Feature Properties

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

$35,000,000

7 Beds ⋅ 5.5 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, unubstructed views from San Francisco to San Jose. The property is currently rented for $52,000/months. The buyer can take over the lease.

Los Altos Hills

$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

$13,800,000

6 Beds ⋅ 5.5 Baths ⋅ ML82039880 MLS

Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood Road, Los Gatos

$13,780,000

5 Beds ⋅ 8.5 Baths ⋅ ML81989253 MLS

Designed to be a haven in the middle of the Silicon Valley, 28025 Natoma Rd offers a retreat lifestyle minutes away from the worlds technological epicenter. With over 10,700 sq ft of living space on a 2.59 acre parcel, this home offers future owners both seclusion and room to roam. The property has a luxury spa atmosphere, with a home gym that includes a sauna, steam shower, and in floor hot tub. Other amenities include a wine cellar, in home theatre, outdoor gazebo entertaining area, and most spectacularly, a custom built detached 20 car collectors garage.

28025 Natoma Road, Los Altos Hills

$12,998,000

4 Beds ⋅ 4.5 Baths ⋅ ML82060676 MLS

A jewel box in Atherton. In a town defined by grand scale, this residence, built by a locally renowned builder and completed in 2022 is uniquely intimate. Set on approximately 0.28 acres behind mature landscaping, the 5,527-square-foot contemporary offers five bedrooms and seven bathrooms across a plan built for effortless living and entertaining. Wide-plank white oak floors, floor-to-ceiling glass, and a sculptural floating staircase anchor interiors bathed in natural light. The pool, spa, and fire pit lounge form an outdoor sanctuary framed by green canopy and privacy. A separate guest house adds rare flexibility for extended family, staff, or a private office. The primary suite is a study in calm, with floor-to-ceiling glass framing treetop views. A fully integrated Savant system commands lighting, climate, and entertainment from a single interface, complemented by built-in multi-room audio flowing from the great room to the pool terrace. Gated, camera-monitored security adds privacy and peace of mind. Total of 5 Bedrooms | 5 Full & 2 Half Baths | 5,527 SF | 0.28 Acres | Main House + Guest House/ADU | Pool, Spa & Fire Pit | Attached Garage & Detached Carport | Built 2022 Conveniently situated between San Francisco and San Jose, proximity to Stanford and Sand Hill corridor

368 Camino Al Lago, Atherton

$12,995,000

7 Beds ⋅ 8.5 Baths ⋅ ML82045810 MLS

Spectacular Monterey Colonial home on 6+ private acres. Long gated driveway & large motor court. Estate shows tremendous character and beauty. Improvements include a stunning primary bath, a complete new roof & gutters & Exterior paint 2025. 3 expansive levels with grand public rooms, large eat-in kitchen, English Pub bar, recreation/media room and fitness room with sauna, wine room for approx. 1,000 bottles. Seven large bedrooms, including two primary suites, a full two bedroom attached apartment, a separate 1 bedroom guest house privately located on the grounds with a separate 2 car garage and parking. Additionally, attached 4 car garage, large swim pool, tennis court and Stable for 5 horses & riding arena, Hay storage, wash rack, multiple areas for parking trailers. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute to SF or Silicon Valley. Main house 13,590 sf per county records, 5,560 sf main level , 4,300 sf 2nd level, 3,730 sf lower level includes home theater, wine room, workout/ sauna. Not including guest house, extra 2 car garage, shop & Horse stable. Corral & stable have separate driveway. Easy to show.

389 Moore Road, Woodside

$12,988,000

5 Beds ⋅ 4.5 Baths ⋅ ML82059036 MLS

Set behind gates on more than 1.1 acres moments from the Los Altos Hills Golf & Country Club, this exceptional estate blends timeless elegance, privacy, and luxurious indoor-outdoor living. Nearly 4,100 square feet of light-filled interiors showcase wide-plank hardwood floors, intricate millwork, natural stone finishes, soaring detailed ceilings, expansive formal spaces, an inviting family room, and a chef's kitchen with top-tier appliances. Five spacious bedrooms include a luxurious walk-out primary suite with a spa-inspired bath. Resort-style grounds feature a sweeping patio, sparkling pool and spa, outdoor kitchen, trellis-covered dining area, fire pit, sports court, and peaceful garden paths. Additional highlights include climate control, solar panels, and two attached 2-car garages. Just minutes from downtown Los Altos, scenic preserves, Interstate 280, and acclaimed schools (buyer to verify eligibility).

1700 Esberg Road, Los Altos

$12,800,000

6 Beds ⋅ 7.5 Baths ⋅ 41134276 MLS

300 Camille Avenue, known as the Ball Estate, is a gated Westside Alamo landmark offering unprecedented grounds, history, and timeless elegance. Set on approximately 3.98 flat acres, this legacy property captures the essence of refined luxury living. The residence spans over 8,800± sq ft across two levels, showcasing exquisite millwork, new appliances, formal and informal entertaining spaces, soaring ceilings, and lower level bonus room. The grounds are truly exceptional—anchored by majestic, mature redwoods that create a sense of privacy and serenity rarely found. Expansive, sun-drenched lawns stretch across the property, offering endless possibilities, including space for an ADU, while the natural canopy and thoughtful layout provide a peaceful, secluded retreat. In addition to the estate’s incredible privacy, it remains ideally positioned just a short distance from the Iron Horse Trail and surrounding hiking paths, seamlessly blending nature and convenience. Downtown Alamo and Danville are only minutes away, offering easy access to top-tier dining, boutique shopping, and everyday amenities. Designed for both grand entertaining and everyday living, the property also features a 1,579 sq ft pool house, an oversized resort-style pool, and a detached bar—creating a private, resort-like setting that feels worlds away, yet close to everything.

300 Camille Ave, Alamo

$12,500,000

4 Beds ⋅ 4.5 Baths ⋅ ML82061321 MLS

Stunning Crescent Park residence showcases refined modern interiors on private, resort style grounds of nearly 14K sf. Extensively renovated with an uncompromising eye for design, the light-filled interiors showcase warm natural wood, sleek cabinetry, and expansive windows and glass doors that beautifully frame the outdoor setting. The living spaces flow effortlessly from one room to the next, creating an ideal setting for both everyday living and large-scale entertaining. Formal living & dining rooms feel equally dramatic and inviting, while the showpiece kitchen delivers sleek sophistication with effortless functionality. Upstairs, the serene bedroom retreat & spa-inspired baths continue the homes quiet sense of luxury. Designed for year-round enjoyment, multiple glass sliders open to the spectacular grounds featuring multiple terraces, pool, spa, outdoor kitchen, fireplace & sports court. Detached pool house with full bath offers exceptional versatility as a recreation room, home gym, or guest quarters. Excellent location near top Palo Alto schools, vibrant downtown Palo Alto & Eleanor Pardee Park. Additional amenities: Fleetwood windows/doors, white oak hardwood floors, Toto washlet toilets throughout, wine cellar, automated driveway gate, skylights & Tesla charging station.

560 Center Drive, Palo Alto

$12,500,000

7 Beds ⋅ 6.5 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 Street, Palo Alto

$12,000,000

5 Beds ⋅ 5.5 Baths ⋅ 41147906 MLS

The most beautiful estate, on the most desirable street, in Lafayette’s most coveted Happy Valley neighborhood, 1232 Rose Lane is the home of your dreams! Fully fenced behind a wrought-iron gate, the estate offers unrivaled privacy and relaxing seclusion, while situated in a neighborhood less than a mile from the BART station to San Francisco, award-winning Happy Valley Elementary School, Briones hiking trails and the vibrant shops and restaurants of downtown Lafayette. The estate boasts 6,924 +/- sqft on more than an acre of sprawling, level grounds with a main house, pool house, guest house, swimming pool, hot tub and tennis court. Inspired by English manor country homes, the ivy-covered main house exudes curb appeal and is approached by a long, tree-lined circular driveway. The house offers inviting gathering spaces and a spectacular layout for entertaining on a grand scale with five bedrooms, five and a half bathrooms, chef’s kitchen, formal foyer, living and dining rooms, wood-paneled office, flex/bonus room, three-car garage and 20+ foot ceilings. The primary suite is a serene sanctuary with French doors, Juliet balcony, high ceilings, dual walk-in closets, and beautifully appointed dual bathrooms, including a light-filled, spa-like space w/ radiant-heated floors & soaking tub. Outdoors, an exceptional resort-like setting features a saltwater pool and separate waterfall spa, pool house w/ full bath and kitchen amenities and a separate guest house/ADU offering flexible setting for guests or a variety of uses. The estate’s grounds feature multiple patios, covered porches, rose garden, chicken coop, colorful art studio & an oversized tennis court with pickleball lines. Majestic redwoods, Italian cypress, Japanese maples, cherry blossoms and mature fruit trees create a lush landscape w/ a beauty & permanence that only comes with time. A three-car garage w/ dual EV charging, sound system, generous storage & modern conveniences further enhances the home. The drive to San Francisco is approximately 20 miles. The combination of architectural magnificence, impressive scale, established private grounds & proximity to the heart of Lafayette & the San Francisco Bay Area makes this property nearly impossible to replicate. An estate like this turns over once in a generation; don’t miss the chance to live a dream life in Lafayette!

1232 Rose Ln, Lafayette

$12,000,000

7 Beds ⋅ 6.5 Baths ⋅ ML82059857 MLS

Offered as a rare presale opportunity with the ability to personalize select finishes, this modern architectural masterpiece is estimated for completion in Q3 2027. Privately situated on a level half-acre cul-de-sac lot, the residence offers approximately 5,722 square feet of refined living space, including an attached JADU and detached ADU . A dramatic double-height foyer with a full-height porcelain slab feature wall and statement chandelier creates a striking first impression. Soaring ceilings, premium engineered oak flooring, a dramatic floating staircase, and walls of glass create a striking sense of scale and effortless indoor-outdoor living. The showpiece kitchen features custom European-inspired cabinetry with warm natural wood finishes, natural quartzite surfaces, a waterfall island, and premium Miele appliances. A private balcony, spa-inspired primary bath, custom wine display, Control4 automation, and beautifully landscaped grounds complete the residence. Buy early for preferred pricing and design personalization.

20 Castle Court, Hillsborough

$12,000,000

7 Beds ⋅ 8.5 Baths ⋅ 41144696 MLS

A secluded drive winds to the top of the hill, arriving at Bella Vista de Valle—a Mediterranean estate that feels less like a traditional home and more like a high-end, private resort. This is a masterclass in effortless living, where 360-degree views of the valley and the majestic silhouette of Mount Diablo serve as the backdrop for a lifestyle centered around recreation and relaxation. Spanning over 13,400 square feet on a sprawling 5.31-acre lot, the estate is designed as a personal playground where every day feels like a getaway. Inside, the grand foyer’s 19-foot ceilings and stately columns lead you toward the heart of the house: a newly renovated gourmet kitchen. With dual Calcutta Supreme islands, designer chandeliers, and a "secret" hidden pantry, it’s a space built for hosting everything from post-game snacks to sophisticated soirées. The activity options here are truly in a league of their own. Rain or shine, the fun continues on the full-size indoor basketball court, in the billiard room, or within the dedicated exercise suite. For those who work as hard as they play, the richly detailed executive office offers a quiet retreat, while a private au pair suite ensures there is plenty of space for everyone. Step outside, and the grounds transform into a world-class recreational hub. You can sharpen your short game on the putting and chipping greens, start a match on the soccer field, or enjoy a sunset game of bocce. The spectacular pool and spa are the centerpiece of the outdoor experience, surrounded by multiple covered loggias, a full outdoor kitchen, and a fire pit perfect for starlit evenings. From the playground to the expansive terraces, every inch of this property is designed for active enjoyment. Bella Vista de Valle offers a rare combination of scale, sophistication, quality, and pure, unadulterated fun.

251 Santiago Ln, Danville

$12,000,000

5 Beds ⋅ 5.5 Baths ⋅ ML82045031 MLS

Unique opportunity to unlock the advantages of buying an under construction home and benefit from preferred pricing by buying early. Located in the coveted Linda Mar neighborhood of Pacifica with incredible ocean views, this modern home has close proximity to biking and hiking trails with access to the Golden Gate National Recreation Area open space. Less than 25 minutes to SF and SFO Airport, with easy access to the Silicon Valley corridor. A short distance away from the Linda Mar Beach offering excellent surfing and fishing options. This magnificent modern home features multiple leisure areas, five en-suite bedrooms, an office, powder room, and a 4,520-square-foot living space on a large 21,391 sq. ft. lot. Long, private driveway leads to the residence. The property includes a pool, multiple terraces, and plenty of outdoor and indoor resort-type entertainment spaces. The contemporary kitchen has exotic worktops, modern appliances, and a large skylight. Two large linear gas fireplaces highlights the family room and master bedroom. The pool is surrounded by an expansive terrace, offering a true resort-style living. This is the place where you can make your dreams come true. Photos are renderings of the home under construction.

1693 Higgins Way, Pacifica

$11,600,000

7 Beds ⋅ 7.5 Baths ⋅ ML82049737 MLS

Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon Road, Los Gatos

$11,480,000

9 Beds ⋅ 10.5 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 Avenue, Saratoga

$11,475,000

6 Beds ⋅ 7.5 Baths ⋅ ML82054575 MLS

Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

280 Uplands Drive, Hillsborough

$11,000,000

5 Beds ⋅ 6.5 Baths ⋅ ML82052749 MLS

Welcome to 433 El Centro, a newly remodeled luxury estate in Hillsborough. Situated on 0.41 acres, this exceptional property offers refined living designed for entertaining and everyday comfort. The home features 5 bedrooms (including the ADU), 5 full baths, 2 half baths, and a bonus room/den. The gourmet chef's kitchen boasts premium paneled appliances, a wine cooler, and opens to a spacious family room. Additional highlights include built-in speakers, a custom wet bar, dedicated media room, temperature-controlled wine cellar, and laundry rooms on both levels. The luxurious primary suite offers a private office, walk-in closet, and spa-inspired bath with heated floors, towel racks, soaking tub, and dual showers. All secondary bedrooms feature en-suite baths for added comfort and privacy. Designed for seamless indoor-outdoor living, the grounds showcase a pool, spa, fire pit, expansive lawn, outdoor TV, and covered BBQ pavilion with prep space, refrigerator, and ample seating. Conveniently located near top-rated Hillsborough schools, parks, Downtown Burlingame, and transportation, this turnkey estate presents a rare opportunity in one of the Peninsula's most sought-after communities.

433 El Centro Road, Hillsborough

$11,000,000

2 Beds ⋅ 3.5 Baths ⋅ ML82039836 MLS

Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

309 Olive Hill Lane, Woodside

$10,988,000

5 Beds ⋅ 5.5 Baths ⋅ ML82037743 MLS

Set on more than 2.5 acres of quintessential Woodside grounds, this spectacular estate balances timeless elegance with easy comfort. Behind gates and surrounded by mature trees and lush foliage, it conveys a quiet sense of luxurious seclusion. Inside, more than 6,400 total SF includes a dramatic foyer with columns, expansive formal rooms, a chef's kitchen, private office, theater, and five bedrooms, including a sanctuary-like primary suite. Outdoors, resort-style grounds feature a pool, spa, pool house, patio with fireplace and grill, cascading waterfall with bridge, gardens, fruit trees, and a detached bonus studio for work or fitness. Tesla solar panels and 6 Powerwall batteries, a seamless Sonos sound system, and expert craftsmanship enhance every detail. Just minutes from Woodside, Sand Hill Road, Palo Alto, and top schools, it offers the rare blend of privacy, prestige, and proximity.

160 Phillip Road, Woodside

$10,950,000

5 Beds ⋅ 5.5 Baths ⋅ ML82061326 MLS

Set on a private cul-de-sac within the exclusive Quito Oaks enclave, this exceptional new-construction Modern Mediterranean estate offers a rare opportunity to own among a collection of newly built luxury homes in Saratoga. Within this coveted 10-home community, 6 homesites have sold, with only 4 remaining. Designed with gracious scale and seamless flow, the residence is defined by soaring ceilings, exposed beams, expansive walls of glass, and beautifully conceived indoor-outdoor living spaces. Warm, refined finishes and thoughtfully curated details create an elevated and inviting atmosphere. From the dramatic entry and striking staircase to the elegant kitchen, spacious gathering rooms, and luxurious private retreats, every space is designed for exceptional living and entertaining. Opportunities do exist for a detached ADU, custom landscaping, a pool, and other outdoor amenities. Renderings are based on architectural plans only; all furnishings are renderings

18540 Quito Grove Court, Saratoga

$10,888,000

5 Beds ⋅ 6.5 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 Avenue, Palo Alto

$10,550,000

4 Beds ⋅ 9.5 Baths ⋅ 41127692 MLS

Villa Montebella, the 2024 Vacation Property of the Year, is newly refinished and perfect as a residence, home for multigenerational living, or vacation mecca. The compound, which lives as an 8-bedroom estate, comprises 5 buildings. Surrounding the buildings are a vineyard, pool, hot tub, bocce court, play area, pool house, palms and other mature trees, and a 4860-sq-ft wine cave. Enter over a private drive winding through oaks, madrones and oleander. Privacy is absolute, and yet the estate’s entrance is just a mile from world-class dining and wineries. The centerpiece of the living areas is the Main House, under beamed ceilings. It features the principal suite, 2 other bedrooms, a huge dining room and living room (under skylights, with a wood-burning fireplace), and refinished terraces. The kitchen features tile counters, elite appliances, and breakfast-bar seating for 8-10. The other bedrooms are found in the other buildings: the hexagonal Lighthouse (with an office and THX movie theater), Penthouse (with a living room and decks), Vineyard House (with stunning views of ripening cabernet grapes), and Tennis House (adjacent to the court that could be configured for pickleball). There is a charging station for EVs; a generator for emergency power; and ample well water.

4377 Warm Springs Rd, Glen Ellen

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