Tile roofing
Architectural shingles
Metal 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 Replacement Across Los Gatos
A full roof replacement in Los Gatos typically runs between $18,000 and $55,000 depending on pitch, material, decking condition, and hillside access. Most asphalt shingle replacements on standard lots land between $18,000 and $28,000, while architectural shingles on a steep hillside estate commonly reach $32,000 to $55,000. Our crews work in Los Gatos weekly and we know the difference between a Blossom Hill Park ranch and an Almond Grove Craftsman. If your roof is over 20 years old, curling at the edges, or leaking at the valleys after winter rain, call (669) 274-0078 and we’ll give you a written price before any work starts.

Why Tilehurst Roofing San Jose Is Los Gatos’s Preferred Roof Replacement Company
Los Gatos homeowners deal with something most Bay Area roofers never face: the town’s hillside development and wildfire safety regulations. A roofer who only works the flatlands of Santa Clara County can miss the design review triggers, the Class A fire-rating mandate, or the stricter decking requirements that apply once your lot slopes past a certain grade. Tilehurst Roofing San Jose is a Kingswell family company, founded in 2000, and our crews are on Los Gatos roofs every week. Greg Holloway runs the operation with one rule: written price before any work starts, written guarantee before any crew leaves.
We answer the phone with a live person, 24 hours a day. That includes evenings and weekends, because we know that when you find water in the upstairs bedroom on a Sunday night, you don’t want a voicemail queue. Los Gatos customers have written to us about crews who showed up in the window they gave, left the driveway cleaner than they found it, and came back at no charge when a repair failed inside the guarantee period. That is the 365-Day Done Right Promise, and it’s not a premium add-on. It’s the floor.
Styles & brands we work with






Roof Installation in Los Gatos
Roof Installation in Los Gatos means more than tearing off old shingles and nailing down new ones. On older homes near downtown, on mid-century ranches in the flats, and on hillside estates off Kennedy Road, the job starts with a structural look at what’s underneath. Decking that has rotted from decades of wet winters, inadequate valley flashing, and ridge vents that were never balanced with soffit intake all have to be addressed before new material goes down.
Full replacement on existing homes
When a Los Gatos roof has reached the end of its service life, we remove everything down to the decking and inspect it board by board. Rotted sections get replaced before the underlayment goes on. This is the right time to fix ventilation, add ice and water shield at valleys, and upgrade to Class A fire-rated material if the town’s hillside review requires it.
New construction and additions
For a new build or a detached ADU in Los Gatos, we coordinate with the general contractor on underlayment, flashing details, and ridge ventilation. A detached shop or ADU needs the same ice and water shield at valleys and the same balanced soffit intake as the main house. If you skip that on an outbuilding, you get moisture buildup and premature decking rot within a few years.
Roof Replacement Contractor in Los Gatos
A Roof Replacement Contractor in Los Gatos needs to understand two things that flatland roofers never think about: hillside access and wildfire code. If your lot slopes steeply, staging equipment and materials changes the whole job. Septic tank setbacks matter on acreage properties. A loader parked in the wrong spot can crack a tank or crush a drain field, and that is a five-figure mistake that no roofing quote covers.
Hillside and acreage scoping
Before we quote a hillside job in Los Gatos, we walk the lot. We check where the septic tank sits, where equipment can stage, and how long the material haul runs. Steep driveways off Summit Road or along the hills above Los Gatos High School often mean we cannot get a full-size delivery truck to the house, so materials get staged at the bottom and carried up or shuttled in smaller loads. That adds labor hours and honest cost, and we tell you that before you sign anything.
Design review and fire-resistant materials
Los Gatos enforces hillside development and wildfire safety regulations that often override county standards. On many hillside properties, that means Class A fire-rated shingles are not a suggestion; they are a condition of approval. We stock fire-resistant options from GAF, CertainTeed, and Owens Corning, and we handle the paperwork side so the design review doesn’t stall your project.

Trusted Brands We Service in Los Gatos
We install materials from seven manufacturers so the product fits the home, not whatever happens to be on the truck. On Los Gatos homes we regularly work with CertainTeed, GAF, and Owens Corning shingles, plus Boral for the wood shake look that Almond Grove homeowners ask for. We don’t push one house brand. If your home is a 1920s Craftsman, you need a different product than a 1970s hillside ranch. We’ll show you samples, give you the cost difference in writing, and let you decide. Parts and materials are ordered per job, not pulled from leftover inventory.
See the difference
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After
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Before
AfterCommon Roof Replacement Problems We See in Los Gatos Homes
- Wood shake replacement in historic districts: Many homes in the Almond Grove district still carry original wood shake roofs. The town’s fire review now requires fire-resistant composites that mimic the historic look, which changes both the material cost and the delivery timeline. We’ve done this swap enough times to quote it accurately on the first visit.
- Valley leaks on hillside homes: Heavy winter rain hits valleys hard on pitched roofs. If a previous roofer skimped on ice and water shield at the valleys, water finds its way under the shingles within a season or two. We see this regularly on homes off Kennedy Road and up toward the hills.
- Rotted decking on older homes: Los Gatos has a lot of early-20th-century housing stock. Decades of wet winters soak through worn shingles and rot the decking underneath. Flatland homes in newer subdivisions rarely need full decking replacement; older Los Gatos homes often do.
- Undersized ventilation on detached buildings: Detached ADUs and shops get treated like afterthoughts. A ridge vent with no balanced soffit intake traps moisture inside the attic and rots the decking from underneath. We check airflow on every structure we quote, not just the main house.
Pricing for Roof Replacement in Los Gatos, CA
A typical asphalt shingle roof replacement on a Los Gatos home runs $18,000 to $28,000. Architectural shingles push that to $22,000 to $35,000 depending on pitch and decking condition. Hillside properties with long material hauls, steep staging constraints, or septic setback concerns typically add $2,000 to $7,000 in labor and logistics. Wood shake replacement with fire-resistant composite from Boral or CertainTeed runs $30,000 to $55,000 on a Craftsman with complex roof lines. These ranges reflect what we actually quote in Los Gatos, not national averages. Call (669) 274-0078 for a written estimate. It’s free, and it’s in your hands before any work begins.
We Also Serve Cities Near Los Gatos
Our Roof Replacement crews work beyond Los Gatos into Campbell, Cupertino, Santa Clara, and Boulder Creek. If you live near the border or on a hillside lot that straddles jurisdictions, we can help you sort out which regulations apply. For full details on our service area, see Roof Replacement in Los Gatos.
Serving Los Gatos, CA - Our Local Coverage Area
We’re based in the Los Gatos 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 Replacement in Los Gatos
Yes, in most cases. Los Gatos enforces hillside development regulations that trigger design review when a reroof involves slope thresholds, material changes, or structural work beyond a simple reshingle. If your acreage property has a steep grade, you’ll likely need Class A fire-rated materials and review approval before we can start. We handle the documentation and interface with the town on your behalf. Call (669) 274-0078 and we’ll tell you whether your specific lot triggers the review before you spend a dollar.
Yes. Detached shops and ADUs need the same ice and water shield at valleys, the same flashing details at penetrations, and the same balanced ventilation as the main house. If you skip those on an outbuilding, moisture builds up inside the attic and the decking rots from underneath within a few years. We scope every structure on the lot before quoting any roof replacement in Los Gatos.
Long material hauls add labor hours and sometimes require a smaller delivery truck or shuttle runs, which adds $2,000 to $7,000 depending on how far up the hill we have to move material. Steep driveways off Summit Road or along the ridges above downtown often cannot take a full-size delivery truck. We factor this into the written quote before you sign, so there is no change order when the truck can’t make the turn. For an exact figure on your lot, call (669) 274-0078.
Yes. Boral and CertainTeed both make fire-resistant composite shakes that reproduce the wood shake look and pass the town’s hillside fire review. On a steep lot near the Almond Grove district, our crew replaced an original 1920s wood shake roof with CertainTeed’s Presidential Shake in a fire-resistant composite. We reinforced decking that had rotted from decades of winter rain, adjusted flashing details at three dormer penetrations, and installed a ridge vent to meet current ventilation code, keeping the historic Craftsman character intact while passing the town’s hillside fire review. A composite shake roof on that style of home typically runs $35,000 to $55,000.
Because much of Los Gatos’s housing stock is older, with early-20th-century Craftsman and Spanish Colonial homes that have been through 80 to 100 winters of rain. Moisture that penetrates worn shingles soaks into the decking and rots it over time. Flatland homes in newer subdivisions rarely have this problem. On any Los Gatos roof replacement, we inspect every board and show you what we find before we quote the decking replacement. Estimates are free at (669) 274-0078.
Written by Greg Holloway, Owner at Tilehurst Roofing San Jose, serving Los Gatos and the surrounding Bay Area since 2000.