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95 Belle Roche AVE, Redwood City
$3,695,000
4 Beds ⋅ 4 Baths ⋅ ML82052040 MLS
An exclusive hilltop retreat on a private gated driveway street in Palomar Park, offering panoramic, sweeping Bay Area views and executive-level amenities. This expansive custom-built residence sits at the top of a gated cul-de-sac in one of Redwood Citys most sought-after neighborhoods, delivering exceptional privacy, scale, and an irreplaceable hilltop setting on over 0.66 acres. The home features four bedrooms and three and a half bathrooms with a thoughtful, functional layout designed for modern living. Highlights include a massive state-of-the-art gym, world-class wine cellars, and a versatile downstairs loft ideal for a childrens study area or multiple home offices. The elevated position at the crown of the hill ensures a rare sense of retreat and exclusivity. Ideally located just minutes from downtown Redwood City and San Carlos dining, shopping, and entertainment, with convenient access to major commute routes, this is a premier Silicon Valley offering where sweeping views, privacy, and location converge.

95 Belle Roche AVE, Redwood City
415 Santa Monica Avenue, Menlo Park
$5,150,000
4 Beds ⋅ 3 Baths ⋅ 426141452 MLS
Spacious 4-bedroom home on a rare quarter-acre lot in the heart of Menlo Park. Built in 1997, this 2,640 sq ft residence offers an open floor plan ideal for both everyday living and entertaining. The gourmet kitchen flows seamlessly into the main living areas, while the generous primary suite provides a private retreat. Four well-proportioned bedrooms and three full bathrooms offer flexibility. The attached 2-car garage and expansive outdoor grounds exceptional for Menlo Park provide space, privacy, and room to grow. Served by the highly acclaimed Menlo Park City School District and Sequoia Union High School District, this home sits in one of the Peninsula's most sought-after school corridors. Located minutes from downtown Menlo Park, Caltrain, Stanford University, and the best of Silicon Valley. A rare opportunity to own a substantial home on a large lot in one of the Peninsula's most desirable communities.

415 Santa Monica Avenue, Menlo Park
21911 Dolores AVE, Cupertino
$4,980,000
4 Beds ⋅ 5 Baths ⋅ ML82051689 MLS
Exceptional new construction in Cupertino on a rare 10,955 sq. ft. lot (per survey), with estimated completion Q3 2027. This modern two-story main house offers approx. 3,721 sq. ft., 4 bedrooms, 4.5 baths, a dedicated office and an attached 2-car garage. The open layout features abundant natural light, contemporary finishes and indoor-outdoor living. Upstairs are 3 bedrooms with 3 baths. The primary suite features skylights, a spacious walk-in closet and an oversized wet area. A detached 749 sq. ft. 2-bedroom, 2-bath ADU offers flexibility for guests, extended family or a private workspace. If purchased with the ADU, the price is $5.28M. Near Apple, tech campuses, parks, shops and dining, within the Monta Vista High School attendance area (buyer to verify). Early buyers may personalize select finishes, subject to Seller approval. Renderings and specifications are illustrative and subject to change.

21911 Dolores AVE, Cupertino
5471 Country Club PKWY, San Jose
$8,000,000
6 Beds ⋅ 6 Baths ⋅ ML82051151 MLS ⋅ Silver Creek Valley Country Club BLDG.
THE ZIP CODE 95138 BELONGS TO EVERGREEN, SAN JOSE, CA, AN EXCLUSIVE, AFFLUENT HILLSIDE ENCLAVE KNOWN FOR ITS RESORT-STYLE LIVING AND LUXURY REAL ESTATE CENTERED AROUND THE PRESTIGIOUS SILVER CREEK VALLEY COUNTRY CLUB. This exquisite Mediterranean Renaissance estate, reimagined in 2019, offers unparalleled luxury within the exclusive gated community in Silicon Valley. Inspired by the grandeur of Milan & Florence, the residence features a dramatic soaring 24-foot foyer crowned by an 18-foot fresco mural reminiscent of Botticelli's The Birth of Venus. The vintage-glam kitchen is a chef's masterpiece, highlighted by a centerpiece La Cornue range with custom white hood, bespoke cabinetry, exquisite quartz countertops & a matching backsplash blending timeless elegance with exceptional functionality. 5 expansive ensuite bedrooms, a domed-ceiling study & a separate attached guesthouse with a private entrance. Opulent finishes include marble, onyx, mother-of-pearl, Calcutta Gold & hand-carved Italian marble, accented by a striking 22-foot mantel as a refined focal point. The gated grounds encompass a serene pool & tranquil veranda,creating a private sanctuary perfect for relaxation in this sophisticated lifestyle retreat.This is more than a home - it's a lifestyle of unparalleled luxury.

5471 Country Club PKWY, San Jose
9 Bel Aire, San Mateo
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo
61 Oak Haven WAY, Woodside
$4,588,000
4 Beds ⋅ 4 Baths ⋅ ML82050181 MLS
Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

61 Oak Haven WAY, Woodside
14750 Sobey RD, Saratoga
$5,998,000
5 Beds ⋅ 5 Baths ⋅ ML82050024 MLS
Welcome Home to 14750 Sobey Road in Saratoga! Located in the Center of One of the Most Exclusive Streets & Sought-After Locations in All of Saratoga! Expansive 5 Bed, 4.5 Bath Home Offers 4,864 SF on 1.02 Flat Acres w/ Resort-Style Grounds, Pool, Spa, Tennis Court & Indoor Squash / Racquet Ball / 1/2 Basketball Court! Large 3 Car Garage w/ Workshop! Featuring a Grand Semi-Circular Driveway, Mature Trees & Lush Landscaping. Thoughtful Floor Plan Features Formal Living & Dining Rooms, Multiple Living Areas, and a Kitchen w/ Skylight that Opens to the Family Room and Overlooks the Back Garden for Everyday Living & Entertaining. Primary Suite Features a Large, Beautiful Covered Balcony Overlooking the Back Garden, Pool & Tennis Court w/ Direct Access to the Grounds. Multiple Outdoor Living Areas Include Covered Patios, Brick Walkways, Rose Gardens, Expansive Lawn, Poolside Lounge Areas & a Pergola Seating Area w/ Fire Pit. A Truly Private Estate w/ Space to Entertain, Relax, Play & Enjoy the Saratoga Lifestyle. Serene Setting Surrounded by Mature Trees Yet Convenient to Downtown Saratoga, Los Gatos, Shopping, Dining, Parks, Trails & Hwy 85. A One-of-a-Kind Opportunity!

14750 Sobey RD, Saratoga
298 Alameda De Las Pulgas, Atherton
$4,588,000
6 Beds ⋅ 6 Baths ⋅ ML82048261 MLS
An elegant, recently extended Atherton home offering the best in luxury living with a high gate for privacy & nearby walking paths through Menlo park. The renovation includes new doors, windows, sound proofing and all new stainless steel appliances. Including the ADU, this estate offers a total of 6 bedrooms and 6 baths. The main house features an open floor plan with an informal dining room, a bar in the living room and French doors opening into the back patio. The kitchen is equipped with a 5 stovetop chef's range plus breakfast nook. A suite with one bedroom and one bathroom down the hall rounds out the first level of the main house. The second level of the main house features the primary master bedroom with a renovated European style bath including double sinks, floating cabinets next to the walk-in closet. Next to the suite is a child's bedroom & a connecting balcony leading to one of the ADU entrances. Built above the carport, the second story ADU features a separate entrance, with one master suite and an additional 1/1. The kitchen features new stainless steel. This self-contained ADU can be used for extended family, or easily rented for extra income. Property sits in the top-rated Las Lomitas elementary school district. Seller is very motivated.

298 Alameda De Las Pulgas, Atherton
2050 Green Oaks WAY, Pescadero
$5,690,000
6 Beds ⋅ 5 Baths ⋅ ML82047681 MLS
Approximately 5 acres fully fenced with a total of ~84 private acres that overlook Ano Nuevo Island and the Pacific Ocean. This contemporary masterpiece, designed by world-renowned, award-winning Field Architecture, is built to be an oasis. It offers the perfect balance of serenity and adventure, with private hiking and mountain biking trails to explore right outside your door. The main residence features 6 bedrooms, 2 offices, and 4.5 baths spread across two levels. A guest house with 1 bedroom and 1 bath provides additional space for visitors, while a detached 4-car garage with an adjoining flexible-use room completes the estate. Use this stunning property as a multi-generational family compound, a peaceful work-from-home setting, a weekend refuge, or a combination of all threethe choice is yours.

2050 Green Oaks WAY, Pescadero
28008 Laura CT, Los Altos Hills
$17,500,000
7 Beds ⋅ 8 Baths ⋅ ML82046740 MLS
Set on a sprawling 2.02-acre lot with panoramic views of the East hills and lake, this 2025-built estate sets a new standard for modern architectural grandeur in Los Altos Hills. The residence encompasses 8,832 square feet of living space, defined by a stately double-staircase foyer with 15-foot ceilings and a custom 11-foot pivot glass door. Designed for grand-scale entertaining, the home features soaring 14-foot main-level plates and seamless indoor-outdoor integration via Fleetwood door systems that pocket completely into the walls. A chefs kitchen serves as the culinary heart, anchored by an 11-foot island and a professional suite featuring a 60-inch Wolf range, Sub-Zero refrigeration, and Miele coffee station. Guests can enjoy the theater, gym, or the expansive outdoor oasis, which includes a 40-foot infinity-edge pool, integrated hot tub, and an elevated pedestal deck system. The estate offers seven bedrooms, including a 978-square-foot pool house with a cedar dry sauna and full kitchen. Smart home luxury is powered by Lutron Homeworks, Sonos audio, and Ubiquiti networking, supported by a Generac generator and owned solar modules. From the glass-embedded oak flooring to the dedicated panic room, every detail reflects a masterclass in contemporary design.

28008 Laura CT, Los Altos Hills
15 Hidden Valley LN, Woodside
$35,000,000
6 Beds ⋅ 9 Baths ⋅ ML82045742 MLS
This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages and one with an adjacent room. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, A comprehensive, enterprise-grade infrastructure includes a network w/fiber connectivity linking each building to the main racks, supported by a firewall, 26 ethernet switches, & 15 Wi-Fi access points. A whole-house audio system & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a tennis court, sport court, & approximately 2 acres of Pinot Noir grafted aged vines. A whimsical designed 3-tree playhouse & fort adds a rare & enchanting element to the landscape. The result is a true sanctuary--where architectural beauty, advanced infrastructure and natural surroundings converge in one of Silicon Valley's most exceptional settings.

15 Hidden Valley LN, Woodside
19963 Hale AVE, Morgan Hill
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82046347 MLS
Located in the sought-after Coyote Valley at the base of the foothills just north of Morgan Hill, California, Three Oaks Ranch offers nearly 10 flat acres backing to the Historic Tilton Ranch open space preserve, ensuring privacy and no future development. This single-story ranch blends peaceful country living with convenient access to Silicon Valley, freeways, shopping, dining, parks, trails, wineries, and golf courses. The home features a spacious open floor plan with vaulted ceilings, a private primary suite with walk-in closet and deck, three guest bedrooms, two full baths, an office, exercise room, theater with sound-damped walls, and a three-car garage. Outdoors, enjoy a Pebble Tec pool surrounded by gardens and hillside views. The nearly 3,000 sq. ft. commercial shop with 3-phase power includes a loft and a separate 900 sq. ft. office with kitchen, bath, office suites, fenced yard, and possible ADU potential. Equestrian amenities include a BarnMaster barn with five stalls, a tack room, a wash area, a lighted professional roping arena, an equine track, chicken coops, gardens, and custom fencing throughout. Frequent visits from turkeys and quail add to the charm of this exceptional countryside retreat, for relaxing.

19963 Hale AVE, Morgan Hill
30 Malavear CT, Pacifica
$3,998,000
5 Beds ⋅ 6 Baths ⋅ ML82046110 MLS
Welcome to 30 Malavear Court, a private Pacifica retreat tucked away on a quiet cul-de-sac with sweeping views of Montara Mountain. Set on an expansive approximately 54,386 sq. ft. lot, this exceptional property offers over 5,000 sq. ft. of living space designed for everyday comfort and effortless entertaining. Soaring vaulted ceilings, abundant natural light, expansive living areas, and a wood-burning fireplace create a warm and inviting atmosphere. The spacious layout offers plenty of room to gather with family and friends, whether entertaining indoors, celebrating the holidays, or enjoying the peaceful outdoor setting. Five bedrooms and five-and-a-half bathrooms provide flexibility for guests, extended family, or home offices. A detached private studio ADU adds even more versatility for guests, multigenerational living, a workspace, or potential rental income. Outside, the tranquil backyard feels like a private retreat, surrounded by mature landscaping and open space with an above-ground hot tub. Additional highlights include central forced-air heating, a three-car garage, and Jefferson Elementary School District. A rare combination of space, privacy, flexibility, and scenic beauty in Pacifica.

30 Malavear CT, Pacifica
4790 Pacheco Pass HWY, Gilroy
$4,500,000
11 Beds ⋅ 6 Baths ⋅ ML82045550 MLS
This property is a former dairy and has always been well maintained. There is a nice home. l plus 4 rental properties and a cell tower all generating good income. Recently a portion of the property is rented for growing hay and also cattle grazing. There are a total of 11 bedrooms and 6 baths on the property all with separate septic and electric meters.Also 7 garage spaces and numerous outbuildings. Could be a great horse property or??????

4790 Pacheco Pass HWY, Gilroy
2315 Rockwood Ranch RD, Morgan Hill
$3,955,000
4 Beds ⋅ 4 Baths ⋅ ML82045273 MLS
Tucked away in the exclusive gated community of Rockwood Estates in Paradise Valley, this extraordinary Morgan Hill estate offers 5.75 acres behind its own private gate. Just a short drive from Silicon Valley, yet a world away. The 4,200 sq ft single-story home features panoramic views from every window, an executive office, formal living and dining rooms, an expansive primary suite, and a chef's kitchen appointed with Viking and Thermador appliances and a temperature-controlled walk-in pantry. The entertainer's dream backyard opens to unobstructed views of Chesbro Reservoir and the Santa Cruz Mountains. Featuring a pool and spa with tranquil waterfall, a fireplace with dual refrigerators, and a covered bar and BBQ area built for year-round living. A mature producing single-vineyard Merlot grows across the back of the estate your vines, your grapes, your wine. Below the home lies a private wine cellar and library unlike anything found at any price. A barrel island with copper sink, floor-to-ceiling mirrored wine libraries, and a portrait of three golden retrievers watching over it all. The wine is called TreBoSa, a private label Merlot crafted by a fifth generation Fernwood Vineyard winemaker. A whole different way to live your life! For an in-person tour call Dustin Holdt.

2315 Rockwood Ranch RD, Morgan Hill
1693 Higgins WAY, Pacifica
$15,000,000
5 Beds ⋅ 6 Baths ⋅ ML82045031 MLS
Unique opportunity to unlock the advantages of buying an under construction home and benefit from preferred pricing by buying early. Located in the coveted Linda Mar neighborhood of Pacifica with incredible ocean views, this modern home has close proximity to biking and hiking trails with access to the Golden Gate National Recreation Area open space. Less than 25 minutes to SF and SFO Airport, with easy access to the Silicon Valley corridor. A short distance away from the Linda Mar Beach offering excellent surfing and fishing options. This magnificent modern home features multiple leisure areas, five en-suite bedrooms, an office, powder room, and a 5,900+ square-foot living space on a large 21,391 sq. ft. lot. Long, private driveway leads to the residence. The property includes a pool, multiple terraces, and plenty of outdoor and indoor resort-type entertainment spaces. The contemporary kitchen has exotic worktops, modern appliances, and a large skylight. Two large linear gas fireplaces highlights the family room and master bedroom. The pool is surrounded by an expansive terrace, offering a true resort-style living. This is the place where you can make your dreams come true. Photos are renderings of the home under construction.

1693 Higgins WAY, Pacifica
16840 Cypress WAY, Los Gatos
$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos
610 San Felipe RD, Gilroy
$3,999,999
5 Beds ⋅ 3 Baths ⋅ ML82043080 MLS
This rare historic estateThe Dunne Ranch offers an exceptional opportunity limited only by your imagination. Ideal as a private family compound, equestrian retreat, agricultural or business opportunity, a remarkable 10± acre property rich in heritage and possibility. The main residence, featured in the 1907 Gilroy Advocate as one of the finest homes south of San Jose, showcases timeless Colonial architecture with intricate moldings, detailed carvings. It includes approximately 5 bedrooms (with flexible space off the primary suite ideal for a nursery, office, or dressing room), 2.5 baths, breakfast room, updated kitchen, formal dining with built-ins, sunroom, inviting living room, and basement with bar and canning room. Wraparound porches and abundant windows, including stained glass accents add warmth and charm. A second home of approx. 1,500 sq ft offers 3 bedrooms, 1 bath, kitchen, living room, and utility room. The grounds feature recently updated roofs with LeafFilter gutter systems, greenhouse, classic 6-stall barn with tack room and hay storage, and approx. 4 acres fenced and cross-fenced-ideal for livestock, or farming. This distinguished Dunne family estate is a rare chance to own a lasting piece of California history.

610 San Felipe RD, Gilroy
70 E Main AVE, Morgan Hill
$6,688,000
3 Beds ⋅ 2 Baths ⋅ ML82040872 MLS
Rare opportunity to acquire a downtown Morgan Hill commercial assemblage consisting of multiple contiguous parcels improved with residential homes and office suites. The portfolio generates strong in-place income and offers long-term redevelopment potential within the Downtown Specific Plan area. Located just steps from Monterey Road with convenient access to restaurants, retail, and Highway 101. Ideal for investors, developers, or 1031 exchange buyers seeking stable income with future upside in a prime downtown location. The offering includes 55 1st Street (ML82040865), 57 E 1st Street (ML82040868), 70 & 74 E Main Street, and 50 E Main Street (ML82040862). Marketing package is in the disclosure link.

70 E Main AVE, Morgan Hill
57 E 1st ST, Morgan Hill
$6,688,000
2 Beds ⋅ 2 Baths ⋅ ML82040868 MLS
Rare opportunity to acquire a downtown Morgan Hill commercial assemblage consisting of multiple contiguous parcels improved with residential homes and office suites. The portfolio generates strong in-place income and offers long-term redevelopment potential within the Downtown Specific Plan area. Located just steps from Monterey Road with convenient access to restaurants, retail, and Highway 101. Ideal for investors, developers, or 1031 exchange buyers seeking stable income with future upside in a prime downtown location. The offering includes 55 1st Street (ML 82040865), 57 E 1st Street (ML82040868), 70 & 74 E Main Street (ML82040872), and 50 E Main Street (ML82040862). Marketing package is in the disclosure link.

57 E 1st ST, Morgan Hill
55 E 1st ST, Morgan Hill
$6,688,000
4 Beds ⋅ 2 Baths ⋅ ML82040865 MLS
Rare opportunity to acquire a downtown Morgan Hill commercial assemblage consisting of multiple contiguous parcels improved with residential homes and office suites. The portfolio generates strong in-place income and offers long-term redevelopment potential within the Downtown Specific Plan area. Located just steps from Monterey Road with convenient access to restaurants, retail, and Highway 101. Ideal for investors, developers, or 1031 exchange buyers seeking stable income with future upside in a prime downtown location. The offering includes 55 1st Street(ML82040862), 57 E 1st Street(ML82040868), 70 & 74 E Main Street, and 50 E Main Street(ML82040862). Marketing package is in the disclosure link.

55 E 1st ST, Morgan Hill
18 Bel Aire LN, San Mateo
$5,295,000
5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS
Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo
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
3463 Calaveras RD, Milpitas
$6,798,000
3 Beds ⋅ 2 Baths ⋅ ML82037210 MLS
Spectacular 26.5-Acre Estate Site with Panoramic Views and Boundless Possibilities: Breathtaking, unobstructed 360-degree views from rolling Spring Valley hills to Silicon Valley city lights. This rare parcel is minutes from Milpitas, offering exceptional privacy with convenient access to major tech hubs, dining, and regional amenities. An on-site natural spring provides a unique water feature and potential sustainable design element. Property highlights include expansive outdoor living spaces, a large equestrian arena, and ample room for recreation, vineyards, or wellness amenities; proximity to Calaveras Reservoir, golf courses, and the Bay Areas vibrant energy, and flexible development potential to accommodate a private compound, multiple residences, guest quarters, or executive estate concepts. Investment and lifestyle benefits feature a large-format parcel in a premier Silicon Valley vicinity with long-term value and legacy opportunities, dramatic sunsets, and a natural landscape with significant architectural expression potential, all in a quiet, private setting with easy access to major transport corridors, tech employers, and regional services.

3463 Calaveras RD, Milpitas
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
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
22700 Old Santa Cruz HWY, Los Gatos
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos
349 Walsh RD, Atherton
$49,680,000
5 Beds ⋅ 8 Baths ⋅ ML82027150 MLS
Villa Anahid Just completed---architectural masterpiece showcasing 3 above-ground levels ---5 bedrooms, 6 full baths & 2 half-baths, plus a separate 2-bedroom, 2.5-bath ADU w/kitchen and laundry. A sculptural floating staircase spans all 3 levels plus there is an elevator. Dramatic living spaces include an entry level lounge with fireplace, refreshment center, wine cellar display wall, living plant wall, and theater with seating for 9. Second level main living/dining area has motorized retractable glass walls and an onyx-clad fireplace wall. Two exceptional kitchens, one for a personal chef and each with Miele appliances. This level also has a family room open to the kitchen, bedroom suite & fitness center with steam room and large sauna. Top floor primary suite w/tremendous private terrace, three additional suites, spacious lounge, & access to the ADU. Incredible outdoor amenities include a 56-foot pool w/sheer descent waterfall, oversized spa, barbecue center & programmable waterfalls. Smart features throughout plus solar power with 4 Tesla Powerwalls and 5 EV charging outlets. Excellent Las Lomitas schools. This home is close to Stanford University, venture capital centers, SF tech companies & 2 international airports.

349 Walsh RD, Atherton
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
222 Oakley AVE, San Carlos
$5,988,000
5 Beds ⋅ 5 Baths ⋅ ML82031347 MLS
Majestically situated on a lush .47-acre lot at the end of a quiet, scenic cul-de-sac, this exquisite custom-built home commands attention with its Mediterranean-inspired design, impeccably manicured grounds, and breathtaking panoramic Bay views. Spanning over 6,500 square feet, the home boasts five bedrooms and five full bathrooms, offering a perfect balance of grandeur and warmth. The thoughtfully designed three-level floor plan features soaring ceilings, elegant marble finishes, and expansive windows that showcase stunning views from every room. Regal fireplaces and gleaming hardwood floors enhance the sophisticated yet inviting ambiance throughout the home. Outside, the grounds are a masterpiece of vibrant landscaping adorned with fragrant wisteria, heritage oaks, and romantic pathways. Sweeping view-facing decks, a level lawn area and an enchanting arbor create an idyllic outdoor retreat, perfect for relaxation or entertaining. Located just minutes from the dynamic energy of Silicon Valley, this rare and extraordinary home provides a peaceful sanctuary to unwind and recharge after a busy day. Welcome home!!!

222 Oakley AVE, San Carlos

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

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