Refine Search
Map
Sort by
1285 La Cumbre RD, Hillsborough
$6,668,000
5 Beds ⋅ 7 Baths ⋅ ML81955202 MLS
Lush Italian Villa sits on .68 acre lot in the heart of Hillsborough. This five bedroom, six and a half bath home is the perfect blend of masterful craftsmanship and modern amenities. The main level includes a formal living room, dining room, large family room and chefs kitchen with adjoining butlers pantry. With 4 sets of French doors opening from the main floor living spaces to the backyard, this home boasts the ultimate indoor/outdoor lifestyle. Rounding out the main floor are two bedrooms and two and a half baths, complete with a timeless moody wood-paneled office. Upper floor features three bedroom suites, including the sumptuous double door primary suite with a private sun soaked balcony. Lower Level includes a multi-use rec room, walk-in wine storage with over 1200 bottle capacity, full bathroom, ample storage spaces and an oversized balcony overlooking the landscape. The multi-level yard is the perfect blend of mature landscaping and hardscape, with a four-hole putting green and an abundance of varietal fruit and flowering trees. Additional highlights include tray and coffered ceilings, two fireplaces, and a 3 car garage (EV ready) with spacious built-ins. A true oasis tucked into the hills.

1285 La Cumbre RD, Hillsborough

Listed by Vivian Shao, 650-307-7311 from Green Banker Realty
(If provided) CoList: Chi-hwa Shao from Green Banker Realty

Sold listing courtesy of The Patty Dwyer Group from APR
865 Culebra RD, Hillsborough
$6,550,000
5 Beds ⋅ 6 Baths ⋅ ML81953409 MLS
WELCOME TO CULEBRA PARK, A MAGICAL RETREAT IN THE HEART OF HILLSBOROUGH ESTATE COUNTRY. After decades of cherished memories by one family, this is the first offering to the market since 1970! The architecture delivers the best of Revival romance, circa 1935, cast in the iconic Monterey Colonial style. The current owners have honored the home with love and their luxurious upgrades, including a spectacular Primary Wing and indoor/outdoor Family Room addition. The Primary Wing is a true Wow Factor complete with its own Office, huge marble bathroom, and surely one of the grandest walk-in closets in Town! *Absolutely stunning park like grounds of .73 Acre* Conceptual plans available by award-winning landscape architect Terra Ferma to transform this private park into a five-star resort* Very strong bones and bedroom layout including 4 beds up (plus primary study) *Lower level bonus rooms for teen hangout and art studio *Main level guest bedroom *Some Bay views from Primary *Prestige trophy location amongst mansions, next door to #1 Sale of 2023. *Walk to Vista Park for kid's play, basketball and grassy field *An offering of utmost rarity and luxury potential

865 Culebra RD, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA
989 Hayne RD, Hillsborough
$6,300,000
5 Beds ⋅ 6 Baths ⋅ ML81952078 MLS
Elegance abounds in this original William Wurster design that was expanded and restored to perfection by renowned local architect Farro Essalat. Tucked away on approximately .73 acres of outstanding verdant grounds, 989 Hayne Road is a rare gem that is to be cherished for generations to come. Every feature of this five bedroom, five and one-half bath home offers the highest level of design, impeccable attention to detail, and masterful craftsmanship. The welcoming foyer with beautiful curved staircase is a fitting prelude to the grandly-proportioned interior spaces, which include a library, billiard room, huge family room and mud room. The delightful flow of this exceptional home extends to the incredibly-manicured grounds, offering beautiful planter beds, tranquil garden pathways, a rose garden, fire pit, superb outdoor kitchen, and spa with Bay views. This magnificent estate presents a unique opportunity for the discerning owner seeking that special, one-of-a-kind property.

989 Hayne RD, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR
1175 San Raymundo RD, Hillsborough
$7,100,000
6 Beds ⋅ 7 Baths ⋅ ML81950505 MLS
Discover unparalleled value in this meticulously crafted luxury new construction at 1175 San Raymundo in Hillsborough, California. Completed in 2023, this remarkable residence offers a grand living experience with expansive proportions and top-tier finishes, spanning over 5200 square feet. Thoughtfully designed for modern living, it features two family rooms, a spacious open living-dining area with a chef's kitchen, six bedrooms, seven bathrooms, and an additional flex room, striking the perfect balance of relaxation and privacy. Bifolding windows throughout enhance the seamless indoor-outdoor integration, defining the home's character. Complemented by thoughtfully designed decks and terraces, these spaces cater to entertainment and breathtaking views, providing an idyllic setting for gatherings or unwinding in the fresh air. This modern gem prioritizes quality, boasting top-tier materials and impeccable finishes, creating an ambiance of sophistication. The intelligently designed floor plan seamlessly connects open-concept living areas for a lifestyle of ease and comfort. Visit us to see this home for yourself, it won't last!

1175 San Raymundo RD, Hillsborough

Listed by Paul Zinchik, 415-297-1300 from Compass
(If provided) CoList: Eugene Zinchik from Compass

Sold listing courtesy of Shaun Walter from CBR
325 Eucalyptus AVE, Hillsborough
$8,400,000
5 Beds ⋅ 6 Baths ⋅ ML81951727 MLS
HUGE PRICE REDUCTION! LOWER NORTH HILLSBOROUGH! CREATE YOUR DREAM ESTATE! I INCLUDED A COUPLE VIRTUAL RENOVATION PHOTOS THAT HIGHLIGHT THE EXTREME POTENTIAL THIS PROPERTY OFFERS! WALK TO NORTH ELEMENTARY SCHOOL AND DOWNTOWN BURLINGAME AVE. SITUATED ON A 1.1 ACRE FLAT PARCEL, THIS 7900+/- SF HOME IS LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. EVERYWHERE YOU LOOK, THE MEDITERREANEAN DESIGN CELEBRATES IMPRESSIVE ARCHITECTURAL DETAIL RARELY FOUND IN HILLSBOROUGH. THE MAIN HOUSE OFFERS 5 BEDROOMS, 6 BATHROOMS, A BEAUTIFULLY APPOINTED LIVING AND DINING ROOM WITH PERIOD DETAILS, SEPARATE OFFICE WITH WET BAR AND FIREPLACE, LARGE SPACIOUS KITCHEN, ADJACENT FAMILY ROOM WHICH OPENS TO THE SUNNY YARD AND POOL, A LARGE GUEST SUITE IS ALSO LOCATED ON THE MAIN LEVEL. THE UPPER LEVEL OFFERS A LARGE PRIMARY SUITE WITH SITTING ROOM, AND WELL-APPOINTED PRIMARY BATHROOM, PLUS (2) ADDITIONAL BEDROOMS WITH JACK AND JILL BATHROOM. ON THE LOWER LEVEL YOU WILL FIND AN AU PAIR SUITE, WINE CELLAR, AND LARGE ATTACHED GARAGE. THE SPACIOUS YARD INCLUDES A SEPARATE POOL HOUSE WITH SAUNA, KITCHEN AND FULL BATHROOM. IN ADDITION, THERE IS AN ADJACENT 2+ CAR GARAGE PLUS PLENTY OF SPACE FOR A GYM.

325 Eucalyptus AVE, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP
420 Roblar AVE, Hillsborough
$8,800,000
8 Beds ⋅ 8 Baths ⋅ ML81946411 MLS
TREASURED LOWER HILLSBOROUGH ESTATE!!! A RARE GEM w/ A HUGE DOUBLE LOT & OVER 1.1 ACRES OF FLAT USABLE LAND! Host w/ confidence thanks to spacious living quarters & a separate 2BR/BA GUEST HOUSE. Sweeping lawns w/ lush grass. Pristine landscaping combined w/ 3 separate patio areas. Sparkling pool & spa + a Cabana. The exterior facade incorporates European elements such as Roman columns. Electronic gate w/ 3 entrances + lots of greenery for privacy & security. The perfect floorplan, a masterpiece of design & functionality. There's hardwood flooring, classic wainscoting, distinct chandeliers, regal fireplaces, crown molding, stained glass windows, recessed lighting, & more. Tall side windows light up the floorplan. Oversized living room & family room. The kitchen is a culinary haven w/ high-end appliances. Multiple ensuite bedrooms + a luxurious primary. Prestigious neighborhood w/ access to sought-after schools. ADRB approved plans for a brand new modern house (available upon request).

420 Roblar AVE, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA
10 Del Monte DR, Hillsborough
$5,650,000
5 Beds ⋅ 7 Baths ⋅ ML81945108 MLS
Discover the epitome of luxurious living at 10 Del Monte Drive, a stunning residence nestled in a esteemed neighborhood of Hillsborough. Spanning 5,292 sqft including finished basement and bath, currently used as wine cellar, gym and media room. This opulent home showcases 5 beds, 6.5 baths, ensuring ample space and privacy for residents and guests alike. Upon arrival, you are welcomed by lush greenery, leading you towards an ambiance of unmatched luxury. The gourmet chef's kitchen boasting a sizable island, seamlessly marries functionality with elegance becoming a centerpiece for culinary exploration. Large, airy living spaces encompass two distinct dining and two living rooms, each delineated for formal gatherings and intimate family times. Every glance through the windows unveils enchanting bay views, while soaring ceilings enhance the voluminous aesthetic throughout. Recent upgrades have been meticulously curated with designer upgrades, emanating a contemporary yet timeless appeal.

10 Del Monte DR, Hillsborough

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN
30 Miranda CT, Hillsborough
$6,750,000
5 Beds ⋅ 6 Baths ⋅ ML81945604 MLS
BEST DEAL DONT MISS OUT!!!!! ONE OF THE BEST VIEWS IN ALL OF HILLSBOROUGH! UNPARALLELED PANORAMIC BAY VIEWS from nearly every part of the house. 270 DEGREE+ UNOBSTRUCTED VIEWS! Experience breathtaking sunrises & sunsets right from the backyard. Embrace the good life w/ this one-of-a-kind showcase home. Contemporary design culminates w/ modern conveniences in a fantastic open floor plan; this is the pinnacle of luxury living! The home itself sits on an expansive 1.3 acre lot at the end of a private cul-de-sac. The sophisticated foyer sets the tone for the entire residence. Inside you'll find high ceilings, crown molding, recessed lightings, skylights, hardwood flooring, a semi-spiral staircase, central ac, a movie room, office, wine cellar, family room, wet bar, multiple en-suite bedrooms, high-end appliances, big living room, and more. The chef's kitchen is a masterpiece of design & functionality. There's a separate au-pair / in-law unit w/ its own access. There's a huge flat backyard overlooking everything!

30 Miranda CT, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA
862 Chiltern RD, Hillsborough
$8,550,000
5 Beds ⋅ 7 Baths ⋅ ML81945061 MLS
Extraordinary Hillsborough Estate in a Private Setting! Seemlessly blending the architectural splendor of a 1930's Spanish Hacienda with contemporary updates and resort-like amenities (pool, tennis court, cabana, and guest house), this cherished Hillsborough estate is perfectly situated on a gated lot of approximately 2.55 acres. The main residence exudes period charm with Gothic arches, groin-vaulted ceilings, and intricate tile and ironwork. The allure continues with nearly every room graced by a towering all-wood beamed ceiling and with access to the grounds or to a balcony. A soft neutral palatte creates a canvas ready for any personal style. Designed with lavish entertaining in mind, there are grand formal rooms, a spacious gourmet kitchen with top-tier appliances, an expansive family room, and a lower-level recreation room - each providing an ideal setting for gatherings of any scale. 5 bedrooms, each with its own bath, including a lavish primary suite. Lush gardens & setting!

862 Chiltern RD, Hillsborough

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Lori Buecheler from APR
446 El Arroyo RD, Hillsborough
$5,700,000
6 Beds ⋅ 7 Baths ⋅ ML81941975 MLS
ONE OF HILLSBOROUGH'S MOST IMPRESSIVE BAY-VIEW MANSIONS! Walk to Burlingame! 10 minutes to SFO! You won't believe the architectural quality and drama! Soaring Bay Views for this renovated classic, assigned to North Elementary and within walking distance of Downtown Burlingame Avenue! Best of both worlds with authentic Gatsby character, yet this house was painstakingly restored in the early 2000s to bespoke heights. Storybook street of minimal traffic, shouldered by other picture-perfect mansions, only 1.4 miles to downtown Burlingame & just 1.1 miles to North School. *Grand entertaining platform of architectural significance on 4 levels. *Ceilings soar to 25 feet. *Monumental lobby of herringbone floors & spiral staircase that towers to 22 feet. *Esquire Library + Separate Office *In-Law Apartment *2,000 bottle Pro Wine Cellar *Loft Level for Gym/Playroom *Bay-View Primary Suite of 18 ft. ceilings *Wow-Factor Rooftop Deck with Epic Bay Views to SF *Private motor court. Many curated pieces of artisan-carved furniture were designed for the house.*Plans available by TRG Architects for Deluxe Carport to match the style of the home

446 El Arroyo RD, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
500 Laurent RD, Hillsborough
$6,000,888
4 Beds ⋅ 6 Baths ⋅ ML81936700 MLS
THE ONLY FLAT 1-ACRE BUILDING SITE IN TOWN! 1.07 ACRE, 100% USABLE LOT! Not something you find every day, maybe only once in a decade! Capture 46,783 sq. ft. of nearly level land in Hillsborough's prestigious Carolands. At the corner of Ralston, shouldering multi-acre eight-figure estates, and drenched in sun! Existing home is designed around a pool courtyard. Ready to be rented while you draw your plans. Beyond the pool, an unbelievable surprise awaits: raw untouched land extending all the way back, beckoning expansion, new construction, tennis court, and future huge ADU. In addition to the front circular motor court at Ralston, the Laurent side of the property already has a separate private driveway for future ADU convenience. Contemplate the chance of horizon views toward the Bay from your new conception. Manifest your inspiration at these Legacy Lands. West Elementary, Crocker Middle, Burlingame High. 5 minutes or less on to Highway 280!

500 Laurent RD, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Dreyfus Group from DP
3 Mountain Wood LN, Hillsborough
$7,550,000
5 Beds ⋅ 6 Baths ⋅ ML81937268 MLS
Introducing a masterpiece of luxury living at 3 Mountain Wood Lane! This exquisite gated estate redefines elegance, spanning across a landscape with captivating gardens, 2 outdoor dining spaces, fire pit, infinity pool and complete privacy. Step into the heart of culinary artistry with a chef's kitchen featuring a Thermador range, stainless steel appliances, and an oversized island for both preparation and casual dining. Enjoy the seamless flow from the kitchen to the great room with a massive stone fireplace and access to the outdoors. The main level is complete with a magnificent wood-paneled office and ensuite bedroom. Upstairs features 4 additional en-suite bedrooms including an oversized primary suite with separate office and laundry. Indulge in the epitome of outdoor living with an outdoor kitchen, a heated al fresco dining area, swimming pool and more! 3 Mountain Wood Lane is not just a home but rather a lifestyle statement.

3 Mountain Wood LN, Hillsborough

Listed by The Patty Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Nancy Field from CBR
195 Robin RD, Hillsborough
$11,750,000
5 Beds ⋅ 9 Baths ⋅ ML81934280 MLS
Regally set on 2.8 glorious acres on iconic Robin Road, this custom built estate has a total 10,400 Square feet of luxurious living area. This home is like NEW. Seldom used by owners. Industrial quality construction top to bottom. Priced millions below replacement cost. Inside are 5 bedroom suites including a huge primary suite with 2 bathrooms, and 2 walk-in closets. Additional rooms include a baronial scaled foyer, grand living and dining rooms, separate music room, family room, media room, professional kitchen and breakfast room, all opening onto limestone terraces, the manicured grounds and gardens, sunny pool and tennis court, plus the original Redwood Grove from the Carolands estate. Reached through a Porte Cachere, is a 4 car garage and massive motor court.. Built for the owners as the Ultimate dream home, no expense was spared, no detail overlooked in creating this amazing home that, by any definition, is world class. To view this home is an experience one will never forget.

195 Robin RD, Hillsborough

Listed by Edward Stephens, 650-208-1301 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR
401 El Cerrito AVE, Hillsborough
$23,000,000
11 Beds ⋅ 14 Baths ⋅ ML81932652 MLS
This opulent mansion stands as a veritable icon in Lower South Hillsborough, meticulously crafted as a homage to the White House by the esteemed architect Julia Morgan. Spanning over 24,000 square feet across four levels, it has been thoughtfully rejuvenated with the finest fixtures and state-of-the-art appliances. With its Neoclassical Georgian architecture, the home greets you with majestic columns and an impeccably laid driveway, the facade exuding grandeur. Inside, an abundance of windows and soaring ceilings invite the warmth of California's sun, bathing each room in natural light. Timeless accents such as intricate crown molding, resplendent wood floors, and dazzling chandeliers seamlessly marry with contemporary elements and sleek lines, epitomizing sophistication. Ascend to the primary bedroom, where a regal fireplace, a tranquil sitting area, and an opulent ensuite bathroom await, adorned with dual sinks, a sumptuous soaking tub, and a separate shower. A sanctuary for productivity, the home office boasts two-toned wood paneling and an imposing desk. Nestled upon nearly three acres of verdant grounds, the Bay Area's 'Western White House' is a testament to refined living and illustrious entertaining.

401 El Cerrito AVE, Hillsborough

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!