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Olive Tree LN, Los Altos Hills
$35,000,000
7 Beds ⋅ 6 Baths ⋅ ML82058794 MLS
Frank Lloyd Wright-inspired design by a renowned architect, Mark English, and built by an award-winning De Mattei Construction. The splendor of the panoramic views of Silicon Valley and the San Francisco Bay will enthrall you and capture your heart. You can see forever, unobstructed views from San Francisco to San Jose. The property is currently rented for $52,000/month. The buyer can take over the lease.

Olive Tree LN, Los Altos Hills
21888 Blue Oaks PL, Los Altos Hills
$28,900,000
6 Beds ⋅ 8 Baths ⋅ ML82059045 MLS
Welcome to 21888 and 21886 Blue Oaks Place, an extraordinary custom estate built/designed by PPG. Perched on a private, sun-filled knoll, this serene retreat offers remarkable privacy and tranquility, close-in (5 minutes from 280), yet free from highway noise. Designed in a timeless California Refined Living style, the property spans approximately 9373 sq ft (including garages, main house and ADU), across 2 separate but adjacent parcels totaling approximately 8.16 acres. The main residence features 6 beds/6.5 baths, with flexibility for a 7th ensuite bedroom, or live in quarters, and area for a potential media/bonus room. The 3 car garage adds convenience & functionality to the main house, while a separate studio/ADU and 2 car garage is located on the adjacent property. Flooded with natural light throughout the day, the home enjoys sweeping views of the Western hills. One of the property's most compelling features is its potential to become a true family compound. With a total allowable MFA of 7,595 and MDA of 11,430 at the 21886 parcel, there is an opportunity to build a substantial second residence, adjacent to the existing ADU and two-car garage. There is also expansion potential remaining at 21888 if desired. Los Altos Schools: Gardner Bullis, Egan, and Los Altos High School

21888 Blue Oaks PL, Los Altos Hills
10285 Magdalena RD, Los Altos Hills
$21,950,000
7 Beds ⋅ 12 Baths ⋅ ML82052707 MLS
Boasting exceptional San Francisco Bay views, this estate property offers unparalleled distinction on approximately 1.4 acres. Inspired by villas in the Mediterranean, the home is masterfully finished with an array of elaborate details from hand-painted ceilings to dazzling chandeliers and 5 fireplaces each with magnificent mantelpiece. Luxurious amenities are plentiful with an extraordinary wine cellar, professionally equipped theatre, recreation room with full bar, plus fitness center with sauna. There are 7 bedrooms, each with en suite bath, offering myriad options for family members, guests, and staff alike. From most every room, French doors open to a balcony or the grounds for a seamless connection to the outdoors and Bay views. Not to be missed are the numerous outdoor venues for entertaining highlighted by a resort-inspired pool and spa, newly added sports court, luscious green lawn, three separate outdoor kitchens, including a fabulous cabaña with sports bar, and even a zip line from the custom treehouse. Completing this rare offering is its location with easy access to all of Silicon Valley or to San Francisco plus access to excellent local schools

10285 Magdalena RD, Los Altos Hills
18911 Decatur RD, Los Gatos
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos
25355 La Loma DR, Los Altos Hills
$19,995,000
7 Beds ⋅ 8 Baths ⋅ ML82054633 MLS
RARE OFFERING OF SPECTACULAR ACREAGE & CUSTOM LUXURY | Set amidst rolling foothills, this extremely private estate adjoins undevelopable regional open space, harmonizing the beauty and serenity of nature with prized centrality to Bay Area destinations. The compound is ingeniously configured to afford grand-scale entertaining alongside casual enjoyment, ideal for autonomous, multigenerational living. Spread across 8+ acres, the gated grounds are crowned with a stately main residence brimming with custom touches, elegant spaces, and premium craftsmanship. Additional structures include a 2-bedroom guesthouse, indoor-outdoor pool pavilion, and versatile clubhouse with media theater and fitness center. The truly one-of-a-kind outdoor retreat offers an oversized spa, fire features, and dual ozone pools linked by an underwater passage. Highlights include a 260-panel solar array, garage parking for 10 cars, and 50-meter subterranean gun/archery range. This premier location is also near tech centers, downtown attractions, and exemplary schools such as Gardner Bullis Elementary, Egan Junior, and Los Altos High.

25355 La Loma DR, Los Altos Hills
543 Tennyson AVE, Palo Alto
$18,888,000
6 Beds ⋅ 7 Baths ⋅ ML82064643 MLS
Built in 2022, first occupied in 2025, and with limited use by the current owners, this exceptional contemporary home presents nearly new luxury in sought-after Old Palo Alto. Engineered hardwood flooring, dramatic lighting, and an open-tread staircase highlight the 3-level design. Formal living and dining rooms complement an expansive great room with modern kitchen, casual dining, and stacking glass doors to the rear grounds. There are 6 bedrooms, 6 full baths, and 2 half-baths, with bedrooms on all levels, including a luxurious upstairs primary suite with private terrace. The lower level features a fitness studio, recreation room currently outfitted as a professional gym (equipment optionally available), full bar, home theater, wine cellar, and spa bath with sauna. Private grounds include a covered terrace, barbecue center, and dedicated area with protective netting for sports, fitness, and activities. Extensive smart home technology includes security, surveillance, lighting and sound control, automated window coverings and Starlink connectivity. Premier address just over one mile from downtown University Avenue and close to Stanford University and acclaimed Palo Alto schools.

543 Tennyson AVE, Palo Alto
28008 Laura CT, Los Altos Hills
$17,500,000
7 Beds ⋅ 8 Baths ⋅ ML82046740 MLS
Set on a sprawling 2.02-acre lot with panoramic views of the East hills and lake, this 2025-built estate sets a new standard for modern architectural grandeur in Los Altos Hills. The residence encompasses 8,832 square feet of living space, defined by a stately double-staircase foyer with 15-foot ceilings and a custom 11-foot pivot glass door. Designed for grand-scale entertaining, the home features soaring 14-foot main-level plates and seamless indoor-outdoor integration via Fleetwood door systems that pocket completely into the walls. A chefs kitchen serves as the culinary heart, anchored by an 11-foot island and a professional suite featuring a 60-inch Wolf range, Sub-Zero refrigeration, and Miele coffee station. Guests can enjoy the theater, gym, or the expansive outdoor oasis, which includes a 40-foot infinity-edge pool, integrated hot tub, and an elevated pedestal deck system. The estate offers seven bedrooms, including a 978-square-foot pool house with a cedar dry sauna and full kitchen. Smart home luxury is powered by Lutron Homeworks, Sonos audio, and Ubiquiti networking, supported by a Generac generator and owned solar modules. From the glass-embedded oak flooring to the dedicated panic room, every detail reflects a masterclass in contemporary design.

28008 Laura CT, Los Altos Hills
15345 Bohlman RD, Saratoga
$16,880,000
5 Beds ⋅ 7 Baths ⋅ ML82057257 MLS
THE 95070 ZIP CODE BELONGS TO SARATOGA, CALIFORNIA. SARATOGA IS ONE OF THE MOST EXPENSIVE & WEALTHIEST SUBURBS IN THE UNITED STATES. IT IS KNOWS FOR IT'S ESTATE HOMES, TOP-TIER SCHOOLS, WINERIES, & PROXIMITY TO SILICON VALLEY TECH CAMPUSES.Prepare to be captivated by this extraordinary 5,500 sqft estate,set on a sprawling 13.2-acre parcel in the prestigious Saratoga Hills.Offering panoramic views of Silicon Valley & the San Francisco Bay. Remodeled 5-bedroom,5.5-bath contemporary masterpiece is a 1.25 miles from Saratoga Village.The home features a grand double-door entry & soaring ceilings that set the stage for an impressive interior adorned with custom moldings,mahogany accents,& a harmonious mix of hardwood & travertine floors.The gourmet chef's kitchen,stainless steel appliances,a massive granite island, custom cabinetry.Entertainment options abound with a spacious game room,full wet bar,state-of-the-art media room/home theater,wine cellar,a 90-bottle wine closet.Master suite features a fireplace while the outdoor oasis showcases a sparkling pebble-bottom pool & spa surrounded by lush,mature landscaping.Additional amenities include floor-to-ceiling windows,central air conditioning,a central vacuum system & two offices, this property epitomizes Silicon Valley luxury living.

15345 Bohlman RD, Saratoga
24970 Okeefe LN, Los Altos Hills
$14,800,000
5 Beds ⋅ 6 Baths ⋅ ML82051008 MLS
A rare opportunity to own a magnificent custom-built French Normandy estate on approximately 1.85 gated acres. The main residence offers over 7,800 square feet (including garage space) with 5 spacious bedrooms, 5 full bathrooms, and a powder room, thoughtfully designed for both grand-scale entertaining and comfortable everyday living. The park-like grounds feature mature 18-year-old Merlot vineyards with approximately 150 vines, flourishing vegetable gardens, orchards, a resort-style pool and spa, and majestic redwood groves that create an atmosphere of privacy and tranquility. Complementing the main residence is an approximately 1,000-square-foot guest house complete with a kitchen, family room, one bedroom, and one-and-a-half baths. Wine enthusiasts will appreciate the extraordinary approximately 1,500-square-foot wine complex, featuring a banquet room, wine cellar, gym, and office/storage space. Additional amenities include a detached three-car garage with covered access to the main home, as well as a two-car tandem garage adjoining the guest house. This exceptional vineyard estate combines timeless European-inspired architecture, resort-caliber amenities, and a premier wine-country lifestyle in an extraordinary private setting.

24970 Okeefe LN, Los Altos Hills
12271 Hilltop DR, Los Altos Hills
$13,800,000
5 Beds ⋅ 6 Baths ⋅ ML82059479 MLS
Up to six bedrooms on a full acre, just up the street from Rancho Shopping Center and less than 2 miles from Los Altos Village. An approved site for a 1,200 sq. ft. detached ADU adds room for extended family or guests. This healthy-home, GreenPoint-rated residence offers four en-suite bedrooms plus two additional ground-floor rooms, giving you flexibility for a nursery, guest suite, home office, or multigenerational living. The main-level primary suite includes a steam shower, private terrace, and an adjoining room ideal as a nursery or quiet office. The spacious ground-floor room with a retractable glass wall opening to the pool works beautifully as a media room, large guest suite, playroom, or family room. Upstairs, three en-suite bedrooms feature 12' ceilings and mahogany floors. At the heart of the home, the open great room soars beneath 17' ceilings, featuring African Sapele cabinetry, limestone, a ledgestone fireplace, and a 30-foot retractable glass wall that opens fully to the backyard for resort-style indoor-outdoor living. Outdoors, enjoy a solar-heated pool, spa, full-size tennis court, orchard, and organic garden beds. Built for wellness and sustainability, with low-VOC materials, HEPA filtration, whole-house water filtration, triple-pane windows, and 13.3 kW solar.

12271 Hilltop DR, Los Altos Hills
755 University AVE, Palo Alto
$13,200,000
6 Beds ⋅ 5 Baths ⋅ ML82062906 MLS
A rare marriage of historic Palo Alto character & sophisticated modern living, this beautiful residence unfolds across 4 levels with roughly 5,969 sf. Original architectural details take center stage, from graceful curved rooms & expansive bay windows to intricate millwork, rich wood paneling & beautifully inlaid hardwood floors. An extensive renovation completed in 2026 introduces refined contemporary finishes & modern amenities throughout. Generous, light-filled rooms create an elegant sense of scale, complemented by a beautifully appointed kitchen & newly renovated designer baths. A new basement dramatically extends the homes living & entertaining possibilities, w/a spacious recreation/living area, a dedicated home theater & 2 flexible-use spaces ideal for a gym, office or wellness retreat. Tucked away on the top floor, a private suite w/bedroom, living area, kitchenette, full bath & a secluded treetop terrace. Ideally positioned in one of Palo Altos most coveted locations, just blocks from the vibrant shops, restaurants & amenities of downtown & within the acclaimed Palo Alto school district, this is a distinctive opportunity to enjoy the character of a classic Palo Alto residence w/the comfort & versatility of a thoughtfully renovated modern home.

755 University AVE, Palo Alto
17055 Pine AVE, Los Gatos
$12,998,888
5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS
Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine AVE, Los Gatos
1411 Arcadia PL, Palo Alto
$12,500,000
5 Beds ⋅ 5 Baths ⋅ ML82064618 MLS
Nestled at the end of an exclusive cul-de-sac, this Crescent Park property on an immense lot of over 1/3 acre reveals a hidden Tuscan oasis overlooking Eleanor Pardee Park. Built in 2003 and in the midst of a cutting-edge renovation, this is an excellent opportunity for discerning buyers to revise the exquisitely built residence to their preference. The estate home unfolds from a spacious motor court encircled by mature olive trees, and boasts interiors defined by their blend of warmth and grand scale. The great room is flanked by a skylit designer kitchen and casual living areas on one side, and an office and two bedrooms on the other. Upstairs await three ensuite bedrooms, including a dramatic primary retreat. Highlights include extensive rear gardens, architectural finishes, integrated smart home technology, and a 721sf detached garage with fitness center. Adjacent to protected park space and located near sought-after schools and world-class destinations, this home achieves a degree of space, privacy, and prestige nearly impossible to replicate in Palo Alto.

1411 Arcadia PL, Palo Alto
640 Waverley ST, Palo Alto
$12,500,000
7 Beds ⋅ 7 Baths ⋅ ML82057145 MLS
This world class offering presents a rare & prestigious opportunity to acquire a fully entitled mixed-use development totaling 17,616 sq. ft. in the heart of downtown Palo Alto...one of the most sought-after addresses in Silicon Valley. Approved through the City's rigorous Architectural Review Board process & supported by comprehensive technical studies, the project is positioned for immediate execution.The approved design features an elegant 4-story building integrating ~2,345 sq. ft. of premium office space +terraces w/ residences above, complemented by secure below-grade parking. Just steps from University Avenue & Caltrain, this development combines timeless architectural appeal with enduring location value, offering investors a balanced income profile and an exceptional long-term hold in one of the nation's most supply-constrained and resilient markets. 640 Waverley Street is a fully entitled, pre-construction mixed-use project. Designed by Birge Clark Award-winning architect Ken Hayes, the property features: Four luxury residential units totaling 10,602 sq. ft. with soaring 12-foot ceilings. Class A commercial office space of 2,369 sq. ft. A state-of-the-art 4,645 sq. ft. residential basement with 18-foot clearance and a concealed parking lift accommodating seven vehicles.

640 Waverley ST, Palo Alto
7246 Sharon DR, San Jose
$12,000,000
5 Beds ⋅ 4 Baths ⋅ ML82054389 MLS ⋅ Sharon Manor BLDG.
10 detached townhouses ready to build. nearby townhouse along Cox sold for $2.7M+ with attached walls (Campbell School also). This is one of the best school district (Lynbrook High) FILE NOS: (GP21-004/C21-009) General Plan Amendment and Conforming Rezoning to change the General Plan designation from Neighborhood/Community Commercial to Mixed-Use Neighborhood, and the zoning from CP Commercial Pedestrian District to MUN Mixed-Use Neighborhood District. There is no specific development project proposed, however it is anticipated that future development would result in of ten mixed-use townhouse residential units. SP22-016/T22-017: Special Use Permit for the demolition of the existing office building and subdivision of the lot into 10 residential lots and one common lot to construct 10 live/work residential units. The four-story units would be detached and would have common walkways, driveways, and guest parking. Each unit would range from 3,240 to 3,270 square feet in size.

7246 Sharon DR, San Jose
12366 Priscilla LN, Los Altos Hills
$11,495,000
5 Beds ⋅ 6 Baths ⋅ ML82061610 MLS
Custom-built, Craftsman home by renowned builder on approximately 1.03 acres, offering exceptional privacy behind a gated driveway. Beautifully landscaped grounds, covered front porch, and resort-style south-west facing backyard create an indoor/outdoor lifestyle.The home features hand-hewn floors, custom moldings, and exquisite details throughout.Formal living room with fireplace, elegant dining room with butlers pantry, wine refrigerator, and walk-in pantry. Gourmet kitchen, granite countertops, high-end stainless appliances, and Sub-Zero refrigerator/freezer and opens to a spacious family room with built-ins, gas fireplace, and seamless access to the rear grounds. Main-level bedroom suite with exterior access ideal for guests or pool use.Upstairs includes a luxurious primary suite with sitting area, fireplace, balcony, office nook, oversized walk-in closet, and spa-like marble bath with heated floors.Additional three bedrooms, media/lounge room, and flexible spaces complete the home.Resort-style grounds include pool, spa, outdoor kitchen, fireplace lounge, expansive lawn, playground, and orchard. Additional features:50-panel solar system, smart lighting, sound, security, multi-zone HVAC, and private well for irrigation. Excellent schools close to hiking trails and HWY 280.

12366 Priscilla LN, Los Altos Hills
20388 Hill AVE, Saratoga
$10,998,000
9 Beds ⋅ 11 Baths ⋅ ML82053736 MLS
Nestled along one of Saratoga's most coveted and tranquil streets in the prestigious Montalvo neighborhood, this extraordinary gated estate embodies contemporary modern design with an emphasis on light, scale, and seamless indoor-outdoor living. Set on over an acre of impeccably landscaped grounds, the three-level residence offers exceptional privacy, sophistication, and a refined connection to nature. Designed for effortless entertaining and everyday living, the main residence features 8 bedrooms, 10 bathrooms, expansive light-filled interiors, dramatic walls of glass, and a temperature-controlled wine cellar. The serene primary suite is a private retreat with a fireplace, walk-in closet, and spa-caliber bathroom complete with a soaking tub and oversized shower. Additional features include a private office and dedicated fitness area. Outside, resort-inspired amenities create a private sanctuary with a spectacular pool, expansive terraces, outdoor kitchen, and beautifully landscaped gardens designed for relaxation and entertaining. The estate also showcases a 1-bedroom, 1-bathroom guest house with direct access to the pool area, offering great flexibility for hosting.

20388 Hill AVE, Saratoga
618 Tennyson AVE, Palo Alto
$10,888,000
5 Beds ⋅ 7 Baths ⋅ ML82055387 MLS
The search for your forever home ends here with this custom-built brand-new luxury home. Featuring fabulous architectural design by a preeminent architect & design team, this unique home on a tree-lined street in prestigious Old Palo Alto possesses a distinctly modern flair, state-of-the-art home technology, & a chic open-concept floorplan. Enjoy 5 en-suite bedrooms + an office + gym room, plus 2 extra half baths. A home theater w/7.1 surround sound, 4k laser projector & 7 leather seats; recreation room, wine rack, full bar, & 2 laundry rooms. Kitchen w/Miele appliances include 70 refrigerator/freezer/wine cooler, 48 gas range w/8 burners, 24 combi-steam oven & 24 microwave oven. Silestone countertops & pantry. Owned solar panel system. Multi-slide 3 panel door opening to covered patio & private backyard; European 10 oak engineering hardwood floors throughout; advanced Lutron system w/decentralized lighting design; smart security system & camera w/IP CCTV; slate concrete roof. With fast access to Stanford, Town & Country Village, downtown PA, top-rated schools & tech companies, this brand-new home is a perfect blend of classic comfort & modern luxury. Total construction 4,963 sq ft, consisting of: 4,419 sf (living area), 228 sf (Garage), 316 sf (covered patio). A must see!

618 Tennyson AVE, Palo Alto
2211 Park BLVD, Palo Alto
$10,500,000
8 Beds ⋅ 2 Baths ⋅ ML82062731 MLS
Wonderful Palo Alto opportunity to build as property was recently rezoned RM30 by City of Palo Alto. Walk-ability to California Avenue, Cal Train, Stanford University. Buyer to research all uses, zoning. DO NOT DISTURB TENANTS. SHOWN BY APPOINTMENT ONLY.

2211 Park BLVD, Palo Alto
134 Seale AVE, Palo Alto
$10,500,000
9 Beds ⋅ 8 Baths ⋅ ML82060834 MLS
A rare contemporary luxury in the heart of Old Palo Alto. This presale opportunity allows buyers to secure the home ahead of completion and lock in presale pricing, with the opportunity to personalize finishes, materials, cabinetry, and lighting, subject to construction progress and builder approval. Anticipated completion: Q4 2027. Set on a 10,013 sq. ft. lot, with approximately 5,287 sq. ft. in the main residence plus a 749 sq. ft. detached ADU. The residence is envisioned with a refined modern-contemporary aesthetic featuring warm natural wood tones, dramatic stone, custom millwork, designer lighting, and architectural detailing. The main home offers 7 bedrooms and 5.5 baths across three levels, with an open kitchen and family area, dedicated office, luxurious primary suite with walk-in closet and spa-inspired bath, and an expansive lower-level retreat with wet bar, wine area, game room, lounge, gym, and flexible guest space. A detached 2-bedroom, 2-bath ADU adds flexibility for guests, extended family, or private workspace. Ideally situated on a tree-lined street in Old Palo Alto, convenient to Stanford, California Avenue, downtown Palo Alto, parks, dining, and shopping. A rare opportunity to secure and personalize a substantial luxury residence before completion.

134 Seale AVE, Palo Alto
3970 Leavesley RD, Gilroy
$10,500,000
7 Beds ⋅ 7 Baths ⋅ ML82048883 MLS
Centrally located between Silicon Valley and Carmel, three minutes from the freeway, Shangri-La-Dee-Da is a private estate surrounded by open land, rolling hills, and private ponds. Horse enthusiasts must see! Spanning 58+ acres, the property is a PREMIER EQUESTRIAN ESTATE, private family compound, and destination venue. The land includes two year-round ponds, two existing wells, solar-powered vineyard irrigation, organic non-pesticide grounds, approx 35 fruit trees, and internet service with two Starlink towers. The main residence approx 4,222 sq ft with 4 bed/3 bath, plus an additional 1,180 sq ft finished basement (unpermitted square footage). A 2,300 sq ft 3 bed/3 bath guest house, providing accommodations for extended family, guests, caretakers, or event use. Equestrian amenities include two arenas (one covered), two barns, 10 stalls, a round pen, and an 85' Euro-walker. A large covered steel arena (86 x 200) supports year-round riding, clinics, and events. The vineyard spans 14 acres across three varietals with a separate service entrance, and a wine cellar complements the land. The property offers successful Airbnb use, weddings, private events, retreats, and wine production. Extensive infrastructure, drainage, and natural wind and fire protection allow for year-round use.

3970 Leavesley RD, Gilroy
21449 Toll Gate RD, Saratoga
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82058621 MLS
Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.

21449 Toll Gate RD, Saratoga
25200 Loma Prieta AVE, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, Los Gatos
4020 Orme ST, Palo Alto
$9,688,000
6 Beds ⋅ 5 Baths ⋅ ML82065389 MLS
Masterfully designed. Impeccably crafted. Effortlessly comfortable. This timeless home in a quiet location is all of this and more. From the custom-built doors to the door handles, hinges, and cabinet pulls all forged on site during construction by Swiss contractors specifically flown in for this project, this home is truly special. Elevated. The impressive main house not only features 5 generous bedrooms and 3.5 updated bathrooms, but also a music room, a game room, a study and an office. The kitchen, with its large island, porcelain counters and high-end appliances, sits at the heart of the home and opens to the family room and central courtyard. The private central courtyard is an entertainer's dream, with room for large scale formal affairs or more intimate gatherings of family and friends. Guests can flow into and out of the interior spaces through numerous French doors, and caterers can discretely prepare hors d'oeuvres and meals away from guests. The swimmer's 25-yard-long lap pool with large adjacent lawn invites a vigorous morning workout. - or a raging pool party for the young or young at heart. Discretely located behind the garage and overlooking the pool and lawn, the guest house is a haven for guests, offering complete privacy with all the amenities.

4020 Orme ST, Palo Alto
14123 Tracy CT, Los Altos Hills
$9,488,000
6 Beds ⋅ 6 Baths ⋅ ML82063062 MLS
Set behind gates on 1.23 AC, this one-of-a-kind residence feels rooted in its Los Altos Hills setting. Mature trees envelop the home, while a wide wooden deck walkway leads to the entry, making the approach feel like an extension of the living space. Natural light fills airy interiors of nearly 6,000 SF designed to blur the line between indoors and out. Rich wood finishes in cherry, bamboo, and Douglas fir add warmth and texture, while expansive glass keeps the landscape ever-present. Geothermal energy adds sustainability. Living areas center around a gourmet kitchen, living and dining rooms, and a family room that opens completely to the grounds. Six bedrooms offer flexibility. Outside, enjoy a pool, built-in barbecue, lawn, and mature shade trees. Adjacent to Pearson-Arastradero Preserve and minutes from downtown Los Altos, Palo Alto, and Interstate 280, the setting offers a rare sense of seclusion without sacrificing connection. With its own point of view, the home is a thoughtful expression of contemporary living shaped by its natural surroundings, served by Palo Alto schools including Nixon Elementary, Fletcher Middle, and Gunn High School (buyer to verify eligibility).

14123 Tracy CT, Los Altos Hills
16840 Cypress WAY, Los Gatos
$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos
12950 Brendel DR, Los Altos Hills
$8,200,000
4 Beds ⋅ 5 Baths ⋅ ML82064676 MLS
Nestled in a highly desirable location close to downtown Los Altos, this private and serene property offers an exceptional blend of elegant interiors, beautifully designed outdoor spaces, and effortless CA living, all complemented by peaceful hill views. The home has been thoughtfully enhanced, exuding a warm and inviting space perfect for both relaxed everyday living and sophisticated entertaining. The indoor and outdoor spaces flow seamlessly together, featuring an updated kitchen with marble countertops alongside an expansive outdoor kitchen and entertaining area. Beyond lies a cozy fire pit, built-in barbecue station, ample artificial lawn, new fencing, and extensive landscaping, creating inviting areas for dining, recreation, and quiet relaxation. Inside, refined finishes provide a sense of understated elegance and warmth. Renovated bathrooms, marble kitchen surfaces, and a designer-built custom wet bar with wine storage elevate the interiors while maintaining a comfortable, welcoming atmosphere. The main house is 3 bedrooms and 3.5 bathrooms with the potential to add an attached ADU. A ~691 sq. ft. guest house over the detached 3 car garage with 1 bedroom and 1 bathroom is ideal for extended family, visiting guests, a private office, or flexible living arrangements.

12950 Brendel DR, Los Altos Hills
5471 Country Club PKWY, San Jose
$8,000,000
6 Beds ⋅ 6 Baths ⋅ ML82051151 MLS ⋅ Silver Creek Valley Country Club BLDG.
THE ZIP CODE 95138 BELONGS TO EVERGREEN, SAN JOSE, CA, AN EXCLUSIVE, AFFLUENT HILLSIDE ENCLAVE KNOWN FOR ITS RESORT-STYLE LIVING AND LUXURY REAL ESTATE CENTERED AROUND THE PRESTIGIOUS SILVER CREEK VALLEY COUNTRY CLUB. This exquisite Mediterranean Renaissance estate, reimagined in 2019, offers unparalleled luxury within the exclusive gated community in Silicon Valley. Inspired by the grandeur of Milan & Florence, the residence features a dramatic soaring 24-foot foyer crowned by an 18-foot fresco mural reminiscent of Botticelli's The Birth of Venus. The vintage-glam kitchen is a chef's masterpiece, highlighted by a centerpiece La Cornue range with custom white hood, bespoke cabinetry, exquisite quartz countertops & a matching backsplash blending timeless elegance with exceptional functionality. 5 expansive ensuite bedrooms, a domed-ceiling study & a separate attached guesthouse with a private entrance. Opulent finishes include marble, onyx, mother-of-pearl, Calcutta Gold & hand-carved Italian marble, accented by a striking 22-foot mantel as a refined focal point. The gated grounds encompass a serene pool & tranquil veranda,creating a private sanctuary perfect for relaxation in this sophisticated lifestyle retreat.This is more than a home - it's a lifestyle of unparalleled luxury.

5471 Country Club PKWY, San Jose
716 Linden AVE, Los Altos
$7,988,000
5 Beds ⋅ 5 Baths ⋅ ML82065228 MLS
Exceptional quality and bright interiors define this timeless one-story home. Beautifully appointed throughout with superior craftsmanship, the home features refined architectural detailing, extensive millwork, limestone and hardwood floors, and a fireplace with solid marble mantelpiece, all contributing to an elegant yet inviting atmosphere. 4 bedrooms, office and 3.5 baths (approx. 2,818 square feet) with generous gathering spaces that include formal living and dining room complemented by a large family room off the kitchen opening to the rear grounds. Providing exceptional flexibility, a two-story, 1-bedroom, 1-bath guest house with kitchenette (Approx. 653 square feet) adjoins the finished garage with bonus half-bath. Remarkable privacy surrounds the resort-inspired grounds, where a covered terrace, large pool and separate spa, outdoor shower, children's playhouse, and vast lawn invite outdoor living and entertaining. Basement room-potential wine cellar (approx.173 square feet) The fully gated setting is just one mile from the Village and an easy walk or bike ride to all three highly acclaimed schools. Classic and timeless with exceptional interiors, resort-inspired rear grounds, and detached flexible-use quarters in a coveted location make this a great place to call home!

716 Linden AVE, Los Altos
685 Riviera DR, Los Altos
$7,888,000
6 Beds ⋅ 6 Baths ⋅ ML82048820 MLS
Welcome to the Los Altos Riviera. On a quiet cul-de-sac, this home has been rebuilt from the ground up, offering 4,140 sq ft across a 3,370 sq ft main residence and a 770 sq ft attached ADU, a flexible space for guests, extended stays, or a home office. Soaring ceilings fill the main living areas with light and a generous sense of volume, and the work throughout reflects an exacting standard, with custom cabinetry and top-of-line appliances. Outside, a sunlit patio and outdoor kitchen extend the living space into the yard, setting the stage for summer dinners, weekend gatherings, and quiet evenings under the open sky. Shoup Park and its creekside trails are nearby, Rancho San Antonio Preserve offers miles of hiking, and downtown Los Altos, with its village shops, cafes, and year-round community events, is minutes away. Located near Covington Elementary, Georgina P. Blach Junior High, and Los Altos High School (buyer to verify). Built without compromise, designed for living at its finest.

685 Riviera DR, Los Altos

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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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