5401 Greenside Drive, San Jose, CA 95127
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5401 Greenside Drive, San Jose, CA 95127
5401 Greenside Drive, San Jose, CA 95127
5401 Greenside Drive, San Jose, CA 95127
5401 Greenside Drive, San Jose, CA 95127
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Weldon Killion

Weldon Killion

+1(209) 459-0163
$ 2,499,900
Est. payment /mo
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5401 Greenside Drive San Jose, CA 95127

4 Beds

4 Baths

2,524 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,524 sqft

Price per Sqft $990

MLS Listing ID ML82044086

Bedrooms 4

Full Baths 4

HOA Y/N No

Year Built 1936

Lot Size 0.393 Acres

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 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!

Location

State CA

County Santa Clara

Zoning R1-2

Rooms

Basement Crawl Space

Interior

Interior Features Dining Area, Formal Dining Room, Storage, Utility Room, Workshop, Pantry

Heating Forced Air

Cooling Central Air

Flooring Hardwood, Tile

Fireplaces Number 1

Fireplaces Type Gas Starter

Fireplace Yes

Appliance Oven

Exterior

Garage Spaces 2.0

View Y/N true

View Golf Course

Private Pool false

Building

Lot Description Level

Story 2

Sewer Public Sewer

Water Public

Level or Stories Two Story

New Construction No

Schools

School District East Side Union High

Others

Tax ID 59935018

Bridge MLS
© 2026 BEAR, CCAR, bridgeMLS. This information is deemed reliable but not verified or guaranteed. This information is being provided by the Bay East MLS or Contra Costa MLS or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website.
Listed by Lizzeth Flores • Infinite Real Estate

NEARBY SCHOOLS & PROPERTIES

Weldon Killion

Weldon Killion

Broker Associate | License ID: CA 00959395, ID AB59565

+1(209) 459-0163

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5401 Greenside Drive