Bought for $1,395,000 in May 2025, 24766 Skyland Road is back at $1,575,000

24766 Skyland Road sold for $1,395,000 on May 12, 2025. It reappeared on the market October 6, 2026, listed at $1,575,000 — $180,000 above the prior sale, a 12.9% increase over 16.8 months of ownership. The arithmetic is in the record; the reasons are not.

How it compares with homes like it

The peer rule here: single-family homes, within one bedroom of three, size within 25% of 1,951 sq ft, sold within the last 12 months, within a 2-mile radius — the nearest radius that produced at least four sales. That search returned six sales.

The subject's ask of $807 per square foot sits above the peer group's median of $739 per square foot, and above the peer median sale price of $1,412,500. The closest comparable on the street itself is 24930 Skyland Road, 0.28 miles away, a 2-bed, 1-bath at 1,537 sq ft that recorded at $1,375,000 ($895/sq ft) on July 21, 2026. That sale is smaller and has one fewer bedroom, so the per-foot figure runs higher despite the lower absolute price.

At the top of the peer range, 16000 Redwood Lodge Rd — a 3-bed, 2-bath at 1,734 sq ft — recorded at $1,631,000 ($941/sq ft) in July 2026. The subject's ask sits $56,000 below that ceiling. At the floor, 25967 Mar Vista Ct, a 3-bed, 2-bath at 1,571 sq ft, recorded at $1,025,000 ($652/sq ft) in June 2026 — though that home is 1.84 miles out and 380 sq ft smaller.

Among the 49 single-family homes currently listed in the same general area and size band, the median ask is $1,600,000 at $817 per square foot. By list price, 24766 Skyland Road ranks 24th out of those 49 active listings.

Comparable sales

Six sales, ranging from $1,025,000 to $1,631,000, with a median of $1,412,500. The subject's ask at $1,575,000 falls in the upper third of that range.

Single-family homes across Los Gatos

Across all of Los Gatos, 149 single-family homes are currently active. Over the past 180 days, 270 single-family homes sold at a median of $2,950,000 and a median of $1,211 per square foot. The median ask on active listings sits at $1,950,000. The Skyland Road area, as the peer sales show, trades at a significant discount to the city-wide single-family median — the six comparable sales in the surrounding hills top out at $1,631,000, well below the city-wide figure.

How the Los Gatos market is doing

Across all property types, Los Gatos recorded 219 sales in the past 180 days at a median price of $2,400,000 and $1,163 per square foot. In the same 180-day window a year earlier, 282 sales closed at a median of $2,381,500 — fewer transactions now, modestly higher prices. The current range runs from $355,000 to $7,800,000. In the 1,561–2,341 sq ft size band specifically (160 sales), the all-type median was $2,222,500 at $1,145 per square foot.

What it would cost a month

At the $1,575,000 list price, using the national 30-year average rate of 7.28% as of the week of October 1, 2026 (Freddie Mac Primary Mortgage Market Survey), principal and interest would run as follows — this is not an affordability assessment and assumes no taxes, insurance, or HOA.

Three you could write an offer on today

These three homes are not listed for sale. Any home in this market has a page on this site, and an owner does not have to be listed to receive a written offer — the agent takes the offer to the owner, and no one is committed to anything until terms are agreed in a signed contract. See how an offer works.

• 298 Burrell Ct — 1,805 sq ft, 2 bed / 1 bath, built 1971, no recorded sale on file, 0.21 miles from the subject.
• 24879 Skyland Rd — 2,202 sq ft, 3 bed / 2 bath, built 1973, last recorded sale $1,442,000 on July 7, 2023, 0.25 miles from the subject.
• 269 Burrell Ct — 1,667 sq ft, 3 bed / 2 bath, built 1977, no recorded sale on file, 0.33 miles from the subject.

Tim McMullen · CA DRE #02016832
[email protected] · (415) 691-9272