Browse All Cupertino CA 5 Bedroom Properties for Sale

$2,300,000

5 Beds ⋅ 2 Baths ⋅ ML82065739 MLS

Single family home with great schools and fantastic sized lot.

1018 Kenmore CT, Cupertino

Listing courtesy of Jeffrey Pratt, 408-781-1536 from Coldwell Banker Realty
(If provided) CoList: from

$3,990,000

5 Beds ⋅ 6 Baths ⋅ ML82053200 MLS

Youve worked hard to build your portfolio. Now imagine enjoying that success every day. This rare Cupertino home offers more than numbers on a statement: space to bring generations together, room to grow, and a place to create lasting memories. Invest in the life you want to liveand a home youll be proud to pass on. Fully renovated and expanded, this like-new, single-level home offers approximately 3,132 sqft of living space on a generous, flat 9,450 sqft. lot in a desirable, quiet location near excellent schools, the library, parks, and supermarkets. Five bedrooms, each with an en suite bathroom, plus a dedicated office and powder room provide flexibility for multigenerational living, welcoming guests, and working from home.Vaulted ceilings and skylights fill the home with natural light, creating an inviting sense of openness.The thoughtfully appointed kitchen features a Sub-Zero refrigerator, Bosch microwave and oven, and Thermador gas cooktopideal for everyday meals and memorable gatherings.Multi-panel sliding doors open to a spacious backyard with mature fruit trees and low-maintenance landscaping, extending the living experience outdoors. The generous lot also offers potential for a future ADUl. More than a home, this is a treasured asset today and a legacy for tomorrow.

20387 Clay ST, Cupertino

Listing courtesy of Vivian Lee, 408-544-0653 from Homeland Realty
(If provided) CoList: from

$2,688,000

5 Beds ⋅ 3 Baths ⋅ ML82064581 MLS ⋅ Corsica BLDG.

Welcome to 20362 Via Napoli! Rare opportunity to own this stunning, move-in-ready home in a sought-after Cupertino neighborhood. Step inside to soaring high ceilings & abundant natural light that make the space feel bright, open, & inviting. Open concept floor plan featuring a ground level bedroom & full bath, indoor laundry, plus a generous sized primary suite! Chef's kitchen with white shaker style cabinets, quartz countertops, custom herringbone style backsplash, island with seating for (2), pantry, & stainless steel appliances! The luxurious primary suite features vaulted ceilings, dual vanity, a jetted soaking tub, a spacious walk-in shower, and two closets, including a walk-in. Other features include refinished hardwood floors, new tile flooring, fresh interior paint, skylight, central forced heat & AC, recently updated bathrooms, recessed lights, gas fireplace with custom tile surround, & more! Just minutes from top rated Cupertino schools! Lovely backyard with a large patio for outdoor entertaining, mature plants & trees, & automatic sprinklers & drip irrigation! Prime location within close proximity to Apple, Cupertino Main Street, shopping, restaurants, freeways, & many high-tech companies!

20362 Via Napoli, Cupertino

Listing courtesy of Bret A. Maryon, 408-529-4788 from Intero Real Estate Services
(If provided) CoList: from

$4,799,000

5 Beds ⋅ 4 Baths ⋅ ML82061262 MLS

A masterful blend of Mediterranean architecture and refined European finishes, this estate offers executive-level comfort with newly transformed grounds. Artful landscaping, garden pathways, and terraces set the stage for twilight strolls and effortless entertaining. The main level offers four bedrooms, two full baths, a powder room, a living room, a formal dining room, and a family room with a fireplace. French doors open to views of Stevens Canyon Reserve. The chef's kitchen features stainless appliances, slab stone counters, custom cabinetry, and an oversized island. Upstairs, the primary suite is a private retreat with a fireplace, ensuite bath, and oversized walk-in closet, plus a bonus room ideal as an office or nursery. Forged iron balusters frame the staircase and entry, while Brazilian cherry floors with intricate inlays flow beneath soaring ceilings and crown moulding. Also includes a two-car garage with EV charging, laundry room, integrated audio wiring, and 1,000+ sq ft of finished bonus storage (not in living area). Set on a private cul-de-sac near hiking and biking trails, golf and tennis clubs, acclaimed wineries, and tech campuses including Apple and NVIDIA. Stevens Creek Elementary, Kennedy Middle, and Monta Vista High.

22551 Ricardo RD, Cupertino

Listing courtesy of Donna Tam, 408-398-4024 from Christie's International Real Estate Sereno
(If provided) CoList: Mark Thomas from Christie's International Real Estate Sereno

$5,488,000

5 Beds ⋅ 5 Baths ⋅ ML82062273 MLS

Freshly painted, this elegant neoclassical residence is located in Cupertinos desirable Monta Vista neighborhood. Built in 2001, it offers approx. 3,852 sq. ft. with 5 bedrooms and 4.5 bathrooms. Set on an approximately 10,000 sq. ft. lot, the property offers a rare combination of indoor space, outdoor privacy, flexible living, and long-term value in an established Cupertino neighborhood. High ceilings and natural light create an impressive welcome. The thoughtful floor plan features formal living and dining rooms, a spacious family room, and a main-level bedroom with a full bath ideal for guests or a home office. The kitchen offers granite countertops, abundant cabinetry, a center island, gas cooktop, built-in appliances, warming drawer, and wine refrigerator. Upstairs, the expansive primary suite is joined by three bedrooms and a convenient laundry room. Dual sliding doors open to a landscaped backyard with foothill views, a koi pond, waterfall, and inviting entertaining areas. Highlights include hardwood and stone flooring, two fireplaces, central A/C, prewired audio/video, a security system, and an attached 3-car garage. Near parks, shopping, dining, commute routes, Blue Hills Elementary, John F. Kennedy Middle, and Monta Vista High.

11583 Upland WAY, Cupertino

Listing courtesy of Cindy Wang, 650-618-9666 from BQ Realty
(If provided) CoList: Bill Qin from BQ Realty

$5,480,000

5 Beds ⋅ 5 Baths ⋅ ML82061788 MLS

Estate quality living on a quiet no through street of high-end homes. Bright and luxurious with exceptional volume, soaring ceiling, abundant natural light, and a flexible floor plan. Dramatic two-story foyer, clerestory windows, crown moldings, and hardwood floors. Formal living/dining rooms plus remodeled kitchen and soaring family room with indoor/outdoor flow. Huge primary suite with balcony and beautiful view of mountains, dedicated office, and large landing area for fitness/play/second office. 3car garage and spacious driveway. Set on over one quarter acre with patio, synthetic lawn, beautiful landscaping, and a lot of mature fruit trees. Top Cupertino schools within walking distance. Minutes to Apple and other high-tech companies, parks, golf, county library, trails, shopping, dining, and entertainment.

10905 Miramonte RD, Cupertino

Listing courtesy of Sue Cheng, 650-388-0228 from Intero Real Estate Services
(If provided) CoList: from

$3,198,000

5 Beds ⋅ 2 Baths ⋅ ML82061441 MLS

Welcome to a wonderful opportunity in Cupertino's highly sought-after Jollyman neighborhood. This spacious single-level residence offers 5 bedrooms, 2 bathrooms, and approximately 2,115 sq. ft. of living space, thoughtfully designed for comfortable living and exceptional flexibility. The inviting floor plan features a welcoming living room, bright kitchen with abundant custom cabinetry and adjoining dining area, a versatile family room, and separate dining room perfect for entertaining. Two bedrooms are currently configured as dedicated den/office spaces, offering ideal flexibility for remote work, home offices, study areas, or additional living needs. With its generous bedroom count and adaptable floor plan, the home is particularly well suited for multigenerational living. Situated on an expansive +/- 7,490 sq. ft. lot, the property provides a wonderful opportunity to enjoy the existing home while envisioning future possibilities. Ideally positioned near Apple Park, major technology campuses, shopping, dining, parks, and acclaimed Cupertino schools, this is a special opportunity to create your own vision in one of Silicon Valleys most desirable communities. ***Open Houses Thurs. 9/17 from 9:30am to 12:30pm, Sat. 9/19 & Sun. 9/20 from 1pm to 4pm***

20658 Shelly DR, Cupertino

Listing courtesy of Jackie Jackson, 408-504-5257 from Keller Williams Realty-Silicon Valley
(If provided) CoList: Melinda Bettencourt from Keller Williams Realty-Silicon Valley

$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 DR, Cupertino

Listing courtesy of Marc Roos, 650-207-0226 from Christie's International Real Estate Sereno
(If provided) CoList: Eric Reitmeir from Christie's International Real Estate Sereno

$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

Listing courtesy of Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: Cindy Hsu from U16818 Financial Services

$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, 408-658-8138 from KW Silicon City
(If provided) CoList: from

$7,250,000

5 Beds ⋅ 6 Baths ⋅ ML82057011 MLS

A RARE CUSTOM-BUILT HILLSIDE ESTATE. This house was builtÂ 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, withÂ 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, 408-518-9677 from Giant Realty Inc.
(If provided) CoList: from

$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

Listing courtesy of Frances Ibay, 408-205-9858 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

$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 AVE, Cupertino

Listing courtesy of Raja Dar, 408-469-6426 from Real Estate eBroker Inc
(If provided) CoList: from

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Based on information from MLSListings MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Browse All Cupertino CA 5 Bedroom Properties for Sale

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Hauslley Silva