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$5,000,000
46 Days On Site

18516 Skyline Boulevard
LOS GATOS, CA 95033

For Sale|Farm|Active Under Contract
2
Beds
2
Total Baths
2
Full Baths
2,424
SqFt
$2,063
/SqFt
1951
Built
County:
Santa Clara
Listed by of Billy Caruso of KW Bay Area Estates (408) 304-4872
Call Now: (408) 868-2620
Is this the listing for you? We can help make it yours.
(408) 868-2620
18516 Skyline Boulevard18516 Skyline Boulevard18516 Skyline Boulevard18516 Skyline Boulevard
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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. **Accepting BackUp offers** 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.

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Listing Snapshot
Price 
$5,000,000
Days On Site 
46 Days
Bedrooms 
2
Inside Area (SqFt) 
2,424 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
19.9954 Acres
Year Built 
1951
MLS® Number 
ML82050479
Status 
Active Under Contract
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
a month agoStatus changed to Active Under Contract
2 months agoListing first seen on site
General Features
Cross Street 
Black Rd
Disclosures 
Natural Hazard Disclosure
Garage 
Yes
Garage Spaces 
1
Number Of Stories 
1
Property Sub Type 
Farm
Sewer 
Septic Tank
SqFt Total 
2424
Utilities 
Propane
Water Source 
Well
Zoning 
HS-SR
Interior Features
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Wood Burning
Heating 
Forced Air
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Exterior Features
Roof 
Tile
Community Features
School District 
Los Gatos-Saratoga Joint Union High
Schools
School District
Los Gatos-Saratoga Joint Union High
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listed by of Billy Caruso of KW Bay Area Estates (408) 304-4872



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-07-27 03:20 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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*Estimate only. Actual rebate may vary based on final price, lender requirements, MLS rules, and broker policies.

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