What comes back
Send ground-level photographs of each slope, a picture of the stain inside and a note about when it leaks. What comes back is what the pattern usually means, whether this reads as a repair or as the beginning of a replacement conversation, and what each of those runs in this area.
The leak is not where the stain is
Water enters at a fault, then travels — along the underside of the deck, down a rafter, across a ceiling joist — before it finds a place to drop. A stain in the middle of a bedroom ceiling routinely comes from a vent boot two metres uphill of it, and the repair that gets made directly above the stain fixes nothing.
That is why the useful photographs are: each slope from as far back as you can stand, the penetrations (vents, pipes, chimney, skylights), the gutter line, the stain inside, and — if the attic is safe to enter and lit — the underside of the deck, where a wet trail points back to where it came in.
What decides repair against replacement here
Age and pattern do most of it. Asphalt shingle in this climate is a twenty-to-twenty-five-year material; below fifteen with one clear fault, a repair is usually right; past twenty with granules in the gutters and leaks in more than one place, patching is renting time.
Then there is the part nobody expects. California's energy standards treat a large enough reroof as a new roof: replace or recover more than half the roof area — or more than 2,000 square feet, whichever is less — within twelve months, and the whole roof has to meet current cool-roof requirements, plus Class A fire and ember-resistant construction if the address sits in a mapped fire hazard severity zone. Repairs inside a rolling twelve-month window add up toward that line. It is entirely possible to arrive at a full-code reroof by way of three sensible repairs, and knowing that in advance changes what you authorise.
Permits, briefly
San José requires a permit for reroofing in most cases, and the city inspects the work when it is finished. The contractor should be the one pulling it — if you are asked to pull your own permit for roof work, that is a reason to slow down and ask why, not a favour. Unpermitted roof work is one of the things that surfaces at resale and in insurance claims, which is when it is most expensive.
What it costs, roughly
Published figures for this area put a leak repair at $300–$1,500, a roof inspection at $150–$600, and asphalt shingle replacement between about $5 and $8 a square foot installed — which works out to $14,800–$20,000 for a typical 2,400-square-foot San José roof, inside a citywide range that published sources give as $5,200 to $32,900 depending on size and material. The cost guide explains what moves a quote inside those numbers and why published prices disagree with each other as much as they do.
Gutters get blamed for the roof
Overflow at the eave, water sheeting down a wall, a damp patch at the foundation: those are usually debris, backfall or an undersized downspout, and they are the cheapest faults on any roofer's list. They are also worth fixing on their own terms — water discharging against a house does damage a roof never would.
During the storm
Contain it from inside. A bucket, and — counterintuitively — a small hole in the bulging drywall to let the water drain in one place rather than bring the ceiling down. Move what is under it. Photograph it while it is happening, because a leak that only appears in a driving rain from one direction is telling you something a dry-day look never will.
Where this covers
The city entire, and the ring beyond it: Milpitas, Santa Clara and Sunnyvale to the north and west, Cupertino and Saratoga along the hills, Los Gatos and Campbell to the south. The service-area page breaks San José down by roof vintage and marks the foothill parcels where fire-zone rules change what a new roof is allowed to be.
Nothing here is priced by us. The figures belong to roofing firms working locally and to 2026 survey data, It is here to show what this work sells for, and it prices nothing of yours. Statements about code, permits and inspection restate California's energy and fire standards as San José applies them — standards get revised, and the permit centre is the authority on your parcel.
Repair or Replace?
Two things decide this: what failed, and how much of the roof the work touches. The second one is code rather than opinion — past roughly half the roof area in a twelve-month window, the whole assembly has to meet current energy and fire requirements.
Usually a repair
- One leak with a clear source — a vent boot, a flashing, a slipped course
- Wind damage confined to one slope or one ridge
- A roof under about fifteen years with sound decking underneath
- A skylight or a chimney flashing that has opened up
- Gutter and drainage faults, which are rarely the roof at all
Usually a replacement conversation
- Past about twenty to twenty-five years for asphalt shingle in this climate
- Granule loss across whole slopes, curling or cupping everywhere
- Leaks in more than one place, or a leak that moves after each repair
- Soft or sagging decking, or a previous layer left on underneath
- Work that would cross the code threshold anyway once it is measured
Send ground-level photos of each slope and we'll say which conversation this is