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973 Baileyana RD, Hillsborough
$6,300,000
5 Beds ⋅ 4 Baths ⋅ ML82041280 MLS
Experience refined California living in this exceptional Spanish Revival estate in coveted Lower North Hillsborough. Designed for seamless indoor-outdoor living, the home blends timeless architecture with resort-style amenities in a private, beautifully landscaped setting. Light-filled interiors feature a sunken living room with beamed ceiling, an arched entry to the formal dining room, and a chefs kitchen with marble countertops and center island with breakfast bar. The adjoining family room opens to the grounds and features walls of windows, creating both abundant natural light and effortless flow. A desirable ground-floor bedroom suite offers flexibility for guests or extended living, while four additional bedrooms upstairs include a serene primary suite. The backyard is truly a retreat with a resort-style pool, spa, and waterfall, multiple seating areas, and lawn space for play. An outdoor kitchen with built-in grill and a pizza oven connects to a patio with heaters and adjacent al fresco dining area - both ideal for effortless entertaining. Moments from downtown Burlingame, Hillsborough's top-rated schools, and key commute routes, this is a rare offering that combines luxury, comfort, and an exceptional lifestyle in one of the Peninsulas most prestigious neighborhoods.

973 Baileyana RD, Hillsborough

Listed by The Dwyer Group, 650-759-4409 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Sudano from CBR
2496 Butternut DR, Hillsborough
$6,250,000
5 Beds ⋅ 7 Baths ⋅ ML81989352 MLS
NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the left of the foyer, a refined living room with a tasteful fireplace. On the right, a great room that integrates both the kitchen, dining area, and family room; ideal for hosting guests. The high-end, modern chef's kitchen is equipped with top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! EVERY BEDROOM IS EN-SUITE with a pristine bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay, some of the best Hillsborough has to offer. The backyard features a sparkling pool and expansive lawn, with several patio sections and a BBQ area. This home encompasses luxury and practicality, with access to prestigious schools and the convenience of Highway 280. DO NOT MISS OUT, START 2025 WITH A BANG!!!

2496 Butternut DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR
40 Eugenia WAY, Hillsborough
$6,175,000
5 Beds ⋅ 5 Baths ⋅ ML82061953 MLS
Commanding a 0.721-acre promontory in Hillsboroughs coveted Skyfarm neighborhood, this exceptional five-bedroom, five-bathroom residence is defined by scale, privacy, and an intimate connection to the landscape. Framed by breathtaking, unobstructed canyon views, the property delivers a private resort experience right at home, complete with a crystal-clear pool set against sweeping natural vistas. Designed for both grand entertaining and effortless daily living, the generous floor plan features a custom wine room and a convenient elevator, offering exceptional comfort, privacy, and seamless indoor-outdoor flow. Exceptional storage and vehicle accommodation abound with an oversized 4-car garage, ideal for car enthusiasts, extra storage, or potential workshop space. Situated on premier grounds in one of Northern Californias most coveted enclaves, this residence seamlessly unites architectural scale, ultimate privacy, and an idyllic natural setting. Offering access to Hillsboroughs top-rated public schools, the home stands as a refined expression of contemporary California luxury where architecture, landscape, and everyday life harmoniously converge high above the canyon.

40 Eugenia WAY, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR
15 Mc Kenzie CT, Hillsborough
$6,150,000
6 Beds ⋅ 4 Baths ⋅ ML82061801 MLS
HILLSBOROUGH'S TOP LOCATION! This rare and exceptional Mid-Century Modern architectural gem, designed in 1958 by acclaimed architect Charles Bolton White, is tucked away on one of Lower South Hillsboroughs most private and sought-after cul-de-sacs, with just three homes on the court. Set on a mostly level, sun-filled half acre, this graceful 6-bedroom, 4-bath residence is surrounded by Japanese-inspired gardens, graceful maples, mature oaks and towering redwoods, creating a serene, park-like setting. Designed for architecture and nature to exist in perfect harmony, the home features soaring ceilings, walls of windows opening to the rear gardens, warm redwood walls, a spacious family room and generously sized bedrooms. The private primary suite enjoys beautiful pool and garden views and an ensuite bath. Outdoors, a sparkling pool, expansive entertaining patios and generous level play areas capture quintessential indoor-outdoor California living. A separate fruit-tree meadow offers added privacy and an ideal setting for a future ADU. Meticulously maintained and beautifully preserved, this extraordinary Hillsborough residence is ready for its next chapter.

15 Mc Kenzie CT, Hillsborough

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

Sold listing courtesy of Laura Bryant from KWPEN
860 Longview RD, Hillsborough
$6,150,000
5 Beds ⋅ 5 Baths ⋅ ML82060425 MLS
Set against stunning Bay views, this Ranch style home blends timeless mid-century modern character with spacious, light filled living. Approximately 4,560 square feet of living space offers five bedrooms and four-and-a-half baths, with an inviting combination of formal and informal rooms. The main bedroom wing is thoughtfully arranged with a spacious primary suite, plus two additional bedrooms connected by a bathroom. A guest suite is conveniently located off the kitchen and laundry area, while the lower level -- with its own exterior access offers a potential fifth bedroom and full bath. The lower level provides even more flexibility, with an additional room perfect for an office, second family room or game room. Abundant natural light fills the home, while expansive windows capture the spectacular Bay outlook and create a strong connection to the private, mostly level grounds. The formal dining room and family room both have access to the backyard with a swimming pool and generous outdoor spaces. Architectural character, generous scale, versatile living spaces, privacy, and breathtaking views all paired with top-rated public schools. Perfect Mid-Peninsula location.

860 Longview RD, Hillsborough

Listed by The Dwyer Group, 650-759-1593 from Compass
(If provided) CoList: from

Sold listing courtesy of Heather Hansen from APR
100 Southdown CT, Hillsborough
$6,000,000
3 Beds ⋅ 4 Baths ⋅ ML82062299 MLS
This gated Hillsborough estate commands one of the finest views in town. Sweeping San Francisco vistas from the living room, dining room, and kitchen even dishwashing becomes a moment to savor as city lights twinkle! The expansive main deck one of four throughout the home provides views stretching from San Francisco to San Mateo and beyond. The primary suite offers a walk-in dressing room and spa-like bathroom, joined by two additional en-suite bedrooms and a versatile bonus room, currently staged as a 4th bedroom with sitting area. A 2-car attached garage with private gated entry completes this rare offering where every day is a room with a view! All that, plus award-winning schools, close to San Francisco and Silicon Valley and minutes to 92, 101 and 280.

100 Southdown CT, Hillsborough

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

Sold listing courtesy of Tammi Michael from APR
336 Brentwood RD, Hillsborough
$6,000,000
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

Sold listing courtesy of Sabrina Hager from COMP
95 Southdown CT, Hillsborough
$6,000,000
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

Sold listing courtesy of Madelyn Brown from KWLGE
1162 Barroilhet DR, Hillsborough
$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
130 Stonehedge RD, Hillsborough
$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
1735 Crockett LN, Hillsborough
$6,000,000
4 Beds ⋅ 3 Baths ⋅ ML82025145 MLS
A rare opportunity. Located in the coveted lower-Hillsborough Ryan Tract Neighbourhood. 1735 Crockett Lane is an ideal home for entertaining! The home is located on a quiet cul-de-sac. The common area includes a family room, breakfast nook, formal dining room, and formal living room area. This one story 4-bedroom 3 bath home is expansive and private. Plenty of storage space. Located on a private lot with a generally flat backyard on a desirable cul-de-sac street. High ranked school district. North School, Crocker Middle School, and Burlingame High School. Located near Downtown Burlingame with plenty of stores and restaurants. There are an additional bedroom and bathroom located on the opposite side of the common area. Over the years this has been used as a bedroom or office, but it is ideal for a possible au-pair suite or in law suite. Possibility to expand home to 4500 SqFt and add an additional dwelling unit (ADU). Buyer to verify all information prior to close of escrow and removal of all contingencies.

1735 Crockett LN, Hillsborough

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

Sold listing courtesy of John Pang from VHVOG
590 Remillard DR, Hillsborough
$5,923,125
3 Beds ⋅ 3 Baths ⋅ ML82034635 MLS

590 Remillard DR, Hillsborough

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

Sold listing courtesy of Sophia Waldman from SIR
34 Roberts WAY, Hillsborough
$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
1510 Kingswood DR, Hillsborough
$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
300 Glendale RD, Hillsborough
$5,860,000
5 Beds ⋅ 5 Baths ⋅ ML82026911 MLS
LOWER SOUTH CHALET: ARCHITECTURAL SIGNIFICANCE MEETS FAMILY WARMTH! Homes are simply not built with this high style anymore! A rarity to the market, this is an architecturally significant statement equally at home as a fine art gallery or warm and cozy family retreat. Sophistication cascades throughout truly ENORMOUS room sizes, while never compromising daily function and inviting indoor/outdoor character. In the heart of Lower South Hillsborough, we celebrate one of the San Francisco Peninsula's top luxury enclaves, a neighborhood ranking within the Top 10 on median sales price in the United States, decade after decade. Around the corner from $18,000,000 estates, less than a mile from Crystal Springs Uplands, just 1.4 mile from North Elementary, 1.7 mile to downtown Burlingame Ave Apple Store. The romance of the Chalet is the theme: rustic charm with contemporary features. Sequestered within noble trees, imbued with spirit of a special-occasion getaway, & arresting in design flair, this is your conversation piece. | 5 beds, 4.5 baths | Expanded & Updated by acclaimed architect John A. Matthews, AIA | Huge Master Suite | Side Party Terrace | Separate Pool Area | Mill Valley-style woodsy vibes w/easy ADU potential | 4-car attached garage + motor court for basketball & yard access

300 Glendale RD, Hillsborough

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

Sold listing courtesy of Disen Cai RE Group from KWPEN
739 El Cerrito AVE, Hillsborough
$5,800,000
3 Beds ⋅ 3 Baths ⋅ ML82061884 MLS
Set on a private, gated .86 acres of stunningly landscaped grounds, this exceptional contemporary residence was extensively remodeled to perfection in 2017. Floor-to-ceiling glass walls throughout fill the interior spaces with natural light and create a seamless connection to the serene outdoors. A gracious foyer leads to an elegant living and dining room ensemble wrapped in walls of glass, with a chic fireplace adding warmth and intimacy. The amazing chefs kitchen is anchored by a dramatic center island, ample cabinetry, and generous counter space. Huge sliding glass doors open to a large deck, creating an idyllic setting for morning coffee, dining, or relaxed entertaining. The primary suite features an expansive glass wall with sliding door, a romantic fireplace, huge walk-in closet, and remote-controlled blinds. Two additional bedrooms with dedicated bathrooms offer flexibility, with one beautifully arranged as an office with custom cabinetry and desks. Outside, majestic trees, meandering creek, incredible landscaping, expansive synthetic turf, and wrap-around decking create a truly magical park setting. Extending from El Cerrito to Rockridge Drive, this property offers a rare sanctuary where architecture, light, landscape, and contemporary luxury exist in effortless harmony.

739 El Cerrito AVE, Hillsborough

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

Sold listing courtesy of Cortney Laugesen from KWPEN
65 Falkirk LN, Hillsborough
$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
260 Robin RD, Hillsborough
$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
1306 Marlborough RD, Hillsborough
$5,750,000
3 Beds ⋅ 2 Baths ⋅ ML82048610 MLS
Charming single-level home set on an expansive approx. 0.69 acre lot in one of Hillsboroughs most desirable neighborhoods. Privately tucked behind lush landscaping and a gated entrance, this 3-bedroom, 2-bathroom residence offers timeless character, beautiful well-maintained oak hardwood floors, and a inviting layout designed for everyday living and entertaining. The open living and dining areas feature a cozy gas fireplace and picturesque corner windows overlooking the manicured grounds and gardens. The remodeled chefs kitchen is equipped with premium Thermador stainless steel appliances including a 36-inch gas range and refrigerator, beverage fridge, Bosch dishwasher, and sunny breakfast nook. Additional highlights include Marvin windows, updated lighting, Nest thermostat, laundry room, and 2-car garage with EV charger. The outdoor spaces are exceptional with expansive lawns, mature landscaping, spacious entertaining patio, gas fire pit, built-in basketball hoop, in-ground trampoline, and swing set. Ideally located with convenient access to downtown Burlingame, boutique shopping, restaurants, parks, top-rated schools, Highways 280 & 101, and San Francisco International Airport. A rare opportunity to enjoy exceptional indoor-outdoor living in a premier Hillsborough location.

1306 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 Jenn Gilson from MCGR
740 Clydesdale DR, Hillsborough
$5,750,000
5 Beds ⋅ 4 Baths ⋅ ML82042541 MLS
Regally situated on a majestic +/-0.58-acre lot, this classic colonial estate blends timeless architectural elegance with modern living space, and private, resort-like grounds designed for both comfort and enjoyment. Spanning +/-3,545sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant marble foyer, a sophisticated living room with grand fireplace, and a graceful formal dining room. The sunny kitchen, complete with breakfast bar and cozy nook, flows seamlessly into a bright sunroom opening to the exceptional rear yard. Steps away, a family/media room with fireplace and bar offers relaxed living and effortless entertainment. The main level also features a private guest bedroom or office with full bath, a laundry room, and chic powder room. Upstairs, 3 sizeable bedrooms are serviced by a hall bath, while the lavish primary suite with large walk-in closet and spa-inspired bath provides a serene retreat. The resort-like grounds feature mature landscaping, a sweeping level lawn, pool, hot tub, BBQ, custom playhouse, and ample space to explore. Added highlights include a 3-car-attached garage with abundant storage and large attic. Located near top-rated schools and major commute routes, this distinguished estate delivers exceptional indoor-outdoor living in a tranquil setting.

740 Clydesdale DR, Hillsborough

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

Sold listing courtesy of Cullinan Luxury from KWPEN
746 Jacaranda CIR, Hillsborough
$5,750,000
6 Beds ⋅ 7 Baths ⋅ ML82033179 MLS
A Hillsborough masterpiece: grand, expansive, & full of timeless Neoclassical charm with modern-traditional elegance, offering resort-style living in the coveted Skyfarm neighborhood. This prestigious estate welcomes you w/ a stately four-column façade, grand double doors, & dramatic foyer. Sun-filled formal living & dining rooms set the tone for entertaining, while the gourmet chefs kitchen features granite countertops, custom cabinetry, high-end appliances, & pass-through bar seating w/ direct backyard access. The family room impresses w/ exposed beam ceilings, wood-paneled walls, a wet bar, & floor-to-ceiling brick fireplace. Boasting 6 bedrooms, multiple en-suites, 2+ bonus rooms, abundant storage, & a lounge area w/ sink by the four-car garage, this home offers flexibility for family, guests, & work-from-home living. The primary suite includes a private balcony overlooking the backyard, pool, & tennis court, ready for resort living. Outdoor amenities include BBQ/lounge areas, mature trees, & a full-size tennis court, perfect for entertaining. Close to Downtown Burlingame, HWY 101, San Francisco, & Silicon Valley, this rare estate delivers prestige, privacy, & extraordinary living in one of Hillsboroughs most desirable neighborhoods.

746 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
340 Arden RD, Hillsborough
$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
2323 Summit DR, Hillsborough
$5,628,000
5 Beds ⋅ 5 Baths ⋅ ML82036647 MLS
Classic elegance and timeless character define this exceptional three-level Mission Spanishstyle estate set on approximately 0.48 acres in sought-after Lower North Hillsborough. Rich in architectural charm, the home welcomes you with a grand entry hall and sweeping staircase leading to expansive living spaces designed for both refined entertaining and comfortable everyday living. The impressive living room features a dramatic high beamed ceiling and fireplace, while the living and formal dining rooms open to a covered porch capturing filtered Bay views. The formal dining room accommodates large gatherings and flows seamlessly into a gourmet eat-in kitchen with island and top-of-the-line appliances. A main-level bedroom and full bath offer flexibility for guests or extended family. Upstairs are three spacious bedrooms and beautifully updated baths providing peaceful private quarters. The lower level includes a large family room with fireplace and access to a secluded patio, plus an additional bedroom, bath, and versatile bonus space ideal for a gym, office, or game room. Mature landscaping, fruit trees, and multiple seating areas create a serene outdoor retreat. A rare opportunity to enjoy privacy, space, and classic Hillsborough elegance.

2323 Summit DR, Hillsborough

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Kristin Lum from SGP
1325 Marlborough RD, Hillsborough
$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
1176 Tournament DR, Hillsborough
$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
10 Salmark CT, Hillsborough
$5,500,000
5 Beds ⋅ 5 Baths ⋅ ML82042651 MLS
Privately set on a serene cul-de-sac, this gated estate is a refined expression of scale, light, and California indoor-outdoor living. A circular drive introduces a grand entry and sweeping staircase, with soaring ceilings elevating the formal living and dining spaces. At the heart of the home, a crisp white chefs kitchen flows effortlessly into the family room and out to curated gardens and expansive decks, mature trees, and a grassy play space, designed for effortless entertaining. Each of the 4 upstairs bedrooms opens to a balcony, while the primary suite unfolds as a true retreat complete with wraparound canyon views, a dressing area, and a spa-inspired bath. Don't miss this rare offering defined by privacy, elegance, and award-winning Hillsborough schools.

10 Salmark CT, Hillsborough

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

Sold listing courtesy of Jingya Ji from CBR
310 Ranelagh RD, Hillsborough
$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
135 Stonehedge RD, Hillsborough
$5,350,000
3 Beds ⋅ 2 Baths ⋅ ML82046633 MLS
Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

135 Stonehedge RD, Hillsborough

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass

Sold listing courtesy of Geoffrey Nelson from CBR
442 El Arroyo RD, Hillsborough
$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
745 Endfield WAY, Hillsborough
$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

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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