Refine Search
Sort by
$3,600,000
3 Beds 2 Baths ML81955383 MLS
Nestled in the prestigious Hillsborough neighborhood, 155 Bella Vista stands as a natural haven, offering a serene living experience in one of California's most sought-after locales. The property, spanning 1,884 square feet, was designed with a single level layout, emphasizing ease and elegance. It features three bedrooms and two bathrooms, each space meticulously crafted to blend comfort with style. The home's unique charm is immediately apparent in its integration with the surrounding natural beauty. Nearly every room presents captivating views of the expansive backyard, a sprawling 26,500 sqft (.6 acre) canvas that invites new owners to bring their dream landscape to life. This substantial lot size not only ensures privacy but also offers endless possibilities for outdoor entertainment and relaxation. Beyond the confines of this tranquil retreat, the location of 155 Bella Vista is unmatched. Situated conveniently near the vibrant downtown areas of San Mateo and Burlingame, residents can enjoy a variety of dining, shopping, and entertainment options just minutes away. The home's proximity to Silicon Valley and San Francisco positions it perfectly for professionals seeking a peaceful respite from the bustling city life, without sacrificing accessibility to major business hubs.

155 Bella Vista DR, Hillsborough

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

Sold listing courtesy of Tom Sudano from TERA

$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

$3,907,000
3 Beds 3 Baths ML81955075 MLS
This circa 1973 gem, never before available, seamlessly blends the eclectic modern style with a Tahoe-inspired ambiance. Wood-paneled cathedral ceilings in the living room, foyer, and primary suite exude the rustic flair of an alpine retreat. The abundance of natural light is complemented by newly painted interiors in a soft neutral palette, along with coordinating new carpet and high-end luxury vinyl floors. Fireplaces are a signature of the home in the living room, family room, and primary suite, each adorned overhead with wood paneling. Fitting for this Lower Hillsborough neighborhood, renowned for estate properties, the homes entrance is set back from the street and marked by a gated circular driveway. The two-story floor plan is spacious and traditionally arranged, with all entertaining areas, on the main level. Upstairs, there is an open lounge/office area just before the bridgewalk leading to three bedrooms. The primary suite includes a private balcony and ladder-accessed loft, perfect for an office. Fresh air living awaits outside with a fully enclosed yard with a large deck and level space for play and gardening. Access to excellent Hillsborough schools and downtown shops and restaurants just a mile away, make this an outstanding opportunity for a new generation to come.

135 Roblar AVE, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: Erik Elfving from Compass

Sold listing courtesy of Julie Baumann from APR

$4,600,000
4 Beds 4 Baths ML81954511 MLS
Nestled within the prestigious Sky Farm area of Hillsborough, this remarkable uniquely situated residence on the corner of a serene cul-de-sac, offers both tranquility and easy access to highway for easy commute to both San Francisco and Silicon Valley. It boasts unobstructed panoramic views of the Bay from all three ensuite bedrooms, living room, dining room and the front garden and patio for al fresco lounging to enjoy this magnificent setting!! This home features: Beautifully remodeled chef's kitchen with amazing custom cabinets featuring beveled glass. Family room and breakfast nook extend to a spacious patio for outdoor lounging and dining, overlooking the recently upgraded pool and beautifully landscaped terraced backyard. Attached au pair suite/office, adjacent to kitchen, garage and laundry closet, has a separate entrance and a full bathroom. The property also boasts a substantial 675 sq ft +/- three-car garage. Additional secure parking within the property accessed through an automatic gate. Conveniently located in close proximity to award-winning Hillsborough schools and the sought-after Nueva School. This property seamlessly combines accessibility with the serenity of its surroundings, making it a true gem in the Bay Area.

10 Silk Tree PL, Hillsborough

Listed by Parnian Kaboli, 650-224-5943 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$5,625,000
6 Beds 5 Baths ML81953240 MLS
Introducing 585 Remillard Drive, Hillsborough, CA: a synthesis of luxury and refined Californian living. Spanning 4,214 sq ft, the main home invites with 4 bedrooms, 3.5 baths, and a spectacular chefs kitchen, embodying an aura of opulent design and functionality. An attached guest house provides 2 additional bedrooms, 1.5 baths, and a full secondary kitchen, with French doors revealing a bridge to lavish outdoor living. On a 22,000 sq ft lot, the backyard unfolds a mesmerizing oasis: exotic palm trees, impeccable landscaping, a cutting-edge pool and hot tub, and elite outdoor entertaining amenities. A resplendent offering where every detail narrates a story of luxury.

585 Remillard DR, Hillsborough

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

Sold listing courtesy of Mary Bee from RECAP

$3,850,000
3 Beds 3 Baths ML81953829 MLS
This beautiful, timeless ranch style home resides on an expansive level lot in lower Hillsborough. The home offers three bedrooms, three full bathrooms, a formal living room, a separate dining room, and an additional den/office. The kitchen is tastefully up-dated with custom cabinetry, high end appliances, an enlarged center island, and a built-in work desk. Easily accessible, the grounds consists of a sprawling lawn area, mature fruit and camellia trees. In addition an extended English style brick patio, a perfect space for entertaining. The home resides in prime location, having close proximity to down town Burlingame Avenue, Caltrain, and is in the renown Hillsborough City School District. This home has it all!!

536 Ravenscourt, Hillsborough

Listed by Ellen Larios, 650-867-6607 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$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

$8,325,000
4 Beds 5 Baths ML81942239 MLS
English country manor combines elegance & sophistication in prime lower Hillsborough location. Gated & magnificently set back, this splendid Tudor has been meticulously remodeled with the finest in craftsmanship & stunning decor. Light filled 4BR/4.5BA features over 4,600 sf of superb living space. 4 sets of French Doors open out to the ultimate in outdoor living with pool, spa, firepit and built-in kitchen with BBQ This property is a rare opportunity to live in private splendor yet be within a short stroll to downtown Burlingame. Features of the home ~ Formal entry with high ceilings Living room with stone fireplace surround Formal dining room Updated kitchen with large family room opens onto patio, pool, yard & outdoor kitchen Pantry Powder room Primary bedroom on first floor with large bathroom 3 additional bedrooms include a 2nd primary suite on the second level Laundry room 2 car garage with built in storage Pool, spa, firepit, built in outdoor kitchen with BBQ

1941 Parkside AVE, Hillsborough

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$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

$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

$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

$3,922,000
3 Beds 3 Baths ML81951318 MLS
CAROLANDS' BEST IN CLASS, the epitome of privacy & tranquility. Surrounded by lots of lush greenery, highlighting Hillsborough's natural beauty. Get to where you need to go w/ easy access to Highway 280. Centrally located close to Downtown Burlingame & several prestigious schools. Welcoming curb appeal w/ a distinctive design. Inside, youll find a bright & airy floor plan accentuated by high vaulted ceilings, open skylights, recessed lighting, & hardwood flooring creating a spacious & inviting atmosphere. The abundance of tall windows brings in an immense amount of natural light. The living room is sizable w/ an attached sunroom overlooking the back deck. There's an open concept kitchen / family room combo, perfect for hosting. The well-appointed kitchen features a large center island. The bedrooms are particularly comfortable w/ a luxurious en-suite master that has a private bathroom, walk-in closet, & glass doors leading to the rear. Experience the best of what California has to offer w/ a huge rear deck and a glistening pool nestled in the backyard, encircled by lots of trees and foliage. Embrace the extraordinary - call this place home and thrive!

440 Remillard DR, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

$3,930,000
3 Beds 3 Baths ML81951119 MLS
Wonderful views, large lot, and a quality home await at the House on Sugar Hill. As sweet as the name of the street it is on (Persimmon, "fruit of the divine!") this cul-de-sac residence brings the lush natural surroundings inside, with great scale and light in each of the rooms of this custom-built home. The stately facade welcomes you to a grand foyer with soaring ceilings. To the left, a large-scale living room features sliding glass doors that open directly to the sunny southwest facing deck, allowing for easy indoor/outdoor living. The welcoming family room and kitchen are the heart of the home, with an oversized kitchen island, brand-new stainless steel appliances, and a perfect layout for casual or formal entertaining. Shake up a martini at the wet bar and lounge in front of the fireplace, or host dinner in the formal dining room. In the morning, enjoy your coffee in the dining nook while soaking in the expansive canyon vistas! Upstairs, the large primary suite has two walk-in closets and a balcony overlooking the treetops and great bay views. Two generous bedrooms and a spacious hall bath complete the second story. The 36,750 sq ft lot is filled with potential...swimming pool? Sport court? The limit is your creativity. Welcome home to home "sweet" home on Persimmon Court!

25 Persimmon CT, Hillsborough

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Laura Lee from Compass

Sold listing courtesy of Jinyue Wang from KWPEN

$3,715,000
5 Beds 4 Baths ML81951074 MLS
SITUATED ON A MOSTLY FLAT 0.52 ACRES LOT, THIS 3000 SQ FT TWO-STORY HOME PROVIDES A GREAT OPPORTUNITY OF MAKING IT A DREAM HOME. It was built in 1964 with 5 bedrooms and 3.5 bathrooms. The wide-open front porch overlooks lush greenery. The formal foyer leads to a bright spacious living room. Both the dining room, and broad breakfast room off the kitchen looking out the spacious backyard provide pleasant settings for gatherings and starting a fresh day. The family room has a wet bar for entertainment, and the sliding door opens to outdoor enjoyment. Be ready for the pleasure of the fenced pool, vegetable garden and activities with family and friends in the mostly flat backyard. There is one bedroom/office and a bathroom at ground level. The 2nd floor offers a primary suite, a guest suite and 2 sizeable bedrooms, and one hall bathroom. The primary suite has a balcony looking over the backyard. 3-car garage.

50 Inverness WAY, Hillsborough

Listed by Ricky Chow, 408-668-4575 from Giant Realty Inc.
(If provided) CoList: from

Sold listing courtesy of Bali Liu from CBR

$4,250,000
3 Beds 3 Baths ML81950657 MLS
Build new or update this 1970s contemporary, custom home in well-maintained, original condition on a private 27,000± sq. ft. (.62-acre) lot with scenic vistas, sweeping lawns, enchanting pathways, whimsical garden vignettes, koi ponds, an orchard, garden beds and a grove of majestic trees which include a stunning collection of evergreens and a breathtaking Magnolia. 3BD + office/bedroom and 2.5BA home, originally built in 1977. Walls of windows with sliding glass doors to multi-tiered decks and grounds, dramatic vaulted ceilings, integrated lighting, wood paneled walls with camouflaged doors, large doorways with open transoms. Designed for entertaining, a large central foyer opens to lofty public rooms and extends to the private back yard with tranquil views and outdoor living spaces. Primary bedroom suite has ample wardrobe storage, wall of windows with sliding glass door to a wraparound deck, and an en suite bath with dressing area, two vanities and tiled water closet with step-in shower

165 Eucalyptus AVE, Hillsborough

Listed by Andrew J. Klink, 650-222-9999 from Compass
(If provided) CoList: from

Sold listing courtesy of Julie Baumann from APR

$4,050,289
4 Beds 3 Baths ML81950621 MLS
Recently completed fresh updates have transformed this classic Colonial into chic sophistication. Beautifully refinished hardwood floors in a matte finish grace the interiors, complemented by newly painted walls in a palette featuring accents in graphite plus sky blue for the front doors. The cohesive design extends to remodeled bathrooms adorned with Carrara marble, including a showpiece spa-inspired primary suite bath. Spanning three levels, the home boasts formal living and dining rooms, a spacious eat-in kitchen, a family room, and a versatile space on the third floor suitable for the fourth bedroom, recreation, or home office needs. The second floor finds the primary suite and two bedrooms, while an additional full bath is conveniently located on the main level. Located on over one-third acre of picturesque grounds, the setting ensures complete privacy. The outdoor amenities include a sparkling pool and eco-friendly synthetic lawns with an ideal level play area. This homes allure is further enhanced by its access to excellent schools, including South Elementary and Crocker Middle. Both downtown Burlingame and San Mateo are conveniently situated just one mile away, making this home a very special place indeed in one of the Peninsula's most sought-after communities.

511 W Santa Inez AVE, Hillsborough

Listed by Cam Thompson, 650-302-2611 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from PAN

$3,988,000
3 Beds 4 Baths ML81948985 MLS
Indulge in the bay and canyon views of this stunning 3BD+den/3.5BA retreat in the sought-after Skyfarm neighborhood of Hillsborough! Step into the bright and airy living room, with vaulted ceiling and cozy fireplace, creating a captivating focal point for gatherings and relaxation. The adjacent formal dining room sets the stage for entertaining, while the eat-in kitchen provides the ideal space for culinary creativity. The seamless layout integrates indoor/outdoor living, with direct access from the living, dining, kitchen and primary suite to the expansive deck, offering breathtaking views. The bonus flex-use space of the office/den provides a tranquil retreat and a space for productivity. Downstairs, two additional bedrooms, two bathrooms, and a spacious family room all with sweeping views await, offering flexibility and privacy. Outside, the property features two gathering garden areas, two large decks, and a concrete patio, perfect for outdoor enjoyment and play. This remarkable home is complete with a three-car garage, two separate heating zones and dual-paned windows framing the picturesque views. Conveniently located near top schools and easy access to 280, this home perfectly blends luxury and practicality. Welcome home!

2545 Skyfarm DR, Hillsborough

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Olivia P. Lee from REMAX

$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

$4,650,000
5 Beds 3 Baths ML81946361 MLS
Newly Updated | Vaulted Wood Beam Ceilings | Multiple Wood Burning Fireplaces | Grand Living Room with a Plethora of Windows | Formal Dining Room with Sliding Door Access to the Private Yard | Open Kitchen with Adjacent Dinette & Casual Living Room | Multiple Fitted Kitchen Pantries | Expansive Primary En Suite with Vaulted Ceiling | Five Bedrooms Including One Bedroom on the Main-Level | Expansive Mud/Laundry Room | Three-Car Garage with Ample Storage Space (850sf+/-) | Gated Motor-Court | Front Semi-Circular Driveway | Private & Sprawling Yard with New Turf and Architectural Plantings | Grand Perimeter Trees | Underground Utility Wires | Award-Winning Hillsborough School District | Close Proximity to The Nueva School Campus | Ensconced on a Stunning Half-Acre of Land | Amongst Stunning Assemblage of Custom-Built & Remodeled Residences | Breathtaking Water Views as you Arrive and Depart this Coveted Skyfarm Residence

2660 Butternut DR, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Jennifer Gilson from MCGR

$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

$5,838,800
4 Beds 5 Baths ML81945870 MLS
Escape to this stunning 4BD/4.5BA cul-de-sac retreat in the sought-after Carolands neighborhood of Hillsborough! Custom-built by the owners in 2007, this idyllic home offers 4 en suites, office, and hobby room. Surrounded by a natural park-like setting by landscape architect Michael Callan, admire lush gardens, fruit trees and the meditative sound of the fountain. Culinary delights await in the kitchen with BlueStar gas cooktop and Sub-Zero refrigerator. The formal living and dining rooms are perfect for elegant dinner parties, while the surround sound sets the ambiance for entertainment. Retreat to the spacious primary bedroom to unwind in the spa-like bathroom with jetted tub and steam room shower. This remarkable home includes 3-zone HVAC, Hunter Douglas shades, Anderson dual-paned windows, and slate roofing with copper gutters. With top schools & proximity to 280, this home offers the perfect blend of luxury and convenience. Experience this storybook estate firsthand. Welcome home!

625 Barbara WAY, Hillsborough

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Laura Lee from APR

$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

$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

$5,225,000
4 Beds 4 Baths ML81944868 MLS
Grand Foyer | Formal Living Room With Beam Ceiling and Sculpted Fireplace | Eat-In Kitchen with Breakfast Area | Formal Dining Room with Wood French Doors | Casual Living Room with a Picture Perfect View of the Private Yard | Four Bedrooms, Including Two En Suites | Three Bathrooms Plus a Powder Room | Upper Level Office | Newly Painted Throughout | Large Basement with Extra Storage | Built-In Cabana with Outdoor BBQ & Sink | Attached Garage | Circular Paver Driveway | Grand Perimeter Trees | Verdant Landscaping and Expansive Lawn | Award-Winning Public & Private Schools | Just Minutes to Burlingame Avenue & Burlingame Country Club | Easy Access to Interstate 280, Highway 101, and SFO Airport

918 Baileyana RD, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$3,600,000
5 Beds 3 Baths ML81943614 MLS
YOUR ULTIMATE HILLSBOROUGH DEAL!!! MOVE-IN READY SHOWCASE! HUGE 2+ ACRE LOT, tucked away in a private setting! Ideal SINGLE-STORY floor plan w/ a bonus room @ lower lvl. Expansive flat backyard offers the perfect canvas to expand, add an ADU, or start from scratch. Catch a glimpse of the sea w/ partial Bay views. This property benefits from Hillsborough's top-rated schools, picturesque tree-lined streets, & close proximity to downtown. Tons of space for the entire family w/ 5 comfortable bedrooms & 3 bathrooms. The primary suite features a luxurious bath & access to the balcony. The living room has recessed lighting, a nearby dining area, & glass doors leading outside. The well-equipped kitchen is packed full of high-end stainless steel appliances. There's an extra-wide deck nestled under the trees. The bonus room can serve as a home gym, rec room, family room, etc. So don't miss out on the opportunity to call this home; a place where comfort, style, & a world of possibilities collide! *CHECK WITH THE CITY FOR THE POSSIBILITY OF A LOT SPLIT*

1232 Kenilworth RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$3,980,000
4 Beds 3 Baths ML81943537 MLS
Stylish home in lower South Hillsborough. Gracious entry with high ceilings and elegant staircase, grand living room with large arched window opening onto a delightful courtyard that leads out to a level lawn area. The central floor plan includes a formal dining room and charming light-filled breakfast room off the updated kitchen. The updated kitchen includes a Viking cooktop, Thermador double ovens, Subzero refrigerator and built in desk. A large family room opens out to the backyard patio area. The private upstairs features a spacious primary suite with enchanting balcony, dual walk in closets and remodeled bath The updated hall bathroom serves the 2 spacious and bright bedrooms. The functional 4th bedroom on the main floor with built in desk, cabinetry and murphy bed. The adjacent remodeled full bath is conveniently located to be used as a powder room. Beautifully landscaped gardens surround the property adding to the appeal of this exceptional home full of architectural details.

322 Ascot RD, Hillsborough

Listed by Kim Gelman, 650-888-5537 from Compass
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$4,575,000
5 Beds 3 Baths ML81943497 MLS
Nestled in lower South Hillsborough, this beautiful 4 bed/3 bath Tudor home built in 1932 boasts charm and craftsmanship throughout. The first floor features a gracious foyer, a spectacular living room with a vaulted, beamed ceiling and fireplace, formal dining room, well appointed kitchen with Wolf range, Sub-Zero refrigeration, custom cabinets, granite counters and casual dining area, 1 bedroom, full bath and family room. Both the living and dining rooms have French doors opening to a large deck overlooking the south facing private yard. The 2nd floor includes the primary bedroom with ensuite bath, 2 additional bedrooms and the 3rd bath. The lower level features finished bonus space with a 2nd family room, craft/office/gym room, mud and laundry room with easy access to the garage. The detached 2-car garage includes a chic studio above which is ideal for an office. The enchanting yard has lush landscaping with mature trees, low voltage lighting and hand stacked stone walls.

595 Hayne RD, Hillsborough

Listed by Charles Griffith, 415-672-3263 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Charles Griffith from MCGR

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