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3321 17 Mile Drive, Pebble Beach
$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

53 Riley Ranch Road Unit 53A-53B-53C, Carmel
$11,500,000
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

12366 Priscilla Lane, Los Altos Hills
$11,495,000
5 Beds ⋅ 6 Baths ⋅ ML82061610 MLS
Custom-built, Craftsman home by renowned builder on approximately 1.03 acres, offering exceptional privacy behind a gated driveway. Beautifully landscaped grounds, covered front porch, and resort-style south-west facing backyard create an indoor/outdoor lifestyle.The home features hand-hewn floors, custom moldings, and exquisite details throughout.Formal living room with fireplace, elegant dining room with butlers pantry, wine refrigerator, and walk-in pantry. Gourmet kitchen, granite countertops, high-end stainless appliances, and Sub-Zero refrigerator/freezer and opens to a spacious family room with built-ins, gas fireplace, and seamless access to the rear grounds. Main-level bedroom suite with exterior access ideal for guests or pool use.Upstairs includes a luxurious primary suite with sitting area, fireplace, balcony, office nook, oversized walk-in closet, and spa-like marble bath with heated floors.Additional three bedrooms, media/lounge room, and flexible spaces complete the home.Resort-style grounds include pool, spa, outdoor kitchen, fireplace lounge, expansive lawn, playground, and orchard. Additional features:50-panel solar system, smart lighting, sound, security, multi-zone HVAC, and private well for irrigation. Excellent schools close to hiking trails and HWY 280.

12366 Priscilla Lane, Los Altos Hills

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

280 Uplands Drive, Hillsborough
$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

1552 Riata Road, Pebble Beach
$11,000,000
3 Beds ⋅ 4 Baths ⋅ ML82064224 MLS
Originally designed by the architect for herself, this exceptional gated estate offers a rare combination of ocean views, privacy, architectural sophistication, and effortless single-level living. Generously proportioned rooms open to resort-like outdoor spaces, thoughtfully designed to create seclusion from neighboring properties and passersby. The aesthetic is one of timeless elegance, with refined details and a sense of understated luxury throughout. Framed by a manicured canopy of trees, views of the ocean unfold from within the home as well as from its extensive patios and outdoor living spaces. Equally suited to a quiet private retreat or an expansive setting for gathering with family and friends, this is a home that adapts beautifully to the moment, offering both serenity and a natural sense of occasion. The current owners have thoughtfully updated the home to respect the architect's original vision. Interior features include 11' ceilings, limestone floors, glazed walls with trimless flush base, 4 fireplaces, radiant heat, skylights, gourmet appliances, wine fridge, copper gutters, slate roof, gas generator, and a soft water system.

1552 Riata Road, Pebble Beach

Listing courtesy of Simona Martin from Christie's International Real Estate Sereno. 408-568-3858

433 El Centro Road, Hillsborough
$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

309 Olive Hill Lane, Woodside
$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

20388 Hill Avenue, Saratoga
$10,998,000
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

160 Phillip Road, Woodside
$10,988,000
5 Beds ⋅ 6 Baths ⋅ ML82037743 MLS
Set on more than 2.5 acres of quintessential Woodside grounds, this spectacular estate balances timeless elegance with easy comfort. Behind gates and surrounded by mature trees and lush foliage, it conveys a quiet sense of luxurious seclusion. Inside, more than 6,400 total SF includes a dramatic foyer with columns, expansive formal rooms, a chef's kitchen, private office, theater, and five bedrooms, including a sanctuary-like primary suite. Outdoors, resort-style grounds feature a pool, spa, pool house, patio with fireplace and grill, cascading waterfall with bridge, gardens, fruit trees, and a detached bonus studio for work or fitness. Tesla solar panels and 6 Powerwall batteries, a seamless Sonos sound system, and expert craftsmanship enhance every detail. Just minutes from Woodside, Sand Hill Road, Palo Alto, and top schools, it offers the rare blend of privacy, prestige, and proximity.

160 Phillip Road, Woodside

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

725 Las Olas Drive, Aptos
$10,900,000
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

618 Tennyson Avenue, Palo Alto
$10,888,000
5 Beds ⋅ 7 Baths ⋅ ML82055387 MLS
The search for your forever home ends here with this custom-built brand-new luxury home. Featuring fabulous architectural design by a preeminent architect & design team, this unique home on a tree-lined street in prestigious Old Palo Alto possesses a distinctly modern flair, state-of-the-art home technology, & a chic open-concept floorplan. Enjoy 5 en-suite bedrooms + an office + gym room, plus 2 extra half baths. A home theater w/7.1 surround sound, 4k laser projector & 7 leather seats; recreation room, wine rack, full bar, & 2 laundry rooms. Kitchen w/Miele appliances include 70 refrigerator/freezer/wine cooler, 48 gas range w/8 burners, 24 combi-steam oven & 24 microwave oven. Silestone countertops & pantry. Owned solar panel system. Multi-slide 3 panel door opening to covered patio & private backyard; European 10 oak engineering hardwood floors throughout; advanced Lutron system w/decentralized lighting design; smart security system & camera w/IP CCTV; slate concrete roof. With fast access to Stanford, Town & Country Village, downtown PA, top-rated schools & tech companies, this brand-new home is a perfect blend of classic comfort & modern luxury. Total construction 4,963 sq ft, consisting of: 4,419 sf (living area), 228 sf (Garage), 316 sf (covered patio). A must see!

618 Tennyson Avenue, Palo Alto

Listing courtesy of Judy Shen from Coldwell Banker Realty. 650-380-8888

275 Davenport Landing Road, Davenport
$10,750,000
5 Beds ⋅ 6 Baths ⋅ ML82040507 MLS
Experience the pinnacle of coastal living at The Landing, designed for those who break boundaries and seek inspiration at the waters edge. This modern beach sanctuary is just ten minutes from Santa Cruzs vibrant surf scene, one hour from SFO, and literally steps from the Pacific. Legendary surf breaks flank both sides of your private backyard, making it effortless to slip out for a dawn session or host board meetings on the sand. Crafted for privacy and ultimate connection to nature, every room in this 5-bedroom, 4 full and 2 half-bath masterpiece is enveloped by panoramic ocean views and filled with the sounds of saltwater and wildlife. Watch whales breaching and pelicans gliding from your sun deck, or recharge with sunset strolls from your private gate to the waterline. This timeless, whimsical state-of-the-art design features a walk-in pantry, climate-controlled wine wall, immersive home theater, radiant floors, and smart lighting with over 176 programmable options for every mood. North Coast exclusivity, unmatched surf, and tech-forward luxury- this is more than a home, its your launchpad for creativity and coastal adventure. Welcome to The Landing, where your next chapter begins with your toes in the Pacific and your mind on the horizon.

275 Davenport Landing Road, Davenport

Listing courtesy of Melanie Langemak from David Lyng Real Estate. 831-334-4653

3369 Westside Rd, Healdsburg
$10,650,000
3 Beds ⋅ 4 Baths ⋅ 41151570 MLS
The 40+ acre luxury estate is ideally located five minutes from downtown Healdsburg offering beautifully designed/maintained dwellings/auxiliary buildings, views of the Russian River Valley/Mount Saint Helena, extensive gardens, Arbor, decks, patio and infrastructure, and vast potential, including plentiful water to support agricultural stewardship. Westside Road is home to world-class wineries, vineyards, and estates at the base of the eastern slope of the coastal range enjoying gentle westerly breezes, all while a short drive to the Sonoma County Airport. The property features (1) 2,234 sq ft primary residence connected by a breezeway to 402 sq ft guest quarters/full bath over 748 sq ft 3-car garage, (2) 1,181 sq ft caretaker residence with second-story deck and 713 sq. ft. 2-car garage and workshop below, (3) 336 sq ft office+ with 280 sq ft attached deck, and (4) 2,016 sq ft convertible barn, storage, loft and workshop (approx sq fts).

3369 Westside Rd, Healdsburg

Listing courtesy of Jonathan Minerick from HOMECOIN.COM. 888-400-2513

4377 Warm Springs Rd, Glen Ellen
$10,550,000
4 Beds ⋅ 10 Baths ⋅ 41148974 MLS
Villa Montebella, the 2024 Vacation Property of the Year, is newly refinished and perfect as a residence, home for multigenerational living, or vacation mecca. The compound, which lives as an 8-bedroom estate, comprises 5 buildings. Surrounding the buildings are a vineyard, pool, hot tub, bocce court, play area, pool house, palms and other mature trees, and a 4860-sq-ft wine cave. Enter over a private drive winding through oaks, madrones and oleander. Privacy is absolute, and yet the estate’s entrance is just a mile from world-class dining and wineries. The centerpiece of the living areas is the Main House, under beamed ceilings. It features the principal suite, 2 other bedrooms, a huge dining room and living room (under skylights, with a wood-burning fireplace), and refinished terraces. The kitchen features tile counters, elite appliances, and breakfast-bar seating for 8-10. The other bedrooms are found in the other buildings: the hexagonal Lighthouse (with an office and THX movie theater), Penthouse (with a living room and decks), Vineyard House (with stunning views of ripening cabernet grapes), and Tennis House (adjacent to the court that could be configured for pickleball). There is a charging station for EVs; a generator for emergency power; and ample well water.

4377 Warm Springs Rd, Glen Ellen

Listing courtesy of Ann Newton Cane from Golden Gate Sotheby's Int'l Re. 415-999-0253

1 Edge, Atherton
$10,500,000
4 Beds ⋅ 3 Baths ⋅ ML82064187 MLS
Rare opportunity at 1 Edge Rd in Atherton, set on an approximately 1-acre (43,714 SF) lot in one of the Bay Areas most prestigious residential neighborhoods. Tucked away in a quiet, private setting with mature trees and expansive grounds, the property offers exceptional scale, privacy, and presence. The existing 4BR/3BA residence provides approximately 3,130 SF of living space with generous living and entertaining areas, an updated kitchen, multiple courtyards, pool, and three-car garage, creating a seamless indoor-outdoor lifestyle. Enjoy the home as it is, renovate to your vision, or explore the property's significant long-term redevelopment potential. Conveniently located near downtown Menlo Park, Stanford University, and major Silicon Valley destinations. A truly special opportunity to own a full-acre property in Atherton. Buyer to independently verify square footage, development potential, feasibility, and applicable requirements.

1 Edge, Atherton

Listing courtesy of from Aspire Homes. 408-320-8584

134 Seale Avenue, Palo Alto
$10,500,000
9 Beds ⋅ 8 Baths ⋅ ML82060834 MLS
A rare contemporary luxury in the heart of Old Palo Alto. This presale opportunity allows buyers to secure the home ahead of completion and lock in presale pricing, with the opportunity to personalize finishes, materials, cabinetry, and lighting, subject to construction progress and builder approval. Anticipated completion: Q4 2027. Set on a 10,013 sq. ft. lot, with approximately 5,287 sq. ft. in the main residence plus a 749 sq. ft. detached ADU. The residence is envisioned with a refined modern-contemporary aesthetic featuring warm natural wood tones, dramatic stone, custom millwork, designer lighting, and architectural detailing. The main home offers 7 bedrooms and 5.5 baths across three levels, with an open kitchen and family area, dedicated office, luxurious primary suite with walk-in closet and spa-inspired bath, and an expansive lower-level retreat with wet bar, wine area, game room, lounge, gym, and flexible guest space. A detached 2-bedroom, 2-bath ADU adds flexibility for guests, extended family, or private workspace. Ideally situated on a tree-lined street in Old Palo Alto, convenient to Stanford, California Avenue, downtown Palo Alto, parks, dining, and shopping. A rare opportunity to secure and personalize a substantial luxury residence before completion.

134 Seale Avenue, Palo Alto

Listing courtesy of David Allen Rivas from David Allen Rivas, Broker. 408-431-7202

3970 Leavesley Road, Gilroy
$10,500,000
7 Beds ⋅ 7 Baths ⋅ ML82048883 MLS
Centrally located between Silicon Valley and Carmel, three minutes from the freeway, Shangri-La-Dee-Da is a private estate surrounded by open land, rolling hills, and private ponds. Horse enthusiasts must see! Spanning 58+ acres, the property is a PREMIER EQUESTRIAN ESTATE, private family compound, and destination venue. The land includes two year-round ponds, two existing wells, solar-powered vineyard irrigation, organic non-pesticide grounds, approx 35 fruit trees, and internet service with two Starlink towers. The main residence approx 4,222 sq ft with 4 bed/3 bath, plus an additional 1,180 sq ft finished basement (unpermitted square footage). A 2,300 sq ft 3 bed/3 bath guest house, providing accommodations for extended family, guests, caretakers, or event use. Equestrian amenities include two arenas (one covered), two barns, 10 stalls, a round pen, and an 85' Euro-walker. A large covered steel arena (86 x 200) supports year-round riding, clinics, and events. The vineyard spans 14 acres across three varietals with a separate service entrance, and a wine cellar complements the land. The property offers successful Airbnb use, weddings, private events, retreats, and wine production. Extensive infrastructure, drainage, and natural wind and fire protection allow for year-round use.

3970 Leavesley Road, Gilroy

Listing courtesy of from Christie's International Real Estate Sereno. 408-391-4465

700 Valencia School Road, Aptos
$10,000,000
3 Beds ⋅ 1 Baths ⋅ ML82059181 MLS
Introducing Valencia Meadows, a rare collection of seven estate homesites set across approximately 74 acres in the rolling hills of Aptos. Individual parcels range from approximately 6.3 to 23 acres, offering remarkable scale, privacy, and flexibility for the creation of custom residences in a naturally beautiful setting. The thoughtfully planned community includes a private internal road network, individual well and septic infrastructure, and designated residential development areas integrated into the existing topography. Open meadows, mature trees, ridgelines, and protected natural areas give each homesite a distinct sense of place while preserving the character of the land. Located at 700 Valencia School Road, Valencia Meadows offers the tranquility of country living within easy reach of Aptos Village, Highway 1, local beaches, Nisene Marks State Park, and the greater Santa Cruz coastline. With only seven homesites across approximately 74 acres, Valencia Meadows presents an uncommon opportunity to create a private California estate surrounded by space, scenery, and the natural beauty of the Aptos hills.

700 Valencia School Road, Aptos

Listing courtesy of Jakki Harlan from Golden Gate Sotheby's International Realty. 650-465-2180

21 Poppy Lane, Pebble Beach
$9,995,000
5 Beds ⋅ 7 Baths ⋅ ML82052396 MLS
Set along the fairways of Poppy Hills in the heart of Pebble Beach, this new estate represents a rare blend of grand scale and understated elegance. Completed in 2026, the residence encompasses ~6,327 square feet of thoughtfully designed living space with five ensuite bedrooms, a dedicated office, and six-and-a-half baths. A warm contemporary aesthetic defines the home, where soaring spaces and refined finishes are balanced by a sense of comfort and livability. Wide-plank oak floors, hand-applied plaster walls, radiant heat, and custom detailing throughout create an atmosphere that is both sophisticated and welcoming. The entire home is complemented by a bespoke oak closet system handcrafted in Dubai, reflecting an extraordinary level of craftsmanship. Designed for entertaining, the home opens to relaxing outdoor living areas, including an expansive upper-level deck overlooking the golf course with space for an outdoor kitchen and gathering areas. The lower level features an oversized family and game room with full bath, along with extensive space for a future wine cellar, fitness studio, or additional storage. With four-car garage parking, exceptional privacy, and a coveted Pebble Beach location, this is contemporary luxury reimagined, grand yet graceful.

21 Poppy Lane, Pebble Beach

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

3360 Kingsley Court, Pebble Beach
$9,995,000
7 Beds ⋅ 10 Baths ⋅ ML82032520 MLS
Set on 10 pristine acres in the heart of Pebble Beach, this exceptional modern estate offers a rare blend of architectural sophistication, resort-style amenities & complete privacy. Designed for those who value both elegance and recreation, the property delivers an atmosphere of refined living on an impressive scale. Main residence features an extraordinary collection of amenities including putting green, movie/sports simulator room, expansive game lounge, fully equipped gym, wine room, elevator and multiple kitchens ideal for entertaining or multigenerational living. Six garage spaces and a beautiful separate guest house provide for generous accommodations. With 7 luxe bedrooms, all with en suite baths, the estate is perfectly suited for extended stays, remote work, multigenerational living or a high-end corporate retreat. Sweeping forest views are complemented by expansive terraces and illuminated by a Chihuily-style glass rose garden that becomes a stunning focal point at dusk.

3360 Kingsley Court, Pebble Beach

Listing courtesy of Vilia Gilles from Sotheby's International Realty. 831-760-7091

63 Irving Avenue, Atherton
$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. Two lots at the developments, 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 Avenue, Atherton

Listing courtesy of from Aspire Homes. 408-320-8584

216 Valparaiso Avenue, Atherton
$9,950,000
4 Beds ⋅ 4 Baths ⋅ ML82064275 MLS
More than one level acre of gated privacy just one block from the Menlo Circus Club is the setting for this light-filled, move-in-ready home. Classic and timeless in character, the primarily one-level floor plan features 4 generously sized bedrooms and 4 baths with hardwood floors, refined millwork, and numerous French doors throughout the main level. Spacious formal and casual living venues provide wonderful flexibility, with numerous connections to the expansive rear grounds. The 1.01-acre property with private well features a pool and spa, screened-in gazebo, mature trees, and vast areas for outdoor living and recreation. There are two separate 2-car garages, plus significant off-street parking. Wonderfully comfortable as it is today, this property also presents possibilities for future renovation, expansion, or new construction, all in a private setting with close proximity to excellent public and private schools.

216 Valparaiso Avenue, Atherton

Listing courtesy of Michael Warren from Compass. 650-315-0224

21449 Toll Gate Road, Saratoga
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82058621 MLS
Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.

21449 Toll Gate Road, Saratoga

Listing courtesy of Andy Tse from Intero Real Estate Services. 408-807-8808

25200 Loma Prieta Avenue, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta Avenue, Los Gatos

Listing courtesy of Kalina Wasman from Compass. 650-773-4049

2930 Privet Drive, Hillsborough
$9,800,000
7 Beds ⋅ 8 Baths ⋅ ML82032512 MLS
Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views & exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved & vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.

2930 Privet Drive, Hillsborough

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

54722 Highway 1, Big Sur
$9,750,000
4 Beds ⋅ 4 Baths ⋅ ML82050424 MLS
This luxurious oceanfront retreat located a few doors north of Big Sur's world renowned Esalen Institute offers dramatic whitewater views amidst an extraordinary landscape design by the celebrated artist & landscape designer Bernard Trainor. Upon entrance, one enters the massive elegant great room with its soaring exposed beam ceiling and walls of glass for taking in some of the most gorgeous views on the coast of Big Sur. The expansive minimalist design features twin oceanfront decks on each floor allowing one to completely immerse in the strikingly beautiful setting indoors or outdoors in total comfort. A rotating wood fired stove anchors the enormous living room which is shared with one of the larger open kitchens on the coast. The private primary bedroom with fireplace is accessed from the living room and downstairs one finds two more bedrooms and a bath, along with a smaller cozy living room with decks on each side. Some of Big Sur's most exquisite stone paths and stairways provide access to the extensive lush native gardens and a multitude of lovingly designed natural spaces for life to unfold. The favorite is the garden spa with sauna, copper tubs, and the rock shower. All of this is accessed by a private driveway which leads to Hwy One and the rest of the world.

54722 Highway 1, Big Sur

Listing courtesy of Mike Gilson from Engel & Volkers Carmel. 831-915-0903

5466 Quail Way, Carmel
$9,750,000
5 Beds ⋅ 8 Baths ⋅ ML82033429 MLS
Set amongst the oaks, this stunning home connects the interior to the surrounding natural beauty of Quail Meadows as only award winning architect, Charles Rose, can do. The home's superior quality of construction and timeless design is evident in its vaulted ceilings, ridge skylights, walls of glass and stone accents. Upgraded to an even higher standard over the last two years with new hardwood floors throughout and updated finishes in the kitchen and bathrooms. Ideal for entertaining, the home welcomes guests with an inviting courtyard and impressive living room. The home lives mostly on one level with nice privacy between the primary suite, office and guest bedrooms. The outdoors beckon from every room, whether it be access to a private sun deck, sitting area, vegetable garden or a lush lawn. On the southern portion of the lot, there is also a generously sized caretaker's cottage complete with a full kitchen, one car garage, laundry, living room and dining area. It's the best of both worlds: a sprawling estate on a useable 2 1/2 acre parcel just a short distance to Carmel-by-the-Sea. You literally can have it all.

5466 Quail Way, Carmel

Listing courtesy of Courtney G. Jones from Carmel Realty Company. 831-233-4839

638 Beach Drive, Aptos
$9,600,000
5 Beds ⋅ 4 Baths ⋅ ML82060464 MLS
Thoroughly renovated in 2023, this spectacular oceanfront masterpiece seamlessly blends organic coastal warmth with sophisticated industrial accents to create the ultimate beach house. The formal entry includes soaring ceilings and custom storage cabinetry. The main hallway guides you inward with elegant herringbone wood flooring, wood-lined details, and designer lighting. The great room opens to hurricane-rated windows and doors that frame breathtaking, unobstructed ocean views. The gourmet chefs kitchen features custom inset cabinetry, a substantial island, custom range hood, and high-end Sub-Zero refrigeration suite. Enjoy the living room with tile-lined gas fireplace and custom built-ins. Plus, the comfort of custom remote window coverings, ceiling fans, integrated speaker system, and radiant heating throughout. Every bathroom is curated luxury, with elegant designer tile, custom vanities, and Toto bidets. The entertainment deck is shielded from the sea wind by glass protection, with a built-in hot tub, barbecue island, and outdoor gas fire pit ideal for relaxation. Take in the dramatic views of passing dolphins, paddle out from your backyard, and rinse off in the outdoor shower. Meticulously curated yet comfortable in every way, this coastal sanctuary delivers.

638 Beach Drive, Aptos

Listing courtesy of Monika Davidson from Coldwell Banker Realty. 650-465-7628

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