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$4,579,000
6 Beds 6 Baths ML82025146 MLS
Fresh updates, incredible Bay and airport runway views, and impressive scale on more than one-half acre. Predominantly arranged on one level, the 6-bedroom, 5.5-bath floor plan has remarkable flexibility with options to accommodate offices, guest quarters, recreation, fitness, and more. Every room opens to the outdoors with 3 front terraces overlooking the Bay plus a tremendous newly built deck in clear redwood. Freshly painted inside, refinished hardwood floors, and new carpet in some rooms ready for immediate enjoyment and also an opportunity to further transform. Grand entertaining spaces include a vast living room, formal dining room, kitchen designed for a true chef with both gas and electric cooktops plus wok burner, and a tremendous family room. Peaceful non-through street just minutes from top Hillsborough schools including West and Crocker, hiking trails, and Highway 280 to San Francisco and Silicon Valley.

30 Live Oak LN, Hillsborough

Listed by Sandra Comaroto, 650-714-1359 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Zhu from CBR

$6,000,000
4 Beds 3 Baths ML82025145 MLS
A rare opportunity. Located in the coveted lower-Hillsborough Ryan Tract Neighbourhood. 1735 Crockett Lane is an ideal home for entertaining! The home is located on a quiet cul-de-sac. The common area includes a family room, breakfast nook, formal dining room, and formal living room area. This one story 4-bedroom 3 bath home is expansive and private. Plenty of storage space. Located on a private lot with a generally flat backyard on a desirable cul-de-sac street. High ranked school district. North School, Crocker Middle School, and Burlingame High School. Located near Downtown Burlingame with plenty of stores and restaurants. There are an additional bedroom and bathroom located on the opposite side of the common area. Over the years this has been used as a bedroom or office, but it is ideal for a possible au-pair suite or in law suite. Possibility to expand home to 4500 SqFt and add an additional dwelling unit (ADU). Buyer to verify all information prior to close of escrow and removal of all contingencies.

1735 Crockett LN, Hillsborough

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

Sold listing courtesy of John Pang from VHVOG

$5,280,000
4 Beds 3 Baths ML82024529 MLS
Modern California luxury with timeless architectural pedigree this home captures sweeping Bay views from every room of this private, gated Hillsborough retreat. Designed by renowned architect Angus McSweeney, the home showcases open, light-filled spaces anchored by a grand foyer, a striking great room with two fireplaces, and walls of glass framing the horizon. The chef's kitchen features a luminous agate island, Wolf range and a seamless connection to the dining and living areas, perfect for everyday living and effortless entertaining. The primary suite offers floor-to-ceiling windows, fitted closets, and a stone spa bath. Set on nearly an acre of landscaped grounds, this estate includes a new turf lawn, expansive deck, pool, BBQ area, and modern glass-door garage. Ideally located just minutes from Burlingame Avenues vibrant shops and dining, top-rated Hillsborough schools, and convenient access to SFO and Silicon Valley, this residence epitomizes Peninsula living at its most refined.

745 Endfield WAY, Hillsborough

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

Sold listing courtesy of Jerry Rice, Jr from COMPS

$7,495,000
5 Beds 5 Baths ML82023917 MLS
Situated on a serene cul-de-sac, this stunning, fully renovated modern farmhouse offers resort-style living on a mostly level +/-0.52-acre lot. With +/-4,200 s.f. of bright open space, the 5BR/4.5BA Napa Valley-style home features soaring ceilings, wide-plank hardwood floors, and walls of windows that flood the interior with light. A striking glass front door opens to the living room with dramatic fireplace and verdant views. The elegant dining room includes a sleek, temperature-controlled wine display, while the chef's kitchen with top-tier appliances, large island, and breakfast nook flows into the expansive great room with access to the backyard. The private bedroom wing offers 4 sizeable bedrooms, one with an ensuite bath, a separate hall bath, powder room, laundry, and the lavish primary suite with custom walk-in closet and spa-inspired bath with soaking tub & oversized shower. Additional spaces include an attached ADU with kitchenette, full bath which opens to the pool patio, and loft, plus a versatile lower-level bonus room ideal as an office or gym, and 3-car garage. Resort-like grounds boast mature olive trees, stunning landscaping, sprawling patio, level lawn, outdoor kitchen, and new pool with spa. A rare opportunity to own a virtually new home in a remarkable setting.

35 Bel Aire CT, Hillsborough

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

Sold listing courtesy of Vikrant Goel from SFLT01

$5,900,000
5 Beds 5 Baths ML82022735 MLS
THE RULES OF REAL ESTATE ATTRACTION: LOCATION, LIVABILITY, MOVE RIGHT IN! The great lifestyles always seem to have a universal appeal and purity of function. Here, in the heart of Lower North Hillsborough estate country, we find a smooth single-story design, totally renovated, ready to purvey the universal luxury of the Peninsula. How rare art thou? Let me count the ways...this single-story design is surely scarce at any price point: no stairs to worry about, all remodeled condition, and a 5-bedroom, 4.5 bath floorplan opening out to flat private garden. These picturesque environs, dappled by vintage oaks & timeless mansions, are within a 30 minute stroll of downtown Burlingame Avenue. | Dramatic Lobby of 12 ft +\- ceilings | Living and Dining Rooms are elegant statements with 10 ft. 4 inch ceilings & bay windows | Grand size open rooms treated with hardwood floors, crisp white moldings, designer palette | Large updated chef's kitchen open with bistro nook | Huge Family Room Opens to Flat Yard | Separate Bedroom Suite ideal for Office or In-Law|Au Pair with private entry | Immense Master Suite with 2 walk-in closets & marble bathroom + soothing green garden view | Immaculate condition and perfect Floorplan | Walk to Burlingame Ave | Top Schools | #1 Neighborhood amongst mansions

515 N San Raymundo RD, Hillsborough

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

Sold listing courtesy of Raziel A. Ungar from APR

$5,650,000
4 Beds 4 Baths ML82022637 MLS
Situated on a serene and mostly level 0.53-acre lush landscaped lot in desirable Lower South Hillsborough, this exceptional one-level California Ranch-style home offers 4 bedrooms, 3.5 baths, and 3,170 sq ft of functional and spacious living areas. The thoughtful floor plan features a sizeable entry with two coat closets, an expansive light-filled living room with a dramatic floor-to-ceiling stone fireplace, a separate dining room and open kitchen/family room. The remodeled kitchen includes a center island, granite counters, and quality appliances - Thermador ovens, a 5-burner Wolf range, Miele dishwasher, and Sub-Zero refrigerator - opening to a spacious family room flowing to the backyard. The bright primary suite includes a generous bathroom, two walk-in closets and built-in storage. Additional features include warm hardwood floors, recessed lights, a large powder room with two closets, separate laundry room and a 3-car garage. Garden views from nearly every room highlight the verdant landscaping and private yard with a sparkling pool. Ideally located close to top-rated schools, downtown Burlingame and San Mateo, and commuter routes. With its exceptional layout, lush surroundings, and prime location, this property exemplifies the best of California living - all on one level.

135 Rockridge RD, Hillsborough

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

Sold listing courtesy of Maria Scott from CBR

$3,900,000
5 Beds 5 Baths ML82022122 MLS
Situated in the prestigious Carolands, 530 Darrell Rd combines timeless character with modern convenience. With easy access to I-280, it offers equal commute times to San Francisco and Silicon Valley, lies within a top-rated school district, and is just 2.5 miles from Downtown Burlingame. Double wooden entry doors with custom leaded glass (sold separately) open to a bright living room with stone fireplace, wood-paneled ceiling, recessed lighting, and wall of glass to the covered lanai. The dining room, framed by Japanese-inspired sliding doors, is lit by skylights that reflect off hardwood floors. The eat-in kitchen has a breakfast nook, pantry, butler's pass-through, granite island with sink and bar, built-ins including dual ovens, cooktop with hood, paneled refrigerator, and a rare cooking fireplace. Off the kitchen are an en-suite guest room with outdoor access, maid's room, and garage. A bedroom/office and powder room complement the foyer, while the opposite wing hosts 3 bedrooms and 2 baths, including the primary suite with high ceilings, fireplace, patio, and spa-like bath. Outdoors enjoy a lanai with pond, fountains, waterfall, sparkling pool, patios, lawn, mature trees, outdoor powder, paver driveway, 2-car garage, and shed.

530 Darrell RD, Hillsborough

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

Sold listing courtesy of Chuan-heng Lin from BQG

$5,050,000
4 Beds 4 Baths ML82021572 MLS
Tucked behind a private hedge on a fantastic Lower North Hillsborough street, 2120 Redington Road presents an exceptional opportunity for the savvy buyer. Owned by the same family for over 50 years, this lovingly maintained residence offers endless potential to customize and create your dream home. Set on a flat lot, the home spans approximately 2,860 square feet and features 4 bedrooms and 4 bathrooms. A circular driveway provides ample parking and enhances the welcoming curb appeal. The spacious backyard is ideal for entertaining, complete with a patio, expansive lawn, and flower gardens, while a side yard with a charming rose garden adds to the homes character. Perfectly situated near North School, Crocker Middle School, Downtown Burlingame, and major commute routes, this property combines convenience, privacy, and possibility. Welcome home! (Home Stats per County Records 2,540 Sq Ft | 3BD/3BA)

2120 Redington RD, Hillsborough

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

Sold listing courtesy of Erik Winkler from RECAP

$12,600,000
5 Beds 5 Baths ML82021202 MLS
HILLSBOROUGH'S MOST EXCITING NEW CONSTRUCTION! Brand New Designer Showcase Overlooking the Bay near Nueva School. Dream Team of design and craftsmanship: award-winning San Francisco designer Studio Michael Hilal infuses cutting-edge modern DNA with warmth, livability, and a symphony of handpicked accoutrements. Custom builder Nejasmich Developments delivers renowned detail and artistry to a sleek canvas by Sausalito architect Brooks McDonald. The INNOVATION begins with a one-story building envelope. This platform sets the stage for ceilings over 12 feet, and 360 DEGREES OF LUXURY, with dynamic flow to usable flat lands at both front & rear. SEAMLESS is a most fitting theme for this lifestyle. Minimize the boundaries of indoors & outdoors, seamless attention to clean lines & finishes harmonizes as organic ambiance. | European Luxe meets Eastern Minimalism| Showstopper Great Room | Bay-View Party Terrace off Dining Room | 4 beds, 3.5 baths, plus Office, + Family Den in main home | Deluxe ADU for sleeping quarters, kitchen/laundry | Pro quality Gym w/ morning bar, German Sauna, backlit mirrors | Decadent Wine Pantry | Premium millwork of white oak & walnut, curated designer lighting | 3 Steam Showers | Pewter-Flamed Limestone hardscape | Gated Entry | Fire Pit | Outdoor Grilling Hub

55 Del Monte DR, Hillsborough

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

Sold listing courtesy of Kristopher Mares from KWPEN

$6,660,000
4 Beds 5 Baths ML82019925 MLS
REDUCED OVER $1 MILLION, SELLER HAS PURCHASED ANOTHER HOME SO THIS PROPERTY HAS BEEN REDUCED FOR A QUICK SALE! THE BEST VALUE FOR A SINGLE STORY PROPERTY IN LOWER HILLSBOROUGH. BUILT IN 2004 WITH STUNNING RENOVATIONS! TURN-KEY & MOVE-IN READY! EVERYTHING YOU COULD WANT: Prime location, modern top-of-the-line updates & remodels, newly designed landscaping, oversized corner-lot, solar panels, high ceilings, smart home features, sports court, huge sparkling pool, vast lawn & backyard for kids to play, outdoor kitchen, pool house with kitchenette & bathroom, outdoor spa, dual-sided fireplace, rich hardwood floors, gorgeous chefs kitchen with all high-end built-in stainless steel appliances, an oversized island, kitchen-family combo (perfect for entertaining), large bedrooms, 3-car garage, EV car charging, & SO SO MUCH MORE! On top of all that, you'll get a home that is ideally located just minutes from top-rated schools, downtown Burlingame, and major Silicon Valley commuter routes; this home offers a rare combination of luxury, privacy, and convenience. IT DOESN'T GET BETTER THAN THIS, PRICED TO SELL SO DON'T WAIT!!!

380 Arden RD, Hillsborough

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

Sold listing courtesy of Kenny Zhang from VHVOG

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

45 Kammerer CT, Hillsborough

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

Sold listing courtesy of Kalina Wasman from COMPS

$7,486,250
5 Beds 5 Baths ML82016885 MLS
Main 3770, guesthouse 726, garage 405 = 4901. The picture of storybook charm is in this desirable lower Hillsborough, single level home. Main house is 4 bedrms, 4 baths, 2 offices, 1 spacious overlooking front gardens, & other attached to the primary ensuite. Newly built custom guest house. Guest house is 1 bed/1 bath. It includes a living rm w/fireplace, kitchen, & Nana doors opening to the backyard w/ a sunny bedrm, gorgeous bathrm, & relaxing sauna. The interiors of the main home include formal spaces w/an open family/great room. Formal living rm boasts a large gas fireplace & sliding French doors to the backyard. The chefs kitchen is open to the family rm & includes a separate wet bar, counter dining, & wine closet, all surrounded by handsome cabinetry. The lavish primary bedrm wing features a fireplace, an adjacent office, a custom bathrm w/oversized shower & heated floors, large walk-in closet, & sliding doors leading to the backyard. There are three additional bedrms, 1 is ensuite. The backyard is quintessential California living at its finest w/sparkling pool & spa, a built-in BBQ, dining & lounging areas, a fabulous firepit & seating area, cold plunge pool & incredible gardens. Blocks to downtown Burlingame & Broadway Aves, close to airports, SF, excellent schools

1715 Forest View AVE, Hillsborough

Listed by Valerie Soltau, 650-464-3896 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$8,600,000
6 Beds 7 Baths ML82016079 MLS
785 Pullman Road is a beautifully reimagined 6-bed, 6.5-bath, 6,560 Sq. Ft. residence located in The Carolands, one of Hillsboroughs most sought-after neighborhoods. Positioned on a prime corner lot with two entrances, the home offers an open-concept main level featuring a sunlit living room, dining area, and modern chefs kitchen with Thermador and Sub-Zero appliances, a gas range, center island, and breakfast nook. The private primary suite includes two walk-in closets and a spa-style bath with soaking tub, oversized shower, double vanity, and private water closet. A newly built in-law wing has two ensuite bedrooms, a full kitchen with GE appliances, and separate entranceideal for multigenerational living. Two more bedrooms, a powder room, and a mudroom complete the main level. Downstairs offers a full bar with dual refrigerators, home theater, gym/yoga room, laundry, and a full guest suite with third kitchen. The resort-style backyard features a large wood deck, pool, spa, outdoor kitchen/bar, bocce ball court, lush lawn, treehouse, and 15 fruit trees. Parking includes a 2-car garage plus two additional driveways accommodating 6 cars.

785 Pullman RD, Hillsborough

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

Sold listing courtesy of Angela Burnett from KWPEN

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

3795 Ralston AVE, Hillsborough

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

Sold listing courtesy of Debbie Wilhelm from CBR

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

581 Laurent RD, Hillsborough

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

Sold listing courtesy of Raziel A. Ungar from APR

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

2260 Summit DR, Hillsborough

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

Sold listing courtesy of Leon Hu from SEHU01

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

2295 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR

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

3780 Ralston AVE, Hillsborough

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

Sold listing courtesy of Sternsmith Group from APR

$4,500,000
4 Beds 4 Baths ML82008449 MLS
Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry, flowing seamlessly into the family room with a stunning stone fireplace. French doors lead to an outdoor oasis with a sparkling pool, spa, heated cabana/pool house, and an outdoor kitchen perfect for entertaining. The outdoor pool cabana features a bathroom. The luxurious primary suite offers vaulted ceilings, a custom walk-in closet, and a spa-like bath with dual rain showers. This home also features lots of custom cabinetry throughout, a new drainage system, and beautifully landscaped grounds. Too many details to list here. Located just minutes from bustling Downtown San Mateo and offering easy access to Highway 280, this estate blends Mediterranean charm with modern upgrades, creating a one-of-a-kind retreat.

1260 Hayne RD, Hillsborough

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

Sold listing courtesy of Nona Ehyaei from COMPS

$4,780,000
5 Beds 4 Baths ML82008142 MLS
GREAT NEW PRICE!! Spectacular single-level home on a flat lot at the end of a cul-de-sac with 5 bedrooms, 3.5 bathrooms, separate office and a bonus media room (not included in square footage). With privacy, views and 2 expansive lawns, this home creates a perfect setting for indoor/outdoor living in Hillsborough. The formal dining room and living room open up onto the back patio and yard, while the chef's kitchen combines a family room and eat-in dining area, With a private patio, the primary bedroom features an ensuite bathroom and walk-in closet. The 5th bedroom is on the far side of the home with separate entrance & bathroom - it could serve as a separate unit or gym. Head outside and there's space for dining, entertaining and playing (don't miss the 2nd large lawn area). .All that and access to a small path to top-rated West Elementary School right across the street! (County records show 3,170 sq ft. Seller converted far left 3rd car garage space into media playroom without permit. Floor Plans As Built, a 3rd party vendor shows square footage as 3439 sq ft which does not include the unpermitted media/playroom), Buyer to satisfy

50 Roberts WAY, Hillsborough

Listed by The Patty Dwyer Group, (650) 931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Fan Wang from KWCU

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

1575 Kingswood DR, Hillsborough

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

Sold listing courtesy of Molly Du from KWSV

$4,760,000
3 Beds 4 Baths ML82005190 MLS
Tucked beneath a canopy of majestic redwoods, this stylish single-level home blends timeless design with effortless indoor-outdoor living, and sits on one of Hillsborough's most coveted streets in Lower South Hillsborough. Fully reimagined in 2017, the residence offers 3 bedrooms, 3.5 bathrooms, and 2,352 square feet of thoughtfully designed space on a nature-filled lot in one of Hillsboroughs most desirable locations. Every room connects seamlessly to the outdoorswhether its the serene backyard retreat off the primary suite or the barbecue-ready dining area just off the kitchen. The open-concept layout is anchored by a chic modern kitchen that flows into two inviting living areas, one with a cozy fireplace perfect for quiet evenings or casual entertaining. Moments from both Downtown Burlingame and Downtown San Mateo, this home offers the perfect balance of tranquility and convenience.

244 Roblar AVE, Hillsborough

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$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

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