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$5,850,000
4 Beds 3 Baths ML82055779 MLS
Vintner Estate w/ state of the art tasting room/entertainment center, wine making & barrel room + residence or corporate retreat. Sweeping views of Silicon Valley. Residence features high ceilings, hardwood floors, sizable living & dining & chef's kitchen w/ premium appliances, quartz countertops & ample cabinetry. Designed for grand-scale entertaining, & separate from main residence is a beautifully custom-built, timber frame event venue w/ soaring open beam ceilings over spacious great room, walls of glass overlooking San Francisco Bay Area! Multi-purpose venue features dual indoor/outdoor fireplace, wet bar, private office, integrated audio, full bath & stunning observatory! Winery features 4 fermentation tanks, dedicated bottling room, wine cellar & storage. Continue vineyard operations or adapt for uses such as car collections, artist studio or world class home-gym, endless possibilities. Solar w/ 24 kilowatts, 2 - 2-car garages, level 2 240 volt EV charging & ample on-site parking. Grounds include expansive outdoor entertainment, pool & hot tub. Observatory w/Planewave CDK 12.5" telescope, Paramount ME mount, & support pier for deep space astrophotography of distant galaxies and nebula. Vineyard is 550 plants on 1/2 acre w/ 435 Cabernet Sauvignon, 75 Cab Franc & 40 Merlot.

15060 Montebello RD, Cupertino

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

$3,288,000
3 Beds 2 Baths ML82055775 MLS
Ideally situated in the Cupertino foothills, West of Budd Road in Cupertino's highly desirable Monte Vista neighborhood, renowned for its luxury homes & award-winning schools. Across from Linda Vista Park and adjacent to the historic McClellan Ranch Preserve, an 18-acre former horse ranch with its original blacksmith shop, now serving as a historical landmark and environmental education center, rural ambiance in the heart of Silicon Valley with easy access to,85, 280, 101,& Foothill Expressway, making travel throughout the Bay Area convenient. Approx,1,766 sq.ft. on a spacious 8,470-sq.ft. lot with potential to expand. Monte Vista High, John F. Kennedy Middle, and Abraham Lincoln Elementary School. Seller requests an AS IS sale!

11106 Linda Vista Dr, Cupertino

Listed by Sharon Arnold, 408-777-8300 from Sharon Arnold-Bryant, Broker
(If provided) CoList: from

$2,998,000
4 Beds 3 Baths ML82054927 MLS
Perched in Cupertino's coveted Inspiration Heights, this beautifully updated home offers the perfect blend of luxury, comfort, and breathtaking hillside views. Sunlight pours through soaring ceilings, highlighting newly refinished hardwood floors, stunning contemporary lighting, and an open, inviting floor plan designed for modern living. The spectacular gourmet kitchen flows seamlessly into the spacious great room and covered deck, while the luxurious primary suite features a private balcony and a beautifully remodeled spa-inspired bath. Outside, enjoy a private backyard retreat complete with a basketball court, scenic vista point, and multiple entertaining spaces. Nestled on a quiet cul-de-sac and served by award-winning Cupertino schools, this exceptional home offers the Silicon Valley lifestyle at its finest.

23005 Standing Oak CT, Cupertino

Listed by Laura McCarthy, 650-269-1609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$3,298,000
4 Beds 3 Baths ML82054396 MLS
Charming Two-Story Home in Sought After Cupertino! Beautifully maintained 4-bedroom, 3-bath home offering approximately 2,031 square feet of living space. Situated within the highly acclaimed Cupertino school district, including Lincoln Elementary, Kennedy Middle, and Monta Vista High School (buyer to verify), a short distance to Cupertino foothills and Regnart Hills open space reserve. Includes exceptionally large living space upstairs, ideal for a play room or hobby room. Flooring throughout includes a combination of original red oak wood, carpet and lino. A separate living room with a cozy fireplace opens to the lush, private backyard perfect for indoor outdoor living, with a patio and mature landscaping-perfect for outdoor dining, gardening, or simply relaxing. The home includes a full bathroom on the ground floor along with a primary bathroom featuring stall a shower and a shower-over-tub combination in the hall bath. Laundry facilities are conveniently situated in the two-car garage. Perfectly located just minutes from Apple, major Silicon Valley employers, Highways 85 and 280, parks, shopping, and dining. Located on a quiet, treelined street, this move in ready home offers comfort and an exceptional Silicon Valley lifestyle.

7864 Belknap DR, Cupertino

Listed by Paul Prouty, 408-806-3393 from KW Bay Area Estates
(If provided) CoList: from

$899,888
2 Beds 2 Baths ML82045578 MLS Woodsprings BLDG.
Bright, move-in-ready condo ideally located on the Cupertino-Los Altos border, with peaceful treetop and foothill views. This well-designed home features spacious, light-filled living areas, including a welcoming living room with built-in cabinetry, a wet bar, and sliding doors that open to a private patio, perfect for seamless indoor-outdoor living and entertaining. The kitchen offers a cozy dining area, updated appliances, and pantry storage for everyday convenience. The generous primary suite includes plantation shutters and abundant closet space, while the second bedroom provides flexibility for guests, a home office, or both- ideal for today's lifestyle. Recent updates include new flooring, recessed lighting, and refreshed fixtures throughout, creating a clean, modern feel. Additional highlights include central A/C, in-unit laundry, formal entry, and two-car side-by-side underground parking with easy access. Woodsprings amenities include a pool, spa, and beautifully maintained greenbelts. Close to top-rated Cupertino schools, Apple, Google, and other major tech campuses, plus shopping, dining, Rancho San Antonio trails, and easy access to Hwy 280/85, Foothill Expwy, and Caltrain.

22330 Homestead RD 226, Cupertino

Listed by Debra Schwartz Truman, 408-529-0099 from Realty One Group Infinity
(If provided) CoList: from

$1,950,000
ML82043457 MLS
Are you seeking the perfect piece of land to build the architectural masterpiece you have been dreaming of? Vintner's Overlook is a one of a kind legacy property at the summit of Montebello Ridge in Cupertino. This private land offers a rare above the clouds vantage point with 270 degree panoramic views of Silicon Valley and the SF Bay. This expansive 7 acre estate borders the iconic Montebello Road. Vintner's Overlook represents a unique development opportunity for a buyer seeking a private compound. The combination of breathtaking views and lush foliage throughout the property begs for floor to ceiling windows. Further enhancing the value is a private creek and the same soil as iconic local wineries. Experience total serenity just 20 minutes from Silicon Valley and 50 miles to San Francisco. Vintners Overlook embodies a rare convergence of scale, accessibility, and ridge top privacy. To find over 7 pristine acres overlooking the heart of the peninsula is a generational opportunity. This is more than a building site; it is a storied canvas offering a level of seclusion and prestige that cannot be replicated. Buyer or buyers agent to verify suitability of land for building with Santa Clara County.

0 Montebello RD, Cupertino

Listed by Andy Pickering, 415-917-3133 from California Outdoor Properties, Inc.
(If provided) CoList: from

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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