Hillsborough Homes for Sale

Hillsborough Homes for Sale

Welcome to Hillsborough, California – a hidden gem nestled in the heart of San Mateo County. Renowned for its picturesque landscapes and affluent lifestyle, Hillsborough offers an idyllic setting for families, professionals, and anyone seeking a serene yet vibrant community. With its tree-lined streets, manicured lawns, and exquisite architecture, this charming town exudes elegance and sophistication.

Hillsborough is celebrated for its top-tier schools, making it an ideal place for families who prioritize education. The town boasts a rich history and a close-knit community, where neighbors know each other and local events foster a sense of belonging. Enjoy leisurely strolls in the lush parks or take advantage of the numerous recreational opportunities available, from hiking trails to tennis courts, all while being just a stone's throw away from the bustling energy of the San Francisco Bay Area.

For those seeking a new home, Hillsborough offers an impressive selection of properties for sale. Whether you're dreaming of a sprawling estate with stunning views or a charming family home in a peaceful neighborhood, Hillsborough's real estate market has something for everyone. With its blend of luxury and comfort, each home here is a testament to fine living.

Explore the diverse listings available and discover the perfect place to call home in this enchanting town. Hillsborough isn't just a location; it's a lifestyle that promises both tranquility and community spirit. Come and experience the charm of Hillsborough – where your dream home awaits!

Newest Hillsborough Homes for Sale

501 El Cerrito Avenue, Hillsborough
$7,750,000
5 Beds ⋅ 5 Baths ⋅ ML82064709 MLS
Set behind private gates in coveted Lower Hillsborough, this French-inspired estate blends timeless architecture with gracious spaces for everyday living and entertaining. A slate roof and architectural details introduce the home, while a grand entry with a sweeping curved staircase creates a memorable arrival. Elegant formal living and dining rooms are complemented by four fireplaces and an inviting library with custom built-in shelving. The kitchen features a Wolf range and opens to the spacious family room, creating a comfortable gathering place at the heart of the home. Soaring ceilings, Caribbean pine flooring, and travertine finishes add warmth and character throughout. The expansive primary suite offers a peaceful retreat with a soaking tub and appointed bath. Outside, landscaped grounds provide inviting spaces for relaxation and entertaining, with the gentle sounds of nearby San Mateo Creek creating a tranquil natural backdrop. Ideally located just minutes from the downtowns of Burlingame and San Mateo, with their dining, boutique shopping, and entertainment, the property offers easy access to excellent schools, major commute routes, San Francisco, and Silicon Valley. A rare opportunity to experience refined living in one of the Peninsula's most desirable neighborhoods.

501 El Cerrito Avenue, Hillsborough

Listing courtesy of Listing Agent: Ranya Kaileh Francis (ranya@rubaandhaifa.com) from Listing Office: Sotheby's Intl Rlty.
453 Remillard Drive, Hillsborough
$3,690,000
4 Beds ⋅ 3 Baths ⋅ ML82064837 MLS
Recently remodeled throughout, 453 Remillard Drive offers modern living in Hillsborough's desirable Carolands neighborhood. Hardwood floors, recessed lighting and an open floor plan welcome you into a bright great room connecting the living and dining areas with an updated kitchen featuring granite countertops, ample cabinetry, new stainless steel appliances and a breakfast bar. A powder room near the foyer adds convenience. On one side of the home, the upper-level primary suite features high ceilings, a fireplace, private balcony, walk-in closet and an en-suite bath with a double-sink vanity and glass-enclosed shower and tub area. Two bedrooms on the lower level of this same side share a bath; one opens to a deck. Laundry is also on this level. On the opposite side, an upper-level guest suite offers high ceilings, a walk-in closet and private bath, while a spacious family room with high ceilings occupies the lower level on that same side. Multiple decks and generous grounds invite outdoor dining, relaxing and entertaining. Less than a mile from I-280, with West Hillsborough Elementary and Preschool nearby, the home is also a short drive from Sawyer Camp Trail and the scenic Lower Crystal Springs Reservoir. Thoughtfully updated spaces offer comfort style and room to unwind daily.

453 Remillard Drive, Hillsborough

Listing courtesy of Listing Agent: Stanley Lo (stanleylo@greenbanker.com) from Listing Office: Green Banker Realty.
1365 Lakeview Drive, Hillsborough
$3,999,000
4 Beds ⋅ 4 Baths ⋅ ML82064158 MLS
Updated 4-bedroom, 3.5-bath home in Hillsborough's Lakeview neighborhood, near Crystal Springs Reservoir with convenient I-280 access to San Francisco and Silicon Valley. Double entry doors open to a foyer and bright living room with a fireplace, built-ins, and picture windows flanking a sliding door. Recessed lighting throughout and modern fixtures enhance the interiors. The dining room features a chandelier and display cabinet. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and an island with a prep sink and breakfast bar. It opens to the family room with deck access. Off the kitchen, the laundry room has cabinetry, a utility sink, and access to the powder room. The kitchen area also connects to a two-car garage with ample storage and a room arranged as a wine cellar. A separate wing houses four bedrooms and three full baths. The primary suite includes a walk-in closet, dual-sink vanity, glass-enclosed shower, and sliding doors to the rear deck. Enjoy a covered area beside the family room, built-in spa, swing, and direct deck access to lawns on both sides and a motor court. For inviting interiors, expansive outdoor space, and a convenient location, look no further than 1365 Lakeview Dr in Hillsborough.

1365 Lakeview Drive, Hillsborough

Listing courtesy of Listing Agent: Stanley Lo (stanleylo@greenbanker.com) from Listing Office: Green Banker Realty.
910 La Senda Road, Hillsborough
$12,800,000
5 Beds ⋅ 6 Baths ⋅ ML82064121 MLS
Set on a private +/-.81-acre lot with sweeping canyon views, this brand-new contemporary masterpiece offers over 5,600s.f. of sunlit living space. Designed for sophisticated living and entertaining, the home blends dramatic architecture, refined finishes, and seamless indoor/outdoor spaces. Five generously sized bedroom suites, a half bath, and office/study are thoughtfully positioned throughout. The formal living room features a dramatic fireplace and expansive glass walls that frame the spectacular scenery. An elegant dining room provides an exceptional setting for both casual dinners and grand-scale entertaining. At the heart of the home, the chef's kitchen features Miele appliances, custom cabinetry, and center island. The massive adjoining family room also opens directly to a vast, covered entertaining deck overlooking breathtaking views, creating an ideal setting for gatherings. The lower level offers a private suite with a spa-like bath, sauna, media/recreation room, wine displays, wet bar, and rear yard access. The stunning grounds feature level lawns, vanishing-edge fountain, & multiple viewing terraces. A gated driveway, A/C, radiant heat, & EV outlet complete this offering. An exceptional combination of privacy, luxury, architectural distinction, and breathtaking views

910 La Senda Road, Hillsborough

Listing courtesy of Listing Agent: Jim Arbeed (jim.arbeed@cbnorcal.com) from Listing Office: Coldwell Banker Realty.
950 Macadamia Drive, Hillsborough
$26,000,000
6 Beds ⋅ 10 Baths ⋅ ML82063278 MLS
Modern luxury meets sweeping San Francisco Bay views at 950 Macadamia. Designed by TRG Architects and built in 2021, this estate sits on 1.25 acres in Hillsboroughs sought-after Skyfarm neighborhood, offering approximately 10,888 square feet across three levels, with 6 bedrooms, 8 full baths, and 2 half baths. Clean architectural lines, custom European finishes, and expansive walls of glass fill the home with natural light and capture views throughout. The open living spaces center around a chefs kitchen with Miele appliances, while expansive glass doors open to spacious terraces for seamless indoor-outdoor living. An infinity-edge pool and spa, outdoor kitchen, fireplace, and beautifully landscaped grounds create a private resort setting for entertaining or relaxing at home. The lower level features a home theater, game room with bar, gym, steam room, and sauna. A private guest suite with a full kitchen and separate entrance offers added comfort and flexibility. An office, wine cellar, elevator, six-car garage, solar panels, and smart home automation complete the home. With its striking design, expansive views, and exceptional amenities, 950 Macadamia brings together the best of modern Hillsborough living.

950 Macadamia Drive, Hillsborough

Listing courtesy of Listing Agent: Phil Chen (phil@sybariterealty.com) from Listing Office: Christie's International Real Estate Sereno.
2265 Ralston Avenue, Hillsborough
$19,500,000
5 Beds ⋅ 7 Baths ⋅ ML82062674 MLS
New construction in progress and will be completed in Mid 2027. This is An exceptional new estate in coveted Lower North Hillsborough.

2265 Ralston Avenue, Hillsborough

Listing courtesy of Listing Agent: Jenn Gilson (jenn@jenngilson.com) from Listing Office: Golden Gate Sotheby's International Realty.
85 Fagan Drive, Hillsborough
$39,000,000
9 Beds ⋅ 7 Baths ⋅ ML82062082 MLS
*NEW PRICE INCLUDES 85 FAGAN & ADJACENT EMPTY LOT 90 FAGAN (.902 ACRES) FOR THE ULTIMATE PRIVATE RETREAT* GRANDEUR. MODERN LUXURY. OVER 3 ACRES + NEW ADU + EXTENSIVELY MODERNIZED, A rare Hillsborough estate where irreplaceable old-world craftsmanship meets today's technology and comfort. Extensively modernized with a new kitchen, updated baths, new heating and air conditioning, generator, and sophisticated smart-home systems. Hundreds of LED lights, gates, climate, security and other home functions can be controlled remotely.**The craftsmanship of yesterday beautifully preserved. The technology and comfort of today already done** DON'T LET THE AGE FOOL YOU. THIS IS A HISTORIC MASTERPIECE REIMAGINED FOR MODERN LIVING.

85 Fagan Drive, Hillsborough

Listing courtesy of Listing Agent: Stanley Lo (stanleylo@greenbanker.com) from Listing Office: Green Banker Realty.
30 Bluebell Lane, Hillsborough
$4,087,000
4 Beds ⋅ 4 Baths ⋅ ML82053624 MLS
Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soaring open-concept living area. Vaulted ceilings with exposed beams and floor-to-ceiling windows flood the space with natural light and showcase sweeping vistas. The expansive living room features a dramatic stone fireplace and flows into a chefs kitchen with high-end stainless steel appliances, tray ceiling, and a generous breakfast barperfect for everyday living and entertaining. This four-bedroom home includes a luxurious primary suite with a private sitting area and spa-inspired bath, complete with soaking tub, frameless glass shower, and double vanity. Located in the serene Lakeview area near top-rated schools, boutique shopping, and dining, with easy access to Hwy 280, 101, SF, Silicon Valley, and SFO. The land has potential for subdivision, subject to city approval.

30 Bluebell Lane, Hillsborough

Listing courtesy of Listing Agent: Stanley Lo (stanleylo@greenbanker.com) from Listing Office: Green Banker Realty.
20 Castle Court, Hillsborough
$12,000,000
7 Beds ⋅ 7 Baths ⋅ ML82059857 MLS
Offered as a rare presale opportunity with the ability to personalize select finishes, this modern architectural masterpiece is estimated for completion in Q3 2027. Privately situated on a level half-acre cul-de-sac lot, the residence offers approximately 5,722 square feet of refined living space, including an attached ADU & pool. A dramatic double-height foyer with a full-height porcelain slab feature wall and statement chandelier creates a striking first impression. Soaring ceilings, premium engineered oak flooring, a dramatic floating staircase, and walls of glass create a striking sense of scale and effortless indoor-outdoor living. The showpiece kitchen features custom European-inspired cabinetry with warm natural wood finishes, natural quartzite surfaces, a waterfall island, and premium Miele appliances. A private balcony, spa-inspired primary bath, custom wine display, Control4 automation, and beautifully landscaped grounds complete the residence. Buy early for preferred pricing and design personalization.

20 Castle Court, Hillsborough

Listing courtesy of Listing Agent: Phil Chen (phil@sybariterealty.com) from Listing Office: Christie's International Real Estate Sereno.
150 New Place Road, Hillsborough
$48,888,000
10 Beds ⋅ 10 Baths ⋅ ML82059451 MLS
A landmark Hillsborough estate of extraordinary scale, privacy, and unparalleled distinction, nestled within the exclusive New Place Road enclave, historically associated with the Gilded Age-era William H. Crocker estate. Arrival begins at the historic William H. Crocker gate posts marking the entrance to New Place Road, winding through the fairways of Burlingame Country Club. 150 New Place Road is an exceptional compound offering refined California living. Private resort-caliber grounds offer gathering areas for relaxation and elegant entertaining in complete privacy. A private detached guest house, panoramic San Francisco Bay views, swimming pool, private tennis and pickleball court, and comprehensive whole-home systems. Sophisticated interior living spaces, generous bedroom suites, theatre room and indoor sauna provide exceptional comfort and recreation. Walls of glass and expansive terraces frame breathtaking San Francisco Bay views and invite seamless indoor-outdoor living. Ideally positioned near San Francisco, Silicon Valley, SFO, and the Peninsula's renowned schools and amenities. Offered at $48,888,000, 150 New Place is an exceptionally rare Hillsborough trophy estate- a landmark private compound where privacy, scale, setting, and a sense of history converge

150 New Place Road, Hillsborough

Listing courtesy of Listing Agent: Mary Bee (mbee@intero.com) from Listing Office: Intero Real Estate Services.
2155 Geri Lane, Hillsborough
$8,999,000
3 Beds ⋅ 4 Baths ⋅ ML82044812 MLS
RARE OPPORTUNITY! Hurry, properties of this caliber, on this size lot, in this location rarely come on the market! You can remodel a home, but you can never recreate this location, this cul-de-sac, or this extraordinary lot. One of Hillsboroughs most sought-after and prestigious streets. Tucked away at the end of a quiet cul-de-sac, this extraordinary estate sits on one of the largest lots in the neighborhood, an exceptionally rare offering that will not become available again for years. Walking distance to vibrant downtown Burlingame and some of California's best public schools. Whether you choose to enjoy this beautiful estate as it is or create your own dream luxury residence, this is truly a once-in-a-lifetime opportunity in an irreplaceable location. Enjoy unmatched privacy surrounded by magnificent mature trees and lush landscaping, creating your own peaceful retreat. DO NOT WAIT, SERIOUSLY!!!

2155 Geri Lane, Hillsborough

Listing courtesy of Listing Agent: Stanley Lo (stanleylo@greenbanker.com) from Listing Office: Green Banker Realty.
280 Uplands Drive, Hillsborough
$11,475,000
6 Beds ⋅ 8 Baths ⋅ ML82054575 MLS
Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

280 Uplands Drive, Hillsborough

Listing courtesy of Listing Agent: Michael Haywood Jr. (mrhaywood@comcast.net) from Listing Office: eXp Realty of California Inc.
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