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$49,680,000
5 Beds ⋅ 8 Baths ⋅ ML82027150 MLS
Villa Anahid Just completed---architectural masterpiece showcasing 3 above-ground levels ---5 bedrooms, 6 full baths & 2 half-baths, plus a separate 2-bedroom, 2.5-bath ADU w/kitchen and laundry. A sculptural floating staircase spans all 3 levels plus there is an elevator. Dramatic living spaces include an entry level lounge with fireplace, refreshment center, wine cellar display wall, living plant wall, and theater with seating for 9. Second level main living/dining area has motorized retractable glass walls and an onyx-clad fireplace wall. Two exceptional kitchens, one for a personal chef and each with Miele appliances. This level also has a family room open to the kitchen, bedroom suite & fitness center with steam room and large sauna. Top floor primary suite w/tremendous private terrace, three additional suites, spacious lounge, & access to the ADU. Incredible outdoor amenities include a 56-foot pool w/sheer descent waterfall, oversized spa, barbecue center & programmable waterfalls. Smart features throughout plus solar power with 4 Tesla Powerwalls and 5 EV charging outlets. Excellent Las Lomitas schools. This home is close to Stanford University, venture capital centers, SF tech companies & 2 international airports.

349 Walsh Road, Atherton

Listing courtesy of from Compass. 650-888-0860
$49,500,000
6 Beds ⋅ 10 Baths ⋅ ML82017722 MLS
Presenting one of the most valuable street-to-sea parcels on the West Coast, a trophy asset in every sense, and an extraordinary opportunity to possess one of the most iconic properties in all of Pebble Beach. "Gem Cove" is located on two lots of record on an ocean front parcel of land next to the Lodge, with unobstructed ocean views to the 18th fairway, Stillwater Cove, Carmel Beach, Point Lobos and beyond. Truly a once-in-a-lifetime opening to secure your position in one of the most sought-after areas in the world. Built on a prime 2.24 acre parcel of coveted CA real estate, is this unforgettable European-esque estate is guaranteed to astound, impress and amaze the most astute buyer. From the substantial living room to the chef's kitchen/great room, the expansive primary bedroom suite to the expertly curated grounds, all with big ocean views - you will love living here, entertaining family and hosting guests at this prestigious estate. Located within minutes of world-class golf, Michelin-level dining, and elite networks, this property offers not just lifestyle, but legacy. Whether as a long-term family estate, strategic investment, or a rare coastal retreat, "Gem Cove" presents the kind of opportunity that seldom comes. Don't miss it.

1494 Cypress Drive, Pebble Beach

Listing courtesy of from Sotheby's International Realty. 831-238-9718
$48,000,000
ML82044309 MLS
MISSION-CRITICAL BIOTECH - FULLY SECURED - FEDERAL TENANT. A premier 21,552 SF high-tech facility purpose-built in 2019. This 3.65-acre site in the heart of the global biotech cluster offers specialized laboratory infrastructure, advanced security, and immediate access to the Bay Areas major transit corridors. The interior features approx. 9,500 SF of professional office, 4,500 SF of mission-critical lab space, and a 7,000 SF warehouse/inspection zone. The build-out includes multiple entomology and botany labs with phenolic resin countertops, 100% ducted exhaust (8 air changes/hour), and high-purity reverse osmosis water systems. A 500kW stand-alone diesel generator and dedicated UPS backup power ensure operational continuity. Logistics are streamlined via 4 interior dock-high doors within a secure devanning area for 53-foot tractor-trailers. This Security Level II facility is fortified with a Lenel card reader system, 24-hour CCTV, shatter-resistant blast-mitigation windows, and a fenced parking area with 62 assigned spaces. With its sophisticated technical build-out and a credit-tenant government lease, this asset represents a rare opportunity in the SSF Life Science submarket. Do not miss this opportunity!

560 Eccles Avenue, South San Francisco

Listing courtesy of John Tran from KW Elevate. 408-931-0897
$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
$39,888,000
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
$38,000,000
ML82032179 MLS
Introducing Neo on First a modern, high-demand 50-unit multifamily apartment community with integrated retail/commercial space, strategically positioned in the heart of Downtown San Jose's vibrant SoFA District and just blocks from the San Jose Convention Center, Diridon Station (future high-speed rail hub), SAP Center, and major employment centers.

975 S 1st Street, San Jose

Listing courtesy of Regina Zabarte from Hello Hello Bay Area. 408-431-5684
$35,000,000
ML82024350 MLS
Welcome to the spectacular Adamo Ranch, a secluded paradise situated in one of Carmel's most pristine and central locations. Spanning over 1,200 acres, this living masterpiece neighboring Carmel Valley Ranch Resort, is described as a piece of heaven. It offers myriad beauty perched atop Snively's Ridge with varied terrain combined with natural diversity from Garland Park to Robinson Canyon and from Carmel River to Pinyon Peak. It offers breathtaking views of Monterey Bay, the length of Carmel Valley from Carmel Bay to Cachagua, the Palisades along the Carmel River, and the lush redwood valley stretching for miles from Robinson Canyon. This property has seen renowned owners throughout its modern history, beginning with the Snively Family in 1879. After Carmel Valley Ranch Resort was started, this 1,200-acre portion was acquired by the current owners in 1995. They have kept it free from development ever since, making it an unmissable opportunity to make it your own world-class estate.

Adamo Ranch, Carmel Valley Road, Carmel

Listing courtesy of William Smith from Coldwell Banker Realty. 831-626-2400
$34,995,000
8 Beds ⋅ 7 Baths ⋅ ML82038776 MLS
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill Lane, Woodside

Listing courtesy of from Compass. 650-888-0860
$32,000,000
4 Beds ⋅ 6 Baths ⋅ ML82055898 MLS
Perched atop Tehama's most distinctive crest sits 38 Tehama, the original parcel personally selected by Clint Eastwood for its unmatched natural splendor. This architectural masterpiece spans 6,204 sq ft on over 10 acres, capturing breathtaking ocean and Santa Lucia Mountain views. The design and craftsmanship are simply outstanding, from the barnwood siding and reclaimed bridge timbers to the rich stone and stunning steel doors and windows. The 3-bedroom, 3.5-bath main residence features a stunning custom kitchen, multiple offices and lounges, and a grand living room opening to a covered patio with a fire pit. A detached 1-bedroom, 1-bath guest house offers private accommodations for visitors. A purpose-built aquatic fitness pool, inspired by elite ocean-athlete training, features integrated steps and varying depths for low-impact exercise, resistance work, breathwork, and recovery. A yoga room, sauna, steam room, cold plunge, and gym complete the exceptional wellness program. Close to Carmel yet surrounded by sunshine and tranquility, the property also enjoys Tehama's security, dining, golf, tennis, and exclusive amenities. A rare convergence of authenticity, artistry, and serenity, 38 Tehama embodies a lifestyle where nature, luxury, wellness, and legacy meet.

38 Tehama, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990
$30,950,000
ML82057559 MLS
The Boronda Ranch is a large agricultural holding in a prime area at the northern end of the Salinas Valley consisting of 483 usable acres and two deep aquifer irrigation wells, making this a rare opportunity to acquire prime farm ground with strong water resources. The ranch is located to the west of the City Salinas in the Boronda farming district with frontage on Highway 183 & Boronda Rd. The 483 acres includes a 22-acre building yard w/ 386kw solar power system, 6 active groundwater wells, one barn and a couple modular offices. The deep aquifer wells were completed in 2018 and 2024, both at a depth of 1,700 feet and improved with 450 hp VFD motors, providing an estimated 4,900 gpm. Adjacent to the Boronda Ranch is the San Jon Ranch, also for sale, and can be acquired separately or together. The San Jon Ranch has one deep aquifer well and combined, the two ranches would total approximately 667 acres of prime, Salinas Valley farmland, an ideal package for the institutional investor, family office, or large local grower.

Salinas

Listing courtesy of Joe Piini from Piini Realty. 831-422-5327
$30,000,000
ML82030900 MLS
An incredible opportunity to acquire approximately 336 acres of county land immediately adjacent to Silicon Valley. The property includes the original ranch house, fishing pond, meadows, views of the bay, and is in a private setting immediately adjacent to Ed Levin County Park. Additionally, the property enjoys income from an existing quarry operation that the new owner can chose to continue or not. The property consists of multiple parcels(3) and also includes parcels 029-01-002 and 029-01-004. Multiple uses for the property, private estate, future development, ongoing quarry operations. Quarry has approved reclamation plan that is bonded should new owner desire not to continue with the quarry lease.

2000 Scott Creek Road, Milpitas

Listing courtesy of Mark Russell from Jefrey Henderson, Broker. 408-456-7465
$29,500,000
4 Beds ⋅ 4 Baths ⋅ ML82053114 MLS
Legendary architect Mickey Muennig's final residential masterpiece on 100+ Big Sur coast acres with a white sand beach! Set between US Forest Service land on the south and CA State Park land on the north, this 4 parcel property is like having your own private nature preserve with it's 4 mile trail system and the only land access to one of Big Sur's widest sand beaches. The very private home's massive glass walls provide an extraordinary opportunity to bathe in nature atop the home's radiant heated concrete floor and its double sided wood fireplace centerpiece, while also taking in the unrivaled 50+ mile coast views. This solar powered ultra-luxurious residence of wood, glass, stone, concrete, and living green roof offers 3 bedrooms & 3 baths, an open kitchen, and glass sliders in every room for easy access to the multiple patio terraces, hot tub, wine cellar, and bbq. A charming private guest house designed by Muennig is a short stroll away, along with a 3 car garage. Fresh Big Sur water is provided by the property's plentiful well, propane provides the heat, and Starlink should you choose to connect. The real kicker though is the solitude found at the beach, not to mention the potential building site just above it, which is one of the most private locations on the entire coast.

46400 Clear Ridge Road, Big Sur

Listing courtesy of Mike Gilson from Engel & Volkers Carmel. 831-915-0903
$28,995,000
11 Beds ⋅ 15 Baths ⋅ ML82038870 MLS
A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.

1200 Armsby Drive, Hillsborough

Listing courtesy of Jenn Gilson from Golden Gate Sotheby's International Realty. 650-642-6957
$28,800,000
ML82004847 MLS
Approximately 157.89 acres of lush, picturesque land situated in a desirable Monterey Bay location. This expansive property offers an exceptional opportunity for a variety of potential uses, with features that include an 18 hole championship golf course, a clubhouse, and a captivating waterfall. The land's generous size provides ample space for a range of possibilities (Buyer to do own research and secure entitlements). The golf course feature presents a unique opportunity for those interested in recreational pursuits as a premier golfing destination. The clubhouse, with its inviting ambiance, could serve as a central gathering point for residents or visitors. The property's crowning feature, the serene waterfall, adds a stunning natural element that could be seamlessly integrated into any future plans. The versatility of this land parcel allows for diverse applications, appealing to a wide range of potential buyers. Its expansive size and remarkable features make it an intriguing option for those seeking to create a one-of-a-kind residential, commercial, or recreational development. Buyer to research all entitlements. Take in the first sun and the last sun at this Monterey Bay area location.

501 Spring Hills Drive, Watsonville

Listing courtesy of Camille Eder from Coldwell Banker Realty. 650-464-4598
$28,540,000
41132457 MLS
Two APN included in sale: 016-130-006 and 016-120-020. Located close to downtown and in Brentwood Boulevard Specific Plan. Mixed Use zoning which includes Residential 11-20 units per acre, Commercial, and industrial. Great location for mixed use project in the heart of Brentwood.

7865 Brentwood Blvd., Brentwood

Listing courtesy of Ronald Enos from Ronald J. Enos, Inc.. 925-876-4611
$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
$25,000,000
ML82051160 MLS
Rare opportunity involving VeRa, a proposed boutique luxury Continuing Care Retirement Community (CCRC) in Palo Alto, California. Fully entitled 27-residence community designed to serve affluent seniors seeking a personalized, hospitality-driven environment with continuity of care. Planned community includes Independent Living and Assisted Living residences, ground-floor commercial space, and a purpose-built luxury senior living facility in one of the most affluent and supply-constrained senior housing markets in the United States. Ownership is seeking an experienced senior living operator, healthcare-related group, hospitality-oriented organization, or other qualified strategic participant for up to approximately 45% participation in the operating business platform. Entitlements approved and permitting in process. Significant barriers to entry, strong demographic fundamentals, and luxury positioning create a unique opportunity within the senior housing sector. Confidentiality agreement required for access to detailed information.

824 N San Antonio Road, Palo Alto

Listing courtesy of Ken Kho from Legacy Real Estate & Associates. 510-396-5408
$25,000,000
ML82049344 MLS
Unrivaled Development Potential on 42+ Acres in Hollister! Bring your vision to 253 Mansfield Road, a massive 42.33-acre parcel perfectly positioned in the paths of growth. Zoned Rural Transitional (RT), this property serves as a strategic buffer between residential and agricultural zones, opening up lucrative possibilities for a single-family development footprint. The vast, flat landscape features a mobile/manufactured home structure footprint, making it an excellent candidate for a complete redevelopment project or a temporary staging site while you build. Enjoy rural privacy without sacrificing convenience, as you are located just minutes away from Hollister High School and the vibrant downtown corridor. Developers, land-bankers, and agricultural entrepreneursthis is the clean-slate canvas you have been waiting for in San Benito County!

253 Mansfield Road, Hollister

Listing courtesy of Karen Fink from Compass. 408-461-1425
$24,995,000
4 Beds ⋅ 5 Baths ⋅ ML82054839 MLS
Evoking the patina & permanence of a residence shaped over generations, this vineyard estate possesses an authenticity rarely achieved in contemporary construction. Completed in 2016 imbued with character of timeless European manor, it received the Julia Morgan Award for Classical Architecture, honoring its exceptional craftsmanship & architectural integrity. Hand-hewn beams, bespoke millwork, artisanal detailing, & imported Italian patterned terra cotta tile flooring define the interiors, while Mediterranean Revival influences create an atmosphere that is grand & welcoming. Arranged across two levels with elevator access, lower-level storage room with wine cellar potential, residence offers 4 bedrooms, dedicated office, & detached guest house. Formal & informal living spaces center around a chef's kitchen with a generous butlers pantry, while arched windows & French doors frame surrounding landscape. Set on approximately 4.33 acres in Woodsides coveted Hidden Valley, the estate enjoys sweeping views of Jasper Ridge, the Santa Cruz Mountains, the Western Hills, & Westridge. A pool, spa, rose gardens, crushed stone paths, dual-fuel backup generator, & professionally managed Pinot Noir vineyard producing up to 50 cases annually complete this extraordinary Silicon Valley retreat.

180 Farm Road, Woodside

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461
$24,000,000
5 Beds ⋅ 7 Baths ⋅ ML82054349 MLS
Frontline MPCC at its very finest. Sited on perhaps the best lot in Country Club West with its panoramic views, subtle elevation overlooking MPCC's Shore Course sits an amazing contemporary home offering more that 7,200 sq.ft. of thoughtful living space, 5 luxury bedroom suites, a spacious grand great room with 14 walls of glass, a lower level entertainment gallery with 11' ceilings, an abundance of natural light, a 93" Sony TV, 9' billiard table, poker table for 8, putting simulator, full bar, plus an exceptional wine collecting and tasting room. With a back terrace stretching the entire 85' width of the lot featuring a hot tub, sunken fire pit with heated bench presenting numerous sunset and golf course vistas.

3032 Cormorant Road, Pebble Beach

Listing courtesy of Peter Butler from Carmel Realty Company. 831-277-7229
$22,500,000
6 Beds ⋅ 10 Baths ⋅ 41133564 MLS
This Piedmont estate marries the soul of a Mediterranean villa with the pulse of modern technology. The residence balances intimate warmth with old-world grandeur. Every room tells a story of global treasure—from a 400-year-old fireplace surround to custom ceilings, Honduran mahogany window frames, and masterful leaded glass. Yet the estate is thoroughly modern, powered by a Savant automation system, Lutron lighting, and backup generator. The home features double-framed walls for acoustic privacy and a seismic foundation of steel-reinforced concrete piers. The kitchen blends custom cabinetry with elite appliances. The primary suite features a vaulted vestibule, French marble fireplace, boutique closets, and heated marble floors. Four additional suites offer equally superior accommodations. Over 2000 square feet of terraces, inlaid with antique Italian tiles, lead to a 70-foot saltwater lap pool and a fireplace cabana. Nearly a mile of walking paths meander through a sanctuary of over 300 legacy oaks, redwoods, and palms, bordered by Indian Creek and sustained by a self-sufficient on-site well and automated irrigation system. Every architectural, horticultural, and structural decision reflects an artful vision. The result is a sublime harmony between house, garden, and nature.

280 Indian Rd, Piedmont

Listing courtesy of Ann Newton Cane from Golden Gate Sotheby's Int'l Re. 415-999-0253
$20,900,000
ML82012659 MLS
This listing can be combined with ML82012658, the main cattle ranch located approximately 9 miles to the northeast. The farming component includes 5 parcels totaling 744 acres, of which 552.60 acres are highly productive level Class II soils, well-suited for a wide range of row crops. Currently farmed in leafy greens, the irrigated acreage is supported by a developed irrigation system including two high-production wells and retention ponds with an income producing lease in place with a large local agricultural cooperative, providing reliable annual revenue. The soil quality, water availability, mild Mediterranean climate, and existing infrastructure offer significant flexibility for future crop rotations or diversified production. Utilities are also in place, making this farmland fully equipped for ongoing agricultural or other diversified uses.

48453 Lonoak Road, King City

Listing courtesy of Chris Bailey from California Outdoor Properties, Inc.. 831-277-8344
$20,000,000
3 Beds ⋅ 3 Baths ⋅ ML81996419 MLS
Located on Carmel's prized Scenic Road, this remarkable opportunity offers an exceptional coastal living experience just steps from the white sands of Carmel Beach. Set on an oversized 9,100 SqFt lot surrounded by meticulously manicured grounds, the property offers an exceptional beachfront setting with inviting spaces and charming details at every turn. The enchanting stone-clad Mediterranean mini-estate features approximately 4,387 SqFt of living space, three bedrooms, two full and one half bathrooms, a wine room, elevator, four fireplaces, a Petanque court, outdoor firepit, 1-car garage, and sweeping views of Carmel Bay, Pebble Beach, and the dramatic coastline of Carmel Beach. A truly special offering that captures the essence of refined living in Carmel's beloved village by the sea.

Scenic 2 Se Of 9th Avenue, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $55,000 a month on a year to year basis,

18911 Decatur Road, Los Gatos

Listing courtesy of Joe Piazza from Coldwell Banker Realty. 408-410-5020
$19,995,000
6 Beds ⋅ 9 Baths ⋅ ML82057167 MLS
This English Tudor set on over one flat acre in prime lower North Hillsborough is surrounded by three sides of the Burlingame Country Club Golf Course, making it one of the areas most iconic estates. This fully custom private gated architectural masterpiece is the epitome of California living. Constructed in 2005 with many recent improvements including a remodeled kitchen, refinished floors throughout, updated light fixtures & new landscaping that blend old-world charm with modern aesthetics to create an immediate sense of arrival upon entering.An entertainer's dream, this property features formal rooms and multiple entertaining spaces on both floors. The 6 bedrooms and 7 full bathrooms are thoughtfully designed with a primary bedroom on each level. The French doors throughout create the ultimate indoor-outdoor flow as they lead to the resort style backyard that is complemented by a pool house with a full bath. The backyard features a stunning Pebbletec pool with dual waterfall and a separate spa. The lush landscaping lends privacy to the property and creates a park like setting throughout with the serene courtyard and garden walking path. This property is walking distance to Burlingame Avenue and one block to North Elementary and Crocker Middle School.

600 Eucalyptus Avenue, Hillsborough

Listing courtesy of Joseph Miller from Miller/Steil Properties. 650-455-6552
$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
$19,900,000
ML82026193 MLS
This sale includes three contiguous parcels totaling approximately 2.51 acres of prime land located just half a mile from San Jose Mineta International Airport and less than three miles from Downtown San Jose and San Jose State University. *** 1440 N 1st St (APN: 235-02-032) -- 1.78 acres, currently San Jose Airport Inn *** 41 E Gish Rd (APN: 235-02-025) -- 0.63 acres, currently two commercial buildings *** APN: 235-02-024 -- 0.10 acres, used as a parking lot *** Situated directly across from VTA,s Light Rail Gish Station *** Zoned as Urban Village with up to 250* DU/AC (Dwelling Units per Acre) and a Floor Area Ratio of 10.0 (10 times larger than the total lot area). *** Estimated 28,000+ vehicles and pedestrians passing daily along North First Street, the property enjoys exceptional visibility and strong potential for retail or mixed-use activation. *** Exceptional development potential in a highly visible and convenient location.

1440 N 1st Street, San Jose

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

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