5527 Oak Park Drive

$2,999,000 2,160 SQ FT
$1,388 SQ/FT

5527 Oak Park Drive

@ Castle Manor DR - 18 - Cupertino, San Jose

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  • 4 Bed
  • 3 Bath
  • 2 Park
  • 2,160 sqft
  • SAN JOSE
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Message John L. Woodruff III
  • Fri May 15, 5:00 pm - 7:00 pm

    Please join me for a twilight tour and first look at this wonderful home and neighborhood.

  • Sat May 16, 1:00 pm - 4:00 pm

    First time on the market!

  • Sun May 17, 1:00 pm - 4:00 pm

    First time on the market!

Welcome to 5527 Oak Park Dr -- a spacious and beautifully refreshed home in one of San Jose's most sought-after neighborhoods, prized for its top-ranked Cupertino schools and unbeatable Silicon Valley location. Offering 4 bedrooms and 3 full bathrooms on a generous 7,410 sq ft lot, this home combines comfort, functionality, and exceptional long-term value. Fresh designer paint throughout gives the home a modern, inviting feel, while the flexible floor plan provides ample room for both everyday living and entertaining. The expansive backyard offers ample space to relax, garden, host gatherings, or create your ideal outdoor retreat. One of the property's standout features is its highly coveted school assignment: Dilworth Elementary (9/10), Miller Middle (9/10), and Lynbrook High School (10/10), consistently ranked among the top high schools in California and within the top 100 nationally. Lynbrook High is also within walking distance, an increasingly rare convenience in this area. Perfectly positioned in the heart of Silicon Valley, the home offers quick access to major tech campuses including Apple, along with nearby shopping, dining, parks, and commuter routes. This is a rare opportunity to own in a premier neighborhood that blends top-tier education, location, and lifestyle.

Days on Market
0 days
Current Status
Active
Original Price
$2,999,000
List Price
$2,999,000
On Market Date
May 13, 2026
Property Type
Single Family Home
Area
18 - Cupertino
Zip Code
95129
MLS ID
ML82047142
APN
378-17-002
Year Built
1967
Stories in Building
2
Possession
COE
Data Source
MLSL
Origin MLS System
MLSListings, Inc.
Bed
4
Bath
3
Bidet, Double Sinks, Full on Ground Floor, Primary - Stall Shower(s), Shower over Tub - 1
Parking
2
Attached Garage, On Street
SQ FT
2,160
SQ FT Source
Unavailable
Lot SQ FT
7,410.0
Lot Acres
0.17011 Acres
Kitchen
Countertop - Tile, Dishwasher, Exhaust Fan, Hood Over Range, Microwave, Oven Range - Built-In, Gas, Pantry, Refrigerator, Skylight
Cooling
Window / Wall Unit
Dining Room
Eat in Kitchen
Disclosures
NHDS Report
Family Room
Separate Family Room
Flooring
Carpet, Hardwood, Tile
Foundation
Concrete Slab, Crawl Space
Fire Place
Gas Starter
Heating
Central Forced Air - Gas
Laundry
Electricity Hookup (220V), Gas Hookup, In Garage
Views
Mountains, Neighborhood
Possession
COE
Architectural Style
Contemporary
Fee
Unavailable

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.

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