19544 Sky Oaks Way, Los Gatos, California 95030, Los Gatos, 95030 - 4 bed, 3 bath
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19544 Sky Oaks Way
Los Gatos, California 95030
ACTIVE
CONDITION: FAIR
4Beds
3Baths
2,995Sq Ft
58,045Lot Size
Property Price
LIST PRICE$5,500,000
EST. MARKET VALUE
$5,032,773
9% AboveMARKET VALUE
SUMMARY
This property represents a High-Potential Investment Opportunity, listed at $5,500,000—positioned above the $5,032,773 Fair Market Value by 9%. While priced at a premium, the 1.33-acre flat lot in the "Platinum Triangle" offers massive development potential. Featuring a Condition Rating of 4, the original 1962 structure requires modernization, yet includes a detached 1bd/1ba ADU, in-ground pool, and mountain views. This is an ideal acquisition for Luxury Developers or Owner-Occupants seeking to build a custom estate within the distinguished Saratoga school district.
Estimated Market Value
$5,032,773
Based on Realkey algorithm analyzing recent comparable sales in Los Gatos.
Comparable Sales Map
Comparables within 1 miles sold in recently
Map unavailable.
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 19544 Sky Oaks Way Subject | $5,500,000* List Price | 4 | 3 | 2,995 | $1,680 | - |
A 19650 Sky Oaks Way Sold | $4,850,000 | 5 | 3 | 3,245 | $1,495 | 0.1 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Fair
TeardownExcellent
Property is moderate renovation needed.
Built in 1962, the home is over 60 years old and retains much of its original mid-century character, including extensive wood paneling and dated bathroom tiling. While the property is well-maintained and functional, the listing's emphasis on the 'opportunity to build your dream estate' and the age of the finishes suggest it requires significant modernization to meet current luxury standards for the area.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 58045, living area = 2995.
- Exceptional Development Potential
Situated on a rare 1.33-acre flat, usable lot in the prestigious 'Platinum Triangle,' the county address provides a unique opportunity to significantly expand the existing home or construct a massive luxury estate.
- Detached ADU & Versatility
The property features a fully equipped 1-bedroom, 1-bathroom detached ADU with its own kitchen, laundry, and private deck, offering immediate flexibility for multi-generational living, guests, or rental income.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Living area discrepancy between mls listing and other public or private record. mls listing living area = 2995, other record living area = 2725.
- Recently Sold Property
The property was recently sold within the past year on 2026-04-27. The sold price is $3,625,000.00.
- Dated Original Structure
Built in 1962, the primary residence likely requires substantial modernization or a complete rebuild to meet the expectations of luxury buyers at this $5.5M price point.
About 19544 Sky Oaks Way
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1962
- Lot Size
- 58,045 Sq. Ft.
Interior
- Total Bedrooms
- 4
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 3.8 |
| Baths | 3.0 | 3.0 |
| Square foot | 2,995 | 2,311.559 |
| Lot Size | 58,045 | 29,516.661 |
| Price | $5.50M | $2.79M |
| Price per sq ft | $1.8K | $1.2K |
| Built year | 1962 | 1971 |
| HOA | $0 | $217 |
| Days on market | 33 | 42 |
Pricing History
Listed for Sale
Aug 7, 2026
$5,500,000
Initial Listing
Sold
Apr 27, 2026
$3,625,000
Public Record
Sold
Nov 3, 1995
$1,500
Public Record