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Hillsborough

Hillsborough, CA
Hillsborough, CA

You found the right website if you are searching for homes for sale in Hillsborough CA. Our website has EVERY Hillsborough home for sale in California listed in the MLSListings Inc. MLS.

Hillsborough is an incorporated town in San Mateo County, California, in the San Francisco Bay Area. It is located 17 miles (27 km) south of San Francisco on the San Francisco Peninsula, bordered by Burlingame to the north, San Mateo to the east, Highlands-Baywood Park to the south, and Interstate 280 to the west. The population was 11,273 as of 2013

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Hillsborough Real Estate


Hillsborough is located on the Rancho San Mateo Mexican land grant which was purchased by William Davis Merry Howard, son of a wealthy Hillsborough, New Hampshire, shipping magnate, in 1846. Howard settled his family in this area, which attracted wealthy San Franciscans. Hillsborough is near Burlingame. In 1910, Hillsborough residents voted to incorporate.

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Geography and environment

According to the United States Census Bureau, the town has a total area of 6.2 square miles (16 km2), all of it land. The area’s considerably winding, hilly topography, and impossibility of a grid layout make Hillsborough notoriously challenging to navigate. Many lots include fairly steep slopes, particularly the western side of the town, with the landscape generally flattening to the east as it descends from the 280 freeway to El Camino Real and the towns of Burlingame and San Mateo.

Two prominent streams drain the mostly wooded slopes of Hillsborough: San Mateo Creek and Cherry Creek. In both cases the upper watersheds are closed-canopy California oak woodlands, with dominant trees of Coast Live Oak, Pacific Madrone and California Bay.

The upper drainage area of San Mateo Creek in Hillsborough contains significant serpentinite outcrops, which are known habitats for several rare plant species including the San Mateo woolly sunflower. Other common plants include toyon, gooseberry, lupine, monkeyflower and coffeeberry. Commonly observed mammals include California mule deer, raccoons, opossum, coyotes, rabbits, squirrels, and skunks.

Hillsborough is bordered by Burlingame to the north, San Mateo to the east, Highlands-Baywood Park to the south, and Interstate 280 to the west.

Hillsborough’s landscape is dominated by large homes; the town zoning and subdivision ordinances require a 2,500-square-foot (230 m2) minimum house size and minimum lot size of 0.5 acres (2,000 m2). As a result, there are no apartments, condominiums or townhouses in the city limits; however, it is not unusual for the homes along the eastern edge of Hillsborough to face condominiums in neighboring Burlingame, sharing the ZIP code 94010.

The town has no commercial zoning and thus no businesses within the town limits; the only non-residential properties are the town’s four public and three private schools, town and county government facilities, a golf course, a country club, and small parks.

Schools

Hillsborough has its own highly regarded and -ranked public elementary and middle school system, but no public high school. High school-aged children can attend one of several schools in the San Mateo Union High School District, generally assigned by residential address. The town is also home to a small number of independent schools. The Hillsborough school district is ranked as the #1 school district in California and one of the top ten school districts in the country.

  • The Nueva School, a nationally recognized independent school serving gifted and talented students.
  • Crocker Middle School, a public middle school, located on Ralston Avenue, named after William H. Crocker.
  • West Elementary School, a public elementary school, located on Barbara Way.
  • South Elementary School, a public elementary, at 303 El Cerrito.
  • North Elementary School, a public elementary, at 545 Eucalyptus Avenue.
  • The Bridge School, a school serving students with physical and speech impairments.
  • Crystal Springs Uplands School, a college preparatory middle and high school.
Landmarks

Primarily a residential suburb of San Francisco, Hillsborough has many mansions and other points of interest within the town’s borders dating from the early 20th century.

  • Carolands — Built by Harriet Pullman Carolan, heiress to the Pullman railway. At 65,000 ft² (6,000 m²), it is one of the largest residences in the United States and is placed on the National Register of Historic Places.
  • ′The Flintstone House′ (a.k.a. the Adobe/Dome/Bubble/Marshmallow/Gumby house) — designed by architect William Nicholson and built in 1976 using sprayed concrete over balloon-shaped forms, now painted a deep/burnt orange color reminiscent of the Golden Gate Bridge’s distinctive hue. The house can be seen to the east from the Doran Memorial Bridge, northbound on Highway 280 between the Bunker Hill and Hayne/Black Mountain exits.
  • Skyfarm — Built by William H. Crocker, namesake of Crocker middle school, and grandson of Charles Crocker of California’s Big Four railroad magnates. Designed by Arthur Brown, Jr., and opened in 1930. Home since the 1960s to The Nueva School.
  • Tobin Clark Estate – Originally designed by the noted architect David Adler for Mrs. Celia Tobin Clark, one of the Peninsula’s most prominent families of the early 20th Century
  • Uplands — Built by Templeton Crocker, as a gift to his fiancée Helène Irwin, heiress to the C&H Sugar family fortune. Designed by Willis Polk; opened in 1912, with interior of 35,000 ft² (3,250 m²). Home since the 1950s to Crystal Springs Uplands School.
  • Western White House — Commissioned by George Randolph Hearst, son of William Randolph Hearst and now privately owned. It, like Hearst Castle was designed by Julia Morgan.
  • Junípero Serra statue — Overlooking Highway 280, the statue was built in honor of Father Junípero Serra.
Climate

December is the coolest month with an average high of 60 degrees, and September is the warmest month with an average high of 78 degrees. Hillsborough has a Mediterranean climate (Köppen climate classification Csa), with the vast majority of the precipitation from the months of November to April. On average, Hillsborough receives 17 inches (430 mm) of rain. With coastal mountains to the west of Hillsborough, it is blocked in the winter from much of the rainfall over Half Moon Bay, and in the summer it is blocked from virtually all the fog of the coast. Hillsborough receives an average of 307 days of sunshine annually, with 52 days of recordable precipitation per year.

Content Courtesy of Wikipedia.org

Hillsborough, California Homes for Sale


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 in residential design. This approx. 8,000 square foot home offers 6 bedrooms, 4 full baths, and 2 half baths, all thoughtfully arranged within a layout that blends timeless design with grand-scale living. Positioned on a broad, level lot, the estate captures sweeping 200° views from San Francisco to San Jose, showcasing city skylines, iconic bridges, and the full expanse of the Bay Area. The Koshland Estate delivers an extraordinary combination of privacy, accessibility, and world-class vistas. A true Peninsula icon. $17,800,000 Active

130 Reservoir Rd Hillsborough, California

6 Beds 6 Baths 7,732 Sq Ft

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 1br/1ba ADU and private executive office / conference room. Details outside include a regulation tennis court, 2 separate spas, in-ground Pebble-Tec pool surrounded by flowering plants, A HUGE LAWN, multiple patios, a terrazzo terrace, vast motor court, statues by legendary sculptor Gaston Rognier, pristine landscaping by renowned designer Thomas Church, multiple gardens / flower beds, AND SO MUCH MORE! Additionally, the electrical, plumbing, heating, air conditioning, roofing, irrigation, retrofitting, and exterior lighting have all been upgraded modernizing this estate. Inside you'll find a large formal living room & dining rooms, a chef's kitchen, elliptical staircase w/ 40ft high entry, many 13ft high ceilings, butler's pantry, garden room, music room, a whole house 22kW generator, smart electronic lighting, elevator, roof deck, multiple en-suites, AND MORE! Too much to list here! $15,999,000 Active

245 W Santa Inez Ave Hillsborough, California

5 Beds 6 Baths 8,500 Sq Ft

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, game room w/ bar and separate au pair quarter that doubles as a home gym. The entire property is integrated with Control4 home automation, allowing you to manage nearly every amenity right from your phone. For added convenience, all three levels are connected via elevator, ensuring effortless access. The heated pool is a standout feature, boasting a jetted jacuzzi, in-ground water spouts, and a sun deck. At the front, automatic gates open to a circular driveway, providing ample parking for visitors. Ideally located, Hillsborough offers residents the perfect balance of convenience & accessibility. Just 6.5 miles to SFO, 15 miles to Stanford/Sand Hill Road, and 23 miles to Silicon Valley, it provides a prime spot on the Peninsula. Residents enjoy proximity to the charming Burlingame Ave, prestigious Burlingame Country Club, and access to North Hillsborough School (buyer to verify eligibility). $15,988,000 Active

1215 La Cumbre Rd Hillsborough, California

8 Beds 8 Baths 7,789 Sq Ft

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 hall, and the "Morocco Room" lounge. Upstairs, the large master suite enjoys equally stunning views of the bay, in addition to a luxury spa bath and formal sitting room. A separate in-law suite and wine cellar with tasting room are located on the lower level of the residence. Equally impressive are the surrounding grounds, fully landscaped with grand-scale trees, expanses of manicured lawn, and an elevated terrace overlooking the views and swimming pool. All of this just minutes from shopping, dining, golfing, parks, and top rated Hillsborough schools. (Square Footage Per County Records: 8,629) $14,995,000 Active

3085 Ralston Ave Hillsborough, California

5 Beds 7 Baths 10,495 Sq Ft

20 Pine Court, Hillsborough  A Modern Architectural Masterpiece Nestled in the prestigious Skyfarm neighborhood, 20 Pine Court is a breathtaking 5 bedroom, 5 full bath, and 2 half bath modern estate envisioned by the acclaimed Sean Bailey Design. This architectural marvel seamlessly merges sophisticated elegance with unparalleled functionality, creating a living experience that redefines luxury. Step inside to be greeted by soaring ceilings and expansive sliding glass doors, blurring the lines between indoors and out while bathing the interiors in abundant natural light. The striking cedar-clad façade exudes warmth and refinement, perfectly complementing the homes sleek, contemporary design. Designed for effortless entertaining, the open-concept gourmet kitchen and family room are outfitted with bespoke finishes and top-tier appliances, catering to the most discerning culinary enthusiasts. Outside, a breathtaking infinity pool beckons, offering a serene retreat with uninterrupted view your private oasis for relaxation and year-round enjoyment. Discover the pinnacle of modern luxury living in Hillsborough. Welcome home. $13,800,000 Active

20 Pine Ct Hillsborough, California

5 Beds 7 Baths 6,225 Sq Ft

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. $13,490,000 Active

2181 Parkside Ave Hillsborough, California

7 Beds 8 Baths 6,140 Sq Ft

A symphony of modern architecture and refined design, 855 Darrell Road is a one-of-a-kind contemporary estate where form meets function in the most breathtaking way. Crafted by Kelland Architects and built by Thorenfeldt Construction, every inch of this 7,370-square-foot residence pulses with innovation, artistry, and intention. From the moment you step inside, youre greeted by soaring ceilings, curated finishes, and dramatic Bay views framed by walls of glass. Five luxurious en suite bedrooms are tucked across three stunning levelseach an immersive experience in elevated living. The kitchen, a true showpiece, features custom walnut cabinetry, bold tile by Moses Hacmon, and a suite of chef-worthy appliances. Outside, a glass-railed deck and covered entertaining patio offer seamless indoor-outdoor flow, while the spa-inspired lower level, yoga studio, and smart-home systems redefine what it means to live well. Discover a modern marvel designed to captivate, inspire, and endure. $12,500,000 Active

855 Darrell Rd Hillsborough, California

5 Beds 6 Baths 7,138 Sq Ft

This BRAND NEW (Built in 2024) never-lived-in ECO-FRIENDLY SMART HOME blends modern sophistication with sustainable living, offering breathtaking PANORAMIC VIEWS of the San Francisco Bay. The striking exterior showcases smooth white stucco, warm wood paneling, and expansive glass elements, including a grand entrance and a three-car garage. Soaring tray ceilings, recessed & cove lighting, and floor-to-ceiling sliding glass doors create a bright and inviting atmosphere. The gourmet chef's kitchen boasts sleek cabinetry, luxurious stone countertops, a spacious island, and top-tier Miele® appliances, complemented by a fully equipped butlers pantry. Upstairs, four en-suite bedrooms include a lavish primary suite with a spa-inspired bath and private balcony. The lower level is designed for entertainment, featuring a wine cellar, wet bar, home theater, sauna, & steam shower. The backyard features a patio with an outdoor kitchen and an infinity pool with a pool-level spa. Smart home technology ensures effortless connectivity, while eco-conscious features like solar panels, a heat pump HVAC system, and an ERV air purification system enhance sustainability. A separate two-bedroom ADU adds versatility. This is the ultimate dream home! (Main House: 6,361 SF, ADU: 799 SF, .46 Acre Corner Lot) $11,880,000 Active

1221 Kenilworth Rd Hillsborough, California

8 Beds 10 Baths 7,160 Sq Ft

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 baths, fully equipped media room, home gym & upstairs sunroom w/ solarium balcony access. The multi-level layout wraps around meticulously designed gardens, offering picturesque views throughout. The exterior features over half an acre of vast garden space. Enjoy the ivy-covered trellis, elevated terrace with heated saltwater pool & spa & rolling grass-covered yards. Garden pathways lead to a charming children's play area. Mature trees surround the property, ensuring complete seclusion and privacy. Located in the prestigious Lower Hillsborough area, this property sits on a private, quiet street w/ no through traffic. Excellent Hillsborough North schools are a significant draw for families, while the proximity to downtown Burlingame & San Mateo ensures you're never far from amenities. Quick connections to international airports, San Francisco, & Silicon Valley add to the convenience. $11,500,000 Active

55 Fagan Dr Hillsborough, California

7 Beds 5 Baths 6,818 Sq Ft

2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools. $10,980,000 Pending (Do Not Show)

2140 Forest View Ave Hillsborough, California

4 Beds 6 Baths 6,000 Sq Ft

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 access to the 101 Freeway, less than 2 miles away, making it easy to reach both San Francisco and Silicon Valley. For frequent flyers, San Francisco International Airport is only 15 minutes away. This gated estate provides access to top-rated schools and features a long driveway leading to a spacious motor court. The grounds include a sparkling pool, spa, and a charming pool house--ideal for relaxing or entertaining. $8,999,000 Active

2155 Geri Ln Hillsborough, California

3 Beds 4 Baths 3,810 Sq Ft

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 appliances, custom cabinetry, a large island, & a sun-drenched breakfast nook. The adjoining family room opens to the yard, perfect for entertaining. The main-level primary suite serves as a private sanctuary with its own office, 2 closets, and a spa-inspired bathroom featuring a steam shower, jacuzzi tub, radiant heated floors. Upstairs, 4 spacious bedrooms (3 ensuite) and a second family/media room offer comfort and sweeping views. The backyard is built for entertaining, complete with a pool, spa, built-in BBQ, & lush, mature gardens. Additional highlights include a 3-car garage with EV charger, & ample storage. Enjoy close proximity to award-winning Hillsborough schools, scenic parks, and upscale shopping and dining in nearby Burlingame and San Mateo. With easy access to Highways 280 and 101, commuting to San Francisco, Silicon Valley is seamless. $8,500,000 Active

1095 Macadamia Dr Hillsborough, California

5 Beds 6 Baths 5,215 Sq Ft

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irishouses@gmail.com

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