Prevu by reAlpha
BuySellBlogBrowse Listings
placeholder
California>Santa Clara County>East Foothills

5401 Greenside DriveSan Jose, CA 95127

For Sale

$2,499,900

Smart Buyer Rebate $24,999

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!

Listed by Lizzeth Flores

·

License #02219947

·

Infinite Real Estate

·

408-649-1886

Listed by Eduardo Huerta

·

License #01391479

·

Infinite Real Estate

Last updated June 08, 2026

·

Source: MLSListings #ML82044086

Listing Facts

  • TypeSingle-family
  • NeighborhoodEast Foothills
  • Bedrooms4
  • Days on Prevu48
  • Size2,524 sqft
  • Price per sqft$990

Amenities

  • Pets Allowed
  • Parking

Location

Mortgage Calculator

Listing History

04/30/2026
Listed by Infinite Real Estate
$2,499,900

Property Details for 5401 Greenside Drive

Exterior

Construction

  • Roof: Tile
  • Stories: 2
  • Year Built: 1936
  • Year Built Details: 2

Features

  • Other Structures: Garage, Shed(s)
  • View: Golf Course

Measurements

  • Building Area Total: 2,524
  • Lot Features: Grade - Level
  • Lot Size Area: 17,136
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 17,136
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 599-35-018

Interior

Features

  • Appliances: Oven - Built-In
  • Fireplace Features: Gas Starter
  • Fireplaces Total: 1
  • Flooring: Hardwood, Tile
  • Interior Features: High Ceiling

Measurements

  • Living Area: 2,524

Rooms

  • Basement: Finished
  • Bathrooms Full: 4
  • Bedrooms Total: 4

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Detached, Electric Car Hookup, Golf Cart, Room For Oversized Vehicle, Tandem Parking

Schools

Elementary School

  • Elementary School District: Alum Rock Union Elementary

High School

  • High School District: East Side Union High

Utilities

Equipment

  • Cooling: Central Forced Air, Whole House Fan
  • Heating: Central Forced Air
  • Laundry Features: 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 5401 Greenside Drive.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 5401 Greenside Drive.

How does 5401 Greenside Drive compare to other single-family homes in East Foothills?

This single-family home is listed 42% above the average price for single-family homes in East Foothills and has been on the market for 31 more 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 2,524 sqft.

5401 Greenside Drive is a 4-bedroom single-family home for sale in San Jose CA 95127. Available on Prevu for 48 days at $2,499,900. This residence features 2,524 square feet of living space, located in East Foothills. The median listing price for single-family homes in this area is $1,688,000. The home offers pets allowed and parking. Explore more single-family home listings in Santa Clara County.

Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.