$5,000,000

18516 Skyline Boulevard, Los Gatos, CA 95033

  • 2 beds |
  • 2 baths |
  • 2,424 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1951
  • Property Lot Size Icon20acre lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $2,063/sqft
  • Property List Date Icon Listed 25 days ago

Property Description

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 evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

Listing Status:
Pending
Date Added:
June 10, 2026
Data Last Updated:
July 5, 2026 at 1:08PM
Listing Office:
KW Bay Area Estates :
Listing Agent:
Billy Caruso : 408-304-4872
MLS ID:
ML82050479
  • General: Formal Dining Room
  • A/C: Central Air
  • Heating: Forced Air
  • Fireplace: Wood BurningFireplace
  • Parking: Parking Lot
  • General: 1Slab
  • School District: Los Gatos-Saratoga Joint Union High
  • County: Santa Clara
  • Zoning: HS-S54420005

This listing courtesy of Billy Caruso , KW Bay Area Estates

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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