Hillsborough CA 6+ Bedroom Real Estate, Homes, Condos for Sale

6 Beds ⋅ 9 Baths ⋅ ML82057167 MLS

This English Tudor set on over one flat acre in prime lower North Hillsborough is surrounded by three sides of the Burlingame Country Club Golf Course, making it one of the areas most iconic estates. This fully custom private gated architectural masterpiece is the epitome of California living. Constructed in 2005 with many recent improvements including a remodeled kitchen, refinished floors throughout, updated light fixtures & new landscaping that blend old-world charm with modern aesthetics to create an immediate sense of arrival upon entering.An entertainer's dream, this property features formal rooms and multiple entertaining spaces on both floors. The 6 bedrooms and 7 full bathrooms are thoughtfully designed with a primary bedroom on each level. The French doors throughout create the ultimate indoor-outdoor flow as they lead to the resort style backyard that is complemented by a pool house with a full bath. The backyard features a stunning Pebbletec pool with dual waterfall and a separate spa. The lush landscaping lends privacy to the property and creates a park like setting throughout with the serene courtyard and garden walking path. This property is walking distance to Burlingame Avenue and one block to North Elementary and Crocker Middle School.

600 Eucalyptus AVE, Hillsborough

Listed by Joseph Miller, 650-455-6552 from Miller/Steil Properties
(If provided) CoList: Chelsea Miller from Miller/Steil Properties

$9,880,000

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

$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

$11,800,000

6 Beds ⋅ 8 Baths ⋅ ML82054575 MLS

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

280 Uplands DR, Hillsborough

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

$28,995,000

11 Beds ⋅ 15 Baths ⋅ ML82038870 MLS

A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.

1200 Armsby DR, Hillsborough

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

$8,038,000

6 Beds ⋅ 4 Baths ⋅ ML82053844 MLS

Located in lower Hillsborough, this custom-made mid-century modern home blends timeless architecture with the effortless California lifestyle. Set behind mature landscaping and surrounded by exceptional privacy, this home is filled with natural light thanks to dramatic walls of glass that blur the line between indoors and out. Every main living space looks onto the backyard landscaping and private pool. The living room, dining room and family room all feature dramatic vaulted ceilings and fireplaces in each room. The flexible floor plan offers six bedrooms and four bathrooms, including a primary suite and various options for an office or work-out space. Rich hardwood floors extend throughout the home. This home captures everything people love about mid-century modern design: open spaces, incredible natural light, seamless indoor-outdoor living and an unmistakable sense of style. All this plus award-winning public schools and perfectly situated between Silicon Valley and San Francisco.

820 Eucalyptus AVE, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$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

$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

$39,888,000

8 Beds ⋅ 13 Baths ⋅ ML82036796 MLS

Sitting on a commanding 2.5 acres atop a Hillsborough promontory with panoramic views, this bespoke estate reflects the vision of MAK Studios authority in modern design. Defined by a sculptural stone, glass and wood facade and a dramatic 22-foot high entry that frames the horizon, this home has 8BR's and options for 2 offices. The culinary program is exceptional: a statement kitchen appointed with Gaggenau appliances and supported by a fully equipped staff dirty kitchen for seamless entertaining at scale. The primary suite is conceived as a five-star retreat, enveloped in full slab marble with a steam shower and integrated smart amenities. Leisure and lifestyle spaces rival those of a private club multiple grand lounges, a state-of-the-art theater, executive office, fitness studio, bar, golf simulator, and a 1,620-bottle wine cellar. Advanced Crestron automation orchestrates lighting, climate, window treatments, and security, while radiant heat, owned solar, tankless systems, and a standby generator ensure efficiency and resilience. Resort-level grounds unfold with a 50-foot pool and spa, fire-lit terraces, manicured lawn, putting green, expansive motor court, and dual two-car garages a rare convergence of design, scale, and setting in Hillsborough.

455 Pinehill RD, Hillsborough

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

$11,800,000

6 Beds ⋅ 6 Baths ⋅ ML82047705 MLS

Located in desirable lower South Hillsborough, 255 Brentwood offers modern design, vaulted ceilings, exceptional natural light throughout, and seamless indoor-outdoor living. A striking front entry opens to a bright, welcoming foyer, leading into thoughtfully designed living spaces filled with natural light. The open kitchen and dining area serves as the heart of the homeperfect for both everyday living and entertainingfeaturing Miele appliances, two dishwashers, a pantry, and seamless flow to a built-in bar with wine fridge. The main level includes a casual living room, two en-suite bedrooms, and a stunning formal living room wrapped in glass doors and windows with direct access to the backyard. A private elevator connects all levels, offering ease and convenience throughout the home. The lower level offers added flexibility with a bedroom, mudroom, and wine room. Upstairs, the private primary suite features its own balcony, creating a peaceful retreat, while two additional en-suite bedrooms with generous closets complete the level. Outdoor spaces are designed for true California living, featuring a sport court, putting green, outdoor kitchen, sound system, curated lighting, four fireplaces, and beautifully landscaped grounds with a blend of turf and grass.

255 Brentwood RD, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

$5,600,000

6 Beds ⋅ 8 Baths ⋅ ML82046550 MLS

A rare and irreplaceable work of art. Designed by renowned architect James H. Mitchell in the dramatic Art Deco/Art Moderne tradition, this is one of the Peninsula's most architecturally significant residences. Bold, streamlined geometry and masterful craftsmanship define every elevation of this striking 5,050± sq ft estate, while expansive wraparound decks and architecturally designed terraces off the living room and office invite the outside in, capturing sweeping panoramic views of the Bay, hills, and valley from every room in the home. Situated on a lush 0.71± acre lot, the scale is magnificent and the soul is irreplaceable. A home of genuine artistic pedigree in the heart of Hillsborough's most coveted corridor, near top-ranked schools and effortless Peninsula commuting. Architecture this significant does not come to market twice.

1325 Marlborough RD, Hillsborough

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

Sold listing courtesy of Yvonne Yang from APR

$6,500,000

6 Beds ⋅ 6 Baths ⋅ ML82046653 MLS

Evoking the romance and timeless elegance of classic Spanish Colonial Revival architecture, this enchanting residence welcomes with a sun-drenched brick courtyard framed by lush gardens and climbing bougainvillea. Rich in character, the home showcases exposed wood beams, hand-laid terracotta tile, and artisan-inspired finishes that create a warm yet sophisticated ambiance throughout. Designed for effortless indoor-outdoor living, the expansive courtyard terrace offers multiple gathering spaces ideal for entertaining, quiet mornings, or alfresco dining beneath the canopy of mature landscaping. A sprawling lawn with a grand fountain frame the rear of the property. Charming balconies, arched passageways, and architectural detailing lend an old-world European feel while abundant natural light enhances the homes inviting atmosphere. Inside, the home boasts nearly 6,000 square feet of living space, including multiple separate living quarters perfect for large families, live-in help or guests. Exquisite woodwork and details are abundant throughout the household, with hand-carved fireplaces, curved leaded glass windows, and hand-painted murals. Private, serene, and full of architectural distinction, this is a rare offering that captures the beauty and craftsmanship of a bygone era.

420 El Arroyo RD, Hillsborough

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

Sold listing courtesy of Charles Griffith from MCGR

$10,750,000

7 Beds ⋅ 6 Baths ⋅ ML82044447 MLS

Modern Sanctuary in Lower South Hillsborough. Welcome to 655 Hayne Road, a newly completed modern residence offering privacy and refined California living in one of Hillsboroughs most desirable neighborhoods. Set behind a gated entrance on a mostly flat, usable parcel, the property is thoughtfully designed for seamless indoor-outdoor living. The main residence flows primarily across a single level, with an open-concept layout that connects effortlessly to the grounds and frames serene treetop views. Positioned just off the main living areas, the attached ADU offers a natural extension of the home, well suited for entertaining, guests, or extended stays. With easy access to the pool and outdoor kitchen, it lives as a cabana-style retreat, enhancing the indoor-outdoor lifestyle. A separate lower-level space offers flexibility for a home theater, gym, or game room. The grounds are carefully composed to create a true sense of escape, blending manicured landscaping, open turf areas, and a natural backdrop. Ideally located just moments from South School and with convenient access to Burlingame, San Mateo, and major commute routes. A rare offering that pairs modern design with usable land in a sought-after Hillsborough setting, ideal for refined indoor-outdoor living.

655 Hayne RD, Hillsborough

Listed by Shaun Walter, 650-727-4888 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$6,400,000

6 Beds ⋅ 6 Baths ⋅ ML82042894 MLS

Step into ultimate luxury with this spacious 6 BD, 5.5 BA home spanning +/- 4,746 SQFT on over 1/2 an acre of beautifully landscaped grounds. Perfect for entertaining and serene living, this home blends a versatile floorplan with thoughtful updates, including a significant 2017-2018 remodel and expansion. The main level is a showstopper, featuring a chef's kitchen with top-tier appliances, an oversized island, and seamless flow to the formal living & dining spaces. Sunlight pours through a wall of windows, framing views of the sparkling pool and lush gardens. This level also offers a private wing with two BDs, a shared BA and an ensuite BD with high ceilings, plus an additional BD, full BA, powder room, laundry room, and interior garage access. Upstairs, two ensuite retreats await, including the primary suite with a spa-like BA, a walk-in closet that dazzles and a 2nd W/D. The lower level living area opens to a tranquil patio & expansive lawn, ideal for outdoor entertaining or quiet mornings. High ceilings, hardwood floors, skylights, fruit trees and modern comforts like A/C, lots of storage and a spacious driveway complete the home. Located in a top-tier school district with easy access to 280 and 92, this home offers the perfect balance of convenience, elegance, and lifestyle.

520 Darrell RD, Hillsborough

Listed by Becky Geller, 415-225-8172 from Compass
(If provided) CoList: from

Sold listing courtesy of Ryan LeDoux from APR

$10,200,000

6 Beds ⋅ 6 Baths ⋅ ML82042686 MLS

2077 Forest View AVE, Hillsborough

Listed by Chelsea Miller, 650-455-6551 from Miller/Steil Properties
(If provided) CoList: Joseph Miller from Miller/Steil Properties

Sold listing courtesy of Shaun Walter from CBR

$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

$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

$7,470,000

7 Beds ⋅ 9 Baths ⋅ ML82025914 MLS

https://1215TournamentDr.com/ Rare estate in the prestigious Tobin Clark area of Hillsborough.Set on a private,resort-like lot with mature trees, layered outdoor spaces,and a private walking trail.Surrounded by top private schools, the home is thoughtfully laid out with 7beds & 7.5baths, along with formal living and dining rooms that connect to a spacious family room and kitchen. A group of four bedrooms are located together in one area of the home, making it especially practical for families with multiple children.The primary suite itself feels like a quiet retreat,featuring a spa-like bath and an expansive walk-in closet.A wood-paneled office provides a dedicated workspace,while the au pair quarters offer additional privacy for guests or extended household needs. A large open area is designed for everyday enjoyment like watching movies,playing games,or hosting.With a wet bar,full kitchenette,nearby bedroom and bath,and direct access to the outdoors,this space can also function as a self-contained living area. Outside,the grounds unfold with lawns,terraces,and an outdoor fireplace.Creating places to sit,walk, and host.Additional highlights include a rare 5-car garage & dual laundry areas.A home where space,privacy, and everyday living come together in a way that simply works.

1215 Tournament DR, Hillsborough

Listed by Claire Chen, 510-754-0555 from Compass
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$19,800,000

6 Beds ⋅ 11 Baths ⋅ ML82037186 MLS

At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices, & a detached guesthouse provide outstanding flexibility for family, guests & extended stays. Grand public rooms are designed for formal entertaining supported by a chefs kitchen equipped to accommodate large-scale gatherings. The lower level is dedicated entirely to recreation & entertaining, offering multiple lounges, a commercial-quality cinema, an extensive wine cellar designed for a significant collection, a full bar, second kitchen, and a well-appointed gym w/steam shower & sauna. Outdoor amenities rival those found at private resorts. The grounds feature an oversized pool and spa with rock waterfall, expansive terraces, a covered loggia with full outdoor kitchen, and regulation-size tennis court currently surfaced for basketball. This is a property where scale, amenities, & location come together for an exceptional lifestyle.

925 Seabury RD, Hillsborough

Listed by Zach Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$70,000,000

6 Beds ⋅ 17 Baths ⋅ ML82024133 MLS

Set on more than 12 secluded acres, Villa de Verano is an ultra-exclusive Hillsborough estate inspired by the elegance of Lake Como. The gated compound offers exceptional privacy, symmetry and scale, with a tree-lined drive leading to a grand motor court & the main residence, guest quarters & sports pavilion. The 12,404 sqft main residence spans 3 levels serviced by an elevator & overlooks the pool, reflection pond & sweeping views of San Francisco Bay. The 4,612 sqft guest house & sports pavilion complement the estate. Interior amenities include a fitness center, theater, game room, spa, & saltwater aquarium. Custom furnishings & art create a unified aesthetic. The grounds include an amphitheater, event lawn, Asian garden with koi pond, swimming pool, reflection pond, open air pavilion, rose garden, redwood grove & English spiral mound. The Sports Pavilion includes a 2 story sports lounge with a viewing platform overlooking a sunken tennis court, pickleball court, volleyball court, badminton court, bocce ball court, horseshoe court, shuffleboard court & putting green. The estate also features an executive length golf course. Upon its completion, Villa de Verano received the CLCA annual Grand Sweepstakes Award for best residential estate completed in the state of California.

3000 Ralston AVE, Hillsborough

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

Sold listing courtesy of Jia Xu from TRNX

$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

$5,750,000

6 Beds ⋅ 7 Baths ⋅ ML82033179 MLS

A Hillsborough masterpiece: grand, expansive, & full of timeless Neoclassical charm with modern-traditional elegance, offering resort-style living in the coveted Skyfarm neighborhood. This prestigious estate welcomes you w/ a stately four-column façade, grand double doors, & dramatic foyer. Sun-filled formal living & dining rooms set the tone for entertaining, while the gourmet chefs kitchen features granite countertops, custom cabinetry, high-end appliances, & pass-through bar seating w/ direct backyard access. The family room impresses w/ exposed beam ceilings, wood-paneled walls, a wet bar, & floor-to-ceiling brick fireplace. Boasting 6 bedrooms, multiple en-suites, 2+ bonus rooms, abundant storage, & a lounge area w/ sink by the four-car garage, this home offers flexibility for family, guests, & work-from-home living. The primary suite includes a private balcony overlooking the backyard, pool, & tennis court, ready for resort living. Outdoor amenities include BBQ/lounge areas, mature trees, & a full-size tennis court, perfect for entertaining. Close to Downtown Burlingame, HWY 101, San Francisco, & Silicon Valley, this rare estate delivers prestige, privacy, & extraordinary living in one of Hillsboroughs most desirable neighborhoods.

746 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$12,500,000

8 Beds ⋅ 8 Baths ⋅ ML82032610 MLS

Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities include a private home theatre, gym, tasting room and wine cellar, elevator, and a resort-style backyard with pool house and built-in BBQ. The sparkling pool with water features, multiple lounge areas, and expansive patio create the ultimate setting for entertaining and relaxation.

1215 La Cumbre, Hillsborough

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

Sold listing courtesy of Jenny MacLeod from APR

$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

$9,700,000

6 Beds ⋅ 4 Baths ⋅ ML82025915 MLS

An exceptional opportunity on one of Lower North Hillsboroughs most coveted streets. Set on a sun-filled, flat lot of over three-quarters of an acre, this property offers limitless potential for the discerning buyer seeking a rare, estate-caliber parcel. Brewer Drive is among Hillsboroughs most distinguished addressesrenowned for its timeless architecture, wide lots, and proximity to Downtown Burlingame, San Mateo, and top-rated Hillsborough schools. The existing 1920s residence spans approximately 4,000 square feet and showcases elegant period details, gracious proportions, and classic design elements throughout. A gated circular driveway provides a stately approach, while the grounds feature a sparkling pool, manicured rose gardens, a detached two-car garage, and additional storage structures. Whether restoring the existing home or reimagining the site for a new estate, this premier Brewer Drive location presents a truly rare offering in one of the Peninsulas most sought-after neighborhoods.

715 Brewer DR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$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

$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

$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

$6,780,000

7 Beds ⋅ 6 Baths ⋅ ML82023191 MLS

Vista Southdown: Private Sanctuary, Panoramic Views Main Residence: 6 Bedrooms & 4 Bathrooms | Luxury Dual Story Casita ADU: 1 Bedroom & 2 Bathroom | 5,065 +/- SQ FT | Chefs Kitchen: Thermador Appliances with Dual Wine Fridges & Stone Countertops | Outdoor Paradise: Resort-Style Pool & Spa, BBQ & Sport Court | Bay Views & Lush Grounds: Breathtaking Bay Panoramas, Curated Landscaping and Refined Outdoor Lighting | Primary Ensuite with Large Soaking Tub and Stall Shower | Modern Flooring | Centralized Heating and A/C | Discreetly Protected: Advanced Surveillance Ensuring Comfort and Privacy Nestled among the redwoods with sweeping views of San Francisco and the San Mateo Bridge, 1221 Southdown Road is a modern Hillsborough estate that balances timeless design with contemporary living. Reimagined by designer Ashley Canty, this residence is a statement of style, comfort, and California luxury. The grounds mirror the elegance of the interiors, featuring a sparkling pool and spa, covered loggia, landscaped play areas, turf field, and private terraces for relaxation or recreation. Natural palettes & refined finishes root the home in its hillside setting, with stone, wood, and glass framing the beauty of the landscape. California living at its finest.

1221 Southdown, Hillsborough

Listed by Cullinan Luxury, 650-773-2321 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$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

$8,600,000

6 Beds ⋅ 7 Baths ⋅ ML82021146 MLS

ICONIC 1920'S DUTCH COLONIAL-STYLE HOME LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. THIS ELEGANT HOME HAS BEEN THOUGHTFULLY REMODELED WITH TOP-OF-THE-LINE MATERIALS AND FINISHES. THIS 6800+SF ESTATE OFFERS 6 BEDROOMS 5 FULL AND 2 HALF BATHS, AN AU PAIR SUITE, AND A SPACIOUS LAYOUT. ABUNDANT NATURAL LIGHT CAPTIVATES THE INVITING AMBIANCE SHOWCASING THE AMAZING DETAIL THROUGHOUT THE PROPERTY. THE FORMAL DINING ROOM FEATURES ELEGANT FLORAL WALLPAPER AND WAINSCOATING. THE FAMILY ROOM, MEDIA ROOM AND GYM PROVIDE AMPLE SPACE FOR ENTERTAINMENT AND RELAXATION. OUTSIDE YOU WILL FIND A BUILT-IN BBQ, FIREPIT, AND SPORTS COURT, PERFECT FOR OUTDOOR ACTIVITES AND FAMILY FUN! THE SPACIOUS FLOORPLAN FEATURES 5 BEDROOMS UPSTAIRS, WITH A GENERIOUS SIZED PRIMARY SUITE. THIS HOME ALSO OFFERS A PRIVATE OFFICE WITH 1/2 BATH. THIS HOME IS CONVENIENTLY LOCATED WITHIN A SHORT DISTANCE TO BURLINGAME AVE AND TOP RATED NORTH ELEMENTARY AND CROCKER MIDDLE SCHOOL.

720 Brewer DR, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$8,600,000

6 Beds ⋅ 7 Baths ⋅ ML82016079 MLS

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, and breakfast nook. The private primary suite includes two walk-in closets and a spa-style bath with soaking tub, oversized shower, double vanity, and private water closet. A newly built in-law wing has two ensuite bedrooms, a full kitchen with GE appliances, and separate entranceideal for multigenerational living. Two more bedrooms, a powder room, and a mudroom complete the main level. Downstairs offers a full bar with dual refrigerators, home theater, gym/yoga room, laundry, and a full guest suite with third kitchen. The resort-style backyard features a large wood deck, pool, spa, outdoor kitchen/bar, bocce ball court, lush lawn, treehouse, and 15 fruit trees. Parking includes a 2-car garage plus two additional driveways accommodating 6 cars.

785 Pullman RD, Hillsborough

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

Sold listing courtesy of Angela Burnett from KWPEN

$4,820,000

6 Beds ⋅ 6 Baths ⋅ ML82012939 MLS

COMP PURPOSES ONLY

2905 Privet 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

$12,000,000

7 Beds ⋅ 8 Baths ⋅ ML82006309 MLS

A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen includes a ThermadorÃÂ® cooktop, Sub-ZeroÃÂ® fridge/freezer, wine cooler, and butler's pantry. A separate guest/in-law wing offers 2 en-suite bedrooms, lounge, and private entrance. The expansive primary suite spans half the upper level with dual walk-ins and a spa-like bath. A lower level includes a wine cellar and flexible storage space. Resort-style grounds boast a pool, spa, outdoor kitchen, fire pit, tennis/basketball court, detached en-suite guest studio, and a detached two-car garage currently used as a gym. A 3-car attached garage, paver motor court, solar panels, and modern central HVAC complete this exceptional offering just minutes from downtown Burlingame.

2181 Parkside AVE, Hillsborough

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

Sold listing courtesy of Charles Griffith from MCGR

$13,750,000

6 Beds ⋅ 5 Baths ⋅ ML82004484 MLS

1.81 level acres in the most prime area of Lower Hillsborough. This is the only building site available in Hillsborough, Atherton or Woodside that will accommodate a true world class estate and everything that comes with it. Also sub-dividable into two .9 acre lots.

210 Uplands DR, Hillsborough

Listed by Edward Stephens, 650-208-1301 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$5,700,000

6 Beds ⋅ 7 Baths ⋅ ML82001959 MLS

35 Brooke CT, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$3,961,000

6 Beds ⋅ 3 Baths ⋅ ML82000051 MLS

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 gorgeous hardwood floors, two fireplaces, and recent interior paint. The terraced rear yard serves as a private nature retreat featuring mature landscaping, rock walls, stone footpaths and an oval-shaped swimming pool. This home also boasts a convenient location close to Hwy 280 offering easy access to Silicon Valley, San Francisco and the Coast.

337 Robinwood LN, Hillsborough

Listed by Karyl Eldridge, 650-558-6910 from Coldwell Banker Realty
(If provided) CoList: Jennifer Cheung from Coldwell Banker Realty

Sold listing courtesy of Max Lo from GRBA

$5,200,000

6 Beds ⋅ 5 Baths ⋅ ML81996728 MLS

This stunning home captures the elegance and prestige of Hillsborough, nestled in the sought-after Tobin Clark Estates neighborhood. Set on a spacious lot at the entrance of a quiet cul-de-sac, it offers a prime location just minutes from Laurelwood Shopping Center, Crystal Springs Village, and the vibrant Downtown San Mateo scene. Top-rated schools, including the College of San Mateo, are nearby, with easy access to Highway 92, 101, 280, & the San Mateo Bridge. Inside, high ceilings, recessed lighting, and tall windows create an open, airy ambiance. The lower level features a seamless flow between the living room, family room, and chefs kitchen, perfect for everyday living & entertaining. The kitchen is equipped with brands such as Thermador, KitchenAid, and Marvel appliances, as well as featuring a pantry, sleek countertops, and a wine fridge. The home boasts comfortable, light-filled bedrooms, including a retreat-like primary suite. The bathrooms are pristine, offering style and functionality. Additional highlights include a 3-car garage and an indoor laundry area. Outside, a sparkling pool, hot tub, and spacious lawn provide the perfect setting for outdoor living. This home blends luxury, comfort, and convenience - a gem like this doesn't come around often, don't wait!

1285 Tournament DR, Hillsborough

Listed by Max Lo, 650-307-8816 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$8,250,000

6 Beds ⋅ 7 Baths ⋅ ML81985068 MLS

Once in a very great while, a magical opportunity presents itself. Nestled in the Lakeview canyons, the Secret Garden Sanctuary is the special home you have been searching for. Built in 2008, and situated on a nearly flat one-half acre plus parcel, the almost 5,000 square foot English Tudor inspired home has been lovingly maintained and upgraded over the years by an artist and interior designer. Complementing the main residence is a charming 300-square-foot ADU cottage which mirrors the timeless elegance of the primary home. Wake up to birds chirping on the veranda off the primary suite as you remotely turn on the jets of the in-ground jetted pool. Enjoy a steam shower in the full slab natural stone shower, followed by a breakfast prepared in the chefs kitchen using fresh ingredients harvested from your own garden and eggs gathered from the chicken coop. Meditate over the soothing sound of the natural stone fountain. Wander through your garden to prepare for a focused day of work in the large and sunny office or relax into the evening in front of the hearth, contemplating the hand painted ceilings of the dining room after dinner with a glass of wine. This house is truly special, hidden in the hills, among a community of caring Hillsborough neighbors. Your sanctuary awaits.

70 Joyce RD, Hillsborough

Listed by Bill McQuaid, 650-245-1605 from Compass
(If provided) CoList: The Cheung Group from Compass

Sold listing courtesy of Hira Bakhsh from SFLT01

$5,000,000

6 Beds ⋅ 6 Baths ⋅ ML81994251 MLS

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. Complete with a private entrance, wet bar, and proximity to the outdoor patio, its a space with endless possibilities. Every detail of this 6,400 sq ft estate exudes thoughtfulness. New hardwood flooring flows throughout, while large bay windows & double doors frame mountain views & create a bright, airy ambiance without sacrificing privacy. At the heart of the main floor is a serene courtyard that anchors the family room, open kitchen, & formal living room. The primary suite features a soaking tub, double shower, fireplace, and walk-in closet,while the open kitchen boasts top-of-the-line appliances & granite countertops for delightful entertaining in the formal dining room, at the breakfast bar, or in the eat-in space. Additional amenities include solar panels, ample garage storage with EV charging hookups & a prime location in the top school district with easy access to highways 280 & 92

105 Falkirk LN, Hillsborough

Listed by Mary Bee, 650-343-9999 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$8,650,000

7 Beds ⋅ 9 Baths ⋅ ML81993380 MLS

Perched atop a serene cul-de-sac in Hillsborough, this architecturally striking modern estate offers breathtaking, unobstructed views of the SF Bay. Built in 2020, this 7 bedroom and 9 baths home blends cutting-edge parametric design with luxurious functionality, creating a seamless flow between indoor and outdoor living. The main residence features 5 beds, 4 full baths, and 2 half baths, thoughtfully designed with high-end finishes and an open-concept layout that maximizes natural light and panoramic vistas. Floor-to-ceiling windows, sleek contemporary lines, and premium materials define the sophisticated ambiance. A separate ADU with its own private entrance adds versatility, offering 2 bedrooms, 2.5 baths, and a stylish, self-contained living space ideal for guests, extended family, or rental income. Nestled in a private and tranquil court, yet just minutes from downtown San Mateo and Burlingame, this home offers the perfect balance of seclusion and convenience. Enjoy an easy commute to major highways, and access to top-rated Hillsborough schools, making this an exceptional opportunity for those seeking both luxury and lifestyle. Approved plans available for a raised infinity edge pool and 500sqft gym. A rare find in one of the Bay Areas most prestigious communities.

30 Melrose Court, Hillsborough

Listed by Vahid Firouzdor, 650-727-4554 from Compass
(If provided) CoList: from

Sold listing courtesy of Jane Konovalova from JETS

$5,150,000

6 Beds ⋅ 5 Baths ⋅ ML81989632 MLS

This beautifully updated Hillsborough estate offers luxury and panoramic Bay views. Full lenth windows cover the whole side including living room, dinning room, kitchen, and family room captures the stunning scenery. The formal dining room and gourmet kitchen, featuring top-tier appliances, custom cabinetry, and granite countertops, flow into a family room with sliding doors to an upper deck overlooking the Bay. The home has two en-suite bedrooms, both with double sinks and a shower over the tub. The grand primary suite includes a walk-in closet, double vanity, stall shower, jet tub, and a private balcony. Two additional bedrooms and a luxury hallway bathroom with a double vanity and shower over tub complete the upper level. The lower level features two more bedrooms, a spacious office, a gym, and an in-house laundry. Recent upgrades include an updated deck, new hardwood floors, replaced ceiling lights, fresh paint, solar panels with two Tesla batteries gives the house uninterupted full power, and a commercial-grade AC system. All bathrooms have smart toilets. Outside, a childrens play yard and two driveways offer ample parking. Located in a top-rated school district and walking distance to Nueva School, with easy access to Highway 280. Luxury, convenience, and stunning views.

2625 Skyfarm DR, Hillsborough

Listed by Xiaozhu Kang, 650-683-6888 from Coldwell Banker Realty
(If provided) CoList: Amy Wang from Coldwell Banker Realty

Sold listing courtesy of Yvonne Yang from APR

$6,500,000

6 Beds ⋅ 8 Baths ⋅ ML81981939 MLS

Best Price for this Exquisite 6-Bedroom Estate in Desirable Hillsborough! Step into luxury with this stunningly remodeled 6,116 sq. ft. home, offering six spacious bedrooms, each with its own en-suite bathroom. Set on a private half-acre lot, this home boasts an array of premium amenities including a sparkling swimming pool, outdoor kitchen, pickleball court, and basketball court, perfect for entertaining.The master suite is an oasis in itself with expansive sliding glass doors that flood the space with natural light, offering direct access to the backyard. Enjoy a massive walk-in closet and spa-like en-suite bathroom. Hardwood floors run throughout the open-concept main living area, adding warmth and elegance.The backyard is an entertainer's dream, with sliding glass doors from multiple rooms opening onto the outdoor living space. Experience year-round enjoyment with Hillsborough's fantastic weather in this light-filled, spacious home. Don't miss this rare opportunity to own a beautifully remodeled home in one of the Bay Area's most coveted locations with award-winning private and public schools. *** Seller Financing Options Available - Call for additional information ***

990 Yale DR, Hillsborough

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$4,250,000

6 Beds ⋅ 6 Baths ⋅ ML81981088 MLS

This home has undergone a remarkable transformation, both inside & out, blending modern amenities w/ contemporary appeal. Nestled on a quiet Hillsborough cul-de-sac, this home is surrounded by lots of lush foliage, offering privacy & natural beauty. The curb appeal is both unique & thoughtfully designed, a one-of-a-kind estate. The interior boasts fully remodeled, modern living spaces, showcasing the best in design & functionality. The spacious floor plan, complete with high ceilings, recessed lighting, & tall windows, creates a bright & open atmosphere. The open-concept kitchen, dining, & living room flow together effortlessly, offering a perfect space for both entertaining & everyday living. The new chefs kitchen boasts top-of-the-line appliances & impeccable design, plus a large center island. A nearby wine room & fireplace are an excellent finishing touch. The remodeled bathrooms exude modern elegance, while the en-suite bedrooms provide a relaxing retreat. An attached in-law unit features a full kitchen, living room, 2 bedrooms, & bathroom. An elevator can take you floor to floor. Outside you'll discover a wide deck w/ scenic views of the surrounding area. With its modern remodeled living quarters & unique design, this home stands out as the ultimate Hillsborough sanctuary.

15 Crystal Springs TER, Hillsborough

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

Sold listing courtesy of Katie Ruddell from KWSV

$8,000,000

6 Beds ⋅ 8 Baths ⋅ ML81980486 MLS

This Hillsborough estate is a true masterpiece of contemporary design and craftsmanship. Nearly 5,700 sf of total living space. Spanning three levels, the home is filled with exquisite details and premium materials, with a bold use of glass that floods every corner with natural light. A magnificent great room, a gourmet kitchen, and an inviting family room provide ideal venues for both entertaining and daily life. Designed for seamless indoor/outdoor living, glass walls fully retract to reveal five-star grounds with an infinity pool, an outdoor kitchen, and patio space. Each bedroom is en suite, with the stunning primary suite boasting a fireplace and a private balcony, while the detached guest home provides an additional bedroom and bathroom. Conveniently close to downtown Burlingame, a prestigious country club, parks, SFO, and commute options. Additionally, families will appreciate access to top-rated public schools and nearby private institutions (buyer to verify eligibility).

1225 La Cumbre RD, Hillsborough

Listed by DeLeon Team, 650-543-8501 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of James Koh from COMP

$8,150,000

6 Beds ⋅ 7 Baths ⋅ ML81969126 MLS

ATTRACTIVE SELLER FINANCING AVAILABLE TO QUALIFIED BUYER. Spectacular Custom Contemporary 6 bed/6.5 bath in highly coveted lower Hillsborough. Filled with natural light & clean line finishes, this spectacular property is set in a well-manicured verdant tree-lined large corner lot. Stunning architectural features of stately columns, soaring ceilings, and artful use of natural stones of marble, granite & sandstone set the tone for this sophisticated showcase of a home. The design and layout of this home epitomize California living at its finest. The open-flowing floor plan and strategically placed bedrooms, office areas and entertaining areas allow for an effortless combination of family living & entertaining. Boasts indoor/outdoor access to an extensive covered gazebo overlooking the fabulous level yard featuring a sophisticated pool and full workout room The chefs kitchen features a large center island, custom cabinetry, smooth granite counters, large stainless professional range, and flows into an inviting family/great room. The primary suite features a spa-like bath and large walk-in closets. Additional features of this fantastic home include electric gates leading to semi-circular drive and 4 car garage, expansive home office with custom built shelving and 2 media/ game rooms.

2 Homs CT, Hillsborough

Listed by Daniel Buckley Chavez, 650-576-5708 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Greg Celotti from APR

$5,350,000

6 Beds ⋅ 6 Baths ⋅ ML81967829 MLS

Nestled at the end of a tranquil cul-de-sac and within walking distance to West School, this exquisite gated residence boasts a superb location and impeccable condition. Featuring six spacious bedrooms and five and a half baths, including two master suites, and two inviting family rooms, this home offers ample space for luxurious living.The expansive, sun-drenched eat-in kitchen is a chef's dream, complete with stainless steel appliances. The home is bathed in natural light, enhancing its warm and welcoming ambiance. Outside, the large yard is a private oasis, adorned with mature trees, a picturesque rose garden, and a sparkling swimming pool.Additional amenities include stunning hardwood floors, recessed lighting, abundant storage and closet space, two cozy fireplaces, a three-car garage, and a top-of-the-line security system. This home truly has it all.

60 Roberts WAY, Hillsborough

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

Sold listing courtesy of Spencer Hsu from EXPCA

$6,544,800

10 Beds ⋅ 9 Baths ⋅ ML81967868 MLS

HILLSBOROUGH'S BEST DEAL, YOU WILL NOT FIND ANYTHING BETTER IN 2024!!! PRICE REDUCED OVER $5 MILLION FROM ORIGINAL PRICE!!! ONLY $794/SQFT, IT DOES NOT GET BETTER THAN THIS!!! PRIME LOWER HILLSBOROUGH, 3 HOMES ON ONE ESTATE, SOME REMODELED INTERIORS WITH CONTEMPORARY DESIGNS, SPARKLING POOL & SPA, BACK-UP POWER FOR ENTIRE PROPERTY WITH TESLA POWERWALLS & SOLAR POWER, PLAYGROUNDS, GARDENS, MODERN KITCHENS, HIGH-END HISTORIC CHARM, MAIN HOUSE / COTTAGE / GATEHOUSE, AND SO SO MUCH MORE!!! THIS IS TRULY A ONCE-IN-A-LIFETIME OPPORTUNITY, DO NOT WAIT!!!

2275 Summit 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

Browse All Hillsborough CA 6+ Bedroom Properties for Sale

6+ Bedroom Hillsborough Real Estate