Rare opportunity to secure a prime Winchester Orchard Estate Home on a private cul-de-sac. Offered as-is for $1.87M+, this home sits on a sprawling 13,477 sq. ft. lot, one of the areas largest with a clear path to upside equity. Add 500 to 600 sq. ft. now for a $2.5M+ valuation later. We are currently sourcing contractor bids for two paths if we do not sell as is: (1) A light remodel relisting at $1.99M, or (2) A major renovation relisting at $2.199M. The ultimate long term luxury vision would include a 2,000+ sq. ft. floorplan featuring a grand primary suite and a high-end designer kitchen with pro-grade appliances. Beyond the main home, the massive lot easily accommodates one, maybe two ADUs, perfect for a high-yield rental compound or multi-generational living. The location defines Silicon Valley best life: enjoy a 10-minute walk to Santana Row and Westfield Valley Fair for world-class dining and shopping, or a 15-minute drive to Apple Park and elite tech hubs. With easy access to 280, 880, and 17, you are perfectly connected to the entire Bay Area. Whether you purchase today at $1.87M+ to capture the estimated $600k+ equity upside yourself or wait for the finished masterpiece, this is a strategic opportunity to grow your lifestyle and your wealth in the heart of San Jose.
Saturday February 14th, 2026
from 1:00 pm - 4:00 pm
Sunday February 15th, 2026
from 1:00 pm - 4:00 pm
The income description goes here to explain
| List Price | $1,870,000 |
| Property Type | Single Family Homes |
| Usable Sqft | 1,500 |
| Number of Stories | 1 stories |
| Parking Spots | 2 spots |
| Year Built | 1955 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| HOA Fees: | $0 |
| Association Name: | Winchester Orchard Neighborhood Associat |
| Association Amenities: | Unknown |
| APN # | 30335012 |
| MLS # | ML82032461 |
| Property ID | 322547224 |
| Lot Sqft | 13,477 |
| Zoning | R1-8 |
| Days on Market | 18 |
| Original List Price | $1,870,000 |
| Applicances | Dishwasher,Electric Cooktop,Refrigerator% |
| Date Updated | February 13, 2026 |
| Date Created | January 26, 2026 |
JR McKee an agent of . Lic #00901100
© 2026 CRMLS. All rights reserved. Some listings on this website are from CRMLS as of February 13, 2026 The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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2708 Wilshire Blvd #197
Santa Monica, CA 90403
California #02062862
Florida #CQ1065233
Robert Crawford
REAL ESTATE AGENT