Hillsborough CA Real Estate & Homes for Sale

Nestled in the serene neighborhood of Hillsborough, 575 Darrell Road is a testament to modern luxury living. This meticulously crafted residence boasts 2918 square feet of exquisite living space, featuring 4 bedrooms and 3.5 bathrooms, perfectly tailored to accommodate the needs of a discerning homeowner. Notably, this home underwent extensive remodeling in 2016, including a thoughtful addition to the square footage, ensuring it seamlessly blends contemporary amenities with timeless charm. Every detail, from the upgraded fixtures to the modern conveniences, reflects the utmost attention to quality and craftsmanship, but the allure of 575 Darrell Road extends beyond its interiors. Step outside into the meticulously manicured backyard, and you'll discover a true oasis designed for outdoor entertaining. From the spacious patio area perfect for al fresco dining to the lush green lawn ideal for children's play, every corner of this outdoor sanctuary lets you relax and unwind in style.

Classic ranch-style home with spacious lower level ready to move in and enjoy or excellent opportunity to further transform or potentially build new. Located at the end of a cul de sac on approx. 1.2 acres with partially level grounds with pool and vast space for entertaining and play. Freshly painted and beautiful hardwood floors. Classic and timeless style includes crown and chair rail moldings, wainscot, floors in herringbone pattern, and two fireplaces. Formal living and dining rooms, kitchen-family room combo with large deck and lower-level rec room opening out to the pool. 4 bedrooms and 3 full baths include main-level primary suite and lower-level guest suite plus there is a bonus room and bath(done without the benefit of permits.) . This home offers privacy and potential, access to excellent Hillsborough schools, including West Elementary, and is just 3 miles from Burlingame Avenue's shopping and dining.

Modern Contemporary 2021 Home, Mt. Diablo and Bay views, stunning attention to detail, mature landscaping and grand entry invites you into the large entertaining rooms and open interior. Living and dining centered around a feature fireplace, European white oak flow seamlessly throughout. Enjoy indoor-outdoor living w/La Cantina sliders. Office w/built-in cabinetry and views of the front yard. Kitchen w/Miele and Liebherr appliances, sweeping countertops, high-end fixtures, family room, outdoor BBQ patio, mudroom, two half baths and connected two-car garage w/workshop. Guest/In-law suite on first floor. Grand staircase leads to four suites upstairs, laundry room, primary suite with two walk in closets. Featuring distributed audio system, network system, LED lighting, 3-zone heating/cooling, ample parking, storage, outdoor fire pit area, spa, outdoor TV, owned 9kw Solar, 3 Tesla Batteries, Custom California Closets, automated window shades... Come indulge in this one-of-a-kind residence!

2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.

Modern elegance meets unrivaled luxury. This modern luxury masterpiece epitomizes elegance and sophistication situated on a sprawling two acre lot, this estate includes a guest house boasting opulence at every turn with a pool overlooking views that are unmatched. Marvel at the grandeur of 26-foot ceilings and european oak floors as you enter connecting to the gourmet kitchen, adorned with cambria countertops and top-of-the-line gaggenau appliances beckoning culinary excellence. Entertain effortlessly in the game room, indoor/outdoor bar, and gym while indulging in relaxation in the sauna or luxurious jacuzzi tubs. The exterior of this estate adorns european garage doors, italian windows, and a stunning limestone terrace connecting to stunning bay area views. Experience modern luxury living at its finest in this extraordinary residence.

Magnificent Mediterranean Estate with 6 bedrooms, 6 bathrooms, plus an additional two half bathrooms/Soaring ceilings with custom skylights provide an abundance of natural lighting over the dramatic entry that features grand columns and graceful staircases with custom ironwork and a cascading water wall feature/Spacious Primary bedroom with high coffered ceiling, bold crown molding, fireplace, a separate walk-in closets and spacious main bathroom that features a large shower with dual heads and a separate tub/Sizable office/study with cozy fireplace and built-in bookshelves that are blessed with an abundance of natural lighting from multiple sides/The resort-style backyards is perfect for entertaining and relaxing. Dramatic views of San Francisco Bay and beyond can be enjoyed from the spacious terraces and patio that surround the huge refreshing pool and jacuzzi. Other feathers include a sports court, water fountains, fireplace, and fire pit. A spacious gated driveway and 3-car garage.

Step into this custom-designed home, constructed in 2001, boasting a sprawling 3,600 square feet all on one level, nestled on a coveted level lot. The architecture exudes charm with its lofty ceilings, creating an open, luminous ambiance. Expansive windows frame picturesque views of vibrant flowers and lush trees, bringing the outdoors in. This spacious abode features 5 bedrooms, 4.5 baths, all thoughtfully arranged. Entertain guests in the formal living and dining areas, or retreat to the elegant wood-paneled office for quiet productivity. Gather in the generous family room, seamlessly connected to the functional kitchen with a granite-topped center island & top-of-the-line stainless steel appliances! Outside, discover a meticulously landscaped backyard oasis, complete with a solar-heated pool and spa, surrounded by mature greenery on the flat lot. A charming gazebo adds a touch of serenity & beauty. Convenience meets luxury with a spacious 3-car garage, while the tranquil, flat street invites daily exercise routines, whether it's a leisurely stroll, brisk jog, or scenic bike ride. Come & experience the joy of living in this home with your loved ones - it's the perfect setting for making lasting memories!

HUGE PRICE REDUCTION!!!!! TOBIN CLARK'S BEST IN CLASS!!! Fantastic modern showcase situated at the end of a quiet cul-de-sac. HUGE 1.21 ACRE LOT w/ lots of mature trees & foliage for total privacy & seclusion. THREE LIVING AREAS IN ONE, w/ a 4,691 SqFt main house*, a 748 SqFt pool house*, and 578 SqFt guest house*. The pool house has 2 pristine bathrooms & a full kitchen & living room. The guest house has 2 spacious bedrooms & 1 bathroom. PERFECT FOR GUESTS, RENTAL INCOME, AND MULTI-GENERATIONAL. Curb appeal features a wrought iron gate, flowering hedges, & commanding columns. Inside, the open floor plan optimizes space & flow allowing for comfortable living & entertaining. There's high ceilings, hardwood flooring, recessed lighting, french doors, tray ceilings, cove ceilings, & more! An abundance of windows allows for lots of light. There's a living room, family room, and office / study. The updated chef's kitchen features ALL TOP-OF-THE-LINE APPLIANCES; here you'll find a center island w/ built-in sink, breakfast bar, pantry, and more. All the bedrooms are on the same floor with a luxurious master suite w/ a walk-in closet, fireplace, spa-like bathroom, and private balcony. In the rear, you'll find a sparkling pool & spa, custom BBQ, gardens, & patio areas.

Over 1.8 absolutely level acres, one of only a few parcels of it's size in all of Hillsborough. The merging of two .9 acre lots, the parcel totals over 1.8 acres and can easily be subdivided into 2 lots. Located in the most coveted location in lower Hillsborough, 210 Uplands sits across from some of Hillsborough's most beautiful estates. A once in a lifetime opportunity. When gone there will be no others.

ATTRACTIVE SELLER FINANCING AVAILABLE TO QUALIFIED BUYER. Spectacular Custom Contemporary 6 bed/6.5 bath in highly coveted lower Hillsborough. Filled with natural light & clean line finishes, this spectacular property is set in a well-manicured verdant tree-lined large corner lot. Stunning architectural features of stately columns, soaring ceilings, and artful use of natural stones of marble, granite & sandstone set the tone for this sophisticated showcase of a home. The design and layout of this home epitomize California living at its finest. The open-flowing floor plan and strategically placed bedrooms, office areas and entertaining areas allow for an effortless combination of family living & entertaining. Boasts indoor/outdoor access to an extensive covered gazebo overlooking the fabulous level yard featuring a sophisticated pool and full workout room The chefs kitchen features a large center island, custom cabinetry, smooth granite counters, large stainless professional range, and flows into an inviting family/great room. The primary suite features a spa-like bath and large walk-in closets. Additional features of this fantastic home include electric gates leading to semi-circular drive and 4 car garage, expansive home office with custom built shelving and 2 media/ game rooms.

Price Reduced 300k!!! Offers presented as the come. Tucked away at the end of a long private driveway, hidden from view, lies this charming abode. Full of cozy embrace, this home exudes warmth and charm,seamlessly blending inviting aesthetics with practical design elements. The bright floor plan is both welcoming and functional, conducive to everyday living and entertaining. With ample living quarters throughout, inside youll find both a spacious living room and wide-open family room. The well-equipped kitchen has what you need to get the job done, and when its time to eat, theres a large formal dining room. The versatile 3 bed 3 bath layout has room to accommodate the whole family, including a luxurious en-suite master bedroom on the 2 nd floor. Theres certainly no shortage of storage space with extra wide closets found throughout and a large 2-car garage. Outside, two separate yards beckon you to embrace the outdoors, where a large grassy field, glistening pool, and inviting patio area await. To top it all off, enjoy optimal convenience with easy access to Highway 280 and proximity to several acclaimed public & ;private schools. Comfort, convenience, and charm. This homes got it all!

Experience luxury and sophistication in this completely remodeled and expanded prime Lower Hillsborough home. Nestled in a private cul de sac location on a .49 acre lot, this residence offers a warm and inviting floorplan with spacious formal living, dining, family and kitchen areas. The first floor features the original master plus two bedrooms and a second-story addition with a stunning primary suite retreat and another large ensuite bedroom, plus an office loft area. Abundant natural light and modern flare through the newly installed Nano door and skylights, this home combines comfort with style. Upgrades abound, from new windows, roof, electrical, plumbing and floors to a fully transformed kitchen with high-end Wolf and Subzero appliances enhance the living experience. Enjoy the enchanting oasis outside with manicured landscaping, solar-heated pool, covered sitting area with fireplace, teak deck, and a detached office/studio. Don't miss this exceptional Lower Hillsborough home, walking distance to top-rated schools and minutes from Burlingame Avenue's shops and fine dining.

Verdant retreat of 1.4 acres in the heart of prime Hillsborough. This sophisticated home has views of trees from nearly every room. A voluminous foyer with a focal picture window looking onto lush foliage introduces the bright open interior with soaring ceilings, spacious, elegant formal rooms, 3 bedroom suites with walk in closets (2 are primary suites), & a kitchen updated with center island, all new appliances (Thermador range, Bosch refrigerator + dishwasher & wine cooler) opens to a big eat in kitchen and sizable family room. An office or library off the main hallway can be closed off or open to extend the living room and a perfectly situated powder room serves the common areas. Other remarkable features include: 3 car garage, AC, Generator, laundry room, huge primary bathrooms & closets, loads of storage & a backyard large enough & private enough to feel like you are in your own forest. Create your own hiking trail & enjoy nature or develop the land - so many possibilities!

ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean design complemented by a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout you'll find hardwood flooring, carpeting, and recessed lighting. To the left of the foyer, a refined living room with a tasteful fireplace. On the right, a great room that integrates both the kitchen & dining area and family room; ideal for hosting guests. The high-end, modern chef's kitchen is a culinary haven, equipped with all top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! There's multiple spacious en-suites including a luxurious primary with a spa like bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay. Rounding out the list of amenities is the backyard with a sparkling pool and expansive lawn. Also, you'll find several patio sections and a BBQ area. There's so much to say about this home. For those seeking a residence that encompasses luxury and practicality, this is it. You'll also get access to prestigious schools and the convenience of Highway 280.

Step into "Chteau de Vue," your sanctuary of unrivaled luxury and panoramic vistas, nestled atop Hillsboroughs prestigious enclave. This 8,265 sq ft architectural masterpiece offers an extraordinary blend of 7 opulent bedrooms, 6 spa-like bathrooms, and a finely crafted executive office. Revel in the grandeur of your own Roman Empire-inspired family room connected seamlessly to a top-of-the-line chefs kitchen. The sumptuous primary suite stands as a realm unto itself, boasting a lavish en-suite and a private balcony with breathtaking views from the Bay Bridge to San Francisco, the Peninsula, and Oakland. Beyond the interiors lie two impeccably designed outdoor kitchens, one for tranquil mornings overlooking panoramic vistas and another perfectly suited for grand entertaining. Athletic amenities abound with a private tennis court and professionally equipped wellness gym. An additional 650 dwelling unit offers versatile possibilities for guests. Centrally located to everything.

Elegance abounds in this original William Wurster design that was expanded and restored to perfection by renowned local architect Farro Essalat. Tucked away on approximately .73 acres of outstanding verdant grounds, 989 Hayne Road is a rare gem that is to be cherished for generations to come. Every feature of this five bedroom, five and one-half bath home offers the highest level of design, impeccable attention to detail, and masterful craftsmanship. The welcoming foyer with beautiful curved staircase is a fitting prelude to the grandly-proportioned interior spaces, which include a library, billiard room, huge family room and mud room. The delightful flow of this exceptional home extends to the incredibly-manicured grounds, offering beautiful planter beds, tranquil garden pathways, a rose garden, fire pit, superb outdoor kitchen, and spa with Bay views. This magnificent estate presents a unique opportunity for the discerning owner seeking that special, one-of-a-kind property.

Indulge in the epitome of luxurious living with this newly renovated Hillsborough estate, offering breathtaking views of the San Francisco Bay. Custom-built in 2000 and recently transformed into a transitional modern design, this residence offers natural light throughout and boasts 6 generously sized bedrooms and 6 1/2 baths. Enter through a formal foyer with a sweeping stairway, setting the tone for the elegance within. Two primary suites with expansive views, provide a serene escape. Pamper yourself in the primary suite's steam shower, offering a spa-like retreat within the comforts of home. The open kitchen-family room floor plan is a showcase, featuring top-of-the-line brand new appliances, custom cabinetry, perfect for both daily living and entertaining. An office with a cozy fireplace adds warmth and charm, while an elevator ensures convenience across multiple levels. The property includes a 3-car garage, a gated and private driveway that provides retreat-like ambiance. Experience California elegance and luxury at its finest, conveniently nestled between SF and Silicon Valley. Enjoy the advantage of top-rated schools, as well as proximity to a myriad of restaurants and shops. Additional bedroom (permitted) added during remodel.

Discover unparalleled value in this meticulously crafted luxury new construction at 1175 San Raymundo in Hillsborough, California. Completed in 2023, this remarkable residence offers a grand living experience with expansive proportions and top-tier finishes, spanning over 5200 square feet. Thoughtfully designed for modern living, it features two family rooms, a spacious open living-dining area with a chef's kitchen, six bedrooms, seven bathrooms, and an additional flex room, striking the perfect balance of relaxation and privacy. Bifolding windows throughout enhance the seamless indoor-outdoor integration, defining the home's character. Complemented by thoughtfully designed decks and terraces, these spaces cater to entertainment and breathtaking views, providing an idyllic setting for gatherings or unwinding in the fresh air. This modern gem prioritizes quality, boasting top-tier materials and impeccable finishes, creating an ambiance of sophistication. The intelligently designed floor plan seamlessly connects open-concept living areas for a lifestyle of ease and comfort. Visit us to see this home for yourself, it won't last!

LOWER NORTH HILLSBOROUGH! CREATE YOUR DREAM ESTATE! I INCLUDED A COUPLE VIRTUAL RENOVATION PHOTOS THAT HIGHLIGHT THE EXTREME POTENTIAL THIS PROPERTY OFFERS! WALK TO NORTH ELEMENTARY SCHOOL AND DOWNTOWN BURLINGAME AVE. SITUATED ON A 1.1 ACRE FLAT PARCEL, THIS 7900+/- SF HOME IS LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. EVERYWHERE YOU LOOK, THE MEDITERREANEAN DESIGN CELEBRATES IMPRESSIVE ARCHITECTURAL DETAIL RARELY FOUND IN HILLSBOROUGH. THE MAIN HOUSE OFFERS 5 BEDROOMS, 6 BATHROOMS, A BEAUTIFULLY APPOINTED LIVING AND DINING ROOM WITH PERIOD DETAILS, SEPARATE OFFICE WITH WET BAR AND FIREPLACE, LARGE SPACIOUS KITCHEN, ADJACENT FAMILY ROOM WHICH OPENS TO THE SUNNY YARD AND POOL, A LARGE GUEST SUITE IS ALSO LOCATED ON THE MAIN LEVEL. THE UPPER LEVEL OFFERS A LARGE PRIMARY SUITE WITH SITTING ROOM, AND WELL-APPOINTED PRIMARY BATHROOM, PLUS (2) ADDITIONAL BEDROOMS WITH JACK AND JILL BATHROOM. ON THE LOWER LEVEL YOU WILL FIND AN AU PAIR SUITE, WINE CELLAR, AND LARGE ATTACHED GARAGE. THE SPACIOUS YARD INCLUDES A SEPARATE POOL HOUSE WITH SAUNA, KITCHEN AND FULL BATHROOM. IN ADDITION, THERE IS AN ADJACENT 2+ CAR GARAGE PLUS PLENTY OF SPACE FOR A GYM.

Welcome to 762 Chateau Dr, an opulent residence that defines the pinnacle of luxury living in the prestigious Carolands Hillsborough enclave. Nestled on a pristine street, this architectural marvel seamlessly blends timeless elegance with contemporary sophistication. Revel in an array of amenities, including an inviting outdoor pool, a tranquil retreat to the natural outdoor space, and the convenience of an elevator. This residence offers not just a home, but a lifestyle of unparalleled luxury. Schedule your private tour today and envision the limitless possibilities of refined living at 762 Chateau Dr.

Buy Then Build: Lot and Approved plans included in price. Secluded in exclusive Hillsborough, this modernist masterpiece, a three story wonder of glass that floats with the forest. Designed by acclaimed, award-winning architect Leonard Ng, the plans for this iconic 11,875 sq. ft. retreat are a meditation on minimalism, an extension from the trees that questions where nature ends & home begins. Clear heart red cedar siding opens to vast windows, soaring lines and engaging angles that lean into natural light & wide views. 7 en suite bedrooms, 9 bathrooms, a great room, wine cellar, fitness studio, wet & dry saunas, plus detached 800 sq. ft. guest house provide for exquisite living. A shimmering pool, phenomenal indoor-outdoor entertaining and meandering paths of curated native plants elevate life. Coveted location for top-performing schools, community & an ideal commute between San Francisco and Silicon Valley. See the world in a new light.

BEST DEAL DONT MISS OUT!!!!! ONE OF THE BEST VIEWS IN ALL OF HILLSBOROUGH! UNPARALLELED PANORAMIC BAY VIEWS from nearly every part of the house. 270 DEGREE+ UNOBSTRUCTED VIEWS! Experience breathtaking sunrises & sunsets right from the backyard. Embrace the good life w/ this one-of-a-kind showcase home. Contemporary design culminates w/ modern conveniences in a fantastic open floor plan; this is the pinnacle of luxury living! The home itself sits on an expansive 1.3 acre lot at the end of a private cul-de-sac. The sophisticated foyer sets the tone for the entire residence. Inside you'll find high ceilings, crown molding, recessed lightings, skylights, hardwood flooring, a semi-spiral staircase, central ac, a movie room, office, wine cellar, family room, wet bar, multiple en-suite bedrooms, high-end appliances, big living room, and more. The chef's kitchen is a masterpiece of design & functionality. There's a separate au-pair / in-law unit w/ its own access. There's a huge flat backyard overlooking everything!

ONE OF HILLSBOROUGH'S MOST IMPRESSIVE BAY-VIEW MANSIONS! Walk to Burlingame! 10 minutes to SFO! You won't believe the architectural quality and drama! Soaring Bay Views for this renovated classic, assigned to North Elementary and within walking distance of Downtown Burlingame Avenue! Best of both worlds with authentic Gatsby character, yet this house was painstakingly restored in the early 2000s to bespoke heights. Storybook street of minimal traffic, shouldered by other picture-perfect mansions, only 1.4 miles to downtown Burlingame & just 1.1 miles to North School. *Grand entertaining platform of architectural significance on 4 levels. *Ceilings soar to 25 feet. *Monumental lobby of herringbone floors & spiral staircase that towers to 22 feet. *Esquire Library + Separate Office *In-Law Apartment *2,000 bottle Pro Wine Cellar *Loft Level for Gym/Playroom *Bay-View Primary Suite of 18 ft. ceilings *Wow-Factor Rooftop Deck with Epic Bay Views to SF *Private motor court. Many curated pieces of artisan-carved furniture were designed for the house.*Plans available by TRG Architects for Deluxe Carport to match the style of the home

ANOTHER HUGE PRICE REDUCTION! $1Million Deduction! - A truly RARE LISTING that embodies opulence and exclusivity at its finest! IT DOESN'T GET BETTER THAN THIS SHOWCASE HILLSBOROUGH ESTATE! This once-in-a-lifetime property presents the perfect opportunity to live a life of luxury & sophistication, one you deserve! Tucked away at the end of a cul-de-sac in one of Hillsborough's most prestigious neighborhoods, seated on an over 1 acre lot. Commanding panoramic Bay views inside & out; from Downtown SF to the San Mateo Bridge. You get a front row seat to the true beauty of our world! The exterior is a testament to refined aesthetics & meticulous craftsmanship, embraced by meticulous landscaping & gardens + a glistening pool! The interior beacons w/ an air of elegance. Specially curated design elements include crown molding, bay windows, lighted tray ceilings, recessed lighting, & more! 6 rooms can serve as en-suite bedrooms. Two huge walk-in closet & multiple spa-like bathrooms. The kitchen is a culinary haven with all high-end appliances.

This 1920's Spanish single-level home is truly magical and unique in Hillsborough! Tucked away on a mostly flat and landscaped 1.3 acre lot in the sought-after Hillsborough Oaks neighborhood, the house features an arched entry, wood-beamed ceilings and stylish character. Highlights include a living room with cathedral ceilings, custom fireplace and windows on three sides. The great room combines an updated kitchen, walk-in pantry and family room with access to the private and spectacular deck. In the bedroom wing of the home, the primary bedroom has 3 walls of windows, ensuite bathroom and walk-in closet. Take a step outside to the true oasis of a backyard including a large pool, sprawling lawns (with a well to help with the lush landscaping), patios, decks and mature landscaping. All this, and Hillsborough's famed public schools and minutes to 280 and 101.