San Gregorio, CA Homes for Sale

Set amid the natural beauty of Emerald Hills, this striking 2-story executive residence blends over 4,000 sq ft of resort-caliber design w/ the warmth & functionality of a true family home. Offering 6 bedrooms & 5 full bathrooms, the home is designed for effortless entertaining. A circular driveway leads to a dramatic entry w/ 20-foot vaulted ceilings, a statement chandelier & abundant natural

Jennie Lok KW Advisors

Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you're greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east

Kia Amini Compass

Perched on a scenic hillside with breathtaking Bay views, this home is both a work of art and a testament to craftsmanship. Built in 2020, it comes with a 3BR/4BA main home and a 1BR/1BA ADU featuring its own private entrance. Inspired by European architecture, particularly Antoni Gaudis expressive forms, the design reveals sculptural walls, vaulted ceilings, and skylights that fill every space

Wen Guo RE Group KW Advisors

Welcome to a residence where artistry meets architecture. Set in Emerald Hills on an expansive view lot, the home was designed for those who value quality, creativity, and originality. From the custom iron gate by Burning Man artist Bryan Tedrick to the antique Santa Fe stained-glass entry window, every detail tells a story. Soaring ceilings and dual 7×20 folding glass doors dissolve boundaries

Vickie Burgess Realsmart Properties

Sophisticated Emerald Hills Craftsman style home, with Stunning views of Edgewood Park open space! Soaring ceilings, fine woodwork, chef's kitchen and panoramic views, are just some of the enticing features of this home! Customize your living space to suit your needs and desires as this floor plan offers flexibility. Formal entry, center island that opens to kitchen/family room combo, a main

Suzanne Scott The Agency

A Santa Barbara Mission-style like home offers 4 bedrooms/4.5baths in the prestigious Emerald Hills. Classic architectural details, lots of natural lighting create an inviting atmosphere throughout. A functional floorplan provides generous living spaces incl formal entry, formal living room, sep dining room, kitchen, butlers pantry, family room w/ wine bar, laundry room, dedicated office w/

Hiep Nguyen Christie's International Real Estate Sereno

A rare offering on one of Central Woodsides most prestigious streets, just off Mountain Home Road, this extraordinary estate showcases architectural excellence, vineyard beauty, & a luminous natural setting. Spanning almost 4.4 acres with an optional adjacent 3-acre parcel also available, the grounds have been thoughtfully opened to invite abundant sunlight, enhancing both the ambiance and the

Mary Gullixson Compass

Modern Comfort Meets Ultimate Convenience!! Say goodbye to clutter and hello to a streamlined lifestyle. This stylish 2-bedroom condo features premium, custom-designed storage solutions by California Closets, ensuring every item has its place. Perfectly positioned for commuters, you're just minutes from Highway 280, giving you back valuable time in your day. It's also only 10 minutes from

Morgan Stogner eXp Realty of Northern California, Inc.

Discover a blend of charm and modern living in this beautifully updated Woodside home, nestled beneath a canopy of majestic oak trees. Originally built as a summer cottage in 1927, this 3-bedroom, 2-bathroom residence has been thoughtfully expanded and renovated while preserving its vintage character. The heart of the home features a recently remodeled kitchen designed for both everyday living

Chris Iverson Golden Gate Sotheby's International Realty

SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to DREAM BIG with unmatched grandeur & privacy. An Italian Renaissance mansion engineered to commercial standards, but now awaiting your completion. Easy ingress/egress off Hwy 92 and Skyline presents this estate in sequestered privacy. A long driveway descends to the motor court & the Villa's monumental architectural scale.

Geoffrey Nelson Coldwell Banker Realty

7.7 gated acres with Views, Pool, Tennis Court, & Guest house. Bordered by Thornewood Open Space Preserve, and with incredible San Francisco Bay and western hill views. Main home with dramatic formal rooms, walls of glass, and tile or hardwood floors. Sleek modern kitchen with oversized island seating. Main level primary suite with views and spa-like bath plus secondary suite. Lower-level

Scott Dancer Compass

Forever views of coastal hills and Pacific ocean at the very end of a small country maintained road. Adjacent to hundreds of Open Space acreage. 1,600 + sq. ft. upper floor Great-Room with floor-to-ceiling windows. Large open kitchen / dining area and open living room with wet bar and guest bath. Upper level deck wraps around the entire exterior. Bedrooms are all downstairs each with access to

Diana Plank Coldwell Banker Realty

Tucked along Skyline Boulevard, this 2-bedroom, 1-bath Woodside condo with its own private one car garage and laundry offers a lifestyle thats becoming increasingly hard to find: quiet, privacy, and nature; without giving up proximity to Silicon Valley and the Peninsula. Only 10-15 minutes to hwy 280 and set among towering redwoods, open sky, an ocean view and steps away from trails. This home

Stephanie Nash Compass

Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade

Mariana Pappalardo Compass

Hidden gem on nearly half an acre behind a private gated entry with professionally landscaped grounds, mature orchard trees, & year-round blooms. The exceptional single-level 3 bedroom, 3 bath 1,842 sqft main residence was completely renovated in 2017 & features an open, light-filled floor plan with skylights & French Oak floors throughout. The entry opens to a spacious living room with custom

John Shroyer Golden Gate Sotheby's International Realty

Tucked along one of Emerald Hills most beloved streets, 3722 Red Oak Way offers the rare balance of everyday warmth and elevated Peninsula livingjust moments from the coveted Roy Cloud School. This three-bedroom, two-and-a-half-bath residence is defined by its inviting scale and effortless flow, with hardwood floors throughout, sunlit interiors, and a classic fireplace anchoring the main living

Christienne Hadley Coldwell Banker Realty

Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public

Jim Arbeed Coldwell Banker Realty

Step inside and step back in time to this to this stunning Henrik Bull-style home in Skywood Acres, where classic charm meets modern comfort. Nestled in a sunny tranquil setting, this architectural gem opens into a breathtaking great room with cathedral ceilings and walls of windows that frame sweeping treetop views. This seamless blend of indoor/outdoor living extends to an expansive deck

James Milton Coldwell Banker Realty

Nestled in the prestigious Woodside Hills, 61 Oak Haven Way is a private estate offering a rare blend of serenity, architectural volume, and thoughtful modern upgrades. Surrounded by majestic oaks on a beautifully landscaped 1.175-acre lot, the home is approached via a long paver driveway that offers privacy and presence. Fully remodeled in 2000 and tastefully updated since, the house includes

Alex Comsa Coldwell Banker Realty

Comprehensively Rebuilt, this comfortable Single-Story Home is private and exclusively located on its own corner and street, Hamilton Way. Quiet, cozy and set in a park-like setting, the home offers exceptional views in a neighborhood with serenity unmatched to any other. No expenses nor details were spared. A picture-windowed Primary Bedroom Suite with private entrance and 3 large bedrooms make

Cher Rowland Intero Real Estate Services

Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens

Hebe Li The Agency