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View All Latest Cupertino 2500+ Sq. Ft. Properties for Sale

$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

$3,194,888
4 Beds ⋅ 4 Baths ⋅ ML82048415 MLS ⋅ Alan Row BLDG.
Built in 2023 & thoughtfully enhanced by its current owners this award-winning contemporary green residence offers sophisticated modern design exceptional craftsmanship and truly turnkey living in the heart of Cupertino Featuring an open light-filled floor plan soaring ceilings luxury porcelain flooring designer finishes a dramatic LED floating fireplace.Chef-inspired kitchen with an expansive quartz island premium stainless-steel appliances Bosch dishwasher built-in oven and range custom cabinetry & generous space for everyday living and entertaining The spacious primary suite includes a walk-in closet & owner enhancements include custom automated window treatments added linen storage Additional features include a wet bar interior laundry room Nest multi-zone HVAC Owned solar Level 2 EV charging add modern efficiency and convenience The oversized two-car garage features a distinctive contemporary translucent garage door low-maintenance outdoor spaces complement the home's easy lock-and-leave lifestyle Ideally located near shopping dining parks and major Silicon Valley employers A distinctive opportunity to own a newer move-in-ready contemporary home combining modern architecture thoughtful design and low-maintenance living in one of Cupertino's most desirable school districts.

22540 Stevens Creek BLVD, Cupertino

Listed by Douglas Marshall, 408-857-9911 from Christie's International Real Estate Sereno
(If provided) CoList: from

$3,587,500
5 Beds ⋅ 3 Baths ⋅ ML82044209 MLS
Set on a rare .34 AC lot in one of North Cupertinos most coveted neighborhoods, this expansive 5 bed, 3.5 bath residence offers 2,753 sf of beautifully refreshed for today's modern lifestyle. Thoughtfully updated, the home showcases a stunning kitchen with new countertops, new sink, new backsplash, and upgraded light fixtures perfectly blending style and functionality. The main living spaces shines with new recessed lighting in the living and dining rooms, complemented by new entry flooring, updated hardware, new exhaust hood, and a striking new front door that enhances the homes curb appeal. Surrounded by pride of ownership and mature tree lined streets, this home delivers the ideal balance of space, comfort, and long-term potential perfect for growing families, multi-generational living, or work-from-home flexibility. The oversized backyard offers endless possibilities for entertaining, expansion, or creating a private resort-style retreat. Located within the highly acclaimed Cupertino school district just minutes from parks, premier shopping, dining, and major commute routes. Enjoy close proximity to tech campuses including Apple, Google, and NVIDIA, while coming home to the quiet charm and prestige that make Cupertino one of Silicon Valleys most desirable communities.

1071 Colony Hills LN, Cupertino

Listed by Lex Orosco, 408-921-5788 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Zach Cantu from RBT

$5,200,000
5 Beds ⋅ 5 Baths ⋅ ML82043861 MLS
Nestled in the prestigious Cupertino Foothills, an exceptional 5-bedrooms ( 2 en-suites ), office area, 4,443 sq ft of sophisticated living space and spectacular views! Elegant front entry with soaring ceilings and a wall of windows fills the living and dining area with natural light and scenic views, accented by high-end Mendota fireplace and access to the deck for a serene setting. The chef's kitchen impresses with a gas cooktop, pantry, breakfast bar and casual dining area. Bright family room with thoughtfully integrated cabinetry, designer windows and sliding glass door create a seamless space for everyday living. Unwind in the spacious primary suite features double vanity, glass-enclosed shower, and decorative skylight. Additional en-suite ideal for guests or multi-generational living. Secondary bedrooms with built-ins and ample closet space. Upstairs bonus room with plentiful storage areas perfect for a hobby or playroom. Retreat to the tranquil outdoor oasis surrounded by majestic oak trees and lush greenery, while enjoying sweeping hillside vistas. Amenities include: two Tesla Power walls, Level 2 ev charger, solar panels, laundry room, hardwood flooring, whole house attic fan. Top-rated Cupertino Schools: Monta Vista High, Kennedy Middle, and Stevens Creek Elementary.

10376 Avenida LN, Cupertino

Listed by Mary Tan, 408-318-0976 from Compass
(If provided) CoList: George Tan from Compass

Sold listing courtesy of Michael Huang from COMPS

$3,195,000
4 Beds ⋅ 3 Baths ⋅ ML82042767 MLS
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 for entertaining. The master suite with a private balcony overlooking breathtaking views, along with additional LARGE bedrooms providing ample space for family/guests. The home offers comfort in a picturesque setting. Serene spacious newly built redwood decking and landscaping offer the perfect spot for outdoor dining & relaxation, enhancing the sense of tranquility. Kitchen & family room are combined, with additional dining options including a breakfast bar, an eat-in kitchen, and a dining area in the family room, providing versatile meal settings. Wine cellar room off garage! Amazing location: Close to hiking Rancho San Antonio, shopping, Whole Foods, Trader Joes, coffee shops, HWY 280 & 85, Steens Creek Reservoir, Pichette & Ridge Winery, McClellan Ranch Park, Apple, Deep Cliff & Black Berry Golf, etc. Award winning Cupertino schools: Monta Vista Hi, Kennedy Mid. Stevens Creek Ele.

22670 San Juan RD, Cupertino

Listed by Caroline Anderson, 408-507-5008 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Aleksandr Tsapko from NTERO

$3,888,000
4 Beds ⋅ 4 Baths ⋅ ML82041085 MLS
Welcome to this stunning single-family home nestled in a highly sought-after neighborhood of Cupertino. This 4-bed, 3.5-bath home has an expansive floor plan and an abundance of natural light. With its open-concept kitchen/dining/family space, this 19-year-old home is perfect for hosting large groups. Show off your culinary expertise in the stunning chef's kitchen complete with granite countertops, a 5-burner gas cooktop and a luxurious center island with its own sink. Enjoy the company of others in the same space, as the kitchen connects to a family room with endless possibilities for function and a large dining area equipped with a welcoming gas fireplace and a sliding door leading to the backyard. This house features a separate living room, a formal dining room and two ensuites. The spacious primary bedroom has two walk-in closets with generous amounts of storage space, and a bathroom that features double-sinks, a jacuzzi tub and shower. There is a 400 sq ft atrium w/brand new deck idea for gatherings with family and friends. it has high ceilings, hardwood floors, dual pane windows, dual A/C and heating systems and CAT-5 networking. You'll enjoy convenient and easy access to HWY 280/85, and close proximity to schools, parks, grocery stores, and major high-tech companies.

1352 S Stelling RD, Cupertino

Listed by Peter Pan, 408-250-7078 from Coldwell Banker Realty
(If provided) CoList: Quinn Huang from Coldwell Banker Realty

Sold listing courtesy of Bharath Kumar Talluri from NTERO

$5,400,000
6 Beds ⋅ 4 Baths ⋅ ML82036927 MLS
Remarkably stunning 6-bedroom ( 2 en-suites both with bay windows, 1 ensuite and 1 bedroom on the main floor ), 3.5-bathroom boasting 3,668 sq ft of living space on 9,375 sq ft corner lot, offers academically distinguished Cupertino schools. Breathtaking grand foyer with dramatic high ceilings, marble tiled floors, living room with attractive fireplace and exquisite crystal chandeliers adorn the entryway and formal dining room, creating an elegant and light-filled area for social gatherings. Inviting floor plan perfect for guest room, home office or multigenerational living. Gourmet kitchen completed with stainless steel appliances, gas range, built-in oven, microwave, walk-in pantry and an abundance of cabinetry. Spacious family room with wet bar, fireplace, windows with shutters, and convenient access to the tranquil backyard with patio, shed, landscaped yard, mature greenery, for everyday modern living and relaxing. Luxurious primary suite is a peaceful retreat with bay windows, soaking tub, marble tiled shower enclosure, and double vanities. Amenities include : 2 skylights, laundry room, recessed lights, hardwood floors, dual zone heat and AC, EV charger, 3 car garage. Minutes from parks, groceries, shops and community center. Convenient to major high tech hubs and commutes.

21031 Hazelbrook DR, Cupertino

Listed by Mary Tan, 408-318-0976 from Compass
(If provided) CoList: George Tan from Compass

Sold listing courtesy of Rajvi Rivero from COMPS

$4,088,888
5 Beds ⋅ 3 Baths ⋅ ML82036227 MLS
AMAZING! Set on a spacious lot in one of Cupertino's most prestigious neighborhoods & served by award-winning schools Lincoln, Kennedy, & Monta Vista, this beautifully updated 5-bedroom, 3-bath residence sits on a prime cul-de-sac. Directly across from a scenic trail w/ no home facing the front, the property offers privacy & a peaceful natural setting w/ exceptional separation from neighboring homes. A front courtyard creates seamless indoor-outdoor space for entertaining or relaxation. Inside, soaring ceilings, skylights & natural light enhance the open floor plan, complemented by fresh interior paint & updated flooring throughout. A ground-floor bedroom & full bath provide flexibility for guests, multigenerational living, or office use. The kitchen w/ granite countertops opens to the family room w/ clear sight lines across the main living areas, ideal for everyday living & gatherings. Upstairs, a landing overlooks the formal living & dining rooms. Four additional bedrooms feature recessed lighting & comfortable proportions. The primary suite offers vaulted ceilings, dual closets walk-in closets, & an updated en-suite bath w/ modern finishes. Landscaped yard spaces & an updated garage complete this well-maintained home in one of the most sought-after neighborhoods. MUST SEE!

7760 Orogrande PL, Cupertino

Listed by Chandani Group, 650-492-0599 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty

Sold listing courtesy of Cynthia Chang from CBR

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2500+ Sq. Ft. Cupertino Real Estate