18516 Skyline Boulevard
Los Gatos, CA 95033
2
Bed
2
Bath
2,424Sqft
871,000Sqft(Lot)
Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. At the heart of the estate, the Tuscany Revival farmhouse designed by renowned Santa Barbara architect Thomas Bollay evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding na
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 2Bathroom Information
Total Baths: 2 Full Baths: 2Water/Sewer
Water Source: Agricultural Well,Well Sewer: Septic Tank -
Interior Features
Roof: Tile Fireplace: Wood Burning -
Cooling Features
Central Air Air ConditioningHeating Source
Forced Air Has HeatingFireplace
Fireplace Features: Wood Burning Has Fireplace: 1
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Building Information
Year Built: 1951 Roof: Tile -
Foundation
Slab
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Lot Details
Lot Dimensions Source: Vendor Enhanced Lot Size Acres: 19.9954 -
Lot Size Source: Assessor Lot Size Square Feet: 871000
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Listing Price Information
Original List Price: 5,000,000 Listing Contract Date: 2026-06-10 -
Lease Information
Listing Agreement: Exclusive Right To Sell
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Tax Information
Parcel Number: 54420005
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Other Property Info
Source Listing Status: Active Source Neighborhood: 699 - Not Defined Directions: Cross Street: Black Rd Zoning: HS-SR Source Property Type: Residential Area: 699 - Not Defined Property SubType: Farm -
Building and Construction
Property Age: 75 Structure Type: Farm Year Built Source: Assessor Total Square Feet Living: 2424
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 30005 Summit Road, Los Gatos, CA, 95033 | $2,950,000 | 3 | 2 | 3,000 | 3,000 SqFt |
| 25200 Loma Prieta Avenue, Los Gatos, CA, 95033 | $10,800,000 | 4 | 3 | 3,096 | 3,096 SqFt |
| 25991 Mar Vista Court, Los Gatos, CA, 95033 | $2,198,000 | 3 | 2 | 3,284 | 3,284 SqFt |
| 520 Laguna, Los Gatos, CA, 95033 | $499,000 | 2 | 2 | 2,017 | 2,017 SqFt |
| 24733 Loma Prieta Avenue, Los Gatos, CA, 95033 | $2,250,000 | 4 | 3 | 2,558 | 2,558 SqFt |
| 24733 Loma Prieta Avenue, Los Gatos, CA, 95033 | $998,000 | 1 | 1 | 2,087 | 2,087 SqFt |
| 15880 Soda Springs Road, Los Gatos, CA, 95033 | $1,795,000 | 2 | 1 | 1,824 | 1,824 SqFt |
| 25560 Firhaven Lane, Los Gatos, CA, 95033 | $1,799,000 | 5 | 3 | 3,036 | 3,036 SqFt |
| 25149 Radonich Road, Los Gatos, CA, 95033 | $1,850,000 | 4 | 3 | 3,185 | 3,185 SqFt |
| 26756 Adams Road, Los Gatos, CA, 95033 | $2,395,000 | 5 | 4 | 3,798 | 3,798 SqFt |
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ByOwner last updated this listing 06/11/2026 @ 14:09
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