Refine Search
Map
Sort by
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
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
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
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
1021 Merner RD, Hillsborough
$3,950,000
5 Beds ⋅ 5 Baths ⋅ ML81996987 MLS
ESCAPE TO SERENITY: PRIVATE AND QUIET LOCATION! LARGE USABLE YARD! AMAZING SCHOOLS! A must-see breathtaking Hillsborough Park home! Top rated public schools: South Elementary School and Crocker Middle School/ Close to Downtown San Mateo shops and restaurants / Located at the end of a private cul-de-sac / 18 ft vaulted ceilings in the grand living room / Bright natural light / Primary suite + 2 en suite bedrooms within close proximity / Two additional en-suite quarters for guests, home office, au-pair, etc. / Whole-home WiFi connectivity and updated server offers seamless access for work, streaming and smart home features / Entertainers dream / Backyard oasis set on over an acre of land includes pavilion and huge plateau play area, dining/bbq courtyard, detached studio with outdoor sitting area and hot tub terrace / Minutes from downtown San Mateo with shops, restaurants, grocery, CalTrain as well as Crystal Springs Reservoir Trail, Bay Trail and easy access to Hwy 280 and SFO Airport / An opportunity to be within close proximity of the city but also escape to serenity / This is one you don't want to miss!

1021 Merner RD, Hillsborough

Listed by Kathryn Gerhardt, 650-773-3595 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Kathryn Gerhardt from GILM
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
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
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
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
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
3990 Ralston AVE, Hillsborough
$5,290,000
5 Beds ⋅ 5 Baths ⋅ ML81985474 MLS
Completely transformed within the last five years, this beautifully remodeled Carolands home offers sophisticated elegance and modern luxury on over one-half acre. The entire property is oriented toward the transformed rear grounds with a vast stone terrace, soccer-worthy lawn, and a separately fenced recently added pool and spa. The fully level outdoor space also includes a barbecue kitchen, lounge, and fireplace, perfect for entertaining in privacy. The main home is predominantly on one level with an entire wall of glass and French doors that connect the public rooms with the bedroom wing, all opening to the rear grounds. There are 4 bedrooms and 3.5 baths including the primary suite and 2 bedrooms with a shared bath on the main level. The lower level features a large recreation room, kitchenette, bath, and a fourth bedroom with outside entrance, making this area also suitable for extended family living quarters. Plus detached guest quarters, currently customized for remote work, feature a large desk, built-in cabinetry, integrated Murphy bed and custom closets by California Closets, and a large bath with pool access. Located near top-rated public and private Hillsborough schools, this home combines luxury, flexibility, and indoor/outdoor convenience.

3990 Ralston AVE, Hillsborough

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

Sold listing courtesy of Jim Arbeed from CBR
620 Hayne RD, Hillsborough
$8,800,000
5 Beds ⋅ 7 Baths ⋅ ML81984392 MLS
This impeccably maintained and curated property is one of the jewels of the neighborhood. The main level opens to a formal foyer, connecting to an expansive living room, a sun-filled room with glass ceilings and walls, and a library with a fireplace and built-in bookshelves. The formal dining room is perfect for entertaining, while the breakfast nook is ideal for everyday dining. The remodeled kitchen features top-of-the-line amenities and is adjacent to the casual living room, with easy access to the outdoor dining area and backyard. The main level features 2 powder rooms, an en-suite bedroom, a laundry room, and a 2-car garage with loft storage. The upper level is centered around the grand primary suite with two full bathrooms and two walk-in closets. The additional 3 bedrooms and 2 bathrooms offer a combination of traditional and modern finishes. The rear of the home offers privacy and areas for entertaining and lounging, especially the gleaming pool. The property is located minutes from award-winning public and private schools, and within close proximity to Downtown Burlingame for shopping and dining. Perfectly positioned on the mid-Peninsula, this property is just miles from Silicon Valley, the Booming Biotech Industry and to Downtown San Francisco, just minutes from SFO!

620 Hayne RD, Hillsborough

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

Sold listing courtesy of Hope Pilch from HPPRO
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
1048 Whitwell RD, Hillsborough
$7,000,000
5 Beds ⋅ 5 Baths ⋅ ML81966930 MLS
Stunning Designer Showcase Home just steps away from Hillsborough's Vista Park. This Modern Colonial was completely remodeled and reimagined in 2014 and featured in Gentry Magazine and Hillsborough's Kitchen Tour. Offering the perfect blend of contemporary high-end designer finishes with 1930's period details, this gorgeous estate is truly exceptional. An extraordinary indoor-outdoor open floor plan with formal and informal living and dining spaces is ideal for both large entertaining as well as a private family retreat. Features 5 generous bedrooms, 4.5 spa-inspired bathrooms, formal living and dining rooms, and an oversized kitchen with coffee bar and wine storage. The rear gardens rival a boutique hotel with bluestone pathways, lush lawns, sculptured topiaries, potted palms, outdoor kitchen, lounge areas, a raised fire-pit and a sparkling swimming pool. Approved plans for an 800 s.f. ADU on an unused area of the lot! Walking distance to Vista Park and zoned for North Hillsborough Elementary.

1048 Whitwell RD, Hillsborough

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

Sold listing courtesy of Sophia Waldman from SIR
25 Longview CT, Hillsborough
$7,108,000
5 Beds ⋅ 5 Baths ⋅ ML81980363 MLS
Regally situated on a .59-acre lot with breathtaking Bay views, this stunning +/-5,000 sq. ft. residence offers 5 bedrooms and 4.5 baths, blending luxury and warmth in a seamless, sun-drenched floor plan. Highlights include an impressive living room with floor-to-ceiling windows that frame the incredible views and French doors that open to the exceptional rear grounds, a large formal dining room, chefs kitchen/family room ensemble with island and breakfast nook, and French doors that access a vast terrace and the amazing grounds. 3 bright bedrooms with 2 bathrooms plus 2 powder rooms complete one wing of the main level. Upstairs features a sizable primary bedroom retreat with wall-to-wall windows that capture spectacular views, built-in cabinets, fireplace, 2 walk-in closets, spa-like marble bath, and a laundry closet. The substantial 5th bedroom wing includes a great room, full bath, rear patio access, lower-level gym/office, and large wine room--the perfect place for guests or recreation. Outside, the majestic grounds offer elegant & lush landscaping, meandering pathways, incredible vistas, large patios, outdoor kitchen, firepit, sweeping level lawns, fountain, rose garden, and a putting green. Completing this showcase home is an attached 3-car garage and a large laundry room.

25 Longview CT, Hillsborough

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

Sold listing courtesy of Sisi Huang from KWPEN
1475 Oak Rim DR, Hillsborough
$5,150,000
5 Beds ⋅ 5 Baths ⋅ ML81979487 MLS
Spacious and bright, with a fantastic layout and a wonderfully flat yard, the Oak Rim Retreat is the Hillsborough home you have been waiting for. With a ground-floor bedroom suite, sparkling chefs kitchen, four bedrooms upstairs, including a large primary suite with big closets and an oversized soaking tub, and two additional bedrooms and full bath in the separate pool house, this home has space for everybody. The stately facade welcomes you home, and the intelligent floor plan weaves practicality with comfort. And when entertaining, equally impressive - the soaring ceilings of the double-height foyer open up nicely to the living room, which features a modern central fireplace and stylish wet bar. Indoor/outdoor entertaining is easy, with sliding doors in the center of the home that open up from the kitchen to the beautiful backyard, which features a pool, rose planters, plenty of patio space and a large grass play area. The breakfast nook, powder room, family room, formal dining room, and a large three-car garage complete the home. This is it! Welcome home.

1475 Oak Rim DR, Hillsborough

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Samantha Huang from BHGJF
160 New Place RD, Hillsborough
$8,500,000
5 Beds ⋅ 5 Baths ⋅ ML81978302 MLS
Discover a masterpiece of luxury living in Hillsborough's most prestigious neighborhood, boasting breathtaking San Francisco Bay Area views. Set on over 1 acre, this exquisite home features an open floor plan, a chef's kitchen, and a luxurious primary suite, offering an unparalleled living experience. Step outside to your private pool and gazebo, where you can soak in the captivating vistas that define the essence of Bay Area living. Note: County records show 4 Bedrooms, 5585 SF. 5861 Sf is based on floor plan measurements provided by Bhupesh Patel. Sellers plans show 5th bedroom. Buyer to investigate to satisfy themselves.

160 New Place RD, Hillsborough

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

Sold listing courtesy of Vahid Firouzdor from COMPS
1570 Lakeview DR, Hillsborough
$4,999,000
5 Beds ⋅ 4 Baths ⋅ ML81977096 MLS
Welcome to 1570 Lakeview Drive, a luxurious remodeled home in Hillsborough's Lakeview neighborhood. Situated on over half an acre, this smart home offers modern convenience with app and voice-controlled systems. The sleek interior features wide plank hardwood floors, recessed lighting, and a dual-sided fireplace connecting the formal dining and living rooms. Open to the living room, the chef's kitchen boasts high-end steel appliances, including a six-burner gas range with double ovens below a pot filler faucet, and an exhaust hood. Additional features include a full-size wine fridge, a new extra-wide side-by-side refrigerator & freezer, a farmhouse sink, and an oversized island with a breakfast bar and prep sink. The primary suite includes an en-suite bath with a steam shower and double vanity. The lower level adds a family room, bonus room, full bath, and laundry. The resort-like backyard with a pool, a custom outdoor kitchen, a large gas fire pit, a paver patio, multiple seating areas, a swing set, a playhouse with power, and a sprawling lawn complete this outdoor oasis. Energy-efficient features include a tankless water heater, smart thermostat, and solar pool blanket. Conveniently located near top schools and major freeways, this home blends style, luxury, and convenience.

1570 Lakeview DR, Hillsborough

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

Sold listing courtesy of Anne Oliva from OMARS
1615 Wedgewood DR, Hillsborough
$5,480,000
5 Beds ⋅ 6 Baths ⋅ ML81976978 MLS
This luxurious 2001-built home in the prestigious Lakeview neighborhood of Hillsborough sits on a gated 0.6-acre lot, offering a serene yet convenient retreat just minutes from the 280 Freeway, 30 minutes from both San Francisco and Silicon Valley, and 15 minutes from SFO. The interior features high ceilings, recessed lighting, crown molding, wainscoting, gleaming hardwood floors, chandeliers, and luxurious fixtures that all project class and sophistication. Large windows flood the home with natural light, creating a bright and airy ambiance that flows seamlessly throughout. The gourmet kitchen boasts top-tier appliances including a built-in Subzero® refrigerator, Thermador® rangetop, double wall ovens, a Miele® microwave, and a wine cooler in the large center island. At the same time, the expansive backyard is perfect for entertaining. The home includes five en-suite bedrooms, a grand primary suite, a wine cellar, and a three-car garage, making it an exceptional blend of luxury and convenience.

1615 Wedgewood DR, Hillsborough

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

Sold listing courtesy of Evelyn Hsiao from BQG
795 Tournament DR, Hillsborough
$4,100,000
5 Beds ⋅ 5 Baths ⋅ ML81974052 MLS

795 Tournament DR, Hillsborough

Listed by David Scanlon, 650-743-9592 from Compass
(If provided) CoList: from

Sold listing courtesy of Emma Elfving from APR
20 Tamarack Dr, Hillsborough
$4,940,000
5 Beds ⋅ 4 Baths ⋅ CC41067142 MLS
Single story in dream location. Lower Hillsborough. Close to North Hillsborough Elementary School and Crocker Middle School. Walking distance to downtown Burlingame fine dining and shops. Lovingly maintained and owned by the same family since it was built in 1972. First time on the market for re-sale. Generous sized rooms. 5th bedroom is ideally located off the kitchen for guests, in-laws, home office or au pair with separate entrance. Ready to remodel! Mostly flat backyard although a bit overgrown right now. There used to be a large pool. Please text April if you'd like to see pics of the gorgeous backyard when it was new and fresh!

20 Tamarack Dr, Hillsborough

Listed by April Glover, (925) 330-9946 from Compass
(If provided) CoList: from

Sold listing courtesy of April Glover from CCCOMP08
500 Pullman RD, Hillsborough
$7,380,000
5 Beds ⋅ 5 Baths ⋅ ML81971666 MLS
Situated on a prime lot in the Carolands, this beautiful home is as stunning as it is practical. Featuring dual primary suites, a vaulted-ceiling family room that opens up to the sunny yard, fantastic skylit open kitchen, and a spectacular layout (mostly on one level!) that seamlessly unites formal living areas with practical and easy family spaces, this home is built to make the elegant Hillsborough lifestyle a breeze. The formal living room, dining room, and office are superbly finished, with wainscoting, crown moldings, and beautifully stained wooden bookshelves, with the primary bedroom with walk-in steam shower completing the formal wing of the house. Coming to the heart of the home, the family room and kitchen integrate nicely as a natural place to host casual or formal gatherings, flowing easily in and out of the beautifully landscaped backyard. And when it is time for bed, the wonderful floor plan really shines, with the three kids rooms and shared bath centered around a secondary family play room, close to one of the primary suites and above the guest or au-pair suite downstairs. Ample storage and a large 3-car garage finish out the ground floor. This is really the Hillsborough home of your dreams!

500 Pullman RD, Hillsborough

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Chi-Raie Cheung from Compass

Sold listing courtesy of Anthony Galli from CBR
745 Bromfield RD, Hillsborough
$6,000,050
5 Beds ⋅ 4 Baths ⋅ ML81970557 MLS
Discover the epitome of California living in this serene mid-century style home, situated on a mostly level .85-acre lot in one of Hillsborough's most desirable streets. This single-level residence offers a seamless indoor-outdoor flow, accentuated by high ceilings and walls of glass. A spacious formal entry introduces this bright & airy home opening to the formal rooms and a conveniently located powder room. Enjoy gatherings in the dramatic living room, host formal dinners in the separate dining room or relax in the comfortable family room bordering an inner courtyard patio. Hardwood floors grace the common areas, complementing the remodeled eat-in kitchen equipped with a Thermador suite of appliances, including a 6-burner range with griddle. A sizable office featuring a fireplace and access to the backyard, a bright primary suite with a large walk-in closet and 3 spacious and sunny bedrooms emanate off this central hallway with 2 of the bedrooms joined by a shared large bathroom. The 5th bedroom suite is off the kitchen by the second entry. Step outside from multiple locations to the lush grounds featuring sunny gardens, mature fruit trees and a sparkling swimming pool. Additional amenities include gated entry, 2-car garage with EV charger, abundant separate storage areas.

745 Bromfield RD, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR
29 Roberts WAY, Hillsborough
$4,350,000
5 Beds ⋅ 3 Baths ⋅ ML81969960 MLS
Welcome to this delightful rancher in the heart of the Carolands. Move right in into this 5 bedroom 3 bath updated and remodeled home with picturesque curb appeal and serene neighborhood. Bring your imagination for a potential expansion or build your dream home.Walking distance to West Hillsborough Elementary and Pre-School. Generous .49 acre lot (mostly level) with a spacious garden and poolside entertainment.

29 Roberts WAY, Hillsborough

Listed by Alex Abela, 650-455-3924 from Achievers Realty Group
(If provided) CoList: from

Sold listing courtesy of Ann Tzeng from HMNRE
1305 Southdown RD, Hillsborough
$4,750,000
5 Beds ⋅ 5 Baths ⋅ ML81959090 MLS
Luxury and Comfort. This Hillsborough gem offers Spectacular Panoramic Bay & Canyon Views from nearly every room! As you enter the house, you will be greeted by a Grand living and dining area featuring a spacious open floor plan, soaring high ceilings, elegant skylights, expansive windows, & glass doors that showcase the breathtaking views that this house offers. The adjacent chefs kitchen is a masterpiece, boasting ample cabinetry, a center island with a built-in sink, a breakfast bar, a second dining area, and a cozy family room w/ a fireplace. After a long day, retreat to one of the several comfortable & relaxing bedrooms. The master suite offers a serene escape w/ picturesque views & a harmonious primary bath with soaking tub. The rear exterior extends the length of the living spaces, providing a versatile and inviting outdoor area for leisure and entertainment. Enjoy a large back deck, patio, and BBQ area, perfect for relaxing and soaking in the breathtaking views from the privacy of your backyard. With its exquisite design, spacious interiors, and a backyard oasis featuring every amenity you could desire, this home offers a lifestyle of comfort and opulence. This house is only less than a 10-minute drive from Downtown Burlingames array of popular shops, restaurants.

1305 Southdown 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

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved