San Gregorio, CA Homes for Sale with Garage

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

Michael Repka Deleon Realty

Tucked in coveted Emerald Hills, this newly built residence has a commanding presence, balanced by warm, considered & effortlessly livable interiors. Behind Andersen windows that bathe in light & idyllic views, ceilings soar, setting the stage for an open-concept living, dining & family space that flow seamlessly onto an expansive balcony, creating an effortless indoor-outdoor setting. The

Bob Johnston Foundation Real Estate

Set on a rare 12,183-square-foot lot in Emerald Hills, 720 Temescal Way pairs Bay views and dramatic architecture with exceptional indoor-outdoor living. The approximately 3,650-square-foot, five-bedroom, three-bath residence opens to a soaring great room with walls of glass, hardwood floors, a fireplace & direct access to a view deck ideal for relaxed living and entertaining.The generous

Vicky Costantini Compass

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,

Michael Repka Deleon Realty

A rare offering in coveted Emerald Hills, this beautifully reimagined residence blends timeless architecture with sophisticated modern living on over one-half acre of exceptionally level grounds. Framed by manicured landscaping and an expansive driveway, the home offers remarkable privacy, scale, and effortless elegance.Light-filled interiors showcase refined finishes, and a thoughtfully designed

Gagan Singh

Rarely available in gated Parkwood Estates, this custom-built Spanish-style residence is located on one of Emerald Hills' most distinctive streets. Estate-like homes line Colton Court, where no through traffic & generous properties create a setting unlike most of Emerald Hills. Quality craftsmanship & architectural detail are evident throughout, w/arched double glass-and-iron entry doors & a

Eleni Giotinis Coldwell Banker Realty

A rare offering in coveted Emerald Hills, this beautifully reimagined residence blends timeless architecture with sophisticated modern living on over one-half acre of exceptionally level grounds. Framed by manicured landscaping and an expansive driveway, the home offers remarkable privacy, scale, and effortless elegance.Light-filled interiors showcase refined finishes, and a thoughtfully designed

Gagan Singh

Set on a private acre in Woodside Hills, this exceptional midcentury residence offers more than 4,600 square feet of living space, spectacular Bay views, and a wonderful connection between indoors and out. Walls of glass, hardwood floors, and expansive living areas create a distinctive setting, complemented by two fireplaces and a stylish kitchen with black granite and appliances from top brands.

Michael Repka Deleon Realty

Set on approximately 8.5 private acres in coveted Half Moon Bay, this beautifully remodeled contemporary ranch offers the rare combination of refined living and exceptional equestrian amenities just minutes from town.The home has been thoughtfully redesigned with a clean, modern aesthetic and an effortless indoor-outdoor flow. A dramatic living room anchored by an architectural steel

Dana Cappiello Sotheby's Intl Rlty

BEST VALUE IN WOODSIDE!! Nestled under Woodside's heritage oaks, this 1929 Woodside Glens retreat offers a rare blend of vintage character, privacy, and views. The nearly 0.5 acre lot features abundant, verdant scenery and a wrap-around deck to take it all in. The main level boasts a large, open-beam living room anchored by a cozy wood-burning stove, and is surrounded by windows which bring the

Stephen Rumberg Keller Williams Realty-Silicon Valley

More than one-third acre creates an exceptional setting for this spacious home with 4 bedrooms, 3.5 baths, and multiple living areas designed for today. There are formal living and dining rooms, a designer kitchen with Carrara marble finishes and wine bar, a welcoming family room, a lower-level recreation and media room, and a private bedroom with its own entrance and adjacent bath that is ideal

Hugh Cornish Coldwell Banker Realty

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.

Steve Lessard Compass

Welcome to this inviting first-floor condo in Redwood City, offering comfortable living in a convenient and advantageous location. This well-maintained home features brand new flooring throughout, as well as functional living spaces, making it an excellent opportunity for first-time buyers, downsizers, or anyone looking for a low-maintenance home in a highly desirable Peninsula location. Enjoy

Travis Kelly Pinnacle Realty Advisors

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass,

Scott Hayes Compass

There is a particular quiet at 411 Glenwood Avenue.Stand on the main level and look through walls of glass. The first thing you notice is the treetops. The second is what you do not see: neighbors. The Oak canopy and the open expanse of the Joan Olson Preserve fill the windows instead. Friends who visit call it the Treehouse.Built in 1959, the home keeps its mid-century bones:

Chris Iverson Golden Gate Sotheby's International Realty

An extensive remodel completed in 2023 transformed this classic New England Colonial with designer style and a fresh approach to modern living. The remodeling went well beyond new finishes, with the floor plan reconfigured to add a main-level bedroom and full bath for a total of 5 bedrooms and 4 baths. The kitchen and dining area were completely transformed with an open design and

Erika Demma Compass

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

Mary Gullixson Compass

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,

Erika Demma Compass

Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton — a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel

Ella Naylor Compass

Move in today, expand tomorrow. Nearly one-half acre of level land less than one-half mile from the Woodside town center. Fresh paint, refinished hardwood floors, and numerous updates make the home ready to enjoy, while the expansive property presents exceptional opportunities for future expansion or building new. The home has 3 bedrooms, 2 baths, an updated kitchen, living room with fireplace,

Hugh Cornish Coldwell Banker Realty

Welcome to 773 Lakeview Way, beautifully situated in Emerald Hills with sweeping views of the San Francisco Bay. Set back from the street, a huge, flat, gated driveway offers privacy, ample parking for multiple cars, and plenty of space to play.Inside, a formal entry leads to light-filled living spaces where large windows capture incredible Bay views. The spacious kitchen opens to the

Vicky Costantini Compass

Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision-

Steve Lessard Compass

Evoking the patina & permanence of a residence shaped over generations, this vineyard estate possesses an authenticity rarely achieved in contemporary construction. Completed in 2016 imbued with character of timeless European manor, it received the Julia Morgan Award for Classical Architecture, honoring its exceptional craftsmanship & architectural integrity. Hand-hewn beams, bespoke millwork,

Hugh Cornish Coldwell Banker Realty

A grand entry welcomes you to a large traditional living room & formal dining room. Perfect for entertaining, the eat-in kitchen opens to a warm family room and patio slider for indoor-outdoor flow! The extra-large primary suite boasts canyon views, a walk-in closet, & spacious bath w/ separate toilet. Nestled in Emerald Hills near Edgewood Park & Handley Rock, with easy Edgewood Rd & I-280

Pam Tyson Compass

Luxury retreat offers a serene escape on 9+ acres, secured by an electronic gate. Under 2 miles and just minutes to Alices restarant. Stunning style on one level, the home features dramatic light-filled interiors with an open-concept design, SOARING CEILINGS, and abundant sliding glass doors and skylights. Bamboo floors, vertical grain cabinetry, and polished concrete counters. The main rooms

Scott Dancer Compass

Beautifully updated interiors & striking architectural character define this exceptional home in the Glens newly built in 2007. Tucked away at the end of a peaceful cul-de-sac just one mile from the Woodside town shopping & acclaimed restaurants as well as the highly rated TK-8 Woodside Elementary school. Framed by custom Corten-style fencing, terraced gardens, & underground utilities rarely

Hugh Cornish Coldwell Banker Realty

Skyline corridor on nearly one-half acre with spectacular unobstructed ocean views and easy access to both the Peninsula and the coast. The two-story floor plan features vaulted beamed ceilings, angled transom windows, and abundant natural light. The main level has a spacious living room with fireplace, dining area opening to the view deck, an updated eat-in kitchen, plus the primary suite, two

Scott Dancer Compass