5401 Greenside Drive

• Sat May 2, 12:00 pm - 5:00 pm

  Exclusive first look at this iconic 1930s Spanish Estate! Come join us and enjoy live music, cocktails and hors d'oeuvres.

• Sun May 3, 1:00 pm - 4:00 pm

  Join us at this conic 1930s Spanish Estate!

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 bespoke moldings by Sr. Designer Stephanie Croce of JP Weaver Co. 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!

Days on Market

1 day

Current Status

Active

Original Price

$2,499,900

List Price

$2,499,900

On Market Date

Apr 30, 2026

Property Type

Single Family Home

Area

5 - Berryessa

Zip Code

95127

MLS ID

ML82044086

APN

599-35-018

Year Built

1936

Stories in Building

2

Possession

Unavailable

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

4

Bath

4

Parking

2

Detached Garage, Electric Car Hookup, Golf Cart, Room for Oversized Vehicle, Tandem Parking, Workshop in Garage

SQ FT

2,524

SQ FT Source

Unavailable

Lot SQ FT

17,136.0

Lot Acres

0.393388 Acres

Kitchen

Countertop - Marble, Island, Oven - Built-In, Pantry

Cooling

Central AC, Whole House / Attic Fan

Dining Room

Dining Area, Eat in Kitchen, Formal Dining Room

Disclosures

Natural Hazard Disclosure

Family Room

Kitchen / Family Room Combo

Flooring

Hardwood, Tile

Foundation

Crawl Space

Fire Place

Gas Starter

Heating

Central Forced Air

Laundry

In Utility Room

Views

Golf Course

Fee

Unavailable

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

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