---
listing_id: ML82050479
status: Active
price: 5000000
beds: 2
baths_full: 2
baths_half: 0
sqft_living: 2424
sqft_lot: 871000
lot_acres: 
year_built: 1951
property_type: Residential
property_subtype: Farm
address: "18516 Skyline Blvd"
city: Los Gatos
state: CA
zip: 95033
county: "Santa Clara County"
lat: 37.200844
lng: -122.040878
days_on_market: 2
hoa_fee: 
hoa_frequency: 
garage_spaces: 1
list_agent: "Billy Caruso"
list_office: "KW Bay Area Estates"
list_agent_phone: "(408) 304-4872"
list_agent_license: 02224726
mls_source: MLSL
modified: 2026-06-10
transaction_type: buy
---

Home | Santa Clara County | Los Gatos | 95033 | 18516 Skyline Blvd

18516 Skyline Blvd, Los Gatos, CA 95033

MLS: ML82050479 | Status: Active | Price: $5,000,000
Beds/Baths: 2 / 2
Property Type: Residential

Quick Facts

Beds Baths Sq Ft Sq Ft Lot Yr Built
2 2 2,424 871,000 1951

Remarks

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 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.

MLS Listing Information

Field Value
MLS # ML82050479
MLS Source MLSListings, Inc.
Days on Site 2

Features

Interior Features

Feature Details
Dining Room Formal Dining Room
Family Room Kitchen/Family Room Combo
Fireplace Wood Burning
Cooling Central Forced Air
Heating Forced Air

Exterior Features

Feature Details
Roof Tile
Foundation Slab

Parking, School, and Other Information

Feature Details
Garage/Parking Parking Area, Garage: 1 Car(s)
Elementary District Lakeside Joint School District
High School District Los Gatos-Saratoga Joint Union High
Sewer Septic Tank
Water Well
Zoning HS-SR

Contact Information

Listing Agent Co-Listing Agent
Billy Caruso Danielle Davenport
KW Bay Area Estates KW Bay Area Estates
License #: 02224726 License #: 00954910
Phone: (408) 304-4872 Phone: (408) 888-7794

School Ratings

School data provided by GreatSchools.org

Nearby Schools

School Type Grades Distance Rating
Lakeside Elementary School public K-5 1.31 mi 9
Lexington Elementary School public K-5 3.14 mi 8
Saratoga Special Services Preschool public UG 3.81 mi N/A
Saratoga Elementary School public K-5 3.86 mi 9
Los Gatos High School public 9-12 3.88 mi 10
Daves Avenue Elementary School public K-5 4.26 mi 10
Foothill Elementary School public K-5 4.55 mi 9
Saratoga High School public 9-12 4.57 mi 10
Louise Van Meter Elementary School public K-5 4.58 mi 10
Raymond J. Fisher Middle School public 6-8 4.60 mi 9
Redwood Middle School public 6-8 4.68 mi 9

Disclosures

©2026 MLSListings Inc. All rights reserved. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from MLSListings Inc.

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This listing information is up-to-date as of June 10, 2026. For the most current information, please contact Billy Caruso, (408) 304-4872.