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388 Albion Avenue, Woodside
$14,800,000
2 Beds ⋅ 2 Baths ⋅ ML82064344 MLS
One of the most premier locations in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages, offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

388 Albion Avenue, Woodside

24970 Okeefe Lane, Los Altos Hills
$14,800,000
5 Beds ⋅ 5.5 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

2170 Edgecourt Drive, Hillsborough
$13,999,000
5 Beds ⋅ 5.5 Baths ⋅ ML82065828 MLS
MODERN LUXURY, EFFORTLESS CALIFORNIA LIVING Quintessential indoor/outdoor living on a quiet cul-de-sac in lower North Hillsborough. This custom built modern home at 2170 Edgecourt Drive offers approximately 5,155 square feet of thoughtfully designed living space, with five ensuite bedrooms and five-and-a-half baths. Designed by locally renowned architect Randy Grainge of TRG, the home features an open floor plan along with a dedicated office, a gym, a secondary family room, wet bar with 80-bottle wine refrigerator, complete with designer fixtures and furnishings throughout. Soaring ceilings and walls of glass fill the interiors with natural light and frame backyard views. The outdoor kitchen and pool, built in 2025, create an inviting setting for entertaining and relaxed California living. The home is within walking distance of sought-after North Elementary and Crocker Middle schools. Downtown Burlingame, Highways 101 and 280, and Nueva and Crystal Springs Uplands schools are just minutes away and you are equi-distant from Palo Alto or San Francisco for work or play.

2170 Edgecourt Drive, Hillsborough

755 University Avenue, Palo Alto
$13,200,000
6 Beds ⋅ 5 Baths ⋅ ML82062906 MLS
A rare marriage of historic Palo Alto character & sophisticated modern living, this beautiful residence unfolds across 4 levels with roughly 5,969 sf. Original architectural details take center stage, from graceful curved rooms & expansive bay windows to intricate millwork, rich wood paneling & beautifully inlaid hardwood floors. An extensive renovation completed in 2026 introduces refined contemporary finishes & modern amenities throughout. Generous, light-filled rooms create an elegant sense of scale, complemented by a beautifully appointed kitchen & newly renovated designer baths. A new basement dramatically extends the homes living & entertaining possibilities, w/a spacious recreation/living area, a dedicated home theater & 2 flexible-use spaces ideal for a gym, office or wellness retreat. Tucked away on the top floor, a private suite w/bedroom, living area, kitchenette, full bath & a secluded treetop terrace. Ideally positioned in one of Palo Altos most coveted locations, just blocks from the vibrant shops, restaurants & amenities of downtown & within the acclaimed Palo Alto school district, this is a distinctive opportunity to enjoy the character of a classic Palo Alto residence w/the comfort & versatility of a thoughtfully renovated modern home.

755 University Avenue, Palo Alto

17055 Pine Avenue, Los Gatos
$12,998,888
5 Beds ⋅ 6.5 Baths ⋅ ML82060279 MLS
Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine Avenue, Los Gatos

368 Camino Al Lago, Atherton
$12,998,000
4 Beds ⋅ 4.5 Baths ⋅ ML82060676 MLS
A jewel box in Atherton. In a town defined by grand scale, this residence, built by a locally renowned builder and completed in 2022 is uniquely intimate. Set on approximately 0.28 acres behind mature landscaping, the 5,527-square-foot contemporary offers five bedrooms and seven bathrooms across a plan built for effortless living and entertaining. Wide-plank white oak floors, floor-to-ceiling glass, and a sculptural floating staircase anchor interiors bathed in natural light. The pool, spa, and fire pit lounge form an outdoor sanctuary framed by green canopy and privacy. A separate guest house adds rare flexibility for extended family, staff, or a private office. The primary suite is a study in calm, with floor-to-ceiling glass framing treetop views. A fully integrated Savant system commands lighting, climate, and entertainment from a single interface, complemented by built-in multi-room audio flowing from the great room to the pool terrace. Gated, camera-monitored security adds privacy and peace of mind. Total of 5 Bedrooms | 5 Full & 2 Half Baths | 5,527 SF | 0.28 Acres | Main House + Guest House/ADU | Pool, Spa & Fire Pit | Attached Garage & Detached Carport | Built 2022 Conveniently situated between San Francisco and San Jose, proximity to Stanford and Sand Hill corridor

368 Camino Al Lago, Atherton

1515 Germano Way, Pleasanton
$12,900,000
6 Beds ⋅ 7.5 Baths ⋅ 41148082 MLS
The Crown Jewel of Ruby Hill Country Club. Newly envisioned. Artfully reintroduced. This is the pinnacle of the Ruby Hill lifestyle, curated for those who demand the extraordinary. Come and experience this remarkable home for yourself! From the moment you arrive, the home’s commanding presence and architectural artistry set a tone of absolute distinction! Occupying a premier position along the emerald fairways of prestigious Ruby Hill Golf Course, this remarkable estate stands as a testament to architectural grandeur and refined living. This is not merely a residence; it is a statement—newly reimagined and impeccably presented to capture a fresh, contemporary vision of luxury that is as bold as it is timeless. The interiors unfold with a sense of drama, where soaring volumes and meticulously curated spaces create an atmosphere of unparalleled prestige. Every room is a study in proportion, transitioning seamlessly from impressive formal spaces to intimate, sun-drenched retreats. Beyond the main residence, sophisticated, self-contained living quarters offer exceptional flexibility and privacy. Outside, the grounds transition into a private, resort-caliber sanctuary spanning 1.25 acres. Sweeping views overlook the 16th fairway, sparkling city lights, and majestic Mt. Diablo, creating an extraordinary backdrop from day into evening. Whether hosting a gala under the stars or a quiet afternoon surrounded by lush gardens, the scale, setting and presence of this exceptional property are virtually unmatched.

1515 Germano Way, Pleasanton

910 La Senda Road, Hillsborough
$12,800,000
5 Beds ⋅ 5.5 Baths ⋅ ML82064121 MLS
Set on a private +/-.81-acre lot with sweeping canyon views, this brand-new contemporary masterpiece offers over 5,600s.f. of sunlit living space. Designed for sophisticated living and entertaining, the home blends dramatic architecture, refined finishes, and seamless indoor/outdoor spaces. Five generously sized bedroom suites, a half bath, and office/study are thoughtfully positioned throughout. The formal living room features a dramatic fireplace and expansive glass walls that frame the spectacular scenery. An elegant dining room provides an exceptional setting for both casual dinners and grand-scale entertaining. At the heart of the home, the chef's kitchen features Miele appliances, custom cabinetry, and center island. The massive adjoining family room also opens directly to a vast, covered entertaining deck overlooking breathtaking views, creating an ideal setting for gatherings. The lower level offers a private suite with a spa-like bath, sauna, media/recreation room, wine displays, wet bar, and rear yard access. The stunning grounds feature level lawns, vanishing-edge fountain, & multiple viewing terraces. A gated driveway, A/C, radiant heat, & EV outlet complete this offering. An exceptional combination of privacy, luxury, architectural distinction, and breathtaking views

910 La Senda Road, Hillsborough

640 Waverley Street, Palo Alto
$12,500,000
7 Beds ⋅ 6.5 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

1232 Rose Ln, Lafayette
$12,000,000
5 Beds ⋅ 5.5 Baths ⋅ 41147906 MLS
The most beautiful estate, on the most desirable street, in Lafayette’s most coveted Happy Valley neighborhood, 1232 Rose Lane is the home of your dreams! Fully fenced behind a wrought-iron gate, the estate offers unrivaled privacy and relaxing seclusion, while situated in a neighborhood less than a mile from the BART station to San Francisco, award-winning Happy Valley Elementary School, Briones hiking trails and the vibrant shops and restaurants of downtown Lafayette. The estate boasts 6,924 +/- sqft on more than an acre of sprawling, level grounds with a main house, pool house, guest house, swimming pool, hot tub and tennis court. Inspired by English manor country homes, the ivy-covered main house exudes curb appeal and is approached by a long, tree-lined circular driveway. The house offers inviting gathering spaces and a spectacular layout for entertaining on a grand scale with five bedrooms, five and a half bathrooms, chef’s kitchen, formal foyer, living and dining rooms, wood-paneled office, flex/bonus room, three-car garage and 20+ foot ceilings. The primary suite is a serene sanctuary with French doors, Juliet balcony, high ceilings, dual walk-in closets, and beautifully appointed dual bathrooms, including a light-filled, spa-like space w/ radiant-heated floors & soaking tub. Outdoors, an exceptional resort-like setting features a saltwater pool and separate waterfall spa, pool house w/ full bath and kitchen amenities and a separate guest house/ADU offering flexible setting for guests or a variety of uses. The estate’s grounds feature multiple patios, covered porches, rose garden, chicken coop, colorful art studio & an oversized tennis court with pickleball lines. Majestic redwoods, Italian cypress, Japanese maples, cherry blossoms and mature fruit trees create a lush landscape w/ a beauty & permanence that only comes with time. A three-car garage w/ dual EV charging, sound system, generous storage & modern conveniences further enhances the home. The drive to San Francisco is approximately 20 miles. The combination of architectural magnificence, impressive scale, established private grounds & proximity to the heart of Lafayette & the San Francisco Bay Area makes this property nearly impossible to replicate. An estate like this turns over once in a generation; don’t miss the chance to live a dream life in Lafayette! www.1232Roselane.com

1232 Rose Ln, Lafayette

251 Santiago Ln, Danville
$12,000,000
7 Beds ⋅ 8.5 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

12271 Hilltop Drive, Los Altos Hills
$11,950,000
5 Beds ⋅ 5.5 Baths ⋅ ML82059479 MLS
Up to six bedrooms on a full acre, just up the street from Rancho Shopping Center and less than 2 miles from Los Altos Village. An approved site for a 1,200 sq. ft. detached ADU adds room for extended family or guests. This healthy-home, GreenPoint-rated residence offers four en-suite bedrooms plus two additional ground-floor rooms, giving you flexibility for a nursery, guest suite, home office, or multigenerational living. The main-level primary suite includes a steam shower, private terrace, and an adjoining room ideal as a nursery or quiet office. The spacious ground-floor room with a retractable glass wall opening to the pool works beautifully as a media room, large guest suite, playroom, or family room. Upstairs, three en-suite bedrooms feature 12' ceilings and mahogany floors. At the heart of the home, the open great room soars beneath 17' ceilings, featuring African Sapele cabinetry, limestone, a ledgestone fireplace, and a 30-foot retractable glass wall that opens fully to the backyard for resort-style indoor-outdoor living. Outdoors, enjoy a solar-heated pool, spa, full-size tennis court, orchard, and organic garden beds. Built for wellness and sustainability, with low-VOC materials, HEPA filtration, whole-house water filtration, triple-pane windows, and 13.3 kW solar.

12271 Hilltop Drive, Los Altos Hills

12366 Priscilla Lane, Los Altos Hills
$11,495,000
5 Beds ⋅ 5.5 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

419 Palm Street, Palo Alto
$11,200,000
5 Beds ⋅ 5.5 Baths ⋅ ML82065882 MLS
A Masterwork of Steel, Glass, and Soul. Every so often, a home comes along that doesn't just sit on a lot, but breathes with it. Tucked away at the end of a quiet cul-de-sac, the Palm House is an architectural fusion of vertical cedar and expansive windows, creating a seamless dialogue between modern design and the lush, creek-side landscape it inhabits. The heart of the residence is the expansive great room, where dramatic airplane hangar doors retract to merge the interior with the natural canopy outdoors. Luxury is felt in every detail; the polished cement and white oak radiant heat floors, limestone surfaced fireplace, chefs kitchen with Wolf and Sub-Zero appliances, jewel box powder room, and the copper and velvet accented garage turned speakeasy. A moss wall backs the sculptural floating staircase leading to a den and 5 ensuite bedrooms each with stunning views. The sophisticated primary suite includes a private office and secluded terrace. Outside, the property extends across the creek bed to preserve pristine green views. Ipe decking, a custom pergola, and an outdoor kitchen create a harmonious oasis for entertaining. A lower creek-side patio offers a peaceful respite to recharge, surrounded by nature. The vibrant energy of Palo Alto's downtown is just minutes away.

419 Palm Street, Palo Alto

433 El Centro Road, Hillsborough
$11,000,000
5 Beds ⋅ 6.5 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

309 Olive Hill Lane, Woodside
$11,000,000
2 Beds ⋅ 3.5 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

20388 Hill Avenue, Saratoga
$10,998,000
9 Beds ⋅ 10.5 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

160 Phillip Road, Woodside
$10,988,000
5 Beds ⋅ 5.5 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

618 Tennyson Avenue, Palo Alto
$10,888,000
5 Beds ⋅ 6.5 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

280 Uplands Drive, Hillsborough
$10,880,000
6 Beds ⋅ 7.5 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

3369 Westside Rd, Healdsburg
$10,650,000
3 Beds ⋅ 3.5 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

4377 Warm Springs Rd, Glen Ellen
$10,550,000
4 Beds ⋅ 9.5 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

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 Avenue, Palo Alto
$10,500,000
9 Beds ⋅ 7.5 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

3970 Leavesley Road, Gilroy
$10,500,000
7 Beds ⋅ 6.5 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

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

21449 Toll Gate Road, Saratoga
$9,850,000
7 Beds ⋅ 7.5 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

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

2930 Privet Drive, Hillsborough
$9,800,000
7 Beds ⋅ 7.5 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

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