An Architectural Masterpiece of Space, Privacy, and Prestige—7 Minutes from Santana Row, 10 Minutes from Apple Park.
In a region defined by compromise, The Marge Way Estate stands as an uncompromising anomaly. Hidden within the highly coveted Winchester Orchard enclave, this masterfully engineered residence offers a rare luxury in Silicon Valley: true abundance of space. Commanding a massive, double-sized 13,477 Sq. Ft. lot, this estate perfectly bridges the gap between high-octane tech leadership and ultra-private, resort-style living. Designed and meticulously maintained through a legacy of 63 years of neighborhood stewardship, this home is engineered for the hybrid executive, the car collector, the tech host, and the forward-thinking investor.
The Location: A 7-minute pedestrian walk to the world-class dining of Santana Row; a 10-minute seamless commute to Apple Park, Adobe, and major West Valley tech hubs.
The Footprint: 1557 Sq. Ft. 4 bed, 2 bath Main Residence | 100 Sq. Ft. Multi-Use Flex Office/Studio | Massive 13,477 Sq. Ft. Lot.
+--------------------------------------------------------------------------+ | 1/3 Acre (13,477 SQ. FT.) PRIVATE COMPOUND | +------------------------------------+-------------------------------------+ | MAIN RESIDENCE | THE OUTDOOR OASIS | | • 1,557 Sq. Ft. Custom Living | • 17' x 31' Architectural Deck | | • Chef's Epicurean Kitchen | • Modern Entertainment Gazebo | | • Dual Primary Executive Suites | • Urban Micro-Orchard & Canopy | +------------------------------------+-------------------------------------+ | THE FLEX STUDIO | THE ULTIMATE GARAGE | | • 100 Sq. Ft. Sound-Isolated Space| • Over-Height Collector's Garage | | • High-Speed Fiber Optic Ready | • Gated Motor Court (RV/EV Ready) | | • Ideal "C-Suite" Zoom Room | • High-Security Parameter | +------------------------------------+-------------------------------------+
Spanning 1557 Sq. Ft., the main home is an masterclass in flow and light. At its heart lies an Epicurean Kitchen outfitted with premium stainless steel appliances, custom cabinetry, and a layout optimized for intimate mornings or feeding your tribe in the ample dining area. The home features a primary suite, providing flexible multi-generational living options or a dedicated, isolated wing for visiting executives and VCs.
Completely detached from the main residence sits a 100 Sq. Ft. architectural canvas. High-speed fiber-optic ready and optimized for quiet focus, this space is specifically positioned for the modern leader.
Your Choice: A sound-isolated executive home office, a private digital media/podcast studio, a private fitness sanctuary, or a creative art studio.
Built to accommodate a true automotive passion, the over-sized garage features premium structural integrity, storage capacity and work benches. Outside, the expansive parking easily accomodates an EV fleet, a luxury RV, or a guest vehicle collection.
Stepping through the rear glass doors reveals an entertainment space unrivaled in the area. A massive 17' x 31' architectural deck framed by a modern gazebo serves as your private open-air venue for summer get togethers, corporate mixers or twilight wine tastings. Beyond the deck, the estate transforms into a private sanctuary, shaded by a mature, lush canopy and a thriving urban orchard.
TRAVEL TIME FROM 565 MARGE WAY: 🚶 7-Min Walk =========================> Santana Row & Westfield Valley Fair 🚗 10-Min Drive =====================> Apple Park Campus (Cupertino) 🚗 12-Min Drive =================> Adobe World Headquarters (Downtown SJ) 🚗 15-Min Drive =============> Nvidia HQ & Central Silicon Valley Tech Corridor
The Anti-Burnout Commute: Located strategically to bypass major West Valley gridlock, this estate gives you back your most valuable asset: time.
The ADU Growth Play: Due to the rare 13,477 Sq. Ft. lot size and favorable local zoning, the property represents an aggressive financial opportunity. Easily construct a secondary luxury ADU for significant passive yield, a permanent guest house, or a massive write-off estate expansion without compromising the footprint of the main yard.
This property is not merely a home; it is an asset class. Built with a commitment to generational stewardship, 565 Marge Way offers a level of privacy and proximity that cannot be replicated. The private cul-de-sac location means no through traffic and highly sought after privacy.
Private Showings & Twilight Tours Available by Appointment Only.
To maintain strict privacy for our clientele, NDA-compliant, white glove private tours can be arranged directly through our executive concierge line or via your exclusive broker representation. Listing agent and Founder JR McKee a WONA resident of 63 years and 45 year Real Estate Professional is on standby to accommodate special showing requests.
📞 Direct Executive Line: 408.406.7777
✉️ Inquire Privately: JR@HomeISV.com
Click here for Private Showing
Winchester Orchard – The Heart of West San Jose Nestled within the coveted Winchester Orchard neighborhood of West San Jose, the 95117 ZIP code embodies the perfect balance of suburban tranquility, urban sophistication, and Silicon Valley connectivity. This sought-after enclave attracts professionals, families, and investors alike, thanks to its welcoming community, central location, and access to world-class amenities.
Prime Location & Seamless Connectivity Strategically positioned near I-280, San Tomas Expressway, and Highway 17, Winchester Orchard offers effortless commuting to leading tech campuses including Apple, Google, and Netflix. Downtown San Jose, Cupertino, and Santa Clara are just minutes away, making this neighborhood as convenient as it is prestigious.
Lifestyle & Entertainment At the heart of the lifestyle here are Santana Row and Westfield Valley Fair—two of the Bay Area’s most celebrated destinations for luxury shopping, fine dining, and entertainment. From Michelin-starred cuisine to high-end boutiques and vibrant nightlife, residents are steps away from the best Silicon Valley has to offer.
Neighborhood Elegance Characterized by its tree-lined streets, mature landscaping, and diverse architecture, Winchester Orchard provides a rare sense of community and privacy in such a central location. Wide, walkable avenues invite evening strolls, while nearby parks and recreation spaces enhance the neighborhood’s livability.
Family-Friendly Features Families are drawn to this area for its strong educational options within the Moreland School District and Campbell Union School District, complemented by local playgrounds, green spaces, and community activities—an ideal environment for children to grow and thrive.
Real Estate Highlights Winchester Orchard presents a range of properties, from charming mid-century residences to modern townhomes and condominiums. Expansive lots and well-maintained homes reflect pride of ownership, while strong market fundamentals make this neighborhood a sound choice for both luxury living and investment potential.
A Community of Distinction Winchester Orchard is more than an address—it is a lifestyle. A place where neighbors connect, where convenience meets elegance, and where Silicon Valley’s opportunities converge with the comfort of a true residential retreat.
Learn about Winchester Orchard here:
https://www.facebook.com/winchesterorchard/
565 Marge Way
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