
Saratoga, California 95070
This Custom Executive Home represents a Strong Value Opportunity, listed at $7,850,000—positioned slightly above the $7,485,582 Fair Market Value. While priced at a premium, the property offers a Condition Rating of 3, featuring a 5,008 sqft floor plan on a massive 78,408 sqft lot. With Top-Rated Schools like Saratoga High (10/10) and Redwood Middle (9/10), plus a resort-style backyard with a pool, sport court, and putting green, this home is a premier Lifestyle Sanctuary for Owner-Occupants seeking long-term stability in Silicon Valley.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 14950 Gypsy Hill Road Subject | $7,850,000* List Price | 4 | 5 | 5,008 | $1,495 | - |
A 18803 Hilltop Way Pending | $5,850,000 List Price | 4 | 4 | 4,437 | $1,318 | 0.7 mi |
* Subject property listed price vs sold prices of comps.
Property is move-in ready.
Built in 1995, this property is well-maintained and move-in ready. While the kitchen and custom cabinetry reflect a slightly older design aesthetic (likely 10-20 years old), the home features recent cosmetic updates including fresh paint and new carpeting. The high-end appliances and extensive outdoor amenities like the pool and sport court appear to be in functional, high-quality condition.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 78408, living area = 5008.
Elementary School: Foothill Elementary School (9/10). Middle School: Redwood Middle School (9/10). High School: Los Gatos High School (10/10).
Situated on nearly two acres, the property features a resort-style backyard with a pool, sport court, putting green, and a full outdoor kitchen, offering unparalleled privacy and entertainment value.
Built in 1995, the home may require further aesthetic or systemic updates beyond the recent paint and carpet to meet the ultra-modern luxury standards expected at the $7.85M price point.
With only four bedrooms for a 5,000+ sqft home priced at nearly $8 million, the property may appeal to a narrower buyer pool seeking specific lifestyle layouts rather than maximum sleeping capacity.
Welcome to 14950 Gypsy Hill Road, a custom executive home built in 1995 located on a cul-de-sac offering thoughtfully designed indoor outdoor living and access to award winning Saratoga schools. Set on nearly two acres with professionally landscaped grounds, a sparkling pool, sport court, pergola covered conversation area with fireplace and large putting green, this property blends privacy, tranquility and convenience. Interior highlights include fresh paint, high ceilings, recessed lighting, plush new carpeting, hardwood and tile flooring. The main level features a primary suite, two en-suite bedrooms, a private office and a powder bathroom near common living areas. Spacious, light filled living and dining rooms are ideal for everyday comfort and entertaining. Downstairs, an entertainment area, guest bedroom and full bath offer flexibility for visitors. The private backyard features pergola-covered patios, an outdoor kitchen and inviting spaces for dining, relaxing and entertaining. Minutes from downtown Saratoga, major tech campuses, renowned wineries, fine dining, boutique shopping, outdoor recreation and Mountain Winery, this exceptional property offers beautiful grounds, outstanding schools and a premier Silicon Valley location, with lasting appeal and sophistication.
No exterior & parking available.
Grades K-5 • 1.6 mi
Grades K-5 • 1.9 mi
Grades K-5 • 2.1 mi
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 4.1 |
| Baths | 5.0 | 3.8 |
| Square foot | 5,008 | 2,732.705 |
| Lot Size | 78,408 | 13,814.841 |
| Price | $7.85M | $4.49M |
| Price per sq ft | $1.6K | $1.6K |
| Built year | 1995 | 1966 |
| HOA | $0 | $0 |
| Days on market | 5 | 34 |
Sep 4, 2026
$7,850,000
Initial Listing
Mar 10, 1994
$525,000
Public Record