luxury real estate for sale San Mateo County, United States (page 5)

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

A rare mid-century retreat with sweeping bay and mountain views is offered for the first time in over 45 years. This well-maintained 4BR/2BA home sits on an expansive 24,000 sq ft lot at the end of a quiet cul-de-sac in one of San Mateo's most desirable Hillside neighborhoods. Enjoy panoramic views of San Francisco, the Peninsula, and the East Bay. The home blends classic mid-century character with a functional, inviting layout. Sunlit living spaces feature all new double-paned windows, hardwood floors, and a fireplace, complementing a formal dining area ideal for gatherings. The updated kitchen offers generous counter space, ample storage, and new appliances. Four well-sized bedrooms and two full baths provide flexibility for living, guests, or a home office. A dedicated laundry room adds convenience. The oversized lot offers a rare sense of privacy and openness. The peaceful secluded backyard features a pool and areas for entertaining and offers a calm space to recharge with daily opportunities for wildlife viewing! Located near Laurelwood Park and Sugarloaf Open Space, with access to hiking trails, top-rated schools, shopping, dining and easy access to Hwy 92. A unique opportunity to own a classic mid-century home with exceptional space, privacy, and views in a sought-after San Mateo location.

Rare and highly desirable opportunity to own two separate homes on one spacious lot in a prime neighborhood of Redwood City. Perfect for owner-occupants, investors, or multi-generational living, this versatile property offers exceptional flexibility and income potential. The front home features 1 bedroom and 1 bathroom with an updated kitchen, modern appliances, hardwood flooring, and a bright, sun-filled living room. A tranquil front garden creates a welcoming and peaceful setting. The rear home includes an updated kitchen and bathroom, along with heating and air conditioning, and opens to a private backyard with mature fruit trees, including apricot and apple ideal for relaxing or entertaining. Each home enjoys its own outdoor space, enhancing privacy and livability. Located just minutes from downtown Redwood City, Caltrain, Stanford University, shopping, dining, and major commute routes. Properties like this are rarely available; don't miss this exceptional opportunity.

Rare and highly desirable opportunity to own two separate homes on one spacious lot in a prime neighborhood of Redwood City. Perfect for owner-occupants, investors, or multi-generational living, this versatile property offers exceptional flexibility and income potential. The front home features 1 bedroom and 1 bathroom with an updated kitchen, modern appliances, hardwood flooring, and a bright, sun-filled living room. A tranquil front garden creates a welcoming and peaceful setting. The rear home includes an updated kitchen and bathroom, along with heating and air conditioning, and opens to a private backyard with mature fruit trees, including apricot and apple ideal for relaxing or entertaining. Each home enjoys its own outdoor space, enhancing privacy and livability. Located just minutes from downtown Redwood City, Caltrain, Stanford University, shopping, dining, and major commute routes. Properties like this are rarely available; don't miss this exceptional opportunity.

Charming 3BR/2BA home with pool in Redwood City's desirable Roosevelt neighborhood. This 1,440 sq ft residence on a 5,880 sq ft lot offers classic character and a flexible layout. The main level features a comfortable living room with fireplace, dining area, and a galley kitchen with vintage charm, dining area overlooking the backyard pool, plus two comfortable bedrooms and a full bath. The private primary suite upstairs provides a peaceful retreat with separation from the main level. Outdoor living is a highlight, enjoy the swimming pool, multiple spaces for entertaining, and a welcoming covered front porch. An attached garage and fenced yard add convenience. Ideally located near Red Morton Park, a community hub with year-round activities, playgrounds, and sports facilities, as well as the beloved Schaberg Library. Close to local shops, eateries, and downtown Redwood City with easy access to commute routes. Stanford, Downtown Menlo Park, Palo Alto, Apple Park & San Francisco International all 10-30 minutes nearby. 754 Topaz St, a wonderful opportunity in an amenity-rich, community-oriented neighborhood.

Spacious and well-designed residence located in a desirable Daly City neighborhood, offering exceptional flexibility and comfort. This expansive home features five generously sized bedrooms and three and one-half bathrooms, ideal for multi-generational living, extended family, guests, or home office needs. The thoughtfully planned layout provides multiple living and entertaining areas filled with natural light, creating a warm and inviting atmosphere throughout. The large kitchen offers ample cabinetry and counter space with a functional flow into adjacent living and dining areas, making it well suited for everyday living and gatherings. A private primary suite provides a peaceful retreat with an en-suite bathroom and generous storage. Additional bedrooms are well proportioned with convenient access to full bathrooms, offering versatility for a variety of lifestyles. Quality finishes, generous square footage, and a flexible floor plan enhance the home’s overall appeal. Conveniently located near parks, schools, shopping, dining, and major commuter routes, this property offers comfort, functionality, and long-term value in an established community

Spacious and well-designed residence located in a desirable Daly City neighborhood, offering exceptional flexibility and comfort. This expansive home features five generously sized bedrooms and three and one-half bathrooms, ideal for multi-generational living, extended family, guests, or home office needs. The thoughtfully planned layout provides multiple living and entertaining areas filled with natural light, creating a warm and inviting atmosphere throughout. The large kitchen offers ample cabinetry and counter space with a functional flow into adjacent living and dining areas, making it well suited for everyday living and gatherings. A private primary suite provides a peaceful retreat with an en-suite bathroom and generous storage. Additional bedrooms are well proportioned with convenient access to full bathrooms, offering versatility for a variety of lifestyles. Quality finishes, generous square footage, and a flexible floor plan enhance the home’s overall appeal. Conveniently located near parks, schools, shopping, dining, and major commuter routes, this property offers comfort, functionality, and long-term value in an established community

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

Charming 3BR/2BA home with pool in Redwood City's desirable Roosevelt neighborhood. This 1,440 sq ft residence on a 5,880 sq ft lot offers classic character and a flexible layout. The main level features a comfortable living room with fireplace, dining area, and a galley kitchen with vintage charm, dining area overlooking the backyard pool, plus two comfortable bedrooms and a full bath. The private primary suite upstairs provides a peaceful retreat with separation from the main level. Outdoor living is a highlight, enjoy the swimming pool, multiple spaces for entertaining, and a welcoming covered front porch. An attached garage and fenced yard add convenience. Ideally located near Red Morton Park, a community hub with year-round activities, playgrounds, and sports facilities, as well as the beloved Schaberg Library. Close to local shops, eateries, and downtown Redwood City with easy access to commute routes. Stanford, Downtown Menlo Park, Palo Alto, Apple Park & San Francisco International all 10-30 minutes nearby. 754 Topaz St, a wonderful opportunity in an amenity-rich, community-oriented neighborhood.

Secluded in the exclusive Country Club Manor neighborhood of Hillsborough, this fully furnished modernist masterpiece, a three story wonder of glass that floats with the forest. Designed by acclaimed, award-winning architect Leonard Ng, this iconic 11,141 sq. ft. retreat is a meditation on minimalism, an extension from the trees that questions where nature ends & home begins. Clear heart cedar and limestone walls open to vast windows, soaring lines and engaging angles that lean into natural light & wide views. 8 en-suite bedrooms, one powder room, back kitchen, home theater, great room, fitness studio and spa with full bathroom, cold plunge, wet & dry saunas and private yoga deck and Warmboard radiant heat, forced air heating and air conditioning with multi zones. Detached 800 sq. ft. 1 bedroom, 1 full bathroom guest house provide for exquisite living. A vanishing edge pool, phenomenal indoor-outdoor entertaining and meandering paths of curated native plants elevate life. Coveted location for top-performing schools, community, walk to Burlingame Country Club & an ideal commute between San Francisco and Silicon Valley. See the world in a new light.

Striking new construction residence blends clean architectural lines with organic warmth and a refined, natural palette. Set back behind a long gated driveway, the home is filled with natural light and expansive walls of glass and custom lighting. Public spaces flow seamlessly, beginning with a formal living room featuring and an elevated linear fireplace. The formal dining area and sleek open concept kitchen showcases concealed Gaggenau appliances, and Amarula marble with built in casual dining area. Impressive family room features a skylit vaulted ceiling, linear fireplace, and stacking glass doors to the rear deck, plus adjacent multi-use room and dedicated office. Upstairs, the tranquil primary suite offers a sitting area and refreshment bar, customized walk-in closet, and spa-inspired bath Three additional en-suite bedrooms continue the same elevated level of finish. An attached one-bedroom ADU (included in 5,110sq ft) with private entrance provides flexible options. The rear yard features an expansive deck, privacy hedges, and low-maintenance synthetic lawn. Additional highlights include white oak floors, detached two-car garage, solar power, programmable lighting, multi-zone climate control, in a convenient location near downtown, Stanford University, and top schools.

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

1114 Sheila Lane is a beautifully updated 4-bedroom, 2.5-bathroom residence spanning two thoughtfully designed levels, offering breathtaking sweeping views of Montara Mountain. Set on a generous lot, this home seamlessly blends comfort, style, and indoor-outdoor living. The open-concept floor plan is filled with natural light and designed for both everyday living and effortless entertaining, with spacious living and dining areas that flow naturally throughout the main level. Upstairs and downstairs living spaces provide flexibility for families, guests, or work-from-home needs. Outdoors, the property truly shines with a private spa and sauna, creating a tranquil retreat perfect for relaxation year-round. The expansive lot offers ample space for entertaining, play, or future customization, all while enjoying the serenity and natural beauty of the surrounding landscape. Ideally positioned to capture stunning mountain views, this home delivers a rare combination of modern updates, generous space, and a peaceful setting, making 1114 Sheila Lane a special opportunity to enjoy refined living with a strong connection to nature.

1114 Sheila Lane is a beautifully updated 4-bedroom, 2.5-bathroom residence spanning two thoughtfully designed levels, offering breathtaking sweeping views of Montara Mountain. Set on a generous lot, this home seamlessly blends comfort, style, and indoor-outdoor living. The open-concept floor plan is filled with natural light and designed for both everyday living and effortless entertaining, with spacious living and dining areas that flow naturally throughout the main level. Upstairs and downstairs living spaces provide flexibility for families, guests, or work-from-home needs. Outdoors, the property truly shines with a private spa and sauna, creating a tranquil retreat perfect for relaxation year-round. The expansive lot offers ample space for entertaining, play, or future customization, all while enjoying the serenity and natural beauty of the surrounding landscape. Ideally positioned to capture stunning mountain views, this home delivers a rare combination of modern updates, generous space, and a peaceful setting, making 1114 Sheila Lane a special opportunity to enjoy refined living with a strong connection to nature.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover soaring ceilings that create an open and inviting atmosphere, complemented by an abundance of natural light that fills every corner. The expansive first floor features a massive entertainment deck, perfect for hosting gatherings or simply relaxing amidst nature. With a total of 8 bedrooms, including master suites on each level, this exceptional home is perfect for large families or multi-generation living.

Built in 2006, this spacious duplex, 1317-1319 Saint Francis, is located at the end of a quiet street in the heart of Redwood City. Each unit is 1,430 square feet with 3 bedrooms and 2.5 bathrooms and attached 2 car garage. The well-appointed kitchen features granite countertops, a convenient island with sink, a gas oven range, and a pantry, making it perfect for culinary enthusiasts. High ceilings add to the sense of openness throughout the home, while central forced air gas heating ensures comfort during cooler months. The primary suite provides a walk-in closet and a spacious bathroom. The guest rooms share a full bathroom while each has their own sink. The convenience of having a washer and dryer included in the laundry area streamlines daily chores. Each unit has their own private yard. Located close to shopping, parks and commute routs, this duplex offers practicality and style with its thoughtful amenities and layout.

Majestically situated on a lush .47-acre lot at the end of a quiet, scenic cul-de-sac, this exquisite custom-built home commands attention with its Mediterranean-inspired design, impeccably manicured grounds, and breathtaking panoramic Bay views. Spanning over 6,500 square feet, the home boasts five bedrooms and five full bathrooms, offering a perfect balance of grandeur and warmth. The thoughtfully designed three-level floor plan features soaring ceilings, elegant marble finishes, and expansive windows that showcase stunning views from every room. Regal fireplaces and gleaming hardwood floors enhance the sophisticated yet inviting ambiance throughout the home. Outside, the grounds are a masterpiece of vibrant landscaping adorned with fragrant wisteria, heritage oaks, and romantic pathways. Sweeping view-facing decks, a level lawn area and an enchanting arbor create an idyllic outdoor retreat, perfect for relaxation or entertaining. Located just minutes from the dynamic energy of Silicon Valley, this rare and extraordinary home provides a peaceful sanctuary to unwind and recharge after a busy day. Welcome home!!!

Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

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.

Ideal for Multigenerational Living or Investment Opportunity! This property features two charming homes on a single expansive lot, offering endless possibilities. The home on Baden boasts 2 bedrooms 1 bath plus a washer/dryer room and a storage room that can possibly be another bedroom and bathroom. Baden also features a good size back yard with the possibility of adding a detached garage. The home on 2nd lane boast 2 bedrooms, 1 bath plus a 1 car garage. Also 2nd lane has a private yard. Both homes have had several updates over the years including roofs, gutters, paint, windows, heating, ect... A true must see!

Highly coveted building located in the heart of Menlo Park that offers turnkey potential for a discerning owner-user looking to expand their brand or create a new one. This building has the potential to be one of the finest in the area. The building is situated to serve a high-end clientele. The property is extremely well positioned along historic El Camino Real and provides excellent visibility, with a daily traffic count of 62,190. The +/- 3,640 sq ft property boasts a +/- 1,255 sq ft roof terrace with seating for over 80 guests. In addition to 29 feet of frontage along El Camino Real. The property would be ideally utilized by an owner-user, one who emphasizes the outdoor dining aspect of the property. Situated less than 400ft from nearby free city parking, customers have easy and convenient access to the location. There are currently multiple projects underway in Menlo Park which will add a total of 502 new residential units equaling 300,000 meals per year to boost the local economy all within walking distance of the property. There are a multitude of reasons this property is so attractive. Its prime location and unique rooftop terrace are simply unmatched in the area.

Highly coveted building located in the heart of Menlo Park that offers turnkey potential for a discerning owner-user looking to expand their brand or create a new one. This building has the potential to be one of the finest in the area. The building is situated to serve a high-end clientele. The property is extremely well positioned along historic El Camino Real and provides excellent visibility, with a daily traffic count of 62,190. The +/- 3,640 sq ft property boasts a +/- 1,255 sq ft roof terrace with seating for over 80 guests. In addition to 29 feet of frontage along El Camino Real. The property would be ideally utilized by an owner-user, one who emphasizes the outdoor dining aspect of the property. Situated less than 400ft from nearby free city parking, customers have easy and convenient access to the location. There are currently multiple projects underway in Menlo Park which will add a total of 502 new residential units equaling 300,000 meals per year to boost the local economy all within walking distance of the property. There are a multitude of reasons this property is so attractive. Its prime location and unique rooftop terrace are simply unmatched in the area.

Exquisite, newly remodeled townhouse in the desirable Menlo Oaks neighborhood. This move-in-ready home showcases an open-concept layout w/ soaring ceilings, wide-plank flooring, & abundant natural light. The spacious living room features a cozy fireplace and flows seamlessly into the dining area and remodeled chefs kitchen. Upstairs, is two bright, generously sized bedrooms with walk-in closet space and a new full bathroom. Outdoors, offers a private deck and a beautifully landscaped, drought-tolerant patio garden perfect for morning coffee, evening gatherings, or relaxed California living. Just steps from the front door, a sparkling community pool invites you to enjoy warm days in the sun. This thoughtfully updated townhouse also includes an in-unit washer and dryer, generous storage space, a private attached garage with additional assigned parking, and the benefit of a warm, welcoming community. Ideally located near Hwy 101, Meta/Facebook, Stanford, downtown Palo Alto, and Menlo Park shops and dining, the home offers both convenience and lifestyle. With its proximity to leading high-tech companies and easy access to major commuter routes. Turnkey prime Silicon Valley address.

Experience the best of Redwood Shores living in this beautifully maintained residence, where timeless design meets modern comfort. The open-concept layout features hardwood flooring throughout and a welcoming great room that connects the kitchen, dining, and living areas, ideal for both relaxing and entertaining. The kitchen offers warm wood cabinetry, generous counter space, and an island perfect for casual gatherings. A sliding glass door opens to a private backyard surrounded by mature landscaping, creating a peaceful outdoor extension of the home. Upstairs, the oversized primary suite features a spacious en-suite bath and a versatile area currently used as an office. Two additional bedrooms share a stylish Jack-and-Jill bathroom. Enjoy nearby Bay trails and waterways, top-rated schools, and convenient access to shopping, dining, and major employers. This home offers the perfect blend of comfort, connection, and Redwood Shores charm. HOA: $345/mo RSOA: $80/yr Located near scenic Bay trails and waterways, top-rated schools, shopping, dining, and major employers, this home offers comfort, convenience, and the relaxed charm of Redwood Shores living.