Big Houses for Sale in San Mateo County, CA | 568 Big and Large Homes in San Mateo County, CA for Sale | ZeroDown

Presiding over 3 acres on Woodside's premier street, this magnificent compound evokes an Italian village with a series of buildings connected by arched walkways, crushed stone paths, & exceptional grounds with resort-inspired amenities. Completed in 2008 by renowned builder R.J. Dailey, the property is a world-class destination with every aspect for luxurious living implemented into each building. The 5-bedroom main residence spans three levels connected by elevator plus an observation tower. There is a separate office & adjoining fitness center with spa bath including steam & sauna, a 2-bedroom guest house, plus a barn with 2-bedroom apartment. A pool pavilion, spacious verandas, infinity-edge pool & spa, plus golf practice area beckon outdoor entertaining on any scale. All around, heritage oaks, redwoods, and olive trees along with prolific gardens & stretches of lawn connect the entire property with the natural beauty for which Woodside is known. Co-listed w/Mary Beth Holman.

*Contact Listing Agent for Offering Memorandum* 2830 Flores Street is a 17-unit multifamily property in the highly desirable city of San Mateo, CA. Constructed in 1961 and extensively remodeled in 2020, the building consists of (7) two-bedroom/one-bathroom units, (8) one-bedroom/one-bathroom units, and (2) studios with a gross-livable area of 15,311 square feet on a 18,584 square foot lot. 11 of the 17 units are fully renovated with high-end finishes including granite countertops, modern shaker-style cabinetry, stainless steel appliances, hardwood laminate flooring, remodeled bathrooms, dual pane windows and more. The building is composed of a wood-frame construction with a pitched composite roof. The property includes (11) covered parking spots and (5) tuck-under parking spaces. The units are individually metered for electricity & gas and share a common water meter. The investment appeal of this asset is driven by the strong employment fundamentals and low vacancy levels in San Mateo.

ISLAND IN THE SKY: The New Statement of Modern Luxury at Hillsborough's Exclusive 2-Acre Corridor. An incomparable canvas, this 2.47 acre VACANT LOT promises a bold future to host one of Hillsborough's leading estates. Perched high above the road, this top-of-the-world promontory becomes your "island in the sky," capitalizing on privacy, vast sun exposure, and greenbelt & Bay vistas. Modernist master Michael Kao of San Franciscos MAK Studio has drawn plans for a new estate to take full advantage of this rare panoramic site. Spanning 14,000+ sq. ft., the axis lines of this new compound create a harmony with nature, inside and out. Grand foyer of 22 ft. ceilings, 11 ft. ceilings in most main rooms, 5-car garage parking. Pool. ADRB-approved plans include an approx. 8,500 sq. ft. main home connected via a glass sky bridge to an accessory media building. This modern 2-story luxury "carriage house" has 3-car garage, gym (with terrace and sauna), theater, wine cellar, and guest retreats.

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together. See disclosure pkg link for in-person visit rules.

*APN #'s: 062-285-160 & 062-285-170 6-8 Coleman Place is a stunning 14-unit apartment community located in thriving Menlo Park, California. Situated on two contiguous parcels of land totaling 14,880 SF, the subject property has been meticulously maintained and upgraded over the past five years and has a gross building area of approximately 12,342 SF, offering its tenants a desirable unit mix consisting of (12) one-bedroom / one-bathroom units and (2) two-bedroom / one-bathroom units. 6-8 Coleman Pl has undergone extensive exterior and interior renovations. Every unit interior have been remodeled with with new finishes, dual pane windows, updated kitchens, and hardwood flooring. Each unit also benefits from private garages totaling 14 garage spaces and 2 open car spaces.

This estate (known as "Hilltop House") is a masterful combination of timeless French architecture, by Gardner Dailey circa 1935, and luxurious updates for 21st century living. Spanning ~3.4 acres, the setting is quintessential Woodside, set far back from the street with added layers of privacy from redwood groves and a vast meadow adjoining a conservation easement with unobstructed views. The 3-story residence is classically appointed with hardwood floors, refined millwork, and grand formal rooms complemented by a parlor, entertainment bar, library and chef's kitchen. Personal quarters are many with a total of 8 bedrooms, including the lavish multi-room master suite, plus extended family living quarters with full kitchen, and lower-level staff quarters. The impressive grounds include a pool, tennis court, and sun-swept lawns ready to host family or philanthropic events. Located in the heart of central Woodside just minutes to Stanford, Silicon Valley and 2 airports. Woodside Elementary

Frog Creek, built in 2006, a 12.63 acre parcel that is virtually flat encompassing a combination of wide-open spaces bordered by natural surrounds. A bespoke estate carefully considered and thoughtfully designed. This modern estate is abundant with amenities rarely found, no expense was spared in its creation or lifestyle amenity bypassed. The living spaces feel intrinsically European, yet every room evidences intention and integrity with a warm California ambiance. Wall-to-wall windows along the back of the main residence reveal a perfect view of the oak tree allee, swimming pool adjacent to the pool house, a tennis court, and a world-class equestrian arena & horse stables. Additional estate amenities include a fully equipped 2 bedroom guesthouse, 10+ car motor court, an 11 seat movie theater, and a wine cellar. Sequestered among leafy oaks near a burbling creek, it's easy to forget that Frog Creek is situated in the heart of Silicon Valley, and just a short drive from San Francisco.

One of the BEST gated estates on over 2 flat acres in Atherton's most prestigious community! This stunning home features approximately 11,300 sq ft of living space, a magnificent foyer, 7 bedrooms, 7.5 bathrooms, 6 fireplaces, luscious grounds, beautiful pool, spacious gym, a full size tennis court, & a large pool house with its own kitchen (approximately 2300 sq ft). Amazing details abound throughout the property such as a grand marble staircase, cherry paneled library, gourmet kitchen, grand dining & living rooms, family room with wet bar, 2 laundry rooms, a game room, a music room & 4 car garage space! This property has easy access to Stanford University, Stanford Hospital, Sand Hill Road,Tech companies, SFO International Airport, Highway 280 & shopping! This one-of-a kind spectacular home combines architectural integrity with the finest craftsmanship and quality materials!

If you are looking for the best of the best, this is a once-in-a-lifetime opportunity for you to enjoy your life! After years of renovations, 1868 Floribunda Avenue is ready for you to view! The lot is almost 5x bigger than standard lots, all usable! Renovated to the highest quality, situated in one of the best locations in Hillsborough! Nearly 20,000 square feet throughout 6 buildings. No expense was spared for this property to reach the ultimate heights in a smart & secure dream home! You have to see it, to believe it! Qualified buyers only; qualifications requested in order to be screened before showings.

Spectacular, nearly completed 10,556-sqft home on 6.9 acres in Portola Valley designed by Swatt | Miers Architects to maximize panoramic views of the southern hills. Glass, concrete, wood, and steel create a striking and luxurious home with three levels, accessible by an exquisite floating staircase or elevator. The ground floor living room showcases a double-height ceiling, fireplace with stone surround, and walls of glass that open to an outdoor terrace. The upper level contains the gracious primary suite and three additional bedrooms. Natural light fills the lower level which offers a media room, game room, bar, and au pair suite with private entrance. Multiple patios and terraces with resort-like amenities include a vanishing-edge swimming pool, spa, and well-appointed gym. The 4-car garage features a roof-top sun deck. Construction is underway and ready for buyer to select finishes and make it their own. Adjoining 3.5-acre lot with access from Los Trancos Rd also available.

Very Rare 2-Acre Estate Property in Hillsborough. Enjoy Your Own Personal Park with Panoramic Bay Views, Towering Redwoods, the Ultimate in Privacy, Walking Paths, Multiple Terraces and Lush Lawns. This Architecturally-Significant Estate Manor has Approximately 10,495 Square Feet Arranged Over Multiple Levels. Stunning Master Bedroom Suite with Two Dressing Rooms, 3 Luxurious Bedroom Suites and a Staff Apartment. Formal Living Room, Wood Paneled Library, Formal Dining Room with Butlers Pantry for Catering, Breakfast Room with Views, Sunroom with Built-Ins, Family Room, Gourmet Kitchen, and Billiards Room with Professional Pool Table. Excellent Indoor/Outdoor Flow to the Swimming Pool/Spa with Nearby Changing Room Cabana/Pool House. Excellent Local Schools. Easy Access to Major Bay Area Commute Routes. Nearby Amenities Include Top-Notch Country Clubs, Parks, Fine Dining and Boutique Shopping.

LISTED WELL BELOW APPRAISED VALUE OF $12,750,000...3 ACRE Woodside Estate! Stunning, Private, Gated Luxury Resort for total entertaining! Sun-filled, grand residence with it all! World-class setting and grand driveway leads you to this park-like paradise! Grand fountain, hotel-style amenities and manicured grounds all complete this unique estate. Approximately 12,000 sf includes private guest house, car collectors dream garages, and more. Showcase, move-in condition home with a whole new look ... palatial dining room, gourmet kitchen, huge family room/game room with bar, and private wine cellar. Handsome library, elevator and inviting foyer with soaring ceiling. Nothing compares at this price anywhere ... must see to believe. Priced for immediate sale. BEST VALUE IN WOODSIDE ...CLEAN TITLE.. LENDER says ....bring offers NOW...THIS HOME WAS LISTED $47,000,000 years ago....full disclosure packet available and ready for immediate sale.......2 minute drive to town of Woodside..

A contemporary statement like no other, this recently completed masterpiece has a clear aesthetic vision for sustainability & design that works in harmony with the beauty of the surroundings. Green features include geothermal heating & cooling, 124 solar panels with everything but pool heat being electric w/backup gas heater, & 4 Tesla Powerwalls enabling off-grid operation & automatic back-up power of crucial circuits. Tremendous walls of glass, some that entirely disappear, provide seamless integration of indoor & outdoor spaces & take advantage of the exceptional views from SF Bay to the Foothills Open Space Preserve. Flooring in European oak hardwood. Savant home automation system. Wine cellar, home theater & gym. An easy 4 minute drive to grocery shopping, less than 8 minutes to the town center, restaurants, shops & Highway 280. Neighboring PA & Menlo Park are a convenient 12 minute drive away. Total sqft 10,223 (Home 7,912, Garage 688, Terraces 1,623). Decorated by Jay Jeffers.

This superb French-style gated estate was magnificently positioned on a splendid 2-acre site and built with stubborn superiority, masterful craftsmanship, and detail. 5 bedroom suites, grand foyer, banquet room, spectacular salon with elevated ceiling & elevator. Separate guest house with bedroom suite & lanai with fireplace. Completing the lavish setting are expansive manicured grounds with tennis court, pool, spa, fountains, & sprawling lawns. Carved stones compliment beautiful mature landscaping.

Phenomenal Atherton new custom home mingles timeless elegance w/ Silicon Valley innovation. 6 beds, 7 full baths & 3 half baths across 3 floors & 9,742 sq ft home on almost an acre of landscaped heaven. Dream kitchen w/ Wolf appliances & butlers pantry overlooks terraced backyard. Adjoining family room opens to a pool + spa. Dazzling 2-story entry w/ large transom impresses guests before making their way to bright living or dining room. Idyllic Master Suite escape has private patio, gas fireplace & huge mirrored walk-in closet. Master Baths soaking tub basks in the morning sun. Expansive lower level entertains for days with sizable bar, wine room, movie theater, exercise room & outdoor patio w/ firepit & waterfall concept. 3 car garage w/ EV charging outlet, 2 laundry rooms. Gorgeous 280 commuting to SF or SJ. Top-rated Las Lomitas schools.

On Woodside's most prestigious street, a stone's throw to town and school, this estate, newly built in 2015, has been completely transformed since then into an exquisite retreat, elegant yet completely livable, with a profound respect for materials and craftsmanship. This modern farmhouse was reimagined by a team of leading design professionals; Feldman Architecture, Kendall Wilkinson Design, and Arterra Landscape Architects. Firmly rooted in a California aesthetic, every room offers clean-lined sophistication with wall, floor, and surface selections organic in nature, blending in harmony with the surroundings. Three levels plus a separate guest house provide every amenity desired for today's lifestyle of working from home, distance learning, entertainment, fitness, and wellness. Perfectly situated in complete privacy on over 3 acres in an extraordinary setting with finishes that are second-to-none, this is truly an exceptional home midway between San Francisco and Silicon Valley.

Please contact Cole Strombom or Corey Rostad for additional information.