San Gregorio, CA Houses for Sale

Experience the ultimate retreat, where majestic redwoods, sweeping canyon vistas, and ocean views provide a stunning backdrop for everyday living. This 3,323 sq ft custom home features 5 bedrooms and 3.5 bathrooms. The main level boasts soaring ceilings, expansive windows, and skylights that flood the space with natural light, highlighting the breathtaking scenery. The open-concept design

Joakim Bye Ocean Element Real Estate

Hidden gem on nearly half an acre nestled behind a private gated entry. Professionally landscaped grounds feature mature orchard trees and an abundance of flowers blooming year-round. This exceptional single-level residence blends elegance, style, and comfort in a thoughtfully remodeled, open, light-filled floor plan. The grand entry opens to a spacious living room with custom built-in cabinetry

John Shroyer Golden Gate Sotheby's International Realty

Great new price for this Emerald Hills Masterpiece- Totally remodeled in the last 6 years, with a very versatile floor plan perfect for multi-generational living, work from home, or a potential ADU. Over 4,000 sq ft on a private 0.65-acre lot with panoramic views from Crystal Springs to the Bay and bridges beyond. The movable glass walls don't just let the mountains sit in the distance, they pour

Vicky Costantini Compass

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 are 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

Set on more than 3.6 gated acres of quintessential Woodside grounds, this contemporary masterpiece is surrounded by towering oaks and lush greenery, offering a serene, woodsy retreat. The interiors reflect the natural setting with soaring cherry wood cathedral ceilings, cherry wood floors, and expansive picture windows that flood the home with light and invite the outdoors in. Designed for both

Michael Repka Deleon Realty

Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The

Joakim Bye Ocean Element Real Estate

Nestled on nearly a full acre high above one of Silicon Valleys most affluent neighborhoods, this Luxurious Woodside View Compound includes two homes offering soothing panoramic views spanning the bay with all three bridges from San Francisco to Palo Alto & across to Mt. Diablo. Both homes are meticulously renovated with the finest build quality/finishes & awash with natural light from sunrise to

Gerald Guay Compass

3554 Oak Knoll Drive is your everyday treehouse - an airy 3 bedroom, 2.5 bathroom retreat perched in Redwood City's coveted Emerald Hills neighborhood. Approximately 2,398 square feet of thoughtfully designed living space unfolds among walls of windows, filling every corner with natural light and views of the surrounding trees. Recent flooring, fresh interior and exterior paint, and updated

Kyle Rawls Compass

ARTISAN NEW CONSTRUCTION ~ Privacy ~ Bay View. "Not everything that matters can be measured."....A wide, private drive leads to a hidden retreat, a big view, and a soft quiet. Airy and modern, with high and vaulted ceilings, rich hardwood floors, and extensive use of natural materials, the design aesthetic transcends trends. The bay view teases from the formal entry, beguiles from the massive

Heidi Maierhofer KW Advisors

Discover the perfect blend of space, comfort, and natural beauty in this Woodside retreat. A scenic meadow highlights the property, plus a flat, usable acreideal for recreation, gardening, or expansion. The log cabin exterior with river rock accents evokes timeless curb appeal and a true Tahoe-inspired feel. Inside, the open floor plan, formal dining, breakfast room, and large bonus room provide

Teri Rossetto Shaughnessy Christie's International Real Estate Sereno

Custom built in 1992. On the market for the first time! Sweeping western hill views, close-in convenience, plus pool and spa. A dramatic great room with soaring two-story ceiling, arched clerestory windows, and skylights highlights the open floor plan that connects living, dining, and kitchen areas to a spacious view deck. 4 bedrooms and an office are arranged across 3 levels, including a

Scott Dancer Compass

Mid-Century Modern Style on 1.3 Acres Blocks from Town Center. Classic mid-century modern architecture is showcased on beautiful grounds of approximately 1.3 level acres just blocks from Town Center. Complete privacy is offered behind gates, where a long driveway leads past a fenced tennis court to the home and detached garage. Inside, the ambiance is airy and light-filled with soaring

Erika Demma Compass

SKY VILLA: DREAM BIG WITH UNMATCHED GRANDEUR AND PRIVACY. Sky Villa is an opportunity to re-imagine royalty in the woods, an Italian Renaissance mansion engineered to commercial standards, but now awaiting your completion. Easy ingress/egress off of 92 and Skyline presents this home in sequestered privacy. A long driveway descends to the motor court and the Villa's monumental architectural scale.

Geoffrey Nelson Coldwell Banker Realty

Private ~half-acre property is prime for redevelopment with an existing 3,365+/- sf house and ADU* with 5BDs and 5BAs, a carriage house with studio, paddock, two access gates and multiple outbuildings. This highly coveted location is within 0.5 mile of Woodside Village with Roberts Market, Bucks, the library, The Village Pub (Michelin starred), Village Hub and Village Bakery and Cafe, and near

Michael Silva Compass

Conveniently located in the exclusive Woodhill Estates neighborhood, this elegant Tudor-style home blends timeless architecture with modern updates. Set back from the street with manicured landscaping and stone accents, it offers exceptional curb appeal. Inside, beautiful wide plank engineered wood floors extend throughout the main level. A formal living room with soaring ceiling and fireplace,

Judy Citron Compass

Bring your builder and architect!! First time on the market in 50 years - incredible value, priced to sell. Four beds and 4 baths in original ranch home plus more recent addition and ADU above garage. Beautiful in ground pool. Horses allowable and close to Woodside trails. Almost three acres!!!! Close to all Central Woodside has to offer including highly desirable Woodside elementary school.

Andrea Ivarsson Coldwell Banker Realty

Private retreat with stunning views of Stanford, San Francisco Bay, and the East Bay, just 10 minutes from downtown Woodside. Custom-built in 2004 on 1.4 acres with incredible quality and seismic integrity, this Craftsman home exudes European flair with imported Spanish tile and walnut floors, 12-foot ceilings, and fireplaces in the formal living and dining rooms. The French kitchen features

Scott Dancer Compass

Tucked away on a serene .38 acre corner lot in Emerald Hills, this 4 bedroom, 3 bathroom estate offers 3,157 sq ft of refined living in a private cul-de-sac. Framed by mature landscaping and fresh exterior accents, the home exudes timeless curb appeal and exceptional privacy. A covered front patio and double door entry open to a soaring vaulted foyer with light filled interiors. The elegant

Kelvin Kam Sequoia Real Estate

Nestled among the redwoods, 13630 Skyline Blvd offers the perfect Woodside retreat. Recently refreshed with a brand-new roof, new decks, refinished hardwood floors, and new carpet, this 3,270 sq ft home is move-in ready. The floorplan includes 3 bedrooms plus a dedicated office, a huge main suite, and spacious living areas that balance privacy with flow. A 2-car garage provides convenience, while

Scott Hayes Compass

A magnificent transformation has redefined this 1929 French chateau into a modern estate of extraordinary light and sophistication. Once known for its European formality and ornate detail, the home has been renewed from top to bottom with the highest level of design, cabinetry, and finishes. Original millwork and moldings were meticulously preserved, now presented in a palette of light tones that

Michael Warren Compass

Discover total serenity at this exquisite and warm family home. The home has been very thoughtfully renovated to include all the comforts one could ever need. With an open floorplan kitchen and living room, and several floor to ceiling windows. Perfect for taking in the verdant green of the surrounding forest. The home is filled with abundant natural light, benefiting from the natural clearing

Alexander Nichols eXp Realty of California Inc

Welcome home to 3996 Jefferson Avenue, a move-in ready home with breathtaking views. Remodeled for longevity and low maintenance, the property boasts hardy board siding, a Trex composite deck, an IB reflective roof, and rain barrels. Included in the 2024 electric home tour, this home is powered by solar panels and features upgrades including car charger, heat pump, and a hybrid water heater. The

Susan Tanner Golden Gate Sotheby's International 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

This lovely home, resting on over .53 acres, is surrounded by beautiful gardens and trees on a quiet street, the perfect place to relax or entertain. The main floor is full of light, with two bedrooms, one bathroom, and an oversized kitchen that opens out onto a large, sunny deck. A spacious primary bedroom or playroom/nursery is tucked downstairs with an additional bathroom and an outside

Jean Isaacson Golden Gate Sotheby's International Realty

One-of-a-kind mountain retreat on a sun-drenched, fenced 1/3-acre lot surrounded by majestic redwoods. This charming 1930s log cabin has been thoughtfully expanded with a quality newer master suite addition. Features include vaulted ceilings, radiant heated hardwood and tile floors, dual-pane windows, and an open kitchen with granite counters and a new six-burner gas range. Enjoy serene views and

Allen Nazari Park Lane Capital Inc

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

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

Secluded in the hills yet minutes from Silicon Valley, this enchanting Emerald Lake Hills home sits on a quiet cul-de-sac with stunning views of the lake and SF Bay. On a sprawling 18,820 SF lot with mature trees and flat outdoor areas perfect for entertaining, gardening, or play. Vaulted ceilings, hardwood floors, wood-burning fireplace, and recessed lighting blend historic charm with modern

Greg Garcia Sequoia Realty Services

Morning light pours through redwoods onto white oak floors at this 3BR/2BA retreat on 2.44 private acres. Updated kitchen and marble baths blend comfort and style. A bright barn office and workshop offer flexible use easily converted for equestrian needs with an existing corral. A fenced dog run adds convenience. Enjoy sunrises on the expansive deck or quiet moments on a meditation deck tucked in

Scott Hayes Compass

One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the

Scott Dancer Compass

Wonderful opportunity to live in your own private forest with views of the bay! This property located in the Skyline area of Woodside offers so many opportunities. This 3 bedroom / 2 bath, 1,460 Sq. Ft. home sits among over 2 acres of land. Property consists of 4 separate parcel numbers: 075-181-100, 075-173-110, 075-173-120 & 075-183-010. Potential to remodel existing home & build 2 more with

Veronica Chaves Quintessential Real Estate Firm, Inc.

Extraordinary residence with stunning panoramic San Francisco Bay views. Opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase

Scott Dancer Compass

Nestled in the tranquility of the redwoods on a cul-de-sac, this amazing open and spacious 4 bedroom, 3.5 bathroom home offers 3110 sq. ft of living space with exposed beams, skylights, soaring ceilings and majestic views. All this value offered on a mostly flat 1.2 acre lot. It boasts a large primary suite, huge walk-in closet, a deck overlooking the forest and a primary bath with jetted hot

Rob Iniguez Keller Williams Thrive