
Los Gatos, California 95033
This 21.37-acre estate represents a High-Potential Investment Opportunity, listed at $2,250,000—positioned well above the $1,724,159 Fair Market Value. While the property requires significant capital for modernization due to its Fair Condition Rating, the massive 21.37-acre lot and original 1952 architecture provide a rare blank canvas for a luxury rebuild. The site’s agricultural potential and mountain views offer substantial long-term upside. This is a strategic acquisition for Buy-and-Hold Investors or Custom Home Developers seeking a private, large-scale development project.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 24733 Loma Prieta Avenue Subject | $2,250,000* List Price | 4 | 4 | 2,558 | $674 | - |
A 24595 Skyland Road Sold | $2,300,000 | 4 | 4 | 3,403 | $676 | 0.6 mi |
* Subject property listed price vs sold prices of comps.
Property is extensive renovation needed.
Built in 1952 and explicitly described as being in 'original condition,' this property is over 70 years old with no significant renovations. While the home appears tidy, the kitchen, bathrooms, and major systems are severely dated and require a full rehab to meet modern functional and safety standards.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 930964, living area = 2558.
Spanning over 21 acres, this property offers a massive footprint in the Los Gatos mountains, providing unparalleled privacy and space that is rare for the region.
As a long-held family estate in original 1952 condition, the property presents a unique 'blank canvas' opportunity for a custom luxury rebuild or a comprehensive modern renovation.
The residence has not been updated since its construction in 1952, meaning buyers should anticipate significant costs for modernization, repairs, or a total overhaul.
Mountain properties of this scale often involve complex requirements for utilities, access, and zoning, necessitating extensive due diligence and potential investment in site improvements.
Offered through the Kennedy Estate. Set on 21.37 acres in the Los Gatos mountains, this property features a 2,559 square foot home built in 1952 with five bedrooms and three and a half bathrooms. The residence has been held by the Kennedy family for many years and remains in original condition, offering a rare opportunity for buyers seeking a large acreage setting with long established improvements. The land includes natural terrain, mature trees, and areas used for pear cultivation. A unique chance to own a substantial mountain property with privacy and space. Buyers are advised to verify all property details, including utilities, access, zoning, permits, square footage, with the appropriate county agencies.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 3.5 | 50% |
| Baths | 4.0 | 3.0 | 75% |
| Square foot | 2,558 | 2,243 | 58% |
| Lot Size | 930,964 | 108,028.5 | 89% |
| Price | $2.25M | $1.52M | 78% |
| Price per sq ft | $880 | $655 | 81% |
| Built year | 1952 | 1978 | 8% |
| HOA | $0 | $0 | 50% |
| Days on market | 121 | 138 | 39% |
Jun 3, 2026
$2,250,000
$2,498,000
-10% Price Drop
Initial Listing
Mar 17, 2026
$2,498,000
$3,000,000
-17% Price Drop
Initial Listing
Feb 13, 2026
$3,000,000
Initial Listing