5401 Greenside Drive, San Jose, CA 95127

$2,350,000
4
BD
4
BA
2,524
SqFt

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Sold Price
$2,350,000
List Price
$2,499,900
Closing Date
Jul 07, 2026
Status
CLOSED
MLS#
ML82044086
Year Built
1936
Bedrooms
4
Bathrooms
4
Living Sq. Ft
2,524
Lot Size
17,136
Acres
0.39
Lot Location
Level
Days on Market
54
Property Type
Single Family Residential
Property Sub Type
Single Family Residence

Property Description

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!

Additional Information

Fireplace Description
Gas Starter
Heat
Central
Cooling
Yes
Cooling Description
Central Air, Whole House Fan
View
Golf Course
Roof
Tile
Garage Spaces Total
2
Sewer
Public Sewer
Water
Public
School District
Other
Interior Features
Utility Room, Workshop
Attached Structure
Detached

Listing courtesy of Listing Agent: Lizzeth Flores (lizz.flores@infinitereg.com) from Listing Office: Infinite Real Estate.

Listing sold by Caroline Vaccarezza from Keller Williams Thrive

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Based on information from California Regional Multiple Listing Service, Inc. as of . 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.