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Homes for Sale near Cupertino High School

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  • /30

    $2,399,000

    • 10 Beds
    • 6 Baths
    • 4,086 Sq Ft

    240 Richfield Dr, San Jose, CA 95129

    TROPHY SILICON VALLEY FOURPLEX in the highly sought-after CUPERTINO SCHOOL DISTRICT, serving Cupertino High, Hyde Middle, and De Vargas Elementary. This rare property offers investors the exceptional opportunity to IMMEDIATELY Establish Market Rents across all four units. The building features Two Beautifully Renovated 2Bd/1Ba Units and Two Spacious Renovated 3Bd/2Ba Units, all showcasing

    Agent Photo

    John Kirkish

    Flat Rate Realty

    240 Richfield Dr, San Jose, CA 95129
  • /42

    $1,500,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    4762 Rio Rita Way, San Jose, CA 95129

    Welcome to the very best Cupertino High single family option in the Silicon Valley! This corner home is tucked in the secure Capistrano Community. A fantastic floorplan with high ceilings, ground floor ensuite and in unit laundry! Highlights include a beautifully updated kitchen with stylish two-toned (white upper and blue lower) cabinets, stainless appliances and custom countertops/backsplash!

    Thomas Peters Christie's International Real Estate Sereno

    4762 Rio Rita Way, San Jose, CA 95129
  • /19

    $2,988,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    10101 Richwood Dr, Cupertino, CA 95014

    Set along a tree-lined Cupertino street, this inviting home rests on an expansive 9,100 square foot lot, offering a wonderful sense of space both inside and out. A traditional floorplan filled with natural light unfolds across comfortable living areas, including a spacious living and dining room combination with backyard access, a family room anchored by a fireplace, and a well-designed kitchen.

    Michael Repka Deleon Realty

    10101 Richwood Dr, Cupertino, CA 95014
  • /42

    $998,000

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    4849 Cherrythorne Ln, San Jose, CA 95129

    Permitted 3-bedroom/2 full bath end-unit townhome with highly desirable Cupertino schools is now ready for you! Tastefully upgraded throughout, new downstairs suite features a full bath with wet bar and wine fridge; upgraded open kitchen boasts new quartz countertops with full backsplash and new SS appliances; whole-house waterproof SPC flooring; LED recessed and stair lighting; contemporary

    Alice Cheung Real Estate Source, Inc.

    4849 Cherrythorne Ln, San Jose, CA 95129
  • /35

    $3,448,888

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    19997 Twilight Ct, Cupertino, CA 95014

    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,

    Vicky Oberoi Asset Real Estate

    19997 Twilight Ct, Cupertino, CA 95014
  • /69

    $1,990,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    6566 Clifford Dr, Cupertino, CA 95014

    Beautifully renovated single-story home in the highly sought-after Cupertino neighborhood, where quiet tree-lined streets, new luxury residential houses popping up, and top-rated Cupertino schools create an exceptional lifestyle. Lovingly owner-occupied for 34 years, this turnkey 3BD/2BA home is ready for its next chapter. Filled with natural light, it features new luxury laminate flooring, LED

    Henry Zhang Spring Hill Realty

    6566 Clifford Dr, Cupertino, CA 95014
  • /39

    $570,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft

    410 Auburn Way Unit 42, San Jose, CA 95129

    In the heart of Silicon Valley, this refreshed upper-level condo offers modern style, added privacy, and everyday convenience. Enjoy top-rated schools nearby and easy access to Highway 280, San Tomas Expressway, Lawrence Expressway, and Stevens Creek Boulevard for smooth commutes to Apple and major tech campuses. Santana Row is just minutes away for premier shopping and dining, with grocery

    Jacquelin Beveridge Ambriz Intero Real Estate Services

    410 Auburn Way Unit 42, San Jose, CA 95129
  • /33

    $1,100,000

    • 2 Beds
    • 2.5 Baths
    • 1,326 Sq Ft

    19850 Portal Plaza, Cupertino, CA 95014

    Modern PUD-ownership townhouse in the center of Cupertino. Larger unit in the community. Ideal floor plan with two large suites. Open concept living space in the first floor with contemporary kitchen and half bath. Primary bedroom has high ceiling, walk-in closet, double sinks, separate shower & tub. Elegantly upgraded entire unit with hardwood flooring throughout. 3 Ceiling fans and LED recess

    Yu-En Tsai Valley Vine Realty

    19850 Portal Plaza, Cupertino, CA 95014
  • /12

    $998,000

    • 2 Beds
    • 2 Baths
    • 1,039 Sq Ft

    19999 Stevens Creek Blvd Unit 209, Cupertino, CA 95014

    Welcome to this move-in ready 2003-built condo with 2 beds and 2 baths in the convenient Cupertino Travigne Villas Community. Located on the 2nd floor, the inviting living room features a dining area, cozy fireplace, and sliding door to a private balcony. The gourmet kitchen offers granite countertops, stainless steel appliances, and ample cabinetry. The primary suite includes a bathroom with

    Nan Li Coldwell Banker Realty

    19999 Stevens Creek Blvd Unit 209, Cupertino, CA 95014
  • /32

    $2,700,000

    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft

    153 Arcadia Ave, Santa Clara, CA 95051

    Beautifully remodeled, bright and airy home in the highly sought-after Cupertino School District. Features 4 spacious bedrooms, 2 updated bathrooms, and 1,936 Sq. Ft. of comfortable living space on a 6,900 Sq. Ft. lot. An inviting courtyard and formal entry welcome you inside. Generous living room with a cozy fireplace and recessed lighting. Separate family room with French doors opening to the

    Al Moridi Intero Real Estate Services

    153 Arcadia Ave, Santa Clara, CA 95051
  • /67

    $778,000

    $22K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 949 Sq Ft

    20488 Stevens Creek Blvd Unit 1114, Cupertino, CA 95014

    Ideally situated in the heart of Cupertino, 20488 Stevens Creek Boulevard #1114 offers the largest one-bedroom floor plan in the community with approximately 949 sq ft of thoughtfully designed living space in a quiet inner-courtyard setting. This well-appointed condominium features new LVP floors in the living and dining areas, Berber carpet in the bedroom, tile flooring in the kitchen and bath,

    Alejandro Lopez Real Estate Experts ERA Powered

    20488 Stevens Creek Blvd Unit 1114, Cupertino, CA 95014
  • /40

    $2,580,000

    • 4 Beds
    • 2 Baths
    • 1,618 Sq Ft

    18825 Pendergast Ave, Cupertino, CA 95014

    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.

    Magic Li Coldwell Banker Realty

    18825 Pendergast Ave, Cupertino, CA 95014
  • /119

    $2,868,888

    • 4 Beds
    • 3.5 Baths
    • 2,361 Sq Ft

    4802 Rio Vista Ave, San Jose, CA 95129

    Buyers spend months searching Cupertino proper trying to get into these districts, often getting outbid or priced out entirely. This home offers Dwight D. Eisenhower Elementary, Warren E. Hyde Middle, and Cupertino High School at a San Jose address. For families who know, this is exactly what they've been looking for. The home itself is a refreshed 4 bedroom, 3.5 bathroom property on a

    Steven Ou Compass

    4802 Rio Vista Ave, San Jose, CA 95129
  • /50

    $3,198,000

    • 9 Beds
    • 5 Baths
    • 4,032 Sq Ft

    2831 Malabar Ave, Santa Clara, CA 95051

    Great investment in Santa Clara with Cupertino Schools. Unit one is like a house, owner unit, ideal for great rental rates with 3 bedrooms, 2 baths, fireplace, enclosed private patio room, indoor laundry, and a 1 car private detached garage, The rest are 2 bedroom 1 bath with private detached 1 car garages, shared laundry. New Roof. rents may appear to be below market. All 4 units are tenant

    Quinn Huang Coldwell Banker Realty

    2831 Malabar Ave, Santa Clara, CA 95051
  • /33

    $2,988,000

    • 4 Beds
    • 2 Baths
    • 1,611 Sq Ft

    883 Brent Dr, Cupertino, CA 95014

    Welcome to this beautifully updated home. A covered front porch, red front door with sidelight, wide driveway, attached 2-car garage, & mature landscaping. Inside, enjoy an open-concept layout with vaulted ceilings, recessed lighting, dual-pane windows, hall closets, & a formal living area. The kitchen features white cabinetry, built-in storage, a large peninsula with seating overhang, stainless

    Anson Ip Compass

    883 Brent Dr, Cupertino, CA 95014
  • /44

    $2,488,000

    Open Sat 11AM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,640 Sq Ft

    19681 Drake Dr, Cupertino, CA 95014

    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 stunningly remodeled kitchen

    Lisa Grisalin Paz-Furtado Keller Williams Realty-Silicon Valley

    19681 Drake Dr, Cupertino, CA 95014
  • /15

    $4,480,000

    • 5 Beds
    • 4.5 Baths
    • 2,648 Sq Ft

    18980 Newsom Ave, Cupertino, CA 95014

    Construction is currently underway with expected completion in July/August 2026. This brand-new home offers buyers the opportunity to personalize select upgrades to suit their preferences. The home includes a 10-year structural warranty and a 1-year fit and finish warranty. This expansive 5-bedroom, 4.5-bathroom residence offers 2,648 sq ft of living space, plus additional thoughtfully designed

    Serena Zhang Shè Homes

    18980 Newsom Ave, Cupertino, CA 95014
  • /22

    $1,098,000

    • 2 Beds
    • 2.5 Baths
    • 1,166 Sq Ft

    19811 Portal Plaza, Cupertino, CA 95014

    Welcome to this beautifully updated corner-lot townhome in the sought-after Portal Plaza community, ideally located just minutes from Apple Park and within Cupertino’s top-rated school district. *This spacious two-story residence offers 2 bedrooms and 2.5 bathrooms, with an ideal functional layout. The inviting front patio creates a perfect space for relaxing, while the light-filled living room

    Satya Dasari Keller Williams Cupertino

    19811 Portal Plaza, Cupertino, CA 95014
  • /25

    $544,999

    $146K PRICE INCREASE
    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft

    460 Auburn Way Unit 23, San Jose, CA 95129

    Welcome to your dream home in the heart of Silicon Valley. This refreshed upper-level condo offers sophisticated design, privacy, and convenience. Inside, you'll enjoy the open-concept design, highlighted by new recessed lighting, new laminate flooring, fresh paint, and an abundance of natural light. The chef's kitchen features stainless steel appliances, granite counters, and plenty of cabinet

    Andrew Youkhana Excel Realty

    460 Auburn Way Unit 23, San Jose, CA 95129
  • /41

    $1,248,000

    $188K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    19503 Stevens Creek Blvd Unit 223, Cupertino, CA 95014

    Welcome to this luxury 2006-built condo with 2 bedrooms and 2 bathrooms in the highly desirable Metropolitan at Cupertino community. Located within a gated community, this home features a bright living room with a dining area, large glass windows, engineered wood flooring, and recessed lighting. A door opens to a private balcony for outdoor relaxation. The gourmet kitchen offers granite

    Steve Guo Coldwell Banker Realty

    19503 Stevens Creek Blvd Unit 223, Cupertino, CA 95014
  • /23

    $576,500

    $43K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    410 Auburn Way Unit 19, San Jose, CA 95129

    Rare and most desirable floor plan. Single story with a very spacious balcony, all on one level. This bright and airy home features an open-concept layout with tasteful upgrades throughout, including stainless steel appliances in the modernized kitchen and a thoughtfully renovated bathroom. The spacious primary suite includes a walk-in closet, and the convenience of an in-unit washer and dryer

    rigo Bracamontes Intero R E Services

    410 Auburn Way Unit 19, San Jose, CA 95129
  • /28

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 1,166 Sq Ft

    19882 Portal Plaza, Cupertino, CA 95014

    The Ultimate Silicon Valley Lifestyle: Turnkey Cupertino End-Unit Welcome to your dream home in the highly coveted Portal Plaza community. This stunning, two-story end-unit townhome offers 1,166 sq ft of upgraded living space blending modern luxury with convenience. Brand-new, elegant bamboo flooring flows through the sunlit living and dining areas. Enjoy a cozy, upgraded fireplace, a convenient

    Joanne Hsu Christie's International Real Estate Sereno

    19882 Portal Plaza, Cupertino, CA 95014
  • /28

    $698,000

    • 1 Bed
    • 1.5 Baths
    • 1,070 Sq Ft

    171 Kiely Blvd, Santa Clara, CA 95051

    Located in the heart of Silicon Valley most sought-after neighborhoods. This one-of-a-kind Townhome is truly remarkable. Proudly owned and meticulously cared for. Featuring a living room with Stunning Brazilian Bloodwood flooring, gas fireplace, granite surround and mahogany mantel. Sliding door to the front patio with custom shutters. This home offers an abundance of natural light. Open concept

    Michelle Rodriguez Intero Real Estate Services

    171 Kiely Blvd, Santa Clara, CA 95051
  • /50

    $3,988,000

    • 5 Beds
    • 4.5 Baths
    • 2,899 Sq Ft

    10201 Sterling Blvd, Cupertino, CA 95014

    A contemporary brand-new home with attached ADU in a prime Cupertino location near the Apple Park, & Cupertino High The home showcases front entry with designer wood accent cladding, oversized front door & expansive windows. Inside, features soaring high ceilings, recessed lighting throughout, large sliding glass doors, modern linear fireplace, skylights, & a custom architecturally designed

    Anson Ip Compass

    10201 Sterling Blvd, Cupertino, CA 95014
  • /2

    $1,899,000

    $101K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,078 Sq Ft

    496 Bevans Dr, San Jose, CA 95129

    Fantastic duplex with Cupertino Schools. Both sides 3/2 and 2/1 have some updating completed. Dual pane windows, 1 car garage with washers and dryers, auto opener.

    Joseph Da Rosa Intero Real Estate Services

    496 Bevans Dr, San Jose, CA 95129
  • /39

    $3,598,800

    $251K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    10730 La Roda Dr, Cupertino, CA 95014

    10730 La Roda Dr. has been in the same family for close to 60 years, Freshly Painted throughout the inside and the wood sections of the outside. Looks great and now it's time to turn the keys over to the new lucky owners. Walk in and feel the decades of family love. Solid hardwood floors in the spacious living and formal dining rooms. The central kitchen offers ample cabinet and counter space, a

    Patrick Adair Intero Real Estate Services

    10730 La Roda Dr, Cupertino, CA 95014
  • /35

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,317 Sq Ft

    4405 Norwalk Dr Unit 1, San Jose, CA 95129

    Beautiful 3 Bedroom, 2 Bathroom Ground Floor End Unit Condominium in the Cupertino School District. Nestled in the Complex Away from the Freeway. Open Floor Plan, One Story, Main level, This Unit features Laminate Flooring. The Large Living Room has room for a Dining Area. The Remodeled Kitchen has Granite Countertops, Gorgeous Cabinets, Stainless Steel Appliances-Refrigerator, Dishwasher,

    Yuanzi Ren Nova Land, Inc

    4405 Norwalk Dr Unit 1, San Jose, CA 95129
  • /33

    $1,888,888

    • 3 Beds
    • 1 Bath
    • 1,121 Sq Ft

    10391 Johnson Ave, Cupertino, CA 95014

    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

    Greg Wang Realty World-Alliance

    10391 Johnson Ave, Cupertino, CA 95014
  • /24

    $1,989,000

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft

    3343 Mckinley Dr, Santa Clara, CA 95051

    Cupertino Schools. This duplex sits on a large lot and is a perfect rental. The Owner lives in one side and the other space is empty. This may also work for a condo conversion map overlay. Both units have been fully remodeled over the last 3 years. Great location with great schools. Some photo's were digitally altered with Virtually staging.

    David Allen Rivas David Allen Rivas, Broker

    3343 Mckinley Dr, Santa Clara, CA 95051
  • /90

    $799,888

    • 1 Bed
    • 1 Bath
    • 875 Sq Ft

    20488 Stevens Creek Blvd Unit 2302, Cupertino, CA 95014

    Best view in the entire complex! Secured building with elevator access. Stunning top-floor penthouse condo in a prime Cupertino location, offering walking distance to Main Street Cupertino, Whole Foods, and De Anza College, plus easy access to Apple Campus and major commutes. Features include BRAND NEW STAINLESS STEEL KITCHEN APPLIANCES, RECESSED LIGHTING, and a TRULY MOVE-IN READY interior.

    Patty Ho Solution Real Estate

    20488 Stevens Creek Blvd Unit 2302, Cupertino, CA 95014
  • /3

    $1,800,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    3015 Cameron Way, Santa Clara, CA 95051

    Whether you are buyer looking to create your dream or an investor searching for your next project, look no farther....you have a desirable location, excellent Cupertino School District Schools, low Santa Clara utilities,potential and room to add value. This home is a rare chance to invest in location, character possibility. Bring your contractor, your creativity and your plans--this Santa Clara

    Susan Woods Intero Real Estate Services

    3015 Cameron Way, Santa Clara, CA 95051
  • /43

    $4,398,000

    New Construction
    • 6 Beds
    • 5 Baths
    • 2,611 Sq Ft

    10536 S Tantau Ave, Cupertino, CA 95014

    Improved Price!!! Brand-new modern home in highly desirable Cupertino! This beautifully designed residence offers 2,611 sq ft of living space on a 5,241 sq ft lot, including a 1,899 sq ft main home and a 712 sq ft ADU. Thoughtfully crafted with contemporary architecture and filled with natural light, the open-concept floor plan creates a bright and inviting atmosphere ideal for both everyday

    Tracy Hsu U16818 Financial Services

    10536 S Tantau Ave, Cupertino, CA 95014
  • /22

    $560,000

    Open Sun 1:30PM - 3:30PM $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft

    460 Auburn Way Unit 5, San Jose, CA 95129

    Welcome to a charming 2-bedroom, 1.5-bathroom home located in the vibrant city of San Jose. This 1,099 sq ft residence, offering ample outdoor space. The home boasts an update kitchen featuring a 220 Volt Outlet, electric oven range, dishwasher, refrigerator, garbage disposal, and exhaust fan, making it a functional hub for your culinary adventures. Enjoy meals in the cozy eat-in kitchen area.

    Lisa Leung KW Bay Area Estates

    460 Auburn Way Unit 5, San Jose, CA 95129
  • /4

    $4,288,000

    New Construction
    • 6 Beds
    • 5 Baths
    • 2,607 Sq Ft

    10337 Menhart Ln, Cupertino, CA 95014

    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,

    Cyrus Yazdani Real Brokerage Technologies

    10337 Menhart Ln, Cupertino, CA 95014
  • /51

    $2,599,999

    $390K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,615 Sq Ft

    18940 Loree Ave, Cupertino, CA 95014

    This is a great opportunity to bring your vision and unlock this homes full potential. With solid fundamentals and room for improvement, this property is ideal for buyers or investors seeking value and future upside. Conveniently located near schools, parks, and shopping, it offers both lifestyle appeal and strong investment potential.

    Raja Dar Real Estate eBroker Inc

    18940 Loree Ave, Cupertino, CA 95014
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