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925 Seabury RD, Hillsborough
$19,800,000
6 Beds ⋅ 11 Baths ⋅ ML82037186 MLS
At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices, & a detached guesthouse provide outstanding flexibility for family, guests & extended stays. Grand public rooms are designed for formal entertaining supported by a chefs kitchen equipped to accommodate large-scale gatherings. The lower level is dedicated entirely to recreation & entertaining, offering multiple lounges, a commercial-quality cinema, an extensive wine cellar designed for a significant collection, a full bar, second kitchen, and a well-appointed gym w/steam shower & sauna. Outdoor amenities rival those found at private resorts. The grounds feature an oversized pool and spa with rock waterfall, expansive terraces, a covered loggia with full outdoor kitchen, and regulation-size tennis court currently surfaced for basketball. This is a property where scale, amenities, & location come together for an exceptional lifestyle.

925 Seabury RD, Hillsborough

Listed by Zach Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR
140 Tobin Clark DR, Hillsborough
$6,888,000
5 Beds ⋅ 6 Baths ⋅ ML82037136 MLS
Highly sought after property in the Tobin Clark Estate neighborhood, this property offers expansive, panoramic views overlooking the San Francisco Bay and Peninsula. Spanning over 6500 sq ft, this impressive east-facing residence offers 5 bedrooms, 5.5 bathrooms with a bonus media room, combining scale, elegance, and everyday functionality. A grand foyer welcomes you into the formal living and dining rooms, creating an immediate sense of sophistication. The main level's great room seamlessly integrates the kitchen and family room in an open-concept layout ideal for modern living, while a versatile flex room nearby enclosed by double french doors offers the perfect space for a playroom, secondary family room, office, or private gym. Panoramic bay views can be enjoyed from the kitchen, family room, formal living room, stairway, and primary suite. The expansive updated upstairs primary bedroom features multiple sitting areas and a private balcony showcasing some of the home's most breathtaking views of the Peninsula and water. A gated driveway leads to a spacious three-car garage with additional guest parking, offering both privacy and convenience.

140 Tobin Clark DR, Hillsborough

Listed by Andrew Law, 408-718-0767 from eXp Realty of Northern California, Inc.
(If provided) CoList: Scott Kao from eXp Realty of Northern California, Inc.

Sold listing courtesy of Sophia Wong from KWPEN
3000 Ralston AVE, Hillsborough
$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
2950 Churchill DR, Hillsborough
$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
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
1215 La Cumbre, Hillsborough
$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
2930 Privet DR, Hillsborough
$9,800,000
7 Beds ⋅ 8 Baths ⋅ ML82032512 MLS
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

45 Calaveras CT, Hillsborough
$10,200,000
8 Beds ⋅ 7 Baths ⋅ ML82032410 MLS
Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover soaring ceilings that create an open and inviting atmosphere, complemented by an abundance of natural light that fills every corner. The expansive first floor features a massive entertainment deck, perfect for hosting gatherings or simply relaxing amidst nature. With a total of 8 bedrooms, including master suites on each level, this exceptional home is perfect for large families or multi-generation living.

45 Calaveras CT, Hillsborough

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

Sold listing courtesy of Greg Browman from 7A895
1080 Macadamia DR, Hillsborough
$6,750,000
5 Beds ⋅ 6 Baths ⋅ ML82031249 MLS
An architectural statement of grand scale and enduring quality, this stately Skyfarm residence is nestled behind a mature landscape of majestic evergreens, offering privacy and a seamless connection to its natural grounds. Spanning 5,770± sq. ft. on an expansive 32,633+/- sq. ft. lot, the home is in pristine original condition and is poised for the next generation family to infuse with their own vision. The interior is defined by classic precision: refinished hardwood floors, raised wood paneling, crown molding, bay windows and Old World quality. A two-story foyer with chandelier leads to the grand living room, featuring a distinguished fireplace and backyard views, a formal dining room for refined venues, an eat-in kitchen, anchored by a center island, and an adjoining family room with a masonry fireplace and window wall blurring the boundary between indoors and the sprawling rear grounds. A spacious primary suite featuring generous wardrobe space and a scenic view headlines the upper level. Beyond the residence, irrigated grounds with sweeping lawns and patios create a private, park-like retreat. 1080 Macadamia Drive is a rare convergence of scale, land, and lifestyle.

1080 Macadamia DR, Hillsborough

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR
171 Tobin Clark DR, Hillsborough
$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 Windsor DR, Hillsborough
$12,300,000
4 Beds ⋅ 6 Baths ⋅ ML82029221 MLS

7 Windsor DR, Hillsborough

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

Sold listing courtesy of Rob Decontreras from KWPEN
20 Pine CT, Hillsborough
$12,400,000
5 Beds ⋅ 7 Baths ⋅ ML82028559 MLS
Stunning Custom Built New Construction Home with Breathtaking Views. Formal Entry. Elegant Living Room with High Ceilings and Floor-to-Ceiling Windows. Chef's Eat-in Kitchen with Center Island with Sink, Pantry, and Ample Natural Light. 5 Spacious Bedrooms. 5 Beautifully Designed Full Bathrooms and 2 Half Bathrooms. Primary Suite Retreat Features Double Sinks, Standalone Tub, Stall Shower, and Walk-in Closet. Main Floor Bedroom Suite. Upper Level Features Separate Family Room with Bar and Half Bathroom. Exterior Features Includes Sparkling Pool, Outdoor Kitchen, and Floating Deck. Lovely Landscaped 1.33+/- Acre Lot with Breathtaking Views. Award Winning Hillsborough Schools

20 Pine CT, Hillsborough

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Kalina Wasman from COMPS
60 Glengarry WAY, Hillsborough
$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
1485 Oak Rim DR, Hillsborough
$7,318,000
5 Beds ⋅ 6 Baths ⋅ ML82025896 MLS
THE BEST OF THE BEST IN HILLSBOROUGH. Award-Winning architectural design meets timeless farmhouse elegance. Previously featured in Modern Luxury Silicon Valley Magazine, this home was meticulously remodeled & redesigned in 2017 by both an award-winning designer & architect. A stunning blend of modern farmhouse designs and contemporary elements, this exceptional estate is crafted for stylish living and effortless entertaining. Eco-minded design and sustainable elements create a healthy, harmonious environment throughout. The expansive indoor-outdoor layout offers formal and informal living and dining areas, a grand kitchen with a Taj Mahal quartzite island that seats 12, plus 5 bedrooms, 5.5 spa-inspired bathrooms, a loft, office, and soaring vaulted beam ceilings. Enjoy multiple en-suites, sliding barn doors, large windows / glass doors, and a seamless kitchen/family room retreat. The resort-style grounds include a terraced garden, lush lawn, outdoor kitchen, fire-pit lounge, hot tub with natural rock waterfall, pool, sport court, & a spacious outdoor gym / pool house with full bath. Approved plans for an 800 sq. ft. ADU add even more opportunity. Moments to top-rated schools including Nueva, Crystal Springs Uplands, and other acclaimed schools. TOO MUCH TO LIST HERE.

1485 Oak Rim DR, Hillsborough

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

Sold listing courtesy of Mitch Wong from APR
30 Live Oak LN, Hillsborough
$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
1111 Tournament DR, Hillsborough
$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
1535 Lakeview DR, Hillsborough
$6,850,000
6 Beds ⋅ 7 Baths ⋅ ML82024643 MLS
Set amid the rolling hills of Hillsborough, 1535 Lakeview Drive is a distinguished estate that pairs timeless elegance with modern comfort. Tucked behind a gated driveway, the home sits regally surrounded by mature trees and manicured landscaping that evoke a sense of privacy. This 6-bedroom, 6.5-bath residence spans approximately 6,690 square feet on a nearly one-acre lot, offering generous space for both everyday living and entertaining. Inside, airy living areas are framed by large windows that connect the indoors to the surrounding greenery. The homes thoughtful floor plan features multiple gathering spaces, including formal living and dining rooms, a spacious family room, and a chefs kitchen designed for connection and ease. Each bedroom suite is its own retreat, while the primary suite offers serene garden views and spa-inspired amenities. Outdoors, the lush grounds invite year-round enjoyment with terraced patios, winding pathways, room to add a pool and ideal for entertaining. 1535 Lakeview Drive embodies the best of Hillsborough living, refined, private, and effortlessly grand

1535 Lakeview DR, Hillsborough

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

Sold listing courtesy of Mary Bee from CBR
1600 Marlborough RD, Hillsborough
$14,980,000
7 Beds ⋅ 8 Baths ⋅ ML82012140 MLS
*MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 additional ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette.

1600 Marlborough RD, Hillsborough

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

1221 Southdown, Hillsborough
$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
625 W Santa Inez AVE, Hillsborough
$7,300,000
5 Beds ⋅ 7 Baths ⋅ ML82022917 MLS
This beautifully designed 5-bedroom, 5 full and 2 half-bath home blends timeless sophistication with modern comfort in one of Hillsboroughs most sought-after neighborhoods. A grand two-story foyer welcomes you in, leading to formal living and dining rooms perfect for entertaining. A private guest suite on the main level adds flexibility, while a butlers pantry hallway and separate walk-in pantry provide smart, functional storage. The expansive great room unites the family area, breakfast nook, and chefs kitchen, opening through folding glass doors to a spacious deck with a tranquil fountain and outdoor fireplaceideal for indoor-outdoor living. Downstairs, a media room with wet bar, temperature-controlled wine cellar, full bath, and additional bedroom offer space to relax and unwind. Upstairs, the luxurious primary suite features a sitting area, two walk-in closets, and a sunlit balcony. Two additional en-suite bedrooms and a handsome wood-paneled office complete the home. Premium finishes include motorized Hunter Douglas blinds and outdoor privacy screens and a full Savant Smart Home System for effortless control of lighting, climate, media, and music.

625 W Santa Inez AVE, Hillsborough

Listed by Vivian Shao, 650-307-7311 from Green Banker Realty
(If provided) CoList: Chi-hwa Shao from Green Banker Realty

Sold listing courtesy of Jim Arbeed from CBR
818 Irwin DR, Hillsborough
$12,000,000
5 Beds ⋅ 7 Baths ⋅ ML82010473 MLS
Rare, once-in-a-lifetime luxury estate in the prestigious Ryan Tract of Lower Hillsborough. Set on a flat 42,304 sq ft gated lot, this property offers 5 beds, 6.5 baths, solar, regulation tennis court, large pool + separate spa, lush gardens, expansive lawns, multiple patios, putting green, outdoor BBQ, long private driveway, motor court, and 3-car garage. The main residence features an elevator; all bedrooms en-suite; chefs kitchen with butlers pantry; family room; living room; formal dining room; multiple office/workshop spaces; and more. Additional structures include a pool house and a full guest house attached to the garage. Total advertised living space of 7,950 sq ft includes the main house, 945 sq ft 2-bed/2-bath guest house with full kitchen and living/dining area, and a 685 sq ft pool house with living space, kitchenette, laundry, full bath, and sauna. Walking distance to Downtown Burlingame and access to top-rated California schools. A true blend of elegance, scale, and resort-style living.

818 Irwin 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
1531 Wedgewood DR, Hillsborough
$4,780,000
5 Beds ⋅ 6 Baths ⋅ ML82022295 MLS
Exceptional private and gated estate on a rare 25,990 sq ft corner lot in Hillsboroughs most prestigious enclave. Elevated and secluded with lush landscaping, soaring trees, and a grand presence. Two luxurious primary bedroom suites on the main level feature spa-style baths with Jacuzzi tubs, glass showers, dual vanities, large walk-in closets, wet bars in the 2 masters bedroom and 1 in the family room, offering the ultimate in comfort and convenience. Ideal for multi-generational living or hosting in style. Dramatic foyer with high ceiling, sweeping staircase, elegant column accents, formal living and dining rooms, and a sun-filled family room with a built-in wet bar, perfect for entertaining. The gourmet kitchen boasts granite counters, high-end appliances, an island with a second sink, and a cozy breakfast nook. Upstairs offers an additional primary suite, a spacious loft, and a private balcony. Resort-inspired amenities include a rooftop lounge, private courtyard, sports court, detached three-car garage, and a gated driveway. A rare opportunity for luxury, privacy, and seamless indoor-outdoor living.

1531 Wedgewood DR, Hillsborough

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

Sold listing courtesy of Alex Buljan from APR
923 Hayne RD, Hillsborough
$4,800,000
5 Beds ⋅ 7 Baths ⋅ ML82022191 MLS
For the very first time in its storied history, this 1936 family estate is being offered to the public. This classic English Tudor is a landmark in its own right, a home that gracefully bridges Hillsborough's past and present. Set on nearly an acre of level land with views of the Bay and San Francisco skyline, the residence embodies timeless elegance. Its centerpiece is a remarkable floating spiral staircase anchored only at the bottom and top. With a large open kitchen connecting to the family room, plus 5 bedrooms and 5 full bathrooms (2 half baths), the estate is ready and waiting for its next owner (some photos are virtually staged)! There is a bedroom, library and full bathroom on the main level. The primary bedroom and 3 add'l bedrooms are upstairs. Outdoors, the gardens carry the signature of renowned landscape architect Thomas Church, whose designs shaped much of California's most beautiful private estates with broad lawns, graceful plantings and private spaces. Built by the Wisnoms, one of the founding families of San Mateo, The National Bank of San Mateo and cousins of Wisnoms Hardware family. This offering represents a rare opportunity: to own a piece of Hillsborough history and to become the next steward of a home designed with both legacy and livability at its core.

923 Hayne RD, Hillsborough

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

Sold listing courtesy of Serena Conti from APR
1221 Kenilworth RD, Hillsborough
$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
720 Brewer DR, Hillsborough
$8,600,000
6 Beds ⋅ 7 Baths ⋅ ML82021146 MLS
ICONIC 1920'S DUTCH COLONIAL-STYLE HOME LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. THIS ELEGANT HOME HAS BEEN THOUGHTFULLY REMODELED WITH TOP-OF-THE-LINE MATERIALS AND FINISHES. THIS 6800+SF ESTATE OFFERS 6 BEDROOMS 5 FULL AND 2 HALF BATHS, AN AU PAIR SUITE, AND A SPACIOUS LAYOUT. ABUNDANT NATURAL LIGHT CAPTIVATES THE INVITING AMBIANCE SHOWCASING THE AMAZING DETAIL THROUGHOUT THE PROPERTY. THE FORMAL DINING ROOM FEATURES ELEGANT FLORAL WALLPAPER AND WAINSCOATING. THE FAMILY ROOM, MEDIA ROOM AND GYM PROVIDE AMPLE SPACE FOR ENTERTAINMENT AND RELAXATION. OUTSIDE YOU WILL FIND A BUILT-IN BBQ, FIREPIT, AND SPORTS COURT, PERFECT FOR OUTDOOR ACTIVITES AND FAMILY FUN! THE SPACIOUS FLOORPLAN FEATURES 5 BEDROOMS UPSTAIRS, WITH A GENERIOUS SIZED PRIMARY SUITE. THIS HOME ALSO OFFERS A PRIVATE OFFICE WITH 1/2 BATH. THIS HOME IS CONVENIENTLY LOCATED WITHIN A SHORT DISTANCE TO BURLINGAME AVE AND TOP RATED NORTH ELEMENTARY AND CROCKER MIDDLE SCHOOL.

720 Brewer DR, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP
414 Pinehill RD, Hillsborough
$9,350,000
5 Beds ⋅ 6 Baths ⋅ ML82012753 MLS
Welcome to Villa De Pinehill an exceptional Mediterranean masterpiece nestled on nearly two acres of enchanting, Italian-inspired gardens. Spanning three stories, this estate is a harmonious blend of timeless elegance and modern sophistication. Inside, exquisite craftsmanship is on full display with custom woodwork, premium natural stone, and globally sourced materials that infuse each space with old-world charm and refined luxury. A grand entrance sets the tone for the expansive interiors, featuring soaring ceilings, generously scaled rooms, and a chefs kitchen with a large island that flows seamlessly to the outdoor lawn and detached guest house. The lower level is designed for entertaining, complete with a wine room, full bar, and flexible bonus space. Multiple balconies and terraces overlook the gated, resort-like grounds. Additional amenities include radiant heating, a security system, an outdoor kitchen, three fireplaces, and a hot tub. A private one-bedroom guest house, with its own eat-in kitchen offers an ideal retreat for guests all set within a coveted enclave of equally stunning estates. Main house 7710sqft + guest house 640 sqft

414 Pinehill 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
2855 Churchill DR, Hillsborough
$5,050,000
5 Beds ⋅ 6 Baths ⋅ ML82016683 MLS
Welcome to 2855 Churchill Drive, a serene retreat in the prestigious Hillsborough community. This elegant 4,340 sqft home offers 5 spacious bedrooms and 5.5 bathrooms, blending timeless design with modern comfort. Inside, hardwood floors, recessed lighting, and statement chandeliers create a warm, refined atmosphere. The chefs kitchen boasts a large center island, breakfast nook, and top-tier appliances ideal for everyday meals or entertaining. Natural light pours through dual-pane windows, enhancing the open layout and cozy fireplace. Host in the formal dining room, work from the home office, or unwind in the media/recreation room. The primary suite features a spa-like ensuite with soaking tub, separate shower, and dual vanities. All bedrooms include generous space and walk-in closets. Outside, enjoy a private backyard oasis perfect for relaxing or gathering with friends. Additional perks include central heating and a full laundry room with washer and dryer. Experience luxury, comfort, and California living at its finest.

2855 Churchill DR, Hillsborough

Listed by Curtis Lim, 650-678-6805 from Compass
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA
615 Devon DR, Hillsborough
$11,000,000
5 Beds ⋅ 6 Baths ⋅ ML82016282 MLS
Classic Georgian colonial architecture and modern sophistication are masterfully blended in this gorgeous lower Hillsborough home, located at the end of a quiet cul-de-sac. With a perfect floor plan for any family, this 5 bedroom, 5.5 bathroom property was recently reimagined by designer Jon De La Cruz. The kitchen features custom oiled rift-sawn walnut cabinets, marble island, Pietra Cardoza countertops and backsplash, and a standing seam hood surround. A custom metal see-through fireplace adjoins the living room to the family room, which leads to the fully closable poolside lanai that is ideal for indoor/outdoor living. This property is the perfect balance of tasteful design and modern technology, with new curved standing seam metal roof, copper gutters, solar panels, Tesla battery back-up, and overhauled electrical/fiber internet network/entertainment systems. Walk to downtown Burlingame and Hillsborough's award-winning schools!

615 Devon DR, Hillsborough

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

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

785 Pullman RD, Hillsborough

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

Sold listing courtesy of Angela Burnett from KWPEN
695 Fairway CIR, Hillsborough
$11,100,000
5 Beds ⋅ 6 Baths ⋅ ML82010101 MLS
BRAND NEW, COMPLETELY REBUILT MID-CENTURY SMART HOME (COMPLETED IN 2025) LOCATED IN PRIME LOWER HILLSBOROUGH, IN THE PRESTIGIOUS RYAN TRACT NEIGHBORHOOD! This split-level home boasts a sleek exterior, new interior with all the latest smart home technology, a lower level attached basement ADU (included in total square footage) with a full kitchen, bedroom, and bathroom. ABSOLUTELY NO EXPENSE WAS SPARED in this one-of-a-kind, showcase home. This Mid-Century home effortlessly blends living, dining, and kitchen areas into one expansive, light-filled space, perfect for both entertaining and everyday living. Each bedroom is designed as a private retreat, complete with its own ensuite bath, offering comfort and convenience w/ a touch of luxury. The property itself sits on a rare, all-flat lot of almost half acre of land, offering both expansive outdoor space and total privacy. This home redefines elegance, standing as one the most luxurious estates in all of Hillsborough. Highlights include: a sparkling pool, outdoor kitchen, wine cellar, game room, office/study, 20 skylights, heated bathroom floors, solar, a chef's kitchen, formal dining room, luxurious primary suite, access to top schools, & SO MUCH MORE - TOO MANY DETAILS TO LIST, this is a MUST SEE in person!

695 Fairway CIR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

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