Why does a house in Saratoga cost 70 percent more than a house in Los Gatos, but only about 15 percent more per square foot? That gap is the whole story, and almost nobody comparing these three towns is looking at it.
If you've narrowed a South Bay search to Los Gatos, Saratoga, and Cupertino, you've probably already seen the headline numbers. Saratoga is the expensive one. Los Gatos is the walkable one. Cupertino is the one near Apple. All true, all useless for the actual decision in front of you, which is what a given budget buys once you get past the town sign. The median price tells you almost nothing about lot size, buildable square footage, or how much friction stands between you and adding value to the property after closing. Three towns, three very different sets of rules, and a policy fight over accessory dwelling units that's actively changing the answer as of this year.
Over the three months ending in May 2026, Los Gatos posted a median sale price of $2.4 million, down 10.7 percent year over year, with a median price per square foot of $1,310, up 5.5 percent. Saratoga, over the same window, sold at a median of $4.1 million, up 4.3 percent year over year, at $1,500 per square foot, up 7.4 percent. Cupertino, over the three months ending in June 2026, sold at a median of $3.2 million, up 8.4 percent, at $1,540 per square foot, up 2.3 percent.
| Town | Median sale price (3-mo. window, 2026) | Price per sq. ft. | YoY price change |
|---|---|---|---|
| Los Gatos | $2.4M (ending May) | $1,310 | -10.7% |
| Saratoga | $4.1M (ending May) | $1,500 | +4.3% |
| Cupertino | $3.2M (ending June) | $1,540 | +8.4% |
Line up the median gap against the per-square-foot gap and the story changes. Saratoga's median is 71 percent higher than Los Gatos's, but its price per square foot is only 15 percent higher. That difference is almost entirely lot and house size, not quality or finish level. Saratoga's single-family zoning runs through several R-1 tiers built around 10,000, 12,500, 15,000, 20,000, and 40,000 square foot minimum lots, plus a dedicated Hillside Residential district. You're paying for acreage, not necessarily for a better-built house.
Cupertino tells a different story. Its median sits between the other two, but its price per square foot is the highest of the three, and its lots are generally the smallest. That premium is a location tax, not a size tax. Much of Cupertino's single-family stock dates to the 1960s and hasn't been substantially rebuilt, yet buyers are paying more per square foot for it than they pay in Los Gatos for often newer, larger construction. The driver is proximity: Apple Park sits inside city limits, and a straight shot down Wolfe Road or Saratoga-Sunnyvale Road gets an employee to campus in 15 to 20 minutes. From Los Gatos, the same commute runs 20 to 25 minutes via Highway 85. That five-to-ten-minute difference is showing up directly in dollars per square foot.
Los Gatos is the widest-variance town of the three, and that's the piece a single median obscures completely. Downtown flats and character homes near North Santa Cruz Avenue sit in one price band, driven by walkability and school assignment. Hillside parcels sit in an entirely different one, driven by privacy, acreage, and view. Averaging those two markets into one number produces a figure that doesn't describe either of them well.
Lot size differences aren't just a lifestyle question. They determine what you're legally allowed to add to a property after you close, and in 2026 that calculation is shifting under three different sets of local rules at three different speeds.
Start with Los Gatos, because it's the most in motion right now. The town's accessory dwelling unit ordinance dates to a 2020 update, and California's Department of Housing and Community Development sent Los Gatos a formal findings letter on it back in October 2023, flagging compliance problems. That letter matters more today than it would have a few years ago. A 2025 amendment to state Senate Bill 9 now gives HCD the authority to declare a noncompliant local ADU ordinance null and void outright, at which point the town would fall back to bare state minimum standards until it adopts something that passes review. That's the real pressure behind the rewrite Los Gatos has been working through this year: the Planning Commission reviewed a draft and recommended approval to the Town Council on June 10, 2026, with Town Council review calendared for August 4, 2026. If you're evaluating a Los Gatos property for its ADU potential, don't treat any rule you read today as fixed. Confirm current status directly with the town's Planning Division before you finalize a design around it.
Los Gatos also has a hurdle that doesn't show up in Saratoga's process at all. If your lot sits anywhere in the hills, which describes a meaningful share of Los Gatos parcels, you're required to complete a Least Restrictive Development Area analysis before siting can even be finalized. On a flat, standard-zone lot, the town's review is a fairly ordinary ministerial process. On a hillside lot, that siting step alone can stretch the timeline from four to eight weeks to ten to sixteen weeks before a design is even locked. For a buyer who's assuming a flat-lot timeline because that's what most cities offer, skipping past this mentally is exactly how a renovation schedule loses a month it never had.
Saratoga made the opposite move earlier. As of applications received after January 1, 2025, the city processes ADU and JADU applications as an over-the-counter building permit under its municipal code, with no public hearing and no Planning Commission vote required once plans are complete. On paper, that's a meaningfully faster path to adding square footage than what Los Gatos currently offers, even before accounting for lot size. Saratoga does still carry its own open compliance thread with HCD, with review letters sent in May 2023 and again in December 2025, so the same statewide pressure that's forcing Los Gatos's rewrite hasn't fully cleared Saratoga either. It's simply further along on the process side of the equation.
Four state laws that took effect January 1, 2026 apply across all three towns regardless of where local ordinances land. Senate Bill 543 shifts ADU size measurement to interior livable space, sets a 15-business-day completeness-check clock on applications, and expands the impact-fee exemption to any ADU at 750 square feet or less. Assembly Bill 1154 narrows junior ADU owner-occupancy requirements to units that share a bathroom with the main house. Neither law cares which town you're in. What varies is how each town's local process interacts with them, and that's the part a buyer actually has to research property by property.
Cupertino's regulatory pressure isn't playing out lot by lot the way it is in Los Gatos and Saratoga. Smaller parcels there limit individual ADU scale regardless of what the ordinance allows, so the fight has moved to the master-plan level instead. The city is falling short of its state-mandated housing goals for low- and moderate-income units, and in late 2025 the developer behind The Rise, the large mixed-use project on the former Vallco Mall site, notified the city it was cutting the number of low- and moderate-income homes at that project from 890 down to 356. That reduction triggered a 180-day "no net loss" clock under state law, requiring Cupertino to identify additional housing capacity to make up the gap. The city has to add close to 4,600 homes by 2031 to meet its regional allocation, and officials have acknowledged that will mean rezoning beyond what a suburban single-family town has traditionally allowed.
For a buyer or investor looking at an individual Cupertino property, that fight matters less as a direct constraint on your own lot and more as a signal about what's happening around you. A single-family purchase there is less about your renovation permit and more about what gets built on the commercial and multifamily parcels near it over the next several years.
Does a bigger lot in Saratoga automatically mean I can build a bigger ADU? Not automatically. Lot size sets the zoning ceiling, but setbacks, hillside constraints, and the specific R-1 tier your parcel falls under still control what's buildable. Confirm the parcel-specific zoning before assuming acreage translates directly into square footage.
Which of the three towns is easiest for a renovation project right now? As of this year, Saratoga's over-the-counter ADU process is the most predictable on paper. Los Gatos is mid-rewrite, which means the rules could improve or tighten depending on what the Town Council adopts. Cupertino's individual-lot process is less of a bottleneck than its citywide zoning pressure.
Should I wait for Los Gatos to finish its ADU rewrite before buying there? That depends on your timeline more than the town's. If you're planning to live in the home for years before renovating, the current uncertainty matters less. If an ADU is central to your purchase decision, it's worth a direct conversation with the Planning Division about where the rewrite stands before you commit.
None of this shows up on a portal listing, and none of it resolves with a single median-price comparison. It takes someone who's tracking the zoning file alongside the sale price to tell you which of these three towns actually fits what you're trying to build. That's the conversation worth having before you write an offer, not after.
Kia Amini works this exact seam between design, construction, and the Compass marketing and Concierge tools that make a South Bay purchase or renovation pencil out. Let's connect — discuss your home's potential.