Hillsborough 3 Car Garage Real Estate, Homes for Sale

6 Beds ⋅ 5 Baths ⋅ ML82057038 MLS

Located in one of Hillsborough's most coveted neighborhoods, 19 Farm Lane is an exceptional residence set along tree-lined streets amid extraordinary privacy & beautifully manicured grounds. Flowering plants, mature landscaping, & a massive flat lot create an impressive sense of arrival, complemented by an expansive driveway & 3-car garage. Inside, large windows, high ceilings, skylights, & recessed lighting create an airy, light-filled atmosphere. The thoughtfully designed floor plan offers effortless everyday living & entertaining, with a well-equipped kitchen, formal dining room, & generous living spaces. The lower level features a spacious living room & family room, two en-suite bedrooms with walk-in closets, & an additional bedroom ideal for guests or extended living. Upstairs, the luxurious primary suite offers two walk-in closets & a spa-like bathroom. Outside, the expansive backyard is a private sanctuary surrounded by lush landscaping & centered around a sparkling pool. Just minutes by bike from Downtown Burlingame's shops & restaurants, the home also offers access to some of California's finest schools. With its exceptional setting, privacy, flat lot, pool, and versatile floor plan, 19 Farm Lane presents a rare opportunity to experience the best of Hillsborough living.

19 Farm LN, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$3,998,000

4 Beds ⋅ 4 Baths ⋅ ML82056870 MLS

Nestled in Hillsborough's prestigious Skyfarm neighborhood, this expansive single-level residence sits on an exceptionally private half-acre lot with sweeping panoramic Bay views and extraordinary potential. Thoughtfully designed for comfortable living and effortless entertaining, the home features four generously sized bedrooms, three-and-one-half bathrooms, soaring vaulted ceilings, floor-to-ceiling windows, rich hardwood flooring, and a wood-burning fireplace. The well-appointed kitchen offers picturesque Bay views, a breakfast bar, and an adjoining breakfast room, while a separate office provides an ideal work-from-home space. Outside, the sprawling grounds showcase a sparkling pool, remarkable privacy, and an expansive backyard with endless possibilities for a sport court, gardens, outdoor entertaining, or a future ADU or guest house (buyer to verify). Additional highlights include owned solar, a spacious three-car garage, abundant storage, and a highly desirable single-level floor plan. Combining timeless architecture, breathtaking views, exceptional privacy, and incredible opportunity, this is a rare chance to personalize a premier property in one of Hillsborough's most coveted neighborhoods.

35 Silk Tree PL, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: Erik Elfving from Compass

$15,995,000

6 Beds ⋅ 9 Baths ⋅ ML82056682 MLS

A rare offering in coveted South Hillsborough, 810 Lombardi Lane is a private, gated estate set on nearly one level acre of beautifully curated grounds at the end of an exclusive cul-de-sac. Timeless architecture, soaring ceilings, custom millwork, and walls of glass create light-filled interiors that flow effortlessly to the resort-inspired outdoor spaces. Designed for both everyday living and grand-scale entertaining, the home features an exceptional chef's kitchen, expansive gathering spaces, and seamless indoor-outdoor living with accordion glass doors opening to a saltwater pool, outdoor kitchen, custom fire pit, and lush architectural landscaping. The luxurious primary suite is a private retreat with a spa-inspired bath and tranquil garden patio, while each additional bedroom offers a beautifully appointed en suite with its own distinctive designer tilework. A detached ADU with dramatic 12-foot wood-beam ceilings overlooks the pool and provides exceptional flexibility for guests, a private office, wellness studio, or multigenerational living. Combining remarkable privacy, timeless craftsmanship, and an unrivaled South Hillsborough location, this exceptional estate embodies luxurious Peninsula living.

810 Lombardi LN, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$11,500,000

6 Beds ⋅ 7 Baths ⋅ ML82055882 MLS

Extraordinary gardens and complete privacy create one of South Hillsborough's most exceptional residences. This circa 1931 Spanish Hacienda home presents a compelling blend of enduring architecture and recently completed updates. Surrounding this gated estate are approximately 2.55 acres of park-like grounds with a separate guest home, cabana, pool, spa and sports court. Signature details of the era remain beautifully intact, from vaulted ceilings, Gothic arched doorways, and all-wood beamed ceilings. Recent improvements introduce a fresh aesthetic, including a remodeled designer kitchen and service area, updated lighting, and refinished hardwood floors. The home balances impressive scale with comfortable livability through a collection of elegant formal rooms, a dedicated office, a tremendous kitchen and family room combination, and lower-level spaces for fitness and staff accommodations. The 5 bedrooms and 5.5 baths in the main residence are complemented by a detached one bedroom guest house plus a pool cabana, while the grounds unfold with meandering pathways, mature trees, and abundant privacy. Bay views from the primary suite add another dimension to this distinguished Hillsborough estate.

862 Chiltern RD, Hillsborough

Listed by Lori Buecheler, 650-387-2716 from Compass
(If provided) CoList: Olivia Maggi from Compass

$5,510,000

4 Beds ⋅ 3 Baths ⋅ ML82054648 MLS

Exceptional location in a coveted community. Captivating views. Prestigious schools. Stunning pool and spa. Perfect for indoor-outdoor living designed for entertaining - feels like your own personal resort. Open floor plan flooded with natural light. 4 bedrooms with 2.5 baths, huge living room with wood burning fireplace, plus big family room and kitchen breakfast area. The family room, kitchen, and primary bedroom suite, all have sweeping views and direct access to the pool and spa. Extra large laundry room on the bedroom level, expansive 3 car garage with additional work spaces and two very large storage rooms attached. For those few who want to start fresh with a complete custom rebuild, this homes highly desirable expansive lot would be exceptional for a dramatic new design! Do not miss out on your rare opportunity to create a custom estate from the ground up in a highly desirable Hillsborough setting!

1176 Tournament DR, Hillsborough

Listed by Mike Foor, 650-430-6500 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Eric Chu from SGP

$8,800,000

6 Beds ⋅ 6 Baths ⋅ ML82053405 MLS

FOR COMP PURPOSES ONLY

30 Bayberry PL, Hillsborough

Listed by The Dwyer Group, (650) 931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

$5,280,000

5 Beds ⋅ 4 Baths ⋅ ML82053052 MLS

An exquisite property located in the exclusive Skyfarm neighborhood of Hillsborough. Set on over 0.69 acres, this home offers breathtaking views of the Bay, the airport, and downtown San Francisco. It creates a perfect setting for indoor / outdoor living in Hillsborough. The formal dining room and living room open onto the back deck, while the chef's kitchen combines a family room and an eat-in formal dining area with a private patio. The primary bedroom features an ensuite bathroom and a walk-in closet. Top-rated West Elementary School and Crocker Middle School. County records show 3,500 SqFt. 4 Bedrooms, 3 Full Baths. Seller converted the home to 5 Bedrooms, 4 Full Baths, which are permitted.

36 Eugenia WAY, Hillsborough

Listed by John Pang, 650-699-2838 from Realty One Group Extreme
(If provided) CoList: from

$6,400,000

3 Beds ⋅ 3 Baths ⋅ ML82051604 MLS

Built in 1967 this home has retained its single level ranch layout while benefiting from a complete modern remodel. Gorgeous wide plank oak hardwood flooring runs throughout the public spaces. The beautifully landscaped front yard leads to a formal entry that opens onto the living room with a stunning view of the resort-style backyard complete with a pool and spa, a full outdoor kitchen with grill, a putting green, and a bocci ball court. This is all backdropped by sweeping views of the peninsula and the San Francisco Bay. Both the living room and family room overlook the backyard and feature modern working fireplaces. The spacious, bright kitchen features a large center island with room for seating, a SubZero refrigerator, a Wolf gas stove top and oven, and a Bosch dishwasher. Off of the kitchen are a full laundry room as well as an immaculate three-car garage. The opposite end of the home contains three bedrooms. The large, bright primary suite has french doors that open to the backyard. The suite also includes a spacious bathroom with two washstands and a luxurious shower as well as a large walk in closet. The additional two bedrooms overlook the lush front yard and share a full size bathroom. This home is in a perfect location with easy access to Highways 92, 280, and 101.

995 Woodland DR, Hillsborough

Listed by Mark Scafine, 650-222-4530 from The Scafine Group
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$6,300,000

5 Beds ⋅ 4 Baths ⋅ ML82041280 MLS

Experience refined California living in this exceptional Spanish Revival estate in coveted Lower North Hillsborough. Designed for seamless indoor-outdoor living, the home blends timeless architecture with resort-style amenities in a private, beautifully landscaped setting. Light-filled interiors feature a sunken living room with beamed ceiling, an arched entry to the formal dining room, and a chefs kitchen with marble countertops and center island with breakfast bar. The adjoining family room opens to the grounds and features walls of windows, creating both abundant natural light and effortless flow. A desirable ground-floor bedroom suite offers flexibility for guests or extended living, while four additional bedrooms upstairs include a serene primary suite. The backyard is truly a retreat with a resort-style pool, spa, and waterfall, multiple seating areas, and lawn space for play. An outdoor kitchen with built-in grill and a pizza oven connects to a patio with heaters and adjacent al fresco dining area - both ideal for effortless entertaining. Moments from downtown Burlingame, Hillsborough's top-rated schools, and key commute routes, this is a rare offering that combines luxury, comfort, and an exceptional lifestyle in one of the Peninsulas most prestigious neighborhoods.

973 Baileyana RD, Hillsborough

Listed by The Dwyer Group, 650-759-4409 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Sudano from CBR

$6,421,000

4 Beds ⋅ 3 Baths ⋅ ML82051272 MLS

Nestled in prestigious Lower North Hillsborough, this distinguished single level residence offers a bright, airy & luxurious living style. The over half acre level lot offers European inspired gardens with flowering plants and meandering foot paths. The impressive front courtyard enters to a grand formal living room with walls of windows overlooking the spectacular gardens & pool area. The spacious family room with fireplace also looks out to the resort style grounds. A formal dining room, ideal for entertaining, is off the beautifully updated kitchen with its comfortable eating area. The laundry room and half bath, so handy off the kitchen, leads to the oversize attached three car garage. The primary suite with access to the gardens, has multiple closets including a large walk in style, and an updated bathroom. Other bedrooms are roomy & cheerful. The grounds feature multiple inviting gathering areas & remarkable landscaping, a large level lawn area, children's play area all with charming winding footpaths throughout. The beautiful pool/spa setting offers exceptional privacy creating a serene retreat space This truly special home offers it all and is so close to all the Burlingame shops, services & restaurants, and all transportation options nearby too! An enchanting home!

2140 Carmelita AVE, Hillsborough

Listed by Brian Boisson, 650-302-6458 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR

$8,250,000

4 Beds ⋅ 6 Baths ⋅ ML82051234 MLS

15 Annescourt, Hillsborough

Listed by Jenny MacLeod, 650-678-4151 from Compass
(If provided) CoList: Gina Haggarty from Compass

Sold listing courtesy of Geoffrey Nelson from CBR

$10,500,000

7 Beds ⋅ 8 Baths ⋅ ML82050881 MLS

Commanding one of Hillsborough's most coveted view settings, this magnificent French-inspired chateau is set on +/-1.05 acres with top-of-the-world sweeping, unobstructed views spanning San Francisco, the Bay, and the East Bay Hills. Designed and custom built by renowned architect Farro Essalat, the estate offers +/-8,145s.f. of impeccably crafted living space that blends timeless elegance with modern comfort. Behind a gated motor court, the home offers 7 bedrooms, 6 full baths, 2 half baths, a library, two family rooms, and a media room. The massive gourmet kitchen & adjoining family room create a warm and inviting hub for everyday living, while the grand formal rooms with soaring ceilings, elegant columns, and French doors open to expansive view-facing terraces. Upstairs, the enormous primary suite includes a lavish marble bath, jetted tub, steam shower, and breathtaking views. The resort-style grounds are equally impressive, with expansive terraces, manicured gardens, a pool & spa, and generous lawn area overlooking the Bay. A substantial lower portion of the property presents potential for a possible tennis or pickleball court and/or an ADU. Combining timeless architecture, unparalleled views, and exceptional privacy, this is one of Hillsborough's most distinguished offerings

225 TOBIN CLARK DR, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$6,880,000

5 Beds ⋅ 8 Baths ⋅ ML82050602 MLS

Lower South Hillsborough estate property on more than one-half acre with gated entrances from Roblar Ave and W Santa Inez Ave. Recently updated with fresh paint, select new hardwood floors, new kitchen counters, and new garage doors. There are grand public rooms, kitchen and family room combination, and 5 bedrooms arranged for privacy and flexibility including exceptional poolside cabana with living room, full kitchen, bath, and bedroom with bath - ideal for extended family, guests, or poolside entertaining. The upstairs primary suite, with sitting area, balcony, two dressing rooms, and two full baths, is next to two additional suites. A private wing upstairs also has a suite ideal for an au pair, guests, or an office. Sparkling pool, level lawn, raised garden bed, and seasonal creek enhance the private setting. Excellent Hillsborough schools and just over one mile to either downtown Burlingame or San Mateo. With regard to square footage (See Square Footage Advisory), Tax records and WFG Property Profile show: 4,281 Sq Ft. County Characteristics for the main residence shows: 4,555 Sq Ft and 1,055 Sq Ft for Pool Cabana. Paid Marketing Vendor (Floor Plans) measure: 5,645 Sq Ft. Prior MLS shows 5,283 Sq Ft.

452 Roblar AVE, Hillsborough

Listed by Andrew J. Klink, 650-222-9999 from Compass
(If provided) CoList: Sandra Comaroto from Compass

$7,825,000

4 Beds ⋅ 5 Baths ⋅ ML82046534 MLS

For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life, featuring four generous bedrooms along with three full and two half baths. Among its many refined living spaces is a sophisticated library, offering the perfect sanctuary for a home office or quiet reflection. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking grounds outside. Set within a lush, private envelope, the property is defined by stunning curated gardens that create a verdant oasis. These meticulously maintained outdoor spaces provide a level of privacy that is increasingly rare, ensuring a serene retreat. Meticulously cared for and brimming with potential, this is a once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era.

1955 Parkside AVE, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenny MacLeod from APR

$7,300,000

5 Beds ⋅ 6 Baths ⋅ ML82046420 MLS

Beyond the gates, perched atop a knoll w/ westerly hill views, a remarkable estate in the heart of Hillsborough. Fine luxury living is a timeless Craftsman built in 2009. Opulence begins at the front door to a grand foyer w/ soaring ceilings including a living room, a formal dining room, breakfast room, separate family room, & a gourmet chefs eat-in kitchen w/ custom cabinetry, Viking stainless steel appliances, a large custom island w/ prep sink & wine cooler, a 6-burner gas stove, & walk-in pantry plus office. Five en-suite bedrooms w/ a sumptuous primary bedroom suite complete w/ dual walk-in closets w/ closet organizers, & a spa-like bathroom w/ dual sinks w/ separate shower & tub. Impressive attention to detail throughout including French doors, wainscoting, crown moldings, baseboards, refinished hardwood floors, iron railings, & 2 mantled fireplaces plus central heating & air conditioning for added comfort. Additional library w/ coffered ceilings welcomes you to a garden oasis w/ mature landscaping, spacious faux grass area, dual patios, & your very own custom koi pond. Welcome home, to The Crown of Jewell Place.

15 Jewell PL, Hillsborough

Listed by Chris A. Sabido, 650-922-8888 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$5,200,000

4 Beds ⋅ 4 Baths ⋅ ML82046360 MLS

This stunning Chateau-style residence is gracefully situated on coveted Chateau Drive in the prestigious Carolands area of Hillsborough. Set on approximately .77 acres of gated grounds with Bay views, a circular driveway, and lush mature landscaping, this private estate is offered for the first time since its original construction. Spanning over 4,200 square feet, the home reflects timeless architecture, grand proportions, and light-filled interiors. A gracious entry opens to an expansive living room anchored by a marble fireplace, an adjoining library, and dramatic arched windows framing serene views. The elegant dining room with coffered ceilings and intricate hardwood floors is ideal for entertaining, while multiple covered verandas create seamless indoor-outdoor living. The home offers 4 bedrooms and 3.5 bathrooms, including a lower-level retreat with closet, fireplace, and patio access, well suited for guests, a private office, or extended living. Featuring a spacious family room, dry sauna, 3 fireplaces, dual laundry areas, and a 3-car garage w/ additional driveway parking. Mostly level grounds enhanced with fruit trees offer potential for a pool or ADU, creating a private estate-like setting. A rare offering in a premier sought after location.

555 Chateau DR, Hillsborough

Listed by Tim Allen Alevizos, 650-255-7635 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Shuo Xiang from XLB

$5,800,000

5 Beds ⋅ 4 Baths ⋅ ML82045371 MLS

Located on a private, tree-lined parcel in Hillsborough, this spacious residence offers beautiful canyon views and an inviting indoor-outdoor lifestyle. A grand two-story entry welcomes you into the home and leads to the formal living room featuring vaulted ceilings, a fireplace, and sliding doors that open to the rear deck, perfect for enjoying the scenic setting and outdoor entertaining. Just off the living room is an additional office or flexible space with a wet bar. The main level also features a formal dining room, a kitchen with breakfast area, and family room with vaulted ceilings, and fireplace. The primary suite is located on the main level and includes an en-suite bathroom. This level also offers a half bath and a guest quarters area complete with its own bathroom and kitchenette. A mudroom and attached 3-car garage provide added convenience. Upstairs are three additional bedrooms and a full bathroom. The backyard is designed for entertaining with a pool, expansive patio space, and artificial turf, all surrounded by mature trees for privacy. Conveniently located near shopping and dining in Burlingame as well as commute routes to San Francisco and along the Peninsula. Hillsborough is known for its peaceful residential setting and highly regarded public schools.

65 Falkirk LN, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Amarendra Kumar from SATV01

$5,900,000

4 Beds ⋅ 5 Baths ⋅ ML82043528 MLS

A MUST SEE, BEST OF THE BEST! Set on a flat, park-like half-acre lot, this beautifully renovated and expanded single-story home blends timeless elegance with modern functionality. A circular paver driveway leads to a covered front porch while also extending to a spacious motor court, providing access to a side-entry three-car garage with 2 Tesla EV chargers. Inside, hardwood floors and recessed lighting enhance a thoughtfully designed layout. A formal living room with a dual-sided fireplace--shared with the family room--flows into the formal dining area. The updated chef's kitchen features quartz countertops, a large island, stainless-steel appliances, abundant cabinetry, and a breakfast nook with a nearby powder room. French doors in the family room open to an expansive patio for seamless indoor-outdoor living. The private wing offers four bedrooms and four updated baths, including a luxurious primary suite with backyard access, dual walk-in closets, & a spa-like bath with soaking tub and glass shower. Grounds include turf lawns, a studio with kitchenette and powder room, a deck, and a pickleball court beneath a sport surface. Solar panels and a Tesla Powerwall add efficiency. 1510 Kingswood Dr represents the very best of Hillsborough living. Don't miss this turnkey masterpiece.

1510 Kingswood DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA

$5,500,000

5 Beds ⋅ 5 Baths ⋅ ML82042651 MLS

Privately set on a serene cul-de-sac, this gated estate is a refined expression of scale, light, and California indoor-outdoor living. A circular drive introduces a grand entry and sweeping staircase, with soaring ceilings elevating the formal living and dining spaces. At the heart of the home, a crisp white chefs kitchen flows effortlessly into the family room and out to curated gardens and expansive decks, mature trees, and a grassy play space, designed for effortless entertaining. Each of the 4 upstairs bedrooms opens to a balcony, while the primary suite unfolds as a true retreat complete with wraparound canyon views, a dressing area, and a spa-inspired bath. Don't miss this rare offering defined by privacy, elegance, and award-winning Hillsborough schools.

10 Salmark CT, Hillsborough

Listed by Hope Pilch, 650-619-4732 from HP Properties
(If provided) CoList: from

Sold listing courtesy of Jingya Ji from CBR

$5,750,000

5 Beds ⋅ 4 Baths ⋅ ML82042541 MLS

Regally situated on a majestic +/-0.58-acre lot, this classic colonial estate blends timeless architectural elegance with modern living space, and private, resort-like grounds designed for both comfort and enjoyment. Spanning +/-3,545sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant marble foyer, a sophisticated living room with grand fireplace, and a graceful formal dining room. The sunny kitchen, complete with breakfast bar and cozy nook, flows seamlessly into a bright sunroom opening to the exceptional rear yard. Steps away, a family/media room with fireplace and bar offers relaxed living and effortless entertainment. The main level also features a private guest bedroom or office with full bath, a laundry room, and chic powder room. Upstairs, 3 sizeable bedrooms are serviced by a hall bath, while the lavish primary suite with large walk-in closet and spa-inspired bath provides a serene retreat. The resort-like grounds feature mature landscaping, a sweeping level lawn, pool, hot tub, BBQ, custom playhouse, and ample space to explore. Added highlights include a 3-car-attached garage with abundant storage and large attic. Located near top-rated schools and major commute routes, this distinguished estate delivers exceptional indoor-outdoor living in a tranquil setting.

740 Clydesdale DR, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cullinan Luxury from KWPEN

$8,300,000

6 Beds ⋅ 7 Baths ⋅ ML82039635 MLS

Panoramic Bay views take center stage in this extraordinary estate, w/ sweeping vistas from the SF skyline to the San Mateo Bridge & across the East Bay hills. Set on ~3.4 acres in prestigious Tobin Clark Estate, this property offers rare privacy, scale & presence. Built in 1981 by the areas original developer as his personal residence, it sits on one of the communitys most desirable sites. Spanning ~7,000 sq.ft., the home features grand living spaces, soaring ceilings & expansive windows framing the views throughout. A dramatic foyer w/ curved staircase leads to elegant living & entertaining areas. Spacious family rm w/ bar opens seamlessly to the grounds, while the kitchen w/ breakfast area captures natural light & scenic outlooks. Multiple bedroom suites + dedicated office, incl. a luxurious primary suite w/ fireplace, dual baths, dual walk-in closets & private view balcony. Resort-style grounds feature pool, full-size tennis court, lawns & covered patios. Gated circular drive w/ porte cochère leads to a 3-car garage, completing this rare Hillsborough legacy estate near Silicon Valley & SF.

200 Tobin Clark DR, Hillsborough

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ben Jiang from GVFR

$6,000,000

4 Beds ⋅ 5 Baths ⋅ ML82042279 MLS

1162 Barroilhet DR, Hillsborough

Listed by The Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: George Langford from Compass

Sold listing courtesy of The Laugesen Team from KWPEN

$8,700,000

6 Beds ⋅ 9 Baths ⋅ ML82039853 MLS

Perched on nearly two acres at the end of a quiet cul-de-sac in Hillsborough's sought-after Carolands neighborhood, this gated Mediterranean contemporary estate offers privacy, scale, and sweeping hill views. Remodeled in 1996 by a principal architect of Frank Lloyd Wright's company, the home showcases refined contemporary living with timeless architectural influence. Walls of glass, skylights, and French doors fill the interiors with natural light. A grand foyer with spiral staircase and chandelier sets the tone, opening to elegant living and dining rooms with fireplaces, hardwood floors, and view balconies. The showpiece is the expansive chef's kitchen, thoughtfully designed with COMMERCIAL-GRADE stainless steel appliances, custom cabinetry, and generous workspace. A striking breakfast bar with Wolf gas griddle anchors the space, while French doors open to a balcony, creating seamless indoor outdoor flow ideal for entertaining. The upper level features four en-suite bedrooms including a luxurious primary suite with fireplace, private balcony, dual walk-in closets, and spa-like bath. Lower level amenities include a wine cellar, bar, media area, indoor pool, and guest suite. Experience this exceptional estate in person and schedule your private tour today.

15 Boroughwood PL, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$4,950,000

4 Beds ⋅ 4 Baths ⋅ ML82040633 MLS

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 basement. A gated entry opens to a generous paver motor court and oversized finished 2-car garage with EV charging, sink, and refrigerator. Inside, an open-concept layout showcases a formal living room with fireplace, dining area, & a chef's kitchen is with a six-burner gas range, built-in refrigerator, wine refrigeration, and a center island with prep sink & breakfast bar, and family room with wet bar and fireplace. A private office with separate entrance adds flexibility. The covered outdoor living area features a full kitchen, fireplace, TV, heaters, and built-in speakers for year-round enjoyment. The primary suite offers vaulted ceilings, dual closets, and a spa-like bath with heated floors. Grounds include lawn, gardens, fruit trees, peaceful stream, redwoods, and a pool/spa retreat. Close to downtown San Mateo and many top schools. TOO MANY DETAILS TO LIST HERE, a must see so don't wait!

815 Crystal Springs RD, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Phil Houston from APR

$6,888,000

5 Beds ⋅ 6 Baths ⋅ ML82037136 MLS

Highly sought after property in the Tobin Clark Estate neighborhood, this property offers expansive, panoramic views overlooking the San Francisco Bay and Peninsula. Spanning over 6500 sq ft, this impressive east-facing residence offers 5 bedrooms, 5.5 bathrooms with a bonus media room, combining scale, elegance, and everyday functionality. A grand foyer welcomes you into the formal living and dining rooms, creating an immediate sense of sophistication. The main level's great room seamlessly integrates the kitchen and family room in an open-concept layout ideal for modern living, while a versatile flex room nearby enclosed by double french doors offers the perfect space for a playroom, secondary family room, office, or private gym. Panoramic bay views can be enjoyed from the kitchen, family room, formal living room, stairway, and primary suite. The expansive updated upstairs primary bedroom features multiple sitting areas and a private balcony showcasing some of the home's most breathtaking views of the Peninsula and water. A gated driveway leads to a spacious three-car garage with additional guest parking, offering both privacy and convenience.

140 Tobin Clark DR, Hillsborough

Listed by Andrew Law, 408-718-0767 from eXp Realty of Northern California, Inc.
(If provided) CoList: Scott Kao from eXp Realty of Northern California, Inc.

Sold listing courtesy of Sophia Wong from KWPEN

$5,725,000

4 Beds ⋅ 4 Baths ⋅ ML82033948 MLS

Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated layout, anchored by a newly redone open kitchen and family room designed for modern living and effortless connection. The interiors feature all-new flooring, custom cabinetry, and a chefs kitchen appointed with Miele appliances, including an induction cooktop and built-in espresso machine. Expansive new windows and sliding doors fill the home with natural light, complemented by new recessed lighting throughout. Additional highlights include a refreshed fireplace, a stylish wet bar, and a brand-new garage door. Outside, the property has been enhanced with a new metal roof, freshly landscaped grounds, and a new concrete patio, ideal for entertaining or relaxing in the private backyard, with ample space to add a pool and ADU. Tucked away on a private street just minutes from top-rated schools, parks, and downtown conveniences, this turnkey residence is ready for its next chapter.

340 Arden RD, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$9,540,000

6 Beds ⋅ 7 Baths ⋅ ML82032691 MLS

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 & doors with a dramatic staircase. This home includes radiant heat and air conditioning with multiple zones, integrated security cameras, lighting & audio. The chef's kitchen features a huge custom book-matched island with top-of-the-line appliances, dual sinks, ample storage, plus a temperature-controlled wine cellar, open to the large family room. Extensive upgrades include 400-amp electrical service, new copper plumbing and wiring, dual internet, 19.5 kWh solar, a 22 kWh Generac backup generator, tankless water heaters, & whole-home water filtration. Resort-style grounds include fruit trees, drought-tolerant landscaping, smart irrigation, a resurfaced pebble pool with water features, travertine hardscape, circular paver driveway, iron gates, and an outdoor BBQ. A rare offering combining architectural character with a more transitional interior full of custom upgrades.

2950 Churchill DR, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ramez Tabri from ALNC

$7,100,000

5 Beds ⋅ 4 Baths ⋅ ML82033175 MLS

EPIC HOMAGE TO CRAFTSMANSHIP AND LIFE IN THE SUN...One of Hillsborough's Most Elite Custom Remodels, steeped in the Magic of Montecito and Palm Beach. Every inch meticulously curated of high-end caliber inside and out. Ultimate privacy heightens soaring views above canyon, ridgelines, and sun-blessed luminosity. Top flight luxury designer elements of Venetian plaster walls, vaulted ceilings of 14-15 feet, European tilework, mahogany doors, and made-to-order light fixtures by Steven Handelman of Santa Barbara. Wolf, Sub-Zero, Miele, exquisite custom cabinetry, & more. Indoor/Outdoor celebration as a personal resort with saltwater PebbleSheen pool, 3 waterfalls & raised spa. Flat grassy yards, barbecue cove, secret Napa garden of fruit orchard & irrigated veggie beds. The beauty of the floorplan includes 4 bedrooms on the main level, plus private lower level for 5th bedroom, huge media room & 2nd kitchen. This level is the perfect in-law apartment, teen hangout, or poolside media lounge. And shhhh, don't forget the world-class temp-controlled wine cellar as your own speakeasy! Prestige cul-de-sac location within minutes of Nueva & West Schools, & easy Hwy 280 connection to VC realm of Silicon Valley, plus AI, private equity, & biotech of South San Francisco and Financial District.

25 Searsville CT, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Chris Iverson from DP

$9,800,000

7 Beds ⋅ 8 Baths ⋅ ML82032512 MLS

*NO SHOWINGS UNTIL AUGUST 2026* Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views & 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 & vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.

2930 Privet DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$10,200,000

8 Beds ⋅ 7 Baths ⋅ ML82032410 MLS

Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover soaring ceilings that create an open and inviting atmosphere, complemented by an abundance of natural light that fills every corner. The expansive first floor features a massive entertainment deck, perfect for hosting gatherings or simply relaxing amidst nature. With a total of 8 bedrooms, including master suites on each level, this exceptional home is perfect for large families or multi-generation living.

45 Calaveras CT, Hillsborough

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895

$7,198,000

4 Beds ⋅ 5 Baths ⋅ ML82032401 MLS

Reimagined in 2023, this Carolands estate balances architectural character with modern ease. Light-filled interiors include a wood-paneled library and formal rooms elevated by custom millwork, statement lighting, and book-matched marble. At the heart of the home, the chefs kitchen features a Wolf rangetop, wine fridge, and an expansive social island. This culinary hub flows into a stunning great room, where French doors open to manicured grounds. The home offers four spacious en-suite bedrooms, including a primary suite with garden views, a custom walk-in closet, and a marble spa bath. Outside, the resort-style grounds feature a classic kidney-shaped pool, vibrant gardens, and an expansive lawn. Perfectly positioned near West Elementary and Highway 280, this property offers quiet luxury in the Peninsulas most coveted enclave.

530 Barbara WAY, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$4,423,560

4 Beds ⋅ 4 Baths ⋅ ML82032273 MLS

Hillsborough opportunity on expansive 21,789+/- SF mostly flat lot. Classic 2-story SFR offers 2,890+/- SF, 4BD, 3.5BA incl 2 en-suites + 1 BD on main level ideal for guests, office or multi-gen living. Vaulted entry, formal living rm w/wood-burning FP, sep family rm w/2nd wood-burning FP & wet bar w/sink. Spacious eat-in kitchen w/abundant natural light, lg pantry & views of backyard & pool. Formal dining rm overlooks yard & mature trees. South-facing rear exposure provides all-day sun. Private backyard w/functioning in-ground pool serviced weekly. Upstairs primary suite w/updated wood flrs & balcony overlooking backyard; addl BD w/private balcony facing street. 3-car garage w/high-end custom wood garage doors. Comp shingle roof. Fresh interior paint, deep cleaned, ext power washed. Property needs loving care & thoughtful updatesrare chance to customize in prime Lakeview location where updated homes command significantly higher values. Excellent Hillsborough public schools. Minutes to Burlingame Ave, Hwy 280/92, top Peninsula amenities. Exceptional upside, setting & scale.

100 Rizal DR, Hillsborough

Listed by James S. Shin, 650-410-8668 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Craig Ackerman from COMP12

$6,750,000

5 Beds ⋅ 6 Baths ⋅ ML82031249 MLS

An architectural statement of grand scale and enduring quality, this stately Skyfarm residence is nestled behind a mature landscape of majestic evergreens, offering privacy and a seamless connection to its natural grounds. Spanning 5,770± sq. ft. on an expansive 32,633+/- sq. ft. lot, the home is in pristine original condition and is poised for the next generation family to infuse with their own vision. The interior is defined by classic precision: refinished hardwood floors, raised wood paneling, crown molding, bay windows and Old World quality. A two-story foyer with chandelier leads to the grand living room, featuring a distinguished fireplace and backyard views, a formal dining room for refined venues, an eat-in kitchen, anchored by a center island, and an adjoining family room with a masonry fireplace and window wall blurring the boundary between indoors and the sprawling rear grounds. A spacious primary suite featuring generous wardrobe space and a scenic view headlines the upper level. Beyond the residence, irrigated grounds with sweeping lawns and patios create a private, park-like retreat. 1080 Macadamia Drive is a rare convergence of scale, land, and lifestyle.

1080 Macadamia DR, Hillsborough

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR

$6,000,000

4 Beds ⋅ 4 Baths ⋅ ML82027930 MLS

Sophisticated and beautifully updated, 130 Stonehedge Road offers elegant single-level living in one of Hillsboroughs most desirable enclaves. A formal entry leads to a sun-filled living room with expansive picture windows framing views of the lush grounds. The stunning chefs kitchen features premium appliances, a generous island, and custom cabinetry, connecting seamlessly to the casual living room and the formal dining room for effortless daily living and entertaining. A wide hallway leads to four well-placed bedrooms, including a serene primary suite with a spacious walk-in closet and a spa-inspired bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms enjoy excellent natural light and access to beautifully finished bathrooms. A versatile bonus room offers ideal space for an office, gym, or studio, complemented by a well-equipped laundry room and a three-car garage. The backyard evokes a private retreat with a large entertaining deck overlooking an expansive level lawn bordered by mature trees and fresh landscaping perfect for gatherings, play, and relaxation. Located just minutes from Burlingame, top-rated public and private schools, local country clubs, and convenient commuter routes to San Francisco and Silicon Valley.

130 Stonehedge RD, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$4,900,000

5 Beds ⋅ 4 Baths ⋅ ML82028079 MLS

1015 Woodland DR, Hillsborough

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

Sold listing courtesy of Nicholas Delis from APR

$4,579,000

6 Beds ⋅ 6 Baths ⋅ ML82025146 MLS

Fresh updates, incredible Bay and airport runway views, and impressive scale on more than one-half acre. Predominantly arranged on one level, the 6-bedroom, 5.5-bath floor plan has remarkable flexibility with options to accommodate offices, guest quarters, recreation, fitness, and more. Every room opens to the outdoors with 3 front terraces overlooking the Bay plus a tremendous newly built deck in clear redwood. Freshly painted inside, refinished hardwood floors, and new carpet in some rooms ready for immediate enjoyment and also an opportunity to further transform. Grand entertaining spaces include a vast living room, formal dining room, kitchen designed for a true chef with both gas and electric cooktops plus wok burner, and a tremendous family room. Peaceful non-through street just minutes from top Hillsborough schools including West and Crocker, hiking trails, and Highway 280 to San Francisco and Silicon Valley.

30 Live Oak LN, Hillsborough

Listed by Sandra Comaroto, 650-714-1359 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Zhu from CBR

$7,500,000

5 Beds ⋅ 7 Baths ⋅ ML82025050 MLS

Regally set on a private +/-0.71-acre lot with sweeping San Francisco Bay views, this +/-7,435s.f. residence offers luxury, privacy, and an exceptional floor plan. The impressive two-story foyer sets the tone for the elegant formal living and dining rooms, complemented by a rich wood-paneled library. The expansive chef's kitchen features a large island, butlers pantry, and sizable breakfast room, and opens to an enormous family room with built-in bookcases, full bar, and direct access to the stunning rear yard. The main level also offers a game room, guest suite with marble bath, laundry room, powder room, and a wide rear staircase. Upstairs are three spacious en-suite secondary bedrooms, plus a versatile bonus room ideal as a 2nd office, nursery, or gym; and the huge primary suite with Bay views, a fireplace with sitting area, private balcony, spa-like bath with steam shower, and dual custom walk-in closets. The beautifully landscaped grounds offer sweeping patios, level lawns, a pool with spa, play/garden area, and an impressive pool house with kitchenette and full bath. A gated driveway leads to a 3-car garage and motor court. With awe-inspiring views, complete privacy, and resort-style amenities, this grand estate offers an unparalleled lifestyle in an extraordinary setting.

1111 Tournament DR, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$6,850,000

6 Beds ⋅ 7 Baths ⋅ ML82024643 MLS

Set amid the rolling hills of Hillsborough, 1535 Lakeview Drive is a distinguished estate that pairs timeless elegance with modern comfort. Tucked behind a gated driveway, the home sits regally surrounded by mature trees and manicured landscaping that evoke a sense of privacy. This 6-bedroom, 6.5-bath residence spans approximately 6,690 square feet on a nearly one-acre lot, offering generous space for both everyday living and entertaining. Inside, airy living areas are framed by large windows that connect the indoors to the surrounding greenery. The homes thoughtful floor plan features multiple gathering spaces, including formal living and dining rooms, a spacious family room, and a chefs kitchen designed for connection and ease. Each bedroom suite is its own retreat, while the primary suite offers serene garden views and spa-inspired amenities. Outdoors, the lush grounds invite year-round enjoyment with terraced patios, winding pathways, room to add a pool and ideal for entertaining. 1535 Lakeview Drive embodies the best of Hillsborough living, refined, private, and effortlessly grand

1535 Lakeview DR, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Mary Bee from CBR

$7,495,000

5 Beds ⋅ 5 Baths ⋅ ML82023917 MLS

Situated on a serene cul-de-sac, this stunning, fully renovated modern farmhouse offers resort-style living on a mostly level +/-0.52-acre lot. With +/-4,200 s.f. of bright open space, the 5BR/4.5BA Napa Valley-style home features soaring ceilings, wide-plank hardwood floors, and walls of windows that flood the interior with light. A striking glass front door opens to the living room with dramatic fireplace and verdant views. The elegant dining room includes a sleek, temperature-controlled wine display, while the chef's kitchen with top-tier appliances, large island, and breakfast nook flows into the expansive great room with access to the backyard. The private bedroom wing offers 4 sizeable bedrooms, one with an ensuite bath, a separate hall bath, powder room, laundry, and the lavish primary suite with custom walk-in closet and spa-inspired bath with soaking tub & oversized shower. Additional spaces include an attached ADU with kitchenette, full bath which opens to the pool patio, and loft, plus a versatile lower-level bonus room ideal as an office or gym, and 3-car garage. Resort-like grounds boast mature olive trees, stunning landscaping, sprawling patio, level lawn, outdoor kitchen, and new pool with spa. A rare opportunity to own a virtually new home in a remarkable setting.

35 Bel Aire CT, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Vikrant Goel from SFLT01

$4,195,000

4 Beds ⋅ 4 Baths ⋅ ML82023761 MLS

This turn-key, single-level ranch-style residence offers a functional layout with a spacious floor plan that flows seamlessly for both everyday living and effortless entertaining. The expansive grounds are designed for relaxation and recreation, featuring a sparkling pool with a dedicated pool bathhouse, a fire pit with built-in seating, generous yard with great lawn space framed by mature landscaping. A three-car garage provides ample parking and storage. While move-in ready today, the property also presents an exciting opportunity to update or reimagine, creating your dream Hillsborough retreat.

1430 Lakeview DR, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

$14,980,000

7 Beds ⋅ 8 Baths ⋅ ML82012140 MLS

SELLER ALREADY PURCHASED AND WOULD LIKE TO REVIEW ALL OFFERS! *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 features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 additional ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette.

1600 Marlborough RD, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$7,300,000

5 Beds ⋅ 7 Baths ⋅ ML82022917 MLS

This beautifully designed 5-bedroom, 5 full and 2 half-bath home blends timeless sophistication with modern comfort in one of Hillsboroughs most sought-after neighborhoods. A grand two-story foyer welcomes you in, leading to formal living and dining rooms perfect for entertaining. A private guest suite on the main level adds flexibility, while a butlers pantry hallway and separate walk-in pantry provide smart, functional storage. The expansive great room unites the family area, breakfast nook, and chefs kitchen, opening through folding glass doors to a spacious deck with a tranquil fountain and outdoor fireplaceideal for indoor-outdoor living. Downstairs, a media room with wet bar, temperature-controlled wine cellar, full bath, and additional bedroom offer space to relax and unwind. Upstairs, the luxurious primary suite features a sitting area, two walk-in closets, and a sunlit balcony. Two additional en-suite bedrooms and a handsome wood-paneled office complete the home. Premium finishes include motorized Hunter Douglas blinds and outdoor privacy screens and a full Savant Smart Home System for effortless control of lighting, climate, media, and music.

625 W Santa Inez AVE, Hillsborough

Listed by Vivian Shao, 650-307-7311 from Green Banker Realty
(If provided) CoList: Chi-hwa Shao from Green Banker Realty

Sold listing courtesy of Jim Arbeed from CBR

$5,650,000

4 Beds ⋅ 4 Baths ⋅ ML82022637 MLS

Situated on a serene and mostly level 0.53-acre lush landscaped lot in desirable Lower South Hillsborough, this exceptional one-level California Ranch-style home offers 4 bedrooms, 3.5 baths, and 3,170 sq ft of functional and spacious living areas. The thoughtful floor plan features a sizeable entry with two coat closets, an expansive light-filled living room with a dramatic floor-to-ceiling stone fireplace, a separate dining room and open kitchen/family room. The remodeled kitchen includes a center island, granite counters, and quality appliances - Thermador ovens, a 5-burner Wolf range, Miele dishwasher, and Sub-Zero refrigerator - opening to a spacious family room flowing to the backyard. The bright primary suite includes a generous bathroom, two walk-in closets and built-in storage. Additional features include warm hardwood floors, recessed lights, a large powder room with two closets, separate laundry room and a 3-car garage. Garden views from nearly every room highlight the verdant landscaping and private yard with a sparkling pool. Ideally located close to top-rated schools, downtown Burlingame and San Mateo, and commuter routes. With its exceptional layout, lush surroundings, and prime location, this property exemplifies the best of California living - all on one level.

135 Rockridge RD, Hillsborough

Listed by Kim Gelman, 650-888-5537 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Maria Scott from CBR

$12,000,000

5 Beds ⋅ 7 Baths ⋅ ML82010473 MLS

Rare, once-in-a-lifetime luxury estate in the prestigious Ryan Tract of Lower Hillsborough. Set on a flat 42,304 sq ft gated lot, this property offers 5 beds, 6.5 baths, solar, regulation tennis court, large pool + separate spa, lush gardens, expansive lawns, multiple patios, putting green, outdoor BBQ, long private driveway, motor court, and 3-car garage. The main residence features an elevator; all bedrooms en-suite; chefs kitchen with butlers pantry; family room; living room; formal dining room; multiple office/workshop spaces; and more. Additional structures include a pool house and a full guest house attached to the garage. Total advertised living space of 7,950 sq ft includes the main house, 945 sq ft 2-bed/2-bath guest house with full kitchen and living/dining area, and a 685 sq ft pool house with living space, kitchenette, laundry, full bath, and sauna. Walking distance to Downtown Burlingame and access to top-rated California schools. A true blend of elegance, scale, and resort-style living.

818 Irwin DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$4,780,000

5 Beds ⋅ 6 Baths ⋅ ML82022295 MLS

Exceptional private and gated estate on a rare 25,990 sq ft corner lot in Hillsboroughs most prestigious enclave. Elevated and secluded with lush landscaping, soaring trees, and a grand presence. Two luxurious primary bedroom suites on the main level feature spa-style baths with Jacuzzi tubs, glass showers, dual vanities, large walk-in closets, wet bars in the 2 masters bedroom and 1 in the family room, offering the ultimate in comfort and convenience. Ideal for multi-generational living or hosting in style. Dramatic foyer with high ceiling, sweeping staircase, elegant column accents, formal living and dining rooms, and a sun-filled family room with a built-in wet bar, perfect for entertaining. The gourmet kitchen boasts granite counters, high-end appliances, an island with a second sink, and a cozy breakfast nook. Upstairs offers an additional primary suite, a spacious loft, and a private balcony. Resort-inspired amenities include a rooftop lounge, private courtyard, sports court, detached three-car garage, and a gated driveway. A rare opportunity for luxury, privacy, and seamless indoor-outdoor living.

1531 Wedgewood DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Alex Buljan from APR

$4,800,000

5 Beds ⋅ 7 Baths ⋅ ML82022191 MLS

For the very first time in its storied history, this 1936 family estate is being offered to the public. This classic English Tudor is a landmark in its own right, a home that gracefully bridges Hillsborough's past and present. Set on nearly an acre of level land with views of the Bay and San Francisco skyline, the residence embodies timeless elegance. Its centerpiece is a remarkable floating spiral staircase anchored only at the bottom and top. With a large open kitchen connecting to the family room, plus 5 bedrooms and 5 full bathrooms (2 half baths), the estate is ready and waiting for its next owner (some photos are virtually staged)! There is a bedroom, library and full bathroom on the main level. The primary bedroom and 3 add'l bedrooms are upstairs. Outdoors, the gardens carry the signature of renowned landscape architect Thomas Church, whose designs shaped much of California's most beautiful private estates with broad lawns, graceful plantings and private spaces. Built by the Wisnoms, one of the founding families of San Mateo, The National Bank of San Mateo and cousins of Wisnoms Hardware family. This offering represents a rare opportunity: to own a piece of Hillsborough history and to become the next steward of a home designed with both legacy and livability at its core.

923 Hayne RD, Hillsborough

Listed by The Patty Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of Serena Conti from APR

$10,750,000

8 Beds ⋅ 10 Baths ⋅ ML82021334 MLS

BRAND NEW ECO-FRIENDLY MODERN HOME WITH PANORAMIC BAY VIEWS. DESIGNED FOR ENTERTAINING, THIS 7160SF HOME FEATURES 8 BEDROOMS, 8 FULL AND 2 HALF BATHS, SEPARATE ADU WITH 2 BEDROOMS AND SEPARATE PARKING, OPEN CONCEPT DESIGN WITH NUMEROUS LUXURY FEATURES INCLUDING, 4K MOVIE THEATRE, GAME ROOM, SAUNA, GLASS ENCLOSED WINE CELLAR, AND LARGE INFINITY POOL AND SPA. THE CHEF'S KITCHEN SHOWCASES MIELE APPLIANCES, CLEAF WHITE OAK CABINETS, TAJ MAHAL HONED COUNTERTOPS, AND SEPARATE BUTLER'S PANTRY. THE EXPANSIVE PRIMARY SUITE HAS A COZY FIREPLACE, EXPANSIVE VIEWS, VIEWING PATIO, LARGE WALK-IN CLOSET AND HIS/HERS WATER CLOSETS. ENHANCED BUILT-IN TECHNOLOGY INCLUDES AN UBIQUITI WIFI SYSTEM, SECURITY CAMERAS, ELEVATOR, WHOLE HOUSE AIR AND MOISTURE FILTRATION SYSTEM, SOLAR PANELS AND LUTRON LIGHTING. DESIGNED BY SAFAEI DESIGN GROUP, THIS HILLSBOROUGH ESTATE IS DESIGNED FOR ENTERTAINMENT AND RELAXATION!

1221 Kenilworth RD, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: Sara Masoudnia from Bast Properties, Inc.

Sold listing courtesy of Jane Konovalova from JETS

$8,000,000

5 Beds ⋅ 5 Baths ⋅ ML82020606 MLS

Experience the perfect blend of luxury, elegance & California living in this breathtaking Mediterranean estate. This residence offers unparalleled privacy & sweeping views of the San Francisco Bay & surrounding mountains. A long, gated driveway welcomes you setting the stage for the home's elegant interior. Step inside to a dramatic, light-filled foyer featuring a graceful winding staircase that leads into an expansive living room framed by floor-to-ceiling windows showcasing the spectacular views.The gourmet chef's kitchen is comes complete with a large center island, elegant stone countertops, & top-of-the-line Viking stainless steel appliances. A richly wood-paneled library/office & spacious formal living & dining areas add sophistication, while new double-pane windows enhance comfort & energy efficiency throughout the home.Upstairs a primary suite awaits, featuring a spa-inspired bath with a jetted soaking tub, alongside generously sized bedrooms offering comfort & privacy. The impeccably landscaped grounds create a true oasis, featuring a resort-style pool & spa, & private tennis court. Perfect for both relaxation & entertaining, this property offers an unmatched lifestyle in one of California's most coveted settings.

75 Eugenia WAY, Hillsborough

Listed by Donald Kung, 650-219-8700 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Cici Wang from CBR

$6,660,000

4 Beds ⋅ 5 Baths ⋅ ML82019925 MLS

REDUCED OVER $1 MILLION, SELLER HAS PURCHASED ANOTHER HOME SO THIS PROPERTY HAS BEEN REDUCED FOR A QUICK SALE! THE BEST VALUE FOR A SINGLE STORY PROPERTY IN LOWER HILLSBOROUGH. BUILT IN 2004 WITH STUNNING RENOVATIONS! TURN-KEY & MOVE-IN READY! EVERYTHING YOU COULD WANT: Prime location, modern top-of-the-line updates & remodels, newly designed landscaping, oversized corner-lot, solar panels, high ceilings, smart home features, sports court, huge sparkling pool, vast lawn & backyard for kids to play, outdoor kitchen, pool house with kitchenette & bathroom, outdoor spa, dual-sided fireplace, rich hardwood floors, gorgeous chefs kitchen with all high-end built-in stainless steel appliances, an oversized island, kitchen-family combo (perfect for entertaining), large bedrooms, 3-car garage, EV car charging, & SO SO MUCH MORE! On top of all that, you'll get a home that is ideally located just minutes from top-rated schools, downtown Burlingame, and major Silicon Valley commuter routes; this home offers a rare combination of luxury, privacy, and convenience. IT DOESN'T GET BETTER THAN THIS, PRICED TO SELL SO DON'T WAIT!!!

380 Arden RD, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kenny Zhang from VHVOG

$5,325,000

4 Beds ⋅ 4 Baths ⋅ ML81990249 MLS

A stunning bucolic estate within the exclusive Hillsborough hills perches at the end of a long, private cobblestone drive. This well-appointed home offers 4,240 sq ft of living space on 2.24 acres with views from virtually every room. Backyards large entertaining patio includes a pool/spa, BBQ area and lifesize Kung Fu Panda statue. Kitchens picture windows let natural light gleam off long granite counters and Viking stove. Sizable vaulted family room adjoins for casual dining. A door off the kitchen leads to dining and living rooms, both with coffered ceilings and wainscotting. Primary Suite impresses with marble-appointed bath, while 2 guest beds have ample closets and share a marbled hall bath that offers much space. Lower level offers a spacious media room, home gym and ensuite bedroom. Mud room off the 3-car garage offers laundry, storage and full bath with sauna. Tremendous grounds and ideal floor-plan in a prized neighborhood make this Hillsborough property a must-see.

2530 Skyfarm DR, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

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