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

35 Anguido CT, Hillsborough

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

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

30 Drayton RD, Hillsborough

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

Sold listing courtesy of The Laugesen Team from KWPEN
2181 Parkside AVE, Hillsborough
$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
915 W Santa Inez AVE, Hillsborough
$8,000,000
5 Beds ⋅ 6 Baths ⋅ ML82005653 MLS

915 W Santa Inez AVE, Hillsborough

Listed by Tim Anderson, 650-279-7281 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gregory Terry from APR
210 Uplands DR, Hillsborough
$13,750,000
6 Beds ⋅ 5 Baths ⋅ ML82004484 MLS
1.81 level acres in the most prime area of Lower Hillsborough. This is the only building site available in Hillsborough, Atherton or Woodside that will accommodate a true world class estate and everything that comes with it. Also sub-dividable into two .9 acre lots.

210 Uplands DR, Hillsborough

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

Sold listing courtesy of Jim Arbeed from CBR
280 Uplands DR, Hillsborough
$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
110 New Place RD, Hillsborough
$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
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
841 Hayne RD, Hillsborough
$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
35 Brooke CT, Hillsborough
$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
127 Bridge RD, Hillsborough
$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
2140 Forest View AVE, Hillsborough
$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
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
285 Eucalyptus AVE, Hillsborough
$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
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
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
15 PINE CT, Hillsborough
$5,688,000
5 Beds ⋅ 4 Baths ⋅ ML81995054 MLS
Welcome to 15 Pine Court, where every room offers breathtaking, panoramic views of the San Francisco Bay, from the Golden Gate to the San Mateo Bridge. This hidden gem, nestled among mature oak trees on a private cul-de-sac in the exclusive upper Hillsborough neighborhood, offers an unmatched combination of old-world charm and modern comforts. Step into a gated courtyard and cobblestone-lined entrance that leads to a grand formal living room with vaulted ceilings, a wood-burning fireplace, and expansive windows framing stunning views. The chefs kitchen features top-of-the-line stainless steel appliances, granite countertops, and a spacious breakfast area overlooking lush greenery. A formal dining room, two large bedrooms, and a luxurious master suite with a private den complete the main floor and upper levels. Upstairs, the third level provides an ideal family or entertainment space with a cozy family room, office/5th bedroom, and full bath. Outside, a large, wraparound patio deck with a hot tub offers complete privacy and unparalleled views, all set within nearly an acre of forest-like grounds. This home is the perfect sanctuary for those seeking peace, beauty, and serenity, all with a view like no other.

15 PINE CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
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
105 Falkirk LN, Hillsborough
$5,000,000
6 Beds ⋅ 6 Baths ⋅ ML81994251 MLS
Stop your search, this home has everything on your checklist: stunning, private views, a massive floor plan, high ceilings, and a prestigious Hillsborough address. The standout feature is the expansive downstairs media room. Once a concert hall for top artists, it can continue that legacy or be transformed into a home theater, fitness room(perfect for indoor pickleball!),or bonus living space. Complete with a private entrance, wet bar, and proximity to the outdoor patio, its a space with endless possibilities. Every detail of this 6,400 sq ft estate exudes thoughtfulness. New hardwood flooring flows throughout, while large bay windows & double doors frame mountain views & create a bright, airy ambiance without sacrificing privacy. At the heart of the main floor is a serene courtyard that anchors the family room, open kitchen, & formal living room. The primary suite features a soaking tub, double shower, fireplace, and walk-in closet,while the open kitchen boasts top-of-the-line appliances & granite countertops for delightful entertaining in the formal dining room, at the breakfast bar, or in the eat-in space. Additional amenities include solar panels, ample garage storage with EV charging hookups & a prime location in the top school district with easy access to highways 280 & 92

105 Falkirk LN, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

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