View All Latest Cupertino 5000+ Sq. Ft. Properties for Sale

5 Beds ⋅ 4 Baths ⋅ ML82026870 MLS

Experience breathtaking views and refined estate living atop the Cupertino hills at 22334 Regnart Road, a stunning 6,592 sq ft estate on 2.7 private acres offering scale, privacy, and commanding vistas. This 5 bed, 3.5 bath home features fresh interior and exterior paint, updated lighting and hardware, refinished hardwood floors, and a bright, open layout ideal for everyday living and entertaining. Grand formal living and dining rooms capture sweeping hillside views, while the vaulted family room with fireplace flows seamlessly into the chefs kitchen with Wolf cooktop, center island, and dining area, all framed by picture windows. An upstairs office provides a quiet work-from-home, and a spacious downstairs flex room offers versatile space ideal for a gym/media room. The primary suite is a true retreat with panoramic views, a private deck overlooking hills, and a spa-inspired bath with soaking tub, stall shower, and dual vanities. A three-car garage and sprawling grounds provide both functionality and presence. Just a 6-minute drive to top-rated Monta Vista High and close to Kennedy Middle, Stevens Creek Elem, Apple Park, NVIDIA, and Google, this exceptional hilltop estate offers luxury and convenience in one of Cupertinos most desirable settings.

22334 Regnart RD, Cupertino

Listed by Andy Meunier, 408-306-4841 from Coldwell Banker Realty
(If provided) CoList: Ben Meunier from Coldwell Banker Realty

Sold listing courtesy of Eppie Lum from CBR

$5,400,000

4 Beds ⋅ 4 Baths ⋅ ML82030258 MLS

Perched on a hill, this 5,960 sq ft home combines elegance, comfort, and breathtaking views. With spacious bedrooms, 3.5 beautifully appointed bathrooms, and an array of inviting spaces, its designed for elevated living. An additional 610 feet was added as a personal retreat off the primary bedroom. (No permits issued, but done by a professional contractor and up to code). The grand living room boasts soaring ceilings and one of three fireplaces, offering a warm and welcoming ambiance. A separate family room provides a cozy retreat, while the formal dining room sets the stage for memorable gatherings. A dedicated entertainment room is perfect for movie nights or hosting friends and family. Bonus: all the furniture stays, making moving in effortless. Step outside to your private backyard oasis, complete with a sparkling pool, cascading waterfalls, and panoramic views - ideal for relaxing evenings or lively summer get-togethers. A 4 car garage ensures plenty of space for vehicles and storage, and the home is situated in sought after Cupertino school district. This is more than a home, its a lifestyle. Don't miss your chance to own this hilltop retreat!!

21697 Rainbow DR, Cupertino

Listed by Kathy McKenzie, 408-691-2995 from Compass
(If provided) CoList: Mary Tan from Compass

Sold listing courtesy of Dhara Mehta from RDFIN

$5,500,000

5 Beds ⋅ 6 Baths ⋅ ML82015464 MLS

Situated in one of Silicon Valley's most prestigious neighborhoods, stunning 5 bedrooms + study + den, 5.5 bathrooms estate offers 5,220 sq ft of living area on 9,110 sq ft lot. 2 en-suite bedrooms on the main floor, ideal for guest room, home office or in-laws quarters. This home is within close proximity to academically distinguished Cupertino schools: Monta Vista High, Kennedy Middle and Lincoln Elementary. Impressive double front door leads to an inviting, spacious floor plan. The formal living room features a high ceiling with crown moldings, recessed lights, fireplace with decorative mantle, bay window showcases exterior views. The elegant dining room is adorned with 2 columns, designer's light fixture, perfect for social gathering and guest entertaining. The gourmet, chef kitchen is complete with gas stoves, center island with sink, breakfast bar, walk-in pantry, abundance of cabinetry. The luxurious primary suite features dual vanities, soaking tub, shower, walk-in closet and a private patio. The expansive lower level offers a home theatre, study ( plumbed as a laundry room ), a bathroom, and provides ample space for gathering, relaxation and play. The magnificent, serene backyard and side yard boasts a lawn area, fruit trees and patio, great for outdoor enjoyment!

21828 Alcazar AVE, Cupertino

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

Sold listing courtesy of Min Kang from NTERO

$4,000,000

ML82005642 MLS

The Property is ideally located and situated within walking distance of Target, Whole Foods, Marina Food, various retail centers, Cupertino Memorial Park & Sports Center, De Anza College and numerous Apple owned & occupied commercial buildings. Additionally, the Property is 75% occupied and will be delivered with 2 vacant units allowing the buyer the opportunity to immediately renovate 25% of the units and capture additional rental upside from high quality tenants seeking close proximity to work and nearby amenities in Cupertino.

10192 Park CIR, Cupertino

Listed by Jefrey Henderson, 408-893-8063 from Jefrey Henderson, Broker
(If provided) CoList: from

Sold listing courtesy of Jefrey Henderson from BRESJ

$6,550,000

5 Beds ⋅ 6 Baths ⋅ ML81995863 MLS ⋅ Seven Springs BLDG.

Welcome to this stunning Mediterranean estate, nestled in the heart of Cupertino. Here, elegance, style, and functionality come together effortlessly. This ultra-luxurious and private oasis offers a serene retreat-like ambiance while staying connected to the vibrant rhythm of Silicon Valley. Lavishly appointed high-end amenities grace every corner of the home. Each space has been crafted to provide the perfect ambiance for both everyday living and entertainment. Experience the perfect fusion of sophistication and modern living in a home crafted to satisfy the most discerning tastes, promising a lifestyle of unmatched comfort and convenience. Immerse yourself in the tranquility and beauty of this magnificent residence. Expansive picture windows and terraces envelop the property, offering stunning 360-degree views of Silicon Valley and the East Bay Hills, creating a mesmerizing sight both day and night. This enchanting estate is an entertainer's paradise, featuring spacious areas perfect for hosting large gatherings, beautifully enhanced by a fountain, manicured landscaping, and lush foliage.With its proximity to shops, restaurants, major tech hubs, and easy access to major freeways, this home offers the ideal blend of tranquility and connectivity.

11703 Dorothy Anne WAY, Cupertino

Listed by Arti Miglani, 650-804-6942 from Compass
(If provided) CoList: from

Sold listing courtesy of Bharath "Kumar" Talluri from NTERO

$5,651,000

6 Beds ⋅ 7 Baths ⋅ ML81985384 MLS

Experience the elegance of this brand-new, Mediterranean inspired custom-built home, meticulously crafted with upscale design and distinctive architectural details. This classic home nestled on a quiet, private courtyard features a grand round tower entryway made with travertine stone and terra cotta roof. Upon entering, the circular staircase invites you to the vast open layout, with 6 spacious bedrooms, 5 full baths, and 2 half baths. The stunning kitchen features a Wolf dual-fuel range with infrared griddle, and an oversized island ideal for daily living and entertaining. The family room, media/entertainment room, and game room, provide endless options for relaxation and gathering. The primary suite is a true retreat, offering a spa-inspired ensuite, a jetted tub, heated floors, and a spacious double shower setup complete with a steam shower for ultimate relaxation. A potential in-law suite with plumbing hookups for a kitchen and a separate entry offers added privacy for guests or extended family members. This home also includes a 3-car garage with an elevator for easy access throughout. Located within the highly acclaimed Cupertino School District, this property offers access to some of the area's top rated schools, combining educational excellence with a prime location.

10885 Miramonte RD, Cupertino

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mark Wang from CBR

$4,300,000

ML81984624 MLS

10193 Park CIR, Cupertino

Listed by Jefrey Henderson, 408-893-8063 from Jefrey Henderson, Broker
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$3,825,000

ML81984617 MLS

10160 Park CIR, Cupertino

Listed by Jefrey Henderson, 408-893-8063 from Jefrey Henderson, Broker
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$3,625,000

ML81959030 MLS

Discover an exceptional investment opportunity in the heart of Silicon Valley with this stunning 6-unit apartment building. Situated in the prestigious city of Cupertino, renowned for its top-rated schools, thriving tech industry, and vibrant community, this property offers the perfect blend of convenience and luxury. Spanning an impressive 6,616 square feet of living space and nestled on a spacious 13,068 square foot lot, this well-maintained apartment building presents an attractive prospect for investors seeking steady rental income in one of the most sought-after rental markets in the country. The building consists of four 2-bedroom/2-bathroom units and two 1-bedroom/1-bathroom units, catering to a diverse range of tenants. If you're an investor looking to capitalize on the robust rental market and seeking a prime location in Cupertino, this 6-unit apartment building offers an exceptional opportunity not to be missed. Schedule your tour today and seize the chance to own a piece of Silicon Valley real estate in one of its most coveted communities!

10301 Alpine DR, Cupertino

Listed by Dominic Gluhaich, 408-710-4538 from Compass
(If provided) CoList: from

Sold listing courtesy of Ray Rodriguez from PACU

$5,550,000

5 Beds ⋅ 6 Baths ⋅ ML81946602 MLS

Exceptionally stunning 5 bedrooms (all with en suite bathrooms), home office, 5.5 bathrooms, 3 car garage situated on a sprawling 15,198 sq ft lot in a highly sought-after neighborhood. Close proximity to the academically distinguished Cupertino schools : Monta Vista High, Kennedy Middle and Lincoln Elementary. This high-end residence offers an ideal floor plan perfect for modern daily and multi-generational living. Impressive double front doors open to the grand entry hall with chandelier and marble floor. Spacious living room features soaring high ceilings, fireplace with beautifully crafted mantle and picture windows with plantation shutters. Dining room located adjacent to the kitchen is ideal for social gatherings and entertaining guests. Gourmet kitchen complete with granite counters, walk-in pantry, dining area, center island with sink and breakfast bar. Luxurious primary suite has tub and shower, 2 closets; 1 is a large walk-in and a bonus area. New exterior and interior paint.

21451 Vai AVE, Cupertino

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

Sold listing courtesy of George Tan from APR

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The 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 Real Estate Company 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.

5000+ Sq. Ft. Cupertino Real Estate