




5401 Greenside Drive, San Jose, CA 95127
Rare offering in the prestigious Hillcrest community. Iconic 1930s Spanish estate exudes timeless elegance & elevated California living. Perfectly positioned along the 16th hole of the San Jose Country Club. Property delivers unmatched resort-style living. Rich in architectural significance. Home showcases original artist hand-painted grand living room wood beams, walls & ceilings. Meticulously maintained hardwood floors, antique fixtures & statement fireplace adorned with rare, locally hand crafted 100-yr-old tile also featured in bathrooms. Chefs kitchen beautifully appointed with custom cabinetry & marble countertops, while a main-level bedroom highlights custome bespoke moldings. Upstairs, refined living continues with 2 guest beds, spacious primary suite with dual closets & multiple balconies including a stunning terrace overlooking the fairway. Set on an expansive 17,136 sq ft lot, the grounds are designed for grand entertaining. Featuring mature fruit trees, garden beds, pizza oven, BBQ area, basketball court, multiple lounge spaces, room for a pool & direct golf cart access. Detached 2-car garage with adjacent ADU offers ultimate flexibility. Oversized driveway, RV/boat parking & EV chargers. Moments to SJCC, Alum Rock Park & more!
Bedrooms
4
Bathrooms
4
Square Feet
2,524
Lot Size
17,136 sqft
Year Built
1936
Property Type
Single Family Residence
Days on Market
4
HOA Fee
N/A
Garage Total
2
MLS #
ML82044086
Interior Features
Utility Room, Workshop
Flooring
Tile, Wood
Fireplace
Gas Starter
Cooling
Central Air, Whole House Fan
Heating
Central
Total Parking Spaces
2
Garage Spaces
2
Parking Features
Electric Vehicle Charging Stations, Golf Cart Garage, Workshop In Garage
Roof
Tile
Lot Features
Level
Sewer
Public Sewer
Water Source
Public
$0
| Rating | School Name | ||
|---|---|---|---|
| No school data available for this area. | |||
Balanced market
Avg. time on market
This is a Balanced Market. Homes are selling at a moderate pace.
Flood Risk
Minimal — not in a FEMA flood zone
Wildfire Risk
Moderate — near wildland-urban interface
Heat Risk
Low — moderate summer temperatures
Earthquake Risk
Southern California seismic zone
Based on price, location, and features
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