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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
$3,288,000
3 Beds ⋅ 2 Baths ⋅ ML82055775 MLS
No lock Box till BT., do not show till then Thursday. Ideally situated in the Cupertino foothills, West of Budd Road in Cupertino's highly desirable Monte Vista neighborhood, renowned for its luxury homes & award-winning schools. Across from Linda Vista Park and adjacent to the historic McClellan Ranch Preserve, an 18-acre former horse ranch with its original blacksmith shop, now serving as a historical landmark and environmental education center, rural ambiance in the heart of Silicon Valley with easy access to,85, 280, 101,& Foothill Expressway, making travel throughout the Bay Area convenient. Approx,1,766 sq.ft. on a spacious 8,470-sq.ft. lot with potential to expand. Monte Vista High, John F. Kennedy Middle, and Abraham Lincoln Elementary School. Seller requests an AS IS sale!

11106 Linda Vista Dr, Cupertino

Listing courtesy of Sharon Arnold from Sharon Arnold-Bryant, Broker. 408-777-8300
$4,188,888
5 Beds ⋅ 3 Baths ⋅ ML82054945 MLS
Rarely available west of Bubb Road in the heart of the coveted Monta Vista school district. This stunning 5 bed plus study and 3 bath home has been completely transformed with high end finishes throughout, every inch thoughtfully upgraded and move in ready from day one. Brand new chefs kitchen, fully remodeled bathrooms, primary suite with double sink ensuite, all new flooring, fresh interior and exterior paint, newer dual pane windows, and completely redesigned front and back yards with new concrete and landscaping. At 2,412 square feet on an 8,000 square foot lot the bright open layout flows seamlessly from the living room to formal dining to the new kitchen while the family room and breakfast area open to a private backyard retreat. A full bed and bath on the main level is perfect for multigenerational living or guests. The versatile bonus room has served as a home office and is ideal for remote work or studio. Homes with this level of renovation rarely come to market in this neighborhood. Walk to Lincoln Elementary, Kennedy Middle, and the prestigious Monta Vista High School. Minutes to Apple, Google, and major Silicon Valley tech campuses. Do not miss this opportunity.

21570 Edward Way, Cupertino

Listing courtesy of JV Silva from Intero Real Estate Services. 408-455-2373
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82055644 MLS
Exceptional pre-construction 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.

19160 Cozette Lane, Cupertino

Listing courtesy of Anson Ip from Compass. 408-221-7887
$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
$2,998,000
3 Beds ⋅ 2 Baths ⋅ ML82055449 MLS
Welcome to 10435 Pineville Avenue, a rare opportunity in one of Cupertino's most sought-after neighborhoods. Situated on a beautifully landscaped 8,550 sq. ft. lot, this charming single-level home offers 3 bedrooms, 2 bathrooms, a spacious living room, bright kitchen with adjoining dining area, sun-filled sunroom, and a versatile bonus family room ideal as a guest suite, office, or media room. Sunlit interiors and a functional floor plan create a warm, inviting atmosphere. The expansive backyard provides endless possibilities to remodel, expand, or build a custom dream home, with plenty of space for outdoor entertaining and resort-style amenities. A detached shed is perfect for a home office or studio, while the oversized driveway and side carport offer ample parking and storage. Ideally located minutes from Apple Park, major tech campuses, shopping, dining, parks, and top-rated Cupertino schools, this exceptional property combines an unbeatable location, timeless charm, and outstanding potential in the heart of Silicon Valley.

10435 Pineville Avenue, Cupertino

Listing courtesy of from KW Advisors. 650-622-2156
$2,980,000
4 Beds ⋅ 2 Baths ⋅ ML82055393 MLS
Great opportunity to own a single level home on a quiet tree-lined street in the heart of Silicon Valley. This well maintained home has spacious rooms with a flowing floor plan that suits any living style. Step outside to a serene back yard with mature landscaping and ample space for gardening or outdoor entertainment. Situated near top rated Cupertino schools, shopping, restaurants, parks and major employers like Apple, Nvidia and more, this home offers best location, lifestyle and opportunity.

10151 Bonny Drive, Cupertino

Listing courtesy of Ady Wunderman from Realty Ventures. 408-348-7653
$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
$1,998,000
3 Beds ⋅ 3 Baths ⋅ ML82054682 MLS
Welcome to this charming two-story home featuring 3 bedrooms and 2.5 bathrooms in a desirable community within the highly sought-after Monta Vista High School District. The bright and inviting floor plan showcases soaring vaulted ceilings in both the living room and the spacious Primary bedroom, which also features a walk-in closet. Relax by the cozy wood-burning fireplace or enjoy cooking in the kitchen with a brand-new gas range/oven, microwave, dishwasher, and garbage disposal. Recent improvements include new exterior paint, new light fixtures throughout, new fixtures in both upstairs bathrooms, and new luxury vinyl plank flooring in the Primary bathroom. Additional features include dual pane windows throughtout, newer central air conditioning for year-round comfort. Conveniently located near parks, shopping, dining, and major commute routes, this move-in ready home offers the perfect blend of comfort, style, and an exceptional location.

21865 Eaton Place, Cupertino

Listing courtesy of Linda Reinhardt from Intero Real Estate Services. 650-793-7052
$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
$3,350,000
5 Beds ⋅ 3 Baths ⋅ ML82053518 MLS
Beautiful Cupertino Family home in Prime Location with Top Rated Schools - 2,397 sqft 5BD/2.5BA Home. Nice relaxing shaded backyard has 2 sliding doors entering on to patio and decking from Kitchen/Family Room and Living Room - Ideal for entertaining. Functional floor plan accommodates busy family life. Downstairs office, 2 bedrooms upstairs, master bedroom and huge bonus room. Original Hardwood floors throughout home and elegant stairwell. Kitchen has plenty of storage and counter space. Easy Access to Hwy 85 & 280. Top rated schools: Blue Hills Elementary, Kennedy Middle and Monta Vista High - Open House Friday, Saturday, Sunday

1522 Jamestown Drive, Cupertino

Listing courtesy of Debbie Shin from Sterling Associates. 408-858-5051
$6,295,000
5 Beds ⋅ 5 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 Avenue, Cupertino

Listing courtesy of Frances Ibay from Thomas James Real Estate Services, Inc,. 408-205-9858
$3,880,000
8 Beds ⋅ 5 Baths ⋅ ML82053598 MLS
Stunning property in the most desirable Cupertino location! Main house offers 5B3B with 3,268 sqt, plus a fully detached 3B2B ADU with 864 sqt, for a total of 4,132 sqt living space on an expansive 10,626 sqt lot! Bright, open interior with breathtaking grand high ceilings and multiple living areas including formal living, family room, and dining, with abundant natural light, and elegant architectural details. Functional layout with 3 bedrooms on the first floor, ideal for multi-generational living or flexible use. Huge master bedroom suite on upper level, plus a bonus room perfect for office or gym! Large, private backyard with mature landscaping and gazebo great for entertaining or everyday enjoyment. Detached ADU provides exceptional versatility: perfect for rental income or extended family living, adding significant long-term value! Top Cupertino schools: Monta Vista High, Lawson Middle and Garden Gate Elementary. Easy access to Highways 85 and 280, Apple Park, Google, Meta, Nvidia and so many more! Close proximity to Target, Whole Foods, Memorial Park, YMCA, Main Street Cupertino and all the daily conveniences needed! Generous space, a large lot, a detached ADU, top-rated schools, a prime location, and outstanding long-term potential all in one!

21075 Greenleaf Drive, Cupertino

Listing courtesy of Ripple Xiao from Gaea Realty. 650-396-9866
$5,488,000
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 Road, Cupertino

Listing courtesy of Anson Ip from Compass. 408-221-7887
$5,398,000
6 Beds ⋅ 6 Baths ⋅ ML82053390 MLS
Welcome to this stunning new custom-built home in the highly desirable City of Cupertino. This large 3,753 sq ft of unparalleled craftsmanship is on a huge lot of 9,375 sq feet. This luxurious home features a formal living & dining room, a large great room with a modern kitchen equipped with the latest Thermador appliances, a family room, a dining area, a wet bar, and 6 bedrooms including study room and 5.5 bathrooms, all boasting contemporary finishes & 12-feet ceilings in the main areas and 10-feet in rest of the house. Chef's Kitchen features European style Cabinets, Silostone Quartz Counters and a large Island adorned with waterfalls, a full backsplash and all high-end Thermador Kitchen appliances. Spacious patios and beautifully landscaped yards offer a peaceful garden setting, perfect for outdoor activities. Great for entertaining with large patios, multiple seating areas, and lovely landscaping. Garage with EV Charging outlets. Convenient Cupertino location with walking distance to the Memorial Park and easy access to Valley Fair & Santana Row shopping centers, Highways 85 and 280, Cupertino Main Street, Apple Campuses and other major Silicon Valley companies.

10481 N Stelling Road, Cupertino

Listing courtesy of Tracy Hsu from U16818 Financial Services. 408-464-5030
$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
$2,985,000
3 Beds ⋅ 2 Baths ⋅ ML82052731 MLS
Charming Single-Story Home in Sought-After Cupertino! Beautifully maintained 3-bedroom, 2-bath home offering approximately 1,551 sq. ft. of living space on a 6,480 sq. ft. lot. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinetry. The spacious living room centers around a cozy fireplace, while updated bathrooms, luxury vinyl plank flooring, recessed lighting, dual-pane windows, and a convenient indoor laundry room provide comfort and functionality throughout. Step outside to a private backyard with a patio and mature landscaping-perfect for outdoor dining, gardening, or simply relaxing. Ideally located just minutes from Apple, major Silicon Valley employers, Highways 85 and 280, parks, shopping, and dining. Situated within the highly acclaimed Cupertino school district, including Blue Hills Elementary, Kennedy Middle, and Monta Vista High School (buyer to verify).

7593 Normandy Way, Cupertino

Listing courtesy of Rayin Lee from Giant Realty Inc.. 408-781-7809
$2,998,000
3 Beds ⋅ 2 Baths ⋅ ML82052625 MLS
Exceptional opportunity in the heart of Rancho Rinconada! Set on an expansive 11,169 sqft. lot surrounded by luxury residences. This property offers a rare chance to renovate, expand, or create a spectacular custom home in one of Cupertino's most desirable neighborhoods. The backyard has a multitude of fruit trees and a peaceful creek that creates a natural buffer and enhances the sense of seclusion. Enjoy award-winning Cupertino schools, tree-lined streets, neighborhood parks, and convenient access to Main Street Cupertino, Apple Park, major Silicon Valley employers, and commuter routes.

10534 Sterling Boulevard, Cupertino

Listing courtesy of Milind Gursahani from KW Bay Area Estates. 408-821-5567
$2,580,000
4 Beds ⋅ 2 Baths ⋅ ML82052366 MLS
Rarely available with dual-high schools (Lynbrook & Cupertino High), this home offers the ultimate Cupertino advantage. Transforming the garage maximizes every square foot, providing significantly more interior livability and a versatile 4-bedroom layout. The floor plan shines with a 4th bedroom off the entryideal as a lounge or guest suite with unique clerestory windows for privacy and light. The property features exceptional bonus storage with two dedicated sheds: one near the front entrance and another in the backyard. Arched openings lead to an updated kitchen. For added utility, a dedicated laundry room doubles as a storage pantry. The primary suite boasts sloped architectural ceilings that add impressive volume. Outside, enjoy a private backyard oasis with a lush lawn and the second storage room. Tucked away on a quiet street, you are still just moments from the vibrant dining at Main Street Cupertino. From top-rated schools to premium groceries like 99 Ranch and Whole Foods, everything is at your doorstep. In Cupertino, children's growth is fully supported, and parents' lives are effortlessly cared for. With easy access to Apple HQ and Hwy 280/85, this is where comfort meets the ultimate Silicon Valley lifestyle.

18825 Pendergast Avenue, Cupertino

Listing courtesy of Magic Li from Coldwell Banker Realty. 408-886-1624
$1,998,000
3 Beds ⋅ 1 Baths ⋅ ML82051855 MLS
Move in and enjoy this well maintained single-story home on a deep lot and quiet street with Abraham Lincoln Elementary, John F. Kennedy Middle and Monta Vista High. All 3 bedrooms are spacious. Inviting casual dining and living room off the kitchen. Desirable single-story layout. Gleaming floors. Oversized driveway. Large, gorgeous trees near property boundary perimeter. Peaceful & low maintenance backyard. Wonderfully open backyard for future home expansions or ADU. Easy access to Blackberry Farm, Mcclellan Ranch Preserve, all 3 spectacular Cupertino schools and shops. Neighborhood roads to many technology company campuses. Spectacular commute location with easy access to Highways 280 & 85. Award-winning Cupertino schools: Monta Vista High, John F. Kennedy Middle & Abraham Lincoln Elementary.

21685 Olive Avenue, Cupertino

Listing courtesy of David Lillo from DPL Real Estate. 408-621-5649
$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
$1,888,888
3 Beds ⋅ 1 Baths ⋅ ML82051317 MLS
Highly desirable Rancho Rinconada neighborhood!Remodeled,updated,lots of potential for renovation,addition/expansion,or a complete re-build.Ideal for contractors, investors,first-time buyers looking to customize every detail.Enjoy top-rated Cupertino Schools,nearby parks,shops.Close to major tech campuses,Santana Row,Valley Fair,Westgate El Paseo shopping,dining & social life.Newly painted Living room,Family room w/open beam ceilings,upgraded laminate floors,newer dual pane windows & patio doors,cozy fireplace.Updated modern kitchen w/open beam ceilings,painted cabinets,center island,granite counters,tiled back splash,recessed sink w/pull-out faucet,dish washer,washer,gas stove,exhaust fan.Adjacent to the kitchen a dining/breakfast nook,enclosed laundry room with an included dryer w/ample room to relocate the washer to,add linen storage closet and shelves.All 3 bedrooms have open beam ceilings,upgraded dual pane windows,laminate floors.Bathroom shower over tub w/tiled wall surround.Bike to Apple campus!Whether restoring or addition to make this 1950s classic into a larger 4 bedrooms, 2 baths, and a 2-car garage in front, or building brand new,the possibilities are endless!Don't miss this rare opportunity to unlock the full potential of this prime Rancho Rinconada location!

10391 Johnson Avenue, Cupertino

Listing courtesy of Greg Wang from Realty World-Alliance. 408-828-6366
$4,288,000
6 Beds ⋅ 5 Baths ⋅ ML82051275 MLS
Brand-new Cupertino home, completing by end of 2026, offering ~3,319 sq. ft. with a 1,859 sq. ft. main residence, 748 sq. ft. attached ADU, 441 sq. ft. garage, 271 sq. ft. porch/patio. and 2-car garage with EV charger and hookup for whole house water filtration system. Features include Thermador appliances, Bosch dishwasher, a waterfall kitchen design, engineered wood floors, Milgard windows, smooth-finish interiors/exteriors, custom closets, ensuite bathrooms for every bedroom and standing seam metal roofing. 1.6 miles from Apple Park, 5.8 miles from Nvidia, 10.7 miles from Google Mountain View. Easy accessibility to Highways 280 and 85.

10337 Menhart Lane, Cupertino

Listing courtesy of Cyrus Yazdani from Real Brokerage Technologies. 408-600-8061
$3,999,000
3 Beds ⋅ 2 Baths ⋅ ML82050734 MLS
Rare opportunity to own an exceptional 33,482 SF (0.77-acre) estate sized property in one of Cupertino's most desirable neighborhoods. Offering a unique combination of privacy, flexibility, and future potential, this property is situated within the highly acclaimed Cupertino School District, (Kennedy & Monta Vista.) The oversized lot is by a serene creekside setting along the rear of the property, creating a peaceful & picturesque backdrop. With space for outdoor entertaining, gardening, ADUs, generational living, or a custom family compound, the possibilities are endless. The property benefits from an approved tentative map lot split, with City approval in place for 2 separate APNs, providing future flexibility & long-term value. Planning approval for a 2-story, 4,383 SF residence, allowing a future owner to accelerate the development process . Conveniently located near Stevens Creek Blvd, Foothill Expwy, & 85/280, the property provides excellent access throughout Silicon Valley while maintaining the charm and tranquility of a quiet residential setting. Enjoy close proximity to Apple Park, De Anza College, Rancho San Antonio Open Space Preserve, premier shopping & dining destinations, and many of the region's leading technology employers.

10621 Madera Drive, Cupertino

Listing courtesy of Bobby Ohadi from Abode Real Estate. 408-800-0808

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