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$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
$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
$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
$12,600,000
5 Beds ⋅ 5 Baths ⋅ ML82021202 MLS
HILLSBOROUGH'S MOST EXCITING NEW CONSTRUCTION! Brand New Designer Showcase Overlooking the Bay near Nueva School. Dream Team of design and craftsmanship: award-winning San Francisco designer Studio Michael Hilal infuses cutting-edge modern DNA with warmth, livability, and a symphony of handpicked accoutrements. Custom builder Nejasmich Developments delivers renowned detail and artistry to a sleek canvas by Sausalito architect Brooks McDonald. The INNOVATION begins with a one-story building envelope. This platform sets the stage for ceilings over 12 feet, and 360 DEGREES OF LUXURY, with dynamic flow to usable flat lands at both front & rear. SEAMLESS is a most fitting theme for this lifestyle. Minimize the boundaries of indoors & outdoors, seamless attention to clean lines & finishes harmonizes as organic ambiance. | European Luxe meets Eastern Minimalism| Showstopper Great Room | Bay-View Party Terrace off Dining Room | 4 beds, 3.5 baths, plus Office, + Family Den in main home | Deluxe ADU for sleeping quarters, kitchen/laundry | Pro quality Gym w/ morning bar, German Sauna, backlit mirrors | Decadent Wine Pantry | Premium millwork of white oak & walnut, curated designer lighting | 3 Steam Showers | Pewter-Flamed Limestone hardscape | Gated Entry | Fire Pit | Outdoor Grilling Hub

55 Del Monte DR, Hillsborough

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

Sold listing courtesy of Kristopher Mares from KWPEN
$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
$6,807,000
4 Beds ⋅ 4 Baths ⋅ ML82020625 MLS
Luxury meets modern design in this stunning +/-4,485s.f. custom home by renowned Mak Studio Architects of San Francisco. Situated on a +/-0.50-acre lot with S.F. Bay views, this 4BR/3.5BA home was designed with impeccable attention to detail and is a sanctuary of modern elegance and tranquility. The open concept layout features soaring ceilings, rich hardwood floors, & dramatic floor-to-ceiling windows throughout. The living room with custom cabinets & sleek fireplace flows seamlessly to an expansive terrace covered by a motorized pergola and features a fire pit & outdoor kitchen - ideal for indoor/outdoor entertainment. The chic dining room with wall-to-wall windows showcases the lush scenery, while the chef's kitchen dazzles with top-tier appliances, island & butler's pantry, and opens to the expansive great room with amazing views. A private office with built-in desks offers the perfect work-from-home space. The lower level features 4 bedrooms, including a Zen-inspired primary suite with a wall of windows, fireplace, custom closets & spa-like bath. A large wine room & media room with rear yard access complete this level. The verdant, private grounds boast a huge level lawn, meandering pathways & multiple fruit & citrus trees. Truly a one-of-a-kind retreat in turnkey condition.

5 Drayton RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI
$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
$5,210,000
4 Beds ⋅ 5 Baths ⋅ ML82018061 MLS
First time on the market ... ever! Mid-century vibes, SF views & a pool in Hillsborough. What is most striking when you walk in are the walls of glass that capture sweeping views of San Francisco and bathe the home in natural light. The main level flows easily between the living room, dining room, and great room/kitchen, opening to terraces perfect for entertaining and dining. The kitchen features a custom-made copper range hood, large island and new oven/stove. There's also a separate catering kitchen plus an office. The primary bedroom has two sitting areas, ensuite bathroom and walk-in closet. There's 3 more bedrooms downstairs plus a family room. The focal point of the tropical-inspired yard is a spectacular palm tree that sways beside a swimming pool and spa surrounded by lawn and privacy. Don't miss the secret wine-room and various pathways, gardens and surprises throughout the property! Hillsborough is also an ideal place to live situated between San Francisco and Silicon Valley with top-rated public and private schools.

940 Hayne RD, Hillsborough

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

Sold listing courtesy of Jeff Harber from APR
$9,350,000
5 Beds ⋅ 6 Baths ⋅ ML82012753 MLS
Welcome to Villa De Pinehill an exceptional Mediterranean masterpiece nestled on nearly two acres of enchanting, Italian-inspired gardens. Spanning three stories, this estate is a harmonious blend of timeless elegance and modern sophistication. Inside, exquisite craftsmanship is on full display with custom woodwork, premium natural stone, and globally sourced materials that infuse each space with old-world charm and refined luxury. A grand entrance sets the tone for the expansive interiors, featuring soaring ceilings, generously scaled rooms, and a chefs kitchen with a large island that flows seamlessly to the outdoor lawn and detached guest house. The lower level is designed for entertaining, complete with a wine room, full bar, and flexible bonus space. Multiple balconies and terraces overlook the gated, resort-like grounds. Additional amenities include radiant heating, a security system, an outdoor kitchen, three fireplaces, and a hot tub. A private one-bedroom guest house, with its own eat-in kitchen offers an ideal retreat for guests all set within a coveted enclave of equally stunning estates. Main house 7710sqft + guest house 640 sqft

414 Pinehill 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
$7,486,250
5 Beds ⋅ 5 Baths ⋅ ML82016885 MLS
Main 3770, guesthouse 726, garage 405 = 4901. The picture of storybook charm is in this desirable lower Hillsborough, single level home. Main house is 4 bedrms, 4 baths, 2 offices, 1 spacious overlooking front gardens, & other attached to the primary ensuite. Newly built custom guest house. Guest house is 1 bed/1 bath. It includes a living rm w/fireplace, kitchen, & Nana doors opening to the backyard w/ a sunny bedrm, gorgeous bathrm, & relaxing sauna. The interiors of the main home include formal spaces w/an open family/great room. Formal living rm boasts a large gas fireplace & sliding French doors to the backyard. The chefs kitchen is open to the family rm & includes a separate wet bar, counter dining, & wine closet, all surrounded by handsome cabinetry. The lavish primary bedrm wing features a fireplace, an adjacent office, a custom bathrm w/oversized shower & heated floors, large walk-in closet, & sliding doors leading to the backyard. There are three additional bedrms, 1 is ensuite. The backyard is quintessential California living at its finest w/sparkling pool & spa, a built-in BBQ, dining & lounging areas, a fabulous firepit & seating area, cold plunge pool & incredible gardens. Blocks to downtown Burlingame & Broadway Aves, close to airports, SF, excellent schools

1715 Forest View AVE, Hillsborough

Listed by Valerie Soltau, 650-464-3896 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN
$5,050,000
5 Beds ⋅ 6 Baths ⋅ ML82016683 MLS
Welcome to 2855 Churchill Drive, a serene retreat in the prestigious Hillsborough community. This elegant 4,340 sqft home offers 5 spacious bedrooms and 5.5 bathrooms, blending timeless design with modern comfort. Inside, hardwood floors, recessed lighting, and statement chandeliers create a warm, refined atmosphere. The chefs kitchen boasts a large center island, breakfast nook, and top-tier appliances ideal for everyday meals or entertaining. Natural light pours through dual-pane windows, enhancing the open layout and cozy fireplace. Host in the formal dining room, work from the home office, or unwind in the media/recreation room. The primary suite features a spa-like ensuite with soaking tub, separate shower, and dual vanities. All bedrooms include generous space and walk-in closets. Outside, enjoy a private backyard oasis perfect for relaxing or gathering with friends. Additional perks include central heating and a full laundry room with washer and dryer. Experience luxury, comfort, and California living at its finest.

2855 Churchill DR, Hillsborough

Listed by Curtis Lim, 650-678-6805 from Compass
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA
$11,000,000
5 Beds ⋅ 6 Baths ⋅ ML82016282 MLS
Classic Georgian colonial architecture and modern sophistication are masterfully blended in this gorgeous lower Hillsborough home, located at the end of a quiet cul-de-sac. With a perfect floor plan for any family, this 5 bedroom, 5.5 bathroom property was recently reimagined by designer Jon De La Cruz. The kitchen features custom oiled rift-sawn walnut cabinets, marble island, Pietra Cardoza countertops and backsplash, and a standing seam hood surround. A custom metal see-through fireplace adjoins the living room to the family room, which leads to the fully closable poolside lanai that is ideal for indoor/outdoor living. This property is the perfect balance of tasteful design and modern technology, with new curved standing seam metal roof, copper gutters, solar panels, Tesla battery back-up, and overhauled electrical/fiber internet network/entertainment systems. Walk to downtown Burlingame and Hillsborough's award-winning schools!

615 Devon DR, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR
$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
$11,100,000
5 Beds ⋅ 6 Baths ⋅ ML82010101 MLS
BRAND NEW, COMPLETELY REBUILT MID-CENTURY SMART HOME (COMPLETED IN 2025) LOCATED IN PRIME LOWER HILLSBOROUGH, IN THE PRESTIGIOUS RYAN TRACT NEIGHBORHOOD! This split-level home boasts a sleek exterior, new interior with all the latest smart home technology, a lower level attached basement ADU (included in total square footage) with a full kitchen, bedroom, and bathroom. ABSOLUTELY NO EXPENSE WAS SPARED in this one-of-a-kind, showcase home. This Mid-Century home effortlessly blends living, dining, and kitchen areas into one expansive, light-filled space, perfect for both entertaining and everyday living. Each bedroom is designed as a private retreat, complete with its own ensuite bath, offering comfort and convenience w/ a touch of luxury. The property itself sits on a rare, all-flat lot of almost half acre of land, offering both expansive outdoor space and total privacy. This home redefines elegance, standing as one the most luxurious estates in all of Hillsborough. Highlights include: a sparkling pool, outdoor kitchen, wine cellar, game room, office/study, 20 skylights, heated bathroom floors, solar, a chef's kitchen, formal dining room, luxurious primary suite, access to top schools, & SO MUCH MORE - TOO MANY DETAILS TO LIST, this is a MUST SEE in person!

695 Fairway CIR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR
$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
$6,710,000
5 Beds ⋅ 7 Baths ⋅ ML82012120 MLS
Contemporary Wow Factor, hidden Bay-view retreat. Barely visible from the road, this sophisticated haven in the hills commands utmost privacy, vistas, and epic volume.

10 Fawn CT, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR
$6,530,000
5 Beds ⋅ 5 Baths ⋅ ML82010779 MLS
NEW PRICE!! Nestled on .66 acres in Lower North Hillsborough, this stunning home is located near North Hillsborough School. The 2-story foyer leads to a spacious LR w/ fireplace insert, recessed lighting, built-in speakers, & large windows framing tranquil views of lush greenery. The formal DR offers picturesque views of patio & pool. The oversized eat-in kitchen boasts granite countertops, & custom wooden cabinetry. It comes equipped w/high-end appliances, including 2 dishwashers, Viking refrigerator, 6-burner range, & double ovens. The breakfast area opens rear patio, enhancing the kitchen's flow. The spacious family rm has soaring ceilings, 2 skylights, built-in speakers, fireplace, & bar w/ wine fridge, sink, & an add'l refrigerator. A powder room is situated off the entry. Also on main level is office or 5th BR, w/its own full bath. Upstairs, a generously sized primary BR suite features luxurious walk-in closet, fireplace, & access to private balcony. The attached bathroom has skylight, double-headed shower, & double sinks. 3 add'l BRs, 2 more bathrooms, & a laundry rm complete the 2nd level. Add'l features include a 3-car garage w/built-ins, 2 furnaces, & 2 AC units. The rear patio & yard offer a serene oasis, w/ pool, 2 spas, & outdoor kitchen w/BBQ area.

801 Eucalyptus AVE, Hillsborough

Listed by Austin Herman, 650-773-8652 from Compass
(If provided) CoList: Susan Herman from Compass

Sold listing courtesy of Vahid Firouzdor from COMPS
$11,000,000
5 Beds ⋅ 5 Baths ⋅ ML82010162 MLS

240 W Santa Inez AVE, Hillsborough

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

Sold listing courtesy of Daniel Buckley Chavez from CBR
$6,300,000
4 Beds ⋅ 4 Baths ⋅ ML82009472 MLS
Elegant home in prime Lower Hillsborough. Built in 2004, featuring high ceilings, formal living, dining rooms, and a spacious master suite overlooking a sun-drenched pool. Highlights include a pool house, BBQ area, solar panels, and a generous lotperfect for indoor-outdoor living.

380 Arden RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$3,500,000
4 Beds ⋅ 4 Baths ⋅ ML82009068 MLS
Opportunity awaits at 2845 Churchill Drive in Hillsboroughs prestigious Skyfarm neighborhood. This stately Tudor-style home sits on a large, private lot at the end of a quiet cul-de-sac and offers endless potential to create your dream residence. With 4 bedrooms and 3.5 baths, the home features a generous layout with formal living and dining rooms, a family room, and a spacious kitchen ready for reimagining. The expansive backyard includes a pool, spa, and mature landscaping an ideal canvas for personalized outdoor living. Whether you're looking to restore its original charm or redesign with a modern vision, this is a rare chance to put your personal touch on a timeless Hillsborough property. Prime location near top-rated schools and just minutes to downtown Burlingame.

2845 Churchill DR, Hillsborough

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

Sold listing courtesy of Emma Elfving from APR
$4,500,000
4 Beds ⋅ 4 Baths ⋅ ML82008449 MLS
Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry, flowing seamlessly into the family room with a stunning stone fireplace. French doors lead to an outdoor oasis with a sparkling pool, spa, heated cabana/pool house, and an outdoor kitchen perfect for entertaining. The outdoor pool cabana features a bathroom. The luxurious primary suite offers vaulted ceilings, a custom walk-in closet, and a spa-like bath with dual rain showers. This home also features lots of custom cabinetry throughout, a new drainage system, and beautifully landscaped grounds. Too many details to list here. Located just minutes from bustling Downtown San Mateo and offering easy access to Highway 280, this estate blends Mediterranean charm with modern upgrades, creating a one-of-a-kind retreat.

1260 Hayne RD, Hillsborough

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

Sold listing courtesy of Nona Ehyaei from COMPS
$8,000,000
5 Beds ⋅ 6 Baths ⋅ ML82007876 MLS
Located in Hillsboroughs coveted Carolands neighborhood, this exceptional 5BD/5.5BA home has been meticulously renovated and expanded to exemplify modern luxury living. Situated on a generous half-acre lot, the property offers a private retreat with a swimming pool and spillover spa. Enjoy seamless indoor-outdoor living with an open floor plan, soaring ceilings, skylights, and La Cantina doors. The chefs kitchen features high-end Miele appliances, including a built-in coffee machine and walk-in pantry. The primary suite boasts a walk-in closet and a spa-inspired bathroom with an oversized vanity, curbless walk-in shower, and soaking tub. The versatile lower level includes a family room with a second kitchen, perfect for entertaining alongside a dedicated exercise room with an infrared sauna to promote wellness. A separate poolside shed provides an ideal space for a home office, and the custom theater offers an immersive viewing experience with lounge seating and surround sound. Additional upgrades encompass smart home technology w/ Ubiquiti cameras, and pre-wiring for WiFi access points. The professionally landscaped backyard features artificial turf, grass, sand play area, and a tranquil water feature. A spacious 3-car garage completes this exceptional and turnkey property.

510 Darrell RD, Hillsborough

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR
$3,700,000
4 Beds ⋅ 3 Baths ⋅ ML82007005 MLS
Tucked away at the end of a quiet cul-de-sac in Hillsborough's prestigious Tobin Clark Estate, 35 Anguido Court offers refined living, expansive views, and a thoughtfully designed layout. A paver driveway leads to a stately portico and spacious foyer. The bright formal living room features a wall of windows, elegant fireplace, recessed lighting, and hardwood floors throughout. A formal dining room with large picture windows complements the well-appointed kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The adjacent breakfast nook captures sweeping views from the Hillsborough hills to the SF Bay and opens to two balconies--ideal for outdoor dining. The primary suite includes balcony access, a walk-in closet, dual sinks, makeup vanity, soaking tub, walk-in shower. Additional main level highlights include a powder room and laundry room. Downstairs offers a spacious family room with fireplace, wet bar, wraparound deck, landscaped lawn, 3 bedrooms, and a full bath. Close to top schools, Hwy 92, CSM, and Laurelwood Shopping Center. Experience the comfort, space, and views this exceptional Tobin Clark residence has to offer. Schedule your showing today!

35 Anguido CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$6,922,500
5 Beds ⋅ 7 Baths ⋅ ML82006663 MLS
Modern English Tudor masterpiece located at the end of a private cul-de-sac in prestigious Hillsborough with views of San Francisco. Extensively remodeled/rebuilt in two phases (2003 and 2009), the attention to detail is obvious and exquisite. With 5,892sf of living space plus 1,000+sf of indoor bonus space, this home provides everything you need: 4 bedrooms in the main home, plus a level-in second unit with a living room, bed, bath & kitchen with separate entrance. 25+ foot high vaulted ceilings in the living room with a seamless flow between the chef's kitchen/great room (with views of SF), formal dining & living room, library/office space. Wrap-around entertainment patios are perfect for the family or hosting large (100+) events. The primary suite is one of four upstairs bedrooms, with a spa-like bathroom and private patio. Two beds share a bath and the one bedroom has floor-to-ceiling windows to SF. Downstairs: a large media/family room, bathroom & 1000sf+ of add'l bonus space including extensive storage, finished spaces & access to the turf/play area. Radiant heat throughout much of the home and quality craftsmanship. Top-rated Hillsborough public schools and perfectly situated between San Francisco and Silicon Valley.

30 Drayton RD, Hillsborough

Listed by The Patty Dwyer Group, 650-931.2036 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

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