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Listed by KW Bay Area Estates, Billy Caruso, Danielle Davenport Listing Contact: 408-304-4872
2 Beds
2 Baths
2,424 sqft

$5,000,000

18516 Skyline BLVD, Los Gatos 1 CA, 95033

Price per sqft$2,062.71
Built in1951
Property size2,424 sqft
Property typeResidential

Overview

Pending

Pendingdonotshow

Listed Jun 10, 2026

Updated 25h ago

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.

$33,265/mo

Est. mortgage payment based on a $5,000,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
ML82050479

Interior Features

Bedrooms
2
Bathrooms
2
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
20 Acres

Other Property Details

Garage
Yes
MLS provider logo

Listed by KW Bay Area Estates, Billy Caruso DRE:02224726, Danielle Davenport
Listing Contact: 408-304-4872 

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Data last updated 8:30 PM UTC, 9/18/2026

 

 

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