Hillsborough, CA Homes

/57
$3,800,000 Sold Jun 12, 2025
- 3,150 Sq Ft
- $1206/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1900
123 Baywood Ave, Hillsborough, CA 94010

Circa 1900 classic and timeless colonial revival situated in Lower South Hillsborough's Premier Location. On the market for the first time in 40 years, a storybook presence remains, now presented in a soft white palette with expansive spaces filled with natural light. Offering 3 bedrooms, a dedicated office for remote work or 4th bed, and 2.5 baths arranged across two levels. Enchanting sun

Cam Thompson Coldwell Banker Realty

123 Baywood Ave, Hillsborough, CA 94010
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/37
Est $6,887,212 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,435 Sq Ft
55 Knightwood Ln, Hillsborough, CA 94010

55 Knightwood Ln, Hillsborough, CA 94010

/125
$12,280,000 Open Sun 2PM - 4PM
- 5 Beds
- 5.5 Baths
- 5,057 Sq Ft
695 Fairway Cir, Hillsborough, CA 94010

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

695 Fairway Cir, Hillsborough, CA 94010
/12
$3,750,000 Sold Jun 09, 2025
- 2,085 Sq Ft
- $1799/SF
- 99 Days On Market
- 4 Beds
- 3 Baths
- Built 1951
2480 Summit Dr, Hillsborough, CA 94010

Attention fellow Dreamhome seekers, we have the perfect site for you! This is a development project offering. Soaring on the bluff of Hillsborough's most sought after location and overlooking the San Francisco Bay is 2480 Summit Drive. This is an exceptional development potential with preliminary plans already in place by famed Bay Area Architecture firm, Butler Armsden. This home site rests on

Butch Haze Compass

2480 Summit Dr, Hillsborough, CA 94010

/61
Est $5,273,651 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,005 Sq Ft
1025 Tournament Dr, Hillsborough, CA 94010

1025 Tournament Dr, Hillsborough, CA 94010

/102
$5,600,000 Open Sun 1:30PM - 4:30PM
- 4 Beds
- 3 Baths
- 3,920 Sq Ft
401 Hillsborough Blvd, Hillsborough, CA 94010

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

401 Hillsborough Blvd, Hillsborough, CA 94010
/2
$6,300,000 Sold Jun 03, 2025
- 4,094 Sq Ft
- $1539/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2004
380 Arden Rd, Hillsborough, CA 94010

Elegant home in prime Lower Hillsborough. Built in 2004, featuring high ceilings, formal living, dining rooms, and a spacious master suite overlooking a sun-drenched pool. Highlights include a pool house, BBQ area, solar panels, and a generous lotperfect for indoor-outdoor living.

Stanley Lo Green Banker Realty

380 Arden Rd, Hillsborough, CA 94010

/40
Est $8,020,651 Not Listed For Sale
- 7 Beds
- 7.5 Baths
- 7,591 Sq Ft
1215 Tournament Dr, Hillsborough, CA 94010

1215 Tournament Dr, Hillsborough, CA 94010

/5
$4,000,000
- Land
- 8 Acres
- $515,464 per Acre
0 Crystal Springs Rd, Hillsborough, CA 94010

A rare opportunity to develop a pristine piece of residential land in one of California's most sought after luxury housing markets. The Meadowood Estates project has a tentative map approved for 8 single family homes. This listing represents one half of the overall project. The approved tentative map has two separate cul-de-sacs, one accessible off of Tartan Trail rd, and the other off of Crystal

John Hansen Sequoia Realty Services

0 Crystal Springs Rd, Hillsborough, CA 94010
/86
$4,760,000 Sold Jun 02, 2025
- 2,352 Sq Ft
- $2024/SF
- 9 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1948
244 Roblar Ave, Hillsborough, CA 94010

Tucked beneath a canopy of majestic redwoods, this stylish single-level home blends timeless design with effortless indoor-outdoor living, and sits on one of Hillsborough's most coveted streets in Lower South Hillsborough. Fully reimagined in 2017, the residence offers 3 bedrooms, 3.5 bathrooms, and 2,352 square feet of thoughtfully designed space on a nature-filled lot in one of Hillsboroughs

Denise Laugesen KW Advisors

244 Roblar Ave, Hillsborough, CA 94010

/72
Est $4,311,418 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,340 Sq Ft
1485 Southdown Rd, Hillsborough, CA 94010

1485 Southdown Rd, Hillsborough, CA 94010

/79
$3,999,900 Open Sat 1PM - 5PM
- 4 Beds
- 3 Baths
- 3,172 Sq Ft
1315 Black Mountain Rd, Hillsborough, CA 94010

Newly remodeled 4 bedroom, 3 bathroom home located in the prestigious city of Hillsborough. Situated on a generous 31,799 sq ft (0.73 Acres) lot, this expansive home offers 3,172 sq ft of refined living space , natural light with newly remodeled kitchen, large breakfast area, and brand new deck. Designed for comfort, luxury, and modern elegance, perfect for both everyday living and entertaining.

John Pang Realty One Group Extreme

1315 Black Mountain Rd, Hillsborough, CA 94010
/4
$6,450,000 Sold May 29, 2025
- 5,047 Sq Ft
- $1278/SF
- 7 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1936
510 N San Raymundo Rd, Hillsborough, CA 94010

Architectural Gem! First time on the market in 60 years. Rarely available 5 bedroom 5 1/2 bath home in coveted lower north Hillsborough. Originally designed by renowned Mid Century modern architect Gardener Dailey with gardens designed by legendary landscape architect,Thomas Church. This classic home is the epitome of old world grace and elegance in a magical garden setting. The entry level

Lowrie Maclean Compass

510 N San Raymundo Rd, Hillsborough, CA 94010

/20
Est $4,638,370 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,120 Sq Ft
10 Plaid Place, Hillsborough, CA 94010

10 Plaid Place, Hillsborough, CA 94010

/3
$6,795,000
- Land
- 0.99 Acre
- $6,868,493 per Acre
3080A Ralston Ave, Hillsborough, CA 94010

Newly subdivided, approximately 1.0 acre parcel in a premier Hillsborough location. Sweeping San Francisco Bay and Skyline views. Tennis court and pool sites.

Jim Arbeed Coldwell Banker Realty

3080A Ralston Ave, Hillsborough, CA 94010
/51
$3,050,000 Sold May 19, 2025
- 1,950 Sq Ft
- $1564/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
2675 Summit Dr, Hillsborough, CA 94010

Welcome to 2675 Summit Drive, a well-maintained 1,950 sq ft ranch-style home on a spacious 9,975 sq ft lot with sweeping bay views. This 3-bedroom, 2-bathroom residence offers comfort, natural light, and an ideal floor plan. The bright living room features expansive windows that bring in abundant daylight, creating a warm and inviting space. Flowing seamlessly from the living area, the dining

Disen Cai KW Advisors

2675 Summit Dr, Hillsborough, CA 94010

/52
Est $2,928,861 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,940 Sq Ft
701 Oregon Ave, San Mateo, CA 94402

701 Oregon Ave, San Mateo, CA 94402

/40
$4,199,900 Open Sat 1PM - 4PM
- 4 Beds
- 2.5 Baths
- 2,590 Sq Ft
1408 Avondale Rd, Hillsborough, CA 94010

Elegant Hillsborough Retreat with Bay Views, nestled in one of the Hillsborough most picturesque settings. Surrounded by majestic heritage oaks, this beautifully renovated single-level home showcases expansive interiors and walls of windows framing tranquil views of lush gardens and the San Francisco Bay. Featuring 4 bedrooms and 2.5 bathrooms, the layout offers refined style and exceptional

Frank Ruan Stanford Professional Realty Inc

1408 Avondale Rd, Hillsborough, CA 94010
/44
$7,600,000 Sold May 14, 2025
- 4,880 Sq Ft
- $1557/SF
- 26 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1969
10 Fagan Dr, Hillsborough, CA 94010

Welcome to a stunning residence in lower Hillsborough, set on a .55-acre lot. This 4,880-square-foot home combines elegance and functionality with high ceilings and spacious formal rooms. The living room features a coffered ceiling and expansive windows that offer beautiful views of the park-like grounds. The kitchen and family room, complete with a center island and breakfast area, are perfect

Susan Herman Compass

10 Fagan Dr, Hillsborough, CA 94010

/30
Est $8,472,902 Not Listed For Sale
- 7 Beds
- 6.5 Baths
- 5,600 Sq Ft
269 Bridge Rd, Hillsborough, CA 94010

269 Bridge Rd, Hillsborough, CA 94010

/56
$15,988,000
- 8 Beds
- 7.5 Baths
- 7,789 Sq Ft
1215 La Cumbre Rd, Hillsborough, CA 94010

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

1215 La Cumbre Rd, Hillsborough, CA 94010
/2
$3,900,000 Sold May 09, 2025
- 3,066 Sq Ft
- $1272/SF
- 11 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1950
631 Oregon Ave, San Mateo, CA 94402

This beautifully remodeled English Tudor home is bathed in natural light and exudes charm at every turn. Located in the desirable Baywood Knolls neighborhood, on the edge of Hillsborough, this residence offers exceptional curb appeal, surrounded by lush gardens in the prestigious Baywood area of San Mateo. With a spacious floor plan features 4 bedrooms plus an office (or optional 5th bedroom) and

Roxane Chiang Giant Realty Inc.

631 Oregon Ave, San Mateo, CA 94402

/2
Est $5,913,174 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,140 Sq Ft
330 Bridge Rd, Hillsborough, CA 94010

330 Bridge Rd, Hillsborough, CA 94010

/133
$13,490,000
- 7 Beds
- 8 Baths
- 6,140 Sq Ft
2181 Parkside Ave, Hillsborough, CA 94010

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

2181 Parkside Ave, Hillsborough, CA 94010
/2
$4,300,000 Sold May 09, 2025
- 3,520 Sq Ft
- $1222/SF
- 5 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1952
20 Ridgeway Rd, Hillsborough, CA 94010

Discover upscale living in this 3520 sq ft Hillsborough residence, featuring a beautifully updated kitchen with high-end Thermador appliances, eat-in area, wine bar, skylights, and formal dining room. The expansive, light-filled living room with vaulted ceilings elevates the home's elegant interiors. The first-floor primary suite has high ceilings and boasts a vast walk-in closet and a spa-like

Mark Palermo Compass

20 Ridgeway Rd, Hillsborough, CA 94010

/2
Est $5,478,707 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,200 Sq Ft
315 Ranelagh Rd, Hillsborough, CA 94010

315 Ranelagh Rd, Hillsborough, CA 94010

/83
$5,650,000
- 3 Beds
- 3.5 Baths
- 3,540 Sq Ft
680 Fairway Cir, Hillsborough, CA 94010

Nestled in Hillsborough's prestigious Ryan Tract, this exceptional residence blends privacy, convenience, & charm. Just minutes from Downtown Burlingame & Broadway, it offers easy access to Highway 101 and top-rated schools. A welcoming front porch leads into a bright & airy interior w/ hardwood floors, recessed LED lighting, and expansive windows. The elegant dining room features a bow window &

Stanley Lo Green Banker Realty

680 Fairway Cir, Hillsborough, CA 94010
/78
$5,250,000 Sold May 06, 2025
- 4,010 Sq Ft
- $1309/SF
- 5 Days On Market
- 5 Beds
- 4 Baths
- Built 1933
841 Hayne Rd, Hillsborough, CA 94010

Situated on a private & gated 0.54-acre lot, this enchanting estate has been lovingly maintained by the same owners for 52 years. Timeless elegance abounds in over 4,000s.f. of living space featuring 5 bedrooms and 4 full baths. A dramatic entry opens to a magical courtyard, that is the epitome of old-world grandeur. The exceptional living room boasts a soaring, wood-beam cathedral ceiling, grand

Jim Arbeed Coldwell Banker Realty

841 Hayne Rd, Hillsborough, CA 94010

/23
Est $6,312,489 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,740 Sq Ft
440 Severn Ln, Hillsborough, CA 94010

440 Severn Ln, Hillsborough, CA 94010

/25
$17,800,000
- 6 Beds
- 6 Baths
- 7,732 Sq Ft
130 Reservoir Rd, Hillsborough, CA 94010

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

130 Reservoir Rd, Hillsborough, CA 94010
/2
$3,655,000 Sold May 05, 2025
- 3,090 Sq Ft
- $1183/SF
- 9 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1975
40 Bluebell Ln, Hillsborough, CA 94010

This home offers a private retreat on nearly one acre at the end of a cul-de-sac in the desirable Lakeview area. Vaulted, beamed ceilings, rich wood finishes, and expansive windows and glass doors create a seamless indoor-outdoor connection surrounded by nature. Spacious living room with dramatic brick fireplace, formal dining room, classic kitchen with wood cabinetry, granite counters, and

Raziel A. Ungar Compass

40 Bluebell Ln, Hillsborough, CA 94010

/44
Est $6,316,771 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,409 Sq Ft
15 Santa Maria Ln, Hillsborough, CA 94010

15 Santa Maria Ln, Hillsborough, CA 94010

/111
$5,990,000 Open Sun 1:30PM - 4:30PM
- 4 Beds
- 6.5 Baths
- 6,925 Sq Ft
1035 Macadamia Dr, Hillsborough, CA 94010

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

1035 Macadamia Dr, Hillsborough, CA 94010
/72
$5,050,000 Sold Apr 29, 2025
- 3,560 Sq Ft
- $1419/SF
- 11 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1978
355 Alberta Way, Hillsborough, CA 94010

Welcome to 355 Alberta Way, a custom sanctuary in Hillsborough's Carolands neighborhood. This stunning home boasts a contemporary design with tongue & groove clear-all-heart Redwood siding. It is set on a mostly level half acre lot. This expansive single level floorplan, features a large living room, with soaring ceilings, clerestory windows, bay views, a stunning fireplace and a full-service bar

Austin Herman Compass

355 Alberta Way, Hillsborough, CA 94010

/52
Est $8,785,109 Not Listed For Sale
- 5 Beds
- 6 Baths
- 7,630 Sq Ft
325 Eucalyptus Ave, Hillsborough, CA 94010

325 Eucalyptus Ave, Hillsborough, CA 94010

/73
$3,790,000
- 4 Beds
- 3.5 Baths
- 3,940 Sq Ft
1050 Hayne Rd, Hillsborough, CA 94010

Nestled down a long driveway in the prestigious Hillsborough Knolls neighborhood, this enchanting home offers a serene retreat surrounded by majestic trees, complemented by the soothing sounds of Cherry Canyon Creek. The property is conveniently located just over a mile from the 280 Freeway and a short drive from Downtown San Mateo and Downtown Burlingame. The residence also has access to

Stanley Lo Green Banker Realty

1050 Hayne Rd, Hillsborough, CA 94010
/2
$5,425,000 Sold Apr 28, 2025
- 4,040 Sq Ft
- $1343/SF
- 11 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1978
40 Pear Ct, Hillsborough, CA 94010

Elegant English Tudor with 5-bedroom, 3.5-bathroom home located at the end of a cul de sac in Hillsborough. With over 4,000 sq ft of living space, this property has something for everyone including a formal and oversized living room and dining room. There's also a family room connected to the eat-in kitchen that flows out onto the patio and swimming pool. The office/bedroom on the main level

Patty Dwyer Group Compass

40 Pear Ct, Hillsborough, CA 94010

/49
Est $5,933,933 Not Listed For Sale
- 5 Beds
- 6 Baths
- 4,018 Sq Ft
310 Eucalyptus Ave, Hillsborough, CA 94010

310 Eucalyptus Ave, Hillsborough, CA 94010

/17
$6,500,000
- Land
- 0.62 Acre
- $10,466,989 per Acre
2320 Skyfarm Dr, Hillsborough, CA 94010

APPROVED PLANS FOR A BRAND NEW MODERN HOME! ALL PERMITS COMPLETED, READY TO BUILD YOUR DREAM HOME!!! HUGE LOT WITH .621 ACRES OF USABLE LAND, SEATED IN THE PERFECT LOCATION / NEIGHBORHOOD. Plans include a 1 bed/1bath ADU with a full kitchen, dining, & living room, as well as a swimming pool. Close to top-rated schools, countless amenities, modern conveniences, Downtown Burlingame, and easy

Stanley Lo Green Banker Realty

2320 Skyfarm Dr, Hillsborough, CA 94010
/34
$4,008,000 Sold Apr 28, 2025
- 2,460 Sq Ft
- $1629/SF
- 4 Days On Market
- 4 Beds
- 3 Baths
- Built 1948
731 Oregon Ave, San Mateo, CA 94402

Welcome to 731 Oregon Avenue, a charming 4-bedroom, 3-bathroom home in the coveted Baywood neighborhood of San Mateo. From the moment you step inside, you'll be captivated by the natural light streaming through the formal living room with an elegant fireplace - perfect for relaxing or entertaining. The formal dining room flows seamlessly into the kitchen/family room combo, creating an ideal

Andrew Greenman Compass

731 Oregon Ave, San Mateo, CA 94402

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