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$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

$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

$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

$5,700,000
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

$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

$5,650,000
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

$3,775,000
6 Beds 4 Baths ML81932080 MLS
This stunning 6 bed, 3.5 bath home is nestled in Hillsborough Park w/ lush landscaping, offering a rare opportunity to reside in a private & serene environment. Boasting approx. 6,161 sqft., this abode strikes a balance between grandeur & warmth. The interior features wood-beamed ceilings, skylights, large format windows, & wood decks providing breathtaking views of the surrounding hills. The main level features a family room (converted from garage), a chefs kitchen leading out to an open dec, formal dining, living room, & primary suite with a private deck. The lower levels features additional 5 beds, 2 baths, 2nd family room, deck area, media room, office, recreational room/gym, theater room, and storage areas. The manicured grounds are adorned with a diverse array of beautiful plants and pathways featuring a serene park like setting. This remarkable home provides an ideal combination of luxurious living, natural beauty, and a peaceful ambiance.

185 Ridgeway RD, Hillsborough

Listed by Justin Paek, 510-409-0735 from Keller Williams Realty
(If provided) CoList: from

Sold listing courtesy of Wendy Hua from MXR

$6,980,000
5 Beds 6 Baths ML81926007 MLS
Welcome to this exquisite and expansive family home on Ascot Road. Step into the inviting foyer and embrace the spacious, luminous common areas. Magnificent walls of glass in the formal living and dining rooms seamlessly merge indoors with the meticulously landscaped backyard oasis. The chef's kitchen, remodeled in 2023, showcases impeccable craftsmanship with new countertops and fixtures, complemented by a sizable island and top-of-the-line appliances. Explore the left wing with four generously sized bedroom suites offering abundant space for rest and relaxation. Upstairs, a loft office and grand master bedroom await, featuring a substantial walk-in closet and luxurious en-suite bath. The idyllic backyard retreat boasts an expanded patio, fire pit, lush grass lawn, and a pool/spa, perfect for entertaining. Enjoy the built-in outdoor kitchen/BBQ. Just a short drive to downtown Burlingame and San Mateo, this impeccable home awaits its next family, ready to create lasting memories.

302 Ascot RD, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Dan Gilmartin from GILM

$11,680,000
5 Beds 6 Baths ML81926309 MLS
This opulent estate in the Carolands area spans 2 acres. The grand foyer leads you to a light-filled formal living room complete with high ceilings and a fireplace. The gourmet kitchen will help you prepare for hosting luncheons and dinners in the elegant banquet room. Afterwards, you could proceed to the salon to unwind with cocktails and games. Move between floors in your very own elevator, use the wine cellar to store your collection, and set up to work remotely in the library. Relax during the afternoon or evening in one of the many spacious bedroom suites. The backyard includes a playground area and 1 bedroom guest house with lanai to live it up during the warmer seasons. Matured gardens make for delightful outdoor lounging or entertaining - enjoy the pool & spa or organize a tennis match with friends. Parking is plentiful with a 4 car garage and the expansive driveway prominently features a stately fountain.

3300 Ralston AVE, 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

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