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SPECTACULAR OPPORTUNITY WITH BAY VIEWS | Seize this unprecedented opportunity to build your ultimate view estate. Steeped in privacy yet within easy reach of popular wineries and vineyards, this scenic property blends the romance of Napa Valley with the convenience and access of Silicon Valley. The immense grounds showcase breathtaking panoramas extending to San Francisco Bay and beyond. Graced with California oaks, the property is already prepped for the construction of your dream home, offering a flat building pad, on-site power, and private well access. Nestled in a custom residential enclave immersed in natural beauty, your new home will let you enjoy breathtaking views, wildlifewatching, wine-tasting, and outdoor recreation. Nearby are golf, trails, and nature preserves, and within easy reach are freeways, top tech companies like Apple, and sought-after Cupertino schools.

ML82061088 MLS

SPECTACULAR OPPORTUNITY WITH BAY VIEWS | Seize this unprecedented opportunity to build your ultimate view estate. Steeped in privacy yet within easy reach of popular wineries and vineyards, this scenic property blends the romance of Napa Valley with the convenience and access of Silicon Valley. The immense grounds showcase breathtaking panoramas extending to San Francisco Bay and beyond. Graced with California oaks, the property is already prepped for the construction of your dream home, offering a flat building pad, on-site power, and private well access. Nestled in a custom residential enclave immersed in natural beauty, your new home will let you enjoy breathtaking views, wildlifewatching, wine-tasting, and outdoor recreation. Nearby are golf, trails, and nature preserves, and within easy reach are freeways, top tech companies like Apple, and sought-after Cupertino schools.

0 Swiss Creek LN, Cupertino

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$5,850,000

A truly extraordinary Vintner Estate spanning 3.6 overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, creating a truly distinctive lifestyle offering. The charming 1,968 sf residence with 3 bedrooms, 2 baths features open living space, high ceilings, hardwood floors, chef's kitchen w/premium appliances and quartz counters, luxurious primary suite, versatile bonus room, and an expansive deck. Designed for grand scale entertaining, the separate 2,598 sf timber-frame event venue offers dramatic wood beam ceilings, walls of glass, indoor/outdoor fireplace, wet bar, loft, office, full bath, audio system, and stunning observatory with a premium Planewave 12.5" telescope. The 1,937 sf operational winery includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, two 2-car garages, EV charging, manicured gardens, trails, pool, hot tub, outdoor entertaining areas, and ample parking. Ideally located near wineries, hiking, and acclaimed Cupertino schools. An absolute luxury retreat.

4 Beds ⋅ 3 Baths ⋅ ML82055779 MLS

A truly extraordinary Vintner Estate spanning 3.6 overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, creating a truly distinctive lifestyle offering. The charming 1,968 sf residence with 3 bedrooms, 2 baths features open living space, high ceilings, hardwood floors, chef's kitchen w/premium appliances and quartz counters, luxurious primary suite, versatile bonus room, and an expansive deck. Designed for grand scale entertaining, the separate 2,598 sf timber-frame event venue offers dramatic wood beam ceilings, walls of glass, indoor/outdoor fireplace, wet bar, loft, office, full bath, audio system, and stunning observatory with a premium Planewave 12.5" telescope. The 1,937 sf operational winery includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, two 2-car garages, EV charging, manicured gardens, trails, pool, hot tub, outdoor entertaining areas, and ample parking. Ideally located near wineries, hiking, and acclaimed Cupertino schools. An absolute luxury retreat.

15060 Montebello RD, Cupertino

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

$1,950,000

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.

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

$3,820,000

1st time on the market after 60+ years of single ownership, set on a nearly ½ acre flat lot and tucked away on a quiet cul-de-sac. A welcoming Northeast-facing double door entry opens to bright living spaces enhanced by brand new wide plank oak hardwood flooring, recessed lighting, and designer fixtures from Pottery Barn throughout. The elegant, light-filled living room showcases a charming vintage brick accent wall, adding warmth and character, while the semi open dining area offers the perfect space for entertaining. The chefs kitchen features brand new SST GE Profile appliances and refreshed cabinetry, complemented by a sunny breakfast nook with a skylight that fills the space with natural light. A spacious family room nearby creates a comfortable gathering area with direct views of the expansive backyard. All bathrooms have been thoughtfully updated with modern fixtures and designer finishes. A convenient powder room serves guests, while the upgraded 2 car garage features a new garage door, finished drywall, and epoxy coated flooring. Set on an exceptionally large lot, the backyard offers a truly rare setting with a resort style swimming pool, park-like creekside backdrop, and expansive open space for a future ADU, sports court, or possible SB9 potential. Welcome home!

4 Beds ⋅ 3 Baths ⋅ ML82037113 MLS

1st time on the market after 60+ years of single ownership, set on a nearly ½ acre flat lot and tucked away on a quiet cul-de-sac. A welcoming Northeast-facing double door entry opens to bright living spaces enhanced by brand new wide plank oak hardwood flooring, recessed lighting, and designer fixtures from Pottery Barn throughout. The elegant, light-filled living room showcases a charming vintage brick accent wall, adding warmth and character, while the semi open dining area offers the perfect space for entertaining. The chefs kitchen features brand new SST GE Profile appliances and refreshed cabinetry, complemented by a sunny breakfast nook with a skylight that fills the space with natural light. A spacious family room nearby creates a comfortable gathering area with direct views of the expansive backyard. All bathrooms have been thoughtfully updated with modern fixtures and designer finishes. A convenient powder room serves guests, while the upgraded 2 car garage features a new garage door, finished drywall, and epoxy coated flooring. Set on an exceptionally large lot, the backyard offers a truly rare setting with a resort style swimming pool, park-like creekside backdrop, and expansive open space for a future ADU, sports court, or possible SB9 potential. Welcome home!

22044 Creekside CT, Cupertino

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Hanlu Chen from CBR

$5,400,000

Perched on a hill, this 5,960 sq ft home combines elegance, comfort, and breathtaking views. With spacious bedrooms, 3.5 beautifully appointed bathrooms, and an array of inviting spaces, its designed for elevated living. An additional 610 feet was added as a personal retreat off the primary bedroom. (No permits issued, but done by a professional contractor and up to code). The grand living room boasts soaring ceilings and one of three fireplaces, offering a warm and welcoming ambiance. A separate family room provides a cozy retreat, while the formal dining room sets the stage for memorable gatherings. A dedicated entertainment room is perfect for movie nights or hosting friends and family. Bonus: all the furniture stays, making moving in effortless. Step outside to your private backyard oasis, complete with a sparkling pool, cascading waterfalls, and panoramic views - ideal for relaxing evenings or lively summer get-togethers. A 4 car garage ensures plenty of space for vehicles and storage, and the home is situated in sought after Cupertino school district. This is more than a home, its a lifestyle. Don't miss your chance to own this hilltop retreat!!

4 Beds ⋅ 4 Baths ⋅ ML82030258 MLS

Perched on a hill, this 5,960 sq ft home combines elegance, comfort, and breathtaking views. With spacious bedrooms, 3.5 beautifully appointed bathrooms, and an array of inviting spaces, its designed for elevated living. An additional 610 feet was added as a personal retreat off the primary bedroom. (No permits issued, but done by a professional contractor and up to code). The grand living room boasts soaring ceilings and one of three fireplaces, offering a warm and welcoming ambiance. A separate family room provides a cozy retreat, while the formal dining room sets the stage for memorable gatherings. A dedicated entertainment room is perfect for movie nights or hosting friends and family. Bonus: all the furniture stays, making moving in effortless. Step outside to your private backyard oasis, complete with a sparkling pool, cascading waterfalls, and panoramic views - ideal for relaxing evenings or lively summer get-togethers. A 4 car garage ensures plenty of space for vehicles and storage, and the home is situated in sought after Cupertino school district. This is more than a home, its a lifestyle. Don't miss your chance to own this hilltop retreat!!

21697 Rainbow DR, Cupertino

Listed by Kathy McKenzie, 408-691-2995 from Compass
(If provided) CoList: Mary Tan from Compass

Sold listing courtesy of Dhara Mehta from RDFIN

$6,550,000

Welcome to this stunning Mediterranean estate, nestled in the heart of Cupertino. Here, elegance, style, and functionality come together effortlessly. This ultra-luxurious and private oasis offers a serene retreat-like ambiance while staying connected to the vibrant rhythm of Silicon Valley. Lavishly appointed high-end amenities grace every corner of the home. Each space has been crafted to provide the perfect ambiance for both everyday living and entertainment. Experience the perfect fusion of sophistication and modern living in a home crafted to satisfy the most discerning tastes, promising a lifestyle of unmatched comfort and convenience. Immerse yourself in the tranquility and beauty of this magnificent residence. Expansive picture windows and terraces envelop the property, offering stunning 360-degree views of Silicon Valley and the East Bay Hills, creating a mesmerizing sight both day and night. This enchanting estate is an entertainer's paradise, featuring spacious areas perfect for hosting large gatherings, beautifully enhanced by a fountain, manicured landscaping, and lush foliage.With its proximity to shops, restaurants, major tech hubs, and easy access to major freeways, this home offers the ideal blend of tranquility and connectivity.

5 Beds ⋅ 6 Baths ⋅ ML81995863 MLS ⋅ Seven Springs BLDG.

Welcome to this stunning Mediterranean estate, nestled in the heart of Cupertino. Here, elegance, style, and functionality come together effortlessly. This ultra-luxurious and private oasis offers a serene retreat-like ambiance while staying connected to the vibrant rhythm of Silicon Valley. Lavishly appointed high-end amenities grace every corner of the home. Each space has been crafted to provide the perfect ambiance for both everyday living and entertainment. Experience the perfect fusion of sophistication and modern living in a home crafted to satisfy the most discerning tastes, promising a lifestyle of unmatched comfort and convenience. Immerse yourself in the tranquility and beauty of this magnificent residence. Expansive picture windows and terraces envelop the property, offering stunning 360-degree views of Silicon Valley and the East Bay Hills, creating a mesmerizing sight both day and night. This enchanting estate is an entertainer's paradise, featuring spacious areas perfect for hosting large gatherings, beautifully enhanced by a fountain, manicured landscaping, and lush foliage.With its proximity to shops, restaurants, major tech hubs, and easy access to major freeways, this home offers the ideal blend of tranquility and connectivity.

11703 Dorothy Anne WAY, Cupertino

Listed by Arti Miglani, 650-804-6942 from Compass
(If provided) CoList: from

Sold listing courtesy of Bharath "Kumar" Talluri from NTERO

$120,000

ML81592874 MLS

0 Stevens Canyon RD, Cupertino

Listed by Dana Cappiello, 415-264-5464 from Sothebys Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Dana Cappiello from SIR

$1,729,700

Situated inside the boundaries of Cupertino and the Cupertino School District, this magnificent 2.25 acres enjoys constant sunlight and offers views of San Francisco as well as over the South Bay to the Diablo Mountains. Public water and sewer systems are among the underground facilities that are situated at the property line. Executive residences line Lindy Lane, a peaceful lane that is close to Highway 280 and Cupertino's downtown where world class dining and shopping are available.

ML81964041 MLS

Situated inside the boundaries of Cupertino and the Cupertino School District, this magnificent 2.25 acres enjoys constant sunlight and offers views of San Francisco as well as over the South Bay to the Diablo Mountains. Public water and sewer systems are among the underground facilities that are situated at the property line. Executive residences line Lindy Lane, a peaceful lane that is close to Highway 280 and Cupertino's downtown where world class dining and shopping are available.

0000 Lindy LN, Cupertino

Listed by Darren Houser, 831-818-0414 from Bailey Properties
(If provided) CoList: from

Sold listing courtesy of Dan Hunnicutt from APR

$3,100,000

Highly secluded and most desired Monta Vista High residence nestled in the prestigious Cupertino Foothill neighborhood. This stunning home is situated on a 13,500 square feet hillside lot boasting majestic views of the bay, city lights, valley and mountains. Beautifully manicured grounds with a variety of flowers, enclosed veggie garden, with irrigation system, 30+ fruit trees including: grape vines and dragon fruits. A tree house and the expansive wood deck welcomes guests to a spacious, bright home. Living and dining room boasts vaulted ceiling, fireplace with gas starter, rock motif wall and wood flooring ideal for social gatherings and entertaining guests. Gourmet kitchen complete with skylight, recessed lights, stainless steel appliances, center island, gas cooktop, exhaust hood, breakfast nook and granite countertops. Three well-proportioned bedroom suits, each with plenty of closet space and windows showcase the exterior views. Beautifully remodeled primary suite bathroom with double sink, designer's vanity cabinetry. Academically distinguished Cupertino schools : Stevens Creek Elementary, Kennedy Middle and Monta Vista High. Convenient location, within close proximity to county park, Rancho San Antonio hiking trail and easy commute to local employers.

3 Beds ⋅ 4 Baths ⋅ ML81951810 MLS

Highly secluded and most desired Monta Vista High residence nestled in the prestigious Cupertino Foothill neighborhood. This stunning home is situated on a 13,500 square feet hillside lot boasting majestic views of the bay, city lights, valley and mountains. Beautifully manicured grounds with a variety of flowers, enclosed veggie garden, with irrigation system, 30+ fruit trees including: grape vines and dragon fruits. A tree house and the expansive wood deck welcomes guests to a spacious, bright home. Living and dining room boasts vaulted ceiling, fireplace with gas starter, rock motif wall and wood flooring ideal for social gatherings and entertaining guests. Gourmet kitchen complete with skylight, recessed lights, stainless steel appliances, center island, gas cooktop, exhaust hood, breakfast nook and granite countertops. Three well-proportioned bedroom suits, each with plenty of closet space and windows showcase the exterior views. Beautifully remodeled primary suite bathroom with double sink, designer's vanity cabinetry. Academically distinguished Cupertino schools : Stevens Creek Elementary, Kennedy Middle and Monta Vista High. Convenient location, within close proximity to county park, Rancho San Antonio hiking trail and easy commute to local employers.

22666 San Juan RD, Cupertino

Listed by Mary Tan, 408-318-0976 from Compass
(If provided) CoList: George Tan from Compass

Sold listing courtesy of Vineet Sharma from EXPCA