16244 Kennedy Rd

Los Gatos, CA 95032

$4,500,000
Last Sold Price
5
Beds
3,645 Sq. Ft.
$1,235 / Sq. Ft.
3,645
Sq. Ft.
$1,235
per Sq. Ft.
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Closed 12/30/25
Closed 12/30/25
a front view of a house with a garden
a view of a house with furniture and garden
an aerial view of a house with a garden
a living room with furniture and a chandelier
a living room with furniture a dining table and a chandelier
a view of a park with plants and trees
a kitchen with a sink stove and cabinets
a kitchen with a dining table and chairs
a view of a backyard with sitting area
a bedroom with a bed window and couch
a living room with furniture and a large window
a living room with furniture and a potted plant
a view of a dining room with furniture and wooden floor
a bedroom with a large bed and a large window
a bedroom with a bed lamp and a potted plant
a bedroom with bed couch and window
a bedroom with a bed a mirror and a large window with outer view
a bathroom with a granite countertop sink and a mirror
a bathroom with a granite countertop sink and a mirror
a view of a balcony with chairs
a bedroom with bed and window
a bedroom with a bed and a chandelier
a view of a patio with table and chairs potted plants and a large tree
a aerial view of a house with a yard table and chairs
a backyard of a house with lots of green space
a front view of a house with garden
a view of a patio with a table and chairs
a view of a room with window
a view of a street with a tree
an aerial view of a house with garden space sitting space and trees all around
an aerial view of a house with a yard
a view of a house with a yard and potted plants
an aerial view of a house with a yard
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a swimming pool view with a seating space and garden
a view of a patio with table and chairs with wooden floor and fence

Description

Situated on Brooke Acres Drive sits a stunning custom-built 5 bedroom, 3 bath residence on a rarely available level lot with ample space for an ADU. Nestled in one of Los Gatos' most desirable settings, this home blends timeless design with exceptional outdoor living. The inviting entry opens to a spacious living room with vaulted ceilings, lovely center fireplace, setting the tone for the home's blend of comfort and elegance. A beautiful formal dining room with French doors flows seamlessly to an...Situated on Brooke Acres Drive sits a stunning custom-built 5 bedroom, 3 bath residence on a rarely available level lot with ample space for an ADU. Nestled in one of Los Gatos' most desirable settings, this home blends timeless design with exceptional outdoor living. The inviting entry opens to a spacious living room with vaulted ceilings, lovely center fireplace, setting the tone for the home's blend of comfort and elegance. A beautiful formal dining room with French doors flows seamlessly to an elegant brick patio, perfect for dining and entertaining. The expansive kitchen features a central island, skylight, and generous eating area, while the adjacent family room is highlighted by a striking adobe-style fireplace. The main level also offers a versatile office/bedroom, workout room, and a full bath. Upstairs, the primary suite boasts a private balcony, walk-in closet, and a large bath. Three additional bedrooms, one with direct access to a large balcony, and another full bath complete the upper level.The beautiful grounds include a sparkling pool, sprawling lawn, orchard, and a massive deck. 5 plus car parking, including 3 car garage. Minutes to vibrant downtown Los Gatos shops and restaurants, hiking, biking, top-rated school and transportation

Listing Agent

  1. Bill Kitchen

    Bill Kitchen

    Listing Agent

    Compass

    DRE #01395888

    bill.kitchen@compass.com

    P: (415)-309-7279

    CallTextEmail

Property Details for 16244 Kennedy Road

Directions to Property
Situated on Brooke Acres Drive but the address is Kennedy Rd.
Parking Features
Attached, Enclosed, Automatic Door, Garage Facing Side, Interior Access, Uncovered Parking Spaces 2+
Architectural Style
Mediterranean, Spanish
View Description
Garden/Greenbelt, Hills
Cross Street
Brooke Acres Drive
Total Parking Spaces
5
LISTING UPDATED: 12/31/2025 09:14 AM

Property Details for 16244 Kennedy Road

StatusClosed
MLS #425078109
Days on Compass42
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1970
Lot Size0.94 AC / 40,798 SF
CountySanta Clara County
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Location

Listing Courtesy of Compass, Bill Kitchen, DRE #01395888

Sold By Real Estate Experts ERA Powered, Kimberly Douglas, DRE #MLSL5093596

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Building Information for 16244 Kennedy Road

Stories2Year Built1970Building Size-Lot Size0.94 AC / 40,798 SF

Payment Calculator

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$22,274 per month

30 year fixed, 6.15% Interest

Principal and Interest

$21,932

Property Taxes

$342

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 16244 Kennedy Road

Summary
Location and General Information
  • Area/District: Los Gatos/Monte Sereno
  • Area Short Display: 900016
  • Location Description: Los Gatos/Monte Sereno
Taxes and HOA Information
  • APN: 532-18-013
  • City Transfer Tax Rate: .00%
  • County Transfer Tax Rate: .00%
  • Association: No
Parking
  • Carport Spaces: 0
  • Garage Spaces: 3
  • Open Parking Spaces: 2
  • Parking Fee $: $.00
  • Parking Fees: No
  • Parking Access: Independent
  • Num of Parking Spaces: 5.0
  • Parking: Attached, Enclosed, Automatic Door, Garage Facing Side, Interior Access, Uncovered Parking Spaces 2+
Virtual Tour
  • Virtual Media Count: 0
Property
Lot Information
  • Square Footage Source: Graphic Artist
  • Year Built Source: Assessor Auto-Fill
  • Lot Size Source: Assessor Auto-Fill
  • Lot Features: Auto Sprinkler F&R, Curb(s)/Gutter(s), Garden, Landscape Back, Landscape Front
Property and Assessments
  • Possession: Close of Escrow
  • Road Responsibility: Public Maintained Road
  • Land Use: Residential
  • Picture Count: 67
  • Photos Provided By: 3rd Party Photographer
  • Elevation: 0
  • Disclosures/Documents: Disclosure Package Available, Home Inspection Report, Preliminary Title Report, Seller Property Questionnaire, Structural Pest Control Report, TDS Available
Green Features
  • Green Verification Year: 0
Utilities
  • Sewer: Public Sewer
  • Utilities: Public
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Adobe, Stucco
  • Driveway/Sidewalks: Paved Driveway
  • Fencing: Back Yard, Entry Gate, Front Yard
  • Stories: 2
  • Upper Level: Bedroom(s), Full Bath(s), Primary Bedroom
  • Main Level: Bedroom(s), Dining Room, Family Room, Full Bath(s), Garage, Kitchen, Living Room, Street Entrance
  • Other Structures: Shed(s), Storage
  • Patio And Porch Features: Awning, Uncovered Patio
  • Exterior Features: Balcony
  • Pool Features: Built-In, Pool Sweep
  • Pool: Yes
  • Road Surface Type: Paved
  • Roof: Spanish Tile
Interior Features
  • Interior Features: Cathedral Ceiling, Formal Entry, Storage Area(s), Wet Bar
  • Heating: Central
  • Appliances: Compactor, Dishwasher, Disposal, Gas Cook Top, Hood Over Range, Microwave
  • Laundry Features: Hookups Only, In Laundry Room, Sink
  • Spa: Yes
  • Spa Features: Spa/Hot Tub Built-In
  • # of Fireplaces: 2
  • Cooling: Ceiling Fan(s), Central
  • Flooring: Carpet, Stone, Tile, Wood
  • Entry Level: 0
  • Fireplace Features: Den, Gas Starter, Living Room
  • Possible Bedrooms: 0.0
  • Full Bathrooms: 3
  • # of Rooms: 0
Room Information
Master Bedroom
  • Primary Bedroom Dimensions Area: 0.0
  • Primary Bedroom Dimensions Length: 0.0
  • Primary Bedroom Dimensions Width: 0.0
Bedroom 2
  • Bedroom 2 Dimensions Area: 0.0
  • Bedroom 2 Dimensions Length: 0.0
  • Bedroom 2 Dimensions Width: 0.0
Bedroom 3
  • Bedroom 3 Dimensions Area: 0.0
  • Bedroom 3 Dimensions Length: 0.0
  • Bedroom 3 Dimensions Width: 0.0
Bedroom 4
  • Bedroom 4 Dimensions Area: 0.0
  • Bedroom 4 Dimensions Length: 0.0
  • Bedroom 4 Dimensions Width: 0.0
Living
  • Living Room Dimensions Area: 0.0
  • Living Room Dimensions Length: 0.0
  • Living Room Dimensions Width: 0.0
  • Living Room Features: Cathedral/Vaulted
Dining
  • Dining Room Dimensions Area: 0.0
  • Dining Room Dimensions Length: 0.0
  • Dining Room Dimensions Width: 0.0
  • Dining Room Features: Formal Area
Family Room
  • Family Room Dimensions Area: 0.0
  • Family Room Dimensions Length: 0.0
  • Family Room Dimensions Width: 0.0
  • Family Room Features: Deck Attached
Kitchen
  • Kitchen Dimensions Area: 0.0
  • Kitchen Dimensions Length: 0.0
  • Kitchen Dimensions Width: 0.0
  • Kitchen Features: Breakfast Area, Island, Pantry Closet, Skylight(s), Tile Counter
Multi Family
Multi-Family Information
  • # of Units: 0
Multi-Family Additional Information
  • 2nd Unit Approx SqFt: 0.0
  • 2nd Unit Rents for: $.00
Mobile/Manufactured Home
  • Remodeled/Updated: No
Rental
Rent Information
  • Occupant Type: Vacant
  • Current Rent: $.00
  • Hours Limited: No

Property History for 16244 Kennedy Road

DateEvent & SourcePriceAppreciation
Dec 30, 2025

Sold

RESFAR #425078109

$4,500,000—
Dec 19, 2025

Sold (Public Record)

Public Record #1924013560

$4,500,000—
Nov 13, 2025

Pending

RESFAR #425078109

—
Oct 14, 2025

Price Change

RESFAR #425078109

$4,995,000—
Oct 2, 2025

Listed (Active)

RESFAR #425078109

$5,500,000—
DateEvent & SourcePrice
12/30/2025

Sold

RESFAR #425078109

$4,500,000
12/19/2025

Sold (Public Record)

Public Record #1924013560

$4,500,000
11/13/2025

Pending

RESFAR #425078109

—
10/14/2025

Price Change

RESFAR #425078109

$4,995,000
10/02/2025

Listed (Active)

RESFAR #425078109

$5,500,000

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

Public Records for 16244 Kennedy Road

Taxable ValueLand$63,733Additions$186,422Total$250,155
Tax Record2025$4,101 ($342 / month)
Home Facts
Beds4Total Finished SqFt3,593 SqFtAbove Grade Finished SqFt3,593 SqFtStories2Lot Size40,800 SqFtStyleSingle Family ResidenceYear Built1970ZoningR140CountySANTA CLARAAPN532-18-013Fireplace TypeHas Fireplace

Schools near 16244 Kennedy Road

This home is within Loma Prieta Joint Union Elementary School District.
Rating
School
Type
Grades
Distance
Loma Prieta Elementary School
Public - K to 5
Blossom Hill Elementary School
Public - K to 5
C. T. English Middle School
Public - 6 to 8
Raymond J. Fisher Middle School
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Compass, Bill Kitchen, DRE #01395888

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.