Cupertino CA Real Estate & Homes for Sale

Exceptional opportunity to acquire a rare Cupertino estate with panoramic views of Silicon Valley. This property includes a luxury residence, a fully operational winery, and 0.5 acres of mature Cabernet Sauvignon estate vines, all set amongst world-class wineries. A custom-built entertainment building is designed for high-capacity use, offering soaring ceilings, expansive windows overlooking a solar heated pool with outdoor shower, full bathroom, dual fireplaces, wet bar, family room, loft, office with built-in cabinetry, integrated audio system, and an observatory. The residential component consists of 3 bedrooms and 2 full bathrooms, with views from every room, including a primary suite with walk-in closet and ensuite bath. The gourmet kitchen is equipped with high-end appliances, quartz countertops, and a commercial dishwasher. The winery building is a full production facility featuring a bottling room, 4 large fermentation tanks, cellar, temperature controlled storage, all for operational use or flexibility for alternative uses. Fully owned solar panels offset the majority of energy costs, and there are 2 separate two-car garages (one with EV charging), and on-site parking suitable for large events. Conveniently located near hiking trails, wineries, and Cupertino schools.

Beautifully updated courtyard Eichler in the desirable Fairgrove/Cupertino neighborhood. This home offers a serene, sophisticated feel with a seamless blend of indoor/outdoor living and iconic Eichler features, including courtyard entry, floor-to-ceiling glass, radiant heat, exposed wood beams, and tongue-and-groove ceilings. The beautifully remodeled kitchen features custom cabinetry, Corian countertops, and newer appliances, including an electric cooktop, built-in oven, opening to a spacious dining and family room. The stunning living room showcases a large brick fireplace flanked by walls of glass and a slider to the patio. The primary suite offers a tastefully updated bath. Additional highlights include fresh exterior/interior paint, LVT flooring, an updated boiler, a foam roof, skylights, updated light fixtures, an indoor laundry area, and more. Enjoy the spacious, low-maintenance backyard with a concrete patio and mature plants and shrubs, perfect for relaxing or entertaining. Large attached 2-car garage with ample storage. Centrally located near major tech campuses with easy access to Highways 85/280. Tight-knit Fairgrove community with a short walk to schools, parks, shops, restaurants, and easy commuting. Top Cupertino schools: DJ Sedgwick, Hyde Middle & Cupertino High.

This home sits in the heart of a quaint pocket neighborhood at the borders of Cupertino, Los Altos, and Sunnyvale. It features 3 bedrooms and 2 baths 1,416 square feet living space on a huge lot 9,375 square feet. This prime location provides easy access to Highways 280 & 85, foothill expressway, allowing you to avoid traffic. Short drive to top local tech companies, downtown Los Altos, shopping, dining, & more. Walk to top-rated Cupertino schools, Trader Joe's, Starbucks & Peet's Coffee. Make this your dream home and potential to expansion and rebuild. The plan to build a new two-story 3791sf is ready. The property can be sold with new build as well.

Experience breathtaking views and refined estate living atop the Cupertino hills at 22334 Regnart Road, a stunning 6,592 sq ft estate on 2.7 private acres offering scale, privacy, and commanding vistas. This 5 bed, 3.5 bath home features fresh interior and exterior paint, updated lighting and hardware, refinished hardwood floors, and a bright, open layout ideal for everyday living and entertaining. Grand formal living and dining rooms capture sweeping hillside views, while the vaulted family room with fireplace flows seamlessly into the chefs kitchen with Wolf cooktop, center island, and dining area, all framed by picture windows. An upstairs office provides a quiet work-from-home, and a spacious downstairs flex room offers versatile space ideal for a gym/media room. The primary suite is a true retreat with panoramic views, a private deck overlooking hills, and a spa-inspired bath with soaking tub, stall shower, and dual vanities. A three-car garage and sprawling grounds provide both functionality and presence. Just a 6-minute drive to top-rated Monta Vista High and close to Kennedy Middle, Stevens Creek Elem, Apple Park, NVIDIA, and Google, this exceptional hilltop estate offers luxury and convenience in one of Cupertinos most desirable settings.

Set on a rare .34-acre lot in one of North Cupertinos most coveted neighborhoods, this expansive 5-bedroom, 3.5-bath residence offers 2,753 square feet of flexible, light-filled living designed for todays modern lifestyle. Surrounded by pride of ownership and mature streetscapes, the home delivers the ideal balance of space, privacy, and long-term potential perfect for growing families, multi-generational living, or work-from-home flexibility. The oversized backyard invites endless possibilities for entertaining, expansion, or creating a resort-style outdoor retreat. Located within the highly regarded Cupertino school districts and assigned to top-ranked Monta Vista High School, this home sits minutes from parks, shopping, dining, and effortless commuter access. Enjoy a prime Silicon Valley location near Apple, Google, NVIDIA, and other leading tech campuses, all while coming home to the quiet comfort and stability that make Cupertino one of the most sought-after places to live. This is a rare opportunity to secure space, schools, and locationan exceptional place to call home for years to come.

Remarkably stunning 1-story, 4 bedroom, 2 bath home located on a 9,750 sf lot ! This magnificent home with attractive curb appeal and beautifully landscaped yard boasts an impressive and ideal floor plan. Elegant front door leads into the spacious living room with adjacent dining area, accented with crown molding, recessed lights, and multiple windows for a light-filled and inviting space for social gatherings and entertaining. Gourmet kitchen is equipped with stainless steel gas range and appliances, backsplash, granite countertops, breakfast bar, and plentiful cabinetry for storage. Retreat into the open and bright family room featuring fireplace with mantel, built-in shelves and cabinets, and sliding glass door that flows seamlessly into the backyard, creating a perfect atmosphere to study or play. Luxurious primary suite is complete with a relaxing soaking tub, peaceful views and access to the serene backyard with sprawling deck, patio with pergola for a wonderful private oasis. Amenities : Top-rated Cupertino schools, laundry room with utility sink and cabinets, well proportioned secondary bedrooms with ample closet space, hardwood floor, 2 car garage with attached workroom/storage room. Convenient location close to shopping, dining, and easy access to major employers.

Centrally located Cupertino condo offering convenience and value. This single story, ground floor unit has 1-bedroom, 1-bath and is located directly across the street from Apple Computer on Infinity Loop. New remodeled kitchen with stainless steel appliances, top of the line marble countertops, beautiful butcher block breakfast bar, canned lighting & new cabinetry. It is within 1/2 block to shopping, restaurants, and coffee shops including Safeway, Starbucks & Manley's Donuts. Beautiful wood burning fireplace, laminate flooring and 2 patio/decks. The community is well-maintained and features a beautiful pool area, perfect for relaxation and outdoor enjoyment. The home provides easy access to major commute routes, including highways 280, 85, and 101, making travel throughout Silicon Valley and the Bay Area convenient. This property represents a rare opportunity to purchase in Cupertino at an affordable price point, whether you are a first-time buyer, downsizer, or investor looking for strong rental potential.

Brand new construction by Mission Development Group. For upcoming new construction, please check out missiondevel dot com. GREAT OPPORTUNITY TO BUILD YOUR DREAM HOME WITH MISSION DEVELOPMENT GROUP IN THE KRZICH VILLA PROJECT. THIS NEW CUSTOM-BUILT CONTEMPORARY STYLE HOME OFFERS MAIN HOUSE 5 BEDROOMS, 1 STUDY, 5.5 BATHS, ATTACHED 2-CAR GARAGE. TOTAL LIVING SPACE 3721 SF. THE HOME IS PERFECT FOR THE MODERN CUPERTINO FAMILY LOOKING FOR CONVENIENCE AND COMFORT. LOCATED IN THE HIGHLY DESIRABLE JOLLYMAN PARK NEIGHBORHOOD. WALK DISTANCE TO TOP CUPERTINO SCHOOLS. CLOSE TO APPLE, MAIN STREET, RESTAURANTS, SHOPS AND HIGHWAYS.

Welcome to Cupertinos luxurious Montebello Condominium Community! The complex feels like resort living with its great amenities; a clubhouse, gym, pool and sauna, all with secure gated underground parking! The unit itself is bright, being on the 6 floor the residents get great views and light! The two good size bedrooms with walk in closets are situated on either side of the spacious living room with open plan kitchen. New carpet and New Heating/Cooling Pump System with a 3 year warranty. People love living at the Montebello, its right in the heart of downtown Cupertino, minutes from Main Street, the library, civic center, shops and wide variety of eating establishments. Residents love the close proximity to many of SVs tech hubs, just minutes from Apple Park, and major commuter routes and San Jose Airport is only 9.4 miles away! Located in the award-winning Cupertino school district, with Eaton Elementary, Lawson Middle, and Cupertino High School.

Welcome home to a beautiful gated complex in a great location. Discover comfort and convenience in this charming 2-bedroom, 2-bathroom home. The well-appointed kitchen is equipped with modern amenities, plenty of cabinets and lots of counter space. Central heating and air conditioning ensure year-round comfort. The primary suite offers a walk-in closet, a bathroom featuring double sinks and an oversized tub along with a separate stall shower. Laundry is conveniently located inside the home, complete with a washer and dryer. This residence is situated within the Cupertino Union School District. With two secure parking spaces, fitness center, putting green and inner courtyard, this home combines practicality with style, making it an ideal choice for those seeking a comfortable lifestyle in Cupertino. Driving instructions: On De Anza Blvd, after the gas station, turn Right onto Valley Green Dr.; drive pass First American Title then turn Right at the Oak Park sign; 10745 N. De Anza will be on the right.

Welcome to this rare two-story gem with top-rated Cupertino schools and an unbeatable location for commuters. The living room impresses with soaring vaulted ceilings and a flood of natural light, creating an open and inviting atmosphere. The kitchen is a chefs delight, anchored by beautiful solid wood cabinets and premium finishes. Step through to your private backyard, a perfect sanctuary for family gatherings and weekend BBQs. Life at the Northpoint Community offers a private, park-like setting with resort-style amenities, including two swimming pools, a wading pool, sauna, a full-service gym, two tennis courts, a playground, and a massive clubhouse available for hosting events. Located within the prestigious Cupertino School District boundaries, this is the perfect environment for a growing family! Other standout features include: attached side-by-side garage, central heating & AC, abundant guest parking throughout the community. Reach major employers within 10 minutes, including Apple Park and Infinite Loop. Other tech hubs like LinkedIn, Nvidia, Netflix, and Google are within a 15-20 minute drive. Enjoy easy access to HWY 280 & 85, with the dining and entertainment of Main Street Cupertino just minutes away.

Welcome to this appealing two-story townhome perfectly situated in the heart of Cupertino! The comfortable living room that flows into the dining area creates an open space for family and friends gatherings. A cozy breakfast nook is an ideal dining corner with possibility to convert into a home office. The two sizeable en suite bedrooms located upstairs are filled with abundant natural light and the updated flooring and refreshed bathrooms complete its modern look. AC mini-splits are added to relaxation. Enjoy the patio for peaceful moments or open-air activities. Nestled in a serene HOA community, the home is conveniently close to top-rated Cupertino schools, grocery stores, restaurants, and a variety of dining and leisure options. Commuting is effortless with numerous companies just minutes away. It is a property that you don't want to miss visiting and worth visiting! Come stop by during open house hours: Sat 2/7 from 2-4pm and Sun 2/8 from 1-3pm.

An exceptional development opportunity in a prime Cupertino location for DEVELOPERS & BUILDERS. This expansive 0.77 acre creekside parcel comes with an approved tentative map for a 2-lot subdivision. The property currently includes a single story SFR in original condition. LOT 1 offers a 15,042 SqFt gross lot with 10,427 SqFt of net usable area, extending into a scenic hillside with access down to Stevens Creek. Planning approval is in place for a 2-story, 4,383 SqFt home with 5 beds/4.5 baths, 3-car garage, & a JADU. LOT 2 features a flat 14,135 SqFt lot, ideal for a large custom home & also SB-9 eligible. Conveniently located near Stevens Creek Blvd, Foothill Expwy, & Highways 85/280, the property provides connectivity while remaining tucked into a desirable quiet residential setting within the sought-after Cupertino School District (Monta Vista & Kennedy). The site provides close proximity to Apple Park & Silicon Valley tech companies, making it ideal for both end-users & developers targeting executive-level housing. All design, engineering, surveys, studies, reports and approval documents are available upon request. Buyers to conduct their own due diligence, verification, and confirmation of development potential with the City of Cupertino.

Welcome to a spacious and well-appointed home nestled in the heart of Cupertino. This residence offers 2,192 square feet of living space, featuring four bedrooms and three full bathrooms, providing ample room for comfortable living. The home features expansive living areas with gorgeous flooring and recessed lighting throughout. The gourmet kitchen is a chefs dream, showcasing crisp white cabinetry, marble-style countertops and backsplash, a central island, and a sleek modern refrigerator. The spacious living room is anchored by a cozy fireplace with a classic white mantel and is complemented by a separate family area highlighted by a stunning stained-glass chandelier. Retreat to the primary suite, which includes a luxurious modern bathroom featuring a double vanity with integrated LED mirrors and a glass-enclosed walk-in shower with premium tile work. Additional bedrooms offer generous closet space and large windows that invite abundant natural light. Outside, the private backyard is an entertainers delight, featuring a large flagstone patio surrounded by mature fruit trees and professionally designed landscaping. This meticulously updated home truly represents the best of Cupertino living.

Welcome to this freshly upgraded condominium in the highly sought-after Cupertino Waterfall Complex. Ideally positioned toward the quiet rear of the community near the pool, this unit offers both privacy and tranquility. The beautifully landscaped grounds are professionally managed and feature serene water elements, a fenced community pool, and a relaxing spacreating a truly inviting atmosphere. Inside, the home showcases a fully remodeled kitchen with white shaker cabinets, new quartz countertops, and a new cooktop. The entire unit has been refreshed with new luxury vinyl flooring and fresh interior paint, complemented by elegant glass block accents at the entry and a new dining room light fixture. The upgraded bathroom features stylish tile work and a long vanity, blending functionality with modern design. Enjoy seamless indoor-outdoor living with two private, spacious patios, one on each side of the unit. Additional highlights include a convenient in-unit laundry area and a two-car tandem garage with an extra storage closet. Located just minutes from the Cupertino Library, Apple headquarters, De Anza College, Whole Foods, and a variety of shopping and dining options, this home is also situated within the highly rated Cupertino School District.

LOOKING IN CUPERTINO for an award-winning custom modern home in a vibrant, prestigious city? Boasting better than new living space, blending luxury and tranquility against the scenic Monta Vista Foothills. The residence is perfect for those seeking luxurious comfort and modern style. The contemporary chef-inspired kitchen is a highlight, featuring an expansive quartz countertop island with premium stainless steel appliances, modern cabinets, including a built-in oven range, dishwasher, and refrigerator. There is a welcoming open space for dining in the breakfast nook or the dining bar. Offering modern amenities, including a walk-in closet, wet bar, and soaring ceilings, as well as automated window treatments and modern flooring. Cozy up by the fireplace during chilly evenings in the inviting living space. The Laundry Room is conveniently located inside. This property is located in the desirable Cupertino Union Elementary & Fremont High School District. With smart Nest Central AC, multi-zone cooling, solar power, and double-pane windows, this home seamlessly combines efficiency and comfort. Enjoy the perks of a 2-car garage, modern translucent door, and Level 2 EV charging station. Home available fully furnished!!! Don't miss out on this incredible opportunity in Cupertino!!!

This fabulous single-level home is set in the tranquil gated community of Rancho Deep Cliff with 61 homes on 17 acres. Located in one of the premier locations, the Cupertino foothills span the rear of the home offering a private and serene setting. This 2 bed/2 bath home has been elegantly remodeled w/comfort and function in mind w/bamboo floors in the main living areas and plantation shutters throughout. The primary suite offers 2 closets, a spa-inspired bath w/soaking tub, expansive vanity, and water closet. The spacious living room is anchored by a stone fireplace and w/French doors opening to the entertaining patio. Sunlight fills the den which could be an ideal office. The chefs kitchen is both warm and inviting with a large garden window, quartzite countertops, expansive storage, high-quality appliances and charming dining area. Unique to these homes is the centrally located open-air atrium. With natural light streaming through, create your own personal year-round garden or design a quiet retreat in this exclusive sanctuary! The HOA includes access to 2 tennis courts, pool, spa, gym and clubhouse w/kitchen. This remarkable home offers access to sought-after Cupertino schools along with close proximity to wineries, parks, and a variety of recreational amenities

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!!

ELEGANT & MODERN Residence with 2202sf all on ONE Level. Located in Cupertino's prestigious, gated Stonebridge neighborhood. TOP rated schools: Monta Vista High (10), Kennedy Middle (8), and Stevens Creek ES (9). A contemporary, open floorplan offers effortless flow for everyday living and entertaining. The Chef's kitchen showcases sleek contemporary cabinetry, quartz countertops, a waterfall counter with pull-up breakfast bar, and new stainless steel dishwasher, stove, & hood. The kitchen overlooks the dining area & a spacious living room with fireplace and wet bar. A stunning central atrium fills the home with natural light and lush garden views. The primary suite is generously sized with sliding door access to the backyard & a luxury en-suite bath featuring a double vanity with LED mirror, soaking tub, & new walk-in shower. Three large rooms provide excellent space & oversized closets. Gleaming Brazilian hardwood floors, recessed lighting, central heat and A/C, & a spacious two-car garage. Relax to a peaceful yard with beautiful views. Enjoy resort-style amenities including a pool, hot tub, tennis courts, scenic walking trails, & a tranquil creek -all secured behind gates. HOA includes common areas, roof maintenance, & earthquake insurance. Silicon Valley at your fingertips!

Welcome to a beautiful detached single-family home with a private lot, exceptional Cupertino schools and no HOA. Updated kitchen with granite countertops and stainless steel appliances. Inviting casual dining and living room off the kitchen. Both bedrooms are spacious. Remodeled floors. Inside laundry. Double-pane windows. Peaceful & low maintenance backyard. Attached garage plus large driveway. Neighborhood roads to many technology company campuses. Easy access to Highways 280 & 85. Walking distance to all 3 award-winning Cupertino schools: Monta Vista High, John F. Kennedy Middle, Stevens Creek Elementary.

Move in and enjoy this well maintained single-story home on a deep lot and quiet street with Abraham Lincoln Elementary, John F. Kennedy Middle and Monta Vista High. All 3 bedrooms are spacious. Inviting casual dining and living room off the kitchen. Desirable single-story layout. Gleaming floors. Oversized driveway. Large, gorgeous trees near property boundary perimeter. Peaceful & low maintenance backyard. Wonderfully open backyard for future home expansions or ADU. Easy access to Blackberry Farm, Mcclellan Ranch Preserve, all 3 spectacular Cupertino schools and shops. Neighborhood roads to many technology company campuses. Spectacular commute location with easy access to Highways 280 & 85. Award-winning Cupertino schools: Monta Vista High, John F. Kennedy Middle & Abraham Lincoln Elementary.

NOW PRE-SELLING! AL HOMES proudly presents Meridian at McClellan, an exclusive new community of just six single-family homes located in the heart of Cupertino, with a starting price at 5.39M. Residence is currently under construction with an estimated completion date in Q1 2026. The floor plans offer between 2970 and 3610 sq ft of main house living space, with lot sizes ranging from 7526 to 9615 sq ft. Each home also includes an attached ADU, ranging from 557 to 600 sq ft. This 20882 Cherryland features four spacious bedrooms, each with its own ensuite, plus a versatile main-level office and an upstairs playroom. In addition, an attached two-bedroom, one-bathroom ADU offers flexible living options. Set on a generous 7,535 square foot lot, this home blends modern American architecture with timeless charm. Inside, an open-concept layout, soaring ceilings, and upscale, designer-selected finishes create a bright and elegant atmosphere tailored to today's lifestyle. Located just minutes from major tech campuses, shopping, dining, and outdoor recreation, this home also belongs to one of the most desirable school districts in the Bay Area. Award-winning Cupertino schools. Ask for current incentives!