View All Cupertino CA Waterfront Home Listings

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

$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

$3,820,000

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

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

$2,000,000

EB41088244 MLS

PRICED TO SELL, FULL APPROVED PLAN, READY TO BUILD. 3.6 acre parcel nestled atop the Regnart Ridge within the City of Cupertino, offers breathtaking multimillion-dollar views stretching to the Bay. Located in a gated community, it provides easy access to all amenities. The property comes with a plan for a 6,436 sq. ft. Spanish Hacienda, featuring 5 bedrooms, 5 full baths, 2 half baths, and a 3-car garage. You can either proceed with these plans to pull building permit or bring your own design. Utilities, including public water and electricity, are available near the building site, and the septic and leachfield systems are already approved. Cupertino schools,

22346 Regnart RD, Cupertino

Listed by Jonathan Minerick, (888) 400-2513 from HOMECOIN.COM
(If provided) CoList: from

$6,550,000

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

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

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

Start Your Search

The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
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.