boulevard and De Anza, plus newer single-ply TPO or PVC membranes on the office parks near the Apple campus. Repairs on these systems typically run $800 to $3,500 depending on the size of the affected area and the number of penetrations involved. Full commercial re-roofs in Cupertino start around $12,000 and climb based on insulation requirements, code upgrades, and membrane selection.
Low-slope building problems
Most commercial leaks in Cupertino trace back to failed seams or ponding water around roof drains. The flat or near-flat pitch means water sits longer, and the area’s heavier fog and rainfall versus valley cities to the east accelerates membrane deterioration. We inspect drains, seams, and flashings, then write a quote that separates immediate leak repairs from deferred maintenance items.
Minimizing business disruption
For occupied commercial buildings, we stage work to keep your operation running. That means scheduling noisy tear-off phases around your business hours, sealing off work areas, and coordinating with property management from the first estimate to final inspection. The Kingswell Way applies to commercial work exactly the same as residential: written pricing before we start, written guarantee before we leave.
Trusted Brands We Service in Cupertino
We work with materials from seven leading manufacturers, including GAF, Atlas, and CertainTeed. We also stock common flashing, underlayment, and ridge components for GAF and Owens Corning systems right on our trucks, which keeps turnaround fast for Cupertino repairs. If your architect or HOA specifies a particular brand, we can match it precisely. You get genuine product choice, not whatever happens to be in the warehouse.
Common Roofing Company Problems We See in Cupertino Homes
- Fog-driven moss on north-facing planes. Cupertino’s position at the base of the Santa Cruz Mountains funnels Pacific moisture through mountain gaps, and north-facing roof planes stay damp for most of the year. The moss isn’t a cosmetic issue. It’s a symptom of saturated underlayment and decking that’s silently rotting underneath.
- Chapter 7A WUI compliance gaps in Monta Vista and the foothill corridors. Many homeowners replaced shingles at some point in the 1990s or early 2000s, before current fire-resistance standards were enforced. That means a roof that looks fine may not meet the Class A assembly requirement a permit will trigger.
- Original 3-tab shingles on 1960s and 70s ranch homes. The semiconductor boom built Cupertino fast, and a large share of those homes still carry their original or once-replaced composition shingles. These are a generation or more past their service life, with granule loss, curling, and failing seal strips.
- Hidden decking and framing damage behind old leaks. By the time a leak shows up as a ceiling stain in a Cupertino ranch home, the decking underneath has usually been wet for months or years. Opening the roof often turns up soft decking, compromised framing at penetrations, and outdated wiring at roof vents. All of it needs addressing before new shingles go down.
Pricing for Roofing Company in Cupertino, CA
Most asphalt-shingle repairs in Cupertino run $400 to $1,600. A full tear-off and replacement on a typical 1,800-square-foot ranch home starts around $14,000 for architectural shingles, with premium options like standing-seam metal or Class 4 impact-resistant shingles pushing the number to $22,000 and up. Concrete tile replacement, common in Monta Vista and Rainbow Drive areas with original mid-century tile, typically falls between $28,000 and $45,000. What changes the price most is what we find underneath: rotten decking, outdated wiring at penetrations, and required Chapter 7A upgrades all move the number. We write allowances for these items into the contract before tear-off starts, so any surprise gets priced and approved in writing before we touch it. Call (945) 303-9821 for a free estimate with fixed, line-item pricing.
In Cupertino’s Monta Vista foothill corridors, the same marine-layer fog that keeps north-facing roof planes damp and moss-covered for most of the year also pushes those roofs into California’s Chapter 7A Wildland-Urban Interface zone. So a single roof often needs both moss remediation and a mandatory Class A fire-rated assembly. That pairing virtually never occurs in Sunnyvale or Santa Clara, and it’s the main reason a straight re-roof quote in this city can climb once the roof comes off. We were called out to a 1968 ranch-style home off Bubb Road in the Monta Vista area where the homeowner wanted a straight shingle replacement. When our tech pulled the first courses of 3-tab, the decking underneath was soft from years of fog-driven moisture and the ridge vent had been leaking into the framing. We wrote an allowance for decking repair and a Class A assembly into the contract before work started, then installed GAF Timberline architectural shingles over new ice and water shield in the valleys and upgraded flashing at every penetration, pricing the extra decking in writing before we touched it. The owner ended up with a fire-rated roof that satisfies Chapter 7A and a dry attic for the first time in decades.
Roofers working the Monta Vista side of Cupertino quickly learn that counterintuitive local pattern: the same foothill fog that perpetually dampens north-facing roof planes also backs up against neighborhoods that must meet Chapter 7A WUI fire-resistance standards. One inspection often reveals both severe moss remediation and a mandatory upgrade to a Class A assembly.
We Also Serve Cities Near Cupertino
Our crews serve Cupertino and the surrounding West Valley communities, including Saratoga, Sunnyvale, Mountain View, and Santa Clara. Each city has its own building codes and climate quirks, and we handle them all with the same written-price-before-work standard. Wherever you are, call (945) 303-9821 and a live person answers.
Serving Cupertino, CA - Our Local Coverage Area
We’re based in the Cupertino 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 Roofing Company in Cupertino
Because your home sits inside California’s Wildland-Urban Interface zone, which covers Monta Vista and the foothill corridors bordering the Santa Cruz Mountains. Chapter 7A of the California Building Code mandates Class A fire-resistant roofing assemblies in these areas. Your neighbor in Sunnyvale is outside that zone and isn’t subject to the same requirement. If you replace your roof in Cupertino’s WUI zone without a Class A assembly, the permit inspection will fail. Call (945) 303-9821 and we’ll verify your property’s exact classification before quoting anything.
Cupertino sits at the base of the Santa Cruz Mountains, and Pacific moisture funnels through mountain gaps directly onto north-facing roof planes. Those planes stay shaded and damp for most of the year, which is exactly the environment moss and algae need to colonize. The south-facing planes get enough sun to dry out, so they stay clean. Persistent moss isn’t cosmetic. It means the underlayment and decking underneath are likely saturated and rotting. Call (945) 303-9821 for an inspection that checks what’s happening beneath the moss, not just on top of it.
You’ll already know it’s a possibility because we write an allowance into the contract before tear-off begins. If our crew finds soft decking, split framing at penetrations, or outdated wiring at roof vents, we stop, photograph it, and give you a written price to correct it. Nothing gets done without your approval. The allowance exists so you’re never surprised by a change order. This is the single biggest reason a Cupertino remodel or re-roof quote moves from the original number, and we handle it by inspection first, allowances in writing, and priced approval before any new work starts.
Line-item the two quotes side by side and check what’s actually included. The cheaper bid usually omits decking replacement allowances, Chapter 7A compliance, permit fees, or ice and water shield in the valleys. The higher bid may include all of that and more. You want a written, line-item quote that specifies material brand, underlayment type, decking allowance, permit scope, and the exact terms of the workmanship warranty. Ours includes all of it, with the Kingswell Guarantee written on the contract before you sign. Call (945) 303-9821 for a free, detailed estimate.
Yes. Cupertino periodically gets hot, dry Diablo wind events from the east, and those winds can gust hard enough to lift and snap seal strips on aging shingles. Choosing a shingle with a higher wind-uplift rating, like 110 mph or 130 mph products from GAF, Atlas, or CertainTeed, means the shingles stay put when the winds hit. We factor that into material recommendations for every Cupertino quote. Call (945) 303-9821 to talk through which rating makes sense for your home.
Get a Written Estimate from Tilehurst Roofing
If you’re in Cupertino and your roof needs a repair, an inspection, or a full replacement, call (945) 303-9821. A live person answers, we schedule a time that works for you, and you get a written price before any work starts. Greg Holloway and the Tilehurst Roofing team have been doing it this way since the beginning. Written price, written guarantee, and a crew that shows up when it says it will. That’s the whole deal.
Written by Greg Holloway, Owner at Tilehurst Roofing. Leading residential and commercial roofing work across Cupertino and the West Valley under the Kingswell family of roofing companies.