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Street View
Listed by: Billy Caruso (408) 304-4872 DRE #02224726, Danielle Davenport DRE #00954910 | KW Bay Area Estates (408) 560-9000
$5,000,000
Monthly Est:$24,887
2 Beds
- 2 Baths
2 full baths
2,424sqft
18516 Skyline Blvd, Los Gatos, CA 95033
$5,000,000
$24,887/moEst:
Get Pre-Approved
Farm
Built in 1951
$-- HOA
20 acres lot
$2,063/sq.ft
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.
- Houzeo last checked: 10 hours ago
- Listing updated: October 5, 2026 at 7:20 pm
- Source: California Regional MLS-CA | MLS#: ML82050479

Property Details
Status
Pending
Type
Land
No. of Stories
1
County
City
Neighborhood
--
Year Built
1951
HOA Fees
-
Finished Area
2,424 sqft
Lot Size
20 acres lot
Basement Area
- sqft
MLS Name
California Regional MLS
MLS Number
ML82050479
MLS Status
Pending
Days on Market
126

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathrooms: 2
Interior
Sewer
Septic Tank
Cooling
Central Air
Heating
Forced Air
Construction
Year Built
Year Built: 1951
Home type
Farm
Foundation Details
Slab
Roof
Tile
Utilities & Energy
Water Source
Agricultural Well, Well
Fireplace Features
Wood Burning
Price History
| Date | Event | Price |
|---|---|---|
08/18/2026 Source: | Pending | $5,000,000 $2,063/sqft |
06/23/2026 Source: | Contingent (Active Under Contract) | $5,000,000 $2,063/sqft |
06/10/2026 Source: | Listed for Sale | $5,000,000 $2,063/sqft |
Getting Around 18516 Skyline Blvd
Bike Score®
Somewhat Bikeable
2/100
Walk Score®
Car-Dependent
0/100
Data provided by Redfin
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Find Homes by Property Features in Los Gatos, CA
Based on information from California Regional Multiple Listing Service, Inc. as of Oct 14, 2026, 03:00PM and /or other sources. 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 being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.
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