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801 Eucalyptus AVE, Hillsborough
$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

2295 Skyfarm DR, Hillsborough
$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

2845 Churchill DR, Hillsborough
$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

1260 Hayne RD, Hillsborough
$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

510 Darrell RD, Hillsborough
$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

748 Jacaranda CIR, Hillsborough
$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

40 Bluebell LN, Hillsborough
$3,655,000
4 Beds ⋅ 3 Baths ⋅ ML82002122 MLS
This home offers a private retreat on nearly one acre at the end of a cul-de-sac in the desirable Lakeview area. Vaulted, beamed ceilings, rich wood finishes, and expansive windows and glass doors create a seamless indoor-outdoor connection surrounded by nature. Spacious living room with dramatic brick fireplace, formal dining room, classic kitchen with wood cabinetry, granite counters, and high-end appliances, plus large family room also with fireplace. Numerous sliding doors to the wraparound extra-large deck with built-in bench seating. Four bedrooms upstairs include the primary suite with private deck and updated en suite bath, plus three bedrooms served by an updated hallway bath. Attached 3-car garage and concealed laundry in the kitchen. Meandering walkways, patios, and lushly planted gardens enhance outdoor living. Minutes from downtown San Mateo and Burlingame, easy access to Highway 280, and excellent Hillsborough schools.

40 Bluebell LN, Hillsborough

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

Sold listing courtesy of Sophia Waldman from SIR

40 Pear CT, Hillsborough
$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

10 Fagan DR, Hillsborough
$7,600,000
4 Beds ⋅ 4 Baths ⋅ ML82000203 MLS
Welcome to a stunning residence in lower Hillsborough, set on a .55-acre lot. This 4,880-square-foot home combines elegance and functionality with high ceilings and spacious formal rooms. The living room features a coffered ceiling and expansive windows that offer beautiful views of the park-like grounds. The kitchen and family room, complete with a center island and breakfast area, are perfect for gatherings. Enjoy additional amenities such as a formal dining room, a den with a fireplace and wet bar, an office, a butler's pantry, and a large laundry room. The main floor includes three bedrooms, including the luxurious primary suite, while the upper level offers an additional bedroom suite and a versatile bonus room. o 4,880 sq ft of living space on a .55-acre lot o 4 bedrooms, 3.5 bathrooms o Bonus room with full bath plus office, and den o Three-car garage o Dual heating and air conditioning zones o Ample storage

10 Fagan DR, Hillsborough

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

2813 Easton DR, Hillsborough
$5,450,000
4 Beds ⋅ 5 Baths ⋅ ML81999777 MLS
Custom built in 2002 this beautiful 4,760 sq ft home located in the desirable city of Hillsborough features 4 spacious bedrooms and 4 full bathrooms and powder room. The well-appointed kitchen is perfect for aspiring chefs and entertainers alike, offering ample space for culinary creations. The home boasts a formal dining room for hosting elegant dinners and a separate family room for more casual gatherings. Additional amenities include central forced air heating to ensure comfort throughout the year. The upper floor hosts a convenient laundry area, adding to the home's practical layout. The property features a combination of flooring materials, enhancing both aesthetic appeal and functionality. The home is situated within the Hillsborough City Elementary School District, making it a suitable choice for families. With a generous minimum lot size of 23,052 sq ft and a spacious three-car garage, this property offers ample space for both living and storage needs.

2813 Easton 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

1035 Macadamia DR, Hillsborough
$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

50 Sugar Hill DR, Hillsborough
$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

732 Jacaranda CIR, Hillsborough
$4,050,000
4 Beds ⋅ 4 Baths ⋅ ML81996931 MLS
Welcome to this Updated Classic Elevated Rancher w/great curb appeal & San Francisco Bay Views. Situated on a tranquil & private +/-.59 Acre Lot, and offering +/- 3,180 SF of thoughtfully designed living space, featuring 4 Bedrooms, 3.5 Baths & a 3 car attached garage (740 SF) suitable for multi-generational living. The low-maintenance front yard is an oasis of amazing plants & succulents. Main level of home features a spectacular LV with gas fireplace, built-in bookcases, along w/outdoor access to the expansive deck, perfect for entertaining & peaceful enjoyment. Also on this level is a formal DR for special occasions, an elegant 1/2 bath for guests, a delightful eat-In granite kitchen with top-of-the line appliances, 3 large BR's including a primary suite w/a walk-in closet, & a hall bath w/2 sink vanities. The outstanding deck overlooking the woodsy backyard, Crocker Lake and Bay views provides wonderful opportunities to fully enjoy outdoor living & the beautiful natural setting. The lower level of the home features a 4th BR w/a marble bath along w/a large FR/home office/multi-purpose room w/lots of built-in cabinetry, a spacious laundry room & garage access. Close to downtown Burlingame, shopping, parks, award-winning schools, SFO & freeways to San Francisco & Silicon Valley

732 Jacaranda CIR, Hillsborough

Listed by Corina Colby, 650-619-6882 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR

105 Stonepine RD, Hillsborough
$4,400,000
5 Beds ⋅ 5 Baths ⋅ ML81996926 MLS
Verdant retreat of 1.4 acres in the heart of prime Hillsborough. This sophisticated home has views of trees from nearly every room. A voluminous foyer with a focal picture window looking onto lush foliage introduces the bright open interior with soaring ceilings, spacious, elegant formal rooms, 3 bedroom suites with walk in closets (2 are primary suites), & a kitchen updated with center island, all new appliances (Thermador range, Bosch refrigerator + dishwasher & wine cooler) opens to a big eat in kitchen and sizable family room. An office or library off the main hallway can be closed off or open to extend the living room and a perfectly situated powder room serves the common areas. Other remarkable features include: 3 car garage, AC, Generator, laundry room, huge primary bathrooms & closets, loads of storage & a backyard large enough & private enough to feel like you are in your own forest. Create your own hiking trail & enjoy nature or develop the land - so many possibilities!

105 Stonepine RD, Hillsborough

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

Sold listing courtesy of Zivi He from CBR

1285 Tournament DR, Hillsborough
$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

46 Eugenia WAY, Hillsborough
$5,123,250
5 Beds ⋅ 4 Baths ⋅ ML81995860 MLS
If you've been searching for a property with incredible upside, room to grow, and the flexibility to make it truly your own, this is it. Nestled on a large, sunny, and private lot, this 5-bedroom, 4-bathroom French-style estate offers the rare combination of timeless architecture, solid construction, and endless potential. This home is well cared for and move-in ready, but its also a blank canvas for those with imagination. With soaring ceilings, a dramatic southeast-facing entry, and three fireplaces, the home already exudes charm and character thats hard to find. The spacious layout includes a lower level perfect for multigenerational living. The expansive yard has plenty of room for your dream pool, tennis court, garden, or modern outdoor entertaining space. This is a chance to build equity and create something extraordinary in a location that blends peaceful privacy with everyday convenience...just minutes from top-rated schools, shopping, dining, and commuter routes. Bring your ideas and your vision. With the right updates, this could be your forever home and a smart investment!

46 Eugenia WAY, Hillsborough

Listed by Alex Kononoff, 650-207-5341 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Annie Liou from NTERO

70 Joyce RD, Hillsborough
$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

1 Scott CT, Hillsborough
$4,888,888
5 Beds ⋅ 6 Baths ⋅ ML81993303 MLS
REDUCED ALMOST $2M FROM ORIGINAL LITSING PRICE. HOUSE BUILT 2005 BY WELL KNOWN CONTRACTOR RON GALI FOR THE CURRENT OWNER. BEST DEAL! WON'T LAST! Nestled on a gated, OVER 1/2 ACRE flat corner lot in a private cul-de-sac. This Mediterranean-style estate combines timeless elegance w/ modern comfort. The beautifully paved brick driveway enhances its grandeur. Inside, the grand foyer, w/ a winding staircase & clerestory window, exudes sophistication and fills the space with natural light. Hardwood flooring, tray ceilings, & recessed lighting are found throughout. The formal living and dining rooms feature elegant touches like a fireplace, arched windows & doorways, and a tray ceiling with cove lighting. The great room includes a cozy family room with built-in cabinetry, a circular breakfast nook, and a chef's kitchen with ALL HIGH-END APPLIANCES, granite countertops, a center island, and a butler's pantry. The first floor also offers an office, a mudroom, & en-suite guestroom. Upstairs, the primary suite boasts a private balcony, spa-like bathroom, Bay Views, & walk-in closet. 3 additional en-suite bedrooms, one w/ a private balcony, & a study nook complete the second floor. Outside, a serene patio surrounded by trees offers a perfect space. Luxury, functionality, & timeless beauty.

1 Scott CT, Hillsborough

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

Sold listing courtesy of DonnaMarie Baldwin from APR

15 Orange CT, Hillsborough
$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

1040 Woodland DR, Hillsborough
$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

2625 Skyfarm DR, Hillsborough
$5,150,000
6 Beds ⋅ 5 Baths ⋅ ML81989632 MLS
This beautifully updated Hillsborough estate offers luxury and panoramic Bay views. Full lenth windows cover the whole side including living room, dinning room, kitchen, and family room captures the stunning scenery. The formal dining room and gourmet kitchen, featuring top-tier appliances, custom cabinetry, and granite countertops, flow into a family room with sliding doors to an upper deck overlooking the Bay. The home has two en-suite bedrooms, both with double sinks and a shower over the tub. The grand primary suite includes a walk-in closet, double vanity, stall shower, jet tub, and a private balcony. Two additional bedrooms and a luxury hallway bathroom with a double vanity and shower over tub complete the upper level. The lower level features two more bedrooms, a spacious office, a gym, and an in-house laundry. Recent upgrades include an updated deck, new hardwood floors, replaced ceiling lights, fresh paint, solar panels with two Tesla batteries gives the house uninterupted full power, and a commercial-grade AC system. All bathrooms have smart toilets. Outside, a childrens play yard and two driveways offer ample parking. Located in a top-rated school district and walking distance to Nueva School, with easy access to Highway 280. Luxury, convenience, and stunning views.

2625 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Yvonne Yang from APR

2496 Butternut DR, Hillsborough
$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

1495 Crystal DR, Hillsborough
$4,180,000
4 Beds ⋅ 3 Baths ⋅ ML81989327 MLS
THE BEST DEAL OF 2025 SO FAR IN HILLSBOROUGH!!! EXPANSIVE LOT WITH OVER .5 ACRES OF FLAT LAND!!! HUGE BACKYARD WITH A SPRAWLING LAWN, TAN BARK/MULCH AREA, & A DECK/PATIO!!! PLENTY OF SPACE FOR FAMILY GATHERINGS OR THE OPPORTUNITY TO EXPAND OR BUILD AN ADU!!! SINGLE-LEVEL corner-lot home in Hillsborough's sought-after Lakeview neighborhood, located at the start of a quiet cul-de-sac. RARE ATTACHED 3-CAR GARAGE. Updated floor plan fit for a modern lifestyle. Overflowing with natural light thanks to large windows and solar tubes throughout. INSIDE YOU'LL FIND BOTH A SPACIOUS LIVING ROOM & FAMILY ROOM with nice fireplaces. 4 comfortable bedrooms with a luxurious primary ensuite bedroom. Large formal dining room next to an updated Chef's kitchen. Pristine bathrooms featuring essential fixtures & complementary finishes. Easy access to highway 280 and a 10-15 minute drive to Downtown San Mateo / Burlingame. Access to some of the best schools Northern California has to offer. Experience THE BEST OF HILLSBOROUGH! **PLEASE BE AWARE OF THE STEP FROM LIVING ROOM TO FAMILY ROOM**

1495 Crystal 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

760 Chiltern RD, Hillsborough
$18,800,000
5 Beds ⋅ 7 Baths ⋅ ML81985667 MLS
Stunning Newly Constructed 7,588 sq ft Home on Level 1.14 acres Designed by Award Winning MAK Studio. Gorgeous Modern Chef's Eat-in Kitchen with Gaggenau Appliances Features 2 Convection Ovens, Steam Oven, Microwave, 30" Refrigerator, and a Separate 30" Freezer While the Spacious Butler's Pantry Features a Wine Tower and Beverage Refrigerator. This 7,588 sq ft Modern Home Features 5 Spacious Bedrooms and 6.5 Gorgeously Designed Bathrooms with Designer Plumbing Fixtures by Cocoon, Dornbracht, and Watermark. The Primary Bathroom Features Custom Acero Stone Slab Sinks and Wet Area. Other Rooms Include a Separate Office, Living Room, Family Room, Game Room, Laundry Room, and Gym with a Sauna. With High-end Designed Finishes Throughout, this One-Level Masterpiece Features Many Custom Touches such as Steel Work by Melissa Mcdonal Metalworks, White Oak Casework and Cabinetry, 10" White Oak Floors, and a 5' Wide Entry Pivot Door. The 1.14 Level Acre Lot Features a Sparkling Pool with Spa, Outdoor Firepit, and an Outdoor Kitchen by Fesfoc that is Imported from Spain, Making it Perfect to Entertain Family and Friends

760 Chiltern RD, Hillsborough

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

840 Lombardi LN, Hillsborough
$6,600,000
5 Beds ⋅ 6 Baths ⋅ ML81983440 MLS
Contemporary located at the end of a private cul-de-sac. Soaring ceilings, walls of glass, and voluminous rooms. Exotic Balinese pool area with private bath and dressing area welcomes you to this exquisite home. Kitchen updates feature granite and quartz countertops, Viking 6-burner gas cooktop, Miele oven, unique steam oven, built-in Thermador refrigerator, 2 separate stainless steel sinks. Upgraded sliding doors and stone decking. Some rooms have electric shades to cover very large windows. All baths have Toto toilets. Nest thermostats on each level. Cathedral ceilings. Sound system recently upraded and installed throughout. Screen in media room is 160". Indoor laundry room features 2 sets of washers & dryers; Bosch & Maxima. 500 bottle wine cellar, built-in wet bar, 3-car garage.

840 Lombardi LN, Hillsborough

Listed by Patrice Carper, 408-421-9976 from Compass
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

990 Yale DR, Hillsborough
$6,500,000
6 Beds ⋅ 8 Baths ⋅ ML81981939 MLS
Best Price for this Exquisite 6-Bedroom Estate in Desirable Hillsborough! Step into luxury with this stunningly remodeled 6,116 sq. ft. home, offering six spacious bedrooms, each with its own en-suite bathroom. Set on a private half-acre lot, this home boasts an array of premium amenities including a sparkling swimming pool, outdoor kitchen, pickleball court, and basketball court, perfect for entertaining.The master suite is an oasis in itself with expansive sliding glass doors that flood the space with natural light, offering direct access to the backyard. Enjoy a massive walk-in closet and spa-like en-suite bathroom. Hardwood floors run throughout the open-concept main living area, adding warmth and elegance.The backyard is an entertainer's dream, with sliding glass doors from multiple rooms opening onto the outdoor living space. Experience year-round enjoyment with Hillsborough's fantastic weather in this light-filled, spacious home. Don't miss this rare opportunity to own a beautifully remodeled home in one of the Bay Area's most coveted locations with award-winning private and public schools. *** Seller Financing Options Available - Call for additional information ***

990 Yale DR, Hillsborough

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

Sold listing courtesy of Michael Haywood Jr. from EXPCA

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