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$8,000,000
5 Beds 5 Baths ML82036808 MLS
Situated in Lower North Hillsborough, this gated property encompasses approximately 30,348 square feet flat lot and represents a rare estate-caliber parcel for the discerning buyer. Mature landscaping, privacy, and abundant sun exposure define the setting, just moments from downtown San Mateo, Burlingame Avenues shopping and dining, and top-rated Hillsborough schools. The expansive grounds feature broad lawn areas, a sparkling pool and cabana, detached guest house, greenhouse, two-car garage, enclosed carport, and circular drive, creating a substantial footprint across the site. The existing residence, including a 1997 addition, is approximately 5,533 square feet, offers generous scale and presents an opportunity for significant renovation, reconfiguration, or potential redevelopment. See floor plans for details. Large, flat lot of this size are increasingly scarce in Lower North Hillsborough, providing the opportunity to create a customized estate in one of the Peninsulas most desirable neighborhoods with enduring long-term value.

730 Hillsborough BLVD, Hillsborough

Listed by Alex Hawkins, 408-348-5013 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Hawkins from CRNAN

$9,700,000
6 Beds 4 Baths ML82025915 MLS
An exceptional opportunity on one of Lower North Hillsboroughs most coveted streets. Set on a sun-filled, flat lot of over three-quarters of an acre, this property offers limitless potential for the discerning buyer seeking a rare, estate-caliber parcel. Brewer Drive is among Hillsboroughs most distinguished addressesrenowned for its timeless architecture, wide lots, and proximity to Downtown Burlingame, San Mateo, and top-rated Hillsborough schools. The existing 1920s residence spans approximately 4,000 square feet and showcases elegant period details, gracious proportions, and classic design elements throughout. A gated circular driveway provides a stately approach, while the grounds feature a sparkling pool, manicured rose gardens, a detached two-car garage, and additional storage structures. Whether restoring the existing home or reimagining the site for a new estate, this premier Brewer Drive location presents a truly rare offering in one of the Peninsulas most sought-after neighborhoods.

715 Brewer DR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$8,600,000
6 Beds 7 Baths ML82021146 MLS
ICONIC 1920'S DUTCH COLONIAL-STYLE HOME LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. THIS ELEGANT HOME HAS BEEN THOUGHTFULLY REMODELED WITH TOP-OF-THE-LINE MATERIALS AND FINISHES. THIS 6800+SF ESTATE OFFERS 6 BEDROOMS 5 FULL AND 2 HALF BATHS, AN AU PAIR SUITE, AND A SPACIOUS LAYOUT. ABUNDANT NATURAL LIGHT CAPTIVATES THE INVITING AMBIANCE SHOWCASING THE AMAZING DETAIL THROUGHOUT THE PROPERTY. THE FORMAL DINING ROOM FEATURES ELEGANT FLORAL WALLPAPER AND WAINSCOATING. THE FAMILY ROOM, MEDIA ROOM AND GYM PROVIDE AMPLE SPACE FOR ENTERTAINMENT AND RELAXATION. OUTSIDE YOU WILL FIND A BUILT-IN BBQ, FIREPIT, AND SPORTS COURT, PERFECT FOR OUTDOOR ACTIVITES AND FAMILY FUN! THE SPACIOUS FLOORPLAN FEATURES 5 BEDROOMS UPSTAIRS, WITH A GENERIOUS SIZED PRIMARY SUITE. THIS HOME ALSO OFFERS A PRIVATE OFFICE WITH 1/2 BATH. THIS HOME IS CONVENIENTLY LOCATED WITHIN A SHORT DISTANCE TO BURLINGAME AVE AND TOP RATED NORTH ELEMENTARY AND CROCKER MIDDLE SCHOOL.

720 Brewer DR, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

$3,800,000
3 Beds 3 Baths ML82006467 MLS
Circa 1900 classic and timeless colonial revival situated in Lower South Hillsborough's Premier Location. On the market for the first time in 40 years, a storybook presence remains, now presented in a soft white palette with expansive spaces filled with natural light. Offering 3 bedrooms, a dedicated office for remote work or 4th bed, and 2.5 baths arranged across two levels. Enchanting sun rooms off the living room, dining room, and upstairs primary suite provide inviting spaces to relax or entertain. Two upstairs rooftop decks offer fresh air enjoyment. The rear yard feels like a hidden garden, wrapped in privacy and anchored by a vintage brick patio, lush lawn, and vine-covered lounge for dining and gatherings. Classic curb appeal, framed by manicured hedges and deep gardens, completes this extraordinary offering in a prime close-in location just blocks from downtown San Mateo. Welcome home!

123 Baywood AVE, Hillsborough

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

Sold listing courtesy of Maria Scott from CBR

$12,000,000
7 Beds 8 Baths ML82006309 MLS
A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen includes a Thermadorî cooktop, Sub-Zeroî fridge/freezer, wine cooler, and butler's pantry. A separate guest/in-law wing offers 2 en-suite bedrooms, lounge, and private entrance. The expansive primary suite spans half the upper level with dual walk-ins and a spa-like bath. A lower level includes a wine cellar and flexible storage space. Resort-style grounds boast a pool, spa, outdoor kitchen, fire pit, tennis/basketball court, detached en-suite guest studio, and a detached two-car garage currently used as a gym. A 3-car attached garage, paver motor court, solar panels, and modern central HVAC complete this exceptional offering just minutes from downtown Burlingame.

2181 Parkside AVE, Hillsborough

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

Sold listing courtesy of Charles Griffith from MCGR

$8,500,000
4 Beds 4 Baths ML82001715 MLS
Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the heart of Hillsborough. Spanning 4200 sq ft, this residence offers a blend of elegance and comfort. The kitchen is a chef's dream, equipped with a gas cooktop, marble countertops, built-in ovens, refrigerator, wine refrigerator, and more. The home features carpet and hardwood flooring throughout, enhancing its warm and inviting ambiance. The family room, complete with a separate space, and the formal dining room are perfect for hosting gatherings. Enjoy cozy evenings by the fireplace, and convenience with an upper-floor laundry room featuring a washer, dryer, and tub/sink. The primary suite includes 2 walk-in closets as well as a sports closet and an oversized tub, providing a private retreat. Additional amenities include a bay windows, garden window, high ceilings, security gate, video/audio system, wet bar, and more. The property also boasts a gunite pool and spa/hot tub, perfect for relaxation. Situated in the Hillsborough City Elementary School District, this home is ideal for those seeking a blend of luxury and practicality.

127 Bridge RD, Hillsborough

Listed by Rebecca Evans, 650-425-0250 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Buljan from APR

$5,500,000
4 Beds 5 Baths ML81973388 MLS
PRIME LOWER HILLSBOROUGH ESTATE WITH 1.2-ACRES OF MOSTLY USABLE LAND. This is THE BEST DEAL you will find in Lower Hillsborough right now! This RARE property presents a unique opportunity for development, to make it your own. This location is surrounded by scores of other multi-million-dollar mansions just down the street; this home is nestled in one of Hillsborough's most prestigious neighborhoods. You can move into the existing home, and while you live there you can design and expand to create your dream space! ENDLESS POTENTIAL. Don't settle for less than the best, and don't think of any other property until you've seen this one! Plans and surveys are available.

2055 Forest View 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

$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

$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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