5401 Greenside Drive
San Jose, CA 95127
4
Bed
4
Bath
2,524Sqft
17,136Sqft(Lot)
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 ba
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 4Bathroom Information
Total Baths: 4 Full Baths: 4Water/Sewer
Water Source: Public Sewer: Public Sewer -
Interior Features
Roof: Tile Interior Features: Utility Room,Workshop Fireplace: Gas Starter Flooring: Tile,Wood -
Cooling Features
Central Air,Whole House Fan Air ConditioningHeating Source
Central Has HeatingFireplace
Fireplace Features: Gas Starter Has Fireplace: 1
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Building Information
Year Built: 1936 Roof: Tile Has Basement
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Lot Details
Lot Dimensions Source: Vendor Enhanced Lot Size Acres: 0.3934 -
Lot Size Source: Assessor Lot Size Square Feet: 17136
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Listing Price Information
Original List Price: 2,499,900 Listing Contract Date: 2026-04-30 -
Lease Information
Listing Agreement: Seller Reserved
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Tax Information
Parcel Number: 59935018
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Garage and Parking
Garage Description: Electric Vehicle Charging Station(s),Golf Cart Garage,Workshop in GarageHomeowners Association
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Other Property Info
Source Listing Status: Active Source Neighborhood: 699 - Not Defined Directions: Cross Street: Crest Drive Zoning: R1-20 Source Property Type: Residential Area: 699 - Not Defined Property SubType: Single Family Residence -
Building and Construction
Property Age: 90 Common Walls: No Common Walls Structure Type: Single Family Residence Year Built Source: Assessor Total Square Feet Living: 2524
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Hobie Lane, San Jose, CA, 95127 | $1,300,000 | 4 | 3 | 1,704 | 1,704 SqFt |
| 10151 Miguelito Road, San Jose, CA, 95127 | $1,699,000 | 4 | 2 | 1,987 | 1,987 SqFt |
| 15040 Garcal Drive, San Jose, CA, 95127 | $1,448,000 | 3 | 2 | 1,402 | 1,402 SqFt |
| Fourier Drive, San Jose, CA, 95127 | $1,500,000 | 4 | 2 | 1,252 | 1,252 SqFt |
| 15836 Highland Drive, San Jose, CA, 95127 | $1,299,888 | 2 | 1 | 2,000 | 2,000 SqFt |
| Pine Ridge Way, San Jose, CA, 95127 | $1,550,000 | 5 | 5 | 2,389 | 2,389 SqFt |
| 15900 Alum Rock Avenue, San Jose, CA, 95127 | $1,299,000 | 4 | 2 | 1,672 | 1,672 SqFt |
| 1582 Fall Avenue, San Jose, CA, 95127 | $1,250,000 | 4 | 2 | 1,722 | 1,722 SqFt |
| 755 Fleming Avenue, San Jose, CA, 95127 | $1,988,000 | 5 | 4 | 2,702 | 2,702 SqFt |
| 93 Ridgeview Avenue, San Jose, CA, 95127 | $1,598,888 | 4 | 3 | 2,216 | 2,216 SqFt |
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ByOwner last updated this listing 06/08/2026 @ 20:45
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