Hillsborough Listings

November 23, 2018 by maxandana

Tucked away in Hillsborough Oaks private neighborhood, this beautiful ranch style home features 4 bedrooms/3 baths, large family room and kitchen combo, formal living room, formal dining room, spa and pool combo, as well as spacious outdoor patio space. The large kitchen is perfect for any home chef, finished with granite countertops, generously sized island, and updated stainless steel appliances. Quarantine entertaining options are endless. Within short distance to HWY-280 and assigned to well known schools, this home is perfect for all families.

30 Knightwood LN HILLSBOROUGH, California

4 Beds 3 Baths 3,052 SqFt 0.509 Acres

Welcome home to this beautiful newly built contemporary style home, approximately about 1400sqft with two large bedrooms and 2 1/2 baths with an open floor plan, a gourmet kitchen with top appliances, and an island, situated in a peaceful and serene Hillsborough neighborhood with breathtaking views. Large yard to entertain small social distancing events with your friends and family. Close to highway and Hillsborough's great schools. All utilities included in the rent. $500 extra fee for the furnished unit per month. Short term lease available.

30 Melrose CT B HILLSBOROUGH, California

3 Baths 1,400 SqFt 1.350 Acres

A long, tree-lined driveway leads to a gorgeous modern residence, situated on over 1.5 private acres. Stunning and like-new, this home was extensively renovated to the studs, creating approximately 1,200 square feet of additional new construction. This versatile home offers five bedrooms, three and one half baths and a separate family room that could be used as a sixth bedroom. A highly-desired open floor plan incorporates a gourmet kitchen, a dining room, a family room and living room into a beautiful great room. Multiple skylights flood the home with natural light. The newly redesigned kitchen includes a center island, a Thermador six-burner gas cooktop, custom cabinetry and European white oak floors. Enjoy indoor-outdoor living with an expansive wall of La Cantina doors, opening to a balcony showcasing gorgeous canyon views! There's a sports court for basketball and approved plans for an ADU approx 1,100 sq ft +-

$4,785,000 Active

1465 Tartan Trail RD HILLSBOROUGH, California

5 Beds 4 Baths 3,702 SqFt 1.527 Acres

This sprawling property was once part of the famed Carolands Mansion est. 1911. Built in the 1950's & tucked away in a cul-de-sac off Remillard, hints of the garden structures 2 stone urns from 1911 - remain. Owned by one family, this lovingly maintained & recently refurbished home sparkles & is ready to move in. The sun exposure is optimal, catching the morning/afternoon sun all day. Many opportunities to create your dream home such as installing a pool, guest house, custom outdoor kitchen entertaining spaces, play structures, & organic vegetable gardens. Original, pristine red oak wood floors shine and create a warm feeling inside. The floor plan has a great flow- two living rooms with wood burning fireplaces, separate dining areas and recently updated kitchen with new stainless appliances is ideal for grand entertaining. Working from home? A bedroom with separate entrance from backyard is perfect for the home office concept. Award winning schools, downtown Burlingame community

$3,250,000 Pending (Do Not Show)

20 Castle CT HILLSBOROUGH, California

4 Beds 3 Baths 2,520 SqFt 0.510 Acres

Sprawling, mid-century modern home in desirable town of Hillsborough offers the convenience of one-level living at its finest. Drenched in sunlight, this home offers window-filled spaces that bring the outdoors inside. This 4-bedroom, 3-bath home features vaulted, open-beam ceilings and a formal living and dining room that overlook an expansive and private patio and sparkling, in-ground, solar-heated pool. The renovated kitchen offers abundant counter and cabinet space and features a double oven, Sub-Zero fridge and a breakfast area. A large family room sits at the heart of this home and features a fireplace that provides the perfect setting for cozy winter nights. Large master bedroom features two cedar closets. The fourth bedroom includes a full bathroom and separate entry, making it ideal for guest quarters or a home office. Property includes fruit trees and lots of space for the avid gardener. A circular driveway and spacious garage.

$3,500,000 Contingent

1505 Marlborough RD HILLSBOROUGH, California

4 Beds 3 Baths 3,060 SqFt 0.434 Acres

Prestigious lower Hillsborough home. Located in a quiet cul-de-sac on a flat level parcel. This is a rare one of a kind property that has a unique charm and beauty all its own.

$5,998,000 Pending (Do Not Show)

30 Conifer LN HILLSBOROUGH, California

5 Beds 6 Baths 4,830 SqFt 0.520 Acres

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!

$5,395,000 Active

415 El Centro RD HILLSBOROUGH, California

4 Beds 3 Baths 2,912 SqFt 0.311 Acres

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.

$5,850,000 Active

975 Tournament DR HILLSBOROUGH, California

6 Beds 6 Baths 6,350 SqFt 0.758 Acres

TIME STANDS STILL...AN INCOMPARABLE HIDDEN COMPOUND. Historic Renovation at Lower Hillsborough's Premier Location. Unsurpassed opportunity to own a piece of Hillsborough history, masterfully transformed in 2018 as a 1 acre compound. Originally the c.1895 Gardener's Cottage to Henry T. Scott's Oakhurst, one of Hillsborough's earliest estates. A pure homage to East Coast character, two remodeled cottages + 2-car garage now rest on 1 acre+/- of pristine land near the end of the cul-de-sac. Two-Story Main House is 1700 sq. ft. with 2 beds, 2.5 baths, plus office. Luxury-ready 1-bed, 1-bath ADU is 695 sq. ft. The 2018 structural restoration was "down to the studs," with discretion in preservation and freedom of re-interpretation. Utmost privacy and sensory elements of the garden! Don't miss the entertaining terrace, spirit of the Hamptons, tucked beyond a peaceful meadow. The perfect je ne sais quoi just far enough in the country, yet just close enough to the pulse of downtown Burlingame.

$5,200,000 Active

2240 Redington RD HILLSBOROUGH, California

3 Beds 4 Baths 2,395 SqFt 0.989 Acres

Rebuilt in 2008, this exceptional home has everything needed for todays lifestyle, a dedicated office, detached guest house, plus resort-like grounds with pool, spa, and sport court. Exuding authentic Craftsman style inside and out, the home begins with a signature front porch and continues inside with red oak and slate tile floors, perfectly crafted millwork, and lighting fixtures befitting the architectural style. A separate dining room awaits formal entertaining, while the great room and gourmet kitchen with built-in casual dining are the heart of the home. A nearby bedroom and bath are perfect for an au pair, and 4 additional bedrooms. The guest house doubles as a poolside venue for entertaining with its kitchenette and two-sided fireplace shared with a covered lounge. Rounding out the appeal of this very special property is eco-friendly solar-powered electricity, access to excellent Hillsborough schools, a location that puts downtown Burlingame and SFO close-at-hand.

$4,699,000 Pending (Do Not Show)

1540 Lakeview DR HILLSBOROUGH, California

5 Beds 4 Baths 2,840 SqFt 0.626 Acres

24-Hr notice required. Charming 2BR/2BA guest house with dramatic views! Separate entrance, patio area, kitchenette. Short driving distance to many amenities in downtown Burlingame.

75 Del Monte DR HILLSBOROUGH, California

2 Beds 2 Baths 1,015 SqFt 1.270 Acres

Regally situated amidst lush landscaping, heritage trees and incredible rock formations, this beautiful West Hillsborough home presents a wonderful opportunity. This attractive property offers a flowing and seamless floor plan comprising four spacious bedrooms and two and one-half baths in nearly 3,000 square feet of comfortable living space all on one level, while being located within close proximity to top-rated schools, shopping and major commute routes.

1140 Tartan Trail RD HILLSBOROUGH, California

4 Beds 3 Baths 2,980 SqFt 0.589 Acres

Nestled in the sought after Lakeview community sits this gorgeous 5 bed, 5.5 bath home on a .61 acre lot. Meticulously remodeled in 2016, this elegant residence is ideal for today's lifestyle with custom designer details & finishes and a versatile layout, perfect for today's need for flexible living spaces. Offering expansive formal living, dining & family rooms for gathering, and a gourmet kitchen with top of the line appliances & impressive amenities such as steamer, warming drawer, two dishwashers, a wok-station, and more! Lower level bonus space with full bath perfect for an additional bedroom, playroom, or work from home area. The main bedroom suite features a gorgeous bath with quartzite counters and marble shower. Four more spacious bedrooms and baths complete the upstairs residence. An unbelievable yard showcases a saltwater pool, enormous patios, and an expansive lawn area, surrounded by beautiful mature trees. Easy access to Hwy 280 and highly rated schools! Welcome home!

$4,750,000 Pending (Do Not Show)

15 Joyce RD HILLSBOROUGH, California

5 Beds 6 Baths 5,010 SqFt 0.613 Acres

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

$12,500,000 Active

35 Cinnamon CT HILLSBOROUGH, California

6 Beds 6 Baths 8,290 SqFt 0.941 Acres

Built in 1953, spacious design, comfort & a sense of light with a stylish nod to its mid-century roots define this home. Perfectly situated above it all with striking bay views, this home is among mature landscaping and enjoys unparalleled privacy. A private driveway leads to an expansive front lawn & patio with picturesque views. The gracious entry opens to the light filled living room, gas fireplace & picture-perfect built-in shelves. The formal dining room is perfectly situated adjacent to the kitchen complete with stainless steel appliances, breakfast nook, and mudroom and garage. The central hallway leads to 3 bedrooms & 2 bathrooms. The main en-suite is spacious, serene & private showcasing a bright, modern bathroom with double sink vanity. 2 additional bedrooms share a charming jack-and-jill bathroom. The picture windows & light oak flooring throughout make the home feel airy, sunny, & spacious. This home is perfect for today's indoor outdoor lifestyle.

$2,800,000 Pending (Do Not Show)

25 Melrose CT HILLSBOROUGH, California

3 Beds 2 Baths 1,740 SqFt 0.550 Acres

At the end of a private road is a wonderful Mid-Century Modern Home surrounded by lush vegetation. Spacious with 4 bedrooms and 3.5 baths -- 3 bedrooms and 2.5 baths are conveniently located on the first level. The Master Bedroom is en-suite and provides plenty of closet space. A formal step-down Living Room features a fireplace and large picture window overlooking the oak trees. Completing the main floor is a splendid Formal Dining room and Kitchen which open up to a Family Room with another fireplace and sliding glass doors to the Patio. BONUS: an additional full bedroom and bathroom with greenbelt views may be accessed through the Family Room and it is perfect as a home office or for an Au Pair.The lower level boasts a wood paneled media room & 2 car garage with epoxy flooring, storage cabinets, and WiFi garage doors. This beautiful home in the excellent/award winning Hillsborough school district is close to 280.

50 Shady LN HILLSBOROUGH, California

4 Beds 4 Baths 2,808 SqFt 0.312 Acres

Situated on a 1.190 +/- acre lot, this gated Mediterranean estate provides both privacy and serenity. The open floor plan has a wonderful flow, ideal for entertaining. A formal entry leads to the spacious living and dining rooms. The chef's kitchen-family room combo features a center island, granite counters, professional stainless steel appliances and a butler's pantry. Four large bedrooms include a luxurious master suite, which is highlighted by a fireplace, spa-like bathroom and spacious walk-in closet. Enjoy the patio area and sparkling pool with spa. This is the perfect space for indoor-outdoor entertaining!

$3,699,000 Active

1020 Lakeview DR HILLSBOROUGH, California

4 Beds 4 Baths 4,420 SqFt 1.190 Acres

3BR/2.5BA SITUATED IN A QUIET NEIGHBORHOOD. LARGE PICTURE AND PANORAMIC WINDOWS. LONG DRIVEWAY PROVIDING GUEST PARKING. HUGE BACKYARD WITH VIEWS.

$6,500 Pending (Do Not Show)

343 Moseley RD HILLSBOROUGH, California

3 Beds 3 Baths 2,440 SqFt 0.569 Acres

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.

$17,995,000 Active

3085 Ralston AVE HILLSBOROUGH, California

5 Beds 7 Baths 10,495 SqFt 2 Acres

Hillsborough Park Gem. Stylish Contemporary with the perfect South West Exposure. Minutes away from downtown San Mateo, 280 & Hillsborough South Elementary School..Home has been beautifully updated with designer touches thru out. Galley kitchen overlooks the fountain & garden area. Large MB with wonderful morning light and a walk in closet. Large dining room perfect for family gatherings. Downstairs Family Room is perfect for your zoom meetings.4th bedroom has been turned into a large closet with custom fixtures. 2 downstairs bedroom are beautifully appointed with custom window coverings. Mature landscaping surrounds the property with minimal watering needs. This is a beautiful home.

$3,650,000 Active

20 Ridgeway RD HILLSBOROUGH, California

4 Beds 4 Baths 3,520 SqFt 0.880 Acres

Welcome to a magical environment. Once you park on your circular driveway or your private two car garage, walk around this little Japanese garden to your front door, you will be greeted by a large living and formal dining room with their romantic fireplace and amazing views to the foliage. The one story cozy home has 3 spacious bedrooms and two full bathrooms. The master bedroom's bath equipped by separate shower and tub while the two other bedrooms share a newly remodeled bathroom. A newly remodeled eat-in kitchen with recessed lighting, S/S appliances, gas burners and electric double oven.. Generous closets.. private backyard, enough parking for more that 7 cars etc,, Shown by appointment through listing agent please call me, I will accommodate your schedule, all Covid 19 protocol will apply .

665 Pullman RD HILLSBOROUGH, California

3 Beds 2 Baths 2,080 SqFt 0.505 Acres

Ranch Home perched on 1+ acre parcel lot with picturesque trees and private view setting in the Lakeview subdivision of Hillsborough. This single story 4 bedroom, 2.5 bath ranch home sits in a peaceful setting with lots of natural light, floor to ceiling windows and an open and flowing floor plan. Nestled on top of the lot, this residence offers privacy and lots of potential to add-on to the existing structure, create a pool site, tennis court or guest cottage. The location provides quick access to San Francisco and Silicon Valley, and easy access to 280 freeway, close to Crystal Springs Golf Course and minutes to popular downtown Burlingame Ave for restaurants and shopping. Top rated West Hillsborough Elementary School and Crocker Middle School minutes away.

$3,350,000 Pending (Do Not Show)

1565 Lakeview DR HILLSBOROUGH, California

4 Beds 3 Baths 2,300 SqFt 1.134 Acres

Grand French style estate with amazing gardens on a level park-like 1.99 acres in Lower South Hillsborough. The amazing grounds include a long meandering circular driveway, mature landscaping and paths, tennis court, and large pool presents the unique heritage of this property. The home features a formal entry, spacious dining room, grand living room, double level library, chefs kitchen with family room combo. The master suite currently is the entire 2nd floor (space to create more bedrooms if needed) and includes a large sitting room, walk-in closets, a laundry/craft room and exercise room. In addition, the property also includes an guest house with full kitchen and bath, separate office, workshop, pool house with sauna, 4 car garage plus a carriage garage and ample storage. This homes beautiful landscaping includes a private well and may have potential to subdivide (buyers to investigate). This rare offering and meticulously cared for home is ready for the next owner to enjoy.

$16,500,000 Active

325 Ascot RD HILLSBOROUGH, California

5 Beds 6 Baths 8,061 SqFt 1.990 Acres

Sweeping Bay and bridge views welcome you to one of Hillsborough's most sought-after neighborhoods. This comfortable home boasts 4 large bedrooms and 3 and 1/2 baths, and can be converted to its original design as 5 bedrooms. Owners suite includes a sitting room which can be returned to a fifth bedroom. Main level has living and dining rooms, eat-in kitchen, family room, 2 bathrooms plus guest bath, two wood-burning fireplaces, and amenities throughout. All rooms are generously sized. Two bedrooms, large bathroom, and full laundry room are downstairs. Most rooms have hardwood floors, long protected by carpeting. Expansive lot has inviting tiered gardens lined in brick, with lush landscaping, fountain and magnificent heritage oak. A separate approximately 400 square-foot studio can easily convert to a home gym, entertainment/media room or quiet office/study. This spacious and light-filled home is unrivaled in privacy and suitability for work/study from home.

$3,850,000 Active

1255 La Cumbre RD HILLSBOROUGH, California

4 Beds 4 Baths 3,710 SqFt 0.429 Acres

$7,200,000 Contingent

760 Chiltern RD HILLSBOROUGH, California

1.135 Acres

This beautiful 4 bedroom ,4.5 Bath contemporary home located on a quiet cul-de-sac. There is a grand enrty, formal living room with double high ceilings, formal dining room, gourmet kitchen with top of the line stainless appliances.Kitchen has two cooktops with gas and electric,kitchen island plus breakfast nook. Spacious social room, with wet bar.All bedrooms have their own full bathrooms. Master bedroom has walk-in closet. There are two bonus rooms which can be used for office or art room. Hardwood floors throughout. Backyard has sparkling pool with spa, basketball court,putting greens.

$5,100,000 Pending (Do Not Show)

48 Southdown CT HILLSBOROUGH, California

4 Beds 5 Baths 4,830 SqFt 0.519 Acres

$7,200,000 Contingent

760 Chiltern RD HILLSBOROUGH, California

6 Beds 7 Baths 5,220 SqFt 1.135 Acres

PRICE REDUCE ALMOST $600,000.00. 4BR/4.5BA bright and airy contemporary home with unparalleled privacy, dramatic canyon views, and impressive city lights at night! Huge backyard with lawn areas for enjoyment and entertainment. Awning-covered decks connecting each level of the house, large picture windows, vaulted ceilings, open floor plan, formal family room, entertainment room, outdoor hot tub, and many more!

$4,280,000 Active

15 Buckeye CT HILLSBOROUGH, California

4 Beds 5 Baths 4,157 SqFt 0.567 Acres

An architectural statement of indoor/outdoor luxury. Modern in aesthetic and timeless in floorplan fluidity, the design features 5 bedrooms, 5 bathrooms, plus dedicated office. The brilliance of the design lies in the pure flow of an open layout. Seamless spaces circulate from indoors to outdoors, and merge beneath towering ceilings. Beyond the typically seen offerings, the side-by-side 4-car garage is a rarity for the enthusiast, and currently hosts a dynamic home theatre at the far end. The current owners have meticulously maintained and upgraded this lifestyle, remodeling the kitchen for island meals, and renovating the pool and its organic hardscape. Your Zen retreat is sheltered at the crest of a .55 acre ridge, purveying its flat usable land in carefree privacy.

$13,000 Pending (Do Not Show)

333 Bridge RD HILLSBOROUGH, California

5 Beds 5 Baths 3,730 SqFt 0.550 Acres

All discerning boxes are checked: the best location, private 2 acre mostly level lot, panoramic city and 3 bridge views, spacious floor plan with pool, & unparalleled quality. Perfectly placed on the property is the first impression of this home when coming up the gated drive. Gracious is the next when entering through the double doors. The reception hall is flanked by a large formal living room, formal dining room, game room all with wall to ceiling glass windows and doors. The modern kitchen with oversized island over look a large entertainment area. Rear yard access is accessible from all, perfect for morning coffee and afternoon wine. Expansive lawns pool, all with panoramic San Francisco bay views & pergola. A pristine three-car garage with ample storage finishes the exterior spaces. The list of quality elements is long: architectural integrity, including high ceilings, hardwood floors, and designer fixtures. This is an exceptional home for the past, present, & the future.

$12,000,000 Active

3205 Ralston AVE HILLSBOROUGH, California

7 Beds 7 Baths 5,535 SqFt 2 Acres

The tranquil setting envelopes this Mediterranean-style home. Painstaking cared for over the last 30 years. Beautiful chef's kitchen, formal living and dining rooms, sunroom looking out to the fountain area. 4 bedrooms and bath plus a full apartment above the garage for an au pair or young adult home from college. Full finished basement runs the length of the house for storage or a bonus room for a ping pong table! Beautiful grounds with pool, fruit trees. Convenient to shopping and transportation.

105 W Santa Inez AVE HILLSBOROUGH, California

5 Beds 4 Baths 3,610 SqFt 0.362 Acres

Modern with traditional French influences best describes this extraordinary, gated new construction home with soaring ceilings throughout. Be the first to live in the just-completed masterpiece boasting a grand foyer with soaring ceilings and a sleek well-appointed one-level design offering four en-suite bedrooms including a romantic master suite with a gas fireplace and folding doors for effortless flow to the yard. All four bedrooms have beautiful walk-in closets with built-in cabinetry and shelving. Enjoy the California indoor-outdoor lifestyle in this lovingly custom-built home set on a corner half-acre resort-like lot featuring floor to ceiling glass doors which effortlessly disappear for a seamless connection to the outdoors while large windows are flooding the home with natural light at every step. The living room and dining room have floor-to-ceiling doors that fold to connect the indoors to a massive pergola covered patio and fire pit.

1505 Wedgewood DR HILLSBOROUGH, California

4 Beds 5 Baths 4,000 SqFt 0.510 Acres

Luxurious 2-story Estate located in Lower North Hillsborough! Conveniently situated near many shops and restaurants in Downtown Burlingame. Easy access to HWY 82 & 280. Expansive driveway, high ceilings, two master bedrooms, a formal dining room, a separate family room with a wet bar, a sparkling pool, many deck areas, and more! This home is move-in ready!

$4,980,000 Pending (Do Not Show)

100 Tamarack DR HILLSBOROUGH, California

5 Beds 6 Baths 3,850 SqFt 0.654 Acres

Elegance abounds in this magnificent masterpiece that was exquisitely renovated to perfection by its current owner. Gracefully situated on +/-.68 acres of outstanding verdant grounds in prime lower North Hillsborough, this is a rare gem that is to be cherished for generations to come. Every feature of this 5BR, 5 full & 2 half-bath home offers the highest level of design, impeccable attention to detail, and masterful craftsmanship. The grand foyer, with its glass and iron door and dramatic curved staircase that leads to the main-level gallery, is a fitting prelude to the grandly-proportioned interior spaces. Custom French doors in nearly every room open to the expansive private grounds, showcasing the sprawling yard with vast level lawn, multiple patios, quaint gardens, and huge pool with spa. Soaring ceilings, a media/billiard room with bar alcove, two chefs kitchens, elevator, and an amazing storage room, are just a few of the many highlights of this incredible, one-of-a-kind estate.

$9,950,000 Active

25 Downey WAY HILLSBOROUGH, California

5 Beds 7 Baths 8,640 SqFt 0.682 Acres

Huge Price Reduction! An Entertainers dream! This exceptional home is designed for the ultimate indoor/outdoor living experience. An updated interpretation of a Spanish hacienda with everything for luxury living including a recreation room and wine cellar/tasting room. A tremendous great room with floor-to-ceiling accordion doors that stack open to the loggia for a seamless connection to the outdoors. Four bedrooms on the main level, 2 en-suite, 2 w/Jack and Jill. The lower level houses the 3rd en-suite and secondary living area that opens to the pool deck. Private locations across both levels easily accommodate any lifestyle, including staff and guests. Spanning more than one-half acre the resort-inspired grounds include a pool, spa, full outdoor kitchen with flat screen television, a wine tasting room and custom storage cellar to house an extensive wine collection, tying it all together is a large putting green on the south end.

$6,498,000 Active

1585 Black Mountain RD HILLSBOROUGH, California

5 Beds 5 Baths 5,009 SqFt 0.567 Acres

SUBSTANTIAL PRICE REDUCTION!! Must See!! STUNNING CONTEMPORARY- A JUST COMPLETED HIGH-END REMODEL WITH STATE-OF-THE-ART SMART HOME FEATURES AND BAY VIEWS-Carolands. High ceilings with crisp white level-5-smooth walls, new hardwood floors, exceptional all-white kitchen with island open to the family room, formal DR and large LR, home office and luxurious primary suite, all with bay views, extend throughout the main level. There are four additional bedrooms, including one adjacent to the primary suite. The lower level features a recreation room that doubles as a home theatre complete with Dolby 7.4.2 surround sound. Lutron HomeWorks controls the automation of all window coverings as well as the new LED lighting throughout and climate control, which includes new dual-zone air conditioning. Behind the scenes, owned solar panels power the electricity, all new wiring allows for the best cell and networking service, and smart controls operate irrigation and pool equipment.

$5,495,000 Active

540 Pullman RD HILLSBOROUGH, California

5 Beds 3 Baths 4,544 SqFt 0.525 Acres

Live like the King of the Hill in this custom, top-of-the-line mansion with 180 degree views from SF to the San Mateo Bridge. Bird's eye mountain and water views from every room. Dramatic 22-foot high entryway and residential elevator. Exceptional finishes include: Biefbi cabinets, Cambria countertops, Gaggenau appliances, Crestron home automation and an 11-zone HVAC system. This sleek, energy efficient residence features a distinct copper roof, limestone / sandstone exteriors and solar power. Italian-imported materials such as marble, hardwood floors, windows, doors and custom closets are all included in the plans. This estate is available to purchase built with all the chosen finishes or suited-to-build for you to complete the project to your liking at a negotiated price. Situated ideally between Silicon Valley and San Francisco, Hillsborough is the ideal location for those seeking ultimate luxury, privacy, convenience and top rated schools. Welcome to your dream home!

$22,880,000 Active

165 Woodridge RD HILLSBOROUGH, California

6 Beds 10 Baths 14,388 SqFt 2.193 Acres

PRIME SOUTH HILLSBOROUGH CUL DE SAC LOCATION! SPACIOUS RANCH STYLE HOME ON LARGE FLAT 23,000SF+/- LOT. OVER 3340SF OF LIVING SPACE FEATURING 4 BEDROOMS, SEPARATE OFFICE/STUDY, 3.5 BATHROOMS, SPACIOUS LIVING ROOM/DINING ROOM OVERLOOKING REAR YARD AND POOL, SEPARATE FAMILY ROOM, SUNNY KITCHEN, BEAUTIFUL REFINISHED HARDWOOD FLOORING, NEW PAINT, DOUBLE-PANE WINDOWS, NEWER ROOF, KID FRIENDLY BACKYARD WITH EXPANSIVE LAWN, LARGE PATIO AREA WITH BRICK BBQ.

$4,195,000 Pending (Do Not Show)

865 Hayne RD HILLSBOROUGH, California

4 Beds 4 Baths 3,340 SqFt 0.539 Acres

Classic European architecture defines this timeless and elegant home located on a favorite street in prime lower south Hillsborough. The creek-side gated grounds of more than one-half acre are introduced by ivy-covered walls, fountains, and a vast entertainment courtyard with fireplace, outdoor kitchen, and large spa. Architectural details such as hardwood and limestone floors in a parquet pattern, a palette of rich hues, and towering ceilings are complemented by brilliant light from expansive windows and glass doors overlooking the wooded setting. The floor plan is ever-so spacious with formal venues, a tremendous kitchen and family room combination, 5 bedrooms, 2 offices, a den or playroom, plus recreation and fitness area. Superior architectural details, a wonderfully functional floor plan for todays needs, and a location in a most prestigious community midway between San Francisco and Silicon Valley this is indeed a very special place to call home.

$5,095,000 Contingent

843 Chiltern RD HILLSBOROUGH, California

5 Beds 5 Baths 5,636 SqFt 0.518 Acres

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.

$14,999,000 Active

233 W Santa Inez AVE HILLSBOROUGH, California

9 Beds 7 Baths 9,856 SqFt 1.207 Acres

Fully Furnished 4Br/3Bath custom remodeled home in Lower North Hillsborough. Perfect for grand entertaining, impressive entry with high ceilings, sweeping staircase and indoor/outdoor pool. The large ballroom like living room is connected seamlessly with the dining room with French doors to the outdoor slate patio. There is a family room kitchen combo with guest bedroom and bath, 3 additional bedrooms, 2 baths upstairs.

906 Glen WAY HILLSBOROUGH, California

4 Beds 3 Baths 4,700 SqFt 0.300 Acres

This Luxurious home has a marvelous architectural style, tucked away in a serene cul-de-sac in the Hillsborough Knolls neighborhood. An elegant & stylish high ceiling foyer welcomes you w/ its beautiful walnut hardwood flooring throughout. Bright living room w/ a fireplace, large French glass doors to the balcony. Large formal dining room, where peaceful views of the bay, San Mateo Bridge views. Fully-equipped kitchen w/ plenty of cabinets, stainless steel appliance, breakfast nook, granite countertops. On the upper level are the spacious bedrooms, including the master suite that features an en suite bathroom, walk-in closet,& w/ stunning views outside. Downstairs is a large studio area that is great for opportunities such as potential wine cellar, home theater, or other activities and entertainment. The backyard shows off the homes remarkable arches, outdoor flooring, & railings harmonize w/ natures views & ambiance. Located near many amenities. Easy access to SFO Airport & HWY 280.

$6,250,000 Contingent

25 Jewell PL HILLSBOROUGH, California

5 Beds 7 Baths 5,885 SqFt 2.350 Acres

European-inspired hillside estate perched on pinnacle site multi-level decks featuring panoramic bay views. Home masterfully built in 2008. Voluminous ceilings and many windows and glass doors flood home with light. Hardwood flooring & gourmet kitchen. Master with dual walk-in closets & dressing room. Large game room, wine cellar & elevator for your convenience.

$6,000,000 Active

837 Chiltern RD HILLSBOROUGH, California

5 Beds 6 Baths 6,223 SqFt 0.547 Acres

Located in the highly desirable Carolands neighborhood sits a multi-level classic mid-century home overlooking the surrounding green landscape. This home is move-in ready, ideal for a large family and suitable to accommodate in-home private offices, study and fitness rooms. Freshly painted inside and outside and the oak hardwood floor refinished. The large kitchen/eating-in-kitchen, the formal living room and the family room open to the backyard for an ultimate entertainment, which includes a brick patio, a sparkling swimming pool and privately enclosed by mature trees. With 3,852 square feet of living space, this home offers 5 bedrooms and 5 1/2 bathrooms, with 3 en-suites. The top level offers a spacious master bedroom, 442 square feet, with a private balcony. It is conveniently located: walking distance to the prestigious Hillsborough West Elementary School, just one minute away from Highway 280, 5 minutes drive to Crocker Middle School and 7 minutes drive to downtown Burlingame.

$3,980,000 Active

397 Moseley RD HILLSBOROUGH, California

5 Beds 6 Baths 3,852 SqFt 0.510 Acres

Regally situated in the finest Country Club location of lower north Hillsborough, this timeless estate offers grand-scale space in an enchanting setting. Elegant formal living & dining rooms adjacent butler's pantry connecting to the chef's kitchen with large center island, endless counter & cabinet space & newly installed Miele dishwasher(s) & coffee machine. Family room with fireplace, home theater & direct access to the professionally designed rear grounds, expansive paver stone patio with pergola and bbq area. Main level also includes a guest suite, office, wine room & elevator. Upstairs offers three additional bedrooms including the luxurious master en suite, sitting area w/ fireplace and french doors leading out to the balcony . This expansive property provides inviting outdoor entertainment options and a separate cabana with fireplace and full bath. Completely custom throughout, including automated window coverings (partial), hickory woods floors & Ring home security system .

$8,830,000 Active

1888 Floribunda AVE HILLSBOROUGH, California

5 Beds 6 Baths 5,366 SqFt 0.509 Acres

Pre-approved plans come with this $200,000 price reduction and leverage the views and privacy which set this home apart from most in the extremely desirable town of Hillsborough. The approved plans (design and renderings provided by John Lum Architecture included) are for a stunning 3 level 6100' contemporary home with a master suite on every level. Located at the end of a cul-de-sac, enjoy gorgeous sunrises as the view is predominantly east facing. (Partial virtual staging in photos).

$3,650,000 Active

910 La Senda RD HILLSBOROUGH, California

5 Beds 4 Baths 4,310 SqFt 0.810 Acres

The lowest priced property in the 94010. Great for long term investment in real estate. Extremely irregular shape of lot.

$99,000 Pending (Do Not Show)

0 Chiltern RD HILLSBOROUGH, California

0.068 Acres

Exclusive 2019 remodeled modern 7000sqft luxurious private Hillsborough estate features 6BR 6.5BA w/ multiple levels of entertaining space on an acre lot overlooking views of rolling hills of Oaks, beautiful trees & a creek. Gourmet kitchen offers custom Sollera walnut cabinets, Thermador appliances, quartz counters & a large eat-in island. Dining rm & family rm open to one of the multiple patios perfect for indoor/outdoor entertainment & enjoyment. A living rm w/ gas fireplace complete this flr. Top flr offers 4BRS centered around a family rm perfect for game or movie nights. On lower lvl, 2BR en-suites for guests, in-laws or teenagers. A huge open entertainment area includes a wet bar perfect 4 a home gym, game rm, home theater & to display your private artwork & antiquities. Centrally located between San Francisco & Silicon Valley w/ the best schools. Close to fine dining, boutique shops & all the amenities of city living yet far enough away to live in serene setting. 2 car garage

$5,995,000 Active

1235 La Canada RD HILLSBOROUGH, California

6 Beds 8 Baths 7,000 SqFt 1 Acres

Designed by famed architect George H. Howard & custom built in 1916 for renowned author & conservationist Stewart Edward White, this outstanding 2-acre estate features majestic trees, vast level lawn area, pool, fruit orchard, rose & vegetable gardens, a large guest house w/separate driveway, & a detached ballroom w/soaring cathedral ceiling, massive fireplace, dining room, kitchen & full bath. The main house offers over 4,500s.f. of living space, including a tremendous salon w/regal fireplace, redwood-paneled walls, wet bar, & amazing vistas of the verdant grounds. Additional features include a grand formal dining room, sun-filled chef's kitchen w/nook, cozy family room, remodeled master suite w/spectacular sitting room, fireplace, & marble bath w/heated floors, & a full basement w/large-capacity wine cellar. This magnificent residence is being offered for the first time in 32 years & presents a rare opportunity to own a one-of-a-kind property in lower Hillsborough. (NOT HISTORICAL).

$7,995,000 Active

355 Hillsborough BLVD HILLSBOROUGH, California

4 Beds 6 Baths 4,590 SqFt 2.060 Acres

A rare opportunity to purchase a lot on one of Hillsborough's most private cul-de-sacs. The lot sits at the very end of the street and offers the developer an opportunity to build a special home with a view. A prime quiet location that offers an abundance of options to create a unique piece of real estate. The address number of 35 has not been verified. Please use Parcel No: 031-110-230 for identification.

$3,400,000 Active

35 Victor Park LN HILLSBOROUGH, California

0.618 Acres

$400K PRICE REDUCTION! Unparalleled attention to detail abounds with this freshly completed custom remodel. Situated in lower central Hillsborough, the approx 1/2 acre lot provides both privacy and serenity while in close proximity to downtown Burlingame. Grand foyer opens to main level living areas, including a bright open concept kitchen/family room area with fireplace, generous formal dining room with filtered views of the bay and formal living room with large windows overlooking lush greenery. There are 6 bedrooms, 5.5 baths plus 2 family rooms and playroom. Access to the deck and yard from several rooms make it an excellent home for entertaining.

$5,550,000 Active

1045 San Raymundo RD HILLSBOROUGH, California

6 Beds 6 Baths 4,649 SqFt 0.485 Acres

Welcome to 15 Pilarcitos Court, nestled atop of the rolling hills of the renowned city of Hillsborough. This spacious contemporary home boasts four bedrooms, three and one-half baths with a large remodeled one bedroom, one full bath plus an office/bonus room in-law with separate entrance and yard, Come experience the private Cul De Sac setting.As you enter through the front rose garden you will make your way onto the main level, which has a large living area with fireplace and a formal dining room. The kitchen offers a cozy dining area and the family room has high vaulted ceilings and a fireplace. An updated bedroom and full bath complete this level.The upper level consist of two bedrooms with an updated Jack and Jill bath as well a spacious master suite with an renovated bath.For your entertainment, enjoy the outdoor swimming pool and spa.The large deck and patio are perfect for that afternoon relaxation or BBQ.Don't miss the downstair in-law unit.

$3,149,000 Active

15 Pilarcitos CT HILLSBOROUGH, California

5 Beds 5 Baths 3,678 SqFt 1.450 Acres

Situated on a corner on a cul de sac in desirable Lower North Hillsborough, this updated residence is surrounded by tall privacy hedges and towering redwood trees, evoking the feeling of a secluded family compound. The entry parlor introduces the homes classic glass doorknobs, gleaming oak hardwood floors, custom light fixtures and tall ceilings with crown moldings. Whether entertaining on a grand scale or just relaxing with family and friends, the homes flowing floorplan presents a laid-back environment for every occasion. Outside, the rear stone terrace beckons year-round enjoyment, complete with a swimming pool, a large hot tub spa with outdoor television and a built-in barbecue center. Completing the allure of this prime Hillsborough property is its access to fantastic schools, shopping and dining and within walking distance of Burlingame Country Club.

$6,195,000 Contingent

1800 Elmwood RD HILLSBOROUGH, California

5 Beds 5 Baths 4,908 SqFt 0.424 Acres

FABULOUS AND LUXURIOUS ESTATE IN LOWER HILLSBOROUGH. RECENTLY REMODELED. THIS PROPERTY HAS ALMOST EVERY AMENITY YOU CAN IMAGINE! PLUS $2,100 GARDENING & POOL MAINTENANCE FEE (ASSIGNED BY THE OWNER) GARDENING WATER IS FROM WELL WATER. THE RENT DOES NOT INCLUDE FURNITURE. DOES NOT INCLUDE THE GUEST STUDIO, YOGA ROOM, AND THE MAID'S QUARTERS (WHICH ARE LOCATED SEPARATE FROM THE MAIN HOUSE).

1868 Floribunda AVE HILLSBOROUGH, California

8 Beds 10 Baths 17,907 SqFt 2.340 Acres

Explore the beauty of this stunning 4 bedroom/3.5 bathroom Spanish Mediterranean escape nestled in desirable Hillsborough Oaks known locally as a pedigree property. The new owners will own a piece of Hillsborough history due to previous owner, Mack Sennet, King of Comedy, who filmed many movies by the pool. This property is unrivaled in its offering of privacy and suitability for work/study from home. This beautiful home features a large outdoor swimming pool and cabana, all surrounded by lush gardens, and three beautiful terraces. Unique in layout with the kitchen standing as the heart, and flooded with natural light throughout, this home is an entertainers dream; bringing family and friends together over a custom marble fireplace and warm hardwood floors. The kitchen is complete with top of the line appliances and is connected to the breakfast nook and family room. The generous master suite includes an office space with custom built-ins and a gorgeous bathroom.

$4,999,999 Active

933 Baileyana RD HILLSBOROUGH, California

4 Beds 4 Baths 3,985 SqFt 0.360 Acres

Currently Under Construction - Estimated To Be Completed End of 2021! Set on over 4 acres of land at the end of a cul-de-sac in the Lakeview area of Upper Hillsborough, this stunning modern home boasts over 6,500 square feet spread across two levels. Enjoy sweeping canyon views in a tranquil, woodsy setting. Award winning Hillsborough Schools and easy access to highway 280.

$7,500,000 Active

45 Calaveras CT HILLSBOROUGH, California

5 Beds 7 Baths 6,622 SqFt 4.342 Acres

This superb French-style gated estate was magnificently positioned on a splendid 2-acre site and built with stubborn superiority, masterful craftsmanship, and detail. 5 bedroom suites, grand foyer, banquet room, spectacular salon with elevated ceiling & elevator. Separate guest house with bedroom suite & lanai with fireplace. Completing the lavish setting are expansive manicured grounds with tennis court, pool, spa, fountains, & sprawling lawns. Carved stones compliment beautiful mature landscaping.

$16,800,000 Active

Address not disclosed HILLSBOROUGH, California

5 Beds 6 Baths 10,180 SqFt 2 Acres

REMODELED LIKE NEW! MODERN INTERIOR BY A WELL KNOWN DESIGNER!. HOUSE FEATURES FORMAL ENTRY, SEPARATE LIVING, DINING & FAMILY ROOMS, OFFICE AREA, KITCHEN WITH ISLAND AND EATING AREA, 2 FIREPLACES, 2 FURNACE SYSTEMS, PROGRAMMABLE RADIANT FLOOR HEATING IN THE FOUR FULL BATHS. 2 CAR CHARGERS IN THE GARAGE, FIRE & INTRUDER ALARM SYSTEM AND VIEWS OF THE BAY AND THE SAN MATEO BRIDGE.

$4,998,888 Active

2665 Butternut DR HILLSBOROUGH, California

5 Beds 5 Baths 4,480 SqFt 0.499 Acres

LUXURY ESTATE WITH 3BR/5BA PLUS 3 HALF BATHS, WITH A SEPARATE 1125+/-SF 1BR/2BA GUEST QUARTERS, BRIGHT INTERIOR, REMODELED, MARBLE & CARPETED FLOORING, HUGE GOURMET KITCHEN, LARGE COURTYARD, GREAT FOR ENTERTAINMENT, SPARKLING HEATED POOL, HIGH CEILINGS, SPECTACULAR BAY VIEWS, 6 CAR GARAGE PRICE REDUCED! BUYER(S) CAN USE REDUCTION TO ADD ANY ADDITIONAL PROJECT OF THEIR OWN!

$16,888,000 Active

240 Pinehill RD HILLSBOROUGH, California

3 Beds 8 Baths 8,930 SqFt 2.060 Acres

GREAT LOCATION IN PRIME LOWER HILLSBOROUGH! LOT IS ADJACENT TO 119 BRIDGE WHICH IS CURRENTLY FOR SALE. 119 BRIDGE MUST BE SOLD FIRST BEFORE LOT CAN BE SOLD.

$4,880,000 Active

65 Bridge RD HILLSBOROUGH, California

0.687 Acres

Exclusive must-see listing! Impeccably maintained 1.73ac+/- Tudor-style estate constructed with 19th century detail craftsmanship. The expansive 10,510sf+/- home and 1,800sf basement includes 6bds/8full & 4 half ba plus 2bd/1.5ba guest house has undergone multi-year renovation & extensively modernized/updated! The gated property offers many distinguishing & custom architectural features including beautiful antique oak flooring, paneled walls, lead glass doors, marble fireplaces, detailed crown moldings. cherry wood library, English pub,4500 bottle wine cellar, safe room, finished attic, addtl upstairs family room, 2 staircases, extensive outdoor lighting & sound, professional landscaping w/formal gardens w/ four season color & fruit trees, swimming pool & spa, 2 large terraces, rear service alley.Near 101 & 280 freeways, SFO & San Francisco. Adjacent 0.687ac +/- lot (65 Bridge Rd) is also for sale. Adjacent lot only available for sale after property (119 Bridge) has been sold.

$13,880,000 Active

119 Bridge RD HILLSBOROUGH, California

6 Beds 12 Baths 10,510 SqFt 1.730 Acres

GRAND 8BR/6BA PLUS 2 HALF BATH ESTATE COMPLETELY REMODELED WITH A MODERN INTERIOR EXCEPT FOR THE FOUNDATION & SOME INTERIOR & EXTERIOR WALL AND STUDS. TECH SMART HOME WITH WI-FI CONTROLS FOR LIGHTING, SECURITY, AND MORE! POOL FORMAL DINING & FAMILY ROOMS, TENNIS COURT, BALLROOM AND MUCH, MUCH MORE!

$8,990,000 Active

105 Baywood AVE HILLSBOROUGH, California

8 Beds 8 Baths 9,355 SqFt 0.760 Acres

Entirely renovated and expanded, this just-completed whole-home transformation is a picture of chic modern luxury with a nod to its circa 1926 Mediterranean heritage. Set on approximately three-quarter acres beyond dual pedestrian gates for added privacy, the home opens to a palette of soft white walls, mid-tone white oak floors, and designer brushed gold fixtures and lighting, along with an exceptional array of marbles and Italian tiles.Five en suite bedrooms are arranged on the upper and lower levels easily accommodating a variety of lifestyle needs, plus there is a detached one-bedroom, one bath guest house with full kitchen, which doubles for poolside entertaining. Adding to the appeal is a dedicated office, a tremendous recreation room, a fitness center, plus a fully customized wine cellar. Remarkable in its beauty and incredible livability in a sought-after premier location midway between San Francisco and Silicon Valley this is the ultimate family or executive retreat

$11,650,000 Active

404 El Centro RD HILLSBOROUGH, California

6 Beds 8 Baths 7,150 SqFt 0.757 Acres