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$3,998,000
4 Beds ⋅ 4 Baths ⋅ ML82056870 MLS
Nestled in Hillsborough's prestigious Skyfarm neighborhood, this expansive single-level residence sits on an exceptionally private half-acre lot with sweeping panoramic Bay views and extraordinary potential. Thoughtfully designed for comfortable living and effortless entertaining, the home features four generously sized bedrooms, three-and-one-half bathrooms, soaring vaulted ceilings, floor-to-ceiling windows, rich hardwood flooring, and a wood-burning fireplace. The well-appointed kitchen offers picturesque Bay views, a breakfast bar, and an adjoining breakfast room, while a separate office provides an ideal work-from-home space. Outside, the sprawling grounds showcase a sparkling pool, remarkable privacy, and an expansive backyard with endless possibilities for a sport court, gardens, outdoor entertaining, or a future ADU or guest house (buyer to verify). Additional highlights include owned solar, a spacious three-car garage, abundant storage, and a highly desirable single-level floor plan. Combining timeless architecture, breathtaking views, exceptional privacy, and incredible opportunity, this is a rare chance to personalize a premier property in one of Hillsborough's most coveted neighborhoods.

35 Silk Tree PL, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: Erik Elfving from Compass
$5,999,000
4 Beds ⋅ 4 Baths ⋅ ML82055379 MLS
Located in Lower South Hillsborough, this spacious 3,440 sq ft home offers four bedrooms, three full bathrooms and separate office. The living room and an additional area feature wood-burning fireplaces, adding warmth and charm to the space. The home includes a separate family room and multiple dining options, such as a breakfast room, dining area in the living room, and an eat-in kitchen, All with access to a large sun lit flat back yard. The property comes with a two-car garage and is situated within the Hillsborough City Elementary school district. This residence combines functional living spaces with key amenities in a desirable location.

336 Brentwood RD, Hillsborough

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

$5,510,000
4 Beds ⋅ 3 Baths ⋅ ML82054648 MLS
Exceptional location in a coveted community. Captivating views. Prestigious schools. Stunning pool and spa. Perfect for indoor-outdoor living designed for entertaining - feels like your own personal resort. Open floor plan flooded with natural light. 4 bedrooms with 2.5 baths, huge living room with wood burning fireplace, plus big family room and kitchen breakfast area. The family room, kitchen, and primary bedroom suite, all have sweeping views and direct access to the pool and spa. Extra large laundry room on the bedroom level, expansive 3 car garage with additional work spaces and two very large storage rooms attached. For those few who want to start fresh with a complete custom rebuild, this homes highly desirable expansive lot would be exceptional for a dramatic new design! Do not miss out on your rare opportunity to create a custom estate from the ground up in a highly desirable Hillsborough setting!

1176 Tournament DR, Hillsborough

Listed by Mike Foor, 650-430-6500 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Eric Chu from SGP
$5,995,000
4 Beds ⋅ 7 Baths ⋅ ML82054112 MLS
Offered for the first time in over 40 years, this iconic Hillsborough estate presents a rare opportunity to own a piece of local history. Set within the coveted Lakeview neighborhood on a private cul-de-sac, the home is thoughtfully designed to embrace its breathtaking surroundings, where panoramic Bay and canyon views are showcased through dramatic walls of windows and enjoyed from multiple view decks. Light-filled interiors offer seamless indoor/outdoor living with expansive gathering spaces, four bedrooms, each with an en suite bathroom, a fitness/yoga studio with sauna, and a dedicated media room ready to become the ultimate home theater. Set on an expansive 25,000± sq. ft. lot with over 7,000 sq. ft. of living space, this timeless estate blends privacy, scale, and natural beauty. Ideally located between San Francisco and Silicon Valley, just minutes from SFO, Highway 280, and top-rated public and private schools. A truly rare opportunity to call one of the Peninsula's most prestigious neighborhoods home.

95 Southdown CT, Hillsborough

Listed by Madelyn Brown, 408-761-7776 from KW Bay Area Estates
(If provided) CoList: Scott C. Poncetta from KW Bay Area Estates
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82051481 MLS
Don't Miss the latest updates. Located in a community renowned for exceptional schools, this is a compelling Hillsborough opportunity. Offered at the lowest price per sq. ft. in Hillsborough, it delivers outstanding value in the community & across the Peninsula. Sweeping Bay & San Mateo Bridge views define this home. It features newly painted interiors, hardwood floors & a dramatic great room w/walls of glass overlooking the pool, expansive deck & panoramic viewsan exceptional setting for everyday living & entertaining. Designed for multigenerational living , w/ADU potential, the home offers 2 kitchens, 2 laundry rooms, separate exterior access & living & work-from-home spaces. Main level includes 2 primary suites, powder rm & view kitchen w/stone countertops, generous island, eating area & fireplace. Nearby office offers potential for a 5th BR or primary suite expansion. Lower level includes 2 BRs, full BA, 2nd kit/dining area & flexible bonus room ideal as a 2nd office or craft room. Direct patio, pool & outdoor access makes this level ideal for extended family, guests, caregivers or independent living. Wine cellar, workshop, 2-car garage, oversized driveway & generous storage complete this rare offering w/exceptional views, impressive scale, versatility & unmatched value.

1407 Carlton RD, Hillsborough

Listed by Samia Morgan, 650-678-3633 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

$6,421,000
4 Beds ⋅ 3 Baths ⋅ ML82051272 MLS
Nestled in prestigious Lower North Hillsborough, this distinguished single level residence offers a bright, airy & luxurious living style. The over half acre level lot offers European inspired gardens with flowering plants and meandering foot paths. The impressive front courtyard enters to a grand formal living room with walls of windows overlooking the spectacular gardens & pool area. The spacious family room with fireplace also looks out to the resort style grounds. A formal dining room, ideal for entertaining, is off the beautifully updated kitchen with its comfortable eating area. The laundry room and half bath, so handy off the kitchen, leads to the oversize attached three car garage. The primary suite with access to the gardens, has multiple closets including a large walk in style, and an updated bathroom. Other bedrooms are roomy & cheerful. The grounds feature multiple inviting gathering areas & remarkable landscaping, a large level lawn area, children's play area all with charming winding footpaths throughout. The beautiful pool/spa setting offers exceptional privacy creating a serene retreat space This truly special home offers it all and is so close to all the Burlingame shops, services & restaurants, and all transportation options nearby too! An enchanting home!

2140 Carmelita AVE, Hillsborough

Listed by Brian Boisson, 650-302-6458 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR
$8,250,000
4 Beds ⋅ 6 Baths ⋅ ML82051234 MLS

15 Annescourt, Hillsborough

Listed by Jenny MacLeod, 650-678-4151 from Compass
(If provided) CoList: Gina Haggarty from Compass

Sold listing courtesy of Geoffrey Nelson from CBR
$3,500,000
4 Beds ⋅ 5 Baths ⋅ ML82048490 MLS
Tucked along a private paved brick lane just off coveted Crystal Springs Road, 1050 Merner is a serene retreat surrounded by mature trees and lush landscaping. Offering 4 bedrooms main plus a 1-bedroom ADU, the home is filled with natural light and features recessed lighting throughout, creating a warm and inviting atmosphere. Designed for both comfortable living and effortless entertaining, the outdoor spaces are equally impressive. The expansive wood patio provides the perfect setting for al fresco dining and gatherings beneath the trees, while stairs lead down to a secondary yard complete with a playground and sandbox, creating endless opportunities for recreation and relaxation. Inside, the spacious primary suite offers a relaxing escape with a walk-in closet and beautifully appointed en-suite bath. The versatile ADU and separate studio/office provide exceptional flexibility for guests, a gym, creative workspace, or au pair quarters. A two-car garage offers ample storage and convenient parking. Ideally located with easy access to Alameda de las Pulgas, Highways 92 and 280, and just minutes from both downtown San Mateo and downtown Burlingame, this property combines privacy, functionality, and convenience in one exceptional offering.

1050 Merner RD, Hillsborough

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

$6,998,000
4 Beds ⋅ 4 Baths ⋅ ML82048818 MLS
Sprawling Privacy Meets Elegant Living Hillsborough Welcome to your private estate, a secluded sanctuary tailored for multi-generational family living & spectacular entertaining. Tucked behind a gated driveway on a premier 2-acre lot, this single-family residence offers a blend of luxury, space, & serenity in one of Hillsboroughs most coveted enclaves. Built in 1974, the home spans a generous 3,230 sq. ft. of living space, beautifully designed to celebrate a seamless indoor-outdoor lifestyle amidst lush landscapes. Step inside to discover a bright, expansive floor plan featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Every room offers room to breathe and space to thrive, with large windows inviting natural light and framing views of the verdant, tree-lined grounds. The crown jewel of this estate is its backyard resort. The sprawling, ultra-private acreage features a sparkling pool and outdoor entertaining spaces, creating an idyllic backdrop for weekend barbecues, sophisticated cocktail parties, or quiet mornings listening to the birds.Here, graceful living meets absolute peace of mind. You are minutes from top-rated schools and world-class dining, yet worlds away from the hustle and bustle. Embrace the pinnacle of Hillsborough luxury. Your private sanctuary awaits.

220 Robin RD, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

$5,900,000
4 Beds ⋅ 4 Baths ⋅ ML82048225 MLS
Set on a half-acre, this beautifully appointed home embodies refined California living, introduced by lush landscaping and a striking column-framed entrance. Inside, nearly 3,500 square feet unfold with dramatic architectural design, where soaring ceilings, exposed beams, and expansive glass create a light-filled, open feel. Hardwood and tile floors span thoughtfully designed spaces, including a stunning living room with a floor-to-ceiling brick fireplace, a dining room with a two-way fireplace, a gourmet kitchen with Gaggenau appliances, and a spacious family room. Four bedrooms, many en suite, include a luxurious primary with a jetted tub and steam shower. The backyard offers a resort-like escape with a pool, lawn, patio, and putting green, all in a private setting near parks, downtown San Mateo, downtown Burlingame, and top schools.

34 Roberts WAY, Hillsborough

Listed by DeLeon Team, 650-300-0888 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Eric Chu from SGP
$7,825,000
4 Beds ⋅ 5 Baths ⋅ ML82046534 MLS
For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life, featuring four generous bedrooms along with three full and two half baths. Among its many refined living spaces is a sophisticated library, offering the perfect sanctuary for a home office or quiet reflection. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking grounds outside. Set within a lush, private envelope, the property is defined by stunning curated gardens that create a verdant oasis. These meticulously maintained outdoor spaces provide a level of privacy that is increasingly rare, ensuring a serene retreat. Meticulously cared for and brimming with potential, this is a once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era.

1955 Parkside AVE, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenny MacLeod from APR
$5,200,000
4 Beds ⋅ 4 Baths ⋅ ML82046360 MLS
This stunning Chateau-style residence is gracefully situated on coveted Chateau Drive in the prestigious Carolands area of Hillsborough. Set on approximately .77 acres of gated grounds with Bay views, a circular driveway, and lush mature landscaping, this private estate is offered for the first time since its original construction. Spanning over 4,200 square feet, the home reflects timeless architecture, grand proportions, and light-filled interiors. A gracious entry opens to an expansive living room anchored by a marble fireplace, an adjoining library, and dramatic arched windows framing serene views. The elegant dining room with coffered ceilings and intricate hardwood floors is ideal for entertaining, while multiple covered verandas create seamless indoor-outdoor living. The home offers 4 bedrooms and 3.5 bathrooms, including a lower-level retreat with closet, fireplace, and patio access, well suited for guests, a private office, or extended living. Featuring a spacious family room, dry sauna, 3 fireplaces, dual laundry areas, and a 3-car garage w/ additional driveway parking. Mostly level grounds enhanced with fruit trees offer potential for a pool or ADU, creating a private estate-like setting. A rare offering in a premier sought after location.

555 Chateau DR, Hillsborough

Listed by Tim Allen Alevizos, 650-255-7635 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Shuo Xiang from XLB
$5,795,000
4 Beds ⋅ 5 Baths ⋅ ML82037384 MLS
Occupying a premier setting in one of Hillsboroughs most prestigious enclaves, 260 Robin Road showcases exceptional craftsmanship and timeless design. This completely rebuilt estate offers over 3,800 square feet of refined living space, blending modern luxury with effortless livability. Designed for todays discerning buyer, the home features four luxurious bedroom suites and five beautifully appointed bathrooms, each finished with thoughtful attention to detail. Expansive living spaces and walls of glass frame breathtaking Bay views while filling the home with natural light and creating a seamless connection between indoor and outdoor living. The open kitchen and family room serve as the heart of the home, designed for both everyday comfort and elegant entertaining. Set on a rare two-acre lot, the property offers an extraordinary sense of privacy and scale. A flat, fenced yard provides exceptional usable space for recreation, entertaining, or future amenities. With its elevated setting, stunning views, and beautifully rebuilt interiors, 260 Robin Road represents a rare opportunity to own a truly special Hillsborough estate.

260 Robin RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$6,380,000
4 Beds ⋅ 3 Baths ⋅ ML82043385 MLS
Guest House with full bath, laundry and kitchen on property.

2105 Forest View AVE, Hillsborough

Listed by Emily Smith Silvestri, 650-346-1361 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Christina Ng from APR
$5,900,000
4 Beds ⋅ 5 Baths ⋅ ML82043528 MLS
A MUST SEE, BEST OF THE BEST! Set on a flat, park-like half-acre lot, this beautifully renovated and expanded single-story home blends timeless elegance with modern functionality. A circular paver driveway leads to a covered front porch while also extending to a spacious motor court, providing access to a side-entry three-car garage with 2 Tesla EV chargers. Inside, hardwood floors and recessed lighting enhance a thoughtfully designed layout. A formal living room with a dual-sided fireplace--shared with the family room--flows into the formal dining area. The updated chef's kitchen features quartz countertops, a large island, stainless-steel appliances, abundant cabinetry, and a breakfast nook with a nearby powder room. French doors in the family room open to an expansive patio for seamless indoor-outdoor living. The private wing offers four bedrooms and four updated baths, including a luxurious primary suite with backyard access, dual walk-in closets, & a spa-like bath with soaking tub and glass shower. Grounds include turf lawns, a studio with kitchenette and powder room, a deck, and a pickleball court beneath a sport surface. Solar panels and a Tesla Powerwall add efficiency. 1510 Kingswood Dr represents the very best of Hillsborough living. Don't miss this turnkey masterpiece.

1510 Kingswood DR, Hillsborough

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

Sold listing courtesy of DeLeon Team from DLRPA
$6,700,000
4 Beds ⋅ 5 Baths ⋅ ML82043371 MLS
Elegant transitional Colonial in sought-after lower Hillsborough, set on a private, tree-lined lot. Light-filled interiors with garden views throughout. Kitchen with Carrera marble and Thermador appliances flows into gracious, defined living and dining spaces. La Cantina folding doors open to a resort-style backyard with built-in BBQ, firepit, and multiple entertaining areas. Renovated in 2020 with French oak floors, all new Marvin windows, and updated finishes throughout. Four bedrooms upstairs, including two spacious primary suites. Private, serene setting just moments from North School, Crocker Middle School, and Burlingame Avenues shops and dining

755 Bromfield RD, Hillsborough

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

Sold listing courtesy of The Sharp Group from KWPEN
$4,800,000
4 Beds ⋅ 3 Baths ⋅ ML82042683 MLS
Experience the privacy and tranquility of an estate setting, where serene surroundings are complemented by views of San Francisco and the East Bay. A formal entry welcomes you into expansive living and family rooms filled with natural light, highlighted by soaring ceilings and skylights throughout. The well-appointed floor plan features four bedrooms and three baths, including a spacious primary suite with its own private balconyperfect for enjoying the stunning views. The bright kitchen offers a charming breakfast area, ideal for casual dining and everyday living. Outdoors, a grand patio and pool provide an exceptional setting for entertaining or relaxing in complete privacy. Thoughtfully curated landscaping and mature plantings create a lush, picturesque environment, enhancing the homes sense of retreat. Located within the highly regarded Hillsborough school district, this property offers a rare blend of elegance, comfort, and convenience.

965 Parrott DR, Hillsborough

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

Sold listing courtesy of Mary Jo McCarthy from DP
$6,000,000
4 Beds ⋅ 5 Baths ⋅ ML82042279 MLS

1162 Barroilhet DR, Hillsborough

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

Sold listing courtesy of The Laugesen Team from KWPEN
$4,950,000
4 Beds ⋅ 4 Baths ⋅ ML82040633 MLS
THE BEST OF HILLSBOROUGH! 815 Crystal Springs Rd presents an exceptional blend of luxury, privacy, & resort-style living in one of Hillsborough's most desirable settings. Thoughtfully remodeled in 2016, this 3,345 sq ft residence sits on an expansive 19,598 sq ft lot and offers 4 bedrooms and 3.5 baths, including a beautifully appointed pool house, versatile studio/bonus room, and finished basement. A gated entry opens to a generous paver motor court and oversized finished 2-car garage with EV charging, sink, and refrigerator. Inside, an open-concept layout showcases a formal living room with fireplace, dining area, & a chef's kitchen is with a six-burner gas range, built-in refrigerator, wine refrigeration, and a center island with prep sink & breakfast bar, and family room with wet bar and fireplace. A private office with separate entrance adds flexibility. The covered outdoor living area features a full kitchen, fireplace, TV, heaters, and built-in speakers for year-round enjoyment. The primary suite offers vaulted ceilings, dual closets, and a spa-like bath with heated floors. Grounds include lawn, gardens, fruit trees, peaceful stream, redwoods, and a pool/spa retreat. Close to downtown San Mateo and many top schools. TOO MANY DETAILS TO LIST HERE, a must see so don't wait!

815 Crystal Springs RD, Hillsborough

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

Sold listing courtesy of Phil Houston from APR
$6,500,000
4 Beds ⋅ 4 Baths ⋅ ML82040481 MLS
Tucked at the end of a private cul-de-sac, 720 Endfield Way offers a rare blend of privacy, scale, and panoramic Bay views. This meticulously maintained all ensuite 4-bedroom, 4-bath residence is filled with natural light. Expansive windows frame stunning vistas from Oakland to the San Mateo Bridge viewed from almost every room. Offering 3779 square feet of generous living spaces for refined entertainment and everyday living, including a family room with wet bar and large primary suite with fireplace, sitting area and walk-in closets. Hardwood floors, updated kitchen with quartz countertops and high end appliances. Cultivated gardens, pool, jacuzzi and dedicated raised vegetable beds are situated on the .75 acre lot. A sprawling view deck provides the perfect setting for sunset dinners, morning coffee, and effortless indoor-outdoor living. Rarely does a home combine such privacy, breathtaking views, and lifestyle appeal in one exceptional setting. Located moments from top-rated schools, Burlingame Avenue, and major commute routes, this is an extraordinary opportunity to experience elevated Peninsula living.

720 Endfield WAY, Hillsborough

Listed by Runa Magowan, 415-412-4480 from Coldwell Banker Realty
(If provided) CoList: Amy Conn from Coldwell Banker Realty

Sold listing courtesy of Serena Conti from APR
$4,550,000
4 Beds ⋅ 3 Baths ⋅ ML82037477 MLS
Tucked away, this graceful single-level home exudes timeless charm and quiet sophistication. Sunlight streams through the windows, highlighting elegant hardwood floors and a thoughtfully designed layout that blends comfort with effortless entertaining. A long paver driveway welcomes guests, while 2 fireplaces provide warmth and a sense of home. The kitchen features double ovens and ample space for cooking and gathering. A separate laundry room with access to the backyard adds practical convenience. Step into the serene primary suite with angled ceilings, built ins, and two true walk in closets, complemented by a junior suite and two additional bedrooms. The primary bath features double sinks, a soaking tub, and a walk-in shower, while 2 additional bathrooms serve the home with ease. Outdoors, the property becomes a private sanctuary with mature trees frame a solar-heated pool. A detached garden or art house with skylight and sink provides a charming space for creativity or reflection, while an adjoining wine room offers the ideal setting for storage and tastings. With nearly 2,800 square feet of living space on a half-acre lot, this Hillsborough home offers a rare combination of elegance, privacy, and enduring appeal in one of the Peninsulas most prestigious communities.

915 Link RD, Hillsborough

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA
$5,150,000
4 Beds ⋅ 4 Baths ⋅ ML82037294 MLS
Elevated on nearly one acre of landscaped grounds, this newly updated single-level property offers exceptional scale, flexibility, and presence in a close-in setting. Updates include brand new European white oak engineered floors throughout, newly painted interiors and cabinetry, plus recently remodeled baths and updated HVAC. The foyer opens to a light-filled living room with waterfall view and dramatic two-way fireplace with carved marble surround flanked by built-ins. A generous great room follows, featuring a barrel-vaulted ceiling, expansive wall of glass, formal dining area, and a well-appointed kitchen with granite countertops, large island beneath an operable skylight, premium appliances, and banquette seating. A separate wing has 4 bedrooms and 2.5 baths, including a spacious primary suite with remodeled luxury bath. 3 additional bedrooms include one customized for office use and two with outside access and shared bath. A detached ADU with full kitchen, bath, walk-in closet, and private 2-car garage (in addition to the main home 2-car garage) adds outstanding flexibility. Outdoor living includes paver patios, synthetic lawn, and an outdoor kitchen with gas and conventional barbecues. Excellent Hillsborough schools and just over one mile from Broadway shops and dining.

2260 Summit DR, Hillsborough

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

Sold listing courtesy of Sharlyne Murphy from APR
$9,000,000
4 Beds ⋅ 5 Baths ⋅ ML82036538 MLS
Lower Hillsborough Mid-Century Modern Masterpiece. Walls of glass, soaring ceilings, and resort-caliber grounds define this iconic single-level estate set on a mostly level .716-acre (31,192± sf) lot along one of Hillsboroughs most coveted streets. The 4,670± sf residence showcases a gallery-style entry leading to dramatic living and dining rooms with limestone and granite fireplaces, expansive scale, and seamless indoor-outdoor flow through tall framed glass doors. A perfectly positioned powder room off the main entry offers convenient outdoor access. The stylish chefs kitchen features sleek cabinetry, Wolf 6-burner range with double ovens and grill, 48 Sub-Zero refrigerator, Miele wall oven and microwave, two Bosch dishwashers, and an oversized island with prep sink. An adjacent family room with built-in desks opens to an Ipe deck. The luxurious primary suite opens to the pool, with a spa-inspired bath and heated floors. Three additional ensuite bedrooms provide privacy and comfort. A newly constructed 1,095± sf ADU (2022) with separate address includes full kitchen, living areas, AC, and heated floors. Lush grounds offer pool, spa, pool house with Nano doors, fire pit with built in seating, outdoor kitchen with Lynx appliances, lawn area, solar, EV- outlet, mud/laundry room.

747 Bromfield RD, Hillsborough

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

Sold listing courtesy of RECIP from RCIP
$5,725,000
4 Beds ⋅ 4 Baths ⋅ ML82033948 MLS
Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated layout, anchored by a newly redone open kitchen and family room designed for modern living and effortless connection. The interiors feature all-new flooring, custom cabinetry, and a chefs kitchen appointed with Miele appliances, including an induction cooktop and built-in espresso machine. Expansive new windows and sliding doors fill the home with natural light, complemented by new recessed lighting throughout. Additional highlights include a refreshed fireplace, a stylish wet bar, and a brand-new garage door. Outside, the property has been enhanced with a new metal roof, freshly landscaped grounds, and a new concrete patio, ideal for entertaining or relaxing in the private backyard, with ample space to add a pool and ADU. Tucked away on a private street just minutes from top-rated schools, parks, and downtown conveniences, this turnkey residence is ready for its next chapter.

340 Arden RD, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP
$7,198,000
4 Beds ⋅ 5 Baths ⋅ ML82032401 MLS
Reimagined in 2023, this Carolands estate balances architectural character with modern ease. Light-filled interiors include a wood-paneled library and formal rooms elevated by custom millwork, statement lighting, and book-matched marble. At the heart of the home, the chefs kitchen features a Wolf rangetop, wine fridge, and an expansive social island. This culinary hub flows into a stunning great room, where French doors open to manicured grounds. The home offers four spacious en-suite bedrooms, including a primary suite with garden views, a custom walk-in closet, and a marble spa bath. Outside, the resort-style grounds feature a classic kidney-shaped pool, vibrant gardens, and an expansive lawn. Perfectly positioned near West Elementary and Highway 280, this property offers quiet luxury in the Peninsulas most coveted enclave.

530 Barbara WAY, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR
$4,423,560
4 Beds ⋅ 4 Baths ⋅ ML82032273 MLS
Hillsborough opportunity on expansive 21,789+/- SF mostly flat lot. Classic 2-story SFR offers 2,890+/- SF, 4BD, 3.5BA incl 2 en-suites + 1 BD on main level ideal for guests, office or multi-gen living. Vaulted entry, formal living rm w/wood-burning FP, sep family rm w/2nd wood-burning FP & wet bar w/sink. Spacious eat-in kitchen w/abundant natural light, lg pantry & views of backyard & pool. Formal dining rm overlooks yard & mature trees. South-facing rear exposure provides all-day sun. Private backyard w/functioning in-ground pool serviced weekly. Upstairs primary suite w/updated wood flrs & balcony overlooking backyard; addl BD w/private balcony facing street. 3-car garage w/high-end custom wood garage doors. Comp shingle roof. Fresh interior paint, deep cleaned, ext power washed. Property needs loving care & thoughtful updatesrare chance to customize in prime Lakeview location where updated homes command significantly higher values. Excellent Hillsborough public schools. Minutes to Burlingame Ave, Hwy 280/92, top Peninsula amenities. Exceptional upside, setting & scale.

100 Rizal DR, Hillsborough

Listed by James S. Shin, 650-410-8668 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Craig Ackerman from COMP12
$3,900,000
4 Beds ⋅ 3 Baths ⋅ ML82031459 MLS
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Highlights include chic flooring, tray ceilings, recessed lighting, and expansive picture windows framing the lush, natural surroundings. The open-concept dining area, complete with a fireplace, is accented by French doors that open to a sizable patio and level lawn, perfect for indoor-outdoor living. The chef's kitchen boasts a center island and top-of-the-line appliances, flowing effortlessly into a spacious great room with direct access to a large deck showcasing spectacular views. 3 bedrooms and 2.5 baths are conveniently located on the main level, including a luxurious primary suite with a large walk-in closet and a spa-inspired bath. A 4th bedroom is located on the lower level, offering flexibility for guests, a home office, or additional living space. A long, sweeping driveway bordered by manicured boxwood hedges, vibrant rose bushes, and elegant Japanese maples leads to a 2-car garage with additional storage, completing the appeal of this exceptional, turnkey property.

30 Calaveras CT, Hillsborough

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

Sold listing courtesy of Dzovig Derounian from KWPEN
$12,300,000
4 Beds ⋅ 6 Baths ⋅ ML82029221 MLS

7 Windsor DR, Hillsborough

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

Sold listing courtesy of Rob Decontreras from KWPEN
$6,000,000
4 Beds ⋅ 4 Baths ⋅ ML82027930 MLS
Sophisticated and beautifully updated, 130 Stonehedge Road offers elegant single-level living in one of Hillsboroughs most desirable enclaves. A formal entry leads to a sun-filled living room with expansive picture windows framing views of the lush grounds. The stunning chefs kitchen features premium appliances, a generous island, and custom cabinetry, connecting seamlessly to the casual living room and the formal dining room for effortless daily living and entertaining. A wide hallway leads to four well-placed bedrooms, including a serene primary suite with a spacious walk-in closet and a spa-inspired bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms enjoy excellent natural light and access to beautifully finished bathrooms. A versatile bonus room offers ideal space for an office, gym, or studio, complemented by a well-equipped laundry room and a three-car garage. The backyard evokes a private retreat with a large entertaining deck overlooking an expansive level lawn bordered by mature trees and fresh landscaping perfect for gatherings, play, and relaxation. Located just minutes from Burlingame, top-rated public and private schools, local country clubs, and convenient commuter routes to San Francisco and Silicon Valley.

130 Stonehedge RD, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR
$5,485,000
4 Beds ⋅ 4 Baths ⋅ ML82025814 MLS
Arrive through a grand circular driveway to this beautifully expanded and remodeled 4-bedroom + office, 3.5-bath residence set on a .41-acre flat lot in sought-after Lower South Hillsborough. Inside, classic elegance meets open modern living. The chefs kitchen flows seamlessly into the family, dining, and breakfast areas, overlooking the private backyard with lawn, patio, and mature gardens perfect for entertaining or quiet afternoons at home. The main level also features a formal living room, private office, guest suite with adjacent full bath, and a custom laundry room. Upstairs, the primary suite offers a spa-like retreat with a soaking tub, standing shower, dual sinks, and two additional sun-filled bedrooms sharing a remodeled bath. Located just moments from Burlingame Avenue and downtown San Mateo, and within top-rated South Elementary School and Crocker Middle School, this is timeless Hillsborough livingrefined, walkable, and effortlessly elegant.

310 Ranelagh RD, Hillsborough

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR

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