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Welcome to this exquisite 5-bedroom, 3.5-bath home that combines elegance with an inviting, spacious floor plan. Step through the grand formal entry into a luxurious living room with a cozy fireplace, and into the adjoining formal dining room, perfect for gatherings. The gourmet eat-in kitchen is a chef's dream, featuring a central island, breakfast bar, and premium appliances. It connects to an expansive family room with soaring vaulted ceilings and a second fireplace. On the main level, you'll find three well-appointed bedrooms, including a breathtaking master suite featuring a private fireplace, a walk-in closet, and an opulent en-suite bath with dual sinks. The lower level offers two additional bedrooms, a huge recreation room, a charming wine cellar and tasting room, and a versatile exercise room. Unwind in the beautifully landscaped yard on a sprawling lot with a lovely patio and BBQ area. Located within the top-rated Las Lomitas School District, this home offers luxury, comfort, and convenience in one exceptional package. Don't miss the chance to experience this stunning property!

5 Beds ⋅ 4 Baths ⋅ ML82056698 MLS

Welcome to this exquisite 5-bedroom, 3.5-bath home that combines elegance with an inviting, spacious floor plan. Step through the grand formal entry into a luxurious living room with a cozy fireplace, and into the adjoining formal dining room, perfect for gatherings. The gourmet eat-in kitchen is a chef's dream, featuring a central island, breakfast bar, and premium appliances. It connects to an expansive family room with soaring vaulted ceilings and a second fireplace. On the main level, you'll find three well-appointed bedrooms, including a breathtaking master suite featuring a private fireplace, a walk-in closet, and an opulent en-suite bath with dual sinks. The lower level offers two additional bedrooms, a huge recreation room, a charming wine cellar and tasting room, and a versatile exercise room. Unwind in the beautifully landscaped yard on a sprawling lot with a lovely patio and BBQ area. Located within the top-rated Las Lomitas School District, this home offers luxury, comfort, and convenience in one exceptional package. Don't miss the chance to experience this stunning property!

2120 Stockbridge AVE, Woodside

Listed by Jose Dos Ramos, 650-787-5568 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

7 Beds ⋅ 9 Baths ⋅ ML82057953 MLS

A rare, fully realized legacy compound offering the soul of a European retreat in the heart of Woodside. Hidden within 3.2 acres of curated gardens and ancient oaks, this meticulously renovated sanctuary blends old-world artistry, artisan tile, and beamed ceilings with the peace of mind of enterprise-grade infrastructure. The grounds are a private resort masterpiece designed for serene living, anchored by a rare clay tennis court, a waterfall grotto, a pool and spa, a pitch-and-putt green, and a bocce court. The main residence features four refined suites, a professional grade kitchen, a magnificent wine cellar,and a private executive office. Multi-generational living is perfected with a 2-bedroom family cottage, a 1-bedroom guest house, and a detached fitness center with sauna and Tonal strength training equipment.Beyond the charm, the estate offers total autonomy with redundant internet access, a backup generator, and advanced surveillance. This is the ultimate turnkey acquisition: an impossible-to-replicate blend of character and modern high-performance living, perfectly positioned minutes away from Silicon Valleys entrepreneurial eco-systems most iconic hubs.

600 Moore RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

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.

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

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