Tucked into one of Los Gatos most sought-after, country-style lanes, 16255 Short Road offers a rare blend of privacy, scale, and natural beauty on 0.56+/- acre with picturesque hillside views. Designed by renowned architect Chris Spaulding and built by Dave Flick, this beautifully maintained residence showcases timeless craftsmanship and thoughtful design. Featuring 4 bedrooms plus a main-level office (optional 5th bedroom), the home offers a versatile and functional floor plan ideal for both everyday living and entertaining. Expansive windows, soaring ceilings, and multiple fireplaces fill the home with natural light and warmth. The dramatic family room opens seamlessly to a chefs kitchen with premium appliances, center island, and walk-in pantry.
Outdoor living is exceptional, with a pool, spa, expansive patios, and lush grounds oriented to capture stunning sunset views. A separate outdoor office/studio provides added flexibility. Additional highlights include a newer roof and beautifully landscaped grounds.
Located just minutes from downtown Los Gatos with boutique shopping, dining, and top-rated Los Gatos schools.
Listed by Nevis and Ardizzone
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License #70010073
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Compass
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408-781-0779
Last updated April 23, 2026
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Source: MLSListings #ML82043859
Listing Facts
TypeSingle-family
NeighborhoodKennedy North
Bedrooms4
Days on Prevu11
Size4,179 sqft
Price per sqft$1,435
Amenities
Private Outdoor Space
Pets Allowed
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
04/21/2026
Listed by Compass
$5,995,000
Property Details for 16255 Short Road
Exterior
Construction
Roof: Composition, Shingle
Stories: 2
Year Built: 1992
Year Built Details: 2
Architectural Style: Cape Cod
Features
Fencing: Fenced Back, Fenced Front, Gate
Other Structures: Shed(s)
Patio And Porch Features: Back Yard, Barbecue Area, Fenced, Storage Shed/Structure
Fireplace Features: Family Room, Gas Burning, Living Room, Primary Bedroom
Fireplaces Total: 3
Flooring: Carpet, Hardwood, Stone, Tile
Interior Features: High Ceiling, Vaulted Ceiling, Walk-in Closet, Security Gate
Spa Features: Other, Pool/Spa Combo
Measurements
Living Area: 4,179
Rooms
Bathrooms Full: 4
Bedrooms Total: 4
Parking
Parking
Attached Garage: Yes
Garage Spaces: 2
Garage: Yes
Parking Features: Attached Garage
Schools
Elementary School
Elementary School District: Los Gatos Union Elementary
High School
High School District: Los Gatos-Saratoga Joint Union High
Utilities
Equipment
Cooling: Central Forced Air
Heating: Central Forced Air
Laundry Features: Tub / Sink, Inside, In Utility Room
Sewer: Public Sewer
Utilities: Public Utilities, Water - Public
Water Source: Public
Frequently Asked Questions
How many bedrooms does this single-family home have?
There are 4 bedrooms in this single-family home at 16255 Short Road.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 16255 Short Road.
How does 16255 Short Road compare to other single-family homes in Kennedy North?
This single-family home is listed 56% above the average price for single-family homes in Kennedy North and has been on the market for 19 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 4,179 sqft.
16255 Short Road is a 4-bedroom single-family home for sale in Los Gatos CA 95032. Listed on Prevu for 11 days at $5,995,000. This property features 4,179 square feet of living space, located in Kennedy North. The median listing price for single-family homes in this area is $849,450. Property amenities include private outdoor space, pets allowed, parking, and swimming pool. View other single-family home listings in Los Gatos.
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