Emerald Hills, CA Houses for Sale

Welcome to 2719 Brewster Avenue, a charming Redwood City home where thoughtful updates, flexible bonus space, and an enchanting garden setting come together in one special property. Inside, warm hardwood floors, an updated kitchen and bath, and a dedicated dining room create a comfortable, inviting place to call home. Just beyond, an oversized detached two-car garage adds exceptional flexibility.

Joe Polyak Rise Homes

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

Exceptional Emerald Hills residence offering light-filled interiors and seamless indoor-outdoor living. Thoughtfully designed for everyday living and entertaining, this 5-bedroom, 4.5-bath home features formal living and dining rooms, private office/bonus room, and chefs kitchen opening to the family room. A ground-floor en-suite bedroom with separate garden entry provides flexibility for guests

Teri Rossetto Shaughnessy Christie's International Real Estate Sereno

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 behind a gated driveway and surrounded by stately redwoods, this single-level Emerald Hills home offers exceptional privacy in a peaceful natural setting. The vaulted living room features a wall of windows, natural wood floors, and a wood-burning fireplace, while the radiant-heated sunroom provides a serene place to enjoy the backyard. The chefs kitchen includes custom cherry cabinetry,

Cindy Moscaret Compass

Exceptional new construction in Emerald Hills with beautiful Bay views! Quality craftsmanship and sophisticated design define this impressive 5-bedroom, 4.5-bath home offering approximately 3,496 sq ft on a generous 10,338 sq ft lot. A grand formal entry opens to a light-filled floor plan with soaring ceilings and elegant living and dining rooms and a grand sense of scale. The gourmet chefs

John Shroyer Golden Gate Sotheby's International 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

Nestled on a tree-lined street in desirable Edgewood Park, this large, impeccably maintained home couples comfort and convenience with timeless character and charm. Distinguished finishes create an elegant yet comfortable ambiance. Featuring 5 bedrooms and 3.5 baths, the floor plan is both generous and flexible: three bedrooms upstairs; a downstairs bedroom/office; and a large, second suite above

Lori Orion Golden Gate Sotheby's International Realty

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

Picture yourself living here where every level opens up to breathtaking views and indoor/outdoor living feels effortless. This new construction home features a stunning glass elevator and wraparound floating stairs that make every part of the home easy to access. From the moment you arrive, the front exterior turns heads with large-scale bronze tile and clear cedar paneling. Step over a calming

Marybeth Dorst Compass

An exclusive hilltop retreat on a private gated driveway street in Palomar Park, offering panoramic, sweeping Bay Area views and executive-level amenities. This expansive custom-built residence sits at the top of a gated cul-de-sac in one of Redwood Citys most sought-after neighborhoods, delivering exceptional privacy, scale, and an irreplaceable hilltop setting on over 0.66 acres. The home

Panos Anagnostou Compass

An exceptional opportunity to own a premier property in the heart of Woodside, one of the Peninsula's most prestigious and sought-after communities. Located at 26 Big Tree Rd, this unique offering combines privacy, natural beauty, and convenient access to Silicon Valley, making it ideal for homeowners, investors, or those seeking a legacy property. Surrounded by mature trees and Woodside's

Matthew Dapolito Intero Real Estate Services

Discover this charming home on a quiet, tree-lined street in one of Redwood City's nicest neighborhoods! The deep front porch opens to a warm and welcoming haven whose capacious open floor plan is bathed in natural light. Fully remodeled, with permits, almost every surface is new: gleaming hardwood floors, LED lighting throughout, double-pane windows, a beautifully appointed kitchen with quartz

Francis La Poll La Poll Realtors

Striking contemporary architecture and San Francisco Bay views define this custom home built with sustainable features that include solar power, radiant floor heating, dual-zone climate control, and a thoughtfully designed sunroom that supports passive ventilation for year-round comfort. Distinctive materials include exposed Alaskan cedar beams, clear vertical grain cedar ceilings, Brazilian oak

Lori Burrows-Warren Compass

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

Located within a small gated community of executive estates, this gorgeous light-filled home, built in 2007, is a perfect blend of charm and modern comfort. The formal entry welcomes you with an elegant double staircase leading to a spacious formal living and dining room with fireplace creating a beautiful setting for both intimate and large scale entertaining. A home office is conveniently

Susan Ferguson Coldwell Banker Realty

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

Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view

Jen Paulson Christie's International Real Estate Sereno

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

Jose Dos Ramos Berkshire Hathaway HomeServices DrysdaleProperties

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 1714 Whipple Ave, a rare opportunity featuring two beautifully renovated homes on one lot in one of the most iconic streets of the sought-after Edgewood Park neighborhood. The fully renovated main residence features an inviting open-concept floor plan, high-end appliances, and custom Italian cabinetry. Offering three bedrooms and two bathrooms, the home seamlessly blends modern style

Sonny Tang Corcoran Icon Properties

Completely rebuilt and expanded in 2010, this picture-perfect turnkey home combines traditional charm with modern amenities and high-quality finishes throughout. Nestled in desirable Mt. Carmel, just steps from Edgewood Park, this gorgeous custom home and it's incredible ADU, completed in 2022, offer a truly unique blend of style, flexible space, and comfort. Enjoy an ideal location just minutes

Liz Daschbach Compass

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

One-of-a-Kind Mountain Oasis on Spacious Sunny Lot! Charming 1930s log cabin cottage getaway with impeccable newer construction master suite addition, on fenced 1/3 acre of natural, drought resistant landscaping among dozens of majestic redwoods. Open kitchen with granite counters and new six-burner gas range. High ceilings, radiant heated hardwood and tile floors throughout. High quality

Allen Nazari Park Lane Capital Inc

Set on approximately one-third acre in a serene Woodside setting, 232 Highland Terrace offers privacy, distinctive architecture, and exceptional indoor/outdoor living. Mature trees frame beautifully landscaped grounds with roses and fruit trees, while expansive patios and decks capture western hill views. The updated residence is rich in character, with wide-plank hardwood floors, a soaring

Hugh Cornish Coldwell Banker Realty

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: mahogany

Chris Iverson Golden Gate Sotheby's International Realty

A rare slice of old-world charm in Silicon Valley! Built in 1912, this rustic 2-bedroom, 1-bath home is situated on 8/10 acre in a serene, lush setting with exotic vegetation. Finding a gently sloped parcel of this size in the mid-Peninsula is incredibly rare. It offers an expansive canvas for a custom luxury estate, potential expansion, or multi-unit/ADU development. Tucked away on a

Andrea Kohler Intero Real Estate Services

SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to dream big with unmatched grandeur & privacy. This is a bank-owned, non-livable development opportunity, approximately 70% complete, with expired permits. Buyer to verify with County of San Mateo the existence and status of any past permits and the ability to resume construction towards completion. Grand scale luxury

Geoffrey Nelson Coldwell Banker Realty

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

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

Mary Gullixson Compass

Hidden at the end of a quiet country lane beneath a magnificent canopy of redwoods lies one of Kings Mountain's rarest opportunities, 3.63 private acres where nature, privacy, and possibility come together. Tucked away on picturesque Native Sons Road, this extraordinary property offers a peaceful woodland setting with an existing cottage and valuable infrastructure already in place, including a

Liliana Perazich Coldwell Banker Realty

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

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

Mary Gullixson Compass

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

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