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$7,850,000
4 Beds ⋅ 5 Baths ⋅ ML82060194 MLS
Welcome to 14950 Gypsy Hill Road, a custom executive home built in 1995 located on a cul-de-sac offering thoughtfully designed indoor outdoor living and access to award winning Saratoga schools. Set on nearly two acres with professionally landscaped grounds, a sparkling pool, sport court, pergola covered conversation area with fireplace and large putting green, this property blends privacy, tranquility and convenience. Interior highlights include fresh paint, high ceilings, recessed lighting, plush new carpeting, hardwood and tile flooring. The main level features a primary suite, two en-suite bedrooms, a private office and a powder bathroom near common living areas. Spacious, light filled living and dining rooms are ideal for everyday comfort and entertaining. Downstairs, an entertainment area, guest bedroom and full bath offer flexibility for visitors. The private backyard features pergola-covered patios, an outdoor kitchen and inviting spaces for dining, relaxing and entertaining. Minutes from downtown Saratoga, major tech campuses, renowned wineries, fine dining, boutique shopping, outdoor recreation and Mountain Winery, this exceptional property offers beautiful grounds, outstanding schools and a premier Silicon Valley location, with lasting appeal and sophistication.

14950 Gypsy Hill RD, Saratoga
$12,000,000
7 Beds ⋅ 7 Baths ⋅ ML82059857 MLS
Offered as a rare presale opportunity with the ability to personalize select finishes, this modern architectural masterpiece is estimated for completion in Q3 2027. Privately situated on a level half-acre cul-de-sac lot, the residence offers approximately 5,722 square feet of refined living space, including an attached JADU and detached ADU . A dramatic double-height foyer with a full-height porcelain slab feature wall and statement chandelier creates a striking first impression. Soaring ceilings, premium engineered oak flooring, a dramatic floating staircase, and walls of glass create a striking sense of scale and effortless indoor-outdoor living. The showpiece kitchen features custom European-inspired cabinetry with warm natural wood finishes, natural quartzite surfaces, a waterfall island, and premium Thermador appliances. A private balcony, spa-inspired primary bath, custom wine display, Control4 automation, and beautifully landscaped grounds complete the residence. Buy early for preferred pricing and design personalization.

20 Castle CT, Hillsborough
$9,850,000
5 Beds ⋅ 4 Baths ⋅ ML82046289 MLS
Own a remarkable 1.4 acre parcel in Atherton, nestled at the end of a tranquil cul-de-sac. A perfect opportunity to build your dream home without compromise. The lot offers natural beauty and privacy in a park-like setting, creating a tranquil oasis that feels far from the hustle and bustle yet is close to the coveted Las Lomitas school district, prestigious private schools, Highway 280, and nearby shopping districts. Just minutes from Stanford University and Sand Hill Road, this property combines convenience and exclusivity.

333 Walsh RD, Atherton
$7,985,000
5 Beds ⋅ 6 Baths ⋅ ML82059518 MLS
Striking new construction residence blends clean architectural lines with organic warmth and a refined, natural palette. Set back behind a long gated driveway, the home is filled with natural light and expansive walls of glass and custom lighting. Public spaces flow seamlessly, beginning with a formal living room featuring and an elevated linear fireplace. The formal dining area and sleek open concept kitchen showcases concealed Gaggenau appliances, and Amarula marble with built in casual dining area. Impressive family room features a skylit vaulted ceiling, linear fireplace, and stacking glass doors to the rear deck, plus adjacent multi-use room and dedicated office. Upstairs, the tranquil primary suite offers a sitting area and refreshment bar, customized walk-in closet, and spa-inspired bath Three additional en-suite bedrooms continue the same elevated level of finish. An attached one-bedroom ADU (included in 5,110sq ft) with private entrance provides flexible options. The rear yard features an expansive deck, privacy hedges, and low-maintenance synthetic lawn. Additional highlights include white oak floors, detached two-car garage, solar power, programmable lighting, multi-zone climate control, in a convenient location near downtown, Stanford University, and top schools.

1866 Valparaiso AVE, Menlo Park
$48,888,000
10 Beds ⋅ 10 Baths ⋅ ML82059451 MLS
A landmark Hillsborough estate of extraordinary scale, privacy, and distinction. Set in one of the San Francisco Peninsulas most prestigious enclaves, 150 New Place is an exceptional private compound designed for elevated California living. Sophisticated interiors, resort-caliber grounds, views, a swimming pool, private tennis court, and whole-home systems provide comfort and convenience. Inside, beautifully appointed living spaces, generous bedroom suites, and areas for entertaining, recreation, and wellness await. Walls of glass fill the interiors with natural light, while terraces and balconies capture breathtaking views and invite effortless indoor-outdoor living. Outside, the estate becomes a private resort. The magnificent pool sets the stage for relaxation and elegant entertaining, while the tennis court offers recreation without leaving home. Expansive patios, landscaped grounds, and gathering areas accommodate intimate dinners, celebrations, and peaceful evenings in complete privacy. Ideally positioned near San Francisco, Silicon Valley, SFO, and the Peninsula's renowned schools and amenities. Offered at $48,888,000, 150 New Place is a rare legacy estate and private resortan extraordinary opportunity to own one of Hillsboroughs most distinguished properties.

150 New Place RD, Hillsborough
$9,980,000
7 Beds ⋅ 8 Baths ⋅ ML82059361 MLS
An exceptional custom-designed modern estate in Atherton's prestigious Lindenwood enclave, offering privacy, tranquility, and refined contemporary living. Offered as a presale opportunity with estimated completion in Q4 2027, this residence showcases expansive walls of glass, dramatic ceiling heights, abundant natural light, engineered wood flooring, and a sculptural floating staircase with sleek glass railing. The chef-caliber kitchen features natural marble surfaces and a waterfall island, while the luxurious primary suite offers a private balcony, spa-inspired bath, and generous walk-in wardrobe. The lower level is designed for entertainment and wellness with a bonus room/gym, theater, golf simulator, steam sauna, spa, wine display/bar, and guest accommodations. An attached 800 sq ft, 2-bedroom, 2-bath ADU is included in the approximately 6,637 sq ft total living area, offering flexibility for family, guests, or office use. Buy early for preferred pricing and design personalization. Renderings are illustrative and subject to change. Pool and spa shown are conceptual only.

63 Irving AVE, Atherton
$12,000,000
7 Beds ⋅ 9 Baths ⋅ CC41144696 MLS
A secluded drive winds to the top of the hill, arriving at Bella Vista de Valle-a Mediterranean estate that feels less like a traditional home and more like a high-end, private resort. This is a masterclass in effortless living, where 360-degree views of the valley and the majestic silhouette of Mount Diablo serve as the backdrop for a lifestyle centered around recreation and relaxation. Spanning over 13,400 square feet on a sprawling 5.31-acre lot, the estate is designed as a personal playground where every day feels like a getaway. Inside, the grand foyer's 19-foot ceilings and stately columns lead you toward the heart of the house: a newly renovated gourmet kitchen. With dual Calcutta Supreme islands, designer chandeliers, and a "secret" hidden pantry, it's a space built for hosting everything from post-game snacks to sophisticated soirées. The activity options here are truly in a league of their own. Rain or shine, the fun continues on the full-size indoor basketball court, in the billiard room, or within the dedicated exercise suite. For those who work as hard as they play, the richly detailed executive office offers a quiet retreat, while a private au pair suite ensures there is plenty of space for everyone. Step outside, and the grounds transform into a world-class recreat

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

1519 Riata RD, Pebble Beach
$28,900,000
6 Beds ⋅ 8 Baths ⋅ ML82059045 MLS
Welcome to 21888 and 21886 Blue Oaks Place, an extraordinary custom estate built/designed by PPG. Perched on a private, sun-filled knoll, this serene retreat offers remarkable privacy and tranquility, close-in (5 minutes from 280), yet free from highway noise. Designed in a timeless California Refined Living style, the property spans approximately 9373 sq ft (including garages, main house and ADU), across 2 separate but adjacent parcels totaling approximately 8.16 acres. The main residence features 6 beds/6.5 baths, with flexibility for a 7th ensuite bedroom, or live in quarters, and area for a potential media/bonus room. The 3 car garage adds convenience & functionality to the main house, while a separate studio/ADU and 2 car garage is located on the adjacent property. Flooded with natural light throughout the day, the home enjoys sweeping views of the Western hills. One of the property's most compelling features is its potential to become a true family compound. With a total allowable MFA of 7,595 and MDA of 11,430 at the 21886 parcel, there is an opportunity to build a substantial second residence, adjacent to the existing ADU and two-car garage. There is also expansion potential remaining at 21888 if desired. Los Altos Schools: Gardner Bullis, Egan, and Los Altos High School

21888 Blue Oaks PL, Los Altos Hills
$35,000,000
7 Beds ⋅ 6 Baths ⋅ ML82058794 MLS
Frank Lloyd Wright-inspired design by a renowned architect, Mark English, and built by an award-winning De Mattei Construction. The splendor of the panoramic views of Silicon Valley and the San Francisco Bay will enthrall you and capture your heart. You can see forever, unubstructed views from San Francisco to San Jose. The property is currently rented for $52,000/months. The buyer can take over the lease.

Olive Tree LN, Los Altos Hills
$7,688,000
6 Beds ⋅ 7 Baths ⋅ ML82058205 MLS
Contemporary elegance and modern luxury define this stunning home offering more than 5,100 square feet across three thoughtfully designed levels. Clean architectural lines, soaring ceilings, wide plank hardwood floors, and abundant natural light create a sophisticated yet inviting atmosphere. Formal living and dining rooms complement a spectacular great room with a chef's kitchen featuring premium Miele appliances, a family room with a linear fireplace, and folding glass doors that open completely to the backyard for seamless indoor/outdoor living. The lower level includes a spacious lounge and game room with a wet bar and wine refrigerator, plus a theater and office. Six bedrooms, many with en suite baths, include a luxurious primary suite with a spa-inspired bathroom and balcony with sweeping views. Minutes from Rancho Shopping Center, downtown Los Altos, and top-rated schools including Loyola, Blach, and Los Altos High (buyer to verify eligibility).

1127 Hillslope PL, Los Altos
$8,950,000
5 Beds ⋅ 8 Baths ⋅ ML82058187 MLS
Exceptional luxury estate featuring 5 bedrooms and 7.5 baths. Ideally located within walking distance of downtown Los Gatos and just off prestigious Karl Ave. Separate access via a private road and tucked at the end of a quiet cul-de-sac. This fully gated property offers exceptional privacy. While moments from town, the estate feels miles away, with remarkable tranquility, privacy, and breathtaking canyon views. Designed for modern living, the home features Lutron RadioRA lighting and automated shade systems, individually zoned heat/ac for every room, radiant floor heating, whole-house Sonos audio and central vacuum system. Enjoy breathtaking canyon views from the resort-style infinity-edge pool and spa, thoughtfully positioned on a separate level from the main yard for enhanced safety and an elevated resort ambiance. Outdoor amenities include a built-in fire pit with seating, plus a entertainment pavilion featuring a Lynx outdoor kitchen, BBQ, range, warming drawers, and more. An additional 300 sq. ft. open-concept pool house with a full bath and shower provides flexible space for guests, recreation, fitness, or entertaining and not included in the home's square footage. A rare opportunity to own a private, technology-forward retreat in one of Los Gatos most desirable locations.

15301 Robin Anne LN, Monte Sereno
$8,195,000
6 Beds ⋅ 7 Baths ⋅ ML82057136 MLS ⋅ Santa Lucia Preserve Association BLDG.
Privately situated in the 20,000 acre Santa Lucia Preserve, just minutes from the award-winning Preserve Golf Club, rests this Hart|Howerton custom designed estate on over 45 majestic acres. Behind secured gates, enjoy unobstructed sweeping views of the Santa Lucia Mountains, painted with redwoods and oaks, with the convenience of world class amenities at your fingertips. The 3 bed, 2.5 bath main house, and the 2 bed & 2 bath with living room and kitchen guest house, additional studio plus bonus room offer diverse living areas with ample outdoor entertaining spaces. The single level contemporary craftsman style uses earth tones and materials including the slate roof, corten and wood siding, floor to ceiling mahogany windows and doors and concrete floors with radiant heat and air conditioning. The well-equipped chefs kitchen with Sub Zero refrigerator and Wolf range is well positioned and convenient to the outdoor BBQ, kitchen, and fireplace with spectacular views. This property also allows for an addition of a barn, pool and is equestrian approved. Enjoy your privacy in nature in this tranquil setting with resident services, hiking trails, equestrian center, pickle ball courts, pools, fitness center and exquisite cuisine at the Preserve Ranch and Golf Clubs.

18 Touche PASS, Carmel
$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, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

600 Moore RD, Woodside
$18,898,000
7 Beds ⋅ 15 Baths ⋅ CC41145027 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 di

81 Eagle Ridge Place, Danville
$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 ST, Palo Alto
$7,900,000
5 Beds ⋅ 7 Baths ⋅ ML82055447 MLS
New construction contemporary home offering approximately 6,671 SF on an approximately 16,000 SF lot. This 5-bedroom, 6 full and 1 half bath residence spans three levels with 10-foot ceilings, 7-inch European White Oak hardwood flooring, flush baseboards, stained cabinetry and interior doors, and abundant natural light. The main level features a dramatic two-story entry, spacious great room with fireplace and sliding doors to the backyard, dining room with wine bar, gourmet kitchen with oversized island and built-in dining table, Viking 48-inch built-in refrigerator, Viking 48-inch induction range, large laundry room, office/nursery, and a main-level primary suite. The primary bath features radiant heated floors, freestanding tub, walk-in shower, and oversized walk-in closet with a $10,000 builder credit toward a custom closet system. Upstairs are two ensuite bedrooms with walk-in closets. The lower level includes a large recreation room with wet bar/kitchenette, temperature-controlled wine room, theater/game room, gym or golf simulator room, additional bedroom with full bath, and storage. Expansive backyard offers room for a pool (buyer to verify). Oversized two-car garage. Convenient Los Gatos location near shopping, dining, parks, and commuter routes.

109 Sporleder CT, Los Gatos
$12,500,000
7 Beds ⋅ 7 Baths ⋅ ML82057145 MLS
This world class offering presents a rare & prestigious opportunity to acquire a fully entitled mixed-use development totaling 17,616 sq. ft. in the heart of downtown Palo Alto...one of the most sought-after addresses in Silicon Valley. Approved through the City's rigorous Architectural Review Board process & supported by comprehensive technical studies, the project is positioned for immediate execution.The approved design features an elegant 4-story building integrating ~2,345 sq. ft. of premium office space +terraces w/ residences above, complemented by secure below-grade parking. Just steps from University Avenue & Caltrain, this development combines timeless architectural appeal with enduring location value, offering investors a balanced income profile and an exceptional long-term hold in one of the nation's most supply-constrained and resilient markets. 640 Waverley Street is a fully entitled, pre-construction mixed-use project. Designed by Birge Clark Award-winning architect Ken Hayes, the property features: Four luxury residential units totaling 10,602 sq. ft. with soaring 12-foot ceilings. Class A commercial office space of 2,369 sq. ft. A state-of-the-art 4,645 sq. ft. residential basement with 18-foot clearance and a concealed parking lift accommodating seven vehicles.

640 Waverley ST, Palo Alto
$13,800,000
8 Beds ⋅ 9 Baths ⋅ ML82056387 MLS
A rare blend of space, sunlight, and privacy, this exceptional three-level residence rests on a secluded 11,187-square-foot lot. Approximately 6,661 square feet of combined living space across the main home and separate ADU offers flexibility for everyday living, guests, work, and entertaining. Eight bedrooms, eight full baths, and two half baths include four bedrooms upstairs, two on the main level, and two below on the lower level. Tall ceilings and abundant natural light create an open, uplifting feel, complemented by a temperature-controlled wine cellar, flexible gym or theater, Control4 automation, and full Araknis networking. The deep, sun-filled backyard feels like a private retreat, with room to relax, play, entertain, or explore a future pool, subject to buyer verification and approvals. All this, with easy access to Sand Hill Road, Stanford Shopping Center, acclaimed schools, and I-280. A special opportunity offering space to gather, flexibility to evolve, and privacy close to everything.

595 Hobart ST, Menlo Park
$21,995,000
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 RD, Woodside
$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 RD, Pebble Beach
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos
$14,995,000
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 LN, Hillsborough
$13,300,000
6 Beds ⋅ 9 Baths ⋅ ML82056617 MLS ⋅ Santa Lucia Preserve BLDG.
The Meadow House. A contemporary residence of exceptional refinement, where architectural integrity, meticulous craftsmanship, and the quiet influence of Korean and Japanese design traditions create a home of extraordinary beauty. Privately positioned on approximately 3.86 acres overlooking expansive meadows, every space is composed with intention, emphasizing natural materials, balanced proportions, and an extraordinary attention to detail. Expansive walls of glass dissolve the boundary between indoors and out, filling the home with natural light & creating a seamless connection to the surrounding landscape. Thoughtfully designed indoor / outdoor living spaces invite both quiet reflection & effortless entertaining, while every finish & detail reflects an unwavering commitment to quality & enduring design. Offering approximately 8,521 square feet, the residence includes six ensuite bedrooms, a detached guest house, & gracious living spaces that embody warmth, serenity, & understated sophistication. Ideally located within Santa Lucia Preserve, moments from The Hacienda, Golf Club, equestrian & sports centers, recreation lake, & more than 100 miles of scenic trails, the property offers an exceptional opportunity to experience one of California's most celebrated private communities.

2 Rumsen Trace, Carmel
$10,000,000
4 Beds ⋅ 7 Baths ⋅ ML82056398 MLS ⋅ Pebble Beach BLDG.
Nestled in the prestigious Sombria Lane enclave of Pebble Beach, this four-parcel estate offers privacy, scale, and future-use potential. The 9,767 sq. ft. residence, built in 1979 and expanded over time, is set across two of the four parcels. The home features a unique blend of architecture styles which are presented throughout the grand entertaining spaces and expansive living areas. Timber-clad vaulted ceilings, custom millwork, leaded diamond-pane windows, substantial fireplaces, and detailed interior finishes adorn the home. Surrounded by mature landscaping and estate properties, this offering is ideal for a buyer seeking a significant Pebble Beach holding with the opportunity to renovate, reimagine, and create a truly exceptional legacy estate. A rare combination of size, land, location, and development potential in one of Pebble Beach's highly sought after neighborhoods, just minutes from The Hay, Pebble Beach Lodge and Monterey Peninsula coastline.

1237 Sombria LN, Pebble Beach
$7,920,000
4 Beds ⋅ 4 Baths ⋅ ML82056282 MLS
Set on a rare, level one-acre parcel in the heart of Pebble Beach, 3978 Ronda Road is a meticulously maintained single-story estate blending timeless elegance with modern comfort. Spanning approximately 5,300 square feet, this thoughtfully updated home offers refined coastal living just moments from world-renowned golf, scenic trails, and the breathtaking Pacific coastline. Privately tucked behind gates on a fully fenced estate, the property offers exceptional privacy and tranquility. The home features expansive living areas, a formal dining room, an inviting sunroom, four spacious bedrooms, four bathrooms, abundant storage, and a beautifully updated kitchen. A professionally encapsulated crawl space with a premium moisture-control system further reflects the exceptional care invested in the home. The beautifully landscaped grounds feature mature trees, fruit trees, and a garden, while an attached three-car garage and parking for six additional vehicles provide uncommon convenience. Included in the sale are architectural plans by Conrad Asturi Studios for an approximately 800-square-foot, two-level ADU offering outstanding future potential.

3978 Ronda RD, Pebble Beach
$32,000,000
4 Beds ⋅ 6 Baths ⋅ ML82055898 MLS ⋅ Tehama BLDG.
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
$9,995,000
5 Beds ⋅ 4 Baths ⋅ ML82054654 MLS
Superior panoramic ocean views set the stage for this exceptional property ideally located by the The Lodge and Pebble Beach golf links. Encompassing over 6,200 square feet of living space on a beautifully landscaped parcel, this classic residence offers an effortless blend of grand scale and relaxed coastal elegance - equally suited for comfortable everyday living or hosting weekend guests or golf foursomes. Sunlight pours through walls of glass illuminating fresh, creamy white interiors, soaring open-beam ceilings, warm, blond wood floors and timeless architectural details. Designed for memorable family gatherings and entertaining, this home features spacious living and family rooms with vaulted ceilings, four fireplaces, remodeled kitchen with captivating ocean views and formal dining room. The luxurious primary bedroom suite has a spa-inspired bath with sumptuous jetted soaking tub, breathtaking vistas and plenty of closet space. Additional features include a library/office/game room, flexible room for additional guests, workshop, craft room with sink and two storage rooms that offer remarkable versatility. Wraparound sun-filled decks invite sunset entertaining amid sweeping ocean views and complete this extraordinary retreat guaranteed to redefine the art of coastal living.

1272 Padre LN, Pebble Beach
$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 DR, Los Altos Hills
$11,475,000
6 Beds ⋅ 8 Baths ⋅ ML82054575 MLS
Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

280 Uplands DR, Hillsborough

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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