Hillsborough, CA Homes for Sale with Pool

Significant over $800,000 Price Improvement! Exceptional opportunity to own a grand estate in the heart of Hillsborough. 760 Chateau Dr is now offered at an incredible new price, representing outstanding value for this premier property. Set on over 2/3 of an acre with a total of 7,285 sq.ft of living area, this elegant home offers spacious interiors & stunning grounds in a prime location. The

Eva Sogotis KW Advisors

Step into a piece of history w/ this extraordinary Hillsborough property, originally the 5-stall carriage house for the infamous 16-acre Fagan Estate. Transformed in 1971, the carriage house is now a luxurious single-family residence, designed to cater to modern living, while beautifully preserving the historic charm. Spanning approximately 7,000 square feet, the home includes 7 bedrooms, 4.5

Emily Patterson KW Advisors

Casa Del Sol is a magnificent three-story estate that embodies the pinnacle of luxury living. Highly coveted location. Walkable to trendy eateries and boutiques. Nestled among oaks and redwoods creating an oasis of serenity. 2023 new construction. Interior livable area of approx. 6079 sq. ft. Unrivaled quality. Meticulous details. Step inside and experience the sheer scale and grandeur. Flexible

Margaret Duffy Coldwell Banker Realty

Welcome to this charming 1-bedroom, 1-bathroom home located in close proximity to Burlingame Avenue. Spanning 982 square feet, this well-maintained corner residence offers a cozy living environment, thoughtful amenities and an abundance of natural light. Enjoy the comforts of a spacious living room connecting to a light filled sun room/office and a den for an extra sleeping, work or play space.

Pepe Pimentel eRealty

785 Pullman Road is a beautifully reimagined 6-bed, 6.5-bath, 6,560 Sq. Ft. residence located in The Carolands, one of Hillsboroughs most sought-after neighborhoods. Positioned on a prime corner lot with two entrances, the home offers an open-concept main level featuring a sunlit living room, dining area, and modern chefs kitchen with Thermador and Sub-Zero appliances, a gas range, center island,

Phil Chen Christie's International Real Estate Sereno

BRAND NEW, COMPLETELY REBUILT MID-CENTURY SMART HOME (COMPLETED IN 2025) LOCATED IN PRIME LOWER HILLSBOROUGH, IN THE PRESTIGIOUS RYAN TRACT NEIGHBORHOOD! This split-level home boasts a sleek exterior, new interior with all the latest smart home technology, a lower level attached basement ADU (included in total square footage) with a full kitchen, bedroom, and bathroom. ABSOLUTELY NO EXPENSE WAS

Stanley Lo Green Banker Realty

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

Stanley Lo Green Banker Realty

RARE FIND! Don't miss this once-in-a-lifetime opportunity to live on one of Hillsborough's most prestigious streets. Nestled on a nearly 3/4-acre lot at the end of a peaceful cul-de-sac, this property offers the perfect blend of privacy and convenience. Just a 5-minute drive brings you to the vibrant shops and restaurants of Broadway or downtown Burlingame. Commuters will appreciate the quick

Stanley Lo Green Banker Realty

Situated on a private side street, this grand estate sits on a majestic 2-acres with jaw-dropping panoramic bay views, some of the best in all of Hillsborough. Exquisite architectural detailing and finishes throughout, including inlaid parquet walnut floors, hand carved fireplaces, and walls of glass framing iconic bay views and landscaping. The main level includes a stunning office, billiard

Pierre & Alex Buljan Compass

A rare find in prestigious Lower Hillsborough, this updated 4BD/3.5BA home offers luxury living, a resort-style backyard with heated pool, and a prime location on a quiet, tree-lined street just minutes from Downtown Burlingame. Thoughtfully designed for modern comfort and timeless style, it features a light-filled living room with fireplace and French doors for seamless indoor-outdoor flow, a

Stanley Lo Green Banker Realty

NEW PRICE!! Nestled on .66 acres in Lower North Hillsborough, this stunning home is located near North Hillsborough School. The 2-story foyer leads to a spacious LR w/ fireplace insert, recessed lighting, built-in speakers, & large windows framing tranquil views of lush greenery. The formal DR offers picturesque views of patio & pool. The oversized eat-in kitchen boasts granite countertops, &

Austin Herman Compass

Set on a beautifully landscaped lot, this home offers the perfect balance of luxury, space, & modern convenience. This thoughtfully renovated residence combines timeless elegance with smart-home functionality & high-end designer finishes. The main level welcomes you with a dramatic double-height foyer, formal living and dining rooms, & an expansive open-concept kitchen outfitted with top-tier

Jenn Gilson Golden Gate Sotheby's International Realty

Welcome to Casa La Cumbre, a warm & sophisticated modern home that is just as grand as it is inviting and laid back. Designed & re-built by renowned Bay Area builder, Craftsmen's Guild. At 7,789 sqft, this estate sits on a generous .75 acre lot. The home offers 8 bedrooms, 7.5 bathrooms, formal living & dining rooms, a great room with eat in kitchen, an upstairs den, movie theater, wine room,

Kia Amini Compass

CASA SERENA: HILLSBOROUGH'S BESPOKE HOMAGE TO SANTA BARBARA LUXE. Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-built to the highest standards. Spanning 5,600 sq. ft., you are invited to marvel at the "composition within

Geoffrey Nelson Coldwell Banker Realty

Tucked at the end of a quiet cul-de-sac on approximately 2 private acres, The Koshland Estate is a once-in-a-lifetime offering in one of the Peninsulas most prestigious enclaves. Designed in 1961 by Frank Lloyd Wright disciple Howard Friedman for his father-in-law, Levi Strauss & Co. President and CEO Daniel Koshland, the home was constructed to exceptional commercial-grade standards, rarely seen

Pierre & Alex Buljan Compass

PRICE REDUCED, THE BEST DEAL JUST GOT BETTER!!! Nestled in the Hillsborough foothills, this exquisite estate embodies prestige & sophistication in one of Californias most coveted enclaves. Set on a generous lot, it offers exceptional privacy w/ only one neighbor & lush greenery for lots of privacy. Mediterranean-inspired design shines w/ arched doorways, sculpted balusters, & a grand foyer.

Stanley Lo Green Banker Realty

LOWER HILLSBOROUGH'S PREMIER ESTATE! Rare listing, a once-in-a-lifetime property w/ one of the LARGEST LOTS in its neighborhood -- 1.286 ACRES OF TOTALLY FLAT LAND! European style Italian Villa, constructed to perfection resembling the work of "turn-of-the-century" architect George Howard. UPDATED & RENOVATED throughout the years. EXTENSIVE STREET SETBACK. There's a Detached 5-car garage with a

Stanley Lo Green Banker Realty

NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the

Stanley Lo Green Banker Realty

Tucked along tree-lined Montero Avenue in Burlingames coveted Easton Addition, this beautifully updated and expanded home blends warmth, design, and function. With over 3,000 sq ft, 4 bedrooms, and 3.5 baths, it offers thoughtfully curated spaces for modern living. The heart of the home was reimagined in 2019 with an open flow between the kitchen, dining, and family rooms, all connected by white

LAURA BRYANT KW Advisors

Newly Built. Fully Custom. Absolutely One-of-a-Kind. 424 Occidental is a breathtaking custom estate, rebuilt from the ground up in 2022 to deliver unparalleled luxury & resort-style living in the most prestigious neighborhood on the Peninsula. Behind private gates, this architectural showpiece seamlessly blends modern elegance & cutting-edge function. With 4 bedrooms, 3 full baths, & 2 half

LAURA BRYANT KW Advisors

Welcome to this bright top floor condominium residence offering a unique blend of comfort and charm. One bedroom + den has multiple skylights that bathe the living space in sunshine throughout the day. Adjacent to the living room, the den provides an ideal space for home office, reading nook, or guest area. Kitchen, while compact, is efficiently laid out with ample cabinetry, updated

Louie Kappen Coldwell Banker Realty

$90,000 rebuild just finished in April. Only the windows are original. Brand new kitchen and bathroom, and new hardwood floors. Appliances, except washer, dryer...... brand new.

Jack Barry Barry, REALTORS®, J.

Welcome to Top of the Mounds, San Mateo's Premier luxury condominium community. This completely remodeled condominium with fantastic San Francisco Bay views is turn key and ready to move into. There's a large terrace off the living room for relaxing or barbecuing which takes advantage of the great bay views. Gorgeous hardwood floors thru-out the 2,076 square foot living space. The remodeled

Vince Cardinale Compass