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Cupertino, CA Homes for Sale with Pool

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  • /81

    $6,950,000

    • 3 Beds
    • 3 Baths
    • 5,576 Sq Ft

    15060 Montebello Rd, Cupertino, CA 95014

    Exceptional opportunity to acquire a rare Cupertino estate with panoramic views of Silicon Valley. This property includes a luxury residence, a fully operational winery, and 0.5 acres of mature Cabernet Sauvignon estate vines, all set amongst world-class wineries. A custom-built entertainment building is designed for high-capacity use, offering soaring ceilings, expansive windows overlooking a

    Agent Photo

    Donna Tam

    Christie's International Real Estate Sereno

    (408) 692-2307

    15060 Montebello Rd, Cupertino, CA 95014
  • /31

    $999,000

    • 2 Beds
    • 1.5 Baths
    • 1,216 Sq Ft

    10477 Mary Ave, Cupertino, CA 95014

    Stunning townhome located in convenient location with academically distinguished Cupertino school Monta Vista High! Private gated front patio welcomes you to the inviting and thoughtfully designed floor plan, seamlessly connecting the kitchen, dining area and living room for modern everyday living, social gathering and guest entertaining. Cheery kitchen is complete with timeless stainless steel

    Mary Tan Compass

    10477 Mary Ave, Cupertino, CA 95014
  • /28

    $1,180,000 Open Sun 1:30PM - 4:30PM

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

    19811 Portal Plaza, Cupertino, CA 95014

    Welcome to this beautifully updated end-unit townhome in the sought-after Portal Plaza community, just minutes from Apple Park and within Cupertinos 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 features a seamless

    Satya Dasari Keller Williams Thrive

    19811 Portal Plaza, Cupertino, CA 95014
  • /79

    $2,098,000 Open Sun 1:30PM - 4:30PM

    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft

    22920 Stonebridge, Cupertino, CA 95014

    STYLISH & SOPHISTICATED ONE-LEVEL Residence with 2202sf of living space. Nestled in Cupertinos exclusive gated Stonebridge community. TOP Schools: Monta Vista High (10), John F. Kennedy MS (8), & Stevens Creek ES (9). Designed for comfort & style, the bright open layout creates seamless spaces for daily living & entertaining. Remodeled gourmet kitchen features white shaker cabinetry, quartz

    Mary Clark Intero Real Estate Services

    22920 Stonebridge, Cupertino, CA 95014
  • /68

    $995,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    20212 Northcove Square, Cupertino, CA 95014

    Beautifully remodeled townhome with vaulted ceilings and abundant natural light in the heart of Cupertino, offering a bright and modern living experience in a highly sought-after location. The main living area features a dramatic high ceiling with 2 skylights and fireplace, creating a light-filled space that seamlessly connects to a private patio. The updated kitchen showcases brand-new

    Wen Guo RE Group KW Advisors

    20212 Northcove Square, Cupertino, CA 95014
  • /104

    $1,898,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,727 Sq Ft

    22835 Poplar Grove Square, Cupertino, CA 95014

    Modern Elegance Awaits in this Stunningly Renovated 3-Bedroom, 2.5-bath Home in Cupertinos most sought after, gated community - De Anza Oaks. Academic excellence: Stevens Creek Elem, Kennedy Middle & Monta Vista High! Enter into the formal entry & experience the light filled & airy ambiance w/ vaulted ceilings & large windows. Beautiful, cherrywood floors canvas the main living areas. The kitchen

    Mary Clark Intero Real Estate Services

    22835 Poplar Grove Square, Cupertino, CA 95014
  • /37

    $749,000 Open Sun 1PM - 4PM

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    20488 Stevens Creek Blvd Unit 1406, Cupertino, CA 95014

    Stunning luxury Montebello high-rise one-bedroom in premier Cupertino City Centerthe perfect blend of comfort, security and convenience. Unit 1406 offers abundant natural light, a rare close-to-elevator parking space ( #222, Level B ) and in-unit laundry. *This well-appointed and move-in ready home features tall ceilings, oversized windows, central heating & AC and a 2026 refresh, all in a quiet

    Mary Tan Compass

    20488 Stevens Creek Blvd Unit 1406, Cupertino, CA 95014
  • /93

    $1,388,888 Open Sun 3PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,009 Sq Ft

    10170 Firwood Dr, Cupertino, CA 95014

    Limited Time Offer of $15,000 CREDIT towards closing costs with a closing before 6/30/26 || Feels like a Single Family in this Gorgeous Cupertino ONE LEVEL Home with 2BR + Versatile THIRD ROOM Perfect for Home Office. Nestled in a quiet cul-de-sac within Cupertino's most desired gated community, De Anza Oaks. Perimeter lot location delivering rare privacy & one of the community's most spacious

    Mary Clark Intero Real Estate Services

    10170 Firwood Dr, Cupertino, CA 95014
  • /68

    $1,188,000 Open Sun 1:30PM - 4:30PM

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    10893 Northfield Square, Cupertino, CA 95014

    Stunning townhouse in the highly sought-after Northpoint community of Cupertino, offering top-rated schools and an unbeatable location! This light-filled home showcases a functional open floor plan with soaring ceilings, creating an opportunity for a potential loft (buyer to verify). The spacious living area seamlessly connects to a private fenced patio, creating the perfect setting for

    Nancy Liu Coldwell Banker Realty

    10893 Northfield Square, Cupertino, CA 95014
  • /29

    $1,198,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,142 Sq Ft

    20288 Northwest Square, Cupertino, CA 95014

    Welcome to 20288 Northwest Square, a beautifully updated, east-facing corner-unit townhome in Cupertino's highly sought-after Northpoint community. Just minutes from Apple Park, Main Street Cupertino, and major commute routes, this location offers exceptional convenience. Inside, vaulted ceilings and abundant natural light highlight a functional floor plan with a spacious family room, dining

    Andrew Meunier Coldwell Banker Realty

    20288 Northwest Square, Cupertino, CA 95014
  • /40

    $1,198,000 Open Sun 1:30PM - 4:30PM

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    10939 Northshore Square, Cupertino, CA 95014

    Best deal in Cupertino....Away from the busy road and freeway noise, Lovely updated townhouse in a wonderful Cupertino Complex, Open and bright floor plan with plenty of NATURAL LIGHT, Spacious living room with high ceilings and access to private back patio, brand new FLOORING and BASEBOARDS, upgraded LIGHT FIXTURES, Updated KITCHEN with QUARTZ Counters and backsplash, New interior paint, New

    Radha Rustagi Keller Williams Thrive

    10939 Northshore Square, Cupertino, CA 95014
  • /67

    $799,888

    • 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
  • /25

    $899,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,003 Sq Ft

    21063 Red Fir Ct, Cupertino, CA 95014

    Welcome to 21063 Red Fir Ct, a beautifully updated 2-bedroom townhouse in a quiet Cupertino community. Fresh interior paint and rich hardwood floors create a warm, move-in ready space, while the functional layout offers comfortable everyday living. The kitchen features granite countertops, ample cabinetry, and an easy flow to the dining and living areas. Upstairs, the spacious primary bedroom

    Julie Wyss KW Bay Area Estates

    21063 Red Fir Ct, Cupertino, CA 95014
  • /33

    $4,000,000 Open Sun 1:30PM - 4:30PM

    • 4 Beds
    • 3 Baths
    • 2,648 Sq Ft

    10185 Stonydale Dr, Cupertino, CA 95014

    This fabulous mid-century modern home has been recently updated with quality appointments. Stunning gourmet kitchen with center island, stainless steel appliances and quartz countertops. Spacious living room with fireplace and dining area. Huge family room with vaulted ceiling and stone fireplace. This single story showstopper blends architectural drama with everyday comfort, offering 4 spacious

    Maria Segal Compass

    10185 Stonydale Dr, Cupertino, CA 95014
  • /33

    $2,198,000

    • 2 Beds
    • 2 Baths
    • 1,983 Sq Ft

    22415 Rancho Deep Cliff Dr, Cupertino, CA 95014

    Located in the exclusive gated community of Rancho Deep Cliff, this exceptional residence is one of just a few detached homes set among 18 scenic acres in the rolling hills of Cupertino. Offering privacy and tranquility, the home features both a spacious, lush backyard and an expansive patio ideal for entertaining, complete with picturesque hill views. The floor plan includes two generously sized

    Bogard-Tanigami Team The Agency

    22415 Rancho Deep Cliff Dr, Cupertino, CA 95014
  • /38

    $960,000

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    22330 Homestead Rd Unit 226, Cupertino, CA 95014

    Bright, move-in-ready condo ideally located on the CupertinoLos Altos border, with peaceful treetop and foothill views. This well-designed home features spacious, light-filled living areas, including a welcoming living room with built-in cabinetry, wet bar, and sliding doors that open to a private patioperfect for seamless indoor-outdoor living and entertaining. The kitchen offers a cozy dining

    Debra Schwartz Realty One Group Infinity

    22330 Homestead Rd Unit 226, Cupertino, CA 95014
  • /63

    $3,398,000 Open Sun 1:30PM - 4:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    22670 San Juan Rd, Cupertino, CA 95014

    BREATHTAKING VALLEY VIEWS & CITY LIGHTS WHILE CLOSE TO CONVIENCES! This bright open, spacious 3,000 sq ft home is perfect for family living with expansive rooms, high ceilings and oversized windows to capture natural light and enjoy the AMAZING valley & garden views from almost every window! The open floor plan seamlessly connects the large kitchen, dining & living areas, creating a perfect space

    Caroline Anderson Intero Real Estate Services

    22670 San Juan Rd, Cupertino, CA 95014
  • /28

    $2,298,000

    • 2 Beds
    • 2 Baths
    • 2,119 Sq Ft

    11052 Canyon Vista Dr, Cupertino, CA 95014

    This fabulous single-level home is set in the tranquil gated community of Rancho Deep Cliff with 61 homes on 17 acres. Located in one of the premier locations, the Cupertino foothills span the rear of the home offering a private and serene setting. This 2 bed/2 bath home has been elegantly remodeled w/comfort and function in mind w/bamboo floors in the main living areas and plantation shutters

    Bogard-Tanigami Team The Agency

    11052 Canyon Vista Dr, Cupertino, CA 95014
  • /24

    $1,098,888

    • 2 Beds
    • 2 Baths
    • 1,187 Sq Ft

    20488 Stevens Creek Blvd Unit 1607, Cupertino, CA 95014

    $100,000 price reduction! Great Opportunity! Dont miss! Welcome to Cupertino's luxurious Montebello Condominium Community! HOAs included internet, water, garbage, pool and gym access and secure underground parking for two cars! The complex feels like resort living with its great amenities; a clubhouse, gym, pool and sauna, all with secure gated underground parking! The unit itself is bright,

    Siobhan O'Sullivan Compass

    20488 Stevens Creek Blvd Unit 1607, Cupertino, CA 95014
  • /35

    $998,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,377 Sq Ft

    22330 Homestead Rd Unit 214, Cupertino, CA 95014

    Welcome to this newly updated, luxurious two-story penthouse-style condo in an unbeatable location on the Los Altos border. With Top-Rated schools within walking distance and Homestead Crossing shopping center just steps away, you may rarely need to drive for coffee or daily essentials. This sun-filled home features hardwood floors, high ceilings with recessed lighting, skylights, heat/AC with

    Renna Shee Keller Williams Thrive

    22330 Homestead Rd Unit 214, Cupertino, CA 95014
  • /36

    $777,777

    • 1 Bed
    • 1 Bath
    • 871 Sq Ft

    20666 Celeste Cir Unit 59, Cupertino, CA 95014

    STOP RENTING WHEN YOU CAN OWN IN CUPERTINO FOR LESS THAN YOU THINK! This is your chance to break into one of Silicon Valley's most desirable markets. Directly across from Apple's iconic Infinite Loop at a price point that rarely exists. And here's the kicker: the seller is offering a 3-2-1 interest rate buy-down, dramatically lowering your payments for the first 3 years. Step inside this

    Rob Ellis RE/MAX Realty Partners

    20666 Celeste Cir Unit 59, Cupertino, CA 95014
  • /25

    $998,888 Open Sun 1:30PM - 4:30PM

    • 2 Beds
    • 1.5 Baths
    • 1,003 Sq Ft

    21072 Red Fir Ct, Cupertino, CA 95014

    New Price Improvement! MOVE IN READY Cupertino home. Tucked away in the highly desirable Monta Vista neighborhood, this home offers an exceptional blend of refined living, family comfort, and premier Cupertino schools. This beautifully situated residence provides a peaceful setting while remaining moments from everything Silicon Valley has to offer. The home features light-filled interiors and a

    Hans Masli Maxreal

    21072 Red Fir Ct, Cupertino, CA 95014

Home Trends in Cupertino, CA

Housing Trends

Median Sale Price
$3,130,000
Median Single Family Sale Price
$3,400,000
Median Townhouse Sale Price
$3,100,000
Median 2 Bedroom Sale Price
$1,025,000
Median 1 Bedroom Sale Price
$799,888
Average Price Per Sq Ft
$1,500
Number of Homes for Sale
65
Last 12 months Home Sales
271
Months of Supply
2.90
Median List Price
$2,966,500
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
14%
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