- 4 Beds
- 4 Baths
- 2,524 Sqft
- .39 Acres
5401 Greenside Drive
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 custom 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!
Essential Information
- MLS® #ML82044086
- Price$2,499,900
- Bedrooms4
- Bathrooms4.00
- Full Baths4
- Square Footage2,524
- Acres0.39
- Year Built1936
- TypeResidential
- Sub-TypeSingle Family Residence
- StatusActive
Community Information
- Address5401 Greenside Drive
- Area699 - Not Defined
- CitySan Jose
- CountySanta Clara
- Zip Code95127
Amenities
- Parking Spaces2
- # of Garages2
- ViewGolf Course
Parking
Electric Vehicle Charging Station(s), Golf Cart Garage, Workshop in Garage
Garages
Electric Vehicle Charging Station(s), Golf Cart Garage, Workshop in Garage
Interior
- InteriorTile, Wood
- Interior FeaturesUtility Room, Workshop
- HeatingCentral
- CoolingCentral Air, Whole House Fan
- FireplaceYes
- FireplacesGas Starter
- # of Stories2
Exterior
- Lot DescriptionLevel
- RoofTile
School Information
- DistrictOther
Additional Information
- Date ListedApril 30th, 2026
- Days on Market28
- ZoningR1-20
Listing Details
- AgentLizzeth Flores
- OfficeInfinite Real Estate
Lizzeth Flores, Infinite Real Estate.
Based on information from California Regional Multiple Listing Service, Inc. as of May 28th, 2026 at 10:37am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.