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$65,000,000
5 Beds 5.5 Baths ML82032838 MLS
Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, softly illuminated by chandeliers from Spain. Designed to perfection for today's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen with a seamless flow to the loggia and vast private grounds. Five bedroom suites, including both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and sauna. The estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, expansive lawns and meadows. Located in one of the country's most exclusive Silicon Valley zip codes, nearby Venture Capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

7 Blue Ridge Lane, Woodside

$49,680,000
5 Beds 7.5 Baths ML82027150 MLS
Villa Anahid Just completed---architectural masterpiece showcasing 3 above-ground levels ---5 bedrooms, 6 full baths & 2 half-baths, plus a separate 2-bedroom, 2.5-bath ADU w/kitchen and laundry. A sculptural floating staircase spans all 3 levels plus there is an elevator. Dramatic living spaces include an entry level lounge with fireplace, refreshment center, wine cellar display wall, living plant wall, and theater with seating for 9. Second level main living/dining area has motorized retractable glass walls and an onyx-clad fireplace wall. Two exceptional kitchens, one for a personal chef and each with Miele appliances. This level also has a family room open to the kitchen, bedroom suite & fitness center with steam room and large sauna. Top floor primary suite w/tremendous private terrace, three additional suites, spacious lounge, & access to the ADU. Incredible outdoor amenities include a 56-foot pool w/sheer descent waterfall, oversized spa, barbecue center & programmable waterfalls. Smart features throughout plus solar power with 4 Tesla Powerwalls and 5 EV charging outlets. Excellent Las Lomitas schools. This home is close to Stanford University, venture capital centers, SF tech companies & 2 international airports.

349 Walsh Road, Atherton

$48,888,000
10 Beds 10 Baths ML82059451 MLS
A landmark Hillsborough estate of extraordinary scale, privacy, and unparalleled distinction, nestled within the exclusive New Place Road enclave, historically associated with the Gilded Age-era William H. Crocker estate. Arrival begins at the historic William H. Crocker gate posts marking the entrance to New Place Road, winding through the fairways of Burlingame Country Club. 150 New Place Road is an exceptional compound offering refined California living. Private resort-caliber grounds offer gathering areas for relaxation and elegant entertaining in complete privacy. A private detached guest house, panoramic San Francisco Bay views, swimming pool, private tennis and pickleball court, and comprehensive whole-home systems. Sophisticated interior living spaces, generous bedroom suites, theatre room and indoor sauna provide exceptional comfort and recreation. Walls of glass and expansive terraces frame breathtaking San Francisco Bay views and invite seamless indoor-outdoor living. Ideally positioned near San Francisco, Silicon Valley, SFO, and the Peninsula's renowned schools and amenities. Offered at $48,888,000, 150 New Place is an exceptionally rare Hillsborough trophy estate- a landmark private compound where privacy, scale, setting, and a sense of history converge

150 New Place Road, Hillsborough

$38,800,000
6 Beds 8.5 Baths ML82045742 MLS
This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages plus a working lab w/anti-static flooring. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, & a 1,600 amp electrical service. A comprehensive, enterprise-grade infrastructure includes a network w/fiber connectivity linking each building to the main racks, supported by a firewall, 26 ethernet switches, & 15 Wi-Fi access points. A whole-house audio system powered by advanced network amplifiers & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a well for irrigation, a clay tennis court, lighted sport court, & approximately 2 acres of Pinot Noir grafted aged vines. A whimsical designed 3-tree playhouse & fort adds a rare & enchanting element to the landscape. The result is a true sanctuary--where architectural beauty , advanced infrastructure and natural surroundings converge in one of Silicon Valley's most exceptional settings.

15 Hidden Valley Lane, Woodside

$34,995,000
8 Beds 7 Baths ML82038776 MLS
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill Lane, Woodside

$28,995,000
11 Beds 14.5 Baths ML82038870 MLS
A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.

1200 Armsby Drive, Hillsborough

$28,900,000
6 Beds 7.5 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 Place, Los Altos Hills

$27,800,000
6 Beds 9.5 Baths ML82052384 MLS
Just completed high-end new construction by Benchmark Builders now available in the sought-after West Atherton Circus Club location. This stunning new home showcases exceptional quality and thoughtful design that will stand the test of time. Arranged across 3 levels, the layout allows for an effortless flow between public and private spaces. Beyond formal living and dining rooms, the great room serves as a striking focal point with its fireplace and multiple glass doors opening to the pool and expansive yard. The open kitchen is appointed with top-of-the-line appliances, honed marble countertops, and a spacious island with seating, plus there is a second kitchen designed for a caterer or private chef. Luxurious primary suite features a spa-like bath with steam shower and couture closets alongside three additional upstairs suites. The lower level includes a recreation room, full bar, large wine cellar, fitness room with spa bath including steam and sauna, plus a privately located bedroom suite. The exceptionally private and built-out rear grounds are finished with a pool, spa, barbecue center, and cabana with fireplace. Spacious 3 car garage. Close to downtown Menlo Park, Sacred Heart and Menlo schools, and Menlo Circus Club. Exceptional high-end quality and A+ Atherton location.

97 Santiago Avenue, Atherton

$22,500,000
6 Beds 9.5 Baths 41133564 MLS
This Piedmont estate marries the soul of a Mediterranean villa with the pulse of modern technology. The residence balances intimate warmth with old-world grandeur. Every room tells a story of global treasure—from a 400-year-old fireplace surround to custom ceilings, Honduran mahogany window frames, and masterful leaded glass. Yet the estate is thoroughly modern, powered by a Savant automation system, Lutron lighting, and backup generator. The home features double-framed walls for acoustic privacy and a seismic foundation of steel-reinforced concrete piers. The kitchen blends custom cabinetry with elite appliances. The primary suite features a vaulted vestibule, French marble fireplace, boutique closets, and heated marble floors. Four additional suites offer equally superior accommodations. Over 2000 square feet of terraces, inlaid with antique Italian tiles, lead to a 70-foot saltwater lap pool and a fireplace cabana. Nearly a mile of walking paths meander through a sanctuary of over 300 legacy oaks, redwoods, and palms, bordered by Indian Creek and sustained by a self-sufficient on-site well and automated irrigation system. Every architectural, horticultural, and structural decision reflects an artful vision. The result is a sublime harmony between house, garden, and nature.

280 Indian Rd, Piedmont

$21,995,000
4 Beds 4.5 Baths ML82054839 MLS
Evoking the patina & permanence of a residence shaped over generations, this vineyard estate possesses an authenticity rarely achieved in contemporary construction. Completed in 2016 imbued with character of timeless European manor, it received the Julia Morgan Award for Classical Architecture, honoring its exceptional craftsmanship & architectural integrity. Hand-hewn beams, bespoke millwork, artisanal detailing, & imported Italian patterned terra cotta tile flooring define the interiors, while Mediterranean Revival influences create an atmosphere that is grand & welcoming. Arranged across two levels with elevator access, lower-level storage room with wine cellar potential, residence offers 4 bedrooms, dedicated office, & detached guest house. Formal & informal living spaces center around a chef's kitchen with a generous butlers pantry, while arched windows & French doors frame surrounding landscape. Set on approximately 4.33 acres in Woodsides coveted Hidden Valley, the estate enjoys sweeping views of Jasper Ridge, the Santa Cruz Mountains, the Western Hills, & Westridge. A pool, spa, rose gardens, crushed stone paths, dual-fuel backup generator, & professionally managed Pinot Noir vineyard producing up to 50 cases annually complete this extraordinary Silicon Valley retreat.

180 Farm Road, Woodside

$21,950,000
7 Beds 11.5 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 caba a 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 Road, Los Altos Hills

$21,800,000
7 Beds 11.5 Baths ML82061235 MLS
A rare presale opportunity to secure an extraordinary contemporary estate in Atherton, conceived as a private resort-like compound of exceptional scale and sophistication. The proposed residence offers approximately 10,666 sq. ft. of total living space, including a 9,432 sq. ft. main residence, detached 793 sq. ft. ADU, and 441 sq. ft. cabana. The architectural vision features clean modern lines, expansive walls of glass, warm natural materials, and seamless indoor-outdoor living. Grand entertaining spaces open to resort-style grounds centered around a pool and separate cabana, creating an exceptional setting for intimate gatherings and large-scale entertaining. The lower level is envisioned with a game room, bar, theater, gym, guest accommodations, and lifestyle spaces, with elevator access throughout. Offered at the conceptual presale stage, this is a rare opportunity to secure an exceptional Atherton estate early and participate in select design and finish decisions before completion. Interior design and finishes are not yet finalized. Renderings, floor plans, dimensions, square footage, finishes, landscaping, and design elements are conceptual, for illustrative purposes only, and subject to final plans, approvals, engineering, selections, and construction.

79 Deodora Drive, Atherton

$19,998,888
10 Beds 7.5 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 Road, Los Gatos

$19,995,000
7 Beds 7.5 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 Drive, Los Altos Hills

$19,800,000
8 Beds 11.5 Baths ML82038799 MLS
Motivated sellers! PrivateResortLiving. Los Altos Hills with Palo Alto Schools! Features eight bedrooms and 11 bathrooms, including a guest house/ADU with a full kitchen, living room, and separate entrance, built in 2022. It offers a formal dining room, a grand living room, limestone terraces, balconies, lush landscaping with over 20 palm trees, waterfalls, a home theater with 16 leather recliners, a wine cellar, an elevator, a fully equipped gym, and five-car garages with EV charging stations. Outdoor Amenities include an infinity Pool, BBQ, SportCourt, terraces and balconies, Limestone finishes, and a solar system. Perfect for TechExecutives and GlobalBuyers, the outdoor spaces are designed for unforgettable moments, whether hosting summer parties or unwinding on a peaceful evening under the stars. Quick access to Meta, Google, Apple, SFO, SJC, Stanford, Stanford University. Brand-new TPO roof with a 25-year warranty.

Los Altos Hills

$18,898,000
7 Beds 14.5 Baths 41145027 MLS
An exquisitely reimagined mid-century modern landmark estate, elevated to a new height of excellence, unfolds at the end of a private cul-de-sac, revealing a masterpiece of design, artistry, and luxury beautifully harmonizing with 4.5 acres at the end of Eagle Ridge Place. Offered for only the second time since its debut, the gated property is set within the prestigious Blackhawk Country Club, commanding sweeping panoramic views. Spanning 26,627 square feet, the residence is a masterful homage to Frank Lloyd Wright's iconic Fallingwater, embodying a refined expression of organic architecture where nature is seamlessly integrated into every aspect of design. This vision was realized through the collaboration of the Dahlin Group, interior designer Steve Chase, landscape architect Kimio Kimura, lighting designer Craig Robert, and contractor Michael DeBene. Arrival is marked by a dramatic 18-foot custom sculpture by Salvatore Pecoraro, leading into interiors of exceptional scale and warmth defined by a sophisticated interplay of wood, glass, and stone, enhanced by walls of newly tinted windows, back-lit onyx, soft LED illumination, and bespoke wool carpeting. The open-concept floor plan flows effortlessly from intimate living spaces to grand entertaining venues, including a formal dining room, media and game lounge, and dual chef's and caterer's kitchens. A spectacular over 7,000-square-foot ballroom features a hidden automobile access for white-glove display beneath nine chandeliers. Additional highlights include a 10,000-bottle climate-controlled wine cellar with a tasting room, a refined workshop space, seven luxurious bedroom suites, eight full baths, and seven powder rooms. The opulent primary retreat offers a private kitchen, sweeping views, and a spa-inspired bath. Two detached guest or staff apartments provide flexibility and privacy, while an elevator and sculptural staircases ensure seamless access across multiple levels. The grounds extend the home's architectural narrative outdoors with covered walkways featuring refinished teak ceilings, a pond with exotic Koi, a lagoon-style pool and spa with waterfall, a fully appointed outdoor kitchen and dining pavilion, and a private tennis court. Parking is abundant, with a four-car garage including golf cart capacity and a three-car carport. It is moments from championship golf courses, clubhouses, fitness & wellness amenities, and within reach of San Francisco, major airports, and top-rated SRVUSD schools.

81 Eagle Ridge Place, Danville

$18,500,000
5 Beds 8.5 Baths 41127983 MLS
Set along a tranquil creek on the 18th fairway of Diablo Country Club, Fairway Oaks is one of Diablo’s most storied estates. Built in 1916 for Robert Noble Burgess, developer of Diablo, this exquisitely reimagined home sits on approximately 1.54 acres, blending historic craftsmanship with timeless CA estate living. Prairie-style architecture welcomes you across a charming bridge and bluestone walkways beneath towering oak trees. Enter through a charming living room where historic character meets modern luxury, including a richly detailed walnut-paneled office, custom bar, and a subterranean wine room with storage for nearly 4,000 bottles. The chef’s kitchen features Carrara marble, soapstone countertops, top of the line appliances, and butler’s pantry. Three en-suite bedrooms are located on the lower level, while the upper level is dedicated to a private primary retreat with fireplace, sitting room, dual baths, and expansive closets. Outdoor living includes a pool pavilion with Nano doors, outdoor kitchen, fireplace, and lounge areas. The grounds offer a stunning guest house, spa building w/sauna, pool, spa, fire pit, pickleball court, putting green, gardens, citrus grove creating an exceptional landmark estate. Diablo’s most extraordinary property! https://youtu.be/25gOBEkwZR8

Diablo

$17,500,000
2 Beds 2 Baths ML82052269 MLS
Nestled along the breathtaking California Coast and less than an hour from both San Francisco and San Jose, The Shade Ranch presents an extraordinary opportunity to own one of the region's most exceptional private estates. Approx. 130 acres, this remarkable property combines historic charm, modern infrastructure, and unparalleled versatility. At the heart of the property sits a beautifully renovated 1940s farmhouse, a separate bunkhouse with potential farm labor housing use. 3 substantial multi-purpose barns, each positioned to support a wide range of agricultural, recreational, and entertainment activities. A standout feature is the spectacularly restored Lower Barn, transformed into an impressive gathering area. The Middle Barn offers ample space for ranch equipment, vehicles, recreational storage, and even helicopter accommodation. The property includes a designated helicopter landing area, adding a rare level of convenience and accessibility. The Upper Barn features paddocks, equipment storage, and additional operational space ideal for equestrian, agricultural, or ranching pursuits. Additional improvements include a dedicated equipment center, spacious workshop for on-site maintenance, and enclosed vehicle storage facilities (including helicopter storage) -

560 Stage Road, Pescadero

$17,500,000
7 Beds 7.5 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 Court, Los Altos Hills

$16,588,000
6 Beds 5 Baths ML82057435 MLS
Award-winning Old Palo Alto elegance, reimagined for modern living. Custom-built in 2018 and thoughtfully remodeled in 2024, the residence beautifully blends the timeless architectural character of Old Palo Alto with sophisticated contemporary design that expands to a 5.512-sqf mansion. Set on a 10,000-square-foot lot, the home unfolds across three beautifully appointed levels designed for both refined entertaining and comfortable living. White oak floors, exceptional natural light, and a dramatic glass-wrapped floating staircase establish a striking architectural presence. Open living and dining spaces flow effortlessly into the modern chefs kitchen, appointed with sleek white lacquer cabinetry, elegant quartzite finishes, premium appliances, a casual dining area, and an adjoining family room with thoughtfully designed built-in storage. The residence offers five bedrooms, five baths and a spacious office that can be easily repurposed into the 6th bedroom with richly built in storage. Upstairs, three en-suite bedrooms include a luxurious primary retreat with a private balcony. The lower level provides two additional bedrooms with a spacious, beautifully finished bath, complemented by generous recreation, media cinema and fitness spaces and wine cellar. Top Palo Alto schools.

1730 Webster Street, Palo Alto

$16,500,000
12 Beds 15.5 Baths 41125528 MLS
A Landmark 100-Acre Estate Set in Prestigious Alamo | The only 100-acre estate in the East Bay, 10 Serenity Lane offers unmatched privacy, scale and distinction. Inspired by classic European architecture, the residence pairs quiet sophistication with remarkable potential. A gated, Crepe-Myrtle-lined drive leads to sweeping natural vistas, manicured gardens and thoughtfully designed outdoor spaces. Inside, expansive rooms support refined living and elevated entertaining, with multiple viewpoints capturing the surrounding hillsides. Signature amenities elevate the experience, including a 20-car showcase car barn, an inviting club room and a temperature-controlled wine cellar—ideal for collectors and connoisseurs. Outdoors, the grounds reveal vineyard elements, flourishing gardens and a resort-style pool and cabana that enhance the property’s retreat-like atmosphere. This is a rare opportunity to secure the East Bay’s premier legacy estate before its planned renovation, offering significant upside in one of the region’s most coveted luxury enclaves.

10 Serenity Ln, Alamo

$15,980,000
4 Beds 4.5 Baths ML82056115 MLS
Framing sweeping garden views of Eleanor Pardee Park in prestigious Crescent Park, this custom French Modern estate was completed in 2024 after four years of extensive excavation, construction of an exceptionally robust foundation, and meticulous craftsmanship. Premium features include a DaVinci Slate roof, a mesh-reinforced stucco finish, custom Pioneer double entry doors, and high-performance foam insulation. Formal living and dining rooms flank the dramatic entry hall, while the great room opens to a heated covered patio and a designer kitchen appointed. An atrium staircase leads to upper terraces overlooking the front and rear gardens. The flexible floor plan includes a ground-level office, four ensuite bedrooms, and a luxurious primary suite on each level. French doors open to a broad courtyard and mature, professionally designed gardens. A 21-foot outdoor kitchen is equipped with a gas-fired grill, rotisserie barbecue, professional-grade cooktop, professional-grade hybrid pizza oven, and charcoal smoker. A detached garage is complemented by a covered outdoor lounge. Set on an approximately 11,000sf parcel adjoining protected parkland, the home offers privacy, open views, and convenient access to Stanford University, and Silicon Valleys leading AI and technology hubs.

1418 Pitman Avenue, Palo Alto

$15,200,000
5 Beds 5.5 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 Lane, Los Altos Hills

$14,995,000
6 Beds 8.5 Baths ML82056682 MLS
A rare offering in coveted South Hillsborough, 810 Lombardi Lane is a private, gated estate set on nearly one level acre of beautifully curated grounds at the end of an exclusive cul-de-sac. Timeless architecture, soaring ceilings, custom millwork, and walls of glass create light-filled interiors that flow effortlessly to the resort-inspired outdoor spaces. Designed for both everyday living and grand-scale entertaining, the home features an exceptional chef's kitchen, expansive gathering spaces, and seamless indoor-outdoor living with accordion glass doors opening to a saltwater pool, outdoor kitchen, custom fire pit, and lush architectural landscaping. The luxurious primary suite is a private retreat with a spa-inspired bath and tranquil garden patio, while each additional bedroom offers a beautifully appointed en suite with its own distinctive designer tilework. A detached ADU with dramatic 12-foot wood-beam ceilings overlooks the pool and provides exceptional flexibility for guests, a private office, wellness studio, or multigenerational living. Combining remarkable privacy, timeless craftsmanship, and an unrivaled South Hillsborough location, this exceptional estate embodies luxurious Peninsula living.

810 Lombardi Lane, Hillsborough

$14,995,000
5 Beds 6.5 Baths ML81918112 MLS
Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629)

3085 Ralston Avenue, Hillsborough

$14,900,000
7 Beds 8.5 Baths ML82057953 MLS
A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

600 Moore Road, Woodside

$13,800,000
4 Beds 5.5 Baths ML82059479 MLS
Sophisticated design meets resort-style indoor outdoor living in this healthy-home, Green Point-rated residence on 1 acre, less than 2 miles from Los Altos Village. Purpose-built around healthy living, sustainability, wellness, and family living. The open great room soars beneath 17' ceilings, with African Sapele cabinetry, limestone, a ledgestone fireplace, and a 30-foot retractable glass wall opening fully to the backyard. Four true sleep sanctuaries include a main-level primary suite with steam shower and private terrace, plus three upstairs en-suites with 12' ceilings and mahogany floors. Poolside theater, tucked-away office, and a full bath off the pool serve swimmers and tennis players alike. Amenities include a solar-heated pool, spa, full-size tennis court, orchard, and organic garden beds. Low-VOC materials, HEPA filtration, whole-house water filtration, triple-pane windows, and 13.3 kW solar complete this rare offering minutes from acclaimed Los Altos schools.

12271 Hilltop Drive, Los Altos Hills

$13,800,000
8 Beds 8.5 Baths ML82056387 MLS
A rare blend of space, sunlight, and privacy, this exceptional three-level residence rests on a secluded 11,187-square-foot lot. Approximately 6,661 square feet of combined living space across the main home and separate ADU offers flexibility for everyday living, guests, work, and entertaining. Eight bedrooms, eight full baths, and two half baths include four bedrooms upstairs, two on the main level, and two below on the lower level. Tall ceilings and abundant natural light create an open, uplifting feel, complemented by a temperature-controlled wine cellar, flexible gym or theater, Control4 automation, and full Araknis networking. The deep, sun-filled backyard feels like a private retreat, with room to relax, play, entertain, or explore a future pool, subject to buyer verification and approvals. All this, with easy access to Sand Hill Road, Stanford Shopping Center, acclaimed schools, and I-280. A special opportunity offering space to gather, flexibility to evolve, and privacy close to everything.

595 Hobart Street, Menlo Park

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