18516 Skyline Boulevard, Los Gatos, CA 95033

$5,000,000
2
BD
2
BA
2,424
SqFt

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List Price
$5,000,000
Closing Date
Aug 24, 2026
Status
ACTIVE UNDER CONTRACT
MLS#
ML82050479
Year Built
1951
Bedrooms
2
Bathrooms
2
Living Sq. Ft
2,424
Lot Size
871,000
Acres
20.00
Days on Market
47
Property Type
Single Family Residential
Property Sub Type
Farm

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. **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.

Additional Information

Fireplace Description
Wood Burning
Heat
Forced Air
Cooling
Yes
Cooling Description
Central Air
Roof
Tile
Garage Spaces Total
1
Sewer
Septic Tank
Water
Agricultural Well, Well
School District
Other
Attached Structure
Detached

Listing courtesy of Listing Agent: Billy Caruso (billycrealty@gmail.com) from Listing Office: KW Bay Area Estates.

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Based on information from California Regional Multiple Listing Service, Inc. as of . 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. 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, 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.