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!
Sold for $2,350,000
$2,350,000
5401 Greenside Dr, San Jose, CA 95127
4beds
2,524sqft
Single Family Residence, Residential
Built in 1936
0.39 Acres Lot
$2,391,200 Zestimate®
$931/sqft
$4,569 Estimated rent
Home value
$2,391,200
$2.27M - $2.51M
$4,569/mo
Zestimate® history
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List your homeWhat's special
Basketball courtMature fruit treesBbq areaGarden bedsAntique fixturesRoom for a poolMultiple lounge spaces
Zillow last checked:
Listing updated:
Listed by:
Lizzeth Flores 02219947 408-649-1886,
Infinite Real Estate 408-272-1031,
Eduardo Huerta 01391479 408-802-0797,
Infinite Real Estate
Bought with:
Caroline Vaccarezza, 02235710
Keller Williams Thrive
Michaela Rousseau, 02044191
Keller Williams Thrive
Source: MLSListings Inc,MLS#: ML82044086
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Basement, Bonus Room, Laundry, Office, Utility Room, Workshop
Dining room
- Features: DiningArea, EatinKitchen, FormalDiningRoom
Family room
- Features: KitchenFamilyRoomCombo
Kitchen
- Features: Countertop_Marble, Island, Pantry
Heating
- Central Forced Air
Cooling
- Central Air, Whole House Fan
Appliances
- Included: Built In Oven
- Laundry: In Utility Room
Features
- High Ceilings
- Flooring: Hardwood, Tile
- Basement: Finished
- Number of fireplaces: 1
- Fireplace features: Gas Starter
Interior area
- Total structure area: 2,524
- Total interior livable area: 2,524 sqft
Property
Parking
- Total spaces: 2
- Parking features: Detached, Electric Vehicle Charging Station(s), Golf Cart Garage, Oversized, Tandem
- Garage spaces: 2
Features
- Stories: 2
- Has view: Yes
- View description: Golf Course
Lot
- Size: 0.39 Acres
- Features: Level
Details
- Additional structures: Garage, Sheds
- Parcel number: 59935018
- Zoning: R1-20
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Crawl Space
- Roof: Tile
Condition
- New construction: No
- Year built: 1936
Utilities & green energy
- Gas: PublicUtilities
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public Utilities, Water Public
Community & HOA
Location
- Region: San Jose
Financial & listing details
- Price per square foot: $931/sqft
- Tax assessed value: $742,562
- Annual tax amount: $10,628
- Date on market: 4/30/2026
- Listing agreement: ExclusiveAgency
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Sold | $2,350,000-6%$931/sqft |
Source:  MLSListings Inc #ML82044086 Report a problem | ||
| 6/24/2026 | Pending sale | $2,499,900$990/sqft |
Source: MLSListings Inc #ML82044086 Report a problem | ||
| 4/30/2026 | Listed for sale | $2,499,900+459.3%$990/sqft |
Source: MLSListings Inc #ML82044086 Report a problem | ||
| 5/23/1996 | Sold | $447,000$177/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,628 +2.2% | $742,562 +2% |
| 2024 | $10,404 +2% | $728,003 +2% |
| 2023 | $10,197 +2.6% | $713,730 +2% |
| 2022 | $9,937 +3.4% | $699,736 +2% |
| 2021 | $9,608 +1.4% | $686,017 +1% |
| 2020 | $9,475 | $678,984 +2% |
| 2019 | $9,475 +3.2% | $665,672 +2% |
| 2018 | $9,182 | $652,621 +2% |
| 2017 | $9,182 -0.6% | $639,826 +2% |
| 2016 | $9,241 +5.8% | $627,281 +1.5% |
| 2015 | $8,738 +2.5% | $617,859 +2% |
| 2014 | $8,528 | $605,757 +0.5% |
| 2013 | -- | $603,020 +2% |
| 2012 | -- | $591,197 +2% |
| 2011 | -- | $579,606 +0.8% |
| 2010 | -- | $575,275 -0.2% |
| 2009 | -- | $576,643 +2% |
| 2008 | -- | $565,337 +2% |
| 2007 | -- | $554,253 +2% |
| 2006 | -- | $543,386 +2% |
| 2005 | -- | $532,732 +2% |
| 2004 | -- | $522,287 +1.9% |
| 2003 | -- | $512,716 +2% |
| 2002 | -- | $502,664 +2% |
| 2001 | -- | $492,809 |
Find assessor info on the county website
Neighborhood: East Foothills
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Nearby schools
GreatSchools rating
- 3/10Linda Vista Elementary SchoolGrades: K-5Distance: 0.6 mi
- 4/10William Sheppard Middle SchoolGrades: 6-8Distance: 1.4 mi
- 3/10James Lick High SchoolGrades: 9-12Distance: 1.4 mi
Schools provided by the listing agent
- District: AlumRockUnionElementary
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,391,200
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Estimated market value
$2,391,200
- California
- Santa Clara County
- San Jose
- 95127
- East Foothills
- 5401 Greenside Dr
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Nearby neighborhoods
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