Hillsborough CA Real Estate & Homes for Sale

Unlock the front door to your dreams & start making memories youll cherish forever in this extraordinary Hillsborough home. Tucked away at the end of a private cul-de-sac. Surrounded by a canopy of trees & lush greenery. Located close to 280 for smooth commuting. Access to several acclaimed schools. Inside youll find high ceilings balanced by hardwood flooring, carpeting, & tile. Great floor plan bathed in light, perfect for hosting & everyday dwelling. The living room is spacious w/ an additional family room. The dining room offers scenic views of the hills. The well-equipped kitchen features high end appliances from brands such as Viking, Sub-Zero, & more plus, a center island w/ more built-in appliances. At the end of a long day you can retire to one of several comfortable bedrooms. The luxurious primary has a pristine ensuite bathroom & large custom closet. The private backyard is wide w/ a deck & grassy lawn. If home is where the heart is, this home is sure to capture yours

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.

This classic contemporary home enhances the owner's daily routine: four large bedrooms, a beautiful bathroom, formal foyer, living room, and dining room provide residents with peace and quiet. Beautiful hardwood and tile flooring throughout the home. The kitchen has a great room concept with a dining area and adjoining family room. The appliances are also equipped to good specifications. A central vacuum system and convenient hallway laundry make indoor care easy, and the 3-car garage has custom built-in cabinets for all your storage needs. The property is ideal for family and friends gatherings indoors and out. Gently sloping grounds with fruit trees, terraces, and evergreens complete the image of this tranquil setting. Hillsborough schools are just a short distance away and shopping and highway access are convenient.

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 beautiful views. This magnificent estate presents a unique opportunity for the discerning owner seeking that special, one-of-a-kind property.

Nestled in Lower North Hillsborough, sits this stately traditional-style 6,000+/-square foot home located in Prestigious Fagan Estates. This stunning five bedroom, four and two half bath estate features an expansive living and dining room with grand picture windows and an abundance of natural light, a large family room and a contemporary kitchen. In addition, enjoy a wood-paneled library, a separate office and an amazing indoor/outdoor glass-enclosed pavilion that overlooks a nearly half-acre Japanese garden. There is room for all with an expansive first-floor primary suite with a sitting area and plenty of closet space. Four additional bedrooms complete this home. The rear Japanese Garden was designed by Renowned Landscape Architect Katsuo Saito. Enjoy over 20 heritage trees including Cut Leaf Maples and Black and Red Pine Trees and numerous anchor stones throughout the garden. An iconic 10,000-bottle wine cellar, temperature controlled at 48 degrees and humidity controlled at 70%.

Remember the old, tired Fagan Estates Mansion? NEW LIFE HAS TRANSFORMED THIS HOME INTO A ONE-OF-A-KIND MODERNIZED SMART-HOME MANSION! THE IMPOSSIBLE WAS JUST DONE W/ THESE MULTI-MILLION DOLLAR RENOVATIONS! This magnificent estate perfectly integrates timeless architecture w/ a modern interior, brimming w/ top-of-the-line amenities. An estate fit for royalty! Interior has 100s of recessed smart lighting, smart thermostats w/ AC, motorized hunter Douglas, & Sonos speakers throughout; all controlled by a smart phone. BRAND NEW & MODERNIZED KITCHEN & 8.5 NEW BATHROOMS. Highlights include 8 new HVACs, majestic stained-glass windows, artisan stone grand fireplaces, high ceilings, gorgeous living room, manicured landscaping, all windows w/ an extra layer of glass, guest parking for 30+, & SO MUCH MORE! Too many details to list, to see is to believe! Exterior was transformed while preserving the classic fa?ade. Exterior has a sprawling green lawn & sparkling pool. Adjacent Lot also for sale.

Don't miss this beautiful home located in the most exclusive area of the SF Bay 2.0 acre lot - Featuring 5 bedrooms and 3 bathrooms , Kitchen space with black onyx granite countertop. The expansive terrace and deck area welcomes outdoor entertaining surrounded by partial views of the Bay. Enjoy a massive main-floor owner's suite offering terrace/deck access.Relax in the large living room or entertain in the dining area surrounded by a two-sided fireplace and access to terrace/deck area.With high ceilings, exposed beams and floor to ceiling windows in both the living and dining areas.Five Large Bedrooms, newly remodeled baths are grouped together on one level, one of bedrooms shown as an office in pictures. Primary bedroom with plenty of natural light,New homes are being built on the street which could increase the value of this home over the next few years. Secluded from everyday street traffic.

HILLSBOROUGH'S SKY PALACE...An unrivaled Bay-View mansion within 15 minutes of SFO airport. This opulence and scale are rarely seen! Glamorous Jetliner vistas above the Bay, San Mateo Bridge, airplanes touching down, and glittering lights. Built new less than 6 years ago, the architecture centers around a Royal 3-Story Staircase that soars over 30 feet above. Surely one of the most epic entries in all of Town, & the perfect pivot to every grand living space you can imagine on 3 levels. The 2nd (main) level showcases Bay-view entertaining with morning sun from the east for your huge luxury kitchen (with 10 ft. ceilings) & family room. The Bay-View terrace is like an outdoor living room for all party seasons. No luxury is spared from room to room: 6 beds, 7 full baths, CEO Office, Ultra-Luxe Primary Suite, Top Floor family quarters w/ mezzanine media lounge. Entry level (1st) is like having another house: lounge, wine tasting room, gym, billiards, sauna, au pair/in-law, home theater!

LIFE AT THE TOP: HILLSBOROUGH'S MOST EXCITING NEW DESIGN! At the intersection of light, vistas, and design prowess, we embrace this innovative composition overlooking the Bay. Marin County architect Brooks McDonald fuses organic materials and clean lines that speak to the strength of this North Hillsborough knolltop. Destined to be a masterwork in the Transitional genre, your chance to acquire the land & ADRB-approved plans, ready to be built to your vision. Luxe inspirations of legendary Southern California architects Scott Mitchell & Paul McClean, resort flair. Hillsborough's most exciting new design, now awaits curated construction by local artisan Nejasmich Developments. *Price is for Land & ADRB-Approved Plans *5 beds, 5.5 baths, 2-Story Lobby * Stunning 2-Story Indoor/Outdoor Great Room ceilings soaring to nearly 20 feet! *Zen-Spa Primary Bath Opens to Bay-View Terrace * Main house is 6,240 + 543 foot detached ADU = 6,783 feet brand new luxury. 3-car garage is an added 909 feet.

Welcome to this spacious family home on the highly sought after, Ascot Road. Entering into the foyer that leads to the large and bright common areas. The formal living and dining rooms include walls of glass that open to the beautifully landscaped private backyard. The chefs kitchen features a large island and is connected to the family room. The left wing of the house leads to four the oversized bedrooms suites. Upstairs youll find an office loft and grand master bedroom with sizable walk-in closet and bath. Designed around the yard, the backyard retreat features an expanded patio with fire pit, large grass lawn, and a pool/spa, perfect for entertaining. The yard also features a built-in outdoor kitchen/BBQ. Just a couple minute drive to downtown Burlingame and San Mateo, this impeccable home is ready for its next family!

Wow! Right as you enter you will be greeted by spacious living quarters w/ high ceilings, an ideal floorplan, & craftsman style details such as tasteful wood ceilings. Much of this home offers scenic views of the backyard, a space reminiscent of a forest w/ lots of mature trees & a peaceful stream. The backyard offers several decks w/ plenty of space for the adults to host loved ones or to relax & mediate by your own private serene stream. And for the kids, lots of space to play & explore amongst the trees. Inside, large windows abound bathing the floorplan in natural light. The living room is more than accommodating. The kitchen has stainless steel appliances w/ the dining room just around the corner. All the bedrooms are a peaceful retreat w/ the primary featuring a balcony overlooking the backyard & ensuite bathroom. There's also a family room w/ sliding glass doors leading out to another deck. Lastly, this location is a short drive to downtown, Hwy 280, & multiple coveted schools.

This opulent estate in the Carolands area spans 2 acres. The grand foyer leads you to a light-filled formal living room complete with high ceilings and a fireplace. The gourmet kitchen will help you prepare for hosting luncheons and dinners in the elegant banquet room. Afterwards, you could proceed to the salon to unwind with cocktails and games. Move between floors in your very own elevator, use the wine cellar to store your collection, and set up to work remotely in the library. Relax during the afternoon or evening in one of the many spacious bedroom suites. The backyard includes a playground area and 1 bedroom guest house with lanai to live it up during the warmer seasons. Matured gardens make for delightful outdoor lounging or entertaining - enjoy the pool & spa or organize a tennis match with friends. Parking is plentiful with a?4 car garage and the expansive driveway prominently features a stately fountain.

Experience idyllic indoor-outdoor living in this tastefully renovated 4BD, 4.5BA Hillsborough home! Enhanced features, contemporary design, and a stunning open-concept interior have shaped it into an entertainer's paradise. Hardwood flooring, crisp white tones, and serene natural views create a welcoming ambiance throughout the 3,549 sqft layout. Sunlit and spectacular, the great room is warmed by a sleek linear fireplace flanked by stylish built-ins, and expansive glass sliders allow a seamless flow to your wraparound terraced gardens, sports court, and the large deck facing the airport and bay. The remodeled gourmet kitchen has upgraded stainless steel appliances and a multi-seater island. The primary ensuite's oversized shower and separate soaking tub immerse you in spa-like relaxation. Notable items include a den, private office, and detached 2-car garage with a bonus room. Come for a tour before the opportunity passes you by! Per County Records: SQFT is 3,230 & BA count is 4.

Introducing 333 Bridge Road, a stunning mid century modern masterpiece transformation. Located in prime Lower South Hillsborough, this premier property sits at the end of a cul-de-sac, offering unparalleled privacy. Boasting 4 bedrooms including a large primary retreat, 4.5 bathrooms and just under 4,300 sqft of living space. With wide white oak floors, walls of glass, and an open-concept design, this home is a true example of modern luxury. All new kitchen is equipped with Wolf, Cove, and Sub-Zero appliances. Additional features include a large media room, laundry room, powder room, and 4-zone heating / air conditioning. The level rear grounds include a solar-heated pool and separate spa, elevated terrace with fire pit, and drought-tolerant synthetic lawn bordered by terraced gardens. Conveniently located between San Francisco and Silicon Valley, with top rated schools, restaurants, and boutique shops. Experience luxury and California elegance at its finest!

Exclusive Luxury Property for Sale in Hillsborough - A Must-See! Experience unparalleled luxury and sophistication in one of Hillsborough's most sought-after locations. This exquisite property showcases the finest aspects of elegant living, nestled within an elite and well-maintained community. Boasting a generous 1.04 acre lot, this stunning home offers an exceptional lifestyle for discerning homeowners. This sophisticated home offers an exceptional lifestyle, featuring a seamless integration of the kitchen, dining, and living areas in the expansive great room. The luxurious master suite includes a roomy master bath and custom walk-in closet, while the open floor plan is bathed in natural light. The resort-like outdoor space boasts a sparkling pool, full-sized tennis court, and a spacious deck with a BBQ area and an additional dwelling unit (ADU) room. Don't miss the opportunity to embrace the distinguished and opulent lifestyle that awaits you in this must-see Hillsborough gem. Property Website: http://www.135bellavistadr.com/mls/98191256

Gracefully situated on a private and gated .70-acre lot, this majestic +/-5,860s.f. home offers grand-scale rooms in a seamless floor plan. Comprising 5 bedrooms & 6 full baths, this home is thoughtfully designed for today's lifestyle. Features include a stunning foyer, huge living room with a see-through fireplace adjoining the elegant formal dining room, a wood-paneled family room with fireplace, wet bar, custom bookcases, and a sliding glass door leading to the stunning rear grounds. The chef's kitchen with center island & breakfast nook with fireplace open to the amazing yard. A large office with fireplace, & incredible primary suite replete with marble fireplace, two walk-in closets, two bathrooms & dressing area are just a few of the highlights of this extraordinary home. The remarkable grounds feature large patios, a sweeping lawn, pool, enchanting pathways, and a large storage shed. This extraordinary property is truly the epitome of grandeur and elegance in the finest location

Welcome home to 837 Chiltern Road. An Entertainers paradise with captivating views, oversized rooms and finishes befitting a custom hillside paradise in Hillsborough. Nestled on an approximate half acre hillside lot, this custom abode has low maintenance landscaping and several patio spaces for entertaining and gazing. Main level features gorgeous and timeless hardwood flooring, a formal living room with soaring tray ceiling, formal dining room with views, large kitchen with Island, and one of the multiple primary bedrooms. Upper level features an oversized primary bedroom with a private balcony and amazing views. The suite features a separate sitting room, two walk-in closets and two full bathrooms. Two additional oversized Jack and Jill bedrooms also share 2 full bathrooms. The lower level features 2 garages, a possible 3rd primary bedroom or 2nd family room as well as 2 wine storage areas.

2.5+ acre estate in the heart of Hillsborough! This architecturally magnificent gated estate is nestled at the end of long private driveway and is on the market for the first time in almost 50 years! Situated on secluded park-like grounds, this structure is a work of art featuring uninterrupted style and craftsmanship that blend an array of materials, unique finishes and unsurpassed woodwork throughout. Highlighting the integration of indoor and outdoor spaces, this house features a front courtyard, open loggia corridors, lofty timber-beamed ceilings, pool house and guest house, oversized pool, tennis court, al fresco dining patio, garden terraces, magical strolling paths and impeccable grounds.The main house is approx 6,310sf with 5 bed/5.5 baths; the two additional structures have a combined 1,000sf (approx) with 1bed/1bath. This Hillsborough home feels like you are away from it all even though it's just minutes from major freeways, Silicon Valley and San Francisco.

Unique opportunity to buy, then build a 2 story California Craftsman with approve plans. Situated on a level .51 acre lot on one of Hillsboroughs most highly sought after streets in the Country Club Manor Neighborhood. Walking distance to award-winning Hillsborough Schools and Downtown Burlingame. Combining natural beauty and sophistication, this approachable and livable design shows impressive curb appeal with classic covered porches and refined millwork throughout. The approved plans consist of 5 spacious bedrooms, 4 bathrooms + 2 powder rooms spanning 4,663 sq. ft. of living space and a 1 bedroom, 1 bath +/-550 sq. ft. ADU. With ultimate polish and panache, and completely custom throughout, this home will captivate the most discerning of homeowners with the desire to build their dream home.

Newly Remodeled | Open Floor Plan | Eat-In Kitchen with 9-Foot Island | Thermador Chef Grade Appliances | Zephyr Hood and Wine Refrigerator | Sharp Microwave Drawer | Great Room with Grand Ceiling Height | Four Bedrooms Including Two En Suites | Three New Spa-Like Bathrooms | Laundry Room with Electrolux Appliances | Two-Car Attached Garage with New Cement Slab | Expansive Driveway | Grand Perimeter Trees | New Sprawling Turf Area | Newly Fenced Yard and Landscaping | Award-Winning Schools

ONE OF THE BEST BAY VIEWS IN ALL OF HILLSBOROUGH! AN ABSOLUTE TREASURE & LANKMARK PROPERTY! These views MUST BE SEEN IN PERSON to truly admire, we mean it! Stunning unobstructed panoramic 270-degree+/- views as far as the eye can see, to the blue waters of the SF Bay & beyond! Enjoy breathtakingly vibrant sunsets & cool relaxing nights under the stars. Privacy & luxury are other hallmarks. You can go ahead & move right into this TURN-KEY RENOVATED home or use the preliminary architect drawn renderings of a new DREAM HOME. The move-in ready home offers scenic views from almost every room in the house, plus an open floor plan & premium renovations. The new dream house will sit in a new location way back, w/ a HUGE flat yard on the front & side. You get everything you could want, long driveway, total privacy, immaculate billion-dollar views, huge backyard, exclusive neighborhood & a home sure to impress everyone. Photos: https://greenbanker.com/255pinehill/ *Tenant occupied dont drive in.

SECLUSION and SOPHISTICATION with all the Grandeur of a Newer Modern Construction! Built New in 2001, discover Modern-Era Luxury with Charismatic Design. One of the very best blocks in the Carolands neighborhood, shouldered by mansions. 610 Pullman occupies the perfect spot in the neighborhood of minimal through-traffic and flat streets. The feeling of privacy and separation from neighbors is divine, showcased by a huge sunny yard, resort-like waterfall feature, giant rectangle pool and spa, and tons of space for kid's play structure or ADU. An impressive 5,740 sq. ft. spans three levels of living. *5 bedrooms, 5.5 bathrooms, CEO Library, plus lower level Rec Room ideal for Media, Gym, or even a 6th bedroom/Guest hideaway. *Awesome high ceilings *Smooth Modern Floorplan and Main Level Suite that acts as a Second Primary* Resort-style Pool/Spa, Space for Outdoor Kitchen, Vast Open Lawns.

CHATEAU NOUVEAU...nearly 9,000 feet of Contemporary Zeitgeist. Discover this Residential Work of Art at the very heart of Lower South Hillsborough. Architecture that designers dream of with towering ceilings, open flowing spaces, and bold, exciting statements in the modern vernacular. Imagine crafting a re-invented color palette, your minimalist interior design vision, or eclectic interpretation on a grand scale. 6 beds, 6.5 baths, Office, Gym, Screening Room, Recreation Room, Indoor/Outdoor Loggia, 4-car side-by-side garage, plus gated 2-car carport. This pancake-flat lot of .78 Acre is 100% usable and welcomes your new ADU/Pool House Ideas. Just steps to South School and the Hillsborough Racquet Club, this is a special location filled with history, prestige, and utmost convenience. *Seller may entertain Seller Financing to Qualified Buyers*

Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629)

Timeless character & architecture awaits w/ an impressive 7,600 SqFt of living space. Taking cues from the neighborhood, this home offers total privacy & lots of verdant foliage. Quality craftsmanship takes center stage in this one-of-a-kind tutor abode. The wide-open & airy ambiance this floor plan offers is the perfect platform for both entertaining on a grand scale & everyday living. High ceilings, hardwood, crown molding, custom fireplaces, a grand staircase, tall windows, & intricate design elements can be found throughout. Expansive living quarters on multiple levels & two separate kitchens make way for plenty of room for you & your family/guests. Aspects include a fully equipped kitchen, huge formal dining room, custom library, grand office, a master suite fit for royalty, 2 decks w/ BREATHTAKING PANORAMIC SF BAYVIEWS, two living rooms & MORE! Private backyard oasis w/ a sparkling pool & lush lawn. Walking distance to Downtown Burlingame / North Elementary & Crocker Middle.