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$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

$18,998,000
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

$18,898,000
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

$18,000,000
4 Beds 5 Baths ML82056115 MLS
Framing sweeping garden views of Eleanor Pardee Park in prestigious Crescent Park, this custom French Modern estate was completed in 2024 after four years of extensive excavation, construction of an exceptionally robust foundation, and meticulous craftsmanship. Premium features include a DaVinci Slate roof, a mesh-reinforced stucco finish, custom Pioneer double entry doors, and high-performance foam insulation. Formal living and dining rooms flank the dramatic entry hall, while the great room opens to a heated covered patio and a designer kitchen appointed. An atrium staircase leads to upper terraces overlooking the front and rear gardens. The flexible floor plan includes a ground-level office, four ensuite bedrooms, and a luxurious primary suite on each level. French doors open to a broad courtyard and mature, professionally designed gardens. A 21-foot outdoor kitchen is equipped with a gas-fired grill, rotisserie barbecue, professional-grade cooktop, professional-grade hybrid pizza oven, and charcoal smoker. A detached garage is complemented by a covered outdoor lounge. Set on an approximately 11,000sf parcel adjoining protected parkland, the home offers privacy, open views, and convenient access to Stanford University, and Silicon Valleys leading AI and technology hubs.

1418 Pitman Avenue, Palo Alto

Listing courtesy of Xin Jiang from Compass. 650-283-8379

$18,000,000
ML82053555 MLS
Newly constructed (2025) mixed-use vacant development offering a rare chance to acquire an entire asset in one of the consisting of 7 residential condominium units (1BR, 2BR, and 3BR floor plans, move-in ready), 2 ground-floor retail condominiums, and 2 second-floor office condominiums, with commercial units delivered in shell condition for owner or tenant customization. Ownership is actively pursuing leases across residential, retail, and office spaces, creating multiple pathways for occupancy and income. Development offers 45 total parking spaces including private garages, underground parking, street-level parking, and a 19-car automated stacker system. Located approximately 1 mile from top rated schools, tech corridors, and 2.8 miles from downtown Palo Alto, Contact listing agent for financials, unit mix, and offering details.

4115 El Camino Real, Palo Alto

Listing courtesy of Awne Elrabadi from DEAL Real Estate Services. 408-688-4928

$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.

28008 Laura Court, Los Altos Hills

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

$17,000,000
7 Beds 11 Baths ML82058051 MLS
Behind private gates, SOLSTICE is an extraordinary modern contemporary estate designed by internationally acclaimed architect Robert Swatt of Swatt | Miers Architects. Set on 1.26+/- acres with sweeping Silicon Valley and San Francisco Bay views, the property pairs architectural distinction with exceptional privacy. The 8,877+/- SF main residence, and an 800+/- SF detached guest house offer 7 beds/11 baths, 24-foot living room ceilings, Fleetwood pocketing glass walls, European oak floors, Level V walls, and seamless indoor-outdoor living. The chefs kitchen features induction and gas cooking, Poggenpohl cabinetry and Gaggenau appliances. Two primary suites, executive office, fitness/flex room, elevator, temperature and humidity-controlled wine cellar, wet bar, and Russ Berger theater enhance the interiors. Resort-like grounds feature a zero-edge infinity pool and spa, Ipe terraces, linear gas fireplaces, outdoor kitchen, fire pit, putting green, Cabernet vineyard, fruit trees, mature landscaping, and majestic oak trees. Savant automation, Sonance audio, 57 solar panels, and a 4-car garage with a workshop complete this remarkable Los Altos Hills estate. Conveniently located minutes from Stanford, major Silicon Valley technology campuses, world-class dining, and premier shopping.

10718 Mora Drive, Los Altos Hills

Listing courtesy of Kiersten Ligeti from The Agency. 650-766-8319

$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

$16,498,000
ML82056372 MLS
1775 Marco Polo Way presents a compelling acquisition opportunity for nonprofit operators and mission-driven investors seeking a stabilized, income-secure affordable housing asset in one of the Peninsulas most supply-constrained rental markets. The property is 75% occupied with approximately 87% occupied units leased to Housing Choice Voucher holders, with rents paid directly by the Housing Authority of the County of San Mateo (HACSM) and other subsidized housing programs. Current income is not projected it is contracted and government-backed, reflected in the actual rent roll. The remaining 10 units are vacant and unencumbered, available for immediate lease up by the acquiring entity at current 2026 HUD Small Area Fair Market Rents for zip code 94010 (Studio: $2,520 | 1BR: $3,020 | 2BR: $3,660). The primary value driver for a qualifying nonprofit buyer is the California property tax welfare exemption under Revenue and Taxation Code Section 214. At $189,507 annually, a 75% exemption reduces this expense line to $47,377 a conservative assumption, as many qualifying nonprofit operators achieve full exemption upon conversion. Combined with stabilized voucher income, the pro forma generates NOI of $1,122,996 and a capitalization rate of 6.81% at the asking price of $16,498,000.

1775 Marco Polo Way, Burlingame

Listing courtesy of Sam Runco from Marcus & Millichap. 650-759-3414

$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

$15,495,000
41127504 MLS
$800k Price Improvement-a 5.8% Current Cap; Constructed in 2014; Forty-Two (42) Total Units Including Thirty(30) 1bd/1bth and Twelve (12) 2bd/2bth Units on 1.6 Acres of Land; Amenities Include Granite Countertops, Stainless Steel Appliances, Hardwood Flooring, Recessed Lighting, In-Unit Washer and Dryers, Central A/C; Community Amenities Include Private Fitness Center, Amazon Package Locker, Private Attached and Detached Garages, Controlled Access, and More; RUBS System in Place - Greatly Minimizing Owner Expenses; Rare Opportunity: Two Assumable Life Insurance Loans w/ 35-Year Amortization, Maturing August 2050, Blended Rate of 4.65%; Email: Info@PinzaGroup.com For More Information!

720 Shell Ave, Martinez

Listing courtesy of Steven Pinza from The Pinza Group, Inc. 510-788-6045

$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

$15,000,000
ML82055961 MLS
Rare opportunity to acquire a fully entitled luxury senior living development site in Palo Alto, in the heart of Silicon Valley. Approved for a boutique luxury senior living community comprising 27 senior living units, including Independent Living residences and Assisted Living accommodations, together with approximately 3,000 square feet of ground-floor commercial space. Years of planning, design, and entitlement work have been completed, allowing a purchaser to move directly toward permitting and construction. Ideally situated near Stanford University and Stanford Health Care, with convenient access to the region's premier medical, research, and technology institutions. Located in one of the nation's most affluent and supply-constrained senior housing markets, where opportunities for new senior living development are exceptionally limited. Strong demographic fundamentals and significant barriers to entry create a compelling long-term investment opportunity. Ideal for senior housing developers, healthcare organizations, family offices, institutional investors, or other qualified buyers seeking a premier development opportunity. Confidentiality agreement required for access to detailed information.

824 San Antonio Road, Palo Alto

Listing courtesy of Ken Kho from Legacy Real Estate & Associates. 510-396-5408

$15,000,000
ML82015524 MLS
The Sargent Ranch is a large, prime agricultural property located at the confluence of the Pajaro River and the Carnadero Creek, and with 523 usable acres, the Sargent Ranch represents one of the largest remaining holdings of prime farmland in Santa Clara County. This ranch is within an intensively cultivated farming region that benefits from prime level soils and an abundant supply of water, in a location with the ability to grow all the fresh vegetable crops similar to the north end of the Salinas Valley and the Pajaro Valley. Five irrigation wells provide water to the 493 net acres through a underground high-pressure PVC lines, and the ranch is further improved with drain tiles to assist in moving water off the ranch during the winder months. The ranch is leased to a single, long-term tenant through October 31, 2025, who is extremely familiar with the property and is interested in staying on beyond the current lease term.

Highway 25, Gilroy

Listing courtesy of Joe Piini from Piini Realty. 831-422-5327

$14,999,950
ML82039173 MLS
Welcome to Montalvo Manor, a once-in-a-generation opportunity to create more than a homea lasting legacy. Nestled in the prestigious hills of Saratoga and surrounded by distinguished estates, this extraordinary 12.4-acre property borders Villa Montalvo, offering a setting of rare beauty, privacy, and historical significance. From the moment you arrive, the land reveals its unique character: meandering walkways, charming paths, elegant bridges, and handcrafted retaining walls blend seamlessly into the natural landscape, inviting exploration and quiet reflection at every turn. As you ascend to the pinnacle, youll discover a premier building site where sweeping 180-degree views stretch across Silicon Valley, creating a breathtaking backdrop for a world-class estate. Sunrises and sunsets paint the horizon, enhancing the sense of elevation and tranquility that defines this remarkable property. Utilities, including water, sewer, and power, are already in place, providing a seamless foundation for your vision. Montalvo Manor represents one of the last remaining opportunities to build a truly grand estate in this coveted setting. It is a canvas for a discerning owner to design a residence that embodies prestige, artistry, and timeless beauty for an enduring legacy for generations to come

15400 Madrone Hill Road, Saratoga

Listing courtesy of Michael Kenyon from Compass. 408-529-0248

$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
*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

$14,900,000
7 Beds 9 Baths ML82057953 MLS
A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside.Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, andadvanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

600 Moore Road, Woodside

Listing courtesy of Erika Demma from Compass. 650-740-2970

$14,750,000
5 Beds 7 Baths ML82057423 MLS
Hamptons-style elegance defines this refined estate custom built just 9 years ago in a premier location one-half mile from the Village. Distinguished interiors showcase hardwood floors, crisp white millwork, and elegant finishes of stone, tile, and brick. Built by MJK Homes, Architecture by Duxbury Architects, Interiors by Kriste Michelini Interiors. The home features sophisticated formal rooms, a library with office, and a stunning kitchen and open family room. There are 5 bedrooms, 5 full baths, and 2 half-baths, including a main-level suite ideal for guests and a luxurious upstairs primary suite. French doors open to a Connecticut bluestone terrace with outdoor kitchen, dining and fireplace patios, and a resort-like yard with vast lawn, pool, and spa. A pool house with kitchenette and full bath offers flexible use or potential as an ADU. With modern comforts and integrated technology, this East Coast inspired retreat offers the ultimate in quiet sophistication on approximately 1 acre and with access to excellent Los Altos schools.

26900 Beatrice Lane, Los Altos Hills

Listing courtesy of Jennifer Paulson from Christie's International Real Estate Sereno. 650-996-7147

$14,200,000
ML82023193 MLS
This property presents an unparalleled offering within the 20+ year established, exclusive, private, and gated 8 lot subdivision, Black Ridge Vineyard Estates. Perched high above the valley, offering world-class vineyard land and ready-to-build luxury trophy homesites. Just 1 exit from downtown Los Gatos, this location grants both secluded tranquility and exceptional convenience. As you enter, the level of attention and care is immediately evident, a testament to exquisite craftsmanship and the use of the finest quality materials throughout the existing infrastructure. This offering includes 4 legal estate parcels that highlight the natural surroundings and incredible hilltop and vineyard views. 3 of the 8 parcels within the subdivision are built out with magnificent custom homes and now 4 of the 5 remaining vineyard parcels may be purchased as a package or select your favorite one (ranging in size: 3.5, 4.0, 4.9, and 11 acres, totaling 23+ acres). Underground utilities and street improvements, reports are available, including topo, engineering, perc test, and a geotechnical report. The established neighborhood features CC&Rs to assure the quality of future custom homes. The 8 parcels collectively own a Mutual State Small Water Company, which is supplied by on-site wells.

18570+ Black Road, Los Gatos

Listing courtesy of Paul Burrowes from David Lyng Real Estate. 408-497-3989

$14,000,000
ML82058074 MLS
One of the premier remaining undeveloped properties in Monterey County. Adjacent to Bernardus Lodge and Spa, with stunning views of Monterey Bay, the Gabilan Mountains and Santa Lucia Range as well as the Pacific Ocean from various points from the hilly terrain. Superb location just miles from Carmel-by-the-Sea, Pebble Beach, and to Big Sur, and 76 miles from San Jose/Silicon Valley. Surrounded by residential communities, resorts, estate homes, organic farms and vineyards. The area is world-famous for its majestic beauty, magnificent Pacific Ocean coastline and the Monterey Peninsula, its golf and recreation facilities, including the legendary Pebble Beach Golf Course, its wineries, and numerous restaurants, shops, arts and culture, historical heritage, 12,155 acres of parkland and 10,000 acres of lakes all support a plethora of recreational and cultural activities. Monterey County is located along the Pacific coast of California, 120 miles south of San Francisco and 70 miles south of San Jose. Monterey Bay and Santa Cruz County to the north, the Pacific Ocean to the west, the Gabilan Mountains to the east, and San Luis Obispo County to the south together form the borders of the county.

689 Laureles Grade Road, Carmel Valley

Listing courtesy of Roderic Wright from Roderic Mack Wright Broker. 951-240-1070

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