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$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
$5,000,000
ML82019305 MLS
Incredible opportunity to build your dream home in one of the San Francisco Peninsula's most desired towns! Located at the end of a cul-de-sac in Lower North Hillsborough, experience an expansive sun-drenched lot on half an acre. Flat and entirely usable, this rare rectangular parcel is perfectly setup to maximize design and use of an incredible home. Enjoy use of top-rated Hillsborough schools, and a fantastic location near downtown areas and commute routes. An opportunity not to be missed!

8 Reynolds CT, Hillsborough

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

Sold listing courtesy of Pierre & Alex Buljan from APR
$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
$9,300,000
5 Beds ⋅ 4 Baths ⋅ ML82016912 MLS
Privately situated at the end of a gated cul-de-sac, this beautifully remodeled home offers the rare combination of complete privacy and accessibility. Set just 0.2 miles from Downtown Burlingame, it is the only Hillsborough home on the market with such close proximity to Burlingame Avenue less than five minutes (+/-) from fine dining, shopping, cafes, and local events. Families will also appreciate the quick access to top-rated North and Crocker Schools, Burlingame High, Crocker Fields and Tennis Courts, and the Burlingame Country Club. Inside, soaring ceilings, Fleetwood doors, skylights, and engineered wood floors set a sophisticated tone. The chefs kitchen features Wolf, Gaggenau, and Sub-Zero appliances, a marble island, and custom Segale Brothers cabinetry connecting seamlessly to both formal and casual living areas. Five bedrooms are located along a skylit hallway, including a serene primary suite with backyard access, spa-style bath, and fitted walk-in closet. Outdoors, enjoy a custom pool and spa, water features and a fully equipped pavilion with heat, lighting, and AV. A turf and grass lawn, mature trees, and curated plantings complete the backyard retreat. Additional highlights include multiple fireplaces, a mudroom/laundry room, and a 2-car garage.

45 Kammerer CT, Hillsborough

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

Sold listing courtesy of Kalina Wasman from COMPS
$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
$3,500,000
ML82015226 MLS
One of the rare final estate-sized building sites in the highly desired Skyfarm area of Hillsborough. Rare opportunity to build your luxury one-of-a-kind dream estate. This lot has views of the San Francisco skyline and bay! Located on .66 acres there are endless possibilities to build the main home, additional ADU, infinity pool and more! Near all Burlingame restaurants, stores, boutiques, and shopping. Highly ranked and coveted school district. Empty lot is in between 66 Eugenia way and 76 Eugenia way.

0 Eugenia, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI
$4,650,000
4 Beds ⋅ 4 Baths ⋅ ML82012544 MLS
Welcome to your serene retreat in the heart of the Carolands. This exceptional one-level light-filled home offers a spacious living experience of 3,630 SF nestled on a 22,500 SF lot boasting a private wing of 4 bedrooms (2 en suites) & 4 full bathrooms. A gracious entry opens to an inviting living room with a grand fireplace capped with a copper hood & light-filling windows that frame the private rear garden with its majestic trees. The kitchen offers newer SS appliances, ample cabinetry, breakfast nook & desk area. Just off the kitchen is a laundry room with a fantastic pantry & easy access to an oversized two-car garage. The gracious dining room accommodates intimate gatherings or grand celebrations. Exceptional primary suite with high ceiling, walls of windows, large walk-in closet & private bath. The spectacular family room boasts a dramatic beamed ceiling, fireplace, walls of custom cabinetry, a wet bar, & windows that beckon one outdoors. A convenient bath for guests is nearby. An extensive outdoor patio for entertainment, plus a generous flat lawn area. Extra exterior storage. 2-Car + additional parking. Near top-rated Hillsborough schools, vibrant downtown Burlingame, and easy access to 280, 92, and SFO. Spectacular, easy living - the essence of the California lifestyle.

3795 Ralston AVE, Hillsborough

Listed by Miriam Chirko, 650-740-3593 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Debbie Wilhelm from CBR
$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
$5,100,000
4 Beds ⋅ 4 Baths ⋅ ML82013408 MLS
Experience the ultimate in California living with this spectacular one-level gated estate, offering breathtaking panoramic bay views and luxurious indoor-outdoor living. Thoughtfully designed by architect Ron Shimamoto for comfort, style, and privacy, this bright and spacious 4 Bedroom, 3 ½ Bath home features both formal and casual living spaces, including a detached home office. Soaring ceilings, gleaming hardwoods and a wraparound entertainment deck complete with a hot tub. Formal living & dining rooms and kitchen/family-room all with bay views flowing to the outdoor deck. The primary suite is a true sanctuary with serene garden views, a cedar-lined walk-in closet and a spa-inspired bath with dual vanities and soaking tub. The homes tranquil ambiance continues in the beautifully landscaped Zen garden, where pathways meander beneath a canopy of mature trees. Immaculate 3-car garage with storage and minutes away from Hillsborough's award-winning Crocker Middle School and West Elementary, with convenient access to I-280 for an easy commute. Welcome Home!

581 Laurent RD, Hillsborough

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

Sold listing courtesy of Raziel A. Ungar from APR
$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
$4,000,000
ML82012016 MLS
A rare opportunity to develop a pristine piece of residential land in one of California's most sought after luxury housing markets. The Meadowood Estates project has a tentative map approved for 8 single family homes. This listing represents one half of the overall project. The approved tentative map has two separate cul-de-sacs, one accessible off of Tartan Trail rd, and the other off of Crystal Springs rd. These two cul-de-sacs can be purchased together or separately. Each cul-de-sac can be developed for between 1 to 4 single family homes. Great opportunity for a developer looking for a multiple home project, or an owner user looking to create an idyllic private residence / compound. The drive for this cul-de-sac would come off of Crystal Springs Rd.

0 Crystal Springs Rd, Hillsborough

Listed by John Hansen, 650-704-8708 from Sequoia Realty Services
(If provided) CoList: from

$4,180,000
4 Beds ⋅ 3 Baths ⋅ ML82011873 MLS
ONE OF HILLSBOROUGH'S BEST DEALS!!! Nestled in the prestigious Tobin Clark Estates, this home blends privacy, timeless architecture, and classic elegance. Surrounded by pristine landscaping and gently rolling hills, it's located in one of the Peninsulas most desirable neighborhoods. The home itself is seated on almost 1/2 acre of flat land. A long motor court driveway with elegant concrete pavers leads to the entrance, framed by mature trees and clean white trim. Inside, expansive living spaces are filled with natural light thanks to tall windows and glass doors. Here you'll also find high vaulted ceilings and recessed lighting. The living and family rooms each open to the backyard, and the floor plan of the family room flows seamlessly into a bright breakfast nook and a well-equipped kitchen. A formal dining room offers space for hosting. Bedrooms are comfortable, with a spacious primary suite featuring a spa-like bath and large closet. Outside, enjoy a sparkling pool and spa, patio, lawn, and a charming guest/pool house with a full bedroom & bathroom (not include in total bed/bath count). Additional highlights include a 3-car garage and indoor laundry/mudroom. Conveniently close to top-rated schools, and just minutes from downtown San Mateo and Burlingame. THIS HOME HAS IT ALL!

937 Parrott DR, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR
$5,050,000
5 Beds ⋅ 4 Baths ⋅ ML82011157 MLS
Perched on almost an acre in Hillsborough, this expansive property offers the perfect balance of luxury, privacy, and breathtaking surroundings. Tastefully updated in 2003, the 4 bedroom, 2.5-bathroom residence plus a separate 1BR & 1BA ADU with its own attached two-car garage, providing an excellent space for extended family, guests, or private accommodations. The main house also features an additional two-car garage, bringing the total to four. Designed for both comfort and sophistication, the home features a spacious primary suite with a Jacuzzi tub. Distinct formal dining, family, and living areas create an inviting yet functional layout. The gourmet kitchen is equipped with a central island, perfect for both everyday cooking and entertaining. Hardwood flooring extends throughout, enhancing the homes warmth and refinement. The beautifully landscaped grounds, boasts partial views and a secure gated entry. This exceptional home presents a rare opportunity to experience premier Hillsborough living, where space, style, and serenity come together effortlessly.

2260 Summit DR, Hillsborough

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

Sold listing courtesy of Leon Hu from SEHU01
$3,710,000
4 Beds ⋅ 3 Baths ⋅ ML82011006 MLS
Newly remodeled 4 bedroom, 3 bathroom home located in the prestigious city of Hillsborough. Situated on a generous 31,799 sq ft (0.73 Acres) lot, this expansive home offers 3,172 sq ft of refined living space , natural light with newly remodeled kitchen, large breakfast area, and brand new deck. Designed for comfort, luxury, and modern elegance, perfect for both everyday living and entertaining. Potential option to build an ADU with a separate entrance from View Haven Road. Centrally located, in a highly sought-after area known for its distinguished schools. Highly rated West Hillsborough Elementary School K-5 is just 0.6 miles away and Crocker Middle School 6-8 is just 2.7 miles away.A rare gem in Hillsborough.

1315 Black Mountain RD, Hillsborough

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

Sold listing courtesy of John Pang from VHVOG
$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
$5,198,000
ML82010109 MLS
Newly subdivided, approximately 1.0 acre parcel in a premier Hillsborough location. Sweeping San Francisco Bay and Skyline views. Existing tennis court on lot.

3080A Ralston AVE, Hillsborough

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

$5,125,000
4 Beds ⋅ 4 Baths ⋅ ML82010031 MLS
Located in lower Skyfarm, this beautifully updated classic ranch is introduced by a circular motor court and refreshed landscaping on approx. 0.63 acres. Timeless details include parquet and hardwood floors, crown moldings, and wainscot paneling, with freshly painted interiors and new lighting. The living room impresses with a coffered ceiling, marble fireplace, and French doors to the pool and serene canyon-view grounds. A formal dining room, gourmet kitchen with granite slab countertops and high-end appliances, and adjacent family room provide ideal spaces for everyday living. A dedicated office/library offers dual access to the living room and primary suite. The flexible floor plan includes 4 bedrooms and 3.5 baths, with the primary suite and two bedrooms in one wing and a separate guest/au pair bedroom and bath near the kitchen and garage. Outdoor living is enhanced by large decks, dark-bottom pool, and play areas all with canyon views. Excellent Hillsborough schools, including North Elementary and Crocker Middle School.

2295 Skyfarm DR, Hillsborough

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Mike Bohnert 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
$4,100,000
4 Beds ⋅ 4 Baths ⋅ ML82008959 MLS
This sunlit 4-bedroom plus office, 3.5-bath home offers 3,310 sq. ft of beautifully updated interiors on a usable half-acre lot. Enjoy a seamless layout with hardwood floors, a spacious kitchen-family room combo, formal living and dining rooms, and a flexible 5th bedroom perfect for guests, a home office, or gym. The private backyard is your personal oasis complete with a sparkling pool, area for a sport court, patio, and lawn for year-round entertaining. Located on a quiet street with top-rated Hillsborough schools and just minutes from downtown Burlingame, San Mateo, hiking trails, and major tech hubs this is the home you've been waiting for.

1500 Oak Rim DR, Hillsborough

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Manjit Hundle from CCBHG

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