Feature Properties

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

$45,000,000

6 Beds ⋅ 10 Baths ⋅ ML82034080 MLS

Commanding one of the most revered and tightly held vantage points along 17 Mile Drive, this newly constructed estate occupies a generational position overlooking the iconic 14th hole of Pebble Beach Golf Links, with the Pacific Ocean beyond. Defined not simply by view but by absolute placement, opportunities of this caliber are exceptionally rare. The residence is modern yet timeless - an architectural expression of confidence, precision, and restraint. Designed for legacy ownership, the home prioritizes main-level living, with principal spaces opening to expansive terraces that create a seamless relationship between interior and horizon. Uninterrupted golf course and ocean vistas reinforce the home's singular connection to its setting. Every element has been executed to the highest standard, with uncompromising attention to craftsmanship and longevity. Spacious yet intimate, the home balances grand-scale entertaining with moments of quiet retreat. Crowning the estate is a rooftop pavilion, served by dual elevators, offering panoramic coastal views and an outdoor entertaining kitchen - an elevated sanctuary that establishes a rare sense of authority. Defined by position, discretion, and permanence, this is a singular offering along one of the world's most iconic coastlines.

3364 17 Mile Drive, Pebble Beach

Listing courtesy of Jonathan Spencer from Compass. 831-238-7420

$39,995,000

10 Beds ⋅ 10 Baths ⋅ ML82046933 MLS

The Summit is a world entirely of its own, offering an unmatched level of privacy, seclusion, and self-sufficiency in one of Northern California's most breathtaking natural settings. Surrounded by panoramic views stretching from Mt. Tamalpais and Mt. Diablo to San Pablo Bay and the San Francisco skyline, the estate was designed as a private retreat for those seeking space, independence, and complete escape from the outside world. Rolling meadows, lakes, canyon systems, swimming holes, native oak groves, and millions of seasonal daffodils create an environment that feels both expansive and deeply serene. The property includes multiple residences, a 12-car garage, barns, and three state-of-the-art greenhouses, allowing for multi-generational living, private events, agricultural use, or wellness retreats. Extensive infrastructure, water resources, backup power systems, and fire mitigation measures provide a rare sense of security and long-term sustainability. The Summit presents a once-in-a-generation opportunity to own a sovereign estate where privacy, natural beauty, and self-reliance exist in complete harmony.

3100 Sonoma Mountain Road, Sonoma

Listing courtesy of from Golden Gate Sotheby's International Realty. 650-485-3476

$39,950,000

7 Beds ⋅ 12 Baths ⋅ ML82050864 MLS

New Construction by Atherton's premier luxury home builder. Sophisticated architecture, interiors, and uncompromising quality blend seamlessly to create this private Central Atherton estate. Set down a long driveway on a secluded flag lot, this property offers a sense of privacy, tranquility, and retreat. This three-level home is bathed in natural light and showcases impeccable craftsmanship and custom finishes throughout. The main house includes six bedrooms, a spacious gym, luxurious wellness spa with hot tub, sauna and steam shower, formal study, theater, and first and second level primary suites. All thoughtfully designed for elevated everyday living and entertaining. Resort-inspired grounds extend the living experience outdoors with a beautifully appointed one-bedroom guest house, a cabana overlooking the oversized pool, multiple gathering spaces, fire pit, and attached and detached garages. A rare, newly built estate in Central Atherton offering exceptional quality, sophistication, and elevated style.

178 Atherton Avenue, Atherton

Listing courtesy of Jen Finato from Pacific Peninsula Group. 650-269-0716

$39,888,000

8 Beds ⋅ 13 Baths ⋅ ML82036796 MLS

Sitting on a commanding 2.5 acres atop a Hillsborough promontory with panoramic views, this bespoke estate reflects the vision of MAK Studios authority in modern design. Defined by a sculptural stone, glass and wood facade and a dramatic 22-foot high entry that frames the horizon, this home has 8BR's and options for 2 offices. The culinary program is exceptional: a statement kitchen appointed with Gaggenau appliances and supported by a fully equipped staff dirty kitchen for seamless entertaining at scale. The primary suite is conceived as a five-star retreat, enveloped in full slab marble with a steam shower and integrated smart amenities. Leisure and lifestyle spaces rival those of a private club multiple grand lounges, a state-of-the-art theater, executive office, fitness studio, bar, golf simulator, and a 1,620-bottle wine cellar. Advanced Crestron automation orchestrates lighting, climate, window treatments, and security, while radiant heat, owned solar, tankless systems, and a standby generator ensure efficiency and resilience. Resort-level grounds unfold with a 50-foot pool and spa, fire-lit terraces, manicured lawn, putting green, expansive motor court, and dual two-car garages a rare convergence of design, scale, and setting in Hillsborough.

455 Pinehill Road, Hillsborough

Listing courtesy of Phil Chen from Christie's International Real Estate Sereno. 415-271-1920

$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

6 Beds ⋅ 5 Baths ⋅ ML82038776 MLS

One of Woodside's premier estates, encompassing nearly 10,000 square feet across all structures, this property offers exceptional scale, quality, and lifestyle, highlighted by a classically styled main residence and a brand-new guest house crafted with authentic European detail. The main home is luxuriously appointed across two levels, with nearly every room opening to the outdoors. A state-of-the-art theatre and a temperature-controlled wine cellar are just two of many standout features. The newly completed guest house pairs handmade roof tiles and Genoise eaves inspired by the South of France with state-of-the-art smart home technology. Designed for entertaining, the guest house opens to a new saltwater pool and spa and expansive limestone terrace with a full outdoor kitchen and easy catering access. A 310-vine Cabernet vineyard anchors the south-facing gardens, while heritage olive trees and oaks, a fragrant parterre rose garden, bountiful orchard, and raised vegetable beds enhance the estates agrarian beauty. The result is a property where timeless elegance and refined European living are masterfully expressed in an extraordinary private setting of more than 3 acres with western hill views. Main Residence 6,485 | Guest House 1,505 | Garage One 560 | Garage Two 520 | Gym 560

307 Olive Hill Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

$29,995,000

9 Beds ⋅ 10 Baths ⋅ ML82033668 MLS

Secluded in the exclusive Country Club Manor neighborhood of Hillsborough, this fully furnished modernist masterpiece, a three story wonder of glass that floats with the forest. Designed by acclaimed, award-winning architect Leonard Ng, this iconic 11,141 sq. ft. retreat is a meditation on minimalism, an extension from the trees that questions where nature ends & home begins. Clear heart cedar and limestone walls open to vast windows, soaring lines and engaging angles that lean into natural light & wide views. 8 en-suite bedrooms, one powder room, back kitchen, home theater, great room, fitness studio and spa with full bathroom, cold plunge, wet & dry saunas and private yoga deck and Warmboard radiant heat, forced air heating and air conditioning with multi zones. Detached 800 sq. ft. 1 bedroom, 1 full bathroom guest house provide for exquisite living. A vanishing edge pool, phenomenal indoor-outdoor entertaining and meandering paths of curated native plants elevate life. Coveted location for top-performing schools, community, walk to Burlingame Country Club & an ideal commute between San Francisco and Silicon Valley. See the world in a new light.

100 New Place Road, Hillsborough

Listing courtesy of Gina Haggarty from Compass. 650-207-5192

$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

$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

$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

$20,000,000

5 Beds ⋅ 10 Baths ⋅ ML82054797 MLS

Extraordinary custom estate built by RJ Dailey Construction in 2018 and designed by CJW Architecture on more than 4 acres in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house built in 2021 is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

479 Westridge Drive, Portola Valley

Listing courtesy of Scott Dancer from Compass. 650-888-8199

$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

$19,995,000

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

$19,995,000

5 Beds ⋅ 8 Baths ⋅ ML82034121 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

$19,800,000

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

$19,500,000

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

$18,998,000

8 Beds ⋅ 10 Baths ⋅ ML82049337 MLS

Privately gated and custom built by Conrado Home Builders, this internationally inspired contemporary estate is a masterwork of craftsmanship, scale, and luxury. Designed by Louie Leu Architect, the residence was conceived for intimate living and exceptional entertaining and has been featured in prestigious design publications. Brought to fruition with no expense spared, the home blends gallery-like interiors with sweeping bay views from nearly every room. Framed by sculptural landscaping, limestone terraces, and expansive lawns, the estate offers exceptional privacy while embodying the essence of refined California living. The chefs kitchen, grand family room, and tranquil primary suite are all oriented toward breathtaking vistas, seamlessly connecting the interiors to the surrounding landscape. An elevator services all three levels of the home, providing effortless access throughout. Resort-caliber amenities include an infinity-edge pool overlooking the bay, a movie theater, temperature-controlled wine cellar, two private offices, and a detached guest house with panoramic views. A rare offering where world-class design, extraordinary amenities, and a spectacular natural setting converge, this estate is one of Silicon Valley's premier lifestyle properties.

22525 Rolling Hills Road, Saratoga

Listing courtesy of David Welton from Compass. 408-234-1826

$18,980,000

3 Beds ⋅ 4 Baths ⋅ ML82051749 MLS

Set along Carmel-by-the-Sea's iconic Scenic Road on a rare 5,500 sq ft street-to-street parcel, this 2018 oceanfront residence offers sweeping views across Carmel Beach, from Carmel Point to Pebble Beach and Pebble Beach Golf Links. Floor-to-ceiling windows fill the interiors with natural light and frame the Pacific panorama. The chef's kitchen with premium appliances and center island flows into the dining area and living room, opening to a private ocean-view balcony. The main-level primary suite features dual closets and a spa-inspired bath, while the lower level offers two guest suites and a den opening to a private patio and fenced yard. A gated pathway leads directly to the white sands of Carmel Beach, moments from Carmels restaurants, shops, galleries, and amenities.

Scenic 4 Ne Of 13th Avenue, Carmel

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

$17,980,000

8 Beds ⋅ 11 Baths ⋅ ML82050154 MLS

Grand Lindenwood estate in one of Athertons most sought-after neighborhoods. This extraordinary three-level residence, exceptional craftsmanship, refined finishes, and resort-caliber amenities throughout. Elegant interiors feature radiant-heated stone floors, Venetian plaster walls, Italian windows and doors, new wool carpet. Designed for grand-scale entertaining and comfortable living, offering formal and casual spaces, including a beautifully remodeled chefs kitchen with handcrafted cabinetry, center island, professional-grade appliances, dumbwaiter and butlers pantry. The adjoining family room opens seamlessly to the outdoor terrace and pool. The luxurious primary suite is complemented by customized dual walk-in closets and a spa-inspired bath. Connected by sweeping staircase and elevator, the home includes 5 main level ensuite bedrooms including the primary. The lower level includes recreation and wellness, featuring theater, fitness center, spa with jacuzzi, sauna and steam, recreation room, and a wine cellar. The spectacular grounds offer vast lawns, mature trees, orchard, heated saltwater pool and spa, outdoor kitchen, and pool house. Advanced home automation, commercial grade electrical panel, security, distributed audio, programmable lighting and more. Excellent schools.

96 Heather Drive, Atherton

Listing courtesy of Judy Citron from Compass. 650-400-8424

$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.

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

$16,500,000

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

$15,200,000

5 Beds ⋅ 6 Baths ⋅ ML82051008 MLS

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

24970 Okeefe Lane, Los Altos Hills

Listing courtesy of Gary Campi from Golden Gate Sotheby's International Realty. 650-799-1855

$14,995,000

5 Beds ⋅ 7 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

Listing courtesy of from Compass. 650-400-1188

$14,980,000

7 Beds ⋅ 8 Baths ⋅ ML82012140 MLS

SELLER ALREADY PURCHASED AND WOULD LIKE TO REVIEW ALL OFFERS! *MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 additional ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette.

1600 Marlborough Road, Hillsborough

Listing courtesy of Stanley Lo from Green Banker Realty. 650-373-0007

$14,950,000

8 Beds ⋅ 10 Baths ⋅ ML82052613 MLS

Located in one of Pebble Beach's best locations, this exceptional coastal estate offers total privacy from all directions with effortless luxury living. Capturing sweeping, panoramic ocean views from Point Sur to Cypress Point, the main residence offers 5 bedrooms plus a bunkroom and 7.5 baths, and a beautifully appointed 2-bedroom, 2 bath guest house with ocean views with its own private, gated entrance. Walls of glass frame the dramatic southern coastline from the living, dining rooms and two full family rooms, serene primary bedroom suite with 2 full baths and additional en-suite bedrooms, while a generous sized ocean-view deck with outdoor fireplace, seating and dining areas, built-in barbecue and sounds of the sea creates a natural gathering place for connecting and relaxing together. The chef's kitchen features stone counters, large island, breakfast bar, double ovens, all seamlessly connected to the great room. The mostly single-level living areas feature an office, fully equipped exercise room, 2 laundries, 3 wood burning fireplaces, full-house generator and multiple patios for tranquil outdoor enjoyment. Mature, professionally curated grounds, gated entry, ample parking, proximity to The Lodge and world-class golf complete the perfect package of this remarkable offering.

1238 Padre Lane, Pebble Beach

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

$14,880,000

5 Beds ⋅ 7 Baths ⋅ ML82030107 MLS

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

15345 Bohlman Road, Saratoga

Listing courtesy of Frank Liu from Alliance Bay Realty. 408-313-2688

$13,800,000

6 Beds ⋅ 6 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

Listing courtesy of Rick Alva from Windermere Valley Properties. 408-472-3999

$13,780,000

5 Beds ⋅ 9 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

Listing courtesy of John Hansen from Sequoia Realty Services. 650-704-8708

$13,750,000

6 Beds ⋅ 6 Baths ⋅ ML82046374 MLS

Originally designed by noted San Francisco architect, this home has been re-imagined and expanded with elegance and modern livability. The result is absolute luxury with chic sophistication and gorgeous grounds. Electronic gated entrance with classic covered front porch draped in wisteria. Hardwood floors and custom mill work throughout with a large formal living room with fireplace and formal dining room. Entirely remodeled kitchen with top of the line appliances, breakfast area and open family room with fireplace and all overlooking the spectacular grounds. Main floor primary suite with large walk-in closet, luxurious bath with heated floors and bedroom with private patio accessible through French doors with concealed screens retracting from the walls.Dedicated office with beautiful built-ins, doors to side magical gardens. Main staircase leads to 4 upstairs bedrooms, 2 of which are en suite and 2 beds share a Jack and Jill bath. Additional staircase leads to a private bedroom suite accessible off of the kitchen with optional exterior entry.Newly remodeled guest house with great room and kitchenette.Grounds are undeniably magnificent with vast lawn, sparkling pool and entertaining patios.Rare Atherton gem, 8,171 total sq ft including 3-car garage. Excellent Menlo Park schools.

192 Fair Oaks Lane, Atherton

Listing courtesy of Judy Citron from Compass. 650-400-8424

$13,500,000

5 Beds ⋅ 6 Baths ⋅ ML82002200 MLS

Set between the dramatic Carmel coastline and the Santa Lucia Mountains lies a private retreat in perfect balance with land and sea. Stone steps lead to this five-bedroom, six-bathroom contemporary coastal chalet, where a tiled foyer and vaulted, beamed ceilings create an immediate sense of grandeur. At its heart, a living room with a stone fireplace and soaring ceilings is bathed in light from expansive windows and skylights, offering stunning views from Yankee Point to Big Sur. The chef's kitchen features custom cabinetry, a spacious island, and a breakfast bar, flowing seamlessly into the dining room, bar, and outdoor BBQ space. The primary suite is a luxurious retreat with ocean views, a wood-burning fireplace, terrace access, and a spa-like bath with a walk-in closet. Four additional bedrooms offer comfort for family and guests. Outside, enjoy a pool, hot tub, pizza oven, grill, and firepit terrace surrounded by beautifully landscaped grounds. Additional highlights include a home theater, sauna, wine cellar, dual offices, and a private guest suite with its own entrance and full amenities. This rare estate in Victorine Ranch offers timeless beauty, privacy, and a legacy of luxury just minutes from downtown Carmel.

31453 Highway 1, Carmel

Listing courtesy of Jonathan Spencer from Compass. 831-238-7420

$13,450,000

3 Beds ⋅ 3 Baths ⋅ ML82043991 MLS

Let the weight of the world melt away as you head home down Highway 1. Travelers the world over come to experience this cathartic, awe-inspiring coastal route but for you this short, iconic drive is simply the peaceful transition to your personal oceanfront retreat. Welcome to Le Cap du Roc. A sheltered courtyard and outdoor fireplace welcomes you to this architectural masterpiece set on 2.8 acres in the exclusive Sea Meadow community. Boasting 400 feet of Big Sur oceanfront, sweeping views are framed by floor-to-ceiling windows, offering Pacific vistas from every room. Meticulously reimagined, the 3,416 sqft, 3bd/3bth single-story home boasts an effortless and inspiring flow between spaces. The oceanside hot tub is a true reprieve, as is lounging in various locations on the expansive terrace. Inside, a gourmet kitchen opens to an inviting living area centered on a gorgeous wood burning fireplace. Every bedroom is a spa-like suite, each completely separated from the others with its own cozy fireplace. Wander landscaped pathways to the continent's edge and descend the coastal staircase to a rugged cove where pirate LeRoc Corsaire allegedly hid treasure in the 1700s. Enjoy unparalleled craftsmanship removed from the world, but only minutes from Carmel-by-the-Sea and Pebble Beach.

36654 Highway 1, Carmel

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

$12,998,000

7 Beds ⋅ 6 Baths ⋅ ML82050496 MLS

Resort-style living blocks from downtown. Extensively remodeled & expanded in 2018, this exceptional California style estate offers luxury design & seamless indoor-outdoor living. The main level features 5 bedrooms, 4.5 baths, & a private office, along w/elegant formal living and dining rooms. The chefs kitchen showcases Taj Mahal quartzite countertops, custom cabinetry, a 6-burner range w/griddle, double ovens, warming drawer, two dishwashers, & walk-in pantry, all flowing into the informal dining area & expansive family room w/fireplace & built-ins. The luxurious primary suite offers a fireplace, walk-in closets, & spa-inspired bath overlooking the resort-style grounds. The lower level is designed for entertaining w/multiple tv media lounge, wet bar, exercise room, bedroom, & full bath w/pool access. A dramatic 12' folding glass wall opens to spectacular outdoor living w/pool, spa, fire pit lounge, putting green, batting cage, enclosed garden, fully equipped outdoor kitchen w/BBQ, 4-burner range, refrigerator, dishwasher, & bar seating. Detached 495 sf ADU w/private entrance & LaCantina doors. Additional highlights include 9.5" wide-plank hardwood floors, Sonos sound, built in vacuum, Tesla solar w/two Powerwalls, EV charging, dedicated solar for pool & top Los Altos schools.

25600 Burke Lane, Los Altos Hills

Listing courtesy of Dominic Nicoli from Intero Real Estate Services. 408-892-3122

$12,995,000

7 Beds ⋅ 9 Baths ⋅ ML82045810 MLS

Lowest price per square foot @ $956 in Woodside, Atherton or Portola Valley. Spectacular Monterey colonial home on 6+ private acres. Long gated driveway & large motor court the estate shows tremendous original 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 trailers & RV parking. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute routes 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 a separate driveway.

389 Moore Road, Woodside

Listing courtesy of Steve Lessard from Compass. 650-704-5308

$12,990,000

5 Beds ⋅ 6 Baths ⋅ ML82023316 MLS

Nestled within Tehama's gated nature-rich hillsides, 53 Marguerite offers rare Carmel luxury: ultra-private, sunlit, expansive, and quietly removed yet minutes from everything, with a Frank Lloyd Wright-inspired Organic Design ethos. Set on 11.77 acres carved from raw hillside, the grounds, originally designed by Bernard Trainor, feature multiple patios, 2 pools, outdoor cooking/dining, large fire pit, 2 fireplaces, and walking paths to an east pergola landing. A 270 view arc captures Carmel Valley sunrises through southwest sunsets. The ~7,000sf compound includes a 4-bedroom main residence, guest house, and 3-car garage. Interiors feature San Ardo stone, Jerusalem limestone floors, Konnen GlasHaus windows, Eggersmann cabinetry, Italian Rimadesio closets, and refined indoor/outdoor flow. Often above the fog line, the home enjoys more sun, fewer foggy days, solar performance, and a comfortable year-round microclimate. Systems include automation, upgraded internet/lighting, solar, 3 Tesla Powerwalls, 4K media room, and advanced water systems. The property benefits from Lloyd's of London surplus-lines homeowners coverage, supported by fire mitigation/hardening. Tehama offers social membership with clubhouse dining, fitness and wellness amenities, and golf membership by invitation.

53 Marguerite, Carmel

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

$12,988,000

6 Beds ⋅ 6 Baths ⋅ ML82032525 MLS

Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you're greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east side of the property there is a large building pad; once the site of a horse stable, recently prepared for development. This pad is situated on the border of 2 of the 3 parcels & includes direct access from Moore Rd via a natural pathway. Nestled on the western edge of the property through via separate entrance is a 2k sqft guest house boasting high ceilings, 2 bed-1 bath, all opening out to an infinity-edge pool surrounded by lush landscaping. Winding pathways connect this serene retreat to the rest of the estate. This is a truly versatile offering with significant future upside through lot line adjustments, possible subdivision, or exploring SB9 opportunities. A unique & rare chance to create a lasting legacy in one of the most coveted zip codes in the country. Designated under the Las Lomitas school district with proximity to private institutions such as Sacred Heart & Woodside Priory.

1142 Moore Road, Woodside

Listing courtesy of Kia Amini from Compass. 408-694-7160

$12,980,000

9 Beds ⋅ 11 Baths ⋅ ML82053736 MLS

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

20388 Hill Avenue, Saratoga

Listing courtesy of David Welton from Compass. 408-234-1826

$12,900,000

6 Beds ⋅ 8 Baths ⋅ 41127876 MLS

This one-of-a-kind Mediterranean estate in Ruby Hill showcases timeless design and exquisite craftsmanship. Situated on 1.25 acres overlooking the 16th fairway, the 12,570 sq ft home offers 6 bedrooms, 6 full baths, and 2 half baths. Enter a circular foyer with a 30-ft domed ceiling and chandelier, leading to the formal living room, dining room, and family room. The gourmet kitchen features a center island and luxury appliances. Main-floor amenities include an executive office, home theater, billiards room, wine cellar, home gym, and a main-floor bedroom. Upstairs, the primary suite features a fireplace, sitting room, balcony with views of the golf course, Mount Diablo, and Livermore Valley, bonus room, luxurious bath, and dual walk-in closets, plus three additional bedrooms with full bathrooms. Outdoors, enjoy two loggias with fireplaces, built-in barbecues, and ceiling-mounted heaters. The Pebble Sheen pool and 12-person hot tub are complemented by a manicured lawn, offering an elegant setting for entertaining and relaxation. A separate living quarters provides refined, self-contained accommodations. Ruby Hill amenities include a fitness center, tennis/pickleball courts, and access to the Jack Nicklaus championship golf course. OPEN HOUSE/SPECIAL EVENT Saturday July 18th 12-5pm.

1515 Germano Way, Pleasanton

Listing courtesy of Liz Venema from Keller Williams Tri-Valley. 925-413-6544

$12,800,000

6 Beds ⋅ 8 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

Listing courtesy of Khrista Jarvis from Coldwell Banker Realty. 925-856-0782

$12,800,000

2 Beds ⋅ 4 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

Listing courtesy of from Compass. 650-888-0860

$12,750,000

5 Beds ⋅ 7 Baths ⋅ ML82015798 MLS

Just moments from The Lodge at Pebble Beach, this exquisite Mediterranean-style estate captures breathtaking panoramic views stretching from Pescadero Point to Point Lobos. Reimagined by renowned contractors Stocker & Allaire, the home has been masterfully renovated to enhance natural light, expand the ocean-view terrace and introduce refined architectural details throughout. Designed for effortless entertaining, the heart of the home features a chefs kitchen with a generous island, seamlessly flowing into the open-concept family room, living room, and dining area complete with a stylish wet bar. The luxurious primary bedroom suite offers a peaceful retreat with a fireplace, custom built-ins, spa-inspired bath, walk-in closet, and convenient access via stairs or elevator. Just down the hall, two beautifully appointed guest suites provide comfort and privacy, while two additional suites on the lower level offer ample accommodations for visitors. Additional highlights include private patios ideal for outdoor relaxation, state-of-the-art golf simulator room with wet bar and temperature-controlled wine cellar with 1,100+ bottle capacity. Located in the sought-after sunbelt of Pebble Beach, this exceptional home blends luxury, comfort and the ultimate golfers lifestyle.

1565 Riata Road, Pebble Beach

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

$12,500,000

4 Beds ⋅ 5 Baths ⋅ ML82046099 MLS

Positioned in the heart of coveted Carmel Point, just moments from the shoreline, "Maison de Lumiere" is a striking contemporary coastal retreat where architecture, light, & nature exist in perfect harmony. Originally crafted in 2010, this residence was thoughtfully designed to capture the rhythm of the Pacific from nearly every room, blending sophisticated modern design w the serenity of its world-class setting. Defined by its signature zinc barrel rooflines & dramatic walls of glass, the 3400+ S.F. residence offers a rare sense of scale & volume seldom found this close to the ocean. Warm woods, natural stone, & soaring barrel ceilings create an atmosphere that feels both refined & inviting. The home features elegant LR & DR spaces, an inviting eat-in kitchen, 4 lux BR suites, library, 4.5 baths, elevator, laundry room, generator, & a 2-car tandem garage. Virtually every room is oriented toward sweeping whitewater views of Stewarts Cove and the Pacific beyond. Expansive glass doors open seamlessly onto private limestone terraces & beautifully curated gardens, creating an effortless indoor-outdoor lifestyle immersed in ocean air, natural light, and the sound of crashing waves.

26314 Ocean View Avenue, Carmel

Listing courtesy of from Engel & Volkers Carmel. 831-250-3560

$12,500,000

3 Beds ⋅ 3 Baths ⋅ ML82032999 MLS

An extraordinary estate vineyard and winery offering a rare convergence of scale, infrastructure, and legacy potential. Encompassing 655 acres across nine parcels, the property unfolds across rolling vineyard terrain with multiple potential building sites, offering a compelling canvas for both immediate operation and long-term vision. Beyond its agricultural significance, the property offers the opportunity to craft a private estate. There is currently a 2,300-square-foot primary residence and potential for additional homes across separate parcels, each thoughtfully sited to embrace the lands natural beauty, sense of seclusion, and the rare tranquility of this tucked-away California setting. At its heart lies a 60-acre vineyard with a combination of established vines and additional plantable acreage, supported by a recently updated winery production facility totaling approximately 11,476 square feet. The winery includes a covered canopy and crush pad, designed for efficient, full-scale production, a tractor Barn with substantial capacity and a versatile Shop. Enhancing both brand presence and revenue opportunity, the offering includes a turnkey, iconic, offsite tasting room located in the heart of Carmel Valley Village, an invaluable asset for consumer engagement and visibility.

20300 Cachagua Road, Carmel Valley

Listing courtesy of Lesley Shea from The Agency. 831-250-3950

$12,500,000

6 Beds ⋅ 6 Baths ⋅ ML82043870 MLS

Spanning 8.5 idyllic acres overlooking Point Lobos and Monastery Beach, Sea Star Ranch is a fully equipped equine property, thoughtfully designed with a round pen, paddocks, and a 10-stall barn complete with its own kitchen. Imbued with awe-inspiring natural energy, it offers a legacy of care alongside the flexibility to suit a wide range of equestrian pursuits. The setting ensures exceptional privacy while capturing sweeping, panoramic ocean views. Surrounded by hundreds of acres of protected State Park land, the property features diverse microclimates and is served by two wells for irrigation and Cal Am for domestic use. Zoned for commercial use, the property is as practical as it is serene. An undeveloped two-acre parcel offers additional expansion opportunities. At the heart of the estate, the main residence, designed in 2023 by Mary Ann Schicketanz, embraces a calm, organic aesthetic with open-concept living, abundant natural light, spa-like bathrooms, and refined wood and stone finishes. A chef's kitchen with top-tier appliances connects seamlessly to the surrounding landscape, and multiple guest rooms make it ideal for hosting. A guest house and dedicated office provide added flexibility, creating a private coastal compound just five minutes from Carmel-by-the-Sea.

53 Riley Ranch Road Unit 53A-53B-53C, Carmel

Listing courtesy of Jonathan Spencer from Compass. 831-238-7420

$12,498,000

7 Beds ⋅ 8 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

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

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