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$999,995
3 Beds 2 Baths ML82051065 MLS Cuesta La Honda Guild BLDG.
Welcome to your mountain oasis at 306 Scenic Dr, La Honda! Nestled in the Cuesta La Honda Guild, this property blends rustic charm with unmatched layout flexibility. The main home features an updated kitchen with stainless appliances and gorgeous hill views. Escape to the upstairs main suite, boasting a spacious sitting area and an ultra-private rooftop deck. Another bedroom includes a fun ~3ft play loft, perfect for a kids' secret fort. This property truly stands out with two independent bonus spaces separate from the main level. First is a separate-entrance downstairs suite complete with its own cozy living room, bedroom, and laundry. Second is a detached building, ideal for visitors, an art studio, or a remote office. Outdoor living thrives here with multiple view decks, a private hot tub, a beautiful garden, a chicken coop, a storage shed, and a 2-car carport. Enjoy resort-style living with exclusive Guild amenities, including 400+ acres of open space with hiking and biking trails, a community pool, tennis courts, a clubhouse, a playground, and a scenic pond. Ideal for multi-generational living or a private retreat, this slice of paradise won't last long.

306 Scenic DR, La Honda

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

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

389 Moore RD, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

$6,998,000
4 Beds 4 Baths ML82048818 MLS
Sprawling Privacy Meets Elegant Living Hillsborough Welcome to your private estate, a secluded sanctuary tailored for multi-generational family living & spectacular entertaining. Tucked behind a gated driveway on a premier 2-acre lot, this single-family residence offers a blend of luxury, space, & serenity in one of Hillsboroughs most coveted enclaves. Built in 1974, the home spans a generous 3,230 sq. ft. of living space, beautifully designed to celebrate a seamless indoor-outdoor lifestyle amidst lush landscapes. Step inside to discover a bright, expansive floor plan featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Every room offers room to breathe and space to thrive, with large windows inviting natural light and framing views of the verdant, tree-lined grounds. The crown jewel of this estate is its backyard resort. The sprawling, ultra-private acreage features a sparkling pool and outdoor entertaining spaces, creating an idyllic backdrop for weekend barbecues, sophisticated cocktail parties, or quiet mornings listening to the birds.Here, graceful living meets absolute peace of mind. You are minutes from top-rated schools and world-class dining, yet worlds away from the hustle and bustle. Embrace the pinnacle of Hillsborough luxury. Your private sanctuary awaits.

220 Robin RD, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

$38,800,000
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 plus a working lab w/anti-static flooring. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, & a 1,600 amp electrical service. 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 powered by advanced network amplifiers & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a well for irrigation, a clay tennis court, lighted 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

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

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

1693 Higgins WAY, Pacifica

Listed by Navdeep Kaur, 408-772-4895 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

$34,995,000
8 Beds 7 Baths ML82038776 MLS
This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access. The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

307 Olive Hill LN, Woodside

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

$7,998,000
6 Beds 6 Baths ML82042439 MLS Westridge Subdivision BLDG.
Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

138 Bolivar LN, Portola Valley

Listed by Stephanie Elkins, 650-400-2933 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

$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

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

$2,999,000
5 Beds 4 Baths ML82036469 MLS
Priced to sell! One of the last opportunities to create a legacy estate in Burlingame Hills. Set on approximately 0.82 acres, this exceptional property offers privacy, natural beauty, existing income, and the rare ability to rebuild a luxury main residence while preserving valuable existing improvements. Following the loss of the original residence in the 2025 fire, the property includes a fully permitted, separately metered guest house, detached three-car garage, pool, and substantial site infrastructure. The guest house and garage currently generate approximately $5,000 per month in rental income while plans are developed and construction proceeds. The property offers the opportunity to rebuild a main residence of approximately 4800 square feet on the existing footprint bypassing the planning dept. Existing utilities, driveway, mature landscaping, and site improvements provide significant value and reduce development time. A dramatic natural rock outcropping with walk-through caves, handcrafted stone stairways, and Bay views creates a setting unlike any other on the Peninsula that's attributed to Charles Fey, inventor of the Liberty Bell slot machine. This is a rare chance to create one of Burlingame's most distinctive private estates.

3035 Canyon RD, Burlingame

Listed by Jeffrey Katz, 415-730-8112 from Jeffrey Katz,Broker
(If provided) CoList: from

$8,748,000
5 Beds 8 Baths ML82034238 MLS Blue Oaks BLDG.
Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

$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

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$2,950,000
5 Beds 7 Baths ML82017240 MLS
This is a "Single Family Residence" with a pool and a 600 sq. ft. pool house. it includes a permitted 960 sq.ft.2nd (auxiliary) unit. there are also 3 studio units attached to the main house with separate entrances and baths. The lot is subdividable and the sewer line has been re-routed to facilitate subdivision. A smart buyer might occupy the rear half of lot while developing the front portion. The swimming pool is operational but was filled with gravel for safety purposes, due to the presence of small children. It can be recommissioned 100% at buyer request. Income potential of over $11,000/mo. if you include rental of main unit. This property is close to everything on the peninsula and is ripe for development in the new EAST PALO ALTO! All boats and debris to be removed.

505 Runnymede ST C, East Palo Alto

Listed by Christopher Ellis, 650-322-1060 from Ellis Realty
(If provided) CoList: from

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