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$15,980,000
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

$15,200,000
5 Beds 6 Baths ML82051008 MLS
A rare opportunity to own a magnificent custom-built French Normandy estate on approximately 1.85 gated acres. The main residence offers over 7,800 square feet (including garage space) with 5 spacious bedrooms, 5 full bathrooms, and a powder room, thoughtfully designed for both grand-scale entertaining and comfortable everyday living. The park-like grounds feature mature 18-year-old Merlot vineyards with approximately 150 vines, flourishing vegetable gardens, orchards, a resort-style pool and spa, and majestic redwood groves that create an atmosphere of privacy and tranquility. Complementing the main residence is an approximately 1,000-square-foot guest house complete with a kitchen, family room, one bedroom, and one-and-a-half baths. Wine enthusiasts will appreciate the extraordinary approximately 1,500-square-foot wine complex, featuring a banquet room, wine cellar, gym, and office/storage space. Additional amenities include a detached three-car garage with covered access to the main home, as well as a two-car tandem garage adjoining the guest house. This exceptional vineyard estate combines timeless European-inspired architecture, resort-caliber amenities, and a premier wine-country lifestyle in an extraordinary private setting.

24970 Okeefe Lane, Los Altos Hills

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

$14,995,000
5 Beds 7 Baths ML81918112 MLS
Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629)

3085 Ralston Avenue, Hillsborough

Listing courtesy of from Compass. 650-400-1188

$14,950,000
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, 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 Road, Woodside

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

$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 Street, Menlo Park

Listing courtesy of Josh Rubin from Compass. 650-575-5981

$13,800,000
6 Beds 6 Baths ML82039880 MLS
Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood Road, Los Gatos

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

$13,500,000
5 Beds 6 Baths ML82002200 MLS
Set between the dramatic Carmel coastline and the Santa Lucia Mountains lies a private retreat in perfect balance with land and sea. Stone steps lead to this five-bedroom, six-bathroom contemporary coastal chalet, where a tiled foyer and vaulted, beamed ceilings create an immediate sense of grandeur. At its heart, a living room with a stone fireplace and soaring ceilings is bathed in light from expansive windows and skylights, offering stunning views from Yankee Point to Big Sur. The chef's kitchen features custom cabinetry, a spacious island, and a breakfast bar, flowing seamlessly into the dining room, bar, and outdoor BBQ space. The primary suite is a luxurious retreat with ocean views, a wood-burning fireplace, terrace access, and a spa-like bath with a walk-in closet. Four additional bedrooms offer comfort for family and guests. Outside, enjoy a pool, hot tub, pizza oven, grill, and firepit terrace surrounded by beautifully landscaped grounds. Additional highlights include a home theater, sauna, wine cellar, dual offices, and a private guest suite with its own entrance and full amenities. This rare estate in Victorine Ranch offers timeless beauty, privacy, and a legacy of luxury just minutes from downtown Carmel.

31453 Highway 1, Carmel

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

$13,300,000
6 Beds 9 Baths ML82056617 MLS
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

Listing courtesy of Cicily Sterling from The Agency. 831-402-7174

$12,995,000
7 Beds 9 Baths ML82045810 MLS
Spectacular Monterey Colonial home on 6+ private acres. Long gated driveway & large motor court. Estate shows tremendous character and beauty. Improvements include a stunning primary bath, a complete new roof & gutters & Exterior paint 2025. 3 expansive levels with grand public rooms, large eat-in kitchen, English Pub bar, recreation/media room and fitness room with sauna, wine room for approx. 1,000 bottles. Seven large bedrooms, including two primary suites, a full two bedroom attached apartment, a separate 1 bedroom guest house privately located on the grounds with a separate 2 car garage and parking. Additionally, attached 4 car garage, large swim pool, tennis court and Stable for 5 horses & riding arena, Hay storage, wash rack, multiple areas for parking trailers. Beautiful Western & Southern hills views. Award winning Las Lomitas Elementary Schools K-8. Nearby to town center, easy commute to SF or Silicon Valley. Main house 13,590 sf per county records, 5,560 sf main level , 4,300 sf 2nd level, 3,730 sf lower level includes home theater, wine room, workout/ sauna. Not including guest house, extra 2 car garage, shop & Horse stable. Corral & stable have separate driveway.

389 Moore Road, Woodside

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

$12,988,000
5 Beds 5 Baths ML82059036 MLS
Set behind gates on more than 1.1 acres moments from the Los Altos Hills Golf & Country Club, this exceptional estate blends timeless elegance, privacy, and luxurious indoor-outdoor living. Nearly 4,100 square feet of light-filled interiors showcase wide-plank hardwood floors, intricate millwork, natural stone finishes, soaring detailed ceilings, expansive formal spaces, an inviting family room, and a chef's kitchen with top-tier appliances. Five spacious bedrooms include a luxurious walk-out primary suite with a spa-inspired bath. Resort-style grounds feature a sweeping patio, sparkling pool and spa, outdoor kitchen, trellis-covered dining area, fire pit, sports court, and peaceful garden paths. Additional highlights include climate control, solar panels, and two attached 2-car garages. Just minutes from downtown Los Altos, scenic preserves, Interstate 280, and acclaimed schools (buyer to verify eligibility).

1700 Esberg Road, Los Altos

Listing courtesy of from Deleon Realty. 650-543-8500

$12,800,000
6 Beds 8 Baths 41134276 MLS
300 Camille Avenue, known as the Ball Estate, is a gated Westside Alamo landmark offering unprecedented grounds, history, and timeless elegance. Set on approximately 3.98 flat acres, this legacy property captures the essence of refined luxury living. The residence spans over 8,800± sq ft across two levels, showcasing exquisite millwork, new appliances, formal and informal entertaining spaces, soaring ceilings, and lower level bonus room. The grounds are truly exceptional—anchored by majestic, mature redwoods that create a sense of privacy and serenity rarely found. Expansive, sun-drenched lawns stretch across the property, offering endless possibilities, including space for an ADU, while the natural canopy and thoughtful layout provide a peaceful, secluded retreat. In addition to the estate’s incredible privacy, it remains ideally positioned just a short distance from the Iron Horse Trail and surrounding hiking paths, seamlessly blending nature and convenience. Downtown Alamo and Danville are only minutes away, offering easy access to top-tier dining, boutique shopping, and everyday amenities. Designed for both grand entertaining and everyday living, the property also features a 1,579 sq ft pool house, an oversized resort-style pool, and a detached bar—creating a private, resort-like setting that feels worlds away, yet close to everything.

300 Camille Ave, Alamo

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

$12,750,000
5 Beds 7 Baths ML82015798 MLS
Just moments from The Lodge at Pebble Beach, this exquisite Mediterranean-style estate captures breathtaking panoramic views stretching from Pescadero Point to Point Lobos. Reimagined by renowned contractors Stocker & Allaire, the home has been masterfully renovated to enhance natural light, expand the ocean-view terrace and introduce refined architectural details throughout. Designed for effortless entertaining, the heart of the home features a chefs kitchen with a generous island, seamlessly flowing into the open-concept family room, living room, and dining area complete with a stylish wet bar. The luxurious primary bedroom suite offers a peaceful retreat with a fireplace, custom built-ins, spa-inspired bath, walk-in closet, and convenient access via stairs or elevator. Just down the hall, two beautifully appointed guest suites provide comfort and privacy, while two additional suites on the lower level offer ample accommodations for visitors. Additional highlights include private patios ideal for outdoor relaxation, state-of-the-art golf simulator room with wet bar and temperature-controlled wine cellar with 1,100+ bottle capacity. Located in the sought-after sunbelt of Pebble Beach, this exceptional home blends luxury, comfort and the ultimate golfers lifestyle.

1565 Riata Road, Pebble Beach

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

$12,500,000
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 Street, Palo Alto

Listing courtesy of Frank De Bernardo from eXp Realty of Northern California, Inc.. 831-901-2324

$12,500,000
6 Beds 6 Baths ML82043870 MLS
Spanning 8.5 idyllic acres overlooking Point Lobos and Monastery Beach, Sea Star Ranch is a fully equipped equine property, thoughtfully designed with a round pen, paddocks, and a 10-stall barn complete with its own kitchen. Imbued with awe-inspiring natural energy, it offers a legacy of care alongside the flexibility to suit a wide range of equestrian pursuits. The setting ensures exceptional privacy while capturing sweeping, panoramic ocean views. Surrounded by hundreds of acres of protected State Park land, the property features diverse microclimates and is served by two wells for irrigation and Cal Am for domestic use. Zoned for commercial use, the property is as practical as it is serene. An undeveloped two-acre parcel offers additional expansion opportunities. At the heart of the estate, the main residence, designed in 2023 by Mary Ann Schicketanz, embraces a calm, organic aesthetic with open-concept living, abundant natural light, spa-like bathrooms, and refined wood and stone finishes. A chef's kitchen with top-tier appliances connects seamlessly to the surrounding landscape, and multiple guest rooms make it ideal for hosting. A guest house and dedicated office provide added flexibility, creating a private coastal compound just five minutes from Carmel-by-the-Sea.

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

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

$12,000,000
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 Court, Hillsborough

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

$12,000,000
7 Beds 9 Baths 41144696 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 recreational hub. You can sharpen your short game on the putting and chipping greens, start a match on the soccer field, or enjoy a sunset game of bocce. The spectacular pool and spa are the centerpiece of the outdoor experience, surrounded by multiple covered loggias, a full outdoor kitchen, and a fire pit perfect for starlit evenings. From the playground to the expansive terraces, every inch of this property is designed for active enjoyment. Bella Vista de Valle offers a rare combination of scale, sophistication, quality, and pure, unadulterated fun.

251 Santiago Ln, Danville

Listing courtesy of M.J. St. Jean from Compass. 925-984-6466

$12,000,000
5 Beds 6 Baths ML82045031 MLS
Unique opportunity to unlock the advantages of buying an under construction home and benefit from preferred pricing by buying early. Located in the coveted Linda Mar neighborhood of Pacifica with incredible ocean views, this modern home has close proximity to biking and hiking trails with access to the Golden Gate National Recreation Area open space. Less than 25 minutes to SF and SFO Airport, with easy access to the Silicon Valley corridor. A short distance away from the Linda Mar Beach offering excellent surfing and fishing options. This magnificent modern home features multiple leisure areas, five en-suite bedrooms, an office, powder room, and a 4,520-square-foot living space on a large 21,391 sq. ft. lot. Long, private driveway leads to the residence. The property includes a pool, multiple terraces, and plenty of outdoor and indoor resort-type entertainment spaces. The contemporary kitchen has exotic worktops, modern appliances, and a large skylight. Two large linear gas fireplaces highlights the family room and master bedroom. The pool is surrounded by an expansive terrace, offering a true resort-style living. This is the place where you can make your dreams come true. Photos are renderings of the home under construction.

1693 Higgins Way, Pacifica

Listing courtesy of Navdeep Kaur from eXp Realty of Northern California, Inc.. 408-772-4895

$11,995,000
4 Beds 5 Baths ML82058830 MLS
This newly built architectural masterpiece is a true designers paradise, offering 5,429 sq ft of refined living nestled on 3.33 acres in Carmel Valley. Every detail has been thoughtfully curated, making it the perfect canvas for both sophisticated living and inspired entertaining. Designed with plaster interiors, stucco and stone exterior, and a slate tile roof, the home blends timeless craftsmanship with modern comfort. Inside, the space features a gourmet kitchen and formal dining room with wide-plank oak and tile floors that flow throughout, anchored by three indoor gas fireplaces. The primary suite is a serene retreat with a spa-inspired bath, while two additional en-suite bedrooms offer comfort and privacy. Designed for year-round enjoyment, outdoor amenities include a pool, spa, multiple terraces, a wood-burning fireplace, and a gas fire pit. A stunning guest house features a pool-facing covered patio with an outdoor kitchen, fireplace, and TV, as well as two private patios, each with a luxurious soaking tub and shower. This estate combines luxury, function, and design excellence in a private natural setting just minutes from Carmel Valley Village, Pebble Beach Golf, and Carmel-by-the-Seas world-class dining, beaches, and shopping.

10 Encina Drive, Carmel Valley

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

$11,995,000
5 Beds 4 Baths ML82052599 MLS
'Casa La Dona' is an incredible creation of Spanish Colonial architectural style paying perfect homage to the original intent and design of the preferred Pebble Beach style. Born in 1925, designed by Clarence Tantau and constructed by Del Monte Properties, the original 2-bedroom home was first used by Monterey Peninsula Country Club as an information office and then later as a model home. The original rooms still in place, are now surrounded and enhanced by well-designed and perfectly blended additions allowing for all the comfort, luxury and function desired today with the everyday ability to enjoy stepping back to an era where you can experience the beginnings of MPCC time. Within the 1/2 acre compound the nearly 5000 SF home offers 4 bedroom suites, with one as an ADU, a grand central kitchen where more than one chef can cook at a time, courtyards oceanside and garden side, high vaulted ceilings and exquisite detailing throughout and within with carved beamed ceilings, alcoves for art, wrought iron sconces and some of the original terra cotta floors. Imagine if the walls could talk, this singularly unique estate has a history to enjoy, and ambiance to thrive in and the grounds to wonder in with golf course and ocean views.

1031 The Old Drive, Pebble Beach

Listing courtesy of Jamal Noorzoy from Carmel Realty Company. 831-277-5544

$11,900,000
5 Beds 6 Baths ML82057791 MLS
One of the finest oceanfront estates on the Monterey Bay. Completed in 2009 & extensively renovated & refreshed in 2026, the home seamlessly blends coastal elegance with modern luxury. Ideally positioned as the first residence beyond the gates, it offers convenience, enhanced privacy, & protection. Designed for indoor-outdoor living & entertaining, the property features more than 3,000 square feet of outdoor space. The beachfront level opens through three folding walls of glass to a covered patio & oceanfront lawn with fire-pit lounge. This level includes a billiards recreation room, kitchenette, interior/exterior wet bar, bath, & two enclosed outdoor showers all steps from the sand. A dramatic staircase or elevator leads to the main level, where vaulted ceilings, French white oak floors, & walls of glass frame spectacular ocean views. The great room opens to an expansive wraparound deck with outdoor fireplace & multiple lounge areas. A gourmet kitchen, multiple dining spaces, fireplace, media room, two guest suites, & powder room complete this level. Upstairs, two additional bedrooms & a bath accompany the primary retreat, with sweeping ocean views & private balcony. An oversized three-car garage completes this extraordinary residence designed to live as beautifully as it looks.

725 Las Olas Drive, Aptos

Listing courtesy of Megan Lyng from David Lyng Real Estate. 831-345-0503

$11,600,000
7 Beds 8 Baths ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon Road, Los Gatos

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

$11,500,000
7 Beds 6 Baths ML82051100 MLS
A rare jewel on legendary 17 Mile Drive, Villa Che - originally envisioned by renowned architect Lewis P. Hobart, famed for San Francisco's Grace Cathedral - blends timeless pedigree with glamorous, chic, stylish spirit. Step into 1938 Pebble Beach, where Spanish Revival architecture meets Golden Age elegance: rose marble, hand-painted ceilings, wrought iron, forged lighting, Spanish arches, tiled floors, and a central fountain evoke luxury. Designed for entertaining, the estate centers around a sun-drenched courtyard with the ambiance of Old Hollywood and Palm Beach glamour. The main residence offers gracious indoor-outdoor flow and breathtaking ocean and golf course views from the formal living room and primary suite. Two separate 2-bedroom guest houses, one with a full kitchen and game room, open to the courtyard. Featuring 7 bedrooms and 6 baths in an unforgettable setting mere moments from The Lodge, Pebble Beach Golf Links, elite dining, and the spa, Villa Che is not just a statement estate; it is a glamorous retreat designed for gathering, entertaining, and living beautifully in the heart of Pebble Beach.

3321 17 Mile Drive, Pebble Beach

Listing courtesy of Shelly Lynch from Carmel Realty Company. 831-277-8044

$11,480,000
9 Beds 11 Baths ML82053736 MLS
Nestled along one of Saratoga's most coveted and tranquil streets in the prestigious Montalvo neighborhood, this extraordinary gated estate embodies contemporary modern design with an emphasis on light, scale, and seamless indoor-outdoor living. Set on over an acre of impeccably landscaped grounds, the three-level residence offers exceptional privacy, sophistication, and a refined connection to nature. Designed for effortless entertaining and everyday living, the main residence features 8 bedrooms, 10 bathrooms, expansive light-filled interiors, dramatic walls of glass, and a temperature-controlled wine cellar. The serene primary suite is a private retreat with a fireplace, walk-in closet, and spa-caliber bathroom complete with a soaking tub and oversized shower. Additional features include a private office and dedicated fitness area. Outside, resort-inspired amenities create a private sanctuary with a spectacular pool, expansive terraces, outdoor kitchen, and beautifully landscaped gardens designed for relaxation and entertaining. The estate also showcases a 1-bedroom, 1-bathroom guest house with direct access to the pool area, offering great flexibility for hosting.

20388 Hill Avenue, Saratoga

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

$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 Drive, Hillsborough

Listing courtesy of Michael Haywood Jr. from eXp Realty of California Inc. 650-773-0266

$11,000,000
5 Beds 7 Baths ML82052749 MLS
Welcome to 433 El Centro, a newly remodeled luxury estate in Hillsborough. Situated on 0.41 acres, this exceptional property offers refined living designed for entertaining and everyday comfort. The home features 5 bedrooms (including the ADU), 5 full baths, 2 half baths, and a bonus room/den. The gourmet chef's kitchen boasts premium paneled appliances, a wine cooler, and opens to a spacious family room. Additional highlights include built-in speakers, a custom wet bar, dedicated media room, temperature-controlled wine cellar, and laundry rooms on both levels. The luxurious primary suite offers a private office, walk-in closet, and spa-inspired bath with heated floors, towel racks, soaking tub, and dual showers. All secondary bedrooms feature en-suite baths for added comfort and privacy. Designed for seamless indoor-outdoor living, the grounds showcase a pool, spa, fire pit, expansive lawn, outdoor TV, and covered BBQ pavilion with prep space, refrigerator, and ample seating. Conveniently located near top-rated Hillsborough schools, parks, Downtown Burlingame, and transportation, this turnkey estate presents a rare opportunity in one of the Peninsula's most sought-after communities.

433 El Centro Road, Hillsborough

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

$11,000,000
2 Beds 4 Baths ML82039836 MLS
Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

309 Olive Hill Lane, Woodside

Listing courtesy of from Compass. 650-888-0860

$10,999,000
3 Beds 3 Baths ML82037766 MLS
Vacation rental Intrigue you? Is Fractional ownership of Interest? Let's talk! There is a lot of potential at this Coveted location. Perched on the iconic Opal Cliff and overlooking the world-renowned Hook surf spot are 3-bedrooms, 2.5 baths and a single story home that offers the ultimate in California coastal living. With 2,325 square feet of well-designed space on a 17,000+ square foot DOUBLE lot set far back from the cliff, this home blends comfort, style, and location in one remarkable package. Inside, there are large rooms, vaulted ceilings & a cozy fireplace that is perfect for relaxing. Also featured is a sunroom filled with natural light, a stylish bar area, and multiple gathering spaces. Step outside to enjoy not one, but two expansive patios, where you can bask in the sun or entertain under the stars all with breathtaking panoramic views of Monterey Bay as your backdrop. Just moments away from Pleasure Point Pizza, Verve Coffee, Penny Creamery, and a variety of local favorites, this home places you in the heart of one of Santa Cruz County's most vibrant coastal communities.

4120 Opal Cliff Drive, Santa Cruz

Listing courtesy of Brandon Maillo from Christie's International Real Estate Sereno. 408-784-8461

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