Hillsborough, CA Homes

/72
$4,750,000 Sold Sep 30, 2024
- 4,660 Sq Ft
- $1,019/SF
- 76 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1983
1305 Southdown Rd, Hillsborough, CA 94010

Luxury and Comfort. This Hillsborough gem offers Spectacular Panoramic Bay & Canyon Views from nearly every room! As you enter the house, you will be greeted by a Grand living and dining area featuring a spacious open floor plan, soaring high ceilings, elegant skylights, expansive windows, & glass doors that showcase the breathtaking views that this house offers. The adjacent chefs kitchen is a

Stanley Lo Green Banker Realty

1305 Southdown Rd, Hillsborough, CA 94010

/31
Est $5,399,089 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,500 Sq Ft
315 Arden Rd, Hillsborough, CA 94010

315 Arden Rd, Hillsborough, CA 94010

/117
$5,600,000 Sold Sep 26, 2024
- 6,130 Sq Ft
- $914/SF
- 72 Days On Market
- 5 Beds
- 7 Baths
- Built 1938
711 Hayne Rd, Hillsborough, CA 94010

THE BEST DEAL YOU'LL FIND IN LOWER-MIDDLE HILLSBOROUGH! The bright, flowing indoor floor plan has been tastefully updated and is COMPLETELY MOVE-IN READY. The home carries the dual-pedigree of San Francisco design pioneers architect Gardner Dailey and famed landscape architect Thomas Church. The indoor living areas naturally extend through French doors from the spacious main hall into a landscape

Stanley Lo Green Banker Realty

711 Hayne Rd, Hillsborough, CA 94010

/93
Est $7,034,863 Not Listed For Sale
- 6 Beds
- 7 Baths
- 5,256 Sq Ft
1175 San Raymundo Rd, Hillsborough, CA 94010

1175 San Raymundo Rd, Hillsborough, CA 94010

/89
$4,500,001 Sold Sep 23, 2024
- 2,740 Sq Ft
- $1,642/SF
- 6 Days On Market
- 4 Beds
- 3 Baths
- Built 1965
1305 Tartan Trail Rd, Hillsborough, CA 94010

Luxury in the Hills Experience the pinnacle of luxury living in Hillsborough, where elegance meets serenity. Known for its exclusive, sprawling properties and unparalleled privacy, this recently renewed residence offers a blend of classic charm and modern sophistication, boasting stunning grounds and top-tier finishes. 4 Bedrooms | 3 Bathrooms | 2,740 +/- SQ FT | Recently Renovated | Modern

Alex Tai KW Advisors

1305 Tartan Trail Rd, Hillsborough, CA 94010

/23
Est $5,680,927 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,630 Sq Ft
1010 San Raymundo Rd, Hillsborough, CA 94010

1010 San Raymundo Rd, Hillsborough, CA 94010

/26
$4,000,000 Sold Sep 20, 2024
- 2,440 Sq Ft
- $1,639/SF
- 21 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1953
250 Brentwood Rd, Hillsborough, CA 94010

Ranch-Style Home in highly sought after Lower South Hillsborough. Spanning 2,440 square feet of single-level living space on a generous flat almost half acre lot. This residence features three spacious bedrooms and two and a half bathrooms. The property not only offers a serene and private living environment, but also presents exciting future expansion potential. The home boasts an inviting

Casey Sternsmith Compass

250 Brentwood Rd, Hillsborough, CA 94010

/18
Est $4,805,386 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,890 Sq Ft
5 Jewell Place, Hillsborough, CA 94010

5 Jewell Place, Hillsborough, CA 94010

/35
$4,998,000 Sold Sep 19, 2024
- 3,240 Sq Ft
- $1,543/SF
- 5 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2000
20 Knollcrest Rd, Hillsborough, CA 94010

Discover exceptional elegance at 20 Knollcrest Road in Hillsborough. This stunning home features 4-bedrooms, 3.5-bathrooms and a separate office that combine sophisticated living spaces, privacy and views! The updated kitchen has a center island, two sinks, stainless steel appliances, custom cabinets and a breakfast nook. There's an oversized family room, formal living room, dining room and

Patty Dwyer Group Compass

20 Knollcrest Rd, Hillsborough, CA 94010

/7
Est $4,486,765 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,500 Sq Ft
1395 San Raymundo Rd, Hillsborough, CA 94010

1395 San Raymundo Rd, Hillsborough, CA 94010

/2
$5,000,000 Sold Sep 03, 2025
- 6,400 Sq Ft
- $781/SF
- 141 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1977
105 Falkirk Ln, Hillsborough, CA 94010

Stop your search, this home has everything on your checklist: stunning, private views, a massive floor plan, high ceilings, and a prestigious Hillsborough address. The standout feature is the expansive downstairs media room. Once a concert hall for top artists, it can continue that legacy or be transformed into a home theater, fitness room(perfect for indoor pickleball!),or bonus living space.

Mary Bee Thrasher Remax Capital

105 Falkirk Ln, Hillsborough, CA 94010

/39
Est $4,387,218 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,570 Sq Ft
1355 Brandt Rd, Hillsborough, CA 94010

1355 Brandt Rd, Hillsborough, CA 94010

/2
$8,600,000 Sold Aug 25, 2025
- 6,560 Sq Ft
- $1,311/SF
- 5 Days On Market
- 6 Beds
- 6.5 Baths
- Built 1951
785 Pullman Rd, Hillsborough, CA 94010

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

785 Pullman Rd, Hillsborough, CA 94010

/30
Est $5,296,474 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,347 Sq Ft
1110 Marlborough Rd, Hillsborough, CA 94010

1110 Marlborough Rd, Hillsborough, CA 94010

/2
$4,180,000 Sold Jul 29, 2025
- 3,415 Sq Ft
- $1,224/SF
- 16 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1973
937 Parrott Dr, Hillsborough, CA 94010

ONE OF HILLSBOROUGH'S BEST DEALS!!! Nestled in the prestigious Tobin Clark Estates, this home blends privacy, timeless architecture, and classic elegance. Surrounded by pristine landscaping and gently rolling hills, it's located in one of the Peninsulas most desirable neighborhoods. The home itself is seated on almost 1/2 acre of flat land. A long motor court driveway with elegant concrete pavers

Stanley Lo Green Banker Realty

937 Parrott Dr, Hillsborough, CA 94010

/29
Est $4,303,172 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,585 Sq Ft
320 Ranelagh Rd, Hillsborough, CA 94010

320 Ranelagh Rd, Hillsborough, CA 94010

/2
$4,500,000 Sold Jul 25, 2025
- 4,165 Sq Ft
- $1,080/SF
- 37 Days On Market
- 4 Beds
- 4 Baths
- Built 1966
1260 Hayne Rd, Hillsborough, CA 94010

Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry,

Stanley Lo Green Banker Realty

1260 Hayne Rd, Hillsborough, CA 94010

/2
Est $4,041,370 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,410 Sq Ft
252 Roblar Ave, Hillsborough, CA 94010

252 Roblar Ave, Hillsborough, CA 94010

/2
$5,050,000 Sold Jul 21, 2025
- 3,625 Sq Ft
- $1,393/SF
- 9 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1954
2260 Summit Dr, Hillsborough, CA 94010

Perched on almost an acre in Hillsborough, this expansive property offers the perfect balance of luxury, privacy, and breathtaking surroundings. Tastefully updated in 2003, the 4 bedroom, 2.5-bathroom residence plus a separate 1BR & 1BA ADU with its own attached two-car garage, providing an excellent space for extended family, guests, or private accommodations. The main house also features an

Phil Chen Christie's International Real Estate Sereno

2260 Summit Dr, Hillsborough, CA 94010

/11
Est $4,507,171 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,987 Sq Ft
330 Robinwood Ln, Hillsborough, CA 94010

330 Robinwood Ln, Hillsborough, CA 94010

/2
$3,950,000 Sold Jul 03, 2025
- 3,700 Sq Ft
- $1,068/SF
- 92 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1936
1021 Merner Rd, Hillsborough, CA 94010

ESCAPE TO SERENITY: PRIVATE AND QUIET LOCATION! LARGE USABLE YARD! AMAZING SCHOOLS! A must-see breathtaking Hillsborough Park home! Top rated public schools: South Elementary School and Crocker Middle School/ Close to Downtown San Mateo shops and restaurants / Located at the end of a private cul-de-sac / 18 ft vaulted ceilings in the grand living room / Bright natural light / Primary suite + 2 en

Kathryn Gerhardt Gilmartin Group

1021 Merner Rd, Hillsborough, CA 94010

/47
Est $4,474,532 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,850 Sq Ft
440 Remillard Dr, Hillsborough, CA 94010

440 Remillard Dr, Hillsborough, CA 94010

/2
$4,820,000 Sold Jun 30, 2025
- 4,270 Sq Ft
- $1,129/SF
- 0 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1980
2905 Privet Dr, Hillsborough, CA 94010

COMP PURPOSES ONLY

Stanley Lo Green Banker Realty

2905 Privet Dr, Hillsborough, CA 94010

/46
Est $5,830,280 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,214 Sq Ft
585 Remillard Dr, Hillsborough, CA 94010

585 Remillard Dr, Hillsborough, CA 94010

/2
$5,123,250 Sold Jun 20, 2025
- 5,530 Sq Ft
- $926/SF
- 84 Days On Market
- 5 Beds
- 4 Baths
- Built 1980
46 Eugenia Way, Hillsborough, CA 94010

If you've been searching for a property with incredible upside, room to grow, and the flexibility to make it truly your own, this is it. Nestled on a large, sunny, and private lot, this 5-bedroom, 4-bathroom French-style estate offers the rare combination of timeless architecture, solid construction, and endless potential. This home is well cared for and move-in ready, but its also a blank canvas

Alex Kononoff eXp Realty of Northern California, Inc.

46 Eugenia Way, Hillsborough, CA 94010

/26
Est $6,412,558 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,944 Sq Ft
527 Craig Rd, Hillsborough, CA 94010

527 Craig Rd, Hillsborough, CA 94010

/2
$5,450,000 Sold Jun 13, 2025
- 4,760 Sq Ft
- $1,145/SF
- 46 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2002
2813 Easton Dr, Hillsborough, CA 94010

Custom built in 2002 this beautiful 4,760 sq ft home located in the desirable city of Hillsborough features 4 spacious bedrooms and 4 full bathrooms and powder room. The well-appointed kitchen is perfect for aspiring chefs and entertainers alike, offering ample space for culinary creations. The home boasts a formal dining room for hosting elegant dinners and a separate family room for more casual

Max Lo Green Banker Realty

2813 Easton Dr, Hillsborough, CA 94010

/27
Est $4,277,266 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,390 Sq Ft
535 Barbara Way, Hillsborough, CA 94010

535 Barbara Way, Hillsborough, CA 94010

/2
$3,500,000 Sold May 22, 2025
- 4,680 Sq Ft
- $748/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1981
2845 Churchill Dr, Hillsborough, CA 94010

Opportunity awaits at 2845 Churchill Drive in Hillsboroughs prestigious Skyfarm neighborhood. This stately Tudor-style home sits on a large, private lot at the end of a quiet cul-de-sac and offers endless potential to create your dream residence. With 4 bedrooms and 3.5 baths, the home features a generous layout with formal living and dining rooms, a family room, and a spacious kitchen ready for

Jenn Gilson Golden Gate Sotheby's International Realty

2845 Churchill Dr, Hillsborough, CA 94010

/41
Est $7,463,497 Not Listed For Sale
- 5 Beds
- 7 Baths
- 4,821 Sq Ft
125 Roblar Ave, Hillsborough, CA 94010

125 Roblar Ave, Hillsborough, CA 94010

/2
$3,961,000 Sold May 09, 2025
- 2,590 Sq Ft
- $1,529/SF
- 12 Days On Market
- 6 Beds
- 3 Baths
- Built 1955
337 Robinwood Ln, Hillsborough, CA 94010

Welcome to this lovely mid-century home with a park-like setting situated in the heart of the Carolands. In addition to 6 bedrooms and 3 full baths, this home offers a primary bedroom suite, open eat-in kitchen with granite countertops and gas cooktop, gloriously bright family room with built-ins, separate laundry room, 2-car garage and covered parking for a third car. Other fine features include

Karyl Eldridge Coldwell Banker Realty

337 Robinwood Ln, Hillsborough, CA 94010

/73
Est $4,207,154 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,860 Sq Ft
135 Roblar Ave, Hillsborough, CA 94010

135 Roblar Ave, Hillsborough, CA 94010

/2
$5,000,000 Sold May 08, 2025
- 3,040 Sq Ft
- $1,645/SF
- 0 Days On Market
- 4 Beds
- 3 Baths
- Built 1953
1024 La Cuesta Rd, Hillsborough, CA 94010

This beautifully remodeled home blends timeless charm with modern comfort. Located on a generous lot in one of Hillsborough's most desirable neighborhoods, the 4-bedroom, 3-bathroom layout offers light-filled, open-concept living perfect for todays lifestyle. The chefs kitchen with stainless steel appliances and a large island flows seamlessly into the living, dining, and family rooms opening

Jenn Gilson Golden Gate Sotheby's International Realty

1024 La Cuesta Rd, Hillsborough, CA 94010

/71
Est $9,430,833 Not Listed For Sale
- 8 Beds
- 8 Baths
- 7,614 Sq Ft
420 Roblar Ave, Hillsborough, CA 94010

420 Roblar Ave, Hillsborough, CA 94010

/2
$5,275,000 Sold Apr 23, 2025
- 3,020 Sq Ft
- $1,747/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1959
20 Cedar Ct, Hillsborough, CA 94010

This single-level, 4-bedroom, 3-bathroom home offers 3,020 sq. ft. of comfortable living space on a 23,053 sq. ft. lot, featuring a spacious kitchen, formal dining room, versatile living areas, a 3-car garage, and access to the Hillsborough City Elementary School District.

Jenn Gilson Golden Gate Sotheby's International Realty

20 Cedar Ct, Hillsborough, CA 94010

/30
Est $4,120,337 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,300 Sq Ft
536 Ravenscourt Rd, Hillsborough, CA 94010

536 Ravenscourt Rd, Hillsborough, CA 94010

/2
$5,200,000 Sold Apr 22, 2025
- 3,200 Sq Ft
- $1,625/SF
- 10 Days On Market
- 4 Beds
- 3 Baths
- Built 1979
50 Sugar Hill Dr, Hillsborough, CA 94010

HILLSBOROUGH SHANGRI-LA! A CONNOISSEUR'S PARADISE THAT LIVES IN THE MOMENT. Behold a lifestyle ready to thrive in the moment, ready to pivot from indoors to outdoors, and ready to imprint your life with a rich architectural feeling. The prestigious Tobin Clark area is one of the Town's newest subdivisions, Hillsborough's best-kept secret! *All luxury flowing on one level * Remodeled designer

Geoffrey Nelson Coldwell Banker Realty

50 Sugar Hill Dr, Hillsborough, CA 94010

/40
Est $5,624,241 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,980 Sq Ft
575 Hayne Rd, Hillsborough, CA 94010

575 Hayne Rd, Hillsborough, CA 94010

/2
$5,825,000 Sold Apr 14, 2025
- 3,400 Sq Ft
- $1,713/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1963
1255 Armsby Dr, Hillsborough, CA 94010

For comp purposes only

Patty Dwyer Group Compass

1255 Armsby Dr, Hillsborough, CA 94010

/2
Est $5,341,918 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,250 Sq Ft
595 Hayne Rd, Hillsborough, CA 94010

595 Hayne Rd, Hillsborough, CA 94010

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