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$5,998,000
3 Beds ⋅ 4 Baths ⋅ ML82058855 MLS
A landmark of Old Palo Alto, 1301 Bryant is a 1910 Craftsman-Chalet estate set behind extraordinary gardens on a rare 16,020 sq. ft. parcel. Historic character meets the flexibility of a modern compound: a light-filled main residence, private guest house, dedicated wellness and recreation level, and inviting outdoor rooms for entertaining and retreat. The approximately 4,465 sq. ft. of flexible space includes an approximately 2,404 sq. ft. main residence, a 1,120 sq. ft. lower-level retreat with a game and gathering area, built-in bar, mirrored fitness space, sauna, and heated Michael Phelps Swim Spa, plus an approximately 941 sq. ft. guest house above the detached 3-car garage. With its own kitchen, full bath, and elevator access, the guest house offers flexibility for extended guests, a private office, creative pursuits, or a personal sanctuary. Featured on the 2025 Gamble Garden Spring Tour, the park-like grounds unfold through meandering paths, mature landscaping, a vegetable garden, and intimate places to enjoy the beauty of home. With notable Silicon Valley provenance, privacy, and remarkable space in the heart of Old Palo Alto, 1301 Bryant is a one-of-a-kind estate to enjoy today and treasure for generations.

1301 Bryant ST, Palo Alto

Listed by Christina Hood, 650-382-2880 from Keller Williams Palo Alto
(If provided) CoList: from

$5,788,000
4 Beds ⋅ 4 Baths ⋅ ML82060482 MLS
An exceptional expression of refined living, this custom-built estate, completed in 2003, presents a rare opportunity to own a residence of enduring elegance in one of the communitys most coveted settings. From the moment of arrival, a sense of sophistication unfolds through gleaming mahogany floors, a dramatic spiral staircase, gracious proportions, and meticulously curated grounds. Designed with both luxury and livability in mind, the thoughtfully appointed main level offers a private executive office and a well-proportioned junior suite, an ideal retreat for in-laws, or distinguished guests. Beyond the interiors lies the estates most extraordinary treasure: a lush, private garden sanctuary defined by an impressive collection of mature fruit trees. Persimmon, fig, apple, jujube, orange, pear, olive, and more create a verdant tapestry that changes beautifully with the seasons. The backyard is a true oasis. Ideally positioned within easy walking distance of an array of everyday amenities, while offering effortless access to 85 and 280, the estate balances tranquility with exceptional convenience. Timeless architecture. Mature gardens. Refined interiors. An exceptional lifestyle.

1598 Morton AVE, Los Altos

Listed by Serena Zhang, 510-272-7777 from Shè Homes
(If provided) CoList: Shuna Jiang from Shè Homes
$5,488,000
4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS
Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty
$5,788,000
6 Beds ⋅ 6 Baths ⋅ ML82060034 MLS ⋅ Bel-Aire Luxury Estates BLDG.
Beyond the private gates, a remarkable world awaits. Set on 3.64 ultra-private acresthe largest homesite in Silver Creek Valleythis 6 bedroom, 5.5 bath, 4,827± SF Versailles Plan, plus an office/gym, pairs extraordinary scale with understated luxury. A vine-woven stone facade, soaring ceilings, stone floors, sweeping spiral staircase, muted palette, natural light, surround sound, high-end appliances and refined finishes set the tone. Gracious living and dining spaces overlook a peaceful fountain courtyard, while the posh owners suite with retreat and study captures sunrise views. 4 private suites, 2 additional bedrooms with Jack-and-Jill bath and ground-level in-law quarters offer versatility. A private theater/view lounge features 180° views, projection cinema, wet bar and full bath. Outside, a 50+ yard turf lawn, sport court, golf simulator/batting cage, grand pavilion, outdoor kitchen, fireside lounges, organic garden, fruit trees, cottage and potential vineyard create a hosts paradise for gatherings and grand-scale events. Extensive paved parking welcomes guests with ease, while evening lighting transforms the grounds after sunset. Owned solar and EV charging complete the estate, minutes from top Evergreen schools, dining, shops, library and farmers market. Welcome home.

2365 Glen Creek CT, San Jose

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

$5,695,000
4 Beds ⋅ 5 Baths ⋅ ML82059952 MLS
Exceptional New Construction in One of Mountain View's Most Desirable Neighborhoods. Welcome to this stunning newly constructed home offering modern design, luxury finishes, and exceptional craftsmanship. Ideally located near parks, shopping, dining, top-rated schools, and major tech campuses. Designed for comfortable living and entertaining, this home features high ceilings, an open-concept layout filled with natural light, a dedicated tech office, 4 en-suite bedrooms with private balconies and individual climate control, plus a designer kitchen with a large island and custom cabinetry. Large sliding glass doors connect the living and family rooms to a landscaped backyard, creating seamless indoor-outdoor living. A rare opportunity to own a thoughtfully designed luxury home in Mountain View's most sought-after neighborhoods. Includes a 10-year structural warranty.

1691 S Springer RD, Mountain View

Listed by Sumeet Mittal, 314-825-1674 from Pellego
(If provided) CoList: from

$5,580,000
ML82059940 MLS ⋅ El Markay Apartments BLDG.
Turnkey income property in the heart of Silicon Valley. EV ready covered parking with charging ports already in place. Professionally designed landscaping. Strong renter demand in a highly desirable location. 239 Easy Street is a 14-unit multifamily investment opportunity in Mountain View, California. The property features an attractive garden-style setting surrounded by professionally designed, drought-resistant landscaping, creating a private and institutional-quality living environment. The units feature dual-pane windows and private balconies, with approximately half of the units having received updates to kitchens and bathrooms. The remaining units retain more of their original finishes, providing an opportunity for future improvements as units turn. The property also offers a private on-site laundry facility, individual EV charging stations, and dedicated storage within each covered parking space. Parking is abundant for a property of this size, with nine reserved surface spaces and fourteen covered carports.

239 Easy ST, Mountain View

Listed by Jimmy Castellanos, 408-483-5040 from Marcus & Millichap
(If provided) CoList: from

$5,498,000
4 Beds ⋅ 5 Baths ⋅ ML82055519 MLS
Welcome to 21100 Saratoga Hills Rd, a wonderfully tranquil and peaceful enclave near downtown. This close-knit community offers a peaceful retreat with breathtaking views, privacy, and an unmatched sense of place. Designed for entertaining, the property features multiple indoor and outdoor entertaining spaces, a sparkling pool with dramatic waterslide, a screened in vegetable and flower garden with raised planters and water system, and a separate 1-bedroom, 1-bath ADU complete with a full kitchen and large separate bedroom. The 4,396± SF main residence offers 4 bedrooms and 3 full bathrooms and 2 half bathrooms, highlighted by soaring vaulted, exposed beam ceilings, walls of windows framing spectacular vistas, and two spacious separate living areas. The expansive primary suite, on the main level is a true retreat with fireplace, private view deck, separate office, 2 walk-in closets, and ensuite bath with soaking tub and separate shower. Downstairs are three bedrooms, one ensuite, plus an additional full and half bathroom. A rare opportunity to enjoy the serenity of Saratoga without sacrificing a convenient location to downtown. Close to award winning Saratoga Schools and commuter routes.

21100 Saratoga Hills RD, Saratoga

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$5,750,000
5 Beds ⋅ 5 Baths ⋅ CROC26185857 MLS
Magnificent custom-built Foothill estate tucked into one of Cupertino's most sought-after enclaves, offering 5 bedrooms - including two spacious primary suites - plus 4.5 baths and two offices, ideal for modern and multi-generational living. One office enjoys its own separate side-yard access for added privacy - perfect for a home business, private study, or receiving guests. A grand double-door entry opens to an elegant marble foyer. The formal living room impresses with soaring ceilings, dramatic clerestory windows, a warm fireplace, and rich hardwood floors. The gourmet kitchen is appointed with a professional-grade gas range with six burners and a built-in griddle, a built-in Sub-Zero refrigerator, a center island with sink, abundant cabinetry, and a walk-in pantry. The adjoining family room offers a built-in entertainment center, wet bar, and sliding doors that open seamlessly to the rear yard for effortless indoor-outdoor living. The luxurious primary suite is a private retreat with serene mountain views. Outside, a sprawling backyard is filled with mature fruit and flowering trees - a tranquil setting for gatherings or quiet mornings. Zoned for top-rated Cupertino schools: Stevens Creek Elementary, Kennedy Middle, and Monta Vista High. Just minutes to premier shop

10935 Miramonte, Cupertino

Listed by Fei Li, 949-353-9999 from Latitude 33 Real Estate
(If provided) CoList: from

$5,500,000
6 Beds ⋅ 5 Baths ⋅ ML82058541 MLS
PRE-SALE OPPORTUNITY! Discover this brand-new, two-story contemporary residence in a prime Cupertino location. Thoughtfully designed for modern living, the home showcases striking architecture, an open-concept kitchen, dining, and living area, an expansive center island, abundant natural light, and seamless indoor-outdoor living. An attached two-car garage and semicircular driveway provide added convenience and curb appeal. Ideally located just minutes from major technology campuses, shopping, dining, and outdoor recreation, the property is also served by award-winning Cupertino schoolsamong the most sought-after in the Bay Area. Estimated completion: First Quarter 2027.

10200 N Stelling, Cupertino

Listed by Tracy Hsu, 408-464-5030 from U16818 Financial Services
(If provided) CoList: from

$5,790,000
ML82058212 MLS
Excellent investment opportunity in Mountain View, ideally located within walking distance of Google HQ and OpenAIs new Mountain View campus. 527 Walker Drive is a 17-unit multifamily property comprising approximately 11,618 square feet of building area on a 16,800-square-foot lot, offering meaningful scale in one of Silicon Valleys most desirable rental markets. The property offers a garden-style setting with a mix of one- and two-bedroom units, private balconies, covered parking, on-site laundry, and resident storage. Ideally located near major employment centers, Downtown Mountain View, Castro Street, and Caltrain, the property offers residents convenient access to the amenities, transportation, and employment opportunities that make Mountain View one of Silicon Valleys most desirable communities. The combination of scale, desirable unit mix, resident amenities, and a highly sought-after location creates an attractive investment opportunity for investors seeking a well-located multifamily asset in the heart of Silicon Valley.

527 Walker DR, Mountain View

Listed by Jimmy Castellanos, 408-483-5040 from Marcus & Millichap
(If provided) CoList: from

$5,900,000
4 Beds ⋅ 4 Baths ⋅ ML82057718 MLS
Nestled in the prestigious Daves Avenue neighborhood, this exceptional Los Gatos residence (4bed + office) offers timeless elegance, privacy, and an unparalleled lifestyle. The stately interior features crown molding, colonial baseboards, architectural columns, and a welcoming foyer. The formal living room showcases a bay window with custom cabinetry, while the spacious dining room is ideal for entertaining. A private office opens to a scenic balcony with tranquil hillside views. The vaulted family room features a fireplace and flows seamlessly to the gourmet kitchen with premium appliances, preparation island, dining area, and beautiful views. A temperature-controlled walk-in wine cellar adds a distinctive touch. Upstairs, the private bedroom level includes a luxurious primary suite with fireplace, spa-inspired bath, oversized jetted soaking tub, statement chandelier, and custom closets/ island. Two additional bedrooms offer private decks, including an ensuite retreat, while a fourth bedroom shares a Jack-and-Jill bathroom. An expansive deck overlooks nearly an acre of private grounds, offering exceptional potential for a pool, custom landscaping, and outdoor entertaining. A rare opportunity to create your dream estate in one of Los Gatos most coveted neighborhoods!

15723 Oak Knoll DR, Los Gatos

Listed by Denise Carr, 408-839-6323 from Compass
(If provided) CoList: from

$5,580,000
5 Beds ⋅ 5 Baths ⋅ ML82057115 MLS
Built by the OBrien Group, 23666 Black Oak Way blends timeless character with thoughtful updates. Offering approximately 3,786 square feet of living space, this beautifully maintained two-story home features five bedrooms and four-and-one-half bathrooms on an expansive 12,206-square-foot lot. It enjoys a premier cul-de-sac setting and backs to the Rancho San Antonio Open Space Preserve. Subtle Craftsman influences complement a well-designed floor plan with formal living and dining rooms, a spacious kitchen and family room combination, and a recreation/media room ideal for enjoyment. Fresh interior paint, updated lighting, and refreshed finishes create a bright and welcoming atmosphere. Outside, renewed landscaping provides a peaceful retreat featuring a stone pathway, lush new lawn, an updated pond and waterfall, and fresh front-yard plantings. Served by highly regarded Cupertino schools and moments from Rancho San Antonio County Park with miles of scenic hiking trails, this beautiful estate offers serenity, space, and an exceptional connection to nature. Dont miss the opportunity to make it yours!

23666 Black Oak WAY, Cupertino

Listed by Eric Quach, 408-658-8138 from KW Silicon City
(If provided) CoList: from

$5,988,000
4 Beds ⋅ 4 Baths ⋅ ML82055456 MLS
Contemporary Mid-Century Modern home offering 4,251± SF with 4 bedrooms, office, and 3.5 baths across two thoughtfully designed levels. The main level features an open great room with fireplace, dining area, gourmet kitchen with oversized island, 48" Viking built-in refrigerator, 48" Viking induction range, walk-in pantry, mudroom, laundry room, private office, and an en-suite guest bedroom. Expansive covered patio extends the living space with outdoor dining and fire pit areas. The lower level includes a spacious primary suite with fireplace, radiant heated bathroom floors, two-person steam shower, freestanding soaking tub, large walk-in closet, and adjacent study loft. Two additional bedrooms share a Jack-and-Jill bath. Approximately 650 SF bonus room with kitchenette is wired for a home theater and offers flexible space for media, recreation, fitness, hobbies, or work. Interior finishes include white cabinetry, white interior doors, and 9" European White Oak hardwood flooring. Spacious 2-car garage. Designed for modern living with flexible spaces and seamless indoor-outdoor flow.

110 Sporleder CT, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates
$5,998,000
5 Beds ⋅ 5 Baths ⋅ ML82053116 MLS
WOW! EVERYTHING ABOUT THIS LUXURIOUS EXECUTIVE ESTATE, INSIDE & OUTSIDE IS SIMPLY WOW! NEARLY 4,000 SQ.FT. OF LUXURY LIVING SPACE SITUATED ON A HUGE 21,000 SQ.FT. CUL-DE-SAC LOT WITH UPGRADES GALORE, ALONG W-AWARD WINNING SARATOGA SCHOOLS! THIS EXECUTIVE ESTATE HAS IT ALL! 3 STUNNING PRIMARY SUITES + 2 MORE SPACIOUS BEDROOMS. CHEF'S DELIGHT GOURMET KITCHEN THAT OPENS TO FAMILY ROOM W-HUGE GRANITE ISLAND. NEW APPLIANCES - IN LINE LARGE CAPACITY WATER HEATER, A/C & DUCTING, DISHWASHER, MICROWAVE, REFRIGERATOR, ALL W/C W-TOTO NEOREST. 1,000 SQ.FT. OF "STRUXURE" PERGOLA FOR OUTDOOR LIVING. 25+kW OF SOLAR PANELS W-50+kWh OF BATTERY STORAGE. EV CHARGER IN GARAGE. 70 GALLON PER MINUTE WELL W-AMAZING WATER QUALITY. ALL GARDEN SPRINKLERS ARE CONNECTED TO WELL. APPROXIMATELY 38 DIFFERENT FRUIT TREES/VINES. ENTIRE LIST OF FRUITE TREES & UPGRADES IN DISCLOSURES. TRULY, AN ENTERTAINER'S DREAM BACKYARD WITH SPARKLING POOL AND SPA W-MULTI-WATERFALL FEATURES, 3 OUTDOOR COOKING STATIONS INCLUDING AN AUTHENTIC ITALIAN WOOD/GAS BURNING PIZZA OVEN & A GRILL IN THE MAIN PATIO THAT CAN BURN COAL, WOOD & IS ALSO CONNECTED TO GAS LINE. YARD DESIGNED TO HOST RESORT STYLE POOL PARTIES! WALKING DISTANCE TO AWARD WINNING PRIVATE & PUBLIC SCHOOLS, SARATOGA LIBRARY, FARMER'S MARKET AND SOOOOOOO MUCH MORE!!!

18625 SAGE CT, Saratoga

Listed by Steve McCarrick, 408-656-0788 from Coldwell Banker Realty
(If provided) CoList: from

$5,600,000
ML82056987 MLS
100% occupied multi-tenant flex investment located in the heart of Mountain View, one of Silicon Valleys strongest commercial markets. The property's diverse tenant mix provides stable in place cash flow while reducing reliance on any single occupant. The property consists of approximately 11,595 square feet on a 34,960 square foot parcel and offers a flexible layout that accommodates a variety uses. The asset features 47 on-site parking spaces, providing an attractive 4.00 spaces per 1,000 square feet parking ratio. This enhances tenant convenience, accommodates a wide variety of commercial uses, and strengthens the property's long term leasing appeal. Situated in the heart of Mountain View, the property offers immediate access to Highways 101, 85, and 237, as well as Central Expressway, placing tenants within minutes of the regions largest technology employers, executive housing, and major transportation corridors. The location continues to benefit from strong tenant demand driven by Silicon Valleys innovation economy

2134 Old Middlefield WAY, Mountain View

Listed by Joshua Johnson, 650-391-1784 from Marcus & Millichap
(If provided) CoList: from

$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

$5,588,888
4 Beds ⋅ 4 Baths ⋅ ML82055343 MLS
Nestled on a serene 2.5 acre setting surrounded by rolling hills, mature trees, and wildlife, this custom-built Los Altos Hills retreat offers exceptional privacy, timeless design, and everyday comfort. With 3,256 sq. ft., 4 bedrooms, and 3.5 bathrooms, the thoughtfully designed floor plan features elegant formal living and dining rooms for entertaining alongside inviting everyday living spaces. The large kitchen has abundant storage and counter space that overlooks a charming view of nature. The expansive ground-floor primary suite is a private sanctuary with a luxurious bath and generous proportions. Both the formal living room and family room open directly to the backyard, creating seamless indoor-outdoor living. The family room features a cozy wood-burning stove fireplace and wet bar, perfect for gathering with family and friends. Additional bedrooms offer flexibility for guests, a home office, recreation room, or hobbies. A spacious 3-car garage includes an oversized workshop/storage area. Lovingly maintained by its long-time owner, this exceptional home has been preserved in outstanding condition and is ready for its next chapter. Move in and enjoy its enduring quality today while adding your own vision over time in one of Los Altos Hills' most desirable settings.

13204 Wright WAY, Los Altos Hills

Listed by Nancy Reynolds, 408-888-1260 from Loveseat Homes
(If provided) CoList: from

$5,498,000
5 Beds ⋅ 4 Baths ⋅ ML82056304 MLS
Own a Piece of Silicon Valley Startup History. This remarkable home is more than just a beautiful residence; it was the birthplace of three successful technology startups, including a payroll company that grew into one of Silicon Valley's most recognizable fintech businesses, as well as AI companies SanasAI and Hoomanely. Fully remodeled down to the studs about 5 years ago. Recently refreshed with new interior paint and professionally redesigned landscaping, this exceptional five-bedroom, four-bathroom home offers an ideal blend of luxury, comfort, and functionality. It features an open-concept kitchen with custom cabinetry and Silestone quartz countertops, a spacious second family room with a wet bar for additional flexibility for hosting guests or relaxing with family. Additional highlights include newer hardwood flooring, a generous laundry room, a whole-home multi-zone surround A/V distribution system, and security wiring. The backyard has been transformed into a private retreat, featuring a newly paved patio, fresh sod, and mature landscaping that creates a peaceful outdoor sanctuary with plenty of room to entertain or play. Whether you're drawn by its exceptional design, outstanding location, or its unique place in Silicon Valley history, this is truly a one-of-a-kind home.

2886 Emerson ST, Palo Alto

Listed by Adriana Trenev, 650-383-5697 from Arbor Real Estate
(If provided) CoList: from

$5,288,000
4 Beds ⋅ 5 Baths ⋅ ML82054191 MLS ⋅ Silver Creek Valley Country Club BLDG.
Welcome to an extraordinary custom-built estate in the prestigious Silver Creek Valley Country Club. This stunning single-story* residence offers 4,908 square feet of luxurious living space on an oversized, nearly half-acre flat lot with breathtaking views and exceptional privacy. Perfectly positioned within the community, the unique setting provides a rare sense of seclusion, with neighboring homes barely visible from the property. Designed for both elegant entertaining and comfortable everyday living, this home showcases spacious living areas, quality craftsmanship, and an impressive indoor-outdoor lifestyle.  Rare opportunity to own a custom single-story home in Silver Creek Valley. Silver Creek Valley Country Club offers a variety of membership opportunities, including golf, tennis, fitness, swimming, dining, and social activities, allowing residents to enjoy the lifestyle that best fits their needs. Properties of this caliber, size, and location rarely become available. The views, privacy, and overall experience of this remarkable home simply cannot be captured in wordsit must be seen in person to be fully appreciated.

5600 Country Club PKWY, San Jose

Listed by Ali Naimi, 408-475-2254 from Redfin
(If provided) CoList: from

$5,850,000
4 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
A truly extraordinary Vintner Estate spanning 3.6 overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, creating a truly distinctive lifestyle offering. The charming 1,968 sf residence 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 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 includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, two 2-car garages, EV charging, manicured gardens, trails, pool, hot tub, outdoor entertaining areas, and ample parking. Ideally located near wineries, hiking, and acclaimed Cupertino schools. An absolute luxury retreat.

15060 Montebello RD, Cupertino

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

$5,295,000
6 Beds ⋅ 4 Baths ⋅ ML82054354 MLS
Nestled in Saratoga's highly coveted Golden Triangle, this beautifully remodeled and expanded home is served by award-winning Saratoga schools, including Saratoga High. Offering 6 bedrooms, 4 bathrooms, and a bright, open floor plan, this exceptional residence is designed for modern living. A thoughtfully designed 2018 addition features a spacious great room with soaring ceilings and an en-suite bath, ideal for in-laws, guests, an au pair, or game room. The chef's kitchen showcases granite countertops, a large island, custom cabinetry, premium stainless steel appliances, warming drawer, wine refrigerator, and an oversized pantry. The luxurious primary suite offers a spa-inspired bath with heated floors, steam shower, air-jetted tub, towel warmer, dual vanities, oversized walk-in shower, and walk-in closet. Enjoy seamless indoor-outdoor living with bifold glass doors opening to a covered patio with built-in heaters and a resort-style backyard featuring a solar-heated pool, diving board, and waterslide. Additional highlights include hardwood floors, whole house backup generator, built-in speakers, Hunter Douglas window coverings, dual-pane windows, copper plumbing, a mudroom/laundry room, upstairs loft, and attic storage. A rare opportunity in a prime Saratoga neighborhood.

20234 Edinburgh DR, Saratoga

Listed by Matt Cossell, 408-761-3271 from KW Bay Area Estates
(If provided) CoList: from

$5,588,000
5 Beds ⋅ 4 Baths ⋅ ML82053919 MLS
Welcome Home to 14275 Hilltop Way a Private Saratoga Retreat w/ Mountain Views & Award-Winning Schools! East-Facing Double Door Entry, Fresh Paint, Recessed Lighting & Huge Picture Windows! Light & Bright w/ Multiple Skylights! Elegant Interior w/ Hardwood Floors, Formal Dining Room w/ Chandelier, Breakfast Nook & Motorized Window Treatments. Living Room w/ Vaulted Cathedral Ceiling, Chandeliers, Wood-Burning Fireplace, Built-Ins & Display Shelving. Double Sliding Glass Doors to Front Courtyard! Family Room w/ Double Sliding Doors to Courtyard & Fireplace. Kitchen w/ Stone Counters, Designer Tile Backsplash, Custom Wood Cabinetry & Stainless Steel Appliances. Primary Suite w/ Mountain Views, French Doors to Freshly Stained Ipe Deck & Dual Walk-In Closets. Spa-Like Ensuite w/ Natural Stone Tile, Dual Vanity, Skylight, Oversized Shower, Sunken Tub & Smart Toilet. Attached Possible ADU w/ Secondary Kitchen, Laundry & Stainless Steel Appliances. Owned Solar, EV Charger, Dual-Zone HVAC & Tankless Water Heater. Travertine Patio, Covered Pergola, Outdoor Kitchen, PebbleTec Pool, New Pool Filter & Heater, Waterfall, Lush Gardens, Fruit Orchard & Wide Driveway. Minutes to Saratoga Farmers Market, Hwy 85, Downtown LG, Downtown Saratoga, Apple & NVIDIA. Truly Exceptional Saratoga Estate!

14275 Hilltop WAY, Saratoga

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$5,200,000
5 Beds ⋅ 4 Baths ⋅ ML82053051 MLS
Extraordinary luxury residence in one of Sunnyvales most desirable neighborhoods in Silicon Valley. This beautifully crafted 5-bedroom, 3.5-bath executive home offers approximately 3,462 sq. ft. of refined living space on an expansive 0.22-acre lot, blending timeless elegance with modern living. The home showcases exceptional craftsmanship, featuring rich Brazilian cherry wood flooring, generous living spaces, and abundant natural light. This home features: multiple HVAC zones and an advanced tankless hot water system. custom wall-to-wall luxury bookcase system by California Closets in the family area & premium UV-protected designer window shades throughout, including double-layer shades in the primary suite, solar power, water softening, and reverse osmosis filtration, State-of-the-art California Closets storage, premium cabinetry, and an electric vehicle charging station. Resort-Style Backyard: A private retreat featuring a private deck, marble barbecue station, remote control operated covered lounge, travertine-floored gazebo, and a premium automatic folding sunshade. The grounds also include a greenhouse and organic gardening areas.

1336 Cordilleras AVE, Sunnyvale

Listed by John Pang, 650-699-2838 from Realty One Group Extreme
(If provided) CoList: from

$5,250,000
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

Listed by Axis Elite Team, 415-734-8513 from Aspire Homes
(If provided) CoList: Lisa Gao from Lisa Gao, Broker
$5,998,000
5 Beds ⋅ 5 Baths ⋅ ML82050024 MLS
Welcome Home to 14750 Sobey Road in Saratoga! Located in the Center of One of the Most Exclusive Streets & Sought-After Locations in All of Saratoga! Expansive 5 Bed, 4.5 Bath Home Offers 4,864 SF on 1.02 Flat Acres w/ Resort-Style Grounds, Pool, Spa, Tennis Court & Indoor Squash / Racquet Ball / 1/2 Basketball Court! Large 3 Car Garage w/ Workshop! Featuring a Grand Semi-Circular Driveway, Mature Trees & Lush Landscaping. Thoughtful Floor Plan Features Formal Living & Dining Rooms, Multiple Living Areas, and a Kitchen w/ Skylight that Opens to the Family Room and Overlooks the Back Garden for Everyday Living & Entertaining. Primary Suite Features a Large, Beautiful Covered Balcony Overlooking the Back Garden, Pool & Tennis Court w/ Direct Access to the Grounds. Multiple Outdoor Living Areas Include Covered Patios, Brick Walkways, Rose Gardens, Expansive Lawn, Poolside Lounge Areas & a Pergola Seating Area w/ Fire Pit. A Truly Private Estate w/ Space to Entertain, Relax, Play & Enjoy the Saratoga Lifestyle. Serene Setting Surrounded by Mature Trees Yet Convenient to Downtown Saratoga, Los Gatos, Shopping, Dining, Parks, Trails & Hwy 85. A One-of-a-Kind Opportunity!

14750 Sobey RD, Saratoga

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$5,498,000
2 Beds ⋅ 2 Baths ⋅ ML82049197 MLS
Set on approximately 10 rare acres of mostly flat to gently rolling terrain, this exceptional Milpitas property offers a unique opportunity to create a private custom estate with breathtaking 360-degree views of the Bay, city lights, and surrounding foothills. An existing ~1,339 sq ft residence (buyer to verify) features 2 bedrooms and 2 bathrooms, providing immediate livability or potential for ADU conversion while you design and build your dream home. The property includes a detached 2-car garage, expansive workshop, covered RV/boat parking, large parking area, mobile home, and a cabana building with an indoor fire pit/BBQ for flexible living and entertaining. The grounds are suited for outdoor recreation, including hiking, horseback riding, ATVs, and dirt biking, offering a rare blend of usable land and natural beauty. Utilities include AT&T fiber, PG&E electricity, a deep private well, natural spring, propane, and septic system. Enjoy unmatched privacy in a nature-filled setting just minutes from downtown Milpitas, shopping, dining, major freeways, and Silicon Valleys leading tech campuses. With potential for expansion, customization, or possible subdivision (buyer to investigate), this is a rare offering with endless possibilities. A must-see property with incredible views.

2375 Old Calaveras RD, Milpitas

Listed by John Chung, 650-269-7538 from Keller Williams Palo Alto
(If provided) CoList: from

$5,500,000
3 Beds ⋅ 2 Baths ⋅ ML82047686 MLS
A rare, fully improved private estate compound opportunity in Los Gatos. Set across 8.23 secluded acres just 20 minutes from downtown, this extraordinary property offers immediate luxury living today and a dramatically accelerated path to a future world-class custom estate! Accessed through two secure electric gates and a long stone-paver drive, the property includes an architecturally designed luxury guest residence with sophisticated smart-home integration, floor-to-ceiling glass, automatic shades, wide-plank engineered hardwoods, quartz finishes, steam shower, expansive view deck, spa, dual EV charging, and high-speed Starlink connectivity. What makes this offering exceptionally rare is the immense infrastructure and time-compression value already in place: premium flat buildable estate area, completed site work, permitted septic infrastructure, domestic well, substantial water storage, advanced solar and intelligent battery microgrid, and the ability to bypass years of planning, excavation, and development complexity. A true private sanctuary with top Los Gatos schools, exceptional proximity to Silicon Valley, and extraordinary optionality for the visionary buyer seeking a legacy estate, luxury retreat, or multi-generational compound.

19751 Hicks RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$5,698,000
4 Beds ⋅ 4 Baths ⋅ ML82044597 MLS
Striking modern home in a highly sought-after prime cul-de-sac location west of Saratoga-Sunnyvale Road convenient to Foothill Elementary, Saratoga HS & the Village featuring a bright open floor plan with kitchen/dining/family/living rooms seamlessly connected & gated with a spacious private front yard excellent for children, family gatherings & events. The extraordinary state of the art kitchen anchors the Great Room with an Italian Perelli slab waterfall island and backsplash, 60" Thermador fridge, 48" Thermador gas range with grill, microwave, dishwasher, large pantry and custom natural White Oak cabinetry. Wide plank natural White Oak hardwood floors, high ceilings, and walls of Andersen windows, including expansive sliding wall systems in the living area frame the Saratoga foothill views. The primary suite offers deck access, walk in closet, dual sinks, large shower, and dedicated HVAC system. Private guest suite overlooking the front grounds, 2 additional bedrooms sharing a Jack-and-Jill bath with dual sinks and oversized shower, laundry room and office nook complete the functionality of the home. Owned solar (4.14kW) with battery. Large flat exterior areas for entertaining. Excellent Saratoga schools.

20599 Leonard RD, Saratoga

Listed by Bill Gorman, 408-872-3555 from Coldwell Banker Realty
(If provided) CoList: from

$5,398,000
7 Beds ⋅ 6 Baths ⋅ ML82042922 MLS
Nestled in a prime Cupertino location with access to top-rated schools, this brand-new luxury home offers exceptional design and modern comfort for todays Silicon Valley lifestyle. The main residence features approximately 3,331 sq. ft. of living space, complemented by a well-appointed ADU with 797 sq. ft., ideal for extended family or rental income. Designed with attention to detail, the home showcases high ceilings, wide-plank oak flooring, dual-pane windows, recessed lighting, and a stunning open staircase. The gourmet kitchen is equipped with premium Thermador appliances and a Zephyr wine cooler, perfect for both everyday living and entertaining. Additional highlights include a fully installed solar panel system and a three-zone air conditioning system for enhanced energy efficiency and comfort. The ADU offers 2 bedrooms and 1 bathroom, providing flexible living options. Conveniently located just minutes from De Anza College, 99 Ranch Market, and Whole Foods Market, as well as shopping, dining, parks, and Apple Park. Enjoy the best of Cupertino living with everything close at hand.

10476 S Stelling RD, Cupertino

Listed by Cindy Sun, 408-838-6780 from Giant Realty Inc.
(If provided) CoList: from

$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

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