From the rolling hills of Woodside to the vibrant terraces of Silver Lake, California’s historic homes capture the state’s rich architectural legacy and enduring elegance. These properties—each rooted in a distinct era—showcase masterful craftsmanship, from Greene & Greene’s rare Arts and Crafts estate with a Roman Pool to Spanish Revival gems and Colonial Revival charm in Hillsborough.
Enhanced with smart upgrades, lush gardens, and iconic views, they offer timeless living in some of the Golden State’s most prestigious enclaves. Step inside this curated tour of historic California estates.
1. Greene & Greene Gem with Roman Pool
Set on 11.7 acres of masterfully landscaped grounds, this $55,000,000 estate is anchored by a 9,890-square-foot residence designed in 1911 by the legendary Craftsman architects Greene & Greene. The 10-bedroom, eight-bathroom home—built in the English tradition with classic Greene & Greene woodwork and architectural detail—occupies a commanding position overlooking a 100-yard Roman Pool that stretches toward sweeping views of the Western Hills.
The residence, with additional lower-level square footage and estimated expansion potential up to 11,945 square feet, sits at the heart of the property’s carefully orchestrated natural setting, which includes broad lawns, mature trees, and formal gardens.
A circular motor court leads to the main entrance and connects to a large, freeform swimming pool and three adjacent bath houses, creating a flow between indoor elegance and outdoor leisure. The property’s long sightlines and architectural symmetry tie every element together—from its intricate millwork and proportional rooms to the axial view terminating at the Roman Pool.
With its roots in the Arts and Crafts movement and a location that invites both privacy and grandeur, this Greene & Greene-designed residence stands as a rare and historically significant example of California estate architecture—preserved, expanded, and positioned for the future.
Where is Woodside, CA?
Woodside is a town in San Mateo County, California, located in the San Francisco Bay Area near Silicon Valley. It is known for its wooded landscapes, large estates, and equestrian culture. The town includes open space preserves like Wunderlich Park and is near Stanford University. Woodside also features local landmarks such as the historic Filoli estate.
Front Exterior
Climbing ivy wraps around the façade of this two-story stucco home, framing its wood-trimmed windows. A peaked portico over the front door creates a focal point beneath the gabled roof. Symmetrical chimneys and dormers hint at the size and history of the estate inside.
Dining Room
Tall double doors open the dining room to a patio view framed by mountain scenery. A wide oval table sits under a black chandelier, surrounded by green-painted chairs that match the soft palette. Matching sconces and vintage cabinets complete the space’s elegant flow.
Bedroom
Soft tones and plush textures define this bedroom featuring twin beds with layered throws and pillows. A curved sofa and round coffee table add a cozy sitting area between the bed and entrance. Built-in closets line the opposite wall, offering generous storage space with clean lines.
Bathroom
An expansive primary bathroom showcases honeycomb tile floors, a built-in soaking tub, and a long vanity with dual sinks. Wall-to-wall cabinetry and a dressing bench create a spa-like atmosphere. Three large windows allow light to pour in, warming the pale surfaces and gold accents.
Source: Helen Miller @ Compass via Coldwell Banker Realty
2. Spanish Revival in Silver Lake
Built in 1929 and located within the Ivanhoe School District, this 1,936 square foot Spanish-style residence in Silver Lake features three bedrooms and four bathrooms on a 0.12-acre lot. The main house offers two bedrooms, two and a half baths, and a finished basement, while a separate one-bedroom, one-bath guest house includes its own private address. Priced at $2,050,000, the gated property includes a tiled pool and spa, solar panels, and classic 1920s architectural elements blended with modern upgrades.
Where is Silver Lake Neighborhood?
Silver Lake is a neighborhood in central Los Angeles, California, located east of Hollywood and west of Downtown LA. It is known for its mix of mid-century modern homes, creative community, and the Silver Lake Reservoir. The area has a vibrant dining and arts scene along Sunset Boulevard and surrounding streets. Silver Lake also features steep hills, hidden stairways, and historic landmarks like the Neutra VDL House.
Living Room
Anchoring the home, the living room showcases a large arched window framed by sheer curtains. A soft sofa and sculptural coffee table face a fireplace with a flat-screen TV above. Warm tones and greenery tie the space to its surroundings with understated character.
Dining Area
Flowing between the living space and the kitchen, the dining area holds a wood-planked table and six woven-back chairs. A sculptural white pendant light hangs above a bowl of citrus at the center of the table. Views extend through the next room, where sunlight pours in from arched windows.
Kitchen
Running galley-style, the kitchen combines rich wood cabinetry with a long center island finished in smooth gray. Appliances are built-in along one wall, while the island hosts bar seating and a central faucet. Large windows and a glass door at the far end open up to the backyard pool.
Bedroom
Natural light filters softly through the cream-colored drapes in the bedroom. A rounded chair sits next to the window alongside a small green table and ceramic mug. Neutral tones and minimal furniture give the space a calm and balanced layout.
Backyard Patio
Stepping out from the interior, the backyard patio features a wooden dining table surrounded by light woven chairs. The area transitions to a sleek, rectangular plunge pool bordered by tropical plants and privacy hedges. French doors connect the patio to an indoor space, blending outdoor leisure with indoor comfort.
Source: Thomas Sisk @ Compass via Coldwell Banker Realty
3. 1930 Spanish Retreat
Perched on a corner lot above the Rose Bowl, this 1930 Spanish gem offers 2,240 square feet of timeless architecture and modern refinement in the heart of Pasadena. With four bedrooms and three bathrooms, the home features mountain views, wood floors, vintage details, and sunlit terraces that open to lush gardens, a pool, and fruit trees. Listed at $2,197,000, it also includes recent upgrades like solar panels, EV charging, and smart home systems, all within minutes of Old Pasadena’s shops, museums, and dining.
Where is Pasadena, CA?
Pasadena is a city in Los Angeles County, California, located northeast of downtown Los Angeles at the base of the San Gabriel Mountains. It is known for the annual Rose Parade and Rose Bowl Game, as well as institutions like Caltech and the Norton Simon Museum. The city has a mix of historic architecture, shopping districts like Old Pasadena, and cultural venues. Pasadena also offers access to hiking trails and the Angeles National Forest.
Living Room
In front of a low white fireplace, two gray sofas face a vibrant patterned ottoman. An eclectic mix of sculptures, greenery, and natural textures fills the space with a collected, curated energy. Tall windows and soft white walls help keep it open and bright.
Dining Room
Globe pendant lights float above a rustic wood table in this welcoming dining room. Upholstered chairs with tree-patterned prints bring in a touch of whimsy. French doors open to lush garden views, blurring the line between indoor meals and outdoor ambiance.
Kitchen
Green countertops and natural wood cabinets define this galley-style kitchen. Sunlight filters in through side and rear windows, brightening up the cooking area. Long counters and overhead storage maximize efficiency while maintaining an airy layout.
Bedroom
Next to a doorway leading to a green-tiled bathroom, this bedroom combines minimalism with personality. Wood floors and soft bedding create a relaxed atmosphere, accented by wall-mounted textiles and playful art. A small lounge chair anchors the reading corner with understated charm.
Backyard and Pool
Outdoor lounging is centered around a slim rectangular pool, with tropical plants lining the border for privacy and greenery. A pergola shades a bistro table next to the structure, inviting casual outdoor meals. Clean stucco walls and red tile roofing echo a warm Mediterranean style.
Source: Henry Blackham, Maureen Erbe @ Compass via Coldwell Banker Realty
4. Colonial Revival
Built circa 1900, this 3,150 square foot Colonial Revival home in Lower South Hillsborough offers three bedrooms, three bathrooms, and a dedicated office across two levels. On the market for the first time in 40 years, the home features sunrooms off key living areas, two rooftop decks, and a private backyard with a vintage brick patio and vine-covered dining lounge. Priced at $3,388,000, it combines historic charm with natural light-filled interiors just blocks from downtown San Mateo.
Where is Hillsborough, CA?
Hillsborough is a residential town in San Mateo County, California, located west of Burlingame and south of San Francisco. It is known for its large estates, wooded hills, and zoning that prohibits commercial businesses. The town is served by the Hillsborough City School District and lies near major tech and financial hubs. Notable landmarks include the Carolands mansion and access to nearby open space preserves.
Living Room
Anchored by a large circular chandelier, the living room blends layered seating and built-ins along one wall. Neutral tones and a dark blue rug add contrast against the pale walls and warm wood floors. A set of French doors and large windows keep the space airy and open.
Dining Room
Tucked beside shuttered windows, the dining room centers around a carved wood table flanked by benches. Neutral tones and a large black canvas create a gallery-like calm. Light spills in through glass-paned doors leading to a sitting area.
Kitchen
Framed by wide windows, the kitchen balances white cabinetry and speckled countertops with warm wood flooring. A long counter stretches toward the open space, offering room for prep or gathering. A jute runner lines the walkway between two rows of cabinetry.
Bedroom
At the top of a short step-up, the primary bedroom opens to double doors leading outside. A mirror and minimalist sconces sit above floating side tables. On the far end, a nook with built-in shelving provides a private corner to read or work.
Backyard
Beyond a brick patio, the backyard opens into a relaxed outdoor space shaded by towering evergreens. A sectional and cushioned chairs circle two coffee tables placed over a checkered outdoor rug. String lights and lanterns hint at evening gatherings.
