5401 Greenside

San Jose, CA, 95127

For Sale $2,499,900

4beds
4baths
2,524sqft
0.39acre

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!

Shen Schulz (310) 980-8809shen@shenrealty.com Contact AgentRequest Tour

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Listed by:

Lizzeth Flores with Infinite Real Estate

(408) 272-1031

Eduardo Huerta with Infinite Real Estate

(408) 272-1031

5401 Greenside is a Residential Single Family Residence property located in San Jose, California, featuring a 0.393 acre lot, 2,524 sqft, 4 bedrooms, 4 full baths, MLS #ML82044086.

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Data last modified: 2026-05-03 10:16:47