Hillsborough CA Real Estate & Homes for Sale
The median home value in Hillsborough, CA is $4,800,000.
the county median home value of $1,368,400.
The national median home value is $219,700.
The average price of homes sold in Hillsborough, CA is $4,800,000.
Approximately 81.95% of Hillsborough homes are owned,
compared to 6.5% rented, while
11.55% are vacant.
Hillsborough real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Hillsborough real estate agent to arrange a tour today!
THE CALIFORNIA ARCHITECTURAL DREAM...MODERN TRANSITIONS OF HOME AND GARDEN. This is it! Hillsborough's absolute #1 location, the highly coveted and scarcely available Country Club Manor. With virtually no through-traffic, you will treasure a rarely traveled circle, walk-friendly to downtown Burlingame Ave...the best of the best! Re-imagined in the 2000s by the current owner, this indoor/outdoor floorplan revolves around an enormous central Great Room with 11 ft. ceilings that defines "open concept." Seamless flow with glorious, 100% usable half-acre. 4 beds, 4 full baths in the main home, plus 1-bed, 1-bath luxury ADU built in 2010 with 10 ft. ceilings. Refinished PebbleSheen pool, new designer color palette in and out, vast lawn, well for irrigation, copious sun from east to west. Side patio behind ADU for future sport court or bocce. Less than a mile from downtown Burlingame, North/Crocker Schools. Walkable prestige, the very essence of Town and Country welcomes you warmly
This lower Hillsborough home is serenely set at the end of a quiet cul-de-sac, creating a peaceful respite from the hustle and bustle of everyday life, while being mere minutes away from downtown San Mateo, Train Station and Highways 101 and 280. The sunken formal living room offers a brick surround fireplace, cathedral beam ceiling and near floor to ceiling windows creating a feeling of spaciousness. The formal dining room has large windows and a unique illuminated tray ceiling. The natural light filled kitchen overlooks the tranquil rear yard and a warm breakfast nook offers a casual dining area for family meals. The separate living and family rooms provide abundant space for gatherings. Richly hued hardwood floors run throughout the home. The home's ambiance becomes an enjoyable setting for entertaining guests or relaxing while taking in the beautiful surroundings. The expansive lot provides an abundance of opportunities to make all of your outdoor dreams come true.
A rare opportunity to own a one-of-a-kind compound that has been "gutted to the studs" and meticulously rebuilt from the ground up and crafted to provide a quality of living impossible to recreate. Situated in a large corner gated lot on one of the best streets in Hillsborough walking distance to schools and Downtown Burlingame. Some of the highlights include unique cedar fencing / a new deluxe elevator from garage to main level / smart home - iPhone controllable lights, music, temperature, gates, garage doors, & pool / distinctive design - every hardware & fixture is innovative & deluxe / 2 DaVinci Fireplaces with backlit translucent stone wall cladding / state of the art kitchen with top-of-the-line sinless-steel appliances / accordion-style fully opening patio doors, and much more. The approx. 4,900+/- SF total floor area includes 4,000+/- SF of living space and 900+/- SF garage area. An approved 800+/- SF (not built) ADU plan is included. POSSIBLE 5,700+/- FUTURE FLOOR AREA.
Hillsborough NEW CONSTRUCTION / Living Space: 5,109 sqft and Lot Size: 21,000 sqft / Stunning attention to detail / Landscaping and a grand entryway invites you into the large entertainment room and open interior / Enjoy indoor-outdoor living w/La Cantina sliders / The living and dining rooms are centered around a feature fireplace / European white oak hardwood floors / Kitchen has Miele and Liebherr appliances, sweeping countertops, and high-end fixtures / Office w/built-in cabinetry and views over the front yard / Five bedrooms featuring master walk-in closets, five full baths, and two half baths throughout / Distributed audio system / LED lighting / Network system / Three-zone heating/cooling / Jeld-Wen windows / Two-car garage w/guest parking / Storage / EV charging plug / Outdoor BBQ Area / Outdoor Fire Pit Area/ Come indulge in this one-of-a-kind residence while its still available!
Located on a beautiful .75-acre resort-like lot in the desirable Tobin Clark area, this stunning home offering 6BR/6BA plus a wood-paneled library, makes a commanding first impression. Spanning 6,350 s.f. of magnificent living space, this grand and luxurious home offers tremendous room sizes, soaring ceilings, marble baths, elegant wainscoting and regal fireplaces. The outstanding chef's kitchen with butler's pantry, top-of-the-line-appliances, center island, breakfast nook, and large family room/great room is sure to be the home's central gathering place and offers a seamless connection to the exceptional rear yard and tremendous terrace that overlooks the pool, spa, and verdant grounds. Lookout on the balcony of the luxurious master suite to serene canyon views. Enjoy Hillsborough living style here. Excellent neighborhood schools. Easy access to 92, 101 and 280 to connect SF and Silicon Valley.
The main house has five bedrooms and 3 1/2 full bathrooms And a laundry room. the guest house has 2 bedrooms 3 full bathrooms and two living areas and the kitchen and laundry area. So there are seven bedrooms 6 1/2 bathrooms a laundry room and a laundry area. Square footage 4691 and the guest house square footage 1326
FOR THE MOST DISCERNING OWNER, THIS LUXURIOUS ESTATE, REMODELED IN 1996 BY A PRINCIPAL ARCHITECT OF FRANK LLOYD WRIGHT'S COMPANY OFFERS CONTEMPORARY LIVING WITH 6 BEDROOM SUITES AND 7 BATHS PLUS 2 HALF BATHS, A LARGE KITCHEN THAT ANY GOURMAND WOULD APPROVE OF! OTHER APPEALING AMENITIES INCLUDE A HUGE LIVING ROOM AND DINING ROOM, GAME ROOM, MEDIA ROOM, WINE CELLAR, AND THE HOME FEATURES A UNIQUE INDOOR POOL. LOCATED IN THE CAROLANDS AREA, THIS ESTATE HAS IT ALL!
This prestigious Lower Hillsborough estate is set behind gilded ebony gates. The grand colonial is perfectly positioned on 2/3 acre with vast level land at the front and rear plus pool and spa added during the whole-home renovation. Spanning more than 7,000 sqft, entirely transformed with modern accoutrements in the past 5 years, the homes mid-century origins now exude 21st century luxury. Classic moldings, wainscot paneling, and finely crafted millwork present understated elegance. An executive office awaits todays work-from-home lifestyle, and a fitness center adjoins the primary suite, which has been expanded to include a couture-worthy closet room. There are 6 bedrooms, providing ample options for guests, additional office space, and family members. Three of the bedrooms open to a covered veranda, which spans the rear of the home and overlooks the magical grounds. This is an undeniably perfect Hillsborough home, just a short stroll to Burlingame Avenue and excellent local schools.
Truly a must-see home! 25 Bridle Way is an amazing example of the Tudor Style that architect David Adler prided his work on. This sprawling home that is steeped in history, includes 7 bedrooms and 6 1/2 bathrooms. The homes Incredible formal living room would be appropriate for Gala Events and is reminiscent of great rooms in large-scale mansions in the English Country. The home originally served as one of three carriage houses to Celia Tobin Clark's "House on Hill". A noted horse person, she insisted that the stables and carriage house be completed first, prior to the beginning of the construction of the hand built historic, House on the Hill. It is being offered for sale for the first time in multiple decades and has been in the same family for 40+ years. This is an amazing opportunity to call a piece of history home.
Located on a private cul de sac sits this contemporary Cape Cod style home located on a resort-like .89 acres. A grand marble foyer leads to a formal living room and large executive office all with 11+ft high ceilings. Above a few steps sits a spacious formal dining room, a large kitchen fully equipped with ample counter space and double fridges. Off the kitchen is a large family room and entertainment bar that opens to your private outdoor oasis equipped with a basketball hoop, pool/spa and regulation sized tennis court. This home boasts an endless list of amenities that includes multiple private balconies, bay views, a 3 car garage, sauna/steam, 2nd family room upstairs, attached in-law with full kitchen, updated security and lighting. Located a short proximity to world class public and private schools, transportation and shops, you wont find a more complete home.
*Panoramic views of the hills, greenery and the bay from breakfast room family room, living room, master bedroom and kitchen! *Well built home on top of a hill *Two office spaces *Gym area *Low maintenance front and back yard . *Swimming pool and jacuzzi *Enjoy any meal morning/ evening or sit down and enjoy a glass of wine or a cup of tea from the balconies right outside the bedroom, living room and family room with breathtaking views *Fully equipped with Bose surround sound system *All hardwood floors *Two bar areas one in formal dining room one in the family room *Extra large master suite, converted two bedrooms into one *Gated driveway with parking for six cars plus three in the garage *TV in the family room tucked away in the ceiling operated by a remote control when needed *Separate in law unit with two bedrooms or one bedroom and the other room can be converted into an office and sitting area *Fully renovated in 2016 with permits https://my.matterport.com/show/?m=43dz22eb4aX
Stunning home located on one of lower South Hillsborough's most coveted streets, close proximity to top-rated schools & downtown San Mateo. Elegant, yet well-suited for today's lifestyle, with designer finishes, architectural details, and an ideal floor plan comprising over 4,100s.f. A beautiful kitchen remodel was just completed featuring a center island, new high-end appliances, sunlit casual dining space, and an adjoining family room. Spectacular Mahogany-paneled library/office with fireplace & bar, plus an additional office upstairs. Four generously-sized bedrooms are arranged together on the upper level, including a chic master suite with fireplace, deck, walk-in closet, and spa-inspired marble bath. The grounds are nothing short of breathtaking, with a south-facing rear yard featuring a lovely stone patio, sprawling level lawn, ample play space, and supreme privacy. This turn-key property offers tremendous amenities in a premier location close to downtown and top-rated schools.
This elegant Georgian style home offers an impressive pedigree. The grace of this home has been enjoyed by some of the most influential families past, present, and now future. This magnificent residence offers flexibility for 8 bedrooms and 6.5 baths in the main house with Aupair quarters and a full bath. The home features fine details and craftsmanship, plus a light-filled floor plan. The home is the definition of comfort and elegance. The grounds provide an additional dimension with an enormous patio that has two large white pergolas that run the width of the home. From here you are surrounded by gorgeous gardens, groves of redwoods, and a sparkling pool and level lawn. The grounds offer room for a tennis court or guest house. The possibilities are endless. Tucked behind private gates, this impressive estate offers you a rare retreat, just minutes from the amenities the Peninsula has to offer.
SUPERB LAND VALUE: with a Panoramic Billion Dollar Bay View, Total privacy w/ a long driveway. Remodeled in 2010 w/c includes hardwood flooring throughout, updated kitchen, newer refurnished paints. -IT CAN ALSO GENERATE INCOME BY GETTING IT RENTED WHILE BEING DEVELOPED -GREAT POTENTIAL FOR REDEVELOPMENT W/C WE PREPARED THE PLANS FOR YOU SO DONT MISS THIS RARE FIND!! *Proposed Plan (In Final Subject for Approval) 2ACRE LOT w/ THE MAGNIFICENT BILLION-DOLLAR PANORAMIC VIEWS of the SF BAY, YOUR DREAM HOME AWAITS!!! *THIS HOME WILL HAVE IT ALL! It will have 8,271 Sf* of living space & will have 6 En-Suite Bedrooms, Study, Wine Cellar, Mud Room, Elevator, & Laundry Rooms on each floors! Huge Backyard will have Infinity Pool/Spa where you can admire the views, from the Citys sparkling lights, to the airplanes landing & taking off from the SF International Airport. The Backyard will offer an outdoor kitchen & Lounge, gardens, Tennis Court & Bocci Ball Court (NO DRIVE BY. APPOINTMENTS ONLY)
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. New custom-built water well. Three private gates - resident driveway, guest driveway, and pedestrian walkway. 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.
This charming 5,800 sq ft main home sits on a private and picturesque 1.75 acre lot with breathtaking views. A grand foyer introduces two levels of living offering a flexible floor plan that is perfect for today's needs. The home features 6 bedrooms and 6 plus baths including 2 master suites, family room, office, wine room and 3 car garage. Exterior amenities include a pool house with adjoining bath, pool and spa, putting green, treehouse, and a vineyard grafted from the Sonoma Valley. Saunter through the sequestered gardens of this stunning estate as you sip your own Pinot Noir.
A Stunning Example of Architectural Perfection / This Newly Rebuilt Home is Sure to Take Your Breath Away / Unobstructed Bay and Canyon Views / Main House 6 BD and 5.5 BA / Studio Guest House / Miele Appliances / Waterfall Marble Kitchen Island / 378 Bottle Temperature Controlled Wine Display / Grand Entry / High Ceilings / Open Floor Plan / Italian Poliform Cabinetry / European White Oak Hardwood Floors / Exquisite Marble and Stone Throughout / Distributed Audio System / Prewired Surveillance System / Network System for Entire House / 3 Car Garage / EV Charging Plug / 4 Zoned Heating and Cooling System / LED Lighting Throughout / Office with Builtins / Movie Room with Surround Sound System / Western Windows / La Cantina Sliders / Luxurious Indoor/Outdoor Living / 2,000+ SF of Decking / Large Backyard with Grass / Room for a Pool / Views from Every Window / Treat Yourself to an Elevated Lifestyle Most Can Only Dream Of / This Home Has Everything For The Most Discerning Buyers
This truly exceptional home is an architectural jewel on the end of a cul-de-sac on the coveted Bridge road in Lower South Hillsborough. The modern aesthetic enjoys an open floor plan that seamlessly blends interior and exterior. The home enjoys 5 bedrooms, 5 bathrooms, plus a dedicated office. With high ceilings, exposed beams and floor to ceiling windows, you will feel as if you are in a zen retreat. The side-by-side 4-car garage is equipped with a Tesla charger and can easily host your elite car collection or it currently hosts a dynamic home theatre at the far end. On .55 acres you will find endless possibilities to enjoy. The currently owners worked tirelessly on beautiful plans to remodel the residence, while still keeping the contemporary architectural styling. Renderings and plans available. We will have a window on February 13th to show this masterpiece, book your showing window now. All Covid-19 requirements in place.
Perfectly located in the heart of South Hillsborough on a .52 acre lushly landscaped lot, this property is the hallmark of quality & comfort. Built in 1960 by renowned architect George Sinclair & Associates boasting a hallmark of notable architecture, attention to detail, large public spaces and effortless flow. A gracious interior with sophisticated charm makes the home perfect for todays work from home lifestyle. Abundant light-filled interior & seamless transition between the open interior floor plan & tranquil gardens, spacious patio, mature specimen trees, serene pool ideal for gracious entertaining on any scale and comfortable, style family living. This is an exceptional home for the past, present and the future.
5,680 SQUARE FEET of ultra-luxurious living space, completely, and lovingly rebuilt by current owners. Set atop a gentle .58 acre knoll, there is absolute privacy and serenity, with all main rooms opening onto stone and garden terraces, natural light and spectacular Views. Within are 4 en-suite bedrooms, including 2 master suites with sitting areas, formal living and dining rooms, chefs kitchen with Breakfast room, adjoining family room, sunlit gallery, office/library, workout room. Additional features include a perfect site for a pool and A.D.U, new raised metal roof, state of the art electronics with Wifi, Sonas sound, home security, energy efficient climate control with 3 separate heating and air conditioning Systems. Exquisite architectural features include wood paneling, wainscoting, crown moldings, hand finished white oak hardwood floors, structural vaulted ceilings, plank wood exterior siding. Creating the perfect lifestyle are award winning schools,
Spectacular panoramic views of the San Francisco Bay and mountains! Tastefully updated. This large and light-filled 2-story contemporary home sits atop a hill providing maximum privacy. Ample driveway with many guest parking, skylights, fresh new paints, beamed ceilings, and an updated wood deck. Move-in ready condition! Conveniently located, this home offers easy access to the 280 Freeway and the many shops and restaurants of Downtown Burlingame and Downtown San Mateo.
STUNNING HOME IN PRIME LOWER HILLSBOROUGH IN PRIVATE SETTING!! This home has been masterfully renovated within the past 5 years showcasing interiors with chic sophistication. Carved plaster moldings and lustrous hardwood floors recall the homes heritage while dazzling new lighting and perfectly selected wall coverings and paint finishes add remarkable designer panache. The remodeled kitchen opens seamlessly to the family room and connects to a wraparound deck that overlooks the newly renovated pool, spa, and heated lounge all surrounded in eco- friendly synthetic lawn. The three-level floor plan comprises 5 upstairs bedrooms and 4 baths, including the renovated primary suite. Accommodations continue on the lower level with amazing flexible-use bonus space that includes rooms for media and recreation, play, area, workout room, a bonus/bedroom and newly renovated bath, plus wine cellar potential. (basement area not included in SF)
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.
This beautiful like-new ranch home sits regally on a knoll in central Hillsborough. Enjoy bay views from the tall windows in the living room. The large kitchen has modern cabinets and an island that blends into the family room. A spacious master suite with separate tub & shower has Porcelanosa features. The newly landscaped backyard is perfect for outdoor dining and lounging, with a sliding glass door that leads directly into the family room. This property offers a lot of privacy with magnificent fruit trees and new iron gates leading to the backyard. Bonus room in the basement is perfect for a gym/entertainment room or separated quiet office space. This home also boasts a separate formal dining area. Come take a look!
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.
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