Hillsborough Waterfront Homes for Sale - Larsen Real Estate Team

5 Beds ⋅ 4 Baths ⋅ ML82053052 MLS

An exquisite property located in the exclusive Skyfarm neighborhood of Hillsborough. Set on over 0.69 acres, this home offers breathtaking views of the Bay, the airport, and downtown San Francisco. It creates a perfect setting for indoor / outdoor living in Hillsborough. The formal dining room and living room open onto the back deck, while the chef's kitchen combines a family room and an eat-in formal dining area with a private patio. The primary bedroom features an ensuite bathroom and a walk-in closet. Top-rated West Elementary School and Crocker Middle School. County records show 3,500 SqFt. 4 Bedrooms, 3 Full Baths. Seller converted the home to 5 Bedrooms, 4 Full Baths, which are permitted.

36 Eugenia WAY, Hillsborough

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

$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

$10,500,000

7 Beds ⋅ 8 Baths ⋅ ML82050881 MLS

Commanding one of Hillsborough's most coveted view settings, this magnificent French-inspired chateau is set on +/-1.05 acres with top-of-the-world sweeping, unobstructed views spanning San Francisco, the Bay, and the East Bay Hills. Designed and custom built by renowned architect Farro Essalat, the estate offers +/-8,145s.f. of impeccably crafted living space that blends timeless elegance with modern comfort. Behind a gated motor court, the home offers 7 bedrooms, 6 full baths, 2 half baths, a library, two family rooms, and a media room. The massive gourmet kitchen & adjoining family room create a warm and inviting hub for everyday living, while the grand formal rooms with soaring ceilings, elegant columns, and French doors open to expansive view-facing terraces. Upstairs, the enormous primary suite includes a lavish marble bath, jetted tub, steam shower, and breathtaking views. The resort-style grounds are equally impressive, with expansive terraces, manicured gardens, a pool & spa, and generous lawn area overlooking the Bay. A substantial lower portion of the property presents potential for a possible tennis or pickleball court and/or an ADU. Combining timeless architecture, unparalleled views, and exceptional privacy, this is one of Hillsborough's most distinguished offerings

225 TOBIN CLARK DR, Hillsborough

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

Sold listing courtesy of Shaun Walter from CBR

$39,888,000

8 Beds ⋅ 13 Baths ⋅ ML82036796 MLS

Sitting on a commanding 2.5 acres atop a Hillsborough promontory with panoramic views, this bespoke estate reflects the vision of MAK Studios authority in modern design. Defined by a sculptural stone, glass and wood facade and a dramatic 22-foot high entry that frames the horizon, this home has 8BR's and options for 2 offices. The culinary program is exceptional: a statement kitchen appointed with Gaggenau appliances and supported by a fully equipped staff dirty kitchen for seamless entertaining at scale. The primary suite is conceived as a five-star retreat, enveloped in full slab marble with a steam shower and integrated smart amenities. Leisure and lifestyle spaces rival those of a private club multiple grand lounges, a state-of-the-art theater, executive office, fitness studio, bar, golf simulator, and a 1,620-bottle wine cellar. Advanced Crestron automation orchestrates lighting, climate, window treatments, and security, while radiant heat, owned solar, tankless systems, and a standby generator ensure efficiency and resilience. Resort-level grounds unfold with a 50-foot pool and spa, fire-lit terraces, manicured lawn, putting green, expansive motor court, and dual two-car garages a rare convergence of design, scale, and setting in Hillsborough.

455 Pinehill RD, Hillsborough

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

$5,600,000

6 Beds ⋅ 8 Baths ⋅ ML82046550 MLS

A rare and irreplaceable work of art. Designed by renowned architect James H. Mitchell in the dramatic Art Deco/Art Moderne tradition, this is one of the Peninsula's most architecturally significant residences. Bold, streamlined geometry and masterful craftsmanship define every elevation of this striking 5,050± sq ft estate, while expansive wraparound decks and architecturally designed terraces off the living room and office invite the outside in, capturing sweeping panoramic views of the Bay, hills, and valley from every room in the home. Situated on a lush 0.71± acre lot, the scale is magnificent and the soul is irreplaceable. A home of genuine artistic pedigree in the heart of Hillsborough's most coveted corridor, near top-ranked schools and effortless Peninsula commuting. Architecture this significant does not come to market twice.

1325 Marlborough RD, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Yvonne Yang 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

$5,800,000

5 Beds ⋅ 4 Baths ⋅ ML82045371 MLS

Located on a private, tree-lined parcel in Hillsborough, this spacious residence offers beautiful canyon views and an inviting indoor-outdoor lifestyle. A grand two-story entry welcomes you into the home and leads to the formal living room featuring vaulted ceilings, a fireplace, and sliding doors that open to the rear deck, perfect for enjoying the scenic setting and outdoor entertaining. Just off the living room is an additional office or flexible space with a wet bar. The main level also features a formal dining room, a kitchen with breakfast area, and family room with vaulted ceilings, and fireplace. The primary suite is located on the main level and includes an en-suite bathroom. This level also offers a half bath and a guest quarters area complete with its own bathroom and kitchenette. A mudroom and attached 3-car garage provide added convenience. Upstairs are three additional bedrooms and a full bathroom. The backyard is designed for entertaining with a pool, expansive patio space, and artificial turf, all surrounded by mature trees for privacy. Conveniently located near shopping and dining in Burlingame as well as commute routes to San Francisco and along the Peninsula. Hillsborough is known for its peaceful residential setting and highly regarded public schools.

65 Falkirk LN, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Amarendra Kumar from SATV01

$10,750,000

7 Beds ⋅ 6 Baths ⋅ ML82044447 MLS

Modern Sanctuary in Lower South Hillsborough. Welcome to 655 Hayne Road, a newly completed modern residence offering privacy and refined California living in one of Hillsboroughs most desirable neighborhoods. Set behind a gated entrance on a mostly flat, usable parcel, the property is thoughtfully designed for seamless indoor-outdoor living. The main residence flows primarily across a single level, with an open-concept layout that connects effortlessly to the grounds and frames serene treetop views. Positioned just off the main living areas, the attached ADU offers a natural extension of the home, well suited for entertaining, guests, or extended stays. With easy access to the pool and outdoor kitchen, it lives as a cabana-style retreat, enhancing the indoor-outdoor lifestyle. A separate lower-level space offers flexibility for a home theater, gym, or game room. The grounds are carefully composed to create a true sense of escape, blending manicured landscaping, open turf areas, and a natural backdrop. Ideally located just moments from South School and with convenient access to Burlingame, San Mateo, and major commute routes. A rare offering that pairs modern design with usable land in a sought-after Hillsborough setting, ideal for refined indoor-outdoor living.

655 Hayne RD, Hillsborough

Listed by Shaun Walter, 650-727-4888 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$8,300,000

6 Beds ⋅ 7 Baths ⋅ ML82039635 MLS

Panoramic Bay views take center stage in this extraordinary estate, w/ sweeping vistas from the SF skyline to the San Mateo Bridge & across the East Bay hills. Set on ~3.4 acres in prestigious Tobin Clark Estate, this property offers rare privacy, scale & presence. Built in 1981 by the areas original developer as his personal residence, it sits on one of the communitys most desirable sites. Spanning ~7,000 sq.ft., the home features grand living spaces, soaring ceilings & expansive windows framing the views throughout. A dramatic foyer w/ curved staircase leads to elegant living & entertaining areas. Spacious family rm w/ bar opens seamlessly to the grounds, while the kitchen w/ breakfast area captures natural light & scenic outlooks. Multiple bedroom suites + dedicated office, incl. a luxurious primary suite w/ fireplace, dual baths, dual walk-in closets & private view balcony. Resort-style grounds feature pool, full-size tennis court, lawns & covered patios. Gated circular drive w/ porte cochère leads to a 3-car garage, completing this rare Hillsborough legacy estate near Silicon Valley & SF.

200 Tobin Clark DR, Hillsborough

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ben Jiang from GVFR

$4,750,000

5 Beds ⋅ 5 Baths ⋅ ML82041555 MLS

Commanding sweeping views of San Francisco, the Bay Bridge, and a glittering skyline, 1340 View Haven is a contemporary Hillsborough retreat designed to showcase its extraordinary vantage point. A private tree lined setting, the home unfolds through a dramatic double-height foyer with a glass-encased staircase and suspended artistic wine display. The house unfolds to expansive, light-filled living areas framed by walls of glass blurring the line between indoors and out. A sleek, European-style kitchen is anchored by a sculptural quartz island and premium appliancesseamlessly flows into dining and family areas, all opening to view terraces designed for elevated entertaining. The house has five bedrooms with a stunning primary bedroom retreat with panoramic outlooks, private balcony, fireplace, and spa-like bath. Outside, a view-facing pool and spa, fire pit, and heated terraces create a space for year round enjoyment. Recent structural enhancements include retrofitting to the deck, foundation, and retaining walls, reinforcing both integrity and longevity.

1340 View Haven RD, Hillsborough

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

Sold listing courtesy of Candace Stadelmann from APR

$70,000,000

6 Beds ⋅ 17 Baths ⋅ ML82024133 MLS

Set on more than 12 secluded acres, Villa de Verano is an ultra-exclusive Hillsborough estate inspired by the elegance of Lake Como. The gated compound offers exceptional privacy, symmetry and scale, with a tree-lined drive leading to a grand motor court & the main residence, guest quarters & sports pavilion. The 12,404 sqft main residence spans 3 levels serviced by an elevator & overlooks the pool, reflection pond & sweeping views of San Francisco Bay. The 4,612 sqft guest house & sports pavilion complement the estate. Interior amenities include a fitness center, theater, game room, spa, & saltwater aquarium. Custom furnishings & art create a unified aesthetic. The grounds include an amphitheater, event lawn, Asian garden with koi pond, swimming pool, reflection pond, open air pavilion, rose garden, redwood grove & English spiral mound. The Sports Pavilion includes a 2 story sports lounge with a viewing platform overlooking a sunken tennis court, pickleball court, volleyball court, badminton court, bocce ball court, horseshoe court, shuffleboard court & putting green. The estate also features an executive length golf course. Upon its completion, Villa de Verano received the CLCA annual Grand Sweepstakes Award for best residential estate completed in the state of California.

3000 Ralston AVE, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jia Xu from TRNX

$9,540,000

6 Beds ⋅ 7 Baths ⋅ ML82032691 MLS

Almost fully rebuilt in 2022, this Santa Barbara-style Mediterranean in Hillsborough blends timeless architecture with modern systems and resort-style living. Interior design by JD Bartell creates a truly special & cohesive residence for daily living & entertaining. The home offers up to 6 bedrooms & 6.5 bathrooms with Venetian plaster throughout, custom white oak floors, seamless cabinetry & doors with a dramatic staircase. This home includes radiant heat and air conditioning with multiple zones, integrated security cameras, lighting & audio. The chef's kitchen features a huge custom book-matched island with top-of-the-line appliances, dual sinks, ample storage, plus a temperature-controlled wine cellar, open to the large family room. Extensive upgrades include 400-amp electrical service, new copper plumbing and wiring, dual internet, 19.5 kWh solar, a 22 kWh Generac backup generator, tankless water heaters, & whole-home water filtration. Resort-style grounds include fruit trees, drought-tolerant landscaping, smart irrigation, a resurfaced pebble pool with water features, travertine hardscape, circular paver driveway, iron gates, and an outdoor BBQ. A rare offering combining architectural character with a more transitional interior full of custom upgrades.

2950 Churchill DR, Hillsborough

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

Sold listing courtesy of Ramez Tabri from ALNC

$12,500,000

8 Beds ⋅ 8 Baths ⋅ ML82032610 MLS

Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities include a private home theatre, gym, tasting room and wine cellar, elevator, and a resort-style backyard with pool house and built-in BBQ. The sparkling pool with water features, multiple lounge areas, and expansive patio create the ultimate setting for entertaining and relaxation.

1215 La Cumbre, Hillsborough

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kia Amini from Compass

Sold listing courtesy of Jenny MacLeod from APR

$9,800,000

7 Beds ⋅ 8 Baths ⋅ ML82032512 MLS

*NO SHOWINGS UNTIL AUGUST 2026* Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views & exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved & vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.

2930 Privet DR, Hillsborough

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

$11,000,000

5 Beds ⋅ 6 Baths ⋅ ML82014791 MLS

Experience timeless luxury at this grand Mediterranean estate, ~7,700 sqft total living space set on ~1.5 acres in the prestigious Tobin Clark area of Hillsborough. Showcasing panoramic views of the Bay and Peninsula. This exceptional property offers an unparalleled lifestyle of elegance, comfort, and privacy. The main residence features ~6,500 square feet of living space, including 5 ensuite bedrooms, each w/ access to a private terrace. A sweeping staircase, custom chandeliers, and soaring ceilings create a dramatic welcome, while the formal living and dining rooms, gourmet kitchen, & wine room provide elegant spaces for entertaining. The primary suite is a private retreat with a sitting area, custom walk-in closet, and spa-like bath. A separate 2 bed 2 bath guest house (~1,200 Sqft) includes its own kitchen, living area w/ fireplace, & private balcony and private garage, perfect for extended stays or multigenerational living. Outdoor amenities include an infinity-edge pool and spa, full-size tennis court, putting green, and multiple entertaining patios surrounded by mature landscaping. Located just minutes from top-rated Hillsborough schools, downtown Burlingame, SFO, and Silicon Valley, this is a rare opportunity to own one of Hillsborough's most iconic view properties.

171 Tobin Clark DR, Hillsborough

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Chris Hylton from APR

$7,780,000

5 Beds ⋅ 7 Baths ⋅ ML82027382 MLS

Built in 2021, this showstopping modern estate captures the essence of California living. Soaring ceilings and walls of glass open completely to reveal breathtaking hillside and Bay views, blurring the line between indoors and out. The designer kitchen stuns with custom rift-oak cabinetry, marble island, and top-tier appliances. An entertainers dream, the outdoor terrace features a built-in BBQ, spa, fire pit, and endless views. Smart home technology, solar power, and a premier Hillsborough location complete this rare modern masterpiece.

60 Glengarry WAY, Hillsborough

Listed by Victoria Yang Surles, 415-818-3603 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Griessel from CCPCR1

$5,300,000

3 Beds ⋅ 4 Baths ⋅ ML82026991 MLS

A Modern Transformation with Sweeping Bay Views! Beautifully remodeled for modern living, this Lower Hillsborough home showcases an open-concept design with wide expanses of glass that frame views across the San Francisco Bay and out to the Bay Bridge and East Bay hills. Natural light fills every room, two gas fireplaces add warmth, and wood-like tile floors unify the open living areas. Expansive formal rooms are complemented by a designer kitchen and family room combination, creating an ideal layout for entertaining and everyday comfort. Rounding out the main level are three spacious bedrooms, including a primary suite that takes full advantage of the views, plus there is a flexible-use lower level with large bonus room and adjoining bath. Outside, an expansive view deck with cable-strung railings and terraced lawns extend the living space, providing ample room for entertaining and play. With its modern transformation, dazzling views, and sought-after Lower Hillsborough setting, this home presents the perfect place to live midway between San Francisco and Silicon Valley.

442 El Arroyo RD, Hillsborough

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$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

$7,500,000

5 Beds ⋅ 7 Baths ⋅ ML82025050 MLS

Regally set on a private +/-0.71-acre lot with sweeping San Francisco Bay views, this +/-7,435s.f. residence offers luxury, privacy, and an exceptional floor plan. The impressive two-story foyer sets the tone for the elegant formal living and dining rooms, complemented by a rich wood-paneled library. The expansive chef's kitchen features a large island, butlers pantry, and sizable breakfast room, and opens to an enormous family room with built-in bookcases, full bar, and direct access to the stunning rear yard. The main level also offers a game room, guest suite with marble bath, laundry room, powder room, and a wide rear staircase. Upstairs are three spacious en-suite secondary bedrooms, plus a versatile bonus room ideal as a 2nd office, nursery, or gym; and the huge primary suite with Bay views, a fireplace with sitting area, private balcony, spa-like bath with steam shower, and dual custom walk-in closets. The beautifully landscaped grounds offer sweeping patios, level lawns, a pool with spa, play/garden area, and an impressive pool house with kitchenette and full bath. A gated driveway leads to a 3-car garage and motor court. With awe-inspiring views, complete privacy, and resort-style amenities, this grand estate offers an unparalleled lifestyle in an extraordinary setting.

1111 Tournament DR, Hillsborough

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

Sold listing courtesy of Jim Arbeed from CBR

$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

$6,780,000

7 Beds ⋅ 6 Baths ⋅ ML82023191 MLS

Vista Southdown: Private Sanctuary, Panoramic Views Main Residence: 6 Bedrooms & 4 Bathrooms | Luxury Dual Story Casita ADU: 1 Bedroom & 2 Bathroom | 5,065 +/- SQ FT | Chefs Kitchen: Thermador Appliances with Dual Wine Fridges & Stone Countertops | Outdoor Paradise: Resort-Style Pool & Spa, BBQ & Sport Court | Bay Views & Lush Grounds: Breathtaking Bay Panoramas, Curated Landscaping and Refined Outdoor Lighting | Primary Ensuite with Large Soaking Tub and Stall Shower | Modern Flooring | Centralized Heating and A/C | Discreetly Protected: Advanced Surveillance Ensuring Comfort and Privacy Nestled among the redwoods with sweeping views of San Francisco and the San Mateo Bridge, 1221 Southdown Road is a modern Hillsborough estate that balances timeless design with contemporary living. Reimagined by designer Ashley Canty, this residence is a statement of style, comfort, and California luxury. The grounds mirror the elegance of the interiors, featuring a sparkling pool and spa, covered loggia, landscaped play areas, turf field, and private terraces for relaxation or recreation. Natural palettes & refined finishes root the home in its hillside setting, with stone, wood, and glass framing the beauty of the landscape. California living at its finest.

1221 Southdown, Hillsborough

Listed by Cullinan Luxury, 650-773-2321 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$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

$10,750,000

8 Beds ⋅ 10 Baths ⋅ ML82021334 MLS

BRAND NEW ECO-FRIENDLY MODERN HOME WITH PANORAMIC BAY VIEWS. DESIGNED FOR ENTERTAINING, THIS 7160SF HOME FEATURES 8 BEDROOMS, 8 FULL AND 2 HALF BATHS, SEPARATE ADU WITH 2 BEDROOMS AND SEPARATE PARKING, OPEN CONCEPT DESIGN WITH NUMEROUS LUXURY FEATURES INCLUDING, 4K MOVIE THEATRE, GAME ROOM, SAUNA, GLASS ENCLOSED WINE CELLAR, AND LARGE INFINITY POOL AND SPA. THE CHEF'S KITCHEN SHOWCASES MIELE APPLIANCES, CLEAF WHITE OAK CABINETS, TAJ MAHAL HONED COUNTERTOPS, AND SEPARATE BUTLER'S PANTRY. THE EXPANSIVE PRIMARY SUITE HAS A COZY FIREPLACE, EXPANSIVE VIEWS, VIEWING PATIO, LARGE WALK-IN CLOSET AND HIS/HERS WATER CLOSETS. ENHANCED BUILT-IN TECHNOLOGY INCLUDES AN UBIQUITI WIFI SYSTEM, SECURITY CAMERAS, ELEVATOR, WHOLE HOUSE AIR AND MOISTURE FILTRATION SYSTEM, SOLAR PANELS AND LUTRON LIGHTING. DESIGNED BY SAFAEI DESIGN GROUP, THIS HILLSBOROUGH ESTATE IS DESIGNED FOR ENTERTAINMENT AND RELAXATION!

1221 Kenilworth RD, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: Sara Masoudnia from Bast Properties, Inc.

Sold listing courtesy of Jane Konovalova from JETS

$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

$6,807,000

4 Beds ⋅ 4 Baths ⋅ ML82020625 MLS

Luxury meets modern design in this stunning +/-4,485s.f. custom home by renowned Mak Studio Architects of San Francisco. Situated on a +/-0.50-acre lot with S.F. Bay views, this 4BR/3.5BA home was designed with impeccable attention to detail and is a sanctuary of modern elegance and tranquility. The open concept layout features soaring ceilings, rich hardwood floors, & dramatic floor-to-ceiling windows throughout. The living room with custom cabinets & sleek fireplace flows seamlessly to an expansive terrace covered by a motorized pergola and features a fire pit & outdoor kitchen - ideal for indoor/outdoor entertainment. The chic dining room with wall-to-wall windows showcases the lush scenery, while the chef's kitchen dazzles with top-tier appliances, island & butler's pantry, and opens to the expansive great room with amazing views. A private office with built-in desks offers the perfect work-from-home space. The lower level features 4 bedrooms, including a Zen-inspired primary suite with a wall of windows, fireplace, custom closets & spa-like bath. A large wine room & media room with rear yard access complete this level. The verdant, private grounds boast a huge level lawn, meandering pathways & multiple fruit & citrus trees. Truly a one-of-a-kind retreat in turnkey condition.

5 Drayton RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI

$8,000,000

5 Beds ⋅ 5 Baths ⋅ ML82020606 MLS

Experience the perfect blend of luxury, elegance & California living in this breathtaking Mediterranean estate. This residence offers unparalleled privacy & sweeping views of the San Francisco Bay & surrounding mountains. A long, gated driveway welcomes you setting the stage for the home's elegant interior. Step inside to a dramatic, light-filled foyer featuring a graceful winding staircase that leads into an expansive living room framed by floor-to-ceiling windows showcasing the spectacular views.The gourmet chef's kitchen is comes complete with a large center island, elegant stone countertops, & top-of-the-line Viking stainless steel appliances. A richly wood-paneled library/office & spacious formal living & dining areas add sophistication, while new double-pane windows enhance comfort & energy efficiency throughout the home.Upstairs a primary suite awaits, featuring a spa-inspired bath with a jetted soaking tub, alongside generously sized bedrooms offering comfort & privacy. The impeccably landscaped grounds create a true oasis, featuring a resort-style pool & spa, & private tennis court. Perfect for both relaxation & entertaining, this property offers an unmatched lifestyle in one of California's most coveted settings.

75 Eugenia WAY, Hillsborough

Listed by Donald Kung, 650-219-8700 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Cici Wang from CBR

$5,210,000

4 Beds ⋅ 5 Baths ⋅ ML82018061 MLS

First time on the market ... ever! Mid-century vibes, SF views & a pool in Hillsborough. What is most striking when you walk in are the walls of glass that capture sweeping views of San Francisco and bathe the home in natural light. The main level flows easily between the living room, dining room, and great room/kitchen, opening to terraces perfect for entertaining and dining. The kitchen features a custom-made copper range hood, large island and new oven/stove. There's also a separate catering kitchen plus an office. The primary bedroom has two sitting areas, ensuite bathroom and walk-in closet. There's 3 more bedrooms downstairs plus a family room. The focal point of the tropical-inspired yard is a spectacular palm tree that sways beside a swimming pool and spa surrounded by lawn and privacy. Don't miss the secret wine-room and various pathways, gardens and surprises throughout the property! Hillsborough is also an ideal place to live situated between San Francisco and Silicon Valley with top-rated public and private schools.

940 Hayne RD, Hillsborough

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

Sold listing courtesy of Jeff Harber from APR

$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

$6,710,000

5 Beds ⋅ 7 Baths ⋅ ML82012120 MLS

Contemporary Wow Factor, hidden Bay-view retreat. Barely visible from the road, this sophisticated haven in the hills commands utmost privacy, vistas, and epic volume.

10 Fawn CT, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

$3,970,000

4 Beds ⋅ 3 Baths ⋅ ML82008148 MLS

CONTEMPORARY CLASSIC WITH A SCENIC GARDEN JOURNEY: Tucked away on a prestigious and rarely offered street, 1431 Carlton Road takes you on a trip where each stop reveals the beauty of the entire journey. The story begins at the heart of Hillsborough, the scenic Lower Lakeview area where canyon crests join jetliner Bay views, and the ambiance feels perfectly lost in time. Circa 1948 Hillsborough, when this home was crafted on a vista plateau, was an exciting period where contemporary designs began blending with traditional, and the inflections of Mid Century started to stylishly inform family comfort. *4 huge bedrooms, plus Office or possible 5th bedroom *Awesome indoor/outdoor flow with rooms stepping out to flat patio, flat lawn, and some Bay view *Recently refreshed with new landscaping, beautiful hardwood floors, designer paint palette and more *Stately living room with 9ft. ceilings, 25 feet long, Bay-view picture windows and yard access *Fabulous new hardscape and lawns *Double Primary Suites on main level (plus Office) plus 2 enormous beds upstairs with 14 ft. vaulted ceilings *Secret side orchard for possible future pool, ADU, or deluxe Bocci Court! *Quiet street of Lower Lakeview 0.9 mile to West School, 1.0 mile to 280 on-ramp, 2.1 mile to Nueva Hillsborough campus.

1431 Carlton RD, Hillsborough

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

Sold listing courtesy of Robin Li from BQG

$3,700,000

4 Beds ⋅ 3 Baths ⋅ ML82007005 MLS

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

35 Anguido CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$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

$4,200,000

3 Beds ⋅ 4 Baths ⋅ ML82006475 MLS

Lower Hillsborough at its best: move-in ready mid-century modern home that was re-imagined in 2017 with an open floor plan,remodeled,kitchen,bathrooms & indoor/outdoor living.At the heart of the home,a custom-made dual-sided fireplace adds a dramatic focal point.The remodeled chef's kitchen equipped with sleek stainless steel appliances(Wolf stove),dual-ovens & custom cabinetry.Floor-to-ceiling dual-paned windows are the highlight of the living room with views of the valley & Bay while formal dining area and piano niche provide warmth with built-in bookshelves.The primary suite with a spa-like bathroom & walk-in closet are on the main level along with one additional bedroom and den, a full bathroom and powder room. Downstairs is your own private oasis with an additional ensuite bedroom,family room,library/game room and access the beautifully landscaped backyard. With a hot tub, fountain, 2 large entertaining patios and views, the outdoor spaces are the perfect complement to the home.The location,with Hillsborough's top ranked public schools,close proximity to San Francisco, Silicon Valley,and easy access to Burlingame shopping/restaurants,makes this an A+ home. County records show 3964 sq ft, Realist 3270 sq ft & floor plan sketch provided by sellers 3390 sq ft.Buyer to satisfy.

525 El Arroyo RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI

$5,050,000

4 Beds ⋅ 4 Baths ⋅ ML81998691 MLS

Welcome to 355 Alberta Way, a custom sanctuary in Hillsborough's Carolands neighborhood. This stunning home boasts a contemporary design with tongue & groove clear-all-heart Redwood siding. It is set on a mostly level half acre lot. This expansive single level floorplan, features a large living room, with soaring ceilings, clerestory windows, bay views, a stunning fireplace and a full-service bar for entertaining. The expansive Primary Suite includes bay views, all the way to Mt. Diablo, high ceilings, walk-in closet and a luxurious bathroom with a soaking tub. Two additional bedrooms with a shared bath complete the bedroom wing. The formal dining room is adorned with parquet flooring and silk wallpaper, leading to an updated kitchen, breakfast area and family room all with patio access and fabulous views of the lush garden and sparkling pool. There is also a large poolhouse with wet bar and full bathroom for fun summertime parties. There is a large flat garden area awaiting your vision. Additionally, next to the family room is a large, en-suite fourth bedroom, which would be a great in-law, au pair, or office.

355 Alberta WAY, Hillsborough

Listed by Austin Herman, 650-773-8652 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$5,200,000

4 Beds ⋅ 3 Baths ⋅ ML81997885 MLS

HILLSBOROUGH SHANGRI-LA! A CONNOISSEUR'S PARADISE THAT LIVES IN THE MOMENT. Behold a lifestyle ready to thrive in the moment, ready to pivot from indoors to outdoors, and ready to imprint your life with a rich architectural feeling. The prestigious Tobin Clark area is one of the Town's newest subdivisions, Hillsborough's best-kept secret! *All luxury flowing on one level * Remodeled designer details including elaborate moldings, archways, ceiling treatments, marbles, Sub-Zero, Thermador, and extensive built-in cabinetry.* Maui? Punta Mita? St. Barts? Your back yard oasis is like being on an exotic vacation every day! Immersed in blooming foliage and sense of seclusion, the resort-caliber saltwater pool and spa features a stone waterfall that cascades for soothing ambiance controlled via timer *Built-in outdoor grilling stations, gas heaters, synthetic lawn area *Secret Terrace Plateau with soaring Bay views * Decadent oversized Primary Suite with bay window seating nook, built-in cabinetry, steam shower, walled-in private patio. * Kitchen/Family Great Room 40 feet across with direct yard access * Huge 3-car garage is comfy & carpeted, ready for overflow playroom, gym, and projects *Easy access to South School, Aragon High, 92, 280 and downtown San Mateo * C'est Magnifique!

50 Sugar Hill DR, Hillsborough

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

Sold listing courtesy of Jenny Lu from MXR

$4,050,000

4 Beds ⋅ 4 Baths ⋅ ML81996931 MLS

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

732 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Vicky Yu from CBR

$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

$8,650,000

7 Beds ⋅ 9 Baths ⋅ ML81993380 MLS

Perched atop a serene cul-de-sac in Hillsborough, this architecturally striking modern estate offers breathtaking, unobstructed views of the SF Bay. Built in 2020, this 7 bedroom and 9 baths home blends cutting-edge parametric design with luxurious functionality, creating a seamless flow between indoor and outdoor living. The main residence features 5 beds, 4 full baths, and 2 half baths, thoughtfully designed with high-end finishes and an open-concept layout that maximizes natural light and panoramic vistas. Floor-to-ceiling windows, sleek contemporary lines, and premium materials define the sophisticated ambiance. A separate ADU with its own private entrance adds versatility, offering 2 bedrooms, 2.5 baths, and a stylish, self-contained living space ideal for guests, extended family, or rental income. Nestled in a private and tranquil court, yet just minutes from downtown San Mateo and Burlingame, this home offers the perfect balance of seclusion and convenience. Enjoy an easy commute to major highways, and access to top-rated Hillsborough schools, making this an exceptional opportunity for those seeking both luxury and lifestyle. Approved plans available for a raised infinity edge pool and 500sqft gym. A rare find in one of the Bay Areas most prestigious communities.

30 Melrose Court, Hillsborough

Listed by Vahid Firouzdor, 650-727-4554 from Compass
(If provided) CoList: from

Sold listing courtesy of Jane Konovalova from JETS

$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

$5,150,000

6 Beds ⋅ 5 Baths ⋅ ML81989632 MLS

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

2625 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Yvonne Yang from APR

$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

$4,100,000

3 Beds ⋅ 3 Baths ⋅ ML81983716 MLS

Welcome to 630 Darrell Road, a meticulously restored and refreshed home offering 2,470 square feet of warmth and sophistication. This charming home features 3 spacious bedrooms and 2.5 bathrooms, perfectly designed for modern living while retaining classic appeal. Upon entering, you are greeted by a formal living room and dining room with elegant crown molding and gleaming hardwood floors. The newly updated kitchen boasts state-of-the-art appliances and sleek quartz countertops, marble backsplash, tons of storage, providing a functional and stylish space for culinary endeavors. The breakfast nook is the perfect place to start your day or enjoy a meal, with stunning views from there and the kitchen. Walk out of the light and airy family room with high ceilings, through the glass doors onto a spacious redwood deck and enjoy the magnificent views. The expansive lot is a true outdoor oasis with great potential, featuring a variety of fruit trees, gazebo, and is ideal for relaxation and entertainment. This home is situated in a desirable Hillsborough neighborhood, known for its tranquil environment and convenient access to local amenities and freeways. Experience the perfect blend of timeless charm and contemporary updates at 630 Darrell Road. Offered for sale at $3,998,000.

630 Darrell RD, Hillsborough

Listed by Ron Kahn, 650-279-0366 from Corcoran Icon Properties
(If provided) CoList: Tere White from Corcoran Icon Properties

Sold listing courtesy of Stanley Lo from GRBA

$6,500,000

6 Beds ⋅ 8 Baths ⋅ ML81981939 MLS

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

990 Yale DR, Hillsborough

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

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$5,900,000

4 Beds ⋅ 4 Baths ⋅ ML81982628 MLS

Welcome to 2915 Summit Drive Hillsborough, located in one of the Peninsula's most desirable neighborhoods. This beautiful estate is situated on 1.56 acres (67,674 Sq. Ft ) of notably level and flat land at the crest of Northern Hillsborough. 2915 Summit Drive provides the perfect canvas to realize your dreams whether by way of expanding the existing structures or an entirely new development. Enjoy breathtaking morning views as far north as South San Francisco from the orchard located at the entrance to the property as well as a stunning panoramic view of the San Francisco Bay from the rear courtyard overlooking the canyon. The existing layout consists of a 3,570-square-foot, single-level residence with a total of 4 bedrooms and 3 ½ baths, including the attached guest quarters. The future looks bright for the next generation as this unique property is located within the prestigious Hillsborough School District. 2915 Summit Drive is centrally located minutes from both the Trousdale Drive and Black Mountain Road freeway entrance to Interstate 280, and rests in close proximity (7.9 miles) to San Francisco International Airport. This is a truly rare and unique opportunity in a prime location, perfect for designing the estate you've been dreaming about!

2915 Summit DR, Hillsborough

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

Sold listing courtesy of Steven Than from VSRTY

$5,350,000

4 Beds ⋅ 4 Baths ⋅ ML81981786 MLS

A rare find in Skyfarm Hills, this home offers stunning views of the San Francisco Bay and luxurious living. This exquisite 4-bedroom, 4-bath residence features an inviting formal living room with a cozy fireplace, a formal dining room with custom wainscoting, and a spacious kitchen that seamlessly connects to a wood-paneled family room. The main level master suite boasts breathtaking views from its private balcony, while two additional bedrooms and a full bathroom add convenience. Downstairs, enjoy a recreation room with a wet bar and an additional bedroom suite. The outdoor space features a sparkling pool and lush yard, all set against a picturesque backdrop. Conveniently located between San Francisco and Silicon Valley, this exceptional property is your perfect sanctuary in Skyfarm Hills.

2970 Privet DR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$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

$5,000,000

4 Beds ⋅ 4 Baths ⋅ ML81979472 MLS

This exquisitely designed single-story home perfectly blends MODERN AMENITIES with Hillsborough's natural beauty. Located on a PRIVATE, QUIET CUL-DE-SAC, it features a contemporary interior, an expansive lot, & STUNNING SAN FRANCISCO BAY VIEWS. Inside, the OPEN FLOOR PLAN is filled w/ natural light from tall windows, glass doors, and skylights, creating an airy ambiance. Elegant, recessed lighting & hardwood flooring add sophistication. Ideal for entertaining & hosting, this updated home includes a spacious family room, living room, oversized sitting room, a versatile fourth bedroom/office, & a formal dining room. The CHEF'S KITCHEN boasts stainless-steel appliances & sleek finishes, perfect for those who love to cook. The retreat primary bedroom offers a walk-in closet, outdoor access, & a luxurious spa-like bathroom w/ a jetted tub, stall shower, and double vanity. An additional guest suite is perfect for guests. Outside, enjoy a SPORTS COURT & an extra-wide deck in the private backyard w/ breathtaking Bay views, ideal for both relaxation & family fun. A TESLA POWERWALLS & SOLAR PANELS provide enough power for the whole house when needed. With top-rated schools and easy access to Highway 280, this home combines location, amenities, and charm for the ultimate living experience.

250 Darrell 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

$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

$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

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