Hillsborough CA Real Estate & Homes for Sale

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)

One of the finest properties to ever hit the market... a spectacular 2.24 acre trophy estate in the heart of Hillsborough. Classic architectural styling meets modern sophistication at this French country manor designed by renowned local architect Farro Essalat with approximately ~11,500 Square Feet of living space between the main house and guest house. Tucked away at the end of a setback driveway for the utmost privacy, the home's natural illumination uplifts grand interior spaces that imbue a sense of scale and panache, with exquisite period details such as beautifully stained oak hardwood floors and dramatic exposed-beam ceilings. Pool, full size tennis court, a three-level guest house, underground wine cellar, and breathtaking bay views, this property has it all. Hillsborough has exceptional access to boutique shopping, fine restaurants and Vista Park lies just up the road - a year-round children's playground with outdoor recreation. (Square Footage Per County Records: 8,065)

Timeless character & architecture awaits w/ an impressive 8,000 SqFt of livingspace. 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 offers 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 with BREATHTAKING PANORAMIC SF BAYVIEWS, two living rooms, & MORE! Private backyard oasis with a sparkling pool & lush lawn. Walking distance to Downtown Burlingame and North Elementary & Crocker Middle.

REMODELED THROUGHOUT MOST, COMPLETED IN 2023. The BEST location with a HUGE flat three-quarter-acre lot with usable land. One of the best deals you can possibly find in Hillsborough. The lot features sprawling lawns, a sparkling pool, & total privacy. Lots of space to play and entertain with the whole family. Minutes from Downtown Burlingame & prestigious schools. This Monterey Colonial has been totally transformed. Luxurious finishes can be found all throughout. Excellent floor plan overflowing w/ natural light from large windows & skylights. Host with ease. Well-sized living room & kitchen / family room. The NEW modern kitchen is constructed with high-end appliances. All the spacious bedrooms are en-suite with NEW pristine bathrooms & new closets. Lower level can be a home gym / play room / entertainment room. Home office and laundry room. Most lights controlled by smart features. Brand new heater. TOO MANY DETAILS, the list goes on and on. Take advantage of this rare opportunity.

Newly transformed modern farmhouse in the Carolands, walking distance to West school. This 4BR 4.5BA home offers an open and casual layout. Greeted by a paved semi-circular driveway, with exterior features such as wrap around terraced yard with planting areas, a huge private courtyard, sport court and a large deck with views of the airport and bay. The interior is equipped with hardwood floors, recessed lighting, and an open floor plan. The remodeled kitchen looks out onto the courtyard and also overlooks the dining area. Nearby lies the bright and spacious formal LR with vaulted ceilings, and a gorgeous fireplace. Adjacent to the LR is bonus room, perfect for an office. Sliding glass doors connect you to the private courtyard, making this home ideal for indoor/outdoor entertaining. Other highlights include a grand master suite, updated bathrooms, and a large detached garage with a bonus room, extra storage and plenty of guest parking.

This beautiful, colonial in coveted South Lower Hillsborough blends traditional time-honored architecture with today's modern California lifestyle The open floor plan features fine details & craftsmanship, offering comfort, style, and elegance. Interior spaces include a grand foyer with a sweeping staircase, a sizeable step-down living room w/fireplace, formal dining room, & updated kitchen that extends into the family room & casual eating area.The second level hosts an exquisite Primary Suite overlooking the delightful gardens, and two additional bedrooms, with an enlarged walk-in closet and adjoining bath. The top floor is a massive bonus room, ideal for a 4th bedroom/office/or media/playroom. Added dimensions of the rear grounds are a spacious patio outside family room, freshly landscaped gardens, a massive entertainment upper deck with a pool & two car garage. This impressive home is only minutes away from the countless amenities of Downtown Burlingame and San Mateo Welcome Home!

This beautiful home in the Skyfarm neighborhood of Hillsborough features an over 25k sq ft lot w/a lush garden perfect for enjoying the sun. Inside, you'll find a tastefully updated interior where you and your loved ones will live in the lap of luxury. Entertaining is a pleasure in the great room which offers an open floor plan and includes a family room/kitchen w/high end appliances such as a Sub-Zero refrigerator and Bertazzoni range. Wakeup to the vast primary suite on the garden level which has beautiful greenery everywhere you look. The formal dining room also flows nicely to the living room with the open concept this home provides. The upstairs contains 4 bedrooms & 2 full baths, one of them being another primary suite w/a balcony overlooking the front of the home. Let your troubles melt away with the serene views of the bay and San Mateo Bridge which you can see from two of the bedrooms in the upper floor. Start your new life in this beautiful home today!

GREAT OPPORTUNITY FOR THIS TROPHY ESTATE***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.

RECENTLY REMODELED! Classic architecture & superb craftsmanship seamlessly work w/ the latest appointments & amenities. The sought-after neighborhood Hillsborough Oaks offers the perfect backdrop to this private home. The sophisticated interior is bright, airy & spacious, balanced by a modern open floorplan (perfect for hosting). Hardwood flooring flows throughout, framed by large windows & high ceilings. The MOSTLY BRAND NEW gourmet chefs kitchen is fitted w/ all the latest top-of-the-line appliances + a center island, marble counter-tops & more. Recessed lighting can be found throughout. Comfortable lodgings include a primary w/ a luxurious bath & huge walk-in closet, as well as a separate room & bathroom downstairs for guests. Downstairs area includes a rec room / home gym, entertainment room, guest suite, etc. The backyard is as immaculate as the inside & totally private w/ a verdant lush lawn, sparkling pool, 1br 1ba guest cottage w/ full kitchen, wrap around gardens & more!

Spacious & elegant, this Hillsborough beauty showcases luxury interior design complimented by gorgeous outdoor living. The grove of heritage olive trees beckons as you enter the spectacular courtyard with its rose garden, calming fountain & private patio. Anchoring the home is the remodeled kitchen with Carrara marble counters, custom cabinetry, stainless steel appliances, Wolf range & artisan tile. The living & family rooms are each warmed by a brick fire place. Step inside the fabulous butler pantry & attractive mudroom conveniently situated next to the large 3 car garage. Outside, a magical oasis awaits with the expansive backyard featuring fresh landscaping, new lawn, a pool, spa, & sport court with separate patio areas on the oversized .64 acre lot. This stunning Hillsborough home is close by downtown San Mateo & Burlingame with a variety of popular outdoor cafes, restaurants & shopping. Excellent schools and easy access to highways, Caltrain, Bart, & S.F. Airport.

Elegance and quality craftsmanship radiate from all corners of this Modern French Chateau. Mature trees line the private drive leading to the thoughtfully-designed home set within a beautifully landscaped .63 acre lot. From wide planked wood floors and arched doorways to grand formal spaces and sparkling en-suites, this estate property provides that embellished interior youve been looking for in a quiet, friendly neighborhood. The spacious foyer opens to a soaring three-story entry inviting you to explore the impressive great room where natural light pours in through French doors, illuminating the quality finishes while offering breathtaking views. Youll be more impressed by the amount of space this home offers on every level where possibilities are endless! Whether its space for a game room, home theater, gym, music studio, wine cellar or space for guests, this home has it all. Privacy and tranquility have never looked better together.

The bright, flowing indoor floorplan has been tastefully updated and is move-in ready. The home carries the dual-pedigree of San Francisco design pioneers architect Gardner Dailey and famed landscape architect Thomas Church. The indoor living areas naturally extend through French doors from the spacious main hall into a landscape of ambling paths under mature oaks, welcoming rose gardens, and shaded lawns. The circular terraces and circular Emerald pool are signature Church design elements as featured in Architectural Forum magazine and two Thomas Church books.

The open volume of this stunning home, with its interplay of light and geometry and recent exquisite remodel by owners invites you to the experience. Presented in an exclusive Hillsborough neighborhood, this stunning contemporary styled Mediterranean combines .51 acres of expansive, gated manicured grounds with over 5,700 sq. ft. of living space. Entering via the grand foyer, with its vaulted ceilings and abundance of natural light, the main home features five bedroom suites including the stunning newly remodeled and fully appointed guest apartment, remodeled modern interiors of superb quality with high, cove ceilings, high-tech integrations, gorgeous new flooring, expansive and updated kitchen/family room, large library and newly remodeled home theater. French doors to the exterior highlight the indoor/outdoor living leading to entertainment patios, large pool, spa, fire pit, outdoor kitchen and pool house with changing room and full bath. Yours to fully appreciate and enjoy!

One-of-a-kind corner-lot Mediterranean-inspired estate that is seated on a generous 16,450 sqft lot. Located in the sought-after neighborhood of Hillsborough Park. This 3 story home shows off stunning architectural aesthetics w/ tall white columns, spectacular arches, terracotta accents, wrought iron elements, & more! Inside this house, you will be greeted by a cozy fireplace, high ceilings, exposed ceiling beams/truss that add a dramatic sense of strength & heft to the living room. This house has a spacious kitchen, formal dining, & breakfast nook. There is a family room that can be found in the basement, & this house has a space for a potential laundry room. There are 3 master suites upstairs, 1 bd on the main level & 1 on the lower level of the house. This home has plenty of windows throughout the entire house that brings in an abundance of natural light. Huge & Extra wide manicured lawns w/ plants & trees are found at both the front/rear exterior of this home w/ a large side patio.

SHOWCASE HILLSBOROUGH HOME REMODELED FROM THE STUDS OUT IN 2022! Never lived in since the remodel! Be the first to reside in such an elevated living experience. This home offers up-to-date contemporary designs with the finest appointments available; perfect for the modern family. Wide-open modern floor plan w/ tons of natural light thanks to tall windows & 3 skylights. The great room is huge and blends the living room/kitchen seamlessly; the perfect hosting platform. White oak hardwood runs from edge to edge. Recessed lighting illuminates ever corner. The brand new gourmet chef's kitchen has all top-of-the-line appliances from Thermador, Bosch, Sub-Zero, & more! You'll also find a center island w/ a built in sink & integrated appliances + quartz countertops. Easily master your culinary skills. All the bedrooms are ensuite & comfortable. Bathrooms feature polished quartz, rainfall shower heads, double vanity, etc. 2 AC units, 2 Furnaces, & a wrap around backyard/garden. DON'T MISS OUT!

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.

Charming single level home on a secluded .74 acre lot with pool. 4 bedrooms, 3.5 baths, family room. Car collectors dream, 6 car garage. Lower South Hillsborough location very close to Crystal Springs School. Move in and update or remodel, new plans working on final approval from City.

A stunning forested retreat of the highest caliber nestled in an exclusive Hillsborough neighborhood in walking distance to Burlingame Country Club. Enveloped by redwoods and on 1.8+ acres, the homes massive back porch and front entertaining patio with pool both take advantage of the wooded surroundings. Generous living spaces boast pristine hardwood floors, vaulted ceilings & large picture windows with views. French doors throughout devise a tremendous indoor/outdoor experience. Whip up a feast in the luxurious eat-in Chefs Kitchen with Wolf range and 48 Sub-Zero, dining in the adjoining dining room with elegant coffered ceiling & wainscoting. Retire to the gracious study with a wall of built-in oak shelves and fireplace or to the expansive Primary Suite with double walk-in closets, soaking tub and fireplace. Downstairs, a fitness room, laundry & au pair unit access the backyards many winding paths. 3-car garage is at the end of the gated drive. Be captivated by this secluded gem.

Recently completely remodeled to studs, w/ 1,200 SqFt* of additional space added. Nestled on a private 1.5-acre lot at the end of a tree-lined driveway. Exquisite craftsmanship, complementary designs, & an elevated living experience awaits. Brimming w/ premium amenities & appointments, this home will inspire you every day. A highly desirable, modern open floorplan w/ hardwood flooring extends throughout. The great room flows seamlessly to the dining area & kitchen, perfect for hosting. An expansive wall of La Cantina doors opens up to a long balcony w/ stunning canyon views. The newer gourmet chefs kitchen features all top-of-the-line Thermador appliances such as a fridge, espresso machine, 6-burner stove, microwave drawer & MORE, + a center island w/ a built-in sink. The ensuite bedroom is spacious w/ the bath featuring a double vanity & soaking tub. All other baths have double vanities. 2 AC Units, a backyard, a landscaping area, a sports court, & approved plans for an ADU.

Over 1.8 acres, every square foot totally level, A perfect rectangle, Subdividable into 2 lots. One of only a few parcels of this size and quality in all of Hillsborough. Located in the most desirable location of lower Hillsborough among of some of Hillsborough's most beautiful estates. The perfect building site. When gone there will be no others.

Welcome to a stunning custom home nestled in the Lakeview community of beautiful Hillsborough. Completely rebuilt, this homes unique design with exquisite materials and features will captivate you. Step inside to be greeted with soaring ceilings, arched doorways, and enchanting chandeliers. Chefs kitchen features gorgeous quartz counters, a 9 island, professional Viking stainless appliances, including an 8-burner gas range & built-in cappuccino maker. Home includes large office; 5 bedrooms including 3 en-suites for primary, guest and au pair on lower level, and family room with exterior entrance. Details include beautiful walnut floors, tray ceilings with large molding, 8 doors, custom casement windows. Accordion doors open to an entertainers paradise: including built-in fireplace, oversized outdoor kitchen, custom wine cellar, jacuzzi & pool all overlooking a 5-pin putting green & lush landscape. Simply put: an exceptional custom home offering unique design for luxurious living.