$2.50M
5401 Greenside Drive, SAN JOSE, CA 95127
Single Family Residence
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!
Property Details
Bedrooms
4
Bathrooms
4
Living Area
2,524 sqft
Lot Size
17,136 sqft
Year Built
1936
Garage
2 car
View
Yes
Price History
Listed
Apr 30, 2026
$2.50M
Location
Location Scores
What's Nearby
Restaurants, parks, schools, and more within 3 km. Powered by Google Places.
Subway
255 North White Road, San Jose
Little Caesars Pizza
3085 McKee Road, San Jose
Starbucks Coffee Company
2707 McKee Road, San Jose
Drying Shed
402 Toyon Avenue, San Jose
El Jalapeño Restaurant
354 North White Road, San Jose
Tacos al Pastor
428 Toyon Avenue, San Jose
Lucky
3457 McKee Road, San Jose
7-Eleven
350 North White Road, San Jose
8 places within 3 km · Google Places
Listed by Lizzeth Flores — Infinite Real Estate (MLS# ML5098684)
MLS# ML82044086
Listing data provided by CRMLS (California Regional Multiple Listing Service). Based on information from CRMLS as of 5/21/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Rose District — DRE# 02356332
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Estimated Monthly Payment
$15,363.02
per month
Loan Amount
$1,999,920
Down Payment
$499,980
Total Interest
$2,669,799
Total Cost
$5,530,686
Rose District
Real Estate Team
Helpful Resources
$2.50M
5401 Greenside Drive, SAN JOSE, CA 95127