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$11,500,000
6 Beds ⋅ 8 Baths ⋅ ML81956058 MLS
RARE PRIVATE SHOWCASE IN LOWER HILLSBOROUGH! TURN-KEY INTERIOR WITH SOME MODERN UPDATES THROUGHOUT! HUGE 1 FLAT ACRE LOT* WITH A LARGE GRASSY FIELD, sparkling pool, fire pits, garden walkways, and several patio areas; perfect for the whole family as well as hosting loved ones. Prestigious Ryan Tract neighborhood w/ an abundance of lush GREENERY for LOTS OF PRIVACY. FIRST TIME ON THE MARKET! Ideal open floor plan which features high ceilings, 2 high end chef's kitchens w/ top-of-the-line appliances, oversized living room, additional family room, custom built office/study, wine cellar, fitness room, mudroom, AND SO MUCH MORE! Stylish hallways, a grand staircase, and 2 majestic large white columns give a sense of grandeur & opulence. Extra large balconies wrap around the exterior overlooking the park-like yard. Multiple extravagant en-suite rooms & spa-like bathrooms make this home feel like a resort. Be able to walk to Downtown Burlingame and enjoy access to some of the best schools Northern California has to offer. DON'T WAIT!

1904 Forest View AVE, Hillsborough

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

Sold listing courtesy of Kim Gelman from CBR
$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
$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
$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
$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
$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
$8,300,000
7 Beds ⋅ 7 Baths ⋅ ML81941014 MLS
Captivating Colonial on coveted Bridge Road! This timeless, elegant and spacious home includes 7BR/6.5BA, a beautifully remodeled kitchen, adjacent family room with French Doors to the backyard, wood-paneled library/office, sophisticated living and dining rooms, remodeled baths, wine cellar and an in-law unit with separate entrance, bedroom, living area and kitchen. Large, flat, sunny 25K+sf lot includes outdoor kitchen, heated pergola, dining area, fire pit, pizza oven, grassy space and mature trees, walkable to South Elementary School and downtown San Mateo.

269 Bridge RD, Hillsborough

Listed by Catherine Lee, 650-387-0447 from Catherine H. Lee, Broker
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP
$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
$6,500,000
5 Beds ⋅ 7 Baths ⋅ ML81939306 MLS
This Mediterranean-style home, with its circular tower foyer, is on a large 0.63 acre+/- corner lot in the Carolands neighborhood of Hillsborough. It offers hardwood floors, recessed lighting, and exposed beam & plank high ceilings throughout. The light-filled living room with arched windows, and French doors, is completed by a manorial fireplace. An open arched doorway leads to a dining room with French doors to the patio and lawn and a spectacular crystal chandelier. The renovated kitchen offers ample storage and abundant counter space, a center island with a breakfast bar, and high-end appliances. You will find a fireplace & a wet bar in the family room. The large master bedroom suite has a fireplace, French doors to the backyard, and a bathroom with two walk-in closets. All the bedrooms are sizable, en-suite, and have ample closet space. To round out this estate are landscaped gardens, patios, a tennis court, and a guest house with a fireplace, a bathroom, and a kitchenette.

492 Pullman 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
$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
$3,700,000
4 Beds ⋅ 5 Baths ⋅ ML81937398 MLS
Tucked away from the street, this spacious home showcases a distinctive retro ambiance tastefully updated for modern living. A fresh neutral palette and some new flooring combine in a bright and light setting enhanced by numerous sliding glass doors. Spanning three levels, connected by an open-design staircase,the home looks out to the natural beauty of the surroundings and glimpses of the San Francisco Bay and airport runways from some rooms. The main and lower levels boast generous formal and everyday living spaces, including an office/den and recreation/fitness center. There are four bedrooms upstairs, highlighted by the primary suite with private deck. Several additional decks beckon outdoor entertaining, connecting to enchanting grounds with level space to linger and play. Embrace the home's appeal today or envision your own personalized touch, all while enjoying the convenience of access to both Silicon Valley and San Francisco, nearby hiking trails, and excellent local schools.

6105 Skyline BLVD, Hillsborough

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

Sold listing courtesy of Xin Qin from OBORES
$5,850,000
4 Beds ⋅ 5 Baths ⋅ ML81937305 MLS
Expansive Chefs Kitchen and Dining Room | Porcelain Island with Waterfall Edges (15ft+/-) | Adjacent Casual Living Room with Floating Fireplace & 9-Foot Glass Sliding Door | Formal Living Room with French Doors & Vaulted Ceiling | Office with Vaulted Ceiling and Additional Private Entrance | Four Bedrooms Including Three En Suites | Four Bathrooms and a Powder Room | Fitted Garage with Upper Level Bonus Room (720sf+/-) | Expansive Limestone Patio (1,500sf+/-) | Supreme Privacy | Expansive Lawn, Sport Court and View Deck | Just Minutes to Award Winning Private and Public Schools | Easy Access to Interstate 280, Highway 101, Silicon Valley, Bio Tech Industry, Downtown SF and SFO

660 Pullman RD, Hillsborough

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

Sold listing courtesy of Michele Harkov from APR
$5,650,000
4 Beds ⋅ 5 Baths ⋅ ML81935027 MLS
ARCHITECTURAL HAUTE COUTURE: LOWER HILLSBOROUGH CLASSIC, RE-IMAGINED!!! A Secret Office fit for James Bond?! A Primary Walk-In Closet the size of your first New York apartment?! Welcome to a world of character and quality! Built in 1930, this English Country estate bridges the best of storybook chic with a fully remodeled lifestyle of modern luxury. Walk directly from kitchen to yard with no stairs! The energy soars "of the moment" with re-imagined renovations. White marble finishes, appliances by Wolf and Sub-Zero, & expert custom cabinetry cascade throughout 4,125 sq. ft. of destinations. *4 beds, 4.5 baths, plus Office and Lower Level Media Room. *3 En Suites with remodeled bathrooms together *Additional Loft Level for playroom/4th bed with bath *Lower Level Media Room or Gym adjoins Mud Room* Total Privacy in Rear Yard * Updated Marvin windows and doors* Chelmsford Road is a rarely available location within 1.2 miles of downtown Burlingame and 0.7 mile to South Elementary!

540 Chelmsford RD, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR
$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
$5,300,000
5 Beds ⋅ 6 Baths ⋅ ML81934237 MLS
Magnificent home in quiet neighborhood with private tennis court! Gated front yard and driveway with manicured landscaping for excellent curb appeal. Open foyer and dazzling chandeliers keep light flowing from room to room. Host events of any occasion in the spacious dining room or gather in one of the many sitting rooms for conversation. The kitchen features a center island with seating for two and stainless appliances. Retreat to a comfortable bedroom at the end of the day to wind down. The split level backyard has plenty of patio space to enjoy a sunny afternoon or an evening barbeque. You will find the fenced tennis court on the upper level of the yard next to a potential kids play area or keep as extension of outdoor dining.

2735 Churchill DR, Hillsborough

Listed by Mary Bee, 650-343-9999 from RE/MAX Star Properties
(If provided) CoList: from

Sold listing courtesy of Mary Bee from RMXSP
$6,680,000
5 Beds ⋅ 6 Baths ⋅ ML81933859 MLS
Huge Reduction!! Luxury living awaits at this European manor on what is deemed to be the best block in the sought-after Carolands neighborhood. From exquisite millwork to fine hardwood & antiqued limestone floors, every inch exudes uncompromising quality and timeless appeal. The design is spacious yet presents a warm and inviting ambiance and is ideal for multi-generational families and guests with its secondary suite on the main level + sumptuous upper-level primary suite. Tremendous kitchen & family room, executive office, lower-level recreation room + fitness center & bath or possible sixth bedroom. On more than one-half acre, the expansive level grounds showcase a pool & spa, barbecue terrace, lots of room for play, and potential for an ADU. Beautiful views at every turn and absolute privacy. Access to acclaimed West Elementary & Crocker Middle schools.

610 Pullman RD, Hillsborough

Listed by Max Lo, 650-307-8816 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA
$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

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