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$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 RD, Cupertino
$4,798,000
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 DR, Cupertino
$3,888,000
4 Beds ⋅ 3 Baths ⋅ ML82059809 MLS
A custom-built, 2,938 SF home on a 10,000 SF lot on the same street of a cul-de-sac Monta Vista North neighborhood. Nearby schools include Stevens Creek Elem., Kennedy Mid., & Monta Vista High. With easy access to Apple Park & Infinite Loop, Google, Microsoft, LinkedIn, Open AI, & other Silicon Valley employers.And if youre part of the new generation working at OpenAI, Anthropic, or other AI companies in San Francisco, you can hop onto 280 and head straight north toward the city. Interior features include hardwood fl, an open foyer, vaulted ceilings, oversized skylights, track & recessed lighting, & fireplace. A flexible 4th bedroom. Additional highlights include front bay window, custom wrought-iron stair railing,& powder room. The gourmet kitchen features custom wood cabinetry, granite countertops, a pantry, center island, garden window, Sub-Zero refrigerator, Thermador gas cooktop & hood, double wall ovens, microwave, & dishwasher. The family room includes a built-in workstation. The primary suite offers mountain views, a walk-in closet, & a bath with 2 separate vanities, a shower w/ a bench, & niche. Exterior features include double entry doors with a transom window, large side yard well-proportioned for adding an ADU or ball court & 4-year old owned solar w/ battery backup

22268 Bellevue AVE, Cupertino
$3,600,000
4 Beds ⋅ 3 Baths ⋅ ML82059572 MLS
Steps from Deep Cliff Golf Course and McClellan Ranch Preserve, this custom 4-bedroom, 2.5-bath home offers 3,253 sq.ft. of living space on a generous 14,560 sq. ft. lot. Double doors open to gleaming hardwood floors and an elegantstaircase, revealing a bright, open layout. The formal dining room flows into a light-filled living area with a vaulted wood-clad ceiling, statement fireplace, and windows framing lush, mature landscaping. Nearby, a cozy family room anchored bya brick fireplace connects seamlessly to the well-appointed kitchen, featuring ample counter space, custom cabinetry, anda charming breakfast nook. Outside, the patio is bordered by soaring trees and includes a classic brick BBQ. Upstairs, theprimary suite provides a serene retreat with a spa-inspired ensuite complete with a soaking tub, dual vanities, walk-inshower, and private balcony. Three additional oversized bedrooms, each with custom built-ins, share a stylish hall bath,while a dedicated laundry room and two-car garage add convenience. Located near Blackberry Farm, McClellan Ranch,and Fremont Older Open Space Preserve, this home combines picturesque views, easy outdoor access, and top-ratedCupertino schools for the best of Silicon Valley living.

10675 Clubhouse LN, Cupertino
$5,750,000
5 Beds ⋅ 5 Baths ⋅ CROC26185857 MLS
Magnificent custom-built Foothill estate tucked into one of Cupertino's most sought-after enclaves, offering 5 bedrooms - including two spacious primary suites - plus 4.5 baths and two offices, ideal for modern and multi-generational living. One office enjoys its own separate side-yard access for added privacy - perfect for a home business, private study, or receiving guests. A grand double-door entry opens to an elegant marble foyer. The formal living room impresses with soaring ceilings, dramatic clerestory windows, a warm fireplace, and rich hardwood floors. The gourmet kitchen is appointed with a professional-grade gas range with six burners and a built-in griddle, a built-in Sub-Zero refrigerator, a center island with sink, abundant cabinetry, and a walk-in pantry. The adjoining family room offers a built-in entertainment center, wet bar, and sliding doors that open seamlessly to the rear yard for effortless indoor-outdoor living. The luxurious primary suite is a private retreat with serene mountain views. Outside, a sprawling backyard is filled with mature fruit and flowering trees - a tranquil setting for gatherings or quiet mornings. Zoned for top-rated Cupertino schools: Stevens Creek Elementary, Kennedy Middle, and Monta Vista High. Just minutes to premier shop

10935 Miramonte, 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 PL, Cupertino
$3,095,000
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. Opportunity knocks!

10353 Miller AVE, Cupertino
$3,999,000
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 RD, Cupertino
$5,580,000
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
$7,750,000
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
$5,850,000
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
$2,900,000
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
$6,295,000
5 Beds ⋅ 6 Baths ⋅ ML82047227 MLS
Tucked away on a quiet cul-de-sac in a prime Cupertino location, this thoughtfully designed new construction transitional residence sits on an expansive lot. The open-concept main level features a spacious great room and a well-appointed kitchen with a large island, walk-in pantry, and butlers pantry connecting to the dining area. Expansive sliding doors create seamless indoor-outdoor flow to the covered outdoor patio, ideal for entertaining and everyday living. The main level also includes a versatile flex room and pocket office, perfect for work-from-home or multi-use living, along with a secondary bedroom featuring a walk-in closet and full bath. Upstairs, the expansive primary suite offers a walk-in closet and a spa-inspired bath, while three additional bedrooms each include walk-in closets and en suite baths. A second-floor laundry room adds everyday convenience. Located within top-ranked Cupertino schools and just moments from Apple Park, Vallco Shopping Center, and local parks. Enjoy quick access to Stevens Creek Blvd, De Anza College, and major commute routes including Highways 85 and 280. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q3 2027. *All imagery is illustrative and subject to change.

19131 Loree AVE, Cupertino
$5,600,000
6 Beds ⋅ 6 Baths ⋅ ML82053479 MLS
Brand-new luxury home located on a flag lot (NOT facing S. Stelling) with high ceilings, close to De Anza College and minutes to Apple Infinite Loop & Apple Park. Located in prime Cupertino within top-rated Monta Vista schools (Lincoln Elem., Lawson Middle, Monta Vista High), offering easy access to shopping, dining, parks, City Hall, library, Hwy 85 & 280, and major tech campuses. Features include a paver driveway, covered porch, modern glass entry door, dual-pane windows, wide-plank oak floors, recessed lighting, & open staircase. Spacious living room, dedicated office, and open-concept kitchen and family room. Designer kitchen with waterfall-edge island, quartz counters & full backsplash, full-height cabinetry, and premium Thermador appliances, plus Zephyr wine cooler. Large sliding doors open to a covered patio for seamless indoor-outdoor living. Downstairs ensuite plus two upstairs ensuites and a luxurious primary suite with walk-in closet and spa-like bath w/ freestanding tub and rain shower. All baths include modern finishes and floating vanities. Home theater pre-wire with 5.1 surround, CAT-6 networking, security cameras, Nest doorbells, epoxy-floor 2-car garage, carport, & landscaped yards. Thoughtfully designed with quality craftsmanship & elegant modern finishes.

10468 S Stelling RD, Cupertino
$3,456,000
3 Beds ⋅ 1 Baths ⋅ ML82052034 MLS
Rare opportunity in Cupertino's coveted Garden Gate Village neighborhood, where original ranch homes are steadily giving way to architect-designed rebuilds. Set on a generous 10,200 sq ft lot, nearly a quarter acre, this property offers a rare chance to reimagine the space in a school district consistently ranked among the best in California. The home presents its original 1950s footprint, a classic 3-bedroom, 1-bath layout spanning 1,008 sq ft, with a deep setback that hints at the scale of the lot behind it where opportunity awaits. The expansive backyard and front yard provide plenty of room to reimagine the home's presence on the street, matching the upscale new construction increasingly defining this neighborhood. Location is the true highlight: close proximity to Apple Infinite Loop, Cupertino Sports Center, Memorial Park, Homestead Square, Whole Foods, and more just minutes away. Main Street Cupertino and The Marketplace at Stevens Creek offer favorite dining and shopping nearby. Quick access to Highway 280/85, Apple Park and all of Silicon Valley. This home is assigned to top-performing public schools, in one of Cupertino's most sought-after school zones, on a lot generous enough to build the home you've been dreaming of or reimagine this charming preserved original home.

20860 Garden Gate DR, Cupertino
$5,250,000
4 Beds ⋅ 5 Baths ⋅ ML82051689 MLS
Exceptional new construction coming soon in Cupertino, situated on a rare 10,955 SF lot (per land survey) with an estimated completion in Q2 2027. Located in one of Cupertino's most sought-after neighborhoods, this modern two-story home offers approximately 3,721 SF featuring 4 bedrooms, 4.5 bathrooms, a dedicated office, and an attached 2-car garage. The open-concept design showcases modern finishes, abundant natural light, and seamless indoor-outdoor living. Upstairs features three bedrooms, including two en-suites. The primary suite offers skylights, an oversized wet area, and a spacious walk-in closet, creating a true retreat. An optional detached 749sqft 2BD/2BA ADU provides exceptional flexibility for multi-generational living, guest accommodation, or a private office. Conveniently located near Apple, major tech campuses, shopping, dining, parks, and within the Monta Vista High School district (buyer to verify). A rare opportunity to own a brand-new Cupertino estate with outstanding lifestyle and investment potential. Early buyers may have the opportunity to personalize finishes. *Images and renderings are for illustrative purposes only and subject to change.

21911 Dolores AVE, Cupertino
$3,100,000
3 Beds ⋅ 2 Baths ⋅ ML82051392 MLS
Rare Opportunity in Cupertino's Coveted Monta Vista Neighborhood! Situated on an expansive 10,000 sq. ft. lot in one of Cupertino's most sought-after neighborhoods, this single-level home offers endless possibilities. Move right in, expand, remodel, or build your dream home on this generous quarter-acre parcel served by top-rated Cupertino schools. Nestled on a quiet, tree-lined street in a charming pocket neighborhood bordering Cupertino, Los Altos, and Sunnyvale, this property features 3 bedrooms, 2 bathrooms, and approximately 1,398 sq. ft. of living space. The prime location offers convenient access to Highways 280 and 85 as well as Foothill Expressway, providing excellent connectivity while helping you avoid major traffic corridors. Enjoy a short commute to many of Silicon Valley's leading tech companies, premier shopping, dining, and everyday conveniences. Just moments from top-rated Cupertino schools, Target, Trader Joe's, Starbucks, Whole Foods, Peet's Coffee, parks, and more. Whether you're looking for a comfortable home today or seeking the perfect site for future expansion or redevelopment, this is an exceptional opportunity in a highly desirable Monta Vista location.

21849 Corte Madera LN, Cupertino
$3,460,000
4 Beds ⋅ 2 Baths ⋅ ML82048728 MLS
A MUST-SEE and rare opportunity in one of Cupertinos most desirable neighborhoods! Set on an expansive ~17,000 sq ft lot, this thoughtfully updated single-level residence offers an exceptional blend of space, comfort, and timeless appeal. The home features 4 bedrooms and 2 remodeled bathrooms, highlighted by high ceilings, abundant natural light, and a seamless floor plan designed for comfortable everyday living. The renovated kitchen showcases tasteful finishes and quality updates, complemented by refreshed lighting and refined details throughout. The expansive backyard provides depth, privacy, and versatile outdoor space. With terraced areas and mature landscaping, it offers multiple zones for entertaining, gardening, recreation, or simply relaxing. The dedicated sauna room adds a unique element, creating a peaceful retreat within the property. Ideally located approximately a 10-minute walk to Stevens Creek Elementary and assigned to Kennedy Middle and Monta Vista High (buyer to verify). Enjoy a premier Silicon Valley address with convenient access to major tech campuses, shopping, and commute routes. Close proximity to Highways 280 and 85 ensures effortless connectivity.

10140 Hillcrest RD, Cupertino
$3,500,000
3 Beds ⋅ 2 Baths ⋅ ML82045976 MLS
Large Lot, Space, Location & Opportunity! Nestled in one of Cupertinos most desirable neighborhoods, this charming, well-maintained home sits on a rare, flat 10,000+ sq ft lot, offering excellent potential to customize, expand, or rebuild. The functional and spacious floor plan provides comfortable living today with room for future updates. The hall bath is updated with a marble vanity and walk-in shower. The primary suite features an en-suite bath and walk-in closet. Enjoy a separate living room and a bright family room with skylight. The large kitchen with breakfast peninsula opens to a dining/family room combo. Sliding door leads to a spacious backyard. The backyard is ideal for relaxing and entertaining with mature landscaping, deck with hot tub, artificial turf, fruit trees, raised beds, and an XL storage shed. Detached structure offers flexible space for office or studio and creative usage. Upgraded electrical panels add value and functionality. Newer high-end vinyl floor throughout. Top-rated schools: Monta Vista High, Lawson Middle, Garden Gate Elementary. Easy access to 85/280. Minutes to Apple, Google, Meta, Nvidia, Target, Whole Foods, Memorial Park, dining and shopping. A rare opportunity in a premier Cupertino location.

20805 Greenleaf DR, Cupertino
$4,060,000
4 Beds ⋅ 3 Baths ⋅ ML82037588 MLS
Beautifully refreshed Cupertino residence on an expansive entertainers 12,500 lot with a sparkling pool, offering excellent potential for an ADU. Half bath guest bath downstairs is pre-plumbed for a shower addition acording to the seller. Also an easy option for a 5th bedroom for generational living. This home exudes understated elegance, showcasing new flooring, fresh designer paint, updated lighting and bathroom fixtures, new carpet, and thoughtfully renewed landscaping for a polished, move-in ready presentation. Sunlit formal living and dining spaces provide a graceful setting for gatherings, while the inviting family room, enhanced by a handsome wood wet bar, flows effortlessly to the backyard for refined indoor-outdoor living. Lovely French doors open to a covered patio with multiple areas for lounging, dining, and play amid lush greenery, truly a gardeners dream. Set in a wonderful Cupertino neighborhood with highly regarded schools, this home stands as a showpiece of the community you will not want to miss!!

21558 Flintshire ST, Cupertino
$5,650,000
5 Beds ⋅ 4 Baths ⋅ ML82045067 MLS
Built by OBrien Homes, the developer of Oak Valley, an architecturally significant community. This beautifully maintained home on just over one-third acre enjoys a premier setting on a cul-de-sac and backs up to Rancho San Antonio Open Space Preserve. Subtle Craftsman influences are reflected in the detailing of the two-story floor plan with a comfortable balance of living spaces that include formal living room and dining room, a spacious kitchen and family room combination, plus a recreation/media room for poolside enjoyment. A main-level bedroom suite is perfect for guests or office use. Upstairs, the primary suite features open space views and a luxurious all-marble bath, plus there are 3 additional bedrooms served by a remodeled bath. The rear grounds, renovated in 2016, present a resort-like setting with pool, spa, covered barbecue center, and beautifully landscaped gardens in a very private environment. Acclaimed Cupertino schools.

10517 Manzanita CT, Cupertino
$3,587,500
5 Beds ⋅ 3 Baths ⋅ ML82044209 MLS
Set on a rare .34 AC lot in one of North Cupertinos most coveted neighborhoods, this expansive 5 bed, 3.5 bath residence offers 2,753 sf of beautifully refreshed for today's modern lifestyle. Thoughtfully updated, the home showcases a stunning kitchen with new countertops, new sink, new backsplash, and upgraded light fixtures perfectly blending style and functionality. The main living spaces shines with new recessed lighting in the living and dining rooms, complemented by new entry flooring, updated hardware, new exhaust hood, and a striking new front door that enhances the homes curb appeal. Surrounded by pride of ownership and mature tree lined streets, this home delivers the ideal balance of space, comfort, and long-term potential perfect for growing families, multi-generational living, or work-from-home flexibility. The oversized backyard offers endless possibilities for entertaining, expansion, or creating a private resort-style retreat. Located within the highly acclaimed Cupertino school district just minutes from parks, premier shopping, dining, and major commute routes. Enjoy close proximity to tech campuses including Apple, Google, and NVIDIA, while coming home to the quiet charm and prestige that make Cupertino one of Silicon Valleys most desirable communities.

1071 Colony Hills LN, Cupertino
$3,350,000
4 Beds ⋅ 2 Baths ⋅ ML82044138 MLS
Rare Gem on Massive 15,000 SQFT Lot with Top Rated Monta Vista High School! Experience the perfect blend of mid-century modern soul and contemporary luxury in this stunning ranch-style home. Situated on a nearly 15,000 sq. ft. flat, private lot, this property offers "unlimited potential" rarely found in Cupertino. Step inside to signature vaulted ceilings with exposed beams and beautiful engineered hardwood floors. The heart of the home features a fully remodeled kitchen and bathrooms, offering a move-in-ready experience. High-tech and eco-conscious upgrades include paid-off solar panels, a heavy-duty 400 Amp electrical panel, and dedicated wiring for your EV charger. Located in a premier neighborhood with access to award-winning schools: Lincoln Elementary, Kennedy Middle, and Monta Vista High. Minutes from Apple Park, elite shopping, dining, and easy access to Hwys 280 & 85. This isnt just a home; its a lifestyle opportunity on one of the best lots in the valley!

11441 S Stelling RD, Cupertino
$5,200,000
5 Beds ⋅ 5 Baths ⋅ ML82043861 MLS
Nestled in the prestigious Cupertino Foothills, an exceptional 5-bedrooms ( 2 en-suites ), office area, 4,443 sq ft of sophisticated living space and spectacular views! Elegant front entry with soaring ceilings and a wall of windows fills the living and dining area with natural light and scenic views, accented by high-end Mendota fireplace and access to the deck for a serene setting. The chef's kitchen impresses with a gas cooktop, pantry, breakfast bar and casual dining area. Bright family room with thoughtfully integrated cabinetry, designer windows and sliding glass door create a seamless space for everyday living. Unwind in the spacious primary suite features double vanity, glass-enclosed shower, and decorative skylight. Additional en-suite ideal for guests or multi-generational living. Secondary bedrooms with built-ins and ample closet space. Upstairs bonus room with plentiful storage areas perfect for a hobby or playroom. Retreat to the tranquil outdoor oasis surrounded by majestic oak trees and lush greenery, while enjoying sweeping hillside vistas. Amenities include: two Tesla Power walls, Level 2 ev charger, solar panels, laundry room, hardwood flooring, whole house attic fan. Top-rated Cupertino Schools: Monta Vista High, Kennedy Middle, and Stevens Creek Elementary.

10376 Avenida LN, Cupertino
$2,600,000
3 Beds ⋅ 1 Baths ⋅ ML82040230 MLS
Welcome to 22051 Hibiscus Drive, an exceptional opportunity to own in one of Cupertinos most desirable neighborhoods, ideally located near Mountain View, Sunnyvale, and Los Altos. This charming 3-bedroom home features a well-appointed kitchen with granite countertops and a gas range, opening to a spacious and inviting family room, perfect for everyday living and entertaining. A versatile bonus room just off the kitchen offers added flexibility for a home office, playroom, or additional living space. Hardwood and wood looking vinyl floors run throughout much of the home, adding warmth and character. The detached two-car garage includes additional rear storage for convenience. Situated on a generous 10,000+ square foot lot, the property offers incredible potential for expansion or the opportunity to enjoy as-is with a large, private backyard. Located within award-winning Cupertino schools and offering unbeatable Silicon Valley proximity, this is a rare find with endless possibilities. Don't miss it!

22051 Hibiscus DR, Cupertino
$5,225,000
5 Beds ⋅ 4 Baths ⋅ ML82041433 MLS
Nestled in a premier west-of-Bubb Monta Vista location, Villa Maria Estate offers a rare 15,000+ sq ft usable lot just above the flats - combining privacy, scale, and close-in convenience. Built in 1991 and meticulously maintained, this 5-bedroom, 3.5-bath home features soaring ceilings in the entry and living room, with seamless indoor-outdoor flow from the open kitchen and family room to the expansive backyard. The main level includes a bedroom, full bath, powder room, and three-car garage. Upstairs offers four generously sized bedrooms, a laundry room, and two full baths, including a marble-appointed primary suite with soaking tub, separate shower, and walk-in closet. Landscaped grounds feature lavender plantings, pergolas, a tree-lined perimeter, and a pleasant pool with classic style. Ideally located just up the hill west of Bubb, yet close to Monta Vista High, Apple, and shopping and dining along De Anza and Stevens Creek. Welcome home to Villa Maria: a rare opportunity combining lot size, location, quality, and access to Cupertino's award-winning schools.

21592 Villa Maria CT, Cupertino
$5,610,000
5 Beds ⋅ 5 Baths ⋅ BE41128282 MLS
Situated on a premier 14,135 sq. ft. cul-de-sac lot in the sought-after Oak Valley neighborhood, this 3,563 sq. ft. residence is classically appointed with traditional appeal, including grand formal spaces, a tremendous kitchen and family room combination, and a large recreation room or ideal remote work space, if needed. There are 5 spacious bedrooms and 4.5 baths, including one on the main level, perfect for guests or additional office space. Luxurious primary suite features a separate sitting retreat and a spa-like bathroom with dual vanities, an oversized oval jetted tub, a separate shower & generous walk-in closets. Indoor/outdoor living is effortless with resort-inspired grounds that include a heated pool and spa, a gazebo and a pergola with a built-in BBQ.  Modern infrastructure, including owned solar panels and a Tesla backup battery system, provides energy efficiency and peace of mind. Topping it all off, this home has access to excellent Cupertino schools and is just steps from nature's doorstep at Rancho San Antonio County Park with miles of hiking trails. A beautiful estate in a simply serene and peaceful neighborhood.don't miss this opportunity to make this home yours!

10507 Manzanita Ct., Cupertino
$3,340,000
4 Beds ⋅ 2 Baths ⋅ BE41127880 MLS
Welcome to this well-located single family home featuring 4-bedrooms, 2- updated bathrooms, 2-car garage, in the highly rated City of Cupertino, featuring top-rated schools. Offering 2,411 square feet of living space, the home offers lots of potential and exceptional access to top-tier local amenities. Situated at the end of the court with a large, private 10,836 sqft lot with possible side access. Swimming pool. Highly rated schools makes this a ideal choice for those seeking strong educational opportunities. Its prime location is just minutes from Apple Park, Main Street Cupertino, and major tech campuses, with convenient access to Highways 85, 280, and 101 for an easy Silicon Valley commute. This property offers a rare opportunity in one of the Bay Areas most sought-after communities

1233 Belknap Ct, Cupertino
$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
$4,015,000
4 Beds ⋅ 3 Baths ⋅ ML82034197 MLS
Cupertino is one of Silicon Valley's most sought after communities. Welcome to this highly desirable West of Bubb home on the quiet "No Outlet" side of Regnart Rd. This 4-bed 2.5 bath remodeled home offers top-rated Cupertino schools, including Kennedy Middle & Monta Vista High, easy access to freeways, shopping, dining & major tech campuses all within a rare nature filled setting. Walk or bike to miles of scenic trails starting in Fremont Older OSP, McClellan Ranch, and nearby parks. Outside, enjoy a private oasis featuring a drought-tolerant garden with mature manzanitas and Japanese maples, a stunning solar heated pool, and a covered patio ideal for relaxing & entertaining. The open floor plan is ideal for everyday living and entertaining with hardwood floors throughout, recessed LED lighting, chef's kitchen with custom cabinetry, Bosch induction range & ovens, an island with wine fridge and granite & quartz countertops. The family and formal dining rooms join seamlessly with the kitchen offering serene pool & garden views through large bright windows and doors. A separate formal living room with cozy gas fireplace, designated office and guest bath complete the main level. Upstairs, retreat to the light-filled primary suite with a balcony, walk-in closet and updated bath.

21685 Regnart RD, Cupertino

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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