Hillsborough, CA Homes for Sale with Pool

*BRAND NEW ADU UNDER CONSTRUCTION, STARTED FEB 2026 W/ FRAMING ALREADY COMPLETED* THIS TROPHY HOME IS A ONE-OF-A-KIND MODERNIZED SMART-HOME MANSION! THE IMPOSSIBLE WAS DONE W/ THESE MULTI-MILLION DOLLAR RENOVATIONS! This magnificent estate perfectly integrates timeless architecture with a modern interior, with all top-of-the-line amenities. An estate fit for royalty! Interior with 100s of

Stanley Lo Green Banker Realty

Tucked at the end of a private cul-de-sac, 720 Endfield Way offers a rare blend of privacy, scale, and panoramic Bay views. This meticulously maintained all ensuite 4-bedroom, 4-bath residence is filled with natural light. Expansive windows frame stunning vistas from Oakland to the San Mateo Bridge viewed from almost every room. Offering 3779 square feet of generous living spaces for refined

Runa Magowan Coldwell Banker Realty

Set on more than 12 secluded acres, Villa de Verano is an ultra-exclusive Hillsborough estate inspired by the elegance of Lake Como. The gated compound offers exceptional privacy, symmetry and scale, with a tree-lined drive leading to a grand motor court & the main residence, guest quarters & sports pavilion. The 12,404 sqft main residence spans 3 levels serviced by an elevator & overlooks the

Jenn Gilson Golden Gate Sotheby's International Realty

Almost fully rebuilt in 2022, this Santa Barbara-style Mediterranean in Hillsborough blends timeless architecture with modern systems and resort-style living. Interior design by JD Bartell creates a truly special & cohesive residence for daily living & entertaining. The home offers up to 6 bedrooms & 6.5 bathrooms with Venetian plaster throughout, custom white oak floors, seamless cabinetry &

Phil Chen Christie's International Real Estate Sereno

Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities

Jenn Gilson Golden Gate Sotheby's International Realty

Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious Skyfarm neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views and exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved and vaulted

Stanley Lo Green Banker Realty

Perched in the prestigious Burlingame Hills, 2620 Summit Drive is a completely reimagined 4-bedroom, 3.5-bathroom residence offering breathtaking panoramic views of the Bay and East Bay skyline. Thoughtfully remodeled with refined finishes and modern elegance throughout, this home seamlessly blends luxury with comfort. Expansive windows frame stunning water and city vistas, filling the home with

Denise Laugesen KW Advisors

*MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat

Stanley Lo Green Banker Realty

Secluded in the exclusive Country Club Manor neighborhood of Hillsborough, this fully furnished modernist masterpiece, a three story wonder of glass that floats with the forest. Designed by acclaimed, award-winning architect Leonard Ng, this iconic 11,141 sq. ft. retreat is a meditation on minimalism, an extension from the trees that questions where nature ends & home begins. Clear heart cedar

Gina Haggarty Compass

Welcome to this expansive 6000 sq ft residence in the prestigious Hillsborough. Gated driveway paved with beautiful fan-patterned design leads you pass a water fountain to the grand double entry door. The foyer with custom marble and a vaulted ceiling dotted with skylights offering unparalleled luxury and natural light. Six bedroom suites with eight full bathrooms plus a guest powder room, this

Olivia Lee RE/MAX Gold Redwood Shores.

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

At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices,

Zachary Trailer Compass

THE BEST OF HILLSBOROUGH! 815 Crystal Springs Rd presents an exceptional blend of luxury, privacy, & resort-style living in one of Hillsborough's most desirable settings. Thoughtfully remodeled in 2016, this 3,345 sq ft residence sits on an expansive 19,598 sq ft lot and offers 4 bedrooms and 3.5 baths, including a beautifully appointed pool house, versatile studio/bonus room, and finished

Stanley Lo Green Banker Realty

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 appliances,

Louie Kappen Coldwell Banker Realty

Modern living meets classical antiquity in this extraordinary Italian Renaissance estate in coveted San Mateo Park. Set on an expansive 3/4-acre lot, this meticulously updated residence showcases magnificent stonework, foliate columns, soaring barrel ceilings, and captivating garden views through large picture windows. Thoughtfully designed for modern living, the home features a chefs kitchen

Pierre & Alex Buljan Compass

It is sunny and bright with open floor plan featuring two (2) bedrooms, one (1) full bathroom and sun-filled bonus office space condo located in close proximity to Burlingame Avenue and downtown. The roomy living-dining area houses fireplace. The updated kitchen features white cabinetry, grabite counters, breakfast bar and stainless appliances. The primary suite has a separate dressing area and

Kenji Yoshioka Starts Pacific, Inc.

WELCOME TO 525 ALMER RD, where comfortable, convenient living meets a prime Burlingame location. This spacious 1,485 sq. ft. two-bedroom, two-bath condo with a den features an open-concept living and dining area filled with abundant natural light , a cozy fireplace and access to a private balcony through sliding glass doors-ideal for relaxing or entertaining. The home offers a functional kitchen,

Dzovig Derounian KW Advisors

Nestled in the heart of Burlingame Park, this bright first-floor sanctuary offers a rare turnkey opportunity for those starting out or looking to downsize. As an elegant retreat the residence provides secure access from both the street & garage. The light filled interior has been meticulously updated, featuring a thoughtfully arranged floor plan where a spacious living room serves as the

Gina Haggarty Compass

Refreshed unit --best floor plan, updated and ready to move in. Convenient to front desk, swimming pool, and gym, corner unit has lots of floor to ceiling windows, with views of the SM Bridge and the Bay. Bright and sunny with loads of storage and spacious rooms. Gourmet kitchen has lovely custom cherry wood cabinets, stainless appliances, handy pantry. Open floor plan, can be formal dining room

Kathleen Sparer Compass

2023 new build. A magnificent three-story estate of striking stature that embodies the pinnacle of luxury. On the most prestigious, tree-canopied street in The Park, backing onto Hillsborough's storied estates on Brewer Drive. Stroll to Burlingame Ave. Expansive lot, over one-third of an acre of beautifully curated grounds providing privacy and an impressive sense of arrival. Step inside and

Margaret Duffy Coldwell Banker Realty

Priced to sell with very motivated sellers, this 2 bedroom condo in prime Burlingame located in close proximity to Burlingame Avenue and downtown! Spanning 993 square feet, this tastefully renovated condo boasts new hardwood floors throughout, updated open kitchen with new appliances, kitchen cabinets and counter tops,light fixtures and breakfast bar. This first floor corner unit is located at

Pepe Pimentel eRealty