15681 Kennedy Rd

12,405 Sq. Ft.
$1,039 / Sq. Ft.
12,405
Sq. Ft.
$1,039
per Sq. Ft.

Description

Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and...Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.
  1. Listed by Ofelia Ventura • DRE #01832177 • Brokerage DRE #01965355 • KW Silicon City • 408-218-1405
  2. Listed by Adam Dallas • DRE #01354382 • Brokerage DRE #01908304 • Coldwell Banker Realty

Property Details for 15681 Kennedy Road

MLS City Name
LOS GATOS
Building Type
Detached
Style
Luxury, Rustic
Garage Spaces
3
Parking Spaces
25
View
Hills, Pasture
Cross Street
Los Gatos Boulev
LISTING UPDATED: 01/15/2026 07:45 PM

Property Details for 15681 Kennedy Road

StatusPending ( Do Not Show )
MLS #ML82010691
Days on Compass202
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1991
Lot Size3.58 AC / 155,944 SF
CountySanta Clara County

Location

Listing Courtesy of KW Silicon City, Ofelia Ventura, DRE #01832177; Coldwell Banker Realty, Adam Dallas, DRE #01354382
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Building Information for 15681 Kennedy Road

Stories3Year Built1991Building Size-Lot Size3.58 AC / 155,944 SF

Payment Calculator

$68,514 per month

30 year fixed, 6.15% Interest

Principal and Interest

$62,818

Property Taxes

$5,696

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 15681 Kennedy Road

Features
External Links
Room Information
  • Additional Rooms: Artist Studio, Bonus / Hobby Room, Den / Study / Office, Formal Entry, Great Room, Laundry Room, Library, Loft, Media / Home Theater, Office Area, Recreation Room, Safe / Panic / Room, Storage, Utility Room, Wine Cellar / Storage
  • Bathroom: Double Sinks, Full on Ground Floor, Granite, Half on Ground Floor, Outside Access, Primary - Sunken Tub, Solid Surface, Stall Shower, Stall Shower - 2+, Tubs - 2+
  • Bedrooms: Ground Floor Bedroom, Loft Bedroom, More than One Bedroom on Ground Floor, More than One Primary Bedroom, More than One Primary Bedroom on Ground Floor, Primary Bedroom on Ground Floor, Primary Suite / Retreat, Primary Suite / Retreate - 2+, Walk-in Closet
  • Dining Room: Breakfast Bar, Breakfast Nook, Breakfast Room, Formal Dining Room
  • Family Room: Separate Family Room
  • Kitchen: Built-in BBQ Grill, Countertop - Quartz, Dishwasher, Freezer, Garbage Disposal, Hood Over Range, Hookups - Ice Maker, Microwave, Oven - Double, Pantry, Refrigerator, Trash Compactor
  • Number of Full Bathrooms: 10
  • Number of Half Bathrooms: 1
Features
  • Amenities: Bay Window, Floor Drain, High Ceiling, Security Gate, Vaulted Ceiling, Video / Audio System, Walk-in Closet, Wet Bar
  • Communications: Audio / Video Prewired, DSL, Intercom, Networked
  • Energy Features: Double Pane Windows, Energy Star Appliances, Energy Star HVAC, Energy Star Lighting, Green Features, Low Flow Shower, Low Flow Toilet, Smart Home System, Solar Power, Tankless Water Heater, Thermostat Controller, Walls Insulated, Whole House Fan
  • Fireplace: Yes
  • Fireplaces: Family Room, Living Room, Other Location, Outside, Primary Bedroom, Other
  • Fireplaces Min: 5
  • Flooring: Hardwood, Stone
  • Laundry: Electricity Hookup (110V), Electricity Hookup (220V), Inside, Tub / Sink
  • Living SqFt: 12405
  • Pool: Yes
  • Pool Type: Cabana / Dressing Room, Pool - Indoor, Pool - Solar, Pool - Sweep, Pool / Spa Combo, Spa - Fenced
  • Security Features: Closed Circuit Monitoring (24-hour), Controlled / Secured Access, Secured Garage / Parking, Security Building, Security Fence, Security Lights, Video / Audio System
  • Special Features: Bathroom Features, Parking
Utilities
  • Cooling: Central AC, Multi-Zone
  • Heating: Central Forced Air, Stove - Propane
  • Sewer Septic: Septic Tank / Pump
  • Utilities: Propane On Site, Public Utilities, Solar Panels - Owned
  • Water: Storage Tank, Water Filter - Owned, Water Treatment System, Well - Domestic
Garage
  • Garage and Parking: Attached Garage, Electric Gate, Gate / Door Opener, Room for Oversized Vehicle, Workshop in Garage
  • Garage Max: 3
  • Garage Min: 3
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Exterior: Double Pane Windows, Stone
  • Property Condition: Other
  • Area Text: Los Gatos/Monte Sereno
  • Roof: Tile, Other
  • Stories: Three or More Stories
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 15681
  • Street Name: Kennedy
  • Street Suffix: Road
  • Area ID: 16
Second Unit Information
  • Second Unit Description: Guest House
Lot / Property Details
Building Information
  • Number Of Stories: 3
  • Structure SqFt: 12405
  • Structure SqFt Source: Other
  • Age: 34
Development Information
  • Construction Type: Stone, Stucco, Wood
  • Zoning Detail: HR110
Location Information
  • City Limits: Yes
  • Directions: Kennedy main entrance is on your left when accessed from Los Gatos Boulevard. There is a Guest House entrance around the bend, also on your left, both are gated, requiring an appointment to gain entry.
  • Incorporated: Yes
  • Parcel Number: 537-22-002
  • County Name: Santa Clara
  • City Name: LOS GATOS
  • City Postal ID: 30
  • Postal Code: 95032
  • Elementary School District: 461
  • High School District Text: Los Gatos-Saratoga Joint Union High
  • High School Text: Los Gatos High
Lot Information
  • Fencing: Complete Perimeter, Fenced Back, Fenced Front
  • Foundation: Crawl Space
  • Horse Property: No
  • Lot Acres: 3.58
  • Lot Description: Private / Secluded, Views
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Back Yard, Balcony / Patio, BBQ Area, Boat Dock, Courtyard, Fire Pit, Outdoor Fireplace, Outdoor Kitchen, Porch - Enclosed, Sprinklers - Auto

Property History for 15681 Kennedy Road

DateEvent & SourcePriceAppreciation
Dec 31, 2025

Pending

MLSListings #ML82010691

Dec 31, 2025

Pending

EBRD #ML82010691

Dec 31, 2025

Contingent - Show

MLSListings #ML82010691

Jun 12, 2025

Listed (Active)

EBRD #ML82010691

$12,888,888
Jun 12, 2025

Listed (Active)

MLSListings #ML82010691

$12,888,888
May 14, 2019

Price Change

RESFAR #89805196

$2,650,000
Jul 16, 2013

Sold

MLSListings #ML81317503

$4,800,000
Jul 16, 2013

Sold

EBRD #ML81317503

$4,800,000
Jul 3, 2013

Sold (Public Record)

Public Record #356676044

$4,800,000
Jun 4, 2013

Pending

EBRD #ML81317503

Jun 4, 2013

Pending

MLSListings #ML81317503

May 21, 2013

Listed (Active)

EBRD #ML81317503

$5,695,000
May 21, 2013

Listed (Active)

MLSListings #ML81317503

$5,695,000
Apr 30, 2013

Withdrawn

EBRD #ML81242669

Apr 30, 2013

Withdrawn

MLSListings #ML81242669

Dec 7, 2012

Listed (Active)

EBRD #ML81242669

$6,895,000
Dec 7, 2012

Listed (Active)

MLSListings #ML81242669

$6,895,000
Jul 30, 2011

Expired

EBRD #ML81037550

Jul 29, 2011

Expired

MLSListings #ML81037550

$7,495,000
Jul 31, 2010

Withdrawn

RESFAR #80915946

Jul 29, 2010

Listed (Active)

EBRD #ML81037550

$7,495,000
Jul 29, 2010

Listed (Active)

MLSListings #ML81037550

$7,495,000
Jul 26, 2010

Withdrawn

MLSListings #ML80915946

Jul 26, 2010

Withdrawn

EBRD #ML80915946

Mar 30, 2009

Listed (Active)

MLSListings #ML80915946

$9,950,000
Mar 30, 2009

Listed (Active)

EBRD #ML80915946

$9,950,000
Mar 30, 2009

Listed (Active)

RESFAR #80915946

$9,950,000
Jan 16, 1999

Expired

EBRD #ML89805196

$2,650,000
Jan 15, 1999

Expired

MLSListings #ML89805196

$2,650,000
Dec 2, 1998

Expired

RESFAR #89805196

Dec 2, 1998

Expired

EBRD #ML89805196

Feb 13, 1998

Price Change

RESFAR #89805196

$3,650,000
Feb 13, 1998

Listed (Active)

EBRD #ML89805196

$3,650,000
Feb 13, 1998

Withdrawn

MLSListings #ML89803119

$3,650,000
Feb 13, 1998

Listed (Active)

RESFAR #89805196

$2,650,000
Feb 13, 1998

Withdrawn

EBRD #ML89803119

$3,650,000
Feb 13, 1998

Listed (Active)

MLSListings #ML89805196

$3,650,000
Jan 27, 1998

Listed (Active)

MLSListings #ML89803119

$3,650,000
Jan 27, 1998

Listed (Active)

EBRD #ML89803119

$3,650,000
DateEvent & SourcePrice
12/31/2025

Pending

MLSListings #ML82010691

12/31/2025

Pending

EBRD #ML82010691

12/31/2025

Contingent - Show

MLSListings #ML82010691

06/12/2025

Listed (Active)

EBRD #ML82010691

$12,888,888
06/12/2025

Listed (Active)

MLSListings #ML82010691

$12,888,888
05/14/2019

Price Change

RESFAR #89805196

$2,650,000
07/16/2013

Sold

MLSListings #ML81317503

$4,800,000
07/16/2013

Sold

EBRD #ML81317503

$4,800,000
07/03/2013

Sold (Public Record)

Public Record #356676044

$4,800,000
06/04/2013

Pending

EBRD #ML81317503

06/04/2013

Pending

MLSListings #ML81317503

05/21/2013

Listed (Active)

EBRD #ML81317503

$5,695,000
05/21/2013

Listed (Active)

MLSListings #ML81317503

$5,695,000
04/30/2013

Withdrawn

EBRD #ML81242669

04/30/2013

Withdrawn

MLSListings #ML81242669

12/07/2012

Listed (Active)

EBRD #ML81242669

$6,895,000
12/07/2012

Listed (Active)

MLSListings #ML81242669

$6,895,000
07/30/2011

Expired

EBRD #ML81037550

07/29/2011

Expired

MLSListings #ML81037550

$7,495,000
07/31/2010

Withdrawn

RESFAR #80915946

07/29/2010

Listed (Active)

EBRD #ML81037550

$7,495,000
07/29/2010

Listed (Active)

MLSListings #ML81037550

$7,495,000
07/26/2010

Withdrawn

MLSListings #ML80915946

07/26/2010

Withdrawn

EBRD #ML80915946

03/30/2009

Listed (Active)

MLSListings #ML80915946

$9,950,000
03/30/2009

Listed (Active)

EBRD #ML80915946

$9,950,000
03/30/2009

Listed (Active)

RESFAR #80915946

$9,950,000
01/16/1999

Expired

EBRD #ML89805196

$2,650,000
01/15/1999

Expired

MLSListings #ML89805196

$2,650,000
12/02/1998

Expired

RESFAR #89805196

12/02/1998

Expired

EBRD #ML89805196

02/13/1998

Price Change

RESFAR #89805196

$3,650,000
02/13/1998

Listed (Active)

EBRD #ML89805196

$3,650,000
02/13/1998

Withdrawn

MLSListings #ML89803119

$3,650,000
02/13/1998

Listed (Active)

RESFAR #89805196

$2,650,000
02/13/1998

Withdrawn

EBRD #ML89803119

$3,650,000
02/13/1998

Listed (Active)

MLSListings #ML89805196

$3,650,000
01/27/1998

Listed (Active)

MLSListings #ML89803119

$3,650,000
01/27/1998

Listed (Active)

EBRD #ML89803119

$3,650,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 15681 Kennedy Road

Taxable ValueLand$2,604,955Additions$3,305,040Total$5,909,995
Tax Record2025$68,357 ($5,696 / month)
Home Facts
Beds7Total Finished SqFt8,905 SqFtAbove Grade Finished SqFt8,905 SqFtStories3Lot Size155,944 SqFtStyleSingle Family ResidenceYear Built1991ZoningHR110CountySANTA CLARAAPN537-22-002

Schools near 15681 Kennedy Road

This home is within Loma Prieta Joint Union Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - K to 5
Public - 6 to 8
Public - 6 to 8
Rating
School
Distance
Loma Prieta Elementary School
PublicK to 5

Blossom Hill Elementary School
PublicK to 5

C. T. English Middle School
Public6 to 8

Raymond J. Fisher Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of KW Silicon City, Ofelia Ventura, DRE #01832177; Coldwell Banker Realty, Adam Dallas, DRE #01354382

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.