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837 Cowper ST, Palo Alto
$11,000,000
ML82056815 MLS
* Nestled in the heart of Downtown Palo Alto University South, one of Palo Altos most desirable neighborhood and a few minutes away from Palo Alto CALTrain station. * The property presents a rare opportunity to own a 14-unit multi-family property offering both strong income and long-term growth potential. * Built in 1961 on an expansive 17,500 sqft (0.40 acre) lot, this 2-story building features approximately12,830 sqft of living area, (740-1100 sqft per unit, buyer to verify square footage). * All the units have 3-4 sided independent walls & balconies, granite slab, newer appliances and fixtures. Most have dishwasher, washer and dryer in unit. * The property's beautifully landscaped grounds are a standout feature with a variety of mature fruit trees & a peaceful garden courtyard that creates a serene atmosphere for residents. * The 1- & 2-bed apartments' actual rents ($2,900 -$5,100/mo) in one of the regions strongest rental markets. * 11 units were remodeled in 2022-2023 and the rest of 3 units were updated approximately 10 years ago. * Roof, gutter, furnaces, windows, hot water heaters, circulator etc. were replaced over the years of ownership. * Ample off-street permitted parking & on-site laundry facilities. * Deck, property & termite reports available. * An A+ property.

837 Cowper ST, Palo Alto

837 Cowper ST, Palo Alto
$11,000,000
ML82056833 MLS
* Nestled in the heart of Downtown Palo Alto University South, one of Palo Altos most desirable neighborhood and a few minutes away from Palo Alto CALTrain station. * The property presents a rare opportunity to own a 14-unit multi-family property offering both strong income and long-term growth potential. * Built in 1961 on an expansive 17,500 sqft (0.40 acre) lot, this 2-story building features approximately12,830 sqft of living area, (740-1100 sqft per unit, buyer to verify square footage). * All the units have 3-4 sided independent walls & balconies, granite slab, newer appliances and fixtures. Most have dishwasher, washer and dryer in unit. * The property's beautifully landscaped grounds are a standout feature with a variety of mature fruit trees & a peaceful garden courtyard that creates a serene atmosphere for residents. * The 1- & 2-bed apartments' actual rents ($2,900 -$5,100/mo) in one of the regions strongest rental markets. * 11 units were remodeled in 2022-2023 and the rest of 3 units were updated approximately 10 years ago. * Roof, gutter, furnaces, windows, hot water heaters, circulator etc. were replaced over the years of ownership. * Ample off-street permitted parking & on-site laundry facilities. * Deck, property & termite reports available. * An A+ property.

837 Cowper ST, Palo Alto

433 El Centro RD, 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 RD, Hillsborough

309 Olive Hill LN, 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 LN, Woodside

20388 Hill AVE, 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 AVE, Saratoga

160 Phillip RD, 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 RD, Woodside

725 Las Olas DR, Aptos
$10,900,000
5 Beds ⋅ 6 Baths ⋅ ML82057791 MLS ⋅ Seacliff Beach Association BLDG.
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 DR, Aptos

618 Tennyson AVE, 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 AVE, Palo Alto

2220 Chanticleer AVE, Santa Cruz
$10,800,000
ML82054274 MLS ⋅ Sunshine Village BLDG.
16 Spacious Townhomes. Expansive 1.76 Acre Rectangular Lot. Built in 1998. 1.5 Miles from the Beach. The Azucena Group of Marcus & Millichap is pleased to present the exclusive opportunity to acquire Spring Village, located at 2220 Chanticleer Avenue in the coastal city of Santa Cruz, California. The property is being offered for sale for the first time since its construction by the original developer. The property consists of (1) four-bed/two-bath townhouse, (3) three-bed/two-bath townhouses, (2) two-bed/two-bath townhouses with lofts, and (10) two-bed/two-bath townhouses. All homes are spacious two-story floor plans with private yards, in-unit laundry, 3:1 on-site parking and central A/C and heat. The large open spaces on also allow for the addition of more units/ADUs. Ideally positioned between Silicon Valley and Monterey Bay, Santa Cruz has become one of Northern California's most desirable residential and investment markets. The city's exceptional quality of life, coastal setting, and limited housing supply continue to drive strong demand for rental housing. With a median home sale price exceeding $1.4 million (as of May 2026), homeownership remains unattainable for many local residents due to high acquisition costs, constrained inventory, and persistent buyer competition.

2220 Chanticleer AVE, Santa Cruz

275 Davenport Landing RD, 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 RD, Davenport

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

134 Seale AVE, 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 AVE, Palo Alto

3970 Leavesley RD, 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 RD, Gilroy

San Jon RD, Salinas
$10,350,000
ML82057786 MLS
The San Jon Ranch is a prime row crop ranch north of Salinas in the prized Salinas Valley, one of the worlds premiere regions for growing fresh vegetables and strawberries. With 183 gross acres of mostly level farmland and two groundwater wells, one of which is a deep aquifer well completed in 2024, this ranch greatly benefits from an ideal growing climate, highly productive soils, and very reliable water resources. In addition to the farmland, there is a 3-acre yard area with two single family dwellings and a 1,560 square foot storage building. The ranch is leased through the 2027 growing season and is an ideal agricultural property for the investor or grower. Adjacent to the San Jon Ranch is the Boronda Ranch, which is also for sale, and can be purchased separately or together. The Boronda Ranch has two deep aquifer wells, along with several other wells, and combined, the two ranches would total approximately 667 acres of prime, Salinas Valley farmland, an ideal package for the institutional investor, family office, or large local grower.

San Jon RD, Salinas

Aptos
$10,000,000
ML82059302 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.

Aptos

700 Valencia School RD, 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 RD, Aptos

701 Laureles Grade RD, Carmel Valley
$10,000,000
ML82058071 MLS
One of the premier remaining undeveloped properties in Monterey County. Adjacent to Bernardus Lodge and Spa, with stunning views of Monterey Bay, the Gabilan Mountains and Santa Lucia Range as well as the Pacific Ocean from various points from the hilly terrain. Superb location just miles from Carmel-by-the-Sea, Pebble Beach, and Big Sur, and 76 miles from San Jose/Silicon Valley. Surrounded by residential communities, resorts, estate homes, organic farms and vineyards. The area is world-famous for its majestic beauty, magnificent Pacific Ocean coastline and the Monterey Peninsula, its golf and recreation facilities, including the legendary Pebble Beach Golf Course, its wineries, and numerous restaurants, shops, arts and culture, historical heritage, 12,155 acres of parkland and 10,000 acres of lakes all support a plethora of recreational and cultural activities. Monterey County is located along the Pacific coast of California, south of San Francisco and 70 miles south of San Jose. Monterey Bay and Santa Cruz County to the north, the Pacific Ocean to the west, the Gabilan Mountains to the east, and San Luis Obispo County to the south together form the borders of the county.

701 Laureles Grade RD, Carmel Valley

11775 Watsonville RD, Gilroy
$10,000,000
ML82049564 MLS
An extraordinary opportunity to own a vineyard estate in the prestigious Santa Clara Valley AVA. Spanning 72 acres w/ approx. 18 acres of vineyards, this exceptional property offers a seamless blend of wine production, refined lifestyle, and long-term investment potential. Possible custom homesite, allowing for a private estate with vineyard and mountain views (buyer to verify with county). Planted with Sauvignon Blanc, Syrah, and Cabernet Sauvignon, the vineyards thrive in a coveted microclimate defined by cooling coastal fog and warm days. At the heart of the estate lies a fully operational ~10,000 square foot winery. A beautifully designed tasting room overlooks both the vineyards and barrel storage, creating an inviting, elevated guest experience, while the production facility is thoughtfully equipped to support seamless, on-site winemaking. Beyond its operational excellence, the estate unfolds as a destination. Lush, curated grounds stretch along the scenic Uvas River, complemented by a picturesque olive grove reimagined as a private event setting for weddings, gatherings of all kinds, and curated experiences. Just minutes from Highway 101 and w/i 35 mins of Silicon Valley, this is a rare offering where vineyard living, luxury, and opportunity meet.

11775 Watsonville RD, Gilroy

21 Poppy LN, 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 LN, Pebble Beach

3360 Kingsley CT, Pebble Beach
$9,995,000
7 Beds ⋅ 10 Baths ⋅ ML82032520 MLS ⋅ Macomber Estates BLDG.
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 CT, Pebble Beach

63 Irving AVE, 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 AVE, Atherton

216 Valparaiso AVE, 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 AVE, Atherton

21449 Toll Gate RD, 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 RD, Saratoga

25200 Loma Prieta AVE, 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 AVE, Los Gatos

2930 Privet DR, 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 DR, Hillsborough

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

5466 Quail WAY, Carmel
$9,750,000
5 Beds ⋅ 8 Baths ⋅ ML82033429 MLS ⋅ Quail Meadows BLDG.
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

4020 Orme ST, Palo Alto
$9,688,000
6 Beds ⋅ 5 Baths ⋅ ML82065389 MLS
Masterfully designed. Impeccably crafted. Effortlessly comfortable. This timeless home in a quiet location is all of this and more. From the custom-built doors to the door handles, hinges, and cabinet pulls all forged on site during construction by Swiss contractors specifically flown in for this project, this home is truly special. Elevated. The impressive main house not only features 5 generous bedrooms and 3.5 updated bathrooms, but also a music room, a game room, a study and an office. The kitchen, with its large island, porcelain counters and high-end appliances, sits at the heart of the home and opens to the family room and central courtyard. The private central courtyard is an entertainer's dream, with room for large scale formal affairs or more intimate gatherings of family and friends. Guests can flow into and out of the interior spaces through numerous French doors, and caterers can discretely prepare hors d'oeuvres and meals away from guests. The swimmer's 25-yard-long lap pool with large adjacent lawn invites a vigorous morning workout. - or a raging pool party for the young or young at heart. Discretely located behind the garage and overlooking the pool and lawn, the guest house is a haven for guests, offering complete privacy with all the amenities.

4020 Orme ST, Palo Alto

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