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$49,680,000
5 Beds 8 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

Listing courtesy of from Compass. 650-888-0860

$49,500,000
6 Beds 10 Baths ML82017722 MLS
Presenting one of the most valuable street-to-sea parcels on the West Coast, a trophy asset in every sense, and an extraordinary opportunity to possess one of the most iconic properties in all of Pebble Beach. "Gem Cove" is located on two lots of record on an ocean front parcel of land next to the Lodge, with unobstructed ocean views to the 18th fairway, Stillwater Cove, Carmel Beach, Point Lobos and beyond. Truly a once-in-a-lifetime opening to secure your position in one of the most sought-after areas in the world. Built on a prime 2.24 acre parcel of coveted CA real estate, is this unforgettable European-esque estate is guaranteed to astound, impress and amaze the most astute buyer. From the substantial living room to the chef's kitchen/great room, the expansive primary bedroom suite to the expertly curated grounds, all with big ocean views - you will love living here, entertaining family and hosting guests at this prestigious estate. Located within minutes of world-class golf, Michelin-level dining, and elite networks, this property offers not just lifestyle, but legacy. Whether as a long-term family estate, strategic investment, or a rare coastal retreat, "Gem Cove" presents the kind of opportunity that seldom comes. Don't miss it.

1494 Cypress Drive, Pebble Beach

Listing courtesy of from Sotheby's International Realty. 831-238-9718

$48,888,000
10 Beds 10 Baths ML82059451 MLS
A landmark Hillsborough estate of extraordinary scale, privacy, and distinction. Set in one of the San Francisco Peninsulas most prestigious enclaves, 150 New Place is an exceptional private compound designed for elevated California living. Sophisticated interiors, resort-caliber grounds, views, a swimming pool, private tennis court, and whole-home systems provide comfort and convenience. Inside, beautifully appointed living spaces, generous bedroom suites, and areas for entertaining, recreation, and wellness await. Walls of glass fill the interiors with natural light, while terraces and balconies capture breathtaking views and invite effortless indoor-outdoor living. Outside, the estate becomes a private resort. The magnificent pool sets the stage for relaxation and elegant entertaining, while the tennis court offers recreation without leaving home. Expansive patios, landscaped grounds, and gathering areas accommodate intimate dinners, celebrations, and peaceful evenings in complete privacy. 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 a rare legacy estate and private resortan extraordinary opportunity to own one of Hillsboroughs most distinguished properties.

150 New Place Road, Hillsborough

Listing courtesy of Mary Bee from Intero Real Estate Services. 650-343-9999

$38,800,000
6 Beds 9 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

Listing courtesy of from Compass. 650-888-0860

$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

Listing courtesy of from Compass. 650-888-0860

$32,000,000
4 Beds 6 Baths ML82055898 MLS
Perched atop Tehama's most distinctive crest sits 38 Tehama, the original parcel personally selected by Clint Eastwood for its unmatched natural splendor. This architectural masterpiece spans 6,204 sq ft on over 10 acres, capturing breathtaking ocean and Santa Lucia Mountain views. The design and craftsmanship are simply outstanding, from the barnwood siding and reclaimed bridge timbers to the rich stone and stunning steel doors and windows. The 3-bedroom, 3.5-bath main residence features a stunning custom kitchen, multiple offices and lounges, and a grand living room opening to a covered patio with a fire pit. A detached 1-bedroom, 1-bath guest house offers private accommodations for visitors. A purpose-built aquatic fitness pool, inspired by elite ocean-athlete training, features integrated steps and varying depths for low-impact exercise, resistance work, breathwork, and recovery. A yoga room, sauna, steam room, cold plunge, and gym complete the exceptional wellness program. Close to Carmel yet surrounded by sunshine and tranquility, the property also enjoys Tehama's security, dining, golf, tennis, and exclusive amenities. A rare convergence of authenticity, artistry, and serenity, 38 Tehama embodies a lifestyle where nature, luxury, wellness, and legacy meet.

38 Tehama, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

$29,500,000
4 Beds 4 Baths ML82053114 MLS
Legendary architect Mickey Muennig's final residential masterpiece on 100+ Big Sur coast acres with a white sand beach! Set between US Forest Service land on the south and CA State Park land on the north, this 4 parcel property is like having your own private nature preserve with it's 4 mile trail system and the only land access to one of Big Sur's widest sand beaches. The very private home's massive glass walls provide an extraordinary opportunity to bathe in nature atop the home's radiant heated concrete floor and its double sided wood fireplace centerpiece, while also taking in the unrivaled 50+ mile coast views. This solar powered ultra-luxurious residence of wood, glass, stone, concrete, and living green roof offers 3 bedrooms & 3 baths, an open kitchen, and glass sliders in every room for easy access to the multiple patio terraces, hot tub, wine cellar, and bbq. A charming private guest house designed by Muennig is a short stroll away, along with a 3 car garage. Fresh Big Sur water is provided by the property's plentiful well, propane provides the heat, and Starlink should you choose to connect. The real kicker though is the solitude found at the beach, not to mention the potential building site just above it, which is one of the most private locations on the entire coast.

46400 Clear Ridge Road, Big Sur

Listing courtesy of Mike Gilson from Engel & Volkers Carmel. 831-915-0903

$28,995,000
11 Beds 15 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

Listing courtesy of Jenn Gilson from Golden Gate Sotheby's International Realty. 650-642-6957

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

21888 Blue Oaks Place, Los Altos Hills

Listing courtesy of Marc Roos from Christie's International Real Estate Sereno. 650-947-2980

$27,800,000
6 Beds 10 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

Listing courtesy of Zach Trailer from Compass. 650-906-8008

$26,750,000
7 Beds 10 Baths ML82029754 MLS
Located near the world-famous Pebble Beach Resorts, this architectural masterpiece is a testament to opulence, providing a lifestyle that seamlessly blends with the breathtaking natural surroundings. The propertys comprehensive renovation was recently completed with meticulously landscaped grounds encompassing 3.16 acres with jaw-dropping views of Carmel Bay, Point Lobos, and the grand Pacific. The main and guest houses include ~7,500 square feet of living space with 7 bedrooms, 8 full/2 half bathrooms, and an incredible list of amenities to entertain friends and family. Highlights include an impressive chef's kitchen, and formal dining room with a wall of glass looking into the ~1,000 bottle temperature-controlled wine room. The main living spaces all connect to outdoor dining and seating areas around the upper fire pit and hot tub. The lower section of the yard features a beautiful putting green, bocce ball court, and two firepits with built-in seating. The property includes smart home and high-tech security features, Lutron lighting system, and significant eco-friendly components. All of these unique attributes combine to create an unmatched private oasis with renowned golf courses, exclusive clubs, and the quaint village of Carmel-by-the-Sea around the corner.

3225 Macomber Drive, Pebble Beach

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

$24,995,000
4 Beds 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

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461

$24,000,000
5 Beds 7 Baths ML82054349 MLS
Frontline MPCC at its very finest. Sited on perhaps the best lot in Country Club West with its panoramic views, subtle elevation overlooking MPCC's Shore Course sits an amazing contemporary home offering more that 7,200 sq.ft. of thoughtful living space, 5 luxury bedroom suites, a spacious grand great room with 14 walls of glass, a lower level entertainment gallery with 11' ceilings, an abundance of natural light, a 93" Sony TV, 9' billiard table, poker table for 8, putting simulator, full bar, plus an exceptional wine collecting and tasting room. With a back terrace stretching the entire 85' width of the lot featuring a hot tub, sunken fire pit with heated bench presenting numerous sunset and golf course vistas.

3032 Cormorant Road, Pebble Beach

Listing courtesy of Peter Butler from Carmel Realty Company. 831-277-7229

$22,500,000
6 Beds 10 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

Listing courtesy of Ann Newton Cane from Golden Gate Sotheby's Int'l Re. 415-999-0253

$22,000,000
4 Beds 5 Baths ML82060283 MLS
Located along Carmel's most sought after street and perched above world famous Carmel Beach sits "Rosecliff". This special home on one of the largest and best lots along Scenic Drive has incredible views of Carmel Beach and beyond. A spacious and exceptionally landscaped back yard and situated around a large stone fire pit. This beautifully redone home has 4 bedroom suites and 4.5 baths, a large 2 car garage, a sizable family room with big ocean views and a living room that opens up to Carmel Beach and the stunning courtyard gardens. A red curb in front with no parking and a stairway to the beach directly across the street. This is one of the most impressive homes in Carmel and is ready to be loved and enjoyed.

Scenic 8 Se Of 8th Road, Carmel

Listing courtesy of Steve Beutel from Sotheby's International Realty. 831-277-1169

$20,000,000
3 Beds 3 Baths ML81996419 MLS
Located on Carmel's prized Scenic Road, this remarkable opportunity offers an exceptional coastal living experience just steps from the white sands of Carmel Beach. Set on an oversized 9,100 SqFt lot surrounded by meticulously manicured grounds, the property offers an exceptional beachfront setting with inviting spaces and charming details at every turn. The enchanting stone-clad Mediterranean mini-estate features approximately 4,387 SqFt of living space, three bedrooms, two full and one half bathrooms, a wine room, elevator, four fireplaces, a Petanque court, outdoor firepit, 1-car garage, and sweeping views of Carmel Bay, Pebble Beach, and the dramatic coastline of Carmel Beach. A truly special offering that captures the essence of refined living in Carmel's beloved village by the sea.

Scenic 2 Se Of 9th Avenue, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

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

18911 Decatur Road, Los Gatos

Listing courtesy of Joe Piazza from Coldwell Banker Realty. 408-410-5020

$19,995,000
5 Beds 8 Baths ML82059046 MLS
Perched on a gated one-acre parcel near The Lodge at Pebble Beach, this exceptional ocean-view estate offers a lifestyle defined by coastal beauty, privacy, and proximity to world-class amenities. Sweeping vistas span Point Lobos, Stillwater Cove, Carmel Bay, Carmel Beach, and Pebble Beach Golf Links, with dynamic white-water views and waves crashing along the shoreline visible from most rooms, each offering its own distinct perspective of the coastline and surrounding landscape. The apx 8,087 sq ft residence features a main level with soaring open-beam ceilings, stone floors, multiple fireplaces, and an expansive open-concept design ideal for both relaxed coastal living and elegant entertaining. A gourmet kitchen with custom cabinetry, dual refrigerators, dedicated freezer, and butler's pantry supports effortless hosting. The ocean-view primary suite offers a spa-like bath and tranquil retreat. The lower level includes a family room with wine bar and cellar, theater, fitness room, and four guest suites. Elevator access, two garages accommodating four cars, lush landscaped grounds, and close proximity to beaches, golf, dining, and Carmel-by-the-Sea complete this rare Pebble Beach offering.

1519 Riata Road, Pebble Beach

Listing courtesy of from KW Coastal Estates. 831-313-2289

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

25355 La Loma Drive, Los Altos Hills

Listing courtesy of Stefan Walker from KW Bay Area Estates. 408-209-6100

$19,800,000
8 Beds 12 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

Listing courtesy of Maryam Dickey from Compass. 917-428-4600

$19,675,000
2 Beds 3 Baths ML82057233 MLS
Very rarely does something truly magical come to market. Even rarer is a home where architecture and landscape feel destined for one another. At 163.5 Spindrift Road, architect Larry Pearson's signature "Rustic Elegance" creates an extraordinary retreat, blending rugged natural materials with refined craftsmanship. This bespoke 2-bedroom, 2.5-bath residence showcases soaring fireplaces built from Montana moss-covered boulders, Venetian-style lime plaster walls that glow in the Carmel Highlands' golden light, hand-hewn timber beams, custom barn wood and brass doors, antique French oak flooring, salvaged black walnut planks, and Idaho quartzite flagstone. The chef's kitchen is a true work of art, featuring one-of-a-kind poplar bark cabinetry. Carefully curated antique furnishings and Belgian mohair seating add warmth, texture, and timeless sophistication throughout. Framed by breathtaking ocean views, a protected courtyard, and an inviting outdoor fireplace with a grassy amphitheater, every space is designed to celebrate the surrounding landscape. This is a once-in-a-lifetime opportunity to own one of the West Coast's most remarkable luxury properties.

163.5 Spindrift Road, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

$19,500,000
5 Beds 9 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

Listing courtesy of Marilee Headen from Compass. 925-330-2380

$18,898,000
7 Beds 15 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

Listing courtesy of Joujou Chawla from Compass. 510-406-4836

$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

Listing courtesy of from Coldwell Banker Realty. 650-728-8080

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

28008 Laura Court, Los Altos Hills

Listing courtesy of Nicholas French from Christie's International Real Estate Sereno. 650-773-8000

$16,995,000
5 Beds 7 Baths ML82050223 MLS
Classic French country architecture and sweeping coastal beauty come together at this 6,402 sq.ft. Pebble Beach estate, crafted by Randy Wallis and designed by Jun Sillano of IDG. Set on 1.35 private acres with panoramic views from Point Lobos to Point Sur in Big Sur and the coastline in between, this 5-bed, 6.5-bath home offers refined coastal living. A stone entry opens to a grand living room with wide-plank wood floors, oak built-ins, and Ironware chandeliers. The gourmet kitchen features honed marble counters, Thermador appliances, a wood-clad hood, and a walk-in pantry, opening seamlessly to a warm family room with fireplace. The main-level primary suite offers French doors to the deck, walk-in closets, and a spa-like bath with Palomino granite and walk-out patio. Thoughtful amenities include an elevator connecting the main levels, a guest suite with ocean views, and a lower level with game room, multiple ensuite bedrooms, laundry, and radiant heat throughout. The 920 sq.ft. 3-car garage has dual EV chargers. Outdoors, enjoy an ocean-facing deck, fire pit, uplighting, bronze railings, and space for a pool or guest unit. Quietly nestled among the oaks with privacy and expansion potential, this is Pebble Beach luxury at its finest.

1246 Portola Road, Pebble Beach

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

$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

Listing courtesy of Annie Watson from Coldwell Banker Realty. 650-862-5506

$16,500,000
12 Beds 16 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

Listing courtesy of Taso Tsakos from Golden Gate Sotheby's Int'l Re. 925-785-5419

$15,995,000
6 Beds 9 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

Listing courtesy of from KW Advisors. 650-766-5333

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