18516 Skyline Boulevard, Los Gatos, CA, 95033

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$5,000,000
101 Days On Site

18516 Skyline Boulevard
Los Gatos, CA 95033

Farm|Pending
2
Beds
2
Total Baths
2
Full Baths
2,424
SqFt
$2,063
/SqFt
1951
Built
County:
Santa Clara
Listed by Billy Caruso of KW Bay Area Estates billycrealty@gmail.com
Call Now: 951-203-4426
Is this the listing for you? We can help make it yours.
951-203-4426
18516 Skyline Boulevard18516 Skyline Boulevard18516 Skyline Boulevard18516 Skyline Boulevard
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Monthly Payment (Est.)

$22,812
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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 
101 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 
Pending
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
a month agoStatus changed to Pending
3 months agoListing first seen on site
General Features
Acres 
19.9954
Foundation 
Slab
Garage 
Yes
Garage Spaces 
1
Number Of Stories 
1
Parking Spaces 
1
Property Sub Type 
Farm
Sewer 
Septic Tank
Special Circumstances 
Standard
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
MLS Area 
699 - Not Defined
School District 
Other
Schools
School District
Other
Elementary School
Unknown
Middle School
Unknown
High School
Unknown


This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, the Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

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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