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$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
$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
$4,350,000
4 Beds ⋅ 3 Baths ⋅ ML82008958 MLS
Welcome to 3780 Ralston Avenue, an exceptional residence nestled in the heart of Hillsborough's prestigious Carolands neighborhood. This beautifully maintained home offers four spacious bedrooms, three full bathrooms, and over 2,700 square feet of refined living space on a generously sized lot, providing privacy, comfort, and timeless California elegance. Step inside to find a flowing floor plan filled with natural light, perfect for both everyday living and entertaining. The expansive living and dining areas feature large windows that frame lush outdoor views, while the well-appointed kitchen offers ample cabinetry and direct access to the backyard oasis. Outside, unwind in your private paradise complete with a sparkling swimming pool, mature landscaping, and plenty of room for outdoor gatherings. Located minutes from top-rated Hillsborough schools, vibrant downtown Burlingame, and major commuter routes, this home blends serene suburban living with modern convenience. Don't miss this opportunity to own a slice of luxury in one of Hillsborough's most desirable locations. Enjoy the Matterport photos to take you through the home. Easy access to 280, 92, and the San Francisco International Airport.

3780 Ralston AVE, Hillsborough

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: Scott Storek from Coldwell Banker Realty

Sold listing courtesy of Sternsmith Group 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
$4,910,000
5 Beds ⋅ 3 Baths ⋅ ML82007528 MLS
Welcome to this luxurious, newly remodeled 5-bedroom, 3-bathroom home located in the prestigious city of Hillsborough. Situated on a generous and flat 21,780 sqft lot, this expansive home offers 3,260 sqft of refined living space designed for comfort, luxury, and modern elegance. Gourmet kitchen equipped with top brand appliances seamlessly blends the spacious living rooms and lovely dining room, perfect for both everyday living and entertaining. The bright and elegant primary suite includes a walk-in closet and a full bathroom offering dual vanities and a bathtub. Completely new HVAC systems(installed in April 2025)! Most of the electrical wiring behind walls is also new (replaced in 2025)! All high end brands used - Primarily Rohl Plumbing and Toto Toilets! Most Appliances are Thermador! Wood cabinets! Step outside to your private backyard oasis, beautifully landscaped with endless opportunities for outdoor entertaining. Enjoy the tranquil setting with a sparkling swimming pool and a stylish pergola! Great schools nearby! Easy commuting to top tech campuses like Meta, Google, Apple, NVIDIA, etc. An extraordinary opportunity, this is the perfect place to create lasting memories!

1575 Kingswood DR, Hillsborough

Listed by Coco Tan, 408-256-2728 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

Sold listing courtesy of Molly Du from KWSV
$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 Thermadorî cooktop, Sub-Zeroî 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
$6,250,000
5 Beds ⋅ 5 Baths ⋅ ML82004231 MLS
Perfectly situated in the heart of South Hillsborough, 280 Uplands Drive offers a rare opportunity on an expansive, flat over half-acre lot surrounded by beautiful estates. Rebuilt and remodeled approximately 35 years ago, this 5-bedroom, 4.5-bath home spans nearly 5,000 square feet and features a generous floor plan, lush landscaping, and a swimming pool. While currently owner-occupied and not fully showcased, this property boasts exceptional bones and unlimited potential. Whether you are looking to remodel, expand, or create your dream estate, this prime location offers the perfect canvas to match your lifestyle. Very Easy to show anytime, call Mike at 650773 0266 for showing appointment. Don't miss this one!

280 Uplands 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
$8,330,000
5 Beds ⋅ 6 Baths ⋅ ML82002467 MLS
In the Burlingame Country Club area, this stunning renovation combines chic sophistication with Spanish flair. Featuring 5 bedrooms and 5.5 baths across two levels, the home has espresso-hued hardwood and Saltillo tile floors complemented by updated lighting, 3 fireplaces with modern style. The floor plan features upstairs living areas and the primary suite opening to the resort-inspired rear grounds, along with two additional bedroom suites. Two bedrooms on the entrance level share a bath. Formal living and dining rooms give way to a remodeled kitchen and family room that includes a study center, and all baths are remodeled with designer touches. Fig-covered walls envelop the wraparound loggia leading to glorious rear grounds with solar-heated pool and spa, heated cabana with barbecue kitchen, fireplace, media, & full bath plus level lawn and built-in trampoline. Ideally positioned midway between Silicon Valley & SF, with minutes-away proximity to SFO and top-rated Hillsborough public & private schools. Open Homes Photography measured the home at 4,784SQFT, 5 BD & 5.5BA. Buyer is to verify and satisfy themselves with square footage, lot size, BD & BA count.

110 New Place RD, Hillsborough

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Alicia Sanguinetti from APR
$5,825,000
4 Beds ⋅ 4 Baths ⋅ ML82002477 MLS
For comp purposes only

1255 Armsby DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR
$6,800,000
5 Beds ⋅ 5 Baths ⋅ ML82002437 MLS
DESIGN FOR LIVING: THE PERFECT MEETING OF SUN, CELEBRATION, AND SAVOIR FAIRE! Remodeled designer quality unfolds across multiple destinations, with minimal boundary between indoor and outdoor living. 5 bedrooms, 3 full baths, 2 half baths, plus large Office (or gym), and enormous recreation room of 21 x 26 feet. Majority of the home flows on one level, including four bedrooms all together highlighted by a decadent expanded Primary Suite with 3 closets & marble bath. Tucked-away 5th bedroom suite also on main level perfect for guest or au pair. Myriad luxury details including a Craft Cocktail Bar, Wolf, Sub-Zero, high ceilings, integrated audio, outdoor kitchen, solar panels, Tesla power walls & more! Prestigious Jacaranda Circle backs up to Crocker Open Space, in the spirit of Woodside or Tahoe! Only 0.6 mile to Crocker Middle, 1.1 mile to Nueva School, 1.2 mile to West School, 1.9 mile to Apple Store on Downtown Burlingame Ave. The Primary Suite deserves its own paragraph. Expanded and remodeled, indulgent retreat with 3 customized closets plus built-in chest of drawers * Primary bedroom ceilings peak at nearly 12 feet. * Calistoga vibes opening out to pool and greenbelt vista. *Lighted Sport Court *Huge 3-car garage *Tons of western sunlight across pool and entire back of home*

748 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Serena Conti from APR
$5,250,000
5 Beds ⋅ 4 Baths ⋅ ML82002244 MLS
Situated on a private & gated 0.54-acre lot, this enchanting estate has been lovingly maintained by the same owners for 52 years. Timeless elegance abounds in over 4,000s.f. of living space featuring 5 bedrooms and 4 full baths. A dramatic entry opens to a magical courtyard, that is the epitome of old-world grandeur. The exceptional living room boasts a soaring, wood-beam cathedral ceiling, grand fireplace, & 4 sets of French doors that open to lush grounds. It flows into a cozy den/library with a fireplace, wet bar, hidden bookcases, wall of windows, & a charming Dutch door leading to the expansive yard. A formal dining room with French doors overlooks the pool & garden - perfect for grand-scale entertaining. The bright kitchen with breakfast room offers ample cabinet & counter space. 1BR/1BA is conveniently located near the large laundry room with a patio - ideal for an office or au pair. The primary suite overlooks the courtyard & features a spacious bath, private patio, & connects to a secondary bedroom with en-suite bath. Upstairs, 2 additional bedrooms share a Jack-&-Jill bath. The beautifully landscaped grounds offer two driveway entrances, a level lawn, sparkling pool, and large patio - perfect for indoor/outdoor living. Truly a rare gem to be treasured for generations.

841 Hayne RD, Hillsborough

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

Sold listing courtesy of Ellen Mazzoni from APR
$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
$8,500,000
4 Beds ⋅ 4 Baths ⋅ ML82001715 MLS
Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the heart of Hillsborough. Spanning 4200 sq ft, this residence offers a blend of elegance and comfort. The kitchen is a chef's dream, equipped with a gas cooktop, marble countertops, built-in ovens, refrigerator, wine refrigerator, and more. The home features carpet and hardwood flooring throughout, enhancing its warm and inviting ambiance. The family room, complete with a separate space, and the formal dining room are perfect for hosting gatherings. Enjoy cozy evenings by the fireplace, and convenience with an upper-floor laundry room featuring a washer, dryer, and tub/sink. The primary suite includes 2 walk-in closets as well as a sports closet and an oversized tub, providing a private retreat. Additional amenities include a bay windows, garden window, high ceilings, security gate, video/audio system, wet bar, and more. The property also boasts a gunite pool and spa/hot tub, perfect for relaxation. Situated in the Hillsborough City Elementary School District, this home is ideal for those seeking a blend of luxury and practicality.

127 Bridge RD, Hillsborough

Listed by Rebecca Evans, 650-425-0250 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Buljan from APR
$5,100,000
4 Beds ⋅ 3 Baths ⋅ ML82000632 MLS

Lakeview DR, Hillsborough

Listed by Greg Damelio, 650-245-8700 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR
$10,300,000
4 Beds ⋅ 6 Baths ⋅ ML81988339 MLS
2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.

2140 Forest View AVE, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA
$5,425,000
5 Beds ⋅ 4 Baths ⋅ ML82000182 MLS
Elegant English Tudor with 5-bedroom, 3.5-bathroom home located at the end of a cul de sac in Hillsborough. With over 4,000 sq ft of living space, this property has something for everyone including a formal and oversized living room and dining room. There's also a family room connected to the eat-in kitchen that flows out onto the patio and swimming pool. The office/bedroom on the main level makes the house versatile. Upstairs, you'll find the primary bedroom with a wall of windows overlooking the yard, a walk-in closet and ensuite bathroom plus 3 other bedrooms and and an additional bathroom. Step outside to a private paradise with room for entertaining and a beautiful rectangular pool with built-in hot tub. There's an extra office/shed and you'll find a hidden sauna as well! With a 3-car garage and situated within the Hillsborough City Elementary School District, this home is both practical and luxurious. Don't miss the opportunity to make it yours!

40 Pear CT, Hillsborough

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

Sold listing courtesy of Grant Edward Beggs from STHB
$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
$8,000,000
4 Beds ⋅ 6 Baths ⋅ ML81999234 MLS
This one-of-a-kind residence blends elegance, comfort, and seamless indoor-outdoor living, making it perfect for grand entertaining and everyday life. Step inside to soaring 13 ceilings in the grand foyer and public rooms, which feature floor-to-ceiling glass doors. The eat-in chefs kitchen boasts a huge center island, custom cabinetry, and top-of-the-line appliances. Just beyond, the outdoor kitchen is fully equipped with a Blaze grill, a Big Green Egg, and outdoor heaters - making alfresco dining effortless. With four en-suite bedrooms, including the expansive primary suite with dual walk-in closets and a marble-clad bathroom, this home is a true sprawling sanctuary. A private office offers peaceful views of the beautifully landscaped grounds. The media room and gym lead to the private yard, featuring a pool, hot tub, fire pit, sprawling lawn areas, and multiple entertaining decks. At the front of the home, the expansive driveway and motor court, doubles as a basketball court. The homes prime location is close to top-rated public and private schools, as well as close proximity to Downtown Burlingame, and nearby commuter routes to San Francisco, Booming Biotech and Silicon Valley. This extraordinary home is more than just a place to liveits a lifestyle!

285 Eucalyptus AVE, Hillsborough

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

Sold listing courtesy of Jim Arbeed from CBR
$6,400,000
3 Beds ⋅ 4 Baths ⋅ ML81998986 MLS
This extensively updated one-level home, located on a .41-acre landscaped lot in Lower North Hillsborough features a gracious entryway, sizable living room with an exquisite carved marble fireplace, separate spacious dining room, conveniently located powder room, private office and an open kitchen/family room leading out to a beautiful herringbone patterned brick patio. Lovely decorative moldings accent the formal rooms and recessed lights and sprinklers throughout exemplify the modern amenities integrated into this home. The bright remodeled kitchen features a center island with 2nd sink and is equipped with a Wolf 6-burner range, Fisher Paykel dishwasher drawers, and GE refrigerator. The luxurious primary suite has a large walk-in closet and a spa-like bath with a Toto Washlet, soaking tub, and double sink vanity. Two additional large bedroom suites and a well equipped laundry/mud room off the 2-car garage with built-in storage, complete the interior. The delightfully landscaped outdoor grounds beyond the patio encompass sunny gardens with raised planting beds, sparkling pool with spa adjacent to a serene lawn area and wisteria-draped pergola over another seating area. Addtional features: a propane fueled fire pit, Nest thermostats, and exterior cameras with remote access.

2110 Redington RD, Hillsborough

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

Sold listing courtesy of Maria Scott from CBR
$5,050,000
4 Beds ⋅ 4 Baths ⋅ ML81998691 MLS
Welcome to 355 Alberta Way, a custom sanctuary in Hillsborough's Carolands neighborhood. This stunning home boasts a contemporary design with tongue & groove clear-all-heart Redwood siding. It is set on a mostly level half acre lot. This expansive single level floorplan, features a large living room, with soaring ceilings, clerestory windows, bay views, a stunning fireplace and a full-service bar for entertaining. The expansive Primary Suite includes bay views, all the way to Mt. Diablo, high ceilings, walk-in closet and a luxurious bathroom with a soaking tub. Two additional bedrooms with a shared bath complete the bedroom wing. The formal dining room is adorned with parquet flooring and silk wallpaper, leading to an updated kitchen, breakfast area and family room all with patio access and fabulous views of the lush garden and sparkling pool. There is also a large poolhouse with wet bar and full bathroom for fun summertime parties. There is a large flat garden area awaiting your vision. Additionally, next to the family room is a large, en-suite fourth bedroom, which would be a great in-law, au pair, or office.

355 Alberta WAY, Hillsborough

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

Sold listing courtesy of The Laugesen Team from KWPEN
$5,680,000
4 Beds ⋅ 7 Baths ⋅ ML81998006 MLS
PRICE REDUCED, THE BEST DEAL JUST GOT BETTER!!! Nestled in the Hillsborough foothills, this exquisite estate embodies prestige & sophistication in one of Californias most coveted enclaves. Set on a generous lot, it offers exceptional privacy w/ only one neighbor & lush greenery for lots of privacy. Mediterranean-inspired design shines w/ arched doorways, sculpted balusters, & a grand foyer. Natural light pours through tall windows, complementing high ceilings and an open floor plan that seamlessly blends indoor and outdoor living. Extra-wide corridors lead to elegant formal spaces, including a living room, family room with a full bar, formal dining room, and a chefs kitchen with premium appliances, granite countertops, & a spacious island. The home boasts multiple comfortable bedrooms, including three en-suites. The primary suite features a spa-like bath with a double vanity, soaking tub, and walk-in closet. A rumpus & pool room can serve as a 5th and 6th en-suite, plus theres 1,000 SqFt of undeveloped basement space waiting to customize. Additional highlights include three fireplaces, two driveways, and a 3-car garage. The backyard is a dream with a sparkling pool & spa, patio, deck, and outdoor grill. Ideally located near downtown Burlingame, top schools, and commuter routes!

1035 Macadamia 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
$5,200,000
4 Beds ⋅ 3 Baths ⋅ ML81997885 MLS
HILLSBOROUGH SHANGRI-LA! A CONNOISSEUR'S PARADISE THAT LIVES IN THE MOMENT. Behold a lifestyle ready to thrive in the moment, ready to pivot from indoors to outdoors, and ready to imprint your life with a rich architectural feeling. The prestigious Tobin Clark area is one of the Town's newest subdivisions, Hillsborough's best-kept secret! *All luxury flowing on one level * Remodeled designer details including elaborate moldings, archways, ceiling treatments, marbles, Sub-Zero, Thermador, and extensive built-in cabinetry.* Maui? Punta Mita? St. Barts? Your back yard oasis is like being on an exotic vacation every day! Immersed in blooming foliage and sense of seclusion, the resort-caliber saltwater pool and spa features a stone waterfall that cascades for soothing ambiance controlled via timer *Built-in outdoor grilling stations, gas heaters, synthetic lawn area *Secret Terrace Plateau with soaring Bay views * Decadent oversized Primary Suite with bay window seating nook, built-in cabinetry, steam shower, walled-in private patio. * Kitchen/Family Great Room 40 feet across with direct yard access * Huge 3-car garage is comfy & carpeted, ready for overflow playroom, gym, and projects *Easy access to South School, Aragon High, 92, 280 and downtown San Mateo * C'est Magnifique!

50 Sugar Hill DR, Hillsborough

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

Sold listing courtesy of Jenny Lu from MXR
$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
$5,528,000
4 Beds ⋅ 3 Baths ⋅ ML81994241 MLS
This mid-century modern gem welcomes you with new wood flooring, vaulted beamed ceilings and an open floor plan with many skylights and floor-to-ceiling windows. The living room provides a stunning view of the lush and verdant front yard and features a stone fireplace. The formal dining room has direct access to the back patio and verdant yard. The remodeled kitchen features top-of-the-line appliances, ample counter space, an open breakfast area, and custom built-in cabinets. The casual living room features a fireplace and provides access to the patio and the carport. The primary en-suite has an expansive walk-in closet, an attached office area, a brand-new spa bathroom with a marble vanity, designer lighting and mirrors, and heated floors. The three additional bedrooms offer ample storage and are adjacent to two remodeled bathrooms. The backyard has multiple patios and seating areas, grand perimeter trees, new landscaping, and a sparkling pool. This property offers privacy, spacious land, an assemblage of custom-built and remodeled residences, award winning private and public schools, easy access to Highway 280 and close proximity to San Francisco International Airport, Silicon Valley, the booming Biotech Industry, and to a variety of walking trails, parks and golf courses.

1535 Hayne RD, Hillsborough

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

Sold listing courtesy of Lindy Kwock from BHHS
$6,000,000
5 Beds ⋅ 4 Baths ⋅ ML81992299 MLS
Situated on a tranquil +/-.57-acre lot, this updated, expansive single-level home seamlessly blends classic charm with modern comforts, offering +/-3,265s.f. of bright, inviting living space. With 5 bedrooms and 3.5 baths, the home welcomes you through a stunning foyer that opens to elegant formal rooms boasting soaring ceilings and grand floor-to-ceiling windows that perfectly frame the picturesque front landscape. The chef's kitchen, complete with breakfast nook & access to the rear yard, flows into the spacious family room featuring a striking fireplace, wet bar, & seamless access to the incredible pool and private outdoor oasis. The right wing of the house is home to 4 generously sized bedrooms, including the primary suite with a luxurious bath and multiple closets, along with a large hall bath and guest powder room. The left wing offers a versatile au-pair bedroom or office with a dedicated full bath with steam shower, a laundry/mud room, an oversized 3-car garage with built-in cabinets and attic storage, and a relaxing sauna room. The sprawling, private grounds are an entertainer's dream, with majestic trees, sweeping lawns, huge pool & spa, large entertaining patios, & a sport court replete with a basketball hoop - perfect for enjoying the best of indoor and outdoor living

15 Orange CT, Hillsborough

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

Sold listing courtesy of Gillian Kilroy from APR
$5,000,000
4 Beds ⋅ 3 Baths ⋅ ML81990762 MLS
INDULGE IN THIS METICULOUSLY MAINTAINED SINGLE-STORY HOME LOCATED ON A PRIME CORNER LOT IN THE TOBIN CLARK ESTATES NEIGHBORHOOD. SPANNING OVER 3,970-SQUARE FEET OF LIVING SPACE, THIS FOUR BEDROOM, TWO AND A HALF BATH HOME HAS IT ALL! AS YOU ENTER THE HOME, YOU WILL NOTICE THE SEAMLESS LAYOUT THAT INTEGRATES INDOOR/OUTDOOR LIVING. A BRIGHT AND AIRY LIVING ROOM OFFERS EXPANSIVE WINDOWS AND A COZY FIREPLACE. THE SUNNY AND BRIGHT EAT-IN KITCHEN FEATURES SPACIOUS COUNTERTOPS, TOP-OF-THE-LINE APPLIANCES, HARDWOOD FLOORS AND VIEWS OF THE REAR YARD. ADJACENT TO THE KITCHEN IS A CAPTIVATING FAMILY ROOM WITH A BUILT-IN WET BAR, A FIREPLACE, BUILT-IN CABINETS AND ROOM FOR EVERYONE! JOURNEY INTO THE SUNNY YARD AND INDULGE IN THE SPARKLING SWIMMING POOL WITH A SAFETY COVER. THE LARGE FLAT LOT IS APPROXIMATELY 1/2 ACRE WHICH OFFERS ENDLESS POSSIBILITIES.THIS HOME ALSO OFFERS A LARGE THREE-CAR GARAGE WITH A SEPARATE WORKSHOP, AIR-CONDITIONING AND A BACK-UP GENERATOR. CONVENIENTLY LOCATED NEAR TOP RATED SCHOOLS AND EASY ACCESS TO HIGHWAY 101 OR 280, THIS HOME IS WAITING FOR NEW OCCUPANTS TO ENJOY FOR YEARS TO COME!

1040 Woodland DR, Hillsborough

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

Sold listing courtesy of Josh Yoo from KWPEN
$3,700,000
4 Beds ⋅ 2 Baths ⋅ ML81990336 MLS

1575 Kingswood DR, Hillsborough

Listed by Coco Tan, 408-256-2728 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

Sold listing courtesy of Joyce Tran from KWSV
$6,250,000
5 Beds ⋅ 7 Baths ⋅ ML81989352 MLS
NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the left of the foyer, a refined living room with a tasteful fireplace. On the right, a great room that integrates both the kitchen, dining area, and family room; ideal for hosting guests. The high-end, modern chef's kitchen is equipped with top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! EVERY BEDROOM IS EN-SUITE with a pristine bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay, some of the best Hillsborough has to offer. The backyard features a sparkling pool and expansive lawn, with several patio sections and a BBQ area. This home encompasses luxury and practicality, with access to prestigious schools and the convenience of Highway 280. DO NOT MISS OUT, START 2025 WITH A BANG!!!

2496 Butternut DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR

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