About 16244 Kennedy Road
Offered for sale for the first time is 16244 Kennedy Road, 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.
Features of 16244 Kennedy Road
| MLS® # | 425078109 |
|---|---|
| Price | $4,995,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 3,645 |
| Acres | 0.94 |
| Year Built | 1970 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Mediterranean, Spanish |
| Status | Active |
Community Information
| Address | 16244 Kennedy Road |
|---|---|
| Area | Los Gatos/Monte Sereno |
| City | Los Gatos |
| County | Santa Clara |
| State | CA |
| Zip Code | 95032 |
Amenities
| Utilities | Public |
|---|---|
| Parking Spaces | 5 |
| Parking | Driveway, Attached, Enclosed, Garage Door Opener, Garage Faces Side, Inside Entrance, Uncovered Parking Spaces 2+, Independent, On Site (Single Family Only) |
| # of Garages | 3 |
| View | Garden, Hills |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | In Ground, Pool Sweep |
Interior
| Interior Features | Cathedral Ceiling(s), Formal Entry, Storage, Wet Bar |
|---|---|
| Appliances | Trash Compactor, Dishwasher, Disposal, Gas Cooktop, Range Hood, Microwave |
| Heating | Central |
| Cooling | Ceiling Fan(s), Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Fireplaces | Den, Gas Starter, Living Room |
| # of Stories | 2 |
| Has Basement | No |
Exterior
| Exterior Features | Balcony |
|---|---|
| Lot Description | Auto Sprinkler F&R, Curb(s)/Gutter(s), Garden, Landscaped, Landscape Front |
| Roof | Spanish Tile |
| Construction | Adobe, Stucco |
Additional Information
| Date Listed | August 5th, 2025 |
|---|
Listing Details
| Agent | William J Kitchen Jr. |
|---|---|
| Office | Compass |