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  • 18516 Skyline Boulevard

18516 Skyline Boulevard, Los Gatos, CA 95033

$5,000,000 Approx. USD 2 beds, 2 baths
2,424 sqft
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Photo of Jesse Hlubik

Jesse Hlubik REALTOR® - Sales Associate 310-890-6928 m
310-890-6928 o
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com Text Me
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Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com Sherman Oaks Office
14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
Phone: 818-528-3200
Fax: 818-386-9007
 Sherman Oaks 14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
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Fax: 818-386-9007
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Listing Agent


Billy Caruso | billycrealty@gmail.com
Lic#: 02224726
Broker: Courtesy of KW Bay Area Estates
Phone: 408-304-4872

Co Listing Agent


Danielle Davenport | davenportgroup@kw.com
Lic#: 00954910
Broker: Courtesy of KW Bay Area Estates
Phone: 408-888-7794

Agent Remarks

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.

Listing Details

Property type: Farm (Single Family)
Status: Pending
MLS# ML82050479
Price: $5,000,000
Beds: 2
Baths: 2 (2 full)
Wood Burning fireplaces
Built in 1951
2,424 sqft
20.00 acres
Lot size: 19.9954
County: Santa Clara
Zoning: HS-SR
Heating/cooling: Central Air
Heating description: Forced Air
MLS area: 699 - Not Defined

Last Updated: 10/5/2026

 Days On Market (DOM): 14

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This listing belongs to the 699 - Not Defined MLS area

Lat/Long: 37.200687, -122.040865.
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DISCLAIMER: There is NO WARRANTY, expressed or implied, for the accuracy of this information or its applicability to your financial situation. Please consult your financial and/or tax advisor. GET PRE-APPROVED The loan's interest rate will depend upon the specific characteristics of the loan transaction and credit profile up to the time of closing.

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Photo of Jesse Hlubik

Jesse Hlubik REALTOR® - Sales Associate 310-890-6928 m
310-890-6928 o
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com Text Me
Call My Cell
Call My Office
Lic#: 01801928
NRDS ID: 207054480
Jesse@HomeSearchLA.com
Sherman Oaks Office
14141 Ventura Blvd., Ste. 8
Sherman Oaks, CA 91423
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