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10712 Pebble PL, Cupertino
$3,749,888
4 Beds ⋅ 3 Baths ⋅ ML82060293 MLS
Welcome to a reimagined single-story Cupertino home on a desirable cul-de-sac w/ exceptional curb appeal & near-new condition. Fully permitted & remodeled by a licensed contractor, the home combines high-end finishes w/ major system upgrades. The interior features smooth-finish walls, fresh paint, engineered hardwood flooring, solid-core Barkley doors, updated trim, & LED lighting. The gourmet kitchen showcases brand-new Thermador appliances, updated cabinetry, Taj Mahal quartz, a wet bar, & a 42-inch sink. A custom entertainment wall & pivot front door add modern appeal. Remodeled bathrooms include a newly converted full bath, while the primary suite features an expanded walk-in closet. Major upgrades include a brand-new heat pump HVAC system w/ new ductwork & AC, electrical improvements, attic insulation, replaced interior plumbing, a new copper main water line, trenchless sewer line w/ dual cleanouts, & an exterior tankless water heater. Outside, enjoy fresh stucco & paint, a custom driveway, new landscaping, integrated lighting, automated irrigation, & upgraded sliding doors to the backyard, rough-plumbed for a future outdoor kitchen. W/ single-story living, top-rated Cupertino schools, & a prime cul-de-sac setting, 10712 Pebble Place offers a turnkey opportunity.

10712 Pebble PL, Cupertino

Listed by Chandani Group, 650-492-0599 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
11101 S Stelling RD, Cupertino
$4,180,000
6 Beds ⋅ 6 Baths ⋅ ML82061780 MLS
Rare opportunity to secure a brand-new contemporary Cupertino home before construction begins. Planned for approx. 2,730 sq. ft. of living space, including a 1,934 sq. ft. main residence and 796 sq. ft. attached ADU, on an approx. 5,314 sq. ft. lot. An adjacent parcel with a more interior setting is also available, offering the opportunity to purchase one or both properties. The proposed design features modern architecture, an open-concept kitchen and family room, flexible entertaining spaces, a private office, and an attached ADU ideal for extended family, guests, or independent living. At the presale stage, buyers may personalize select finishes and design details, subject to Seller approval and construction progress. Renderings, plans, dimensions, square footage, finishes, and specifications are conceptual and subject to final approvals and change.

11101 S Stelling RD, Cupertino

Listed by Axis Elite Team, 650-772-2848 from Aspire Homes
(If provided) CoList: from

22672 Silver Oak LN, Cupertino
$2,800,000
8 Beds ⋅ ML82061599 MLS ⋅ Siver Oaks West BLDG.
Rare opportunity to acquire a well-located 4-plex in desirable Cupertino, offering four separate units with a consistent 2-bedroom, 1-bathroom, i kitchen and 1 living room floor plan. The uniform layout provides strong rental appeal and multiple income streams for investors. Ideally situated near Monta Vista High School, one of Cupertinos most highly acclaimed public schools, with convenient access to top-rated schools, major Silicon Valley employers, shopping, dining, parks, and everyday amenities. A great opportunity for investors seeking a prime Cupertino location, strong rental demand, and long-term appreciation potential.

22672 Silver Oak LN, Cupertino

Listed by Sharon Chen, 408-429-9046 from Green Valley Realty USA
(If provided) CoList: from

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

10531 Madera DR, Cupertino

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

20316 Pinntage PKWY, Cupertino

Listed by Sheryl Magdayao, 408-506-0724 from Realty World Dominion
(If provided) CoList: from

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

10019 Dove Oak CT, Cupertino

Listed by Helen He, 408-888-5810 from Coldwell Banker Realty
(If provided) CoList: from

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

17599 Montebello RD, Cupertino

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

22608 Poppy DR, Cupertino

Listed by Marc Roos, 650-207-0226 from Christie's International Real Estate Sereno
(If provided) CoList: Eric Reitmeir from Christie's International Real Estate Sereno
22071 Hibiscus DR, Cupertino
$2,298,000
3 Beds ⋅ 1 Baths ⋅ ML82060517 MLS
Nestled on a desirable corner lot in a peaceful North Cupertino neighborhood, this beautifully renovated single-family home blends modern comfort with everyday convenience. A charming bougainvillea-covered front porch creates a warm welcome, while hardwood flooring adds timeless appeal throughout the interior. The upgraded kitchen features a skylight, recessed lighting, quartz countertops, a breakfast bar, and stainless-steel appliances, including a Samsung gas range and dishwasher. The remodeled bathroom includes a new bathtub, vanity, mirror, and contemporary lighting. Additional amenities include central heating with a Nest thermostat, a Samsung washer and dryer, and EV-charging capability. The converted garage provides a bright, versatile family room with a new ceiling-fan light. Outside, the backyard is designed for relaxation and entertaining, offering a covered patio, planting area, and irrigation system. Conveniently located near Highways 280 and 85 and Foothill Expressway, the home offers easy access to major technology campuses, Downtown Los Altos, shopping, dining, and recreation. Enjoy close proximity to highly regarded Cupertino schools, Trader Joes, Starbucks, and Peets Coffee. A wonderful opportunity to make North Cupertino your home!

22071 Hibiscus DR, Cupertino

Listed by Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: from

1063 Colony Hills LN, Cupertino
$3,988,888
ML82060390 MLS
PREMIER CUPERTINO DEVELOPMENT OPPORTUNITY | Nearly 1 acre in the heart of Silicon Valley! A rare offering of substantial land in one of the Bay Areas most sought-after, supply-constrained communities. This expansive site presents a compelling opportunity for builders, developers, investors, or an owner-user seeking to create a signature estate. Potential development opportunities multiple dwellings, subject to applicable zoning, entitlements and approvals. Existing site improvements include a pool, cabana/restroom buildings and expansive open space. City services and utilities are available, including sewer, water and PG&E. Prime location near Apple, De Anza College, shopping, dining, recreation and highly regarded Cupertino schools. Exceptional infill opportunity with outstanding access to Silicon Valley employment centers and amenities. Buyer to independently verify all development potential, zoning, density, subdivision, utilities, approvals and timelines with the City of Cupertino and applicable agencies.

1063 Colony Hills LN, Cupertino

Listed by Mary Clark, 408-309-8985 from Intero Real Estate Services
(If provided) CoList: from

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

22990 Cricket Hill RD, Cupertino

Listed by Theresa Wellman, 408-669-4908 from Homeowner Experience
(If provided) CoList: from

21240 Gardena DR, Cupertino
$2,650,000
6 Beds ⋅ ML82060348 MLS
DO NOT DISTURB TENANTS Welcome to 21240-21242 Gardena Dr. This well-located duplex offers an excellent opportunity for homeowners, multi-generational living, and investors alike. This property is fully occupied, with long tenured tenants, offering immediate income potential. Enjoy top schools and a convenient central location with this property. Each unit mirrors each other in terms of layout. One side has been thoughtfully updated while the other side is in mostly original condition. Both sides include a laundry room, a master suite, a breakfast bar, a backyard, a covered patio, and a single car garage. The driveway also provides three extra supplemental parking spaces. There is only one wall that adjoins the two units and is located in the living room. Please DO NOT DISTURB TENANTS.

21240 Gardena DR, Cupertino

Listed by Kyle Zankich, 408-745-9599 from Real Brokerage Technologies
(If provided) CoList: from

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

20488 Stevens Creek BLVD 2211, Cupertino

Listed by Robert Yu, 408-857-1264 from RE/MAX Santa Clara Valley
(If provided) CoList: from

7371 Rainbow DR, Cupertino
$1,698,000
3 Beds ⋅ 3 Baths ⋅ ML82057210 MLS
Stunning modern townhome in the heart of Cupertino, ideally located in the sought-after Monta Vista neighborhood with top-rated schools. This east-facing corner unit sits on a quiet cul-de-sac and offers abundant natural light, privacy, and an inviting open floor plan. Fresh interior paint and brand-new double-pane windows throughout. The spacious living room features bay windows, hardwood floors, recessed lighting, and a tiled fireplace. The refreshed kitchen offers freshly painted cabinetry, ample counter space, stainless-steel appliances, gas cooktop and marble floor. The dining room features a striking double-sided fireplace and custom-built cabinetry. Upstairs, the spacious primary suite features a vaulted ceiling, walk-in closet, dual sinks, skylight, and soaking tub. Newly remodeled bathrooms showcase contemporary finishes. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private backyard surrounded by mature trees, creating a peaceful retreat. Conveniently located near top-rated schools, restaurants, parks, and major tech employers, with easy access to Highways 85 and 280. Extensive recent updates, private outdoor space, and low HOA dues of just $150/month make this a rare opportunity to enjoy comfort and convenience in Cupertino.

7371 Rainbow DR, Cupertino

Listed by Cathy Liu, 408-826-2548 from Realty Innova
(If provided) CoList: from

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

20488 Stevens Creek BLVD 1710, Cupertino

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

21468 Krzich PL, 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

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

10112 Adelheid, Cupertino

Listed by Laxmi Penupothula, 510-493-1955 from Intero Real Estate Services
(If provided) CoList: from

10353 Miller AVE, Cupertino
$2,945,000
7 Beds ⋅ ML82058674 MLS
Excellent opportunity for savvy homeowner, multi-generational family, or real estate investor -- live in a beautifully-remodeled and spacious 3 bedroom 2 bathroom 1-level home with attached 2-car garage, and rent out the two (2) additional units (each with 2 bedrooms, 1.5 bathrooms) to significantly reduce your mortgage, property taxes and enhance your lifestyle. Desirable, central location in the heart of Silicon Valley -- popular Main Street Cupertino just around the corner and only a couple of city blocks to Apple Park! Quiet neighborhood. 100 yards to popular Creekside Park -- great for kids, complete with athletic fields, basketball courts and City of Cupertino community events. Spacious 2-vehicle garage with private driveway (Unit 1) + secondary driveway + carport for Units 2 & 3. Each unit has its own inside laundry. Three separate gas and electric meters. Newer roof. Prestigious Cupertino Schools.

10353 Miller AVE, Cupertino

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

10353 Miller AVE, Cupertino
$2,945,000
7 Beds ⋅ 6 Baths ⋅ ML82039706 MLS
Excellent opportunity for savvy homeowner, multi-generational family, or real estate investor -- live in a beautifully-remodeled and spacious 3 bedroom 2 bathroom 1-level home with attached 2-car garage, and rent out the two (2) additional units (each with 2 bedrooms, 1.5 bathrooms) to significantly reduce your mortgage, property taxes and enhance your lifestyle. Desirable, central location in the heart of Silicon Valley -- popular Main Street Cupertino just around the corner and only a couple of city blocks to Apple Park! Quiet neighborhood. 100 yards to popular Creekside Park -- great for kids, complete with athletic fields, basketball courts and City of Cupertino community events. Spacious 2-vehicle garage with private driveway (Unit 1) + secondary driveway + carport for Units 2 & 3. Each unit has its own inside laundry. Three separate gas and electric meters. Newer roof. Prestigious Cupertino Schools.

10353 Miller AVE, Cupertino

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

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

10200 N Stelling, Cupertino

Listed by Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: from

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

22755 San Juan RD, Cupertino

Listed by Bobby Ohadi, 408-800-0808 from Abode Real Estate
(If provided) CoList: from

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

23666 Black Oak WAY, Cupertino

Listed by Eric Quach, 408-658-8138 from KW Silicon City
(If provided) CoList: from

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

20488 Stevens Creek BLVD 1816, Cupertino

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

11837 Upland WAY, Cupertino

Listed by Hsin-Chieh Chou, 408-518-9677 from Giant Realty Inc.
(If provided) CoList: from

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

20696 Hanford DR, Cupertino

Listed by Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: from

22963 Longdown RD, Cupertino
$1,799,000
4 Beds ⋅ 3 Baths ⋅ ML82055874 MLS ⋅ De Anza Oaks BLDG.
Lives Like a Single-Family Home in Cupertino's Prestigious De Anza Oaks! Exceptional 4 BD / 2.5 BA | 1,936 SF premium end unit residence with only one shared wall, a rare oversized backyard, & Silicon Valley views, a combination rarely found in the community. PUD ownership within a secure gated community. Light-filled interiors showcase wide-plank flooring, fresh designer paint, a dramatic skylight, & contemporary finishes. Remodeled gourmet kitchen with quartz countertops, stainless appliances, pantry, & seamless flow to expansive living & dining areas. Luxurious primary retreat offers a remodeled en suite bath with double sink vanity & LED mirror. Huge 4th bedroom with walk in closet offers flexibility as a bonus room, family room, or guest suite. Features include dual-pane windows, central heating, & three upgraded bathrooms. Remodeled 2-car garage with finished walls, epoxy floors, & oversized driveway. Extraordinary backyard offers expansive outdoor living, built-in bench seating, & sweeping Silicon Valley views. LOW HOA $440/month includes clubhouse, pools, park, playground, & scenic trails. Top Cupertino schools: Stevens Creek Elementary, Kennedy Middle & Monta Vista High. Near Whole Foods, Trader Joe's & Apple. Welcome Home!

22963 Longdown RD, Cupertino

Listed by Mary Clark, 408-309-8985 from Intero Real Estate Services
(If provided) CoList: from

15060 Montebello RD, Cupertino
$5,850,000
3 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
A truly extraordinary Vintner Estate spanning 3.6 acres overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with a separate residence, event venue, and winery buildings totaling 6,500 sf. The charming 1,968 sf residence (built 1998) with 4 bedrooms, 2 baths, features open living space, high ceilings, hardwood floors, chef's kitchen w/premium appliances and quartz counters, luxurious primary suite, versatile bonus room, and an expansive deck. Designed for grand scale entertaining, the separate 2,598 sf timber-frame event venue (2008) offers dramatic wood beam ceilings, walls of glass, indoor/outdoor fireplace, wet bar, loft, office, full bath, audio system, and stunning observatory with a premium Planewave 12.5" telescope. The 1,937 sf operational winery (2008) includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. An approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, rounds out the property creating a truly distinctive lifestyle offering. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, garages for 4 cars, EV charging, manicured gardens, pool, hot tub, and ample parking.

15060 Montebello RD, Cupertino

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

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

19160 Cozette LN, Cupertino

Listed by Anson Ip, 408-221-7887 from Compass
(If provided) CoList: from

19503 Stevens Creek BLVD 320, Cupertino
$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML82055618 MLS ⋅ Metropolitan at Cuperrtino BLDG.
Welcome to this rarely available top-floor penthouse residence in the highly sought-after Metropolitan at Cupertino. This bright and spacious 3-bedroom, 2-bath condominium features an open-concept floor plan filled with natural light, soaring ceilings, and peaceful courtyard views. All three bedrooms welcome plenty of beautiful natural sunlight! The well-appointed kitchen flows seamlessly into the living and dining areas, creating the perfect space for both everyday living and entertaining. The generous primary suite offers a walk-in closet and a spa-inspired bath with dual vanities, a soaking tub, and a separate shower. Additional highlights include in-unit laundry, central A/C, two secured underground parking spaces, and elevator access. Enjoy resort-style amenities including beautifully landscaped grounds, a tranquil courtyard with fountain, and a community pool. Unbeatable location just steps from Main Street Cupertino's vibrant dining, shopping, cafés, and entertainment, with easy access to Apple, major tech campuses, Highway 280, and top-rated Cupertino schools. A rare opportunity to own a top-floor home in one of Cupertino's most desirable communities.

19503 Stevens Creek BLVD 320, Cupertino

Listed by Cici Jiang, 408-858-0693 from Coldwell Banker Realty
(If provided) CoList: from

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

20564 Kirwin LN, Cupertino

Listed by Anson Ip, 408-221-7887 from Compass
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
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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