Refine Search
Map
Sort by
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 3 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

21697 Rainbow DR, Cupertino
$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
21971 Columbus AVE, Cupertino
$4,000,000
5 Beds ⋅ 4 Baths ⋅ ML82007437 MLS
5 Bdrm or 4 Bdrm + Den.. Quiet Monta Vista location walk to Linda Vista Park, including all three distinguished schools Lincoln Elem, Kennedy Middle and Monta Vista HS. Must see this gorgeous expansive home which boasts a thoughtfully designed floor plan perfect for living in style, extended family, entertaining and working from home. The main floor features an expanded grand suite with permits, vaulted ceiling is the ultimate oasis, boasting a magnificent bathroom featuring two personalized vanities with an oversized walk-in dual head shower and a generous walk-in closet. Amazing gourmet kitchen with built-ins, high end appliances and cabinetry with breakfast nook flows seamlessly along side an inside laundry room. Formal entry with french doors leads you into living room with wood beam vaulted ceiling at its finest with cozy fireplace including magnificent formal dining room. Upstairs includes another master bedroom with walk-in closet and beautifully tiled bathroom. French doors lead to exterior and adjacent covered patio sitting area, Perfect for private rear yard bbq and relaxation including a flowing fountain. Finished two car attached garage with additional covered parking area and much more!!!

21971 Columbus AVE, Cupertino

Listed by Douglas Williams, 408-605-3893 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Lina Pan from SHRD
22524 Stevens Creek BLVD, Cupertino
$2,200,000
4 Beds ⋅ 4 Baths ⋅ ML81991169 MLS ⋅ Alan Row BLDG.
Nestled in prestigious Cupertino, this exclusive 2024 development by renowned builder Alan Enterprise LLC blends luxury and tranquility against the scenic Monta Vista foothills. This enclave of nine homes marries refined architecture with modern elegance, perfect for those who value sophistication in a serene yet central location.Each residence exudes urban chic, offering open floor plans, soaring ceilings, porcelain flooring, and large windows that bathe the space in natural light. The entertainers kitchen features a central quartz-top island, custom-made cabinetry, high-end stainless-steel appliances, built-in pantry, water filter sink, and Bespoke smart dishwasher, complemented by dining and living areas enhanced with custom built-ins and Simplifier Allusion LED fireplace. Designed for both luxury and functionality, each home includes a ground-level bedroom suite with a wet bar, ideal for guests or multi-generational families. The primary suite is a private retreat with a spa-like bath and terrace offering sweeping mountain views. Energy-efficient with owned solar, multi-zone climate control, and two-car garages with EV charger outlet, this enclave offers a rare blend of exclusivity, convenience. Top-rated Cupertino schools. *Photos represent the 2,569sf, same style/materials.

22524 Stevens Creek BLVD, Cupertino

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: from

Sold listing courtesy of Daphne Chou from COMPS
10149 S Foothill BLVD, Cupertino
$3,265,000
4 Beds ⋅ 4 Baths ⋅ ML81988816 MLS ⋅ Alan Row BLDG.
Nestled in prestigious Cupertino, this exclusive 2024 development by renowned builder Alan Enterprise LLC blends luxury and tranquility against the scenic Monta Vista foothills. This enclave of nine homes marries refined architecture with modern elegance, perfect for those who value sophistication in a serene yet central location. Each residence exudes urban chic, offering open floor plans, soaring ceilings, porcelain flooring, and large windows that bathe the space in natural light. The entertainers kitchen features a central quartz-top island, custom-made cabinetry, high-end stainless-steel appliances, built-in pantry, water filter sink, and Bespoke smart dishwasher, complemented by dining and living areas enhanced with custom built-ins and Simplifier Allusion LED fireplace. Designed for both luxury and functionality, each home includes a ground-level bedroom suite with a wet bar, ideal for guests or multi-generational families. The primary suite is a private retreat with a spa-like bath and terrace offering sweeping mountain views. Energy-efficient with owned solar, multi-zone climate control, and two-car garages with EV charger outlet, this enclave offers a rare blend of exclusivity, convenience, and top-rated Cupertino schools - minutes from tech hubs and commuter routes.

10149 S Foothill BLVD, Cupertino

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: Nevis and Ardizzone from Compass

Sold listing courtesy of Shawn Ansari from COMPS
22540 Stevens Creek BLVD, Cupertino
$3,265,000
4 Beds ⋅ 4 Baths ⋅ ML81985533 MLS ⋅ Alan Row BLDG.
Nestled in prestigious Cupertino, this exclusive 2024 development by renowned builder Alan Enterprise LLC blends luxury and tranquility against the scenic Monta Vista foothills. This enclave of nine homes marries refined architecture with modern elegance, perfect for those who value sophistication in a serene yet central location. Each residence exudes urban chic, offering open floor plans, soaring ceilings, porcelain flooring, and large windows that bathe the space in natural light. The entertainers kitchen features a central quartz-top island, custom-made cabinetry, high-end stainless-steel appliances, built-in pantry, water filter sink, and Bespoke smart dishwasher, complemented by dining and living areas enhanced with custom built-ins and Simplifier Allusion LED fireplace. Designed for both luxury and functionality, each home includes a ground-level bedroom suite with a wet bar, ideal for guests or multi-generational families. The primary suite is a private retreat with a spa-like bath and terrace offering sweeping mountain views. Energy-efficient with owned solar, multi-zone climate control, and two-car garages with EV charger outlet, this enclave offers a rare blend of exclusivity, convenience, and top-rated Cupertino schools - minutes from tech hubs and commuter routes.

22540 Stevens Creek BLVD, Cupertino

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: Nevis and Ardizzone from Compass

Sold listing courtesy of Douglas Marshall from SGP
10631 Tuggle PL, Cupertino
$4,250,000
4 Beds ⋅ 3 Baths ⋅ ML81982346 MLS
Nestled in a peaceful cul-de-sac in the heart of Cupertino, this stunning custom home offers a perfect blend of elegance and comfort. With mature, hummingbird-friendly landscaping providing privacy, this home sits on an expansive lot ideal for an ADU or hot tub. Step inside to a welcoming French limestone entry, complemented by newly refinished white oak hardwood floors. The home boasts four spacious bedrooms, including a master suite featuring a bay window, a luxurious Jacuzzi tub, and marble finishes in the bathroom. An additional den offers flexible space for a home office, playroom, or library. The chef's kitchen is the centerpiece of the home, complete with light cherrywood cabinets, granite countertops, and an oversized island perfect for cooking and entertaining. A sunny breakfast room easily seats eight, making family meals a joy. The home is located within walking distance of top-rated Cupertino Union and Fremont Union schools. Outdoor enthusiasts will love the proximity to Saratoga Creek Trail, while the neighborhood pool at Rancho Riconada is a bonus for hot summer days. With easy access to highways 280 and 85, commuting is a breeze. This is a rare opportunity to own a beautifully maintained home on an extra-large lot in a prime Cupertino location with room for an ADU.

10631 Tuggle PL, Cupertino

Listed by Michelle Eldridge, 408-425-8185 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Michelle Eldridge from RBT
10191 Santa Clara AVE, Cupertino
$3,624,800
4 Beds ⋅ 4 Baths ⋅ ML81959611 MLS
Brand New Custom Home with Top Cupertino Schools * Never-Occupied * Final Certificate of Occupancy in 2023 * This Exquisite and Elegant New Home Has so Much to Offer * Bright and Open Floor Plan with Plenty of Natural Lights * Gourmet Kitchen that will impress a world-class chef * Kitchen Island with breakfast bar * 6-Burner Gas Stove / oven * Large Fridge * Commercial-style Exhaust Hood * Wired for the Internet * Huge Primary Bedroom Walk-in Closet Organizer, Over-size Master Bathroom with "His and Her Showers", Tub and Double Sink, Centrally Located Near De Anza College, Post Office, Restaurants, etc. Minutes to Freeways 280 / 85 * Easy Commute to Apple, Google and Major Employers * Enticingly Elegant Home That Will Bring Happiness, Joy and Success to The Whole Family.

10191 Santa Clara AVE, Cupertino

Listed by Wing Liew, 408-629-7000 from Wing Investments
(If provided) CoList: from

Sold listing courtesy of Jing Qin from 991389
22054 Clearwood Court, Cupertino
$2,570,000
3 Beds ⋅ 2 Baths ⋅ BE41041364 MLS
This North facing single family home is located at the most highly sought-after school attendance area of Monta Vista High of Cupertino (buyer to verify enrollment), far away from freeway, on a huge 8050 SF lot, rectangular, and FLAT and all usable! With 3 bedrooms and 2 full bathrooms, this 1661 SF cul dec sac house is comparatively one of the most affordable single-family homes in Cupertino, close to Apple offices and other top companies. Next to Blackberry Farm Golf Course and walking trails. Easy access Highway 85 and 280. Plenty of restaurants and shopping are within easy driving distance, and yet it's close to the mountains, away from the hustle and bustle. The house is newly painted inside and out, with 30 new recessed lights throughout the house. The house is livable and financeable. Granite countertop. There's a very warm sunroom / green house that was built with a permit. Good floor plan. HUGE side yard and backyard. If you want, expand the house to unleash its enormous potential! There's plenty of rooms to grow. It's the one of the few smallest homes in the neighborhood. We priced it low so that more people can participate in the home buying process. Make this your dream home and get into the school and neighborhood you really wanted!

22054 Clearwood Court, Cupertino

Listed by Charles Liu, (510) 938-6668 from Keller Williams - Palo Alto
(If provided) CoList: from

Sold listing courtesy of Angela Chen from IRNT

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 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.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!