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$5,850,000
4 Beds ML82055779 MLS
Vintner Estate w/ state of the art tasting room / entertainment center, wine making & barrel room + residence or corporate retreat. Sweeping views of Silicon Valley. Residence features high ceilings, hardwood floors, sizable living & dining & chef's kitchen w/ premium appliances, quartz countertops & ample cabinetry. Designed for grand-scale entertaining, & separate from main residence is a beautifully custom-built, timber frame event venue w/ soaring open beam ceilings over spacious great room, walls of glass overlooking San Francisco Bay Area! Multi-purpose venue features dual indoor/outdoor fireplace, wet bar, private office, integrated audio, full bath & stunning observatory! Winery features 4 fermentation tanks, dedicated bottling room, wine cellar, & storage. Continue vineyard operations or adapt for uses such as car collections, artist studio or world class home-gym, endless possibilities. Solar w/ 24 kilowatts, 2 - 2-car garages, EV charging & ample on-site parking. Grounds include expansive outdoor entertainment, pool & hot tub. Observatory w/Planewave CDK 12.5" telescope, Paramount ME mount, & support pier for deep space astrophotography of distant galaxies and nebula. Vineyard is 550 plants on 1/2 acre w/ 435 Cabernet Sauvignon, 75 Cab Franc & 40 Merlot.

15060 Montebello Road, Cupertino

Listing courtesy of from Compass. 408-827-3100

$2,498,000
4 Beds 3 Baths ML82041641 MLS
Exceptional opportunity in the heart of Cupertino! This single-level home on sought-after Bret Avenue is minutes from Apple Park, Main Street Cupertino's shopping, dining, and entertainment, with convenient access to I-280 and Lawrence Expressway for an easy Silicon Valley commute. Ideal for owner-occupants or investors seeking immediate rental income and long-term redevelopment potential. The property (APN 375-11-048) is designated P(CG, Res) within Cupertino's Heart of the City Specific Plan. Buyers should independently verify permitted uses, density, development potential, and entitlement requirements with the City. The adjacent property at 10024 Bret Ave (APN 375-11-047) is also available, creating a rare opportunity to acquire one or both parcels for a larger assemblage. Assigned schools are Sedgwick Elementary, Hyde Middle, and Cupertino High (buyer to verify).

10010 Bret Avenue, Cupertino

Listing courtesy of Alex Wang from Rainmaker Real Estate. 650-800-8840

$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

$3,200,000
4 Beds 3 Baths ML82055358 MLS
Discover the limitless potential of this spacious 2,480 sq. ft. home situated on an expansive 10,000 sq. ft. lot in one of Cupertino's most desirable neighborhoods, served by highly acclaimed Cupertino schools. This exceptional property presents a rare opportunity to renovate, expand, or create your dream home.The backyard offers endless possibilities for outdoor entertaining, creating your own park-like retreat, adding a swimming pool, or a potential ADU. This sought-after neighborhood is surrounded by nature, including nearby Stevens Creek County Park, and Rancho San Antonio Preserve. Conveniently located just minuets from many of Silicon Valley's leading tech campuses, premier shopping, dining, and everyday essentials including Trader Joe's, Whole Foods, Target, Starbucks, and more. Whether you're an investor looking to renovate, expand, or maximize the property's value, or a buyer ready to bring your own vision to life, personalize every detail, incorporating today's most advanced technology, uniquely your own, designed around the way you want to live, while building lasting equity, this is an exceptional opportunity to unlock the full potential of this outstanding property and create something truly extraordinary-on your terms. Buyer to verify all information.

10541 Madera Drive, Cupertino

Listing courtesy of from Alliance Bay Realty. 650-228-9672

$3,178,000
4 Beds 2 Baths 41142593 MLS
Offered for the first time since its original construction in 1977, this beautifully maintained single-story residence presents a rare opportunity in Cupertino's highly sought-after Jollyman Park neighborhood. Nestled on a peaceful cul-de-sac with a desirable northwest-facing orientation, this exceptional home reflects nearly five decades of meticulous care and pride of ownership. A custom red front door welcomes you into a light-filled interior featuring vaulted ceilings, fresh interior paint, dual-pane windows, Norman plantation shutters, and a classic brick fireplace, creating a warm and inviting ambiance throughout. Designed for both everyday living and effortless entertaining, the updated kitchen showcases custom KraftMaid cabinetry, granite countertops, and GE Profile stainless steel appliances, including a refrigerator, Wi-Fi-enabled double ovens, cooktop, and dishwasher. Thoughtful details such as roll-out pantry shelves, pull-out spice drawers, under-cabinet lighting, and a charming garden window enhance both beauty and functionality. It opens naturally to the family room so conversation never has to compete with the cook. The thoughtfully designed four-bedroom floor plan offers flexibility for growing families, guests, or a dedicated home office. The tranquil primary suite features generous closet space and direct access to the backyard. Its updated en-suite bath includes dual sinks with Kohler fixtures, granite countertop, a separate shower, and mirrored closet doors. Professionally landscaped grounds create a private backyard oasis complete with a sparkling in-ground pool/spa hot tub and pergola, perfect for outdoor entertaining or quiet relaxation. The finished garage features newly installed epoxy flooring and includes an LG washer and dryer. Located within the highly acclaimed Cupertino Union and Fremont Union High School Districts, the home is assigned to Lincoln Elementary, Sam H. Lawson or Kennedy Middle School, and Monta Vista High School. Enjoy close proximity to Jollyman Park, Highway 85, Apple, Google, De Anza College, premier shopping, dining, and countless Silicon Valley conveniences. Cherished by the same family for nearly 50 years, this remarkable home offers a rare combination of timeless quality, an exceptional location, and enduring value. It is now ready to welcome its next owners and begin a new chapter of treasured memories.

7629 Elderwood Court, Cupertino

Listing courtesy of Farida Miller from Farida Miller, RE Broker. 408-661-1777

$2,998,000
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 Court, Cupertino

Listing courtesy of Laura McCarthy from Golden Gate Sotheby's International Realty. 650-269-1609

$3,888,000
4 Beds 3 Baths ML82054650 MLS
Experience elevated living in this beautifully renovated Cupertino residence, set within one of the citys most peaceful and soughtafter neighborhoods. With approximately 2,119 sq. ft. of refined interiors on a generous 7,704 sq. ft. lot, this home offers 4 bedrooms and 3 full bathrooms, including a groundfloor suite ideal for guests, extended family, or a private office retreat. Soaring ceilings and sunlit spaces create an atmosphere of openness and sophistication. The reimagined kitchen features a bright breakfast nook and brandnew appliances, flowing seamlessly into both formal and casual living areas. A separate family room with a cozy fireplace opens to the lush, private backyardperfect for indooroutdoor living. Thoughtful renovations throughout blend timeless elegance with modern comfort. Recent upgrades include a new 40gallon water heater and a new 5ton central heating and air conditioning system. A complete list of improvements is available in the seller disclosures. Located on a quiet, treelined street and served by Cupertinos toprated schools, this moveinready home offers luxury, comfort, and an exceptional Silicon Valley lifestyle.

11113 Wilkinson Avenue, Cupertino

Listing courtesy of Ensy Afdari from Golden Gate Sotheby's International Realty. 408-455-7777

$3,298,000
4 Beds 3 Baths ML82054396 MLS
Located in Cupertino, this 4-bedroom, 3-bath home offers 2,031 square feet of living space within the Cupertino Union elementary school district. The kitchen is equipped with an electric cooktop, oven, refrigerator, garbage disposal, exhaust fan, and a 220-volt outlet, an eat-in kitchen and breakfast bar. Flooring throughout includes a combination of wood and carpet. The living room includes a wood-burning fireplace, and heating is provided by forced air. The home includes a full bathroom on the ground floor along with a primary bathroom featuring stall a shower and a shower-over-tub combination n the hall bath. Additional bedrooms are also located on the ground floor. Laundry facilities are conveniently situated in the two-car garage.

7864 Belknap Drive, Cupertino

Listing courtesy of Paul Prouty from KW Bay Area Estates. 408-806-3393

$3,265,000
4 Beds 4 Baths ML82048415 MLS
PREPARE TO BE CAPTIVATED!!! This award-winning custom contemporary masterpiece redefines modern luxury in the heart of the prestigious city of Cupertino. Better than new, this architecturally stunning residence offers an open, light-filled floor plan with soaring ceilings, luxury porcelain flooring, designer finishes, and a striking LED floating fireplace. The chef-inspired kitchen is the heart of the home, showcasing a dramatic quartz island, premium stainless steel appliances, a Bosch dishwasher, a built-in TECHoven, a range, custom cabinetry, and inviting spaces for casual dining and entertaining. The luxurious primary suite features a spacious walk-in closet, while thoughtful upgrades include automated window treatments, a stylish wet bar, interior laundry room, Nest multi-zone heating and air conditioning, owned solar, and energy-efficient dual-pane windows. The oversized two-car garage features a contemporary translucent door and a Level 2 EV charging station. Ideally located near premier shopping, dining, parks, and major Silicon Valley employers, and served by highly regarded Stevens Creek Elementary, Kennedy Middle, and Monta Vista High. Don't Miss this rare opportunity to own an exceptional modern home in one of Cupertino's most sought-after neighborhoods!!!

22540 Stevens Creek Boulevard, Cupertino

Listing courtesy of Douglas Marshall from Christie's International Real Estate Sereno. 408-857-9911

$3,688,000
4 Beds 3 Baths ML82051852 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 Lane, Cupertino

Listing courtesy of from Compass. 408-246-8888

$3,448,888
4 Beds 2 Baths ML82051736 MLS
Set on a desirable corner lot, this inviting 4-bedroom, 2-bath Cupertino home has been thoughtfully updated with both function and comfort in mind. Remodeled with CITY PERMITS OBTAINED and FINALED, the home blends modern upgrades with everyday livability. Clean, refreshed landscaping and curb appeal create a welcoming first impression. Inside, recessed lighting and flooring enhance the bright, open layout and natural flow throughout the home. The kitchen centers around an island with modern lighting, complemented by stainless steel appliances and soft-close cabinetry. The living spaces feel open yet comfortable, anchored by an electric fireplace and seamlessly connected to the outdoor areas. The bedrooms offer flexibility for family, guests, or a home office, while the beautifully designed bathrooms feature walk-in showers, modern vanities, and elegant finishes. The backyard is designed for both relaxing and entertaining, with multiple gathering spaces featuring a gazebo, swing set, fire pit area, and outdoor lighting, all thoughtfully arranged for easy enjoyment without the extra upkeep. All of this is set in a well-located Cupertino neighborhood, close to top-rated schools, parks, shopping, and nearby tech campuses. Ready to welcome you.

19997 Twilight Court, Cupertino

Listing courtesy of Vicky Oberoi from Asset Real Estate. 650-656-5951

$5,490,000
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 Avenue, Cupertino

Listing courtesy of from Aspire Homes. 408-320-8584

$3,688,000
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 Road, Cupertino

Listing courtesy of from Aspire Homes. 408-320-8584

$2,488,000
4 Beds 2 Baths ML82048674 MLS
Fabulous value! Welcome to single-level perfection in a highly desirable Cupertino enclave! This 4-bdrm residence has been extensively & beautifully remodeled, seamlessly blending modern finishes with energy efficiency. Step inside to find NEW luxury vinyl plank flooring, fresh interior paint, newly textured walls, & NEW doors & hardware throughout. The heart of the home is a stunning, remodeled kitchen featuring new cabinets, & gorgeous quartz countertops w/breakfast bar. Designed with a wonderful flow, the home features both a spacious living room w/a window seat & a separate family room w/ a wood-burning brick fireplace. This open layout is absolutely ideal for hosting, relaxing, & everyday living. Both bathrooms have been beautifully updated w/ new vanities, quartz counters, modern mirrors, & stylish new fixtures. Equipped for the future, the home boasts owned solar panels, an 80-gallon heat pump electric water heater with app connectivity, central A/C, & many NEW dual-pane windows. Outside, enjoy a beautifully landscaped lot with timed irrigation, tree roses, and a spacious rear patio. Located just over 2 miles from Apple Park with easy access to I-280 and Highway 85, this property feeds into top-tier schools: Collins Elementary, Lawson Middle, and Cupertino High. Must See!

19681 Drake Drive, Cupertino

Listing courtesy of from Keller Williams Realty-Silicon Valley. 408-448-2740

$2,398,000
4 Beds 3 Baths ML82048303 MLS
Located in one of Cupertino's most desirable locations, this single-family home occupies a corner lot in a private residential community. This beautiful two-story home features 4 bedrooms and 2 and a half baths. Walking through the front door you are immediately greeted with a natural light filled living room, and vaulted high ceilings with huge windows throughout. Enter the kitchen and enjoy an open floorplan which gives access to the expansive back yard. Spend time in the sun or hang out and enjoy the weather under the gazebo. Other features include central air conditioning and central heating, double pane windows, and more. Convenient locate in the heart of Cupertino, this home offers unparalleled convenience to Silicon Valley's best, short drives to major tech campuses, Cupertino vibrant Main Street dining and shops, and the Apple Park/Corporate core. Commuters benefit from quick access to major routes and Caltrain connections, outdoor lovers will appreciate nearby hiking and bike trails at local open spaces and parks. Ideal for families and professionals seeking the quintessential Cupertino lifestyle. Top Cupertino Schools: Stevens Creek Elementary, Kennedy Middle School and Monta Vista High School (Buyer to verify)

21815 Eaton Place, Cupertino

Listing courtesy of Bill Qin from BQ Realty. 408-888-4888

$1,900,000
4 Beds 3 Baths ML82047034 MLS
Luxe Contemporary END-UNIT Residence Adjacent to Park & Playground! Stunning 4-bedroom, 2.5-bath + Huge Bonus Media Room in Cupertinos highly sought after gated community of De Anza Oaks! Nestled in a peaceful park-like cul-de-sac adjacent to the childrens playground, this Front Door NORTH-facing home offers spacious elegance with light-filled interiors, soaring ceilings & large skylight. Renovated throughout with wide plank wood-style floors, fresh interior paint & modern finishes. The remodeled chefs kitchen features shaker cabinetry, quartz countertops, SS appliances & generous pantry storage. Main living areas seamlessly flow for the ideal entertaining & everyday living. Four Spacious Bedrooms including a primary retreat with two large closets, and a remodeled en-suite bath. Private backyard retreat with modern landscaping and overhead pergola. Additional features include solar, dual pane windows & finished 2-car garage with newly epoxied floors. LOW HOA with resort-style amenities including park, playground, clubhouse, pools & scenic trails behind secured gates. Prime Cupertino location close to Whole Foods, Trader Joes, Main Street, De Anza College & major employers. Top-rated schools: Stevens Creek ES (8), Kennedy MS (8) & Monta Vista HS (10).

10157 Camberley Lane, Cupertino

Listing courtesy of Mary Clark from Intero Real Estate Services. 408-309-8985

$2,288,000
4 Beds 4 Baths ML82044660 MLS
Welcome to this wonderful 4-bedroom, 4-bathroom home nestled in the vibrant city of Cupertino. This spacious residence boasts 1,948 square feet of living space, with thoughtful design and modern amenities. The kitchen is a chef's delight, featuring marble countertops, an island with sink, and stainless steel appliances including a gas oven range, refrigerator, and dishwasher. The family room seamlessly connects with the kitchen, creating an inviting space for gatherings. Enjoy the charm of high ceilings and the convenience of a walk-in closet. Flooring options of carpet, hardwood, tile, and vinyl/linoleum are found throughout the home, adding to its versatility and style. Relax by the fireplace in the living area or benefit from the practicality of an in-utility room laundry setup. Monta Vista High. Experience the comfort of central AC and forced air heating in this beautiful home. A two-car garage completes the package. Unstaged.

20582 Murano Circle, Cupertino

Listing courtesy of Yanjie Dong from S V R E Realty. 650-867-1248

$3,488,000
4 Beds 4 Baths ML82041938 MLS
Designed for the way Silicon Valley lives today, this exceptional custom home built in 2019 offers a rare blend of luxury, privacy and flexibility just minutes from Apple Park and major tech campuses. The thoughtfully designed three-level 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 premium Viking appliances, custom cabinetry, waterfall quartz island 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. The private lower level features two spacious bedrooms with exterior access, full bath, bonus room ideal for office, fitness or media space, plus oversized laundry. Beautifully appointed with engineered hardwood floors, designer lighting, Nest thermostats, hot water recirculation, 240V 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

$4,250,000
4 Beds 3 Baths ML82040160 MLS
This French Country inspired residence offers rare serenity just minutes from top Cupertino schools, shopping, and major employers. A scenic 20 minute drive from Silicon Valley brings you to a private hilltop retreat nestled on ~10 acres along an exclusive road. Enjoy breathtaking ~270 panoramic views of the San Francisco Bay and the Santa Clara Valley - lush green hills by day, shimmering city lights by night, and a stunning above the clouds vantage when valley fog settles below. The 4bd/3ba home features a light-filled floor plan, main-level bed/bath, and an upstairs primary suite with a walk-in closet and spa-like bath. The kitchen offers premium stainless appliances, abudant cabinetry and countertop space. The main level includes a private office area and a sunroom perfect for a reading lounge or inspired workspace . The dining area opens up to the backyard which is ideal for entertaining. An oversized 3-car garage with abundant storage and leased solar complete the offering. Near acclaimed wineries including Ridge Vineyards and over 22K acres of hiking & 10K acres of biking trails, this home offers a perfect blend of luxury and an active lifestyle. Close to Cupertino schools and major employers. Experience refined living where the journey itself becomes part of the reward.

17599 Montebello Road, Cupertino

Listing courtesy of Donna Tam from Christie's International Real Estate Sereno. 408-398-4024

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