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$5,850,000
4 Beds ML82055779 MLS
Vintner Estate w/ state of the art tasting room / entertainment center, wine making & barrel room + residence or corporate retreat. Sweeping views of Silicon Valley. Residence features high ceilings, hardwood floors, sizable living & dining & chef's kitchen w/ premium appliances, quartz countertops & ample cabinetry. Designed for grand-scale entertaining, & separate from main residence is a beautifully custom-built, timber frame event venue w/ soaring open beam ceilings over spacious great room, walls of glass overlooking San Francisco Bay Area! Multi-purpose venue features dual indoor/outdoor fireplace, wet bar, private office, integrated audio, full bath & stunning observatory! Winery features 4 fermentation tanks, dedicated bottling room, wine cellar, & storage. Continue vineyard operations or adapt for uses such as car collections, artist studio or world class home-gym, endless possibilities. Solar w/ 24 kilowatts, 2 - 2-car garages, EV charging & ample on-site parking. Grounds include expansive outdoor entertainment, pool & hot tub. Observatory w/Planewave CDK 12.5" telescope, Paramount ME mount, & support pier for deep space astrophotography of distant galaxies and nebula. Vineyard is 550 plants on 1/2 acre w/ 435 Cabernet Sauvignon, 75 Cab Franc & 40 Merlot.

15060 Montebello RD, Cupertino

$3,200,000
4 Beds 3 Baths ML82055358 MLS
Discover the limitless potential of this spacious 2,480 sq. ft. home situated on an expansive 10,000 sq. ft. lot in one of Cupertino's most desirable neighborhoods, served by highly acclaimed Cupertino schools. This exceptional property presents a rare opportunity to renovate, expand, or create your dream home.The backyard offers endless possibilities for outdoor entertaining, creating your own park-like retreat, adding a swimming pool, or a potential ADU. This sought-after neighborhood is surrounded by nature, including nearby Stevens Creek County Park, and Rancho San Antonio Preserve. Conveniently located just minuets from many of Silicon Valley's leading tech campuses, premier shopping, dining, and everyday essentials including Trader Joe's, Whole Foods, Target, Starbucks, and more. Whether you're an investor looking to renovate, expand, or maximize the property's value, or a buyer ready to bring your own vision to life, personalize every detail, incorporating today's most advanced technology, uniquely your own, designed around the way you want to live, while building lasting equity, this is an exceptional opportunity to unlock the full potential of this outstanding property and create something truly extraordinary-on your terms. Buyer to verify all information.

10541 Madera DR, Cupertino

$2,998,000
4 Beds 3 Baths ML82054927 MLS
Perched in Cupertino's coveted Inspiration Heights, this beautifully updated home offers the perfect blend of luxury, comfort, and breathtaking hillside views. Sunlight pours through soaring ceilings, highlighting newly refinished hardwood floors, stunning contemporary lighting, and an open, inviting floor plan designed for modern living. The spectacular gourmet kitchen flows seamlessly into the spacious great room and covered deck, while the luxurious primary suite features a private balcony and a beautifully remodeled spa-inspired bath. Outside, enjoy a private backyard retreat complete with a basketball court, scenic vista point, and multiple entertaining spaces. Nestled on a quiet cul-de-sac and served by award-winning Cupertino schools, this exceptional home offers the Silicon Valley lifestyle at its finest.

23005 Standing Oak CT, Cupertino

$6,295,000
5 Beds 5 Baths ML82047227 MLS
Tucked away on a quiet cul-de-sac in a prime Cupertino location, this thoughtfully designed new construction transitional residence sits on an expansive lot. The open-concept main level features a spacious great room and a well-appointed kitchen with a large island, walk-in pantry, and butlers pantry connecting to the dining area. Expansive sliding doors create seamless indoor-outdoor flow to the covered outdoor patio, ideal for entertaining and everyday living. The main level also includes a versatile flex room and pocket office, perfect for work-from-home or multi-use living, along with a secondary bedroom featuring a walk-in closet and full bath. Upstairs, the expansive primary suite offers a walk-in closet and a spa-inspired bath, while three additional bedrooms each include walk-in closets and en suite baths. A second-floor laundry room adds everyday convenience. Located within top-ranked Cupertino schools and just moments from Apple Park, Vallco Shopping Center, and local parks. Enjoy quick access to Stevens Creek Blvd, De Anza College, and major commute routes including Highways 85 and 280. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q3 2027. *All imagery is illustrative and subject to change.

19131 Loree AVE, Cupertino

$3,880,000
8 Beds 5 Baths ML82053598 MLS
Stunning property in the most desirable Cupertino location! Main house offers 5B3B with 3,268 sqt, plus a fully detached 3B2B ADU with 864 sqt, for a total of 4,132 sqt living space on an expansive 10,626 sqt lot! Bright, open interior with breathtaking grand high ceilings and multiple living areas including formal living, family room, and dining, with abundant natural light, and elegant architectural details. Functional layout with 3 bedrooms on the first floor, ideal for multi-generational living or flexible use. Huge master bedroom suite on upper level, plus a bonus room perfect for office or gym! Large, private backyard with mature landscaping and gazebo great for entertaining or everyday enjoyment. Detached ADU provides exceptional versatility: perfect for rental income or extended family living, adding significant long-term value! Top Cupertino schools: Monta Vista High, Lawson Middle and Garden Gate Elementary. Easy access to Highways 85 and 280, Apple Park, Google, Meta, Nvidia and so many more! Close proximity to Target, Whole Foods, Memorial Park, YMCA, Main Street Cupertino and all the daily conveniences needed! Generous space, a large lot, a detached ADU, top-rated schools, a prime location, and outstanding long-term potential all in one!

21075 Greenleaf DR, Cupertino

$3,456,000
3 Beds 1 Baths ML82052034 MLS
Rare opportunity in Cupertino's coveted Garden Gate Village neighborhood, where original ranch homes are steadily giving way to architect-designed rebuilds. Set on a generous 10,200 sq ft lot, nearly a quarter acre, this property offers a rare chance to reimagine the space in a school district consistently ranked among the best in California. The home presents its original 1950s footprint, a classic 3-bedroom, 1-bath layout spanning 1,008 sq ft, with a deep setback that hints at the scale of the lot behind it where opportunity awaits. The expansive backyard and front yard provide plenty of room to reimagine the home's presence on the street, matching the upscale new construction increasingly defining this neighborhood. Location is the true highlight: close proximity to Apple Infinite Loop, Cupertino Sports Center, Memorial Park, Homestead Square, Whole Foods, and more just minutes away. Main Street Cupertino and The Marketplace at Stevens Creek offer favorite dining and shopping nearby. Quick access to Highway 280/85, Apple Park and all of Silicon Valley. This home is assigned to top-performing public schools, in one of Cupertino's most sought-after school zones, on a lot generous enough to build the home you've been dreaming of or reimagine this charming preserved original home.

20860 Garden Gate DR, Cupertino

$3,688,000
4 Beds 3 Baths ML82051852 MLS
Steps from Deep Cliff Golf Course and McClellan Ranch Preserve, this custom 4-bedroom, 2.5-bath home offers 3,253 sq.ft. of living space on a generous 14,560 sq. ft. lot. Double doors open to gleaming hardwood floors and an elegantstaircase, revealing a bright, open layout. The formal dining room flows into a light-filled living area with a vaulted wood-clad ceiling, statement fireplace, and windows framing lush, mature landscaping. Nearby, a cozy family room anchored bya brick fireplace connects seamlessly to the well-appointed kitchen, featuring ample counter space, custom cabinetry, anda charming breakfast nook. Outside, the patio is bordered by soaring trees and includes a classic brick BBQ. Upstairs, theprimary suite provides a serene retreat with a spa-inspired ensuite complete with a soaking tub, dual vanities, walk-inshower, and private balcony. Three additional oversized bedrooms, each with custom built-ins, share a stylish hall bath,while a dedicated laundry room and two-car garage add convenience. Located near Blackberry Farm, McClellan Ranch,and Fremont Older Open Space Preserve, this home combines picturesque views, easy outdoor access, and top-ratedCupertino schools for the best of Silicon Valley living.

10675 Clubhouse LN, Cupertino

$5,490,000
4 Beds 5 Baths ML82051689 MLS
Exceptional new construction coming soon in Cupertino, situated on a rare 10,955 SF lot (per land survey) with an estimated completion in Q2 2027. Located in one of Cupertino's most sought-after neighborhoods, this modern two-story home offers approximately 3,721 SF featuring 4 bedrooms, 4.5 bathrooms, a dedicated office, and an attached 2-car garage. The open-concept design showcases modern finishes, abundant natural light, and seamless indoor-outdoor living. Upstairs features three bedrooms, including two en-suites. The primary suite offers skylights, an oversized wet area, and a spacious walk-in closet, creating a true retreat. An optional detached 749sqft 2BD/2BA ADU provides exceptional flexibility for multi-generational living, guest accommodation, or a private office. Conveniently located near Apple, major tech campuses, shopping, dining, parks, and within the Monta Vista High School district (buyer to verify). A rare opportunity to own a brand-new Cupertino estate with outstanding lifestyle and investment potential. Early buyers may have the opportunity to personalize finishes. *Images and renderings are for illustrative purposes only and subject to change.

21911 Dolores AVE, Cupertino

$3,100,000
3 Beds 2 Baths ML82051392 MLS
Rare Opportunity in Cupertino's Coveted Monta Vista Neighborhood! Situated on an expansive 10,000 sq. ft. lot in one of Cupertino's most sought-after neighborhoods, this single-level home offers endless possibilities. Move right in, expand, remodel, or build your dream home on this generous quarter-acre parcel served by top-rated Cupertino schools. Nestled on a quiet, tree-lined street in a charming pocket neighborhood bordering Cupertino, Los Altos, and Sunnyvale, this property features 3 bedrooms, 2 bathrooms, and approximately 1,398 sq. ft. of living space. The prime location offers convenient access to Highways 280 and 85 as well as Foothill Expressway, providing excellent connectivity while helping you avoid major traffic corridors. Enjoy a short commute to many of Silicon Valley's leading tech companies, premier shopping, dining, and everyday conveniences. Just moments from top-rated Cupertino schools, Target, Trader Joe's, Starbucks, Whole Foods, Peet's Coffee, parks, and more. Whether you're looking for a comfortable home today or seeking the perfect site for future expansion or redevelopment, this is an exceptional opportunity in a highly desirable Monta Vista location.

21849 Corte Madera LN, Cupertino

$3,999,000
3 Beds 2 Baths ML82050734 MLS
Rare opportunity to own an exceptional 33,482 SF (0.77-acre) estate sized property in one of Cupertino's most desirable neighborhoods. Offering a unique combination of privacy, flexibility, and future potential, this property is situated within the highly acclaimed Cupertino School District, (Kennedy & Monta Vista.) The oversized lot is by a serene creekside setting along the rear of the property, creating a peaceful & picturesque backdrop. With space for outdoor entertaining, gardening, ADUs, generational living, or a custom family compound, the possibilities are endless. The property benefits from an approved tentative map lot split, with City approval in place for 2 separate APNs, providing future flexibility & long-term value. Planning approval for a 2-story, 4,383 SF residence, allowing a future owner to accelerate the development process . Conveniently located near Stevens Creek Blvd, Foothill Expwy, & 85/280, the property provides excellent access throughout Silicon Valley while maintaining the charm and tranquility of a quiet residential setting. Enjoy close proximity to Apple Park, De Anza College, Rancho San Antonio Open Space Preserve, premier shopping & dining destinations, and many of the region's leading technology employers.

10621 Madera DR, Cupertino

$3,500,000
3 Beds 2 Baths ML82045976 MLS
Large Lot, Space, Location & Opportunity! Nestled in one of Cupertinos most desirable neighborhoods, this charming, well-maintained home sits on a rare, flat 10,000+ sq ft lot, offering excellent potential to customize, expand, or rebuild. The functional and spacious floor plan provides comfortable living today with room for future updates. The hall bath is updated with a marble vanity and walk-in shower. The primary suite features an en-suite bath and walk-in closet. Enjoy a separate living room and a bright family room with skylight. The large kitchen with breakfast peninsula opens to a dining/family room combo. Sliding door leads to a spacious backyard. The backyard is ideal for relaxing and entertaining with mature landscaping, deck with hot tub, artificial turf, fruit trees, raised beds, and an XL storage shed. Detached structure offers flexible space for office or studio and creative usage. Upgraded electrical panels add value and functionality. Newer high-end vinyl floor throughout. Top-rated schools: Monta Vista High, Lawson Middle, Garden Gate Elementary. Easy access to 85/280. Minutes to Apple, Google, Meta, Nvidia, Target, Whole Foods, Memorial Park, dining and shopping. A rare opportunity in a premier Cupertino location.

20805 Greenleaf DR, Cupertino

$4,060,000
4 Beds 3 Baths ML82037588 MLS
Beautifully refreshed Cupertino residence on an expansive entertainers 12,500 lot with a sparkling pool, offering excellent potential for an ADU. Half bath guest bath downstairs is pre-plumbed for a shower addition acording to the seller. Also an easy option for a 5th bedroom for generational living. This home exudes understated elegance, showcasing new flooring, fresh designer paint, updated lighting and bathroom fixtures, new carpet, and thoughtfully renewed landscaping for a polished, move-in ready presentation. Sunlit formal living and dining spaces provide a graceful setting for gatherings, while the inviting family room, enhanced by a handsome wood wet bar, flows effortlessly to the backyard for refined indoor-outdoor living. Lovely French doors open to a covered patio with multiple areas for lounging, dining, and play amid lush greenery, truly a gardeners dream. Set in a wonderful Cupertino neighborhood with highly regarded schools, this home stands as a showpiece of the community you will not want to miss!!

21558 Flintshire ST, Cupertino

$5,650,000
5 Beds 4 Baths ML82045067 MLS
Built by OBrien Homes, the developer of Oak Valley, an architecturally significant community. This beautifully maintained home on just over one-third acre enjoys a premier setting on a cul-de-sac and backs up to Rancho San Antonio Open Space Preserve. Subtle Craftsman influences are reflected in the detailing of the two-story floor plan with a comfortable balance of living spaces that include formal living room and dining room, a spacious kitchen and family room combination, plus a recreation/media room for poolside enjoyment. A main-level bedroom suite is perfect for guests or office use. Upstairs, the primary suite features open space views and a luxurious all-marble bath, plus there are 3 additional bedrooms served by a remodeled bath. The rear grounds, renovated in 2016, present a resort-like setting with pool, spa, covered barbecue center, and beautifully landscaped gardens in a very private environment. Acclaimed Cupertino schools.

10517 Manzanita CT, Cupertino

$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

$3,350,000
4 Beds 2 Baths ML82044138 MLS
Rare Gem on Massive 15,000 SQFT Lot with Top Rated Monta Vista High School! Experience the perfect blend of mid-century modern soul and contemporary luxury in this stunning ranch-style home. Situated on a nearly 15,000 sq. ft. flat, private lot, this property offers "unlimited potential" rarely found in Cupertino. Step inside to signature vaulted ceilings with exposed beams and beautiful engineered hardwood floors. The heart of the home features a fully remodeled kitchen and bathrooms, offering a move-in-ready experience. High-tech and eco-conscious upgrades include paid-off solar panels, a heavy-duty 400 Amp electrical panel, and dedicated wiring for your EV charger. Located in a premier neighborhood with access to award-winning schools: Lincoln Elementary, Kennedy Middle, and Monta Vista High. Minutes from Apple Park, elite shopping, dining, and easy access to Hwys 280 & 85. This isnt just a home; its a lifestyle opportunity on one of the best lots in the valley!

11441 S Stelling RD, Cupertino

$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

$2,600,000
3 Beds 1 Baths ML82040230 MLS
Welcome to 22051 Hibiscus Drive, an exceptional opportunity to own in one of Cupertinos most desirable neighborhoods, ideally located near Mountain View, Sunnyvale, and Los Altos. This charming 3-bedroom home features a well-appointed kitchen with granite countertops and a gas range, opening to a spacious and inviting family room, perfect for everyday living and entertaining. A versatile bonus room just off the kitchen offers added flexibility for a home office, playroom, or additional living space. Hardwood and wood looking vinyl floors run throughout much of the home, adding warmth and character. The detached two-car garage includes additional rear storage for convenience. Situated on a generous 10,000+ square foot lot, the property offers incredible potential for expansion or the opportunity to enjoy as-is with a large, private backyard. Located within award-winning Cupertino schools and offering unbeatable Silicon Valley proximity, this is a rare find with endless possibilities. Don't miss it!

22051 Hibiscus DR, Cupertino

$5,225,000
5 Beds 4 Baths ML82041433 MLS
Nestled in a premier west-of-Bubb Monta Vista location, Villa Maria Estate offers a rare 15,000+ sq ft usable lot just above the flats - combining privacy, scale, and close-in convenience. Built in 1991 and meticulously maintained, this 5-bedroom, 3.5-bath home features soaring ceilings in the entry and living room, with seamless indoor-outdoor flow from the open kitchen and family room to the expansive backyard. The main level includes a bedroom, full bath, powder room, and three-car garage. Upstairs offers four generously sized bedrooms, a laundry room, and two full baths, including a marble-appointed primary suite with soaking tub, separate shower, and walk-in closet. Landscaped grounds feature lavender plantings, pergolas, a tree-lined perimeter, and a pleasant pool with classic style. Ideally located just up the hill west of Bubb, yet close to Monta Vista High, Apple, and shopping and dining along De Anza and Stevens Creek. Welcome home to Villa Maria: a rare opportunity combining lot size, location, quality, and access to Cupertino's award-winning schools.

21592 Villa Maria CT, Cupertino

$4,250,000
4 Beds 3 Baths ML82040160 MLS
This French Country inspired residence offers rare serenity just minutes from top Cupertino schools, shopping, and major employers. A scenic 20 minute drive from Silicon Valley brings you to a private hilltop retreat nestled on ~10 acres along an exclusive road. Enjoy breathtaking ~270° panoramic views of the San Francisco Bay and the Santa Clara Valley - lush green hills by day, shimmering city lights by night, and a stunning above the clouds vantage when valley fog settles below. The 4bd/3ba home features a light-filled floor plan, main-level bed/bath, and an upstairs primary suite with a walk-in closet and spa-like bath. The kitchen offers premium stainless appliances, abudant cabinetry and countertop space. The main level includes a private office area and a sunroom perfect for a reading lounge or inspired workspace . The dining area opens up to the backyard which is ideal for entertaining. An oversized 3-car garage with abundant storage and leased solar complete the offering. Near acclaimed wineries including Ridge Vineyards and over 22K acres of hiking & 10K acres of biking trails, this home offers a perfect blend of luxury and an active lifestyle. Close to Cupertino schools and major employers. Experience refined living where the journey itself becomes part of the reward.

17599 Montebello RD, Cupertino

$5,610,000
5 Beds 5 Baths BE41128282 MLS
Situated on a premier 14,135 sq. ft. cul-de-sac lot in the sought-after Oak Valley neighborhood, this 3,563 sq. ft. residence is classically appointed with traditional appeal, including grand formal spaces, a tremendous kitchen and family room combination, and a large recreation room or ideal remote work space, if needed. There are 5 spacious bedrooms and 4.5 baths, including one on the main level, perfect for guests or additional office space. Luxurious primary suite features a separate sitting retreat and a spa-like bathroom with dual vanities, an oversized oval jetted tub, a separate shower & generous walk-in closets. Indoor/outdoor living is effortless with resort-inspired grounds that include a heated pool andĀ spa, a gazebo and a pergola with a built-in BBQ.Ā  Modern infrastructure, including owned solar panels and a Tesla backup battery system, provides energy efficiency and peace of mind. Topping it all off, this home has access to excellent Cupertino schools and is just steps from nature's doorstep at Rancho San Antonio County Park with miles of hiking trails. A beautiful estate in a simply serene and peaceful neighborhood.don't miss this opportunity to make this home yours!

10507 Manzanita Ct., Cupertino

$3,340,000
4 Beds 2 Baths BE41127880 MLS
Welcome to this well-located single family home featuring 4-bedrooms, 2- updated bathrooms, 2-car garage, in the highly rated City of Cupertino, featuring top-rated schools. Offering 2,411 square feet of living space, the home offers lots of potential and exceptional access to top-tier local amenities. Situated at the end of the court with a large, private 10,836 sqft lot with possible side access. Swimming pool. Highly rated schools makes this a ideal choice for those seeking strong educational opportunities. Its prime location is just minutes from Apple Park, Main Street Cupertino, and major tech campuses, with convenient access to Highways 85, 280, and 101 for an easy Silicon Valley commute. This property offers a rare opportunity in one of the Bay Areas most sought-after communities

1233 Belknap Ct, Cupertino

$3,820,000
4 Beds 3 Baths ML82037113 MLS
1st time on the market after 60+ years of single ownership, set on a nearly ½ acre flat lot and tucked away on a quiet cul-de-sac. A welcoming Northeast-facing double door entry opens to bright living spaces enhanced by brand new wide plank oak hardwood flooring, recessed lighting, and designer fixtures from Pottery Barn throughout. The elegant, light-filled living room showcases a charming vintage brick accent wall, adding warmth and character, while the semi open dining area offers the perfect space for entertaining. The chefs kitchen features brand new SST GE Profile appliances and refreshed cabinetry, complemented by a sunny breakfast nook with a skylight that fills the space with natural light. A spacious family room nearby creates a comfortable gathering area with direct views of the expansive backyard. All bathrooms have been thoughtfully updated with modern fixtures and designer finishes. A convenient powder room serves guests, while the upgraded 2 car garage features a new garage door, finished drywall, and epoxy coated flooring. Set on an exceptionally large lot, the backyard offers a truly rare setting with a resort style swimming pool, park-like creekside backdrop, and expansive open space for a future ADU, sports court, or possible SB9 potential. Welcome home!

22044 Creekside CT, Cupertino

$4,015,000
4 Beds 3 Baths ML82034197 MLS
Cupertino is one of Silicon Valley's most sought after communities. Welcome to this highly desirable West of Bubb home on the quiet "No Outlet" side of Regnart Rd. This 4-bed 2.5 bath remodeled home offers top-rated Cupertino schools, including Kennedy Middle & Monta Vista High, easy access to freeways, shopping, dining & major tech campuses all within a rare nature filled setting. Walk or bike to miles of scenic trails starting in Fremont Older OSP, McClellan Ranch, and nearby parks. Outside, enjoy a private oasis featuring a drought-tolerant garden with mature manzanitas and Japanese maples, a stunning solar heated pool, and a covered patio ideal for relaxing & entertaining. The open floor plan is ideal for everyday living and entertaining with hardwood floors throughout, recessed LED lighting, chef's kitchen with custom cabinetry, Bosch induction range & ovens, an island with wine fridge and granite & quartz countertops. The family and formal dining rooms join seamlessly with the kitchen offering serene pool & garden views through large bright windows and doors. A separate formal living room with cozy gas fireplace, designated office and guest bath complete the main level. Upstairs, retreat to the light-filled primary suite with a balcony, walk-in closet and updated bath.

21685 Regnart RD, Cupertino

$4,175,000
4 Beds 2 Baths ML82035661 MLS
Situated on a big lot, this light-filled home features soaring high vaulted ceilings & a spacious, open feel throughout. A paver walkway leads to the inviting front entry highlighted by a large arched transom window and multi-pane front windows. Inside, clerestory windows, recessed lighting, and French doors fill the living areas with natural light, while a cozy fireplace creates a warm focal point. A charming bay window with built-in bench seating and track lighting adds character and functionality. The updated kitchen offers white shaker-style cabinets, backsplash, stainless steel appliances including gas range with hood, dishwasher, and refrigerator, plus a convenient dry bar and dedicated laundry area. Bright bedrooms with closets, including a spacious primary bedroom featuring hardwood flooring, a warm wood accent wall, and sliding glass door with direct backyard access. Step outside to a spacious backyard designed for entertaining and everyday enjoyment, featuring an expansive paver patio, low-maintenance landscaping, mature greenery, and a fully fenced yard. A detached storage shed adds extra functionality, and the extended driveway provides ample parking. A wonderful combination of space, light, and indoor-outdoor living this home is ready to enjoy.

21060 Tulita CT, Cupertino

$5,100,000
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

$6,500,000
4 Beds 4 Baths ML82029525 MLS
Modern masterpiece in a renowned, coveted enclave -custom home by Kelly Gordon in the prestigious Estates Collection of Oak Valley, across from San Antonio Park and Open Preserve w top Monte Vista High. This single-story showstopper blends architectural drama with everyday comfort, offering 4 spacious bedrooms and 3.5 spa-inspired baths. Dramatic ultra-high beam ceilings, walls of windows flood the interiors w radiant sunlight. Grand foyer opens to formal living n dining spaces, while family rooms striking stone fireplace sets the stage for unforgettable gatherings. The dream chef's kitchen is a culinary showcase with polished stainless professional appliances, butlers pantry, a sleek bar w sink and wine refrig. Retreat to the scrumptious master suite, a private sanctuary with opulent double vanities, sunken jetted tub, oversized shower, and a grand walk-in closet. Sip morning coffee or evening wine while gazing at city lights and captivating hillsides. Step outside to half-acre resort-style paradise w sparkling pool, spa, firepit lounge, built-in BBQ, framed by drought-resistant landscaping. Exceptional curb appeal with long driveway, 3-car garage, and an ideal quiet cul-de-sac perfect for kids. Minutes from tech hub, the perfect blend of prestige, convenience, and tranquility.

22228 Hammond WAY, Cupertino

$4,600,000
4 Beds 4 Baths ML82031685 MLS
Welcome to this beautifully designed 2,784-SF custom home tucked away on a quiet Cupertino cul-de-sac! Built in 2006, this 4-bedroom, 3.5-bath residence sits on an expansive 0.39-acre lot and features a detached two-car garage and adjoining studio. The light-filled kitchen and eat-in area open seamlessly to inviting living and dining spaces, highlighted by a striking stone fireplace and fully retractable dining room window panels that bring the outdoors in. Step onto the back deck to enjoy serene landscaping and a private backyard with mature fruit trees, including navel and valencia orange, asian pear, persimmon and fig. The primary suite offers a cedar walk-in closet, fireplace, spa-inspired bath with jetted tub and dual shower heads, plus a private patio complete with outdoor shower and soaking tub. Additional features include dual-pane windows throughout, covered pathway to the garage, built-in garage shelving, a spacious workshop studio and a newer roof. Ideally located near Apple Park, Stevens Creek Reservoir, parks, dining, and hiking trails, and within the award-winning school district, this home offers the perfect blend of privacy, comfort and Silicon Valley living!

10965 Miramonte RD, 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

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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