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10531 Madera Drive, Cupertino
$3,155,000
4 Beds ⋅ 3 Baths ⋅ ML82061296 MLS
Luxury Silicon Valley living in this remarkably stunning residence located in one of the most desirable neighborhoods offering academically distinguished Cupertino schools: Monta Vista High, Kennedy Middle and Stevens Creek Elementary. Enjoy resort-style living in this beautifully designed home, wake up to breathtaking mountain views, relax in the evenings with stunning, memorable scenery of the sunset. Impressive, new landscaping welcomes you to an inviting, open concept, flexible floor plan, creating a seamless space great for modern every day living, guest entertaining and social gatherings. Spacious great room features a gas fireplace with wood mantle, recessed lights, wood flooring and sliding glass doors that showcase the exterior views. The impressive kitchen includes granite countertops, stainless steel appliances, a gas cooktop, a garden window, a wine refrigerator and an abundance of cabinets/drawers. An entertainer's dream comes to life as you walk-outside to discover beautiful landscaping, a fire pit and steps leading to an open area, ideal for gardening. Convenient location close to near-by parks, a golf course, San Anthony hiking trail, restaurants, shopping, Post Office and easy commutes to local employers.

10531 Madera Drive, Cupertino

Listing courtesy of Mary Tan from Compass. 408-318-0976
20316 Pinntage Parkway, Cupertino
$1,249,000
2 Beds ⋅ 3 Baths ⋅ ML82052791 MLS
Newly-remodeled townhome located in the award-winning Cupertino School District! This beautiful home offers a light-filled retreat framed by mature shade trees and blue-trimmed pathways. Inside, vaulted ceilings and a wall of black-framed windows create an airy, loft-like living room centered on a fireplace, while wide-plank light wood flooring flows into the dining area and kitchen, where white cabinets, a mosaic tile backsplash and a garden window bring in natural light. This place has brand-new flooring, interior paint, stainless-steel appliances, bathrooms, baseboard, interior doors and light fixtures. A versatile loft space that can be a second room or an office with a built-in shelving overlooks the dining room and opens to a private balcony surrounded by greenery. The primary bedroom feels calm and spacious with soft natural light, a mirrored sliding closet and a window framing tile rooftop views while the ensuite bath impresses with a double vanity, and marble-tiled walk-in shower. A second full bath and powder room complete this 1,354-square-foot, 2-bedroom, 2.5-bath home. Located in the heart of Cupertino and close to tech companies, shops and restaurants.

20316 Pinntage Parkway, Cupertino

Listing courtesy of Sheryl Magdayao from Realty World Dominion. 408-506-0724
10019 Dove Oak Court, Cupertino
$1,598,000
4 Beds ⋅ 3 Baths ⋅ ML82049460 MLS
Exceptional Cupertino Value | Move-In Ready | PUD Ownership | Top Schools | Beautifully updated and ideally located in one of Cupertino's most desirable communities, this PUD townhome offers 1,645 SF of modern comfort, a functional floor plan and outstanding Silicon Valley convenience. Scenic, tree-lined paths lead to a welcoming double-door entry. Inside, abundant natural light highlights new wide-plank flooring, fresh paint, designer lighting, spacious living and dining areas, indoor laundry and dual closets in the bedrooms. The updated kitchen features brand-new stainless steel appliances, white cabinetry and quartz countertops, opening seamlessly to a bright family room with a cozy fireplace. A sliding door leads to a private, newly landscaped courtyard patio with access to the detached 2-car garage. Enjoy resort-style amenities including a pool, modern clubhouse, community garden and ample parking. Close to Apple, Rancho San Antonio, Blackberry Farm, golf, Whole Foods, Main Street Cupertino's international dining and shopping, plus Hwys 85/280. Award-winning schools: Stevens Creek Elem., Kennedy Middle and Monta Vista High. A wonderful opportunity to enjoy generous space, peaceful surroundings and a connected Cupertino lifestyle!

10019 Dove Oak Court, Cupertino

Listing courtesy of Helen He from Coldwell Banker Realty. 408-888-5810
17599 Montebello Road, Cupertino
$3,750,000
4 Beds ⋅ 3 Baths ⋅ ML82060620 MLS
Experience the rare combination of privacy, expansive views & proximity to Silicon Valley at this exceptional hilltop retreat. Set on 10 acres along exclusive Montebello Rd. this home offers serenity close to top Cupertino schools, renowned wineries including Ridge Vineyards, thousands of acres of hiking & cycling trails, and major tech companies. Soak in breathtaking panoramic views of the San Francisco Bay & Santa Clara Valley with vibrant green hills by day, glittering city lights by night, and a magical above-the-clouds vantage when valley fog settles below. This 4bd/3ba home boasts a light-filled floor plan, main-level bed/bath, and an upstairs primary suite with a walk-in closet and ensuite bath. The chef's kitchen shines with stainless appliances, abundant cabinetry, and generous countertop space, while the dining area opens naturally to the outdoors for effortless entertaining. A private office nook and cheerful sunroom provide flexible spaces for working, reading, or simply enjoying the stunning landscape. An oversized 3-car garage with ample storage and leased solar complete this home. Surrounded by nature yet just a scenic 20 mins drive to Silicon Valley, this exceptional home offers the perfect blend of refined living & privacy, where every day feels like a retreat.

17599 Montebello Road, Cupertino

Listing courtesy of Donna Tam from Christie's International Real Estate Sereno. 408-398-4024
22608 Poppy Drive, Cupertino
$4,498,000
5 Beds ⋅ 5 Baths ⋅ ML82060545 MLS
Beautiful, light-filled, North-facing home in a highly desirable and convenient location. This spacious residence offers approximately 3,890 square feet of living space, with 5 oversized bedrooms, 4.5 bathrooms, and an expansive 15,844-square-foot lot. Thoughtfully designed with comfort and entertaining in mind, the home features large picture windows, beautiful solid oak flooring, high ceilings, and custom crown and base moldings. The inviting floor plan includes separate formal living and dining rooms, along with a spacious family room complete with a bar and kitchenette. The bright eat-in kitchen offers a center island and generous breakfast area, creating a warm and welcoming space for everyday living. Outside, the beautifully landscaped gardens provide plenty of room to relax, entertain, and enjoy time with family and friends. Ideally located near highly regarded schools, including Monta Vista High School, this wonderful home offers the perfect combination of space, comfort, and convenience.

22608 Poppy Drive, Cupertino

Listing courtesy of Marc Roos from Christie's International Real Estate Sereno. 650-947-2980
22071 Hibiscus Drive, Cupertino
$2,298,000
3 Beds ⋅ 1 Baths ⋅ ML82060517 MLS
Nestled on a desirable corner lot in a peaceful North Cupertino neighborhood, this beautifully renovated single-family home blends modern comfort with everyday convenience. A charming bougainvillea-covered front porch creates a warm welcome, while hardwood flooring adds timeless appeal throughout the interior. The upgraded kitchen features a skylight, recessed lighting, quartz countertops, a breakfast bar, and stainless-steel appliances, including a Samsung gas range and dishwasher. The remodeled bathroom includes a new bathtub, vanity, mirror, and contemporary lighting. Additional amenities include central heating with a Nest thermostat, a Samsung washer and dryer, and EV-charging capability. The converted garage provides a bright, versatile family room with a new ceiling-fan light. Outside, the backyard is designed for relaxation and entertaining, offering a covered patio, planting area, and irrigation system. Conveniently located near Highways 280 and 85 and Foothill Expressway, the home offers easy access to major technology campuses, Downtown Los Altos, shopping, dining, and recreation. Enjoy close proximity to highly regarded Cupertino schools, Trader Joes, Starbucks, and Peets Coffee. A wonderful opportunity to make North Cupertino your home!

22071 Hibiscus Drive, Cupertino

Listing courtesy of Tracy Hsu from U16818 Financial Services. 408-464-5030
22990 Cricket Hill Road, Cupertino
$1,649,000
3 Beds ⋅ 2 Baths ⋅ ML82060023 MLS
Imagine morning coffee or an evening unwind with views of the protected open space, framed by vaulted ceilings, floor to ceiling windows, and skylights that pour in natural light. This move in ready 3 bedroom, 2 bath Cupertino townhome offers true PUD ownership in a peaceful setting all on a single-level with just the garage below. The open living room flows to your private deck with no steps, a perfect spot for California indoor outdoor living, where the open space views and cheerful birdsong draw you outside. Location delivers: Stevens Creek trailhead is one mile away, McClellan Ranch Park is close by, and highways 280 and 85 are easy to reach, so nature and commuting both feel simple. Start the morning on the trail and end the day on your own deck. Wood-like plank flooring and updated baths set a fresh backdrop, while a new 2026 furnace and AC keep every season comfortable. Enjoy an attached two car garage with bonus storage, a spacious driveway, abundant guest parking, and indoor laundry with washer and dryer included. The gated community adds a pool, playground, and pathways for fresh air. Top rated schools include Monta Vista High (10/10, two miles), Kennedy Middle (9/10), and Stevens Creek Elementary (9/10, 1.5 miles). This is the Cupertino home you have been searching for

22990 Cricket Hill Road, Cupertino

Listing courtesy of Theresa Wellman from Homeowner Experience. 408-669-4908
21240 Gardena Drive, Cupertino
$2,488,800
ML82060348 MLS
DO NOT DISTURB TENANTS Welcome to 21240-21242 Gardena Dr. This well-located duplex offers an excellent opportunity for homeowners, multi-generational living, and investors alike. This property is fully occupied, with long tenured tenants, offering immediate income potential. Enjoy top schools and a convenient central location with this property. Each unit mirrors each other in terms of layout. One side has been thoughtfully updated while the other side is in mostly original condition. Both sides include a laundry room, a master suite, a breakfast bar, a backyard, a covered patio, and a single car garage. The driveway also provides three extra supplemental parking spaces. There is only one wall that adjoins the two units and is located in the living room. Please DO NOT DISTURB TENANTS.

21240 Gardena Drive, Cupertino

Listing courtesy of Kyle Zankich from Real Brokerage Technologies. 408-745-9599
20488 Stevens Creek Boulevard Unit #2211, Cupertino
$739,000
1 Beds ⋅ 1 Baths ⋅ ML82060068 MLS
Stunning Montebello End unit condo, Large 1 bedroom+office/den. Best inside location with private balcony overlooking the greenery courtyard. Resort-like villa with pool, fitness center, spa and recreation clubroom. Secured building.Inside laundry room, water and garbage included. This home is perfect for those seeking location, convenience and comfort. The gourmet kitchen features granite countertops, a gas over range, dishwasher, refrigerator. Breaskfast bar. Bright, open and functional floor plan. Central A/C and heating.Two assigned parking spaces available. Don't miss your chance to own this delightful home in a prime Cupertino lcatopn! Walk to Cupertinbo library, shops, restaurants, grocery and parks. EZ access to 280/85/Lawrence Expressway, and high tech companies. Top-rated Cupertino schools.

20488 Stevens Creek Boulevard Unit #2211, Cupertino

Listing courtesy of Robert Yu from RE/MAX Santa Clara Valley. 408-857-1264
7371 Rainbow Drive, Cupertino
$1,598,000
3 Beds ⋅ 3 Baths ⋅ ML82057210 MLS
Stunning modern townhome in the heart of Cupertino, ideally located in the sought-after Monta Vista neighborhood with top-rated schools. This east-facing corner unit sits on a quiet cul-de-sac and offers abundant natural light, privacy, and an inviting open floor plan. Fresh interior paint and brand-new double-pane windows throughout. The spacious living room features bay windows, hardwood floors, recessed lighting, and a tiled fireplace. The refreshed kitchen offers freshly painted cabinetry, ample counter space, stainless-steel appliances, gas cooktop and marble floor. The dining room features a striking double-sided fireplace and custom-built cabinetry. Upstairs, the spacious primary suite features a vaulted ceiling, walk-in closet, dual sinks, skylight, and soaking tub. Newly remodeled bathrooms showcase contemporary finishes. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private backyard surrounded by mature trees, creating a peaceful retreat. Conveniently located near top-rated schools, restaurants, parks, and major tech employers, with easy access to Highways 85 and 280. Extensive recent updates, private outdoor space, and low HOA dues of just $150/month make this a rare opportunity to enjoy comfort and convenience in Cupertino.

7371 Rainbow Drive, Cupertino

Listing courtesy of Cathy Liu from Realty Innova. 408-826-2548
20488 Stevens Creek Boulevard Unit #1710, Cupertino
$729,000
1 Beds ⋅ 1 Baths ⋅ ML82059458 MLS
Welcome to 20488 Stevens Creek Boulevard #1710, a beautifully refreshed one bedroom condo in Cupertinos desirable Montebello community. This light filled residence features an open floor plan with hardwood flooring, a spacious kitchen with granite countertops and breakfast bar, inside laundry, and a private balcony with additional storage. Recent updates include fresh interior paint, new track lighting, a brand-new refrigerator and dishwasher. The water heater and range were updated in 2021. The secure building offers controlled access, elevator service, and assigned parking in the gated garage. Enjoy an exceptionally convenient location near Cupertino Library, Cupertino Sports Center, Main Street Cupertino, and Apple Park. Everyday favorites are close at hand, with Marina Food, Philz Coffee, and Voyager Craft Coffee within walking distance, plus Whole Foods, 99 Ranch Market, parks, dining, and shopping nearby. Major commute routes are also easily accessible.

20488 Stevens Creek Boulevard Unit #1710, Cupertino

Listing courtesy of Andy Tse from Intero Real Estate Services. 408-807-8808
21468 Krzich Place, Cupertino
$6,500,000
5 Beds ⋅ 5 Baths ⋅ ML82058728 MLS
BRAND-NEW CONSTRUCTION AT KRZICH VILLA! Situated on an expansive 11,928-square-foot lot, this custom-built contemporary residence offers 3,721 square feet of thoughtfully designed living space. The home features five bedrooms, a private study, four-and-a-half bathrooms, and an attached two-car garage. Designed for modern living, it seamlessly combines sophisticated style, everyday comfort, and exceptional convenience. Ideally located in Cupertinos highly desirable Jollyman Park neighborhood, the property is within walking distance of top-rated Lincoln Elementary, Kennedy Middle, and Monta Vista High School. Enjoy easy access to Apple campuses, Main Street Cupertino, popular restaurants, shopping, and major highways.

21468 Krzich Place, Cupertino

Listing courtesy of Tracy Hsu from U16818 Financial Services. 408-464-5030
10112 Adelheid, Cupertino
$2,599,888
4 Beds ⋅ 3 Baths ⋅ ML82058048 MLS
Tucked in an exclusive 24-home enclave with a community pool, this updated 3-bed, 2.5-bath home plus main-level executive office blends tranquility with Silicon Valley luxury. Backing directly to a lush greenbelt with Blackberry Farm Golf Course views, you are moments from premier tech hubs. Inside, soaring beam ceilings and walls of glass flood the great room with light, accented by custom teak built-ins. Three sliding doors lead to multi-tier entertainer's decks, a Zen style backyard, and a soothing waterfall pond. The kitchen features an oversized pantry, solid wood cabinetry, gas cooktop, peninsula seating, and a bay window. Key Highlights: Main-level private office perfect for remote work. Newer roof, skylights, interior doors, and upgraded deck supports. Dual-pane windows, newer water heater, fresh paint, designer flooring, and custom closet systems throughout. Enjoy immediate access to Stevens Creek Trail and McClellan Ranch, minutes to Apple Park, Infinite Loop, Main Street Cupertino dining, De Anza College, and quick access to Hwys 85 & 280. Wont Last Long!

10112 Adelheid, Cupertino

Listing courtesy of Laxmi Penupothula from Intero Real Estate Services. 510-493-1955
10353 Miller Avenue, Cupertino
$2,845,000
ML82058674 MLS
Excellent opportunity for savvy homeowner, multi-generational family, or real estate investor -- live in a beautifully-remodeled and spacious 3 bedroom 2 bathroom 1-level home with attached 2-car garage, and rent out the two (2) additional units (each with 2 bedrooms, 1.5 bathrooms) to significantly reduce your mortgage, property taxes and enhance your lifestyle. Desirable, central location in the heart of Silicon Valley -- popular Main Street Cupertino just around the corner and only a couple of city blocks to Apple Park! Quiet neighborhood. 100 yards to popular Creekside Park -- great for kids, complete with athletic fields, basketball courts and City of Cupertino community events. Spacious 2-vehicle garage with private driveway (Unit 1) + secondary driveway + carport for Units 2 & 3. Each unit has its own inside laundry. Three separate gas and electric meters. Newer roof. Prestigious Cupertino Schools.

10353 Miller Avenue, Cupertino

Listing courtesy of Erin Burke from Coldwell Banker Realty. 408-316-8369
10353 Miller Avenue, Cupertino
$2,845,000
7 Beds ⋅ 6 Baths ⋅ ML82039706 MLS
Excellent opportunity for savvy homeowner, multi-generational family, or real estate investor -- live in a beautifully-remodeled and spacious 3 bedroom 2 bathroom 1-level home with attached 2-car garage, and rent out the two (2) additional units (each with 2 bedrooms, 1.5 bathrooms) to significantly reduce your mortgage, property taxes and enhance your lifestyle. Desirable, central location in the heart of Silicon Valley -- popular Main Street Cupertino just around the corner and only a couple of city blocks to Apple Park! Quiet neighborhood. 100 yards to popular Creekside Park -- great for kids, complete with athletic fields, basketball courts and City of Cupertino community events. Spacious 2-vehicle garage with private driveway (Unit 1) + secondary driveway + carport for Units 2 & 3. Each unit has its own inside laundry. Three separate gas and electric meters. Newer roof. Prestigious Cupertino Schools.

10353 Miller Avenue, Cupertino

Listing courtesy of Erin Burke from Coldwell Banker Realty. 408-316-8369
10200 N Stelling, Cupertino
$5,500,000
6 Beds ⋅ 5 Baths ⋅ ML82058541 MLS
PRE-SALE OPPORTUNITY! Discover this brand-new, two-story contemporary residence in a prime Cupertino location. Thoughtfully designed for modern living, the home showcases striking architecture, an open-concept kitchen, dining, and living area, an expansive center island, abundant natural light, and seamless indoor-outdoor living. An attached two-car garage and semicircular driveway provide added convenience and curb appeal. Ideally located just minutes from major technology campuses, shopping, dining, and outdoor recreation, the property is also served by award-winning Cupertino schoolsamong the most sought-after in the Bay Area. Estimated completion: First Quarter 2027.

10200 N Stelling, Cupertino

Listing courtesy of Tracy Hsu from U16818 Financial Services. 408-464-5030
22755 San Juan Road, Cupertino
$3,799,000
4 Beds ⋅ 6 Baths ⋅ ML82057729 MLS
Privately positioned in the heart of Cupertino, this beautiful 2012 built residence spans an impressive 4,404 sqft & offers an exceptional blend of timeless elegance, privacy, and refined California living. Abundant natural light fills the expansive interiors, where rich hardwood floors and sophisticated finishes complement oversized windows framing lush surroundings and picturesque city views, while an inviting fireplace adds warmth and elegance. The chef-inspired kitchen has stone counters & stainless-steel appliances. All 4 bedrooms feature en-suite baths. The primary suite offers a serene retreat with a spa-inspired bath featuring a soaking tub, dual vanity, & separate shower. A private office provides an elegant & versatile space for remote work. Surrounded by mature trees & lush landscaping, the private yard offers a tranquil setting with a spacious patio ideal for dining, entertaining, & relaxing. Positioned near top-rated Cupertino schools as well as Apple Park & many of Silicon Valleys leading tech employers. With Stevens Creek Reservoir, scenic hiking trails, parks, premier shopping, and dining nearby, this remarkable residence offers the rare combination of natural beauty, privacy, and luxury living in the heart of Silicon Valley.

22755 San Juan Road, Cupertino

Listing courtesy of Bobby Ohadi from Abode Real Estate. 408-800-0808
23666 Black Oak Way, Cupertino
$5,400,000
5 Beds ⋅ 5 Baths ⋅ ML82057115 MLS
Built by the OBrien Group, 23666 Black Oak Way blends timeless character with thoughtful updates. Offering approximately 3,786 square feet of living space, this beautifully maintained two-story home features five bedrooms and four-and-one-half bathrooms on an expansive 12,206-square-foot lot. It enjoys a premier cul-de-sac setting and backs to the Rancho San Antonio Open Space Preserve. Subtle Craftsman influences complement a well-designed floor plan with formal living and dining rooms, a spacious kitchen and family room combination, and a recreation/media room ideal for enjoyment. Fresh interior paint, updated lighting, and refreshed finishes create a bright and welcoming atmosphere. Outside, renewed landscaping provides a peaceful retreat featuring a stone pathway, lush new lawn, an updated pond and waterfall, and fresh front-yard plantings. Served by highly regarded Cupertino schools and moments from Rancho San Antonio County Park with miles of scenic hiking trails, this beautiful estate offers serenity, space, and an exceptional connection to nature. Dont miss the opportunity to make it yours!

23666 Black Oak Way, Cupertino

Listing courtesy of Eric Quach from KW Silicon City. 408-658-8138
20488 Stevens Creek Boulevard Unit #1816, Cupertino
$1,980,000
3 Beds ⋅ 3 Baths ⋅ ML82057028 MLS
Welcome to this rare two-level luxury penthouse in Cupertino's highly desirable Montebello community. Soaring 17+ ft ceilings and expansive windows fill the living room with natural light, complemented by elegant white oak flooring and offers amazing city and mountain views. Updated with premium finishes throughout, including stainless steel appliances, custom rift white oak cabinetry, quartz countertops, and porcelain tiles. The versatile floor plan offers two spacious primary suites, a guest bedroom with a walk-in closet, and an open loft ideal for a home office or flex space. Three full bathrooms updated with premium finishes. Additional upgrades include the community's only custom his-and-hers rift white oak vanities in the primary bath and rift white oak entry cabinet. Enjoy secure entry, elevator access, pool, fitness center, clubhouse, and landscaped grounds. HOA dues include water, garbage, and gigabit fiber internet service. Located in the award-winning Cupertino school district, minutes from Apple Park, and walkable to parks, restaurants, shopping, grocery stores, Cupertino Civic Center and Library. Don't miss this opportunity to own one of Montebello's finest penthouses.

20488 Stevens Creek Boulevard Unit #1816, Cupertino

Listing courtesy of Nancy Liu from Coldwell Banker Realty. 408-941-5669
11837 Upland Way, Cupertino
$7,250,000
5 Beds ⋅ 6 Baths ⋅ ML82057011 MLS
A RARE CUSTOM-BUILT HILLSIDE ESTATE. This house was built with the original owners vision in mind. Every aspect was designed around generous living spaces, quality construction, expansive terraces and architectural character for the owners own residence. It commands a rare, sweeping panorama stretching from the Palo Alto area south to the Almaden Valley. Photographs can't capture the true scale and beauty of this extraordinary setting. The breathtaking view is something that must be experienced in person. County record is 3,782 SF. The house has 4,609 SF of total conditioned space, including 2,489 SF on the main level and 2,120 SF on the upper level. The main level offers 1,662 SF of primary living space, complemented by an additional 827 SF (basement area with permit, but not counted against allowable floor area) currently configured for storage, private office, and home theater/media room. The upper level is thoughtfully designed with all 5 bedrooms and 4 full bathrooms, while 2 additional half bathrooms are conveniently located on the main level. The upper level is designed around exceptional outdoor living, with terrace access from every upper-level bedroom. The property offers a 3-car garage and an extra parking area with room for additional 5-6 additional vehicles.

11837 Upland Way, Cupertino

Listing courtesy of Hsin-Chieh Chou from Giant Realty Inc.. 408-518-9677
20696 Hanford Drive, Cupertino
$4,150,000
4 Beds ⋅ 3 Baths ⋅ ML82056280 MLS
PRE-SALE OPPORTUNITY! Discover this brand-new, single-story contemporary residence in a prime Cupertino cul-de-sac location. Thoughtfully designed for modern living, the home features striking architecture, an open-concept kitchen, dining, and living area, an expansive center island, abundant natural light, and seamless indoor-outdoor flow. An attached one-car garage adds convenience. Ideally situated just minutes from major technology campuses, shopping, dining, and outdoor recreation, the property is also served by award-winning Cupertino schoolssome of the most highly sought-after schools in the Bay Area. Estimated completion: First Quarter 2027.

20696 Hanford Drive, Cupertino

Listing courtesy of Tracy Hsu from U16818 Financial Services. 408-464-5030
15060 Montebello Road, Cupertino
$5,850,000
3 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
A truly extraordinary Vintner Estate spanning 3.6 acres overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with a separate residence, event venue, and winery buildings totaling 6,500 sf. The charming 1,968 sf residence (built 1998) 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 (2008) 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 (2008) includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. An approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, rounds out the property creating a truly distinctive lifestyle offering. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, garages for 4 cars, EV charging, manicured gardens, pool, hot tub, and ample parking.

15060 Montebello Road, Cupertino

Listing courtesy of from Compass. 408-827-3100
19160 Cozette Lane, Cupertino
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82055644 MLS
Exceptional pre-sale opportunity in a prime Cupertino location, directly across from Cupertino High School and minutes from Apple Park, shopping, dining, and everyday conveniences. This brand-new contemporary residence features striking modern architecture, an open-concept kitchen, dining and living area, an expansive island, abundant natural light, seamless indoor-outdoor living, a main-level bedroom, and an attached two-car garage. A rare opportunity to own a thoughtfully designed new home in the heart of Cupertino. Completion to be on Q2 2027.

19160 Cozette Lane, Cupertino

Listing courtesy of Anson Ip from Compass. 408-221-7887
20564 Kirwin Lane, Cupertino
$4,240,000
4 Beds ⋅ 3 Baths ⋅ ML82055612 MLS
A brand-new, PRE-CONSTRUCTION home in prime Cupertino location near Monta Vista High & Apple campus. With high vaulted ceilings, a striking pivot-style front door, & covered entry porch. The living room has floor-to-ceiling picture window, while the family room includes a high vaulted ceiling, wood ceiling panels, skylights, recessed lighting, black-framed windows, a custom slat-wood accent wall, a floating cabinet, & expansive glass doors. The kitchen features cabinetry, full-height backsplash, stainless steel appliances: French-door refrigerator, double oven, range, hood, & dishwasher along with a waterfall-edged island, sliding window, breakfast bar, & dining area. The primary suite offers a large picture window & walk-in closet. The primary bathroom features decorative accent tile, shower accent wall, freestanding tub, glass shower enclosure, backlit mirror, double-sink floating vanity, & water closet. Additional amenities include a dedicated office space, bedrooms with built-in closets, & Jack-and-Jill bathroom with a dual-sink floating vanity & frameless glass shower enclosure. The hallway bath offers a vanity plus tub & shower. Hallway closets, laundry area, spacious deck, & landscaped front & backyard.

20564 Kirwin Lane, Cupertino

Listing courtesy of Anson Ip from Compass. 408-221-7887
20720 Celeste Circle, Cupertino
$768,000
1 Beds ⋅ 1 Baths ⋅ ML82055526 MLS
Tastefully remodeled ground-floor condo with a garage in the heart of Cupertino. Open floor plan. Loaded with smart light systems, modern light fixtures, A/C, and 2 private balconies. Walk to Safeway and Franco Park. Just minutes away from Apple Headquarters, Apple Spaceship, Cupertino Library, Main Street, BJs Restaurant & Brewhouse, Freeway 280 access. Community: lush green space and a sparkling pool. LR: LED recessed lights, fireplace and sliding door to a private balcony. Dining: Modern light fixture. Kitchen: quartz countertop, butcher-block breakfast bar countertop, freshly painted kitchen cabinetry w/brass-finish hardware, Kohler faucet & an under-sink water filtration system, LED recessed lights. Washer & dryer by the window. Large BR: Mirrored closet doors. Sliding door open to a private balcony. Spacious Bathroom: Fully remodeled with new bathtub, tiled shower wall with glass shower door, floating vanity, large mirrored wall cabinets, light fixtures, plumbing fixtures, bidet toilet seat, flooring and wall tile finishes. Additional: Lighting and fixtures upgrades: Smart light switches and Recessed Lighting .throughout, Smart color-changing recessed lighting in the kitchen and above the breakfast bar. Electric A/C, Shelving in the garage. An exquisite to call home!

20720 Celeste Circle, Cupertino

Listing courtesy of Karen Pai from Intero Real Estate Services. 408-930-2689
21911 Dolores Avenue, Cupertino
$4,980,000
4 Beds ⋅ 5 Baths ⋅ ML82051689 MLS
Exceptional new construction in Cupertino on a rare 10,955 sq. ft. lot (per survey), with estimated completion Q3 2027. This modern two-story main house offers approx. 3,721 sq. ft., 4 bedrooms, 4.5 baths, a dedicated office and an attached 2-car garage. The open layout features abundant natural light, contemporary finishes and indoor-outdoor living. Upstairs are 3 bedrooms with 3 baths. The primary suite features skylights, a spacious walk-in closet and an oversized wet area. A detached 749 sq. ft. 2-bedroom, 2-bath ADU offers flexibility for guests, extended family or a private workspace. If purchased with the ADU, the price is $5.28M. Near Apple, tech campuses, parks, shops and dining, within the Monta Vista High School attendance area (buyer to verify). Early buyers may personalize select finishes, subject to Seller approval. Renderings and specifications are illustrative and subject to change.

21911 Dolores Avenue, Cupertino

Listing courtesy of from Aspire Homes. 408-320-8584
10200 Empire Avenue, Cupertino
$3,298,000
4 Beds ⋅ 4 Baths ⋅ ML82041938 MLS
Exceptional New Value! Quality,sophistication and versatility designed for the way Silicon Valley lives today.Stunning custom home built in 2019 offers a rare blend of luxury, privacy and flexibility just minutes from Apple Park and major tech campuses.Thoughtfully designed floor plan creates distinct living spaces ideal for executives working from home,multigenerational living,long-term guests,au pair quarters or growing families seeking separation and privacy.Filled with natural light,the open-concept great room flows seamlessly to a chef's kitchen featuring dramatic quartzite waterfall island,premium Viking appliances,custom cabinetry and breakfast bar, then opens to a private deck and low-maintenance backyard. A main-level ensuite provides exceptional flexibility, while the luxurious upstairs primary retreat offers a spa-inspired bath with freestanding tub,oversized shower and walk-in closet.Private lower level features two spacious bedrooms,full bath with shower,bonus room ideal for office,fitness/media space,plus oversized laundry room.Beautifully appointed with engineered hardwood floors,designer lighting,smart home features,hot water recirculation,EV240V hookup and finished garage.Outstanding Cupertino schools: Stevens Creek Elementary, Kennedy Middle and Monta Vista High

10200 Empire Avenue, Cupertino

Listing courtesy of Carol Jeans from Christie's International Real Estate Sereno. 408-313-0067
18940 Loree Avenue, Cupertino
$2,999,999
5 Beds ⋅ 3 Baths ⋅ ML82036677 MLS
This is a great opportunity to bring your vision and unlock this homes full potential. With solid fundamentals and room for improvement, this property is ideal for buyers or investors seeking value and future upside. Conveniently located near schools, parks, and shopping, it offers both lifestyle appeal and strong investment potential.

18940 Loree Avenue, Cupertino

Listing courtesy of Raja Dar from Real Estate eBroker Inc. 408-469-6426
20488 Stevens Creek Boulevard Unit #1607, Cupertino
$1,098,888
2 Beds ⋅ 2 Baths ⋅ ML82034063 MLS
$100,000 price reduction! Great Opportunity! Dont miss! Welcome to Cupertino's luxurious Montebello Condominium Community! HOAs included internet, water, garbage, pool and gym access and secure underground parking for two cars! 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.

20488 Stevens Creek Boulevard Unit #1607, Cupertino

Listing courtesy of Siobhan O'Sullivan from Compass. 650-776-5445

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on:

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