DESIGN FOR LIVING: THE PERFECT MEETING OF SUN, CELEBRATION, AND SAVOIR FAIRE! Remodeled designer quality unfolds across multiple destinations, with minimal boundary between indoor and outdoor living. 5 bedrooms, 3 full baths, 2 half baths, plus large Office (or gym), and enormous recreation room of 21 x 26 feet. Majority of the home flows on one level, including four bedrooms all together highlighted by a decadent expanded Primary Suite with 3 closets & marble bath. Tucked-away 5th bedroom suite also on main level perfect for guest or au pair. Myriad luxury details including a Craft Cocktail Bar, Wolf, Sub-Zero, high ceilings, integrated audio, outdoor kitchen, solar panels, Tesla power walls & more! Prestigious Jacaranda Circle backs up to Crocker Open Space, in the spirit of Woodside or Tahoe! Only 0.6 mile to Crocker Middle, 1.1 mile to Nueva School, 1.2 mile to West School, 1.9 mile to Apple Store on Downtown Burlingame Ave. The Primary Suite deserves its own paragraph. Expanded and remodeled, indulgent retreat with 3 customized closets plus built-in chest of drawers * Primary bedroom ceilings peak at nearly 12 feet. * Calistoga vibes opening out to pool and greenbelt vista. *Lighted Sport Court *Huge 3-car garage *Tons of western sunlight across pool and entire back of home*
Listing Courtesy of MLSlistings Inc. / Coldwell Banker Realty / Geoffrey Nelson
$7,480,000
Hillsborough Area Detached Single Family
Active
25 Searsville Court Hillsborough, CA 94010
4 Bed
4 Baths
5600 sqft
MLS# ML82001980
CASA SERENA: HILLSBOROUGH'S BESPOKE HOMAGE TO SANTA BARBARA LUXE. Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-built to the highest standards. Spanning 5,600 sq. ft., you are invited to marvel at the composition within the composition. Top flight luxury designer elements of Venetian plaster walls, vaulted ceilings of 14-15 feet, European tilework, mahogany doors, and made to order light fixtures by Steven Handelman. Wolf, SubZero, Miele. With unabashed inspiration from the great homes of Southern California, where the Spanish Colonial Revival celebrates its indoor/outdoor joie de vivre, this estate lavishes in sun from south and east. More than a house, this is an experience, a lifestyle, a feeling. Like a timeless book or a classic wine, this is an experience to become immersed within. *4 beds, 4 baths, plus incredible lower level apartment of 1500 feet with kitchen, recreation room, gym (or possible 5th bedroom) pro wine cellar, and mud room *World class detail *Resort caliber pool, spa, flat lawn, orchard *Spectacular Primary Suite View Terrace *Huge 3-car * Architectural Digest throughout! *
Listing Courtesy of MLSlistings Inc. / Coldwell Banker Realty / Geoffrey Nelson
$6,922,500
Hillsborough Area Detached Single Family
Sold
30 Drayton Road Hillsborough, CA 94010
5 Bed
7 Baths
5892 sqft
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.
Listing Courtesy of MLSlistings Inc. / Compass / The Patty Dwyer Group
$7,997,000
Hillsborough Area Detached Single Family
Active
1535 Lakeview Drive Hillsborough, CA 94010
6 Bed
7 Baths
6690 sqft
MLS# ML81993264
Welcome to this stunning, newly remodeled 6-bedroom, 6.5-bathroom home located in the desirable city of Hillsborough. This expansive residence boasts 6,690 sq. ft. of luxurious living space on a generous 36,920 sq. ft. lot. The gourmet kitchen is a chef's dream, featuring a gas cooktop, island with sink, quartz countertops, multiple wine refrigerators, freezer, and additional high-end appliances, including multiple dishwashers and oven range. Entertain guests in the formal dining room or the cozy breakfast nook with family room combo. The home features elegant brand new wood flooring throughout and includes amenities such as walk-in closets, vaulted entry, bay windows, built-in vacuum, high ceiling, security gate, and skylight. Enjoy the warmth of the fireplace on cooler evenings. The primary bedrooms offer a retreat with walk-in closets, oversized tubs, and steam shower. Convenience is enhanced with a ground floor bedroom and full bath, plus laundry facilities located on the upper floor. The home is equipped with central AC and heating for year-round comfort. Located within the Hillsborough City Elementary School District, this exceptional property offers the perfect blend of luxury and functionality.
Listing Courtesy of MLSlistings Inc. / Compass / Kara W Lee
$8,500,000
Hillsborough Area Detached Single Family
Active
1095 Macadamia Drive Hillsborough, CA 94010
5 Bed
6 Baths
5215 sqft
MLS# ML82009130
Set on a beautifully landscaped lot, this home offers the perfect balance of luxury, space, & modern convenience. This thoughtfully renovated residence combines timeless elegance with smart-home functionality & high-end designer finishes. The main level welcomes you with a dramatic double-height foyer, formal living and dining rooms, & an expansive open-concept kitchen outfitted with top-tier appliances, custom cabinetry, a large island, & a sun-drenched breakfast nook. The adjoining family room opens to the yard, perfect for entertaining. The main-level primary suite serves as a private sanctuary with its own office, 2 closets, and a spa-inspired bathroom featuring a steam shower, jacuzzi tub, radiant heated floors. Upstairs, 4 spacious bedrooms (3 ensuite) and a second family/media room offer comfort and sweeping views. The backyard is built for entertaining, complete with a pool, spa, built-in BBQ, & lush, mature gardens. Additional highlights include a 3-car garage with EV charger, & ample storage. Enjoy close proximity to award-winning Hillsborough schools, scenic parks, and upscale shopping and dining in nearby Burlingame and San Mateo. With easy access to Highways 280 and 101, commuting to San Francisco, Silicon Valley is seamless.
Listing Courtesy of MLSlistings Inc. / Golden Gate Sotheby's International Realty / Jenn Gilson
$10,980,000
Hillsborough Area Detached Single Family
Pending
2140 Forest View Avenue Hillsborough, CA 94010
4 Bed
6 Baths
6000 sqft
MLS# ML81988339
2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.
Listing Courtesy of MLSlistings Inc. / Green Banker Realty / Max Lo
$11,880,000
Hillsborough Area Detached Single Family
Canceled
1221 Kenilworth Road Hillsborough, CA 94010
8 Bed
10 Baths
7160 sqft
This BRAND NEW (Built in 2024) never-lived-in ECO-FRIENDLY SMART HOME blends modern sophistication with sustainable living, offering breathtaking PANORAMIC VIEWS of the San Francisco Bay. The striking exterior showcases smooth white stucco, warm wood paneling, and expansive glass elements, including a grand entrance and a three-car garage. Soaring tray ceilings, recessed & cove lighting, and floor-to-ceiling sliding glass doors create a bright and inviting atmosphere. The gourmet chef's kitchen boasts sleek cabinetry, luxurious stone countertops, a spacious island, and top-tier Miele appliances, complemented by a fully equipped butlers pantry. Upstairs, four en-suite bedrooms include a lavish primary suite with a spa-inspired bath and private balcony. The lower level is designed for entertainment, featuring a wine cellar, wet bar, home theater, sauna, & steam shower. The backyard features a patio with an outdoor kitchen and an infinity pool with a pool-level spa. Smart home technology ensures effortless connectivity, while eco-conscious features like solar panels, a heat pump HVAC system, and an ERV air purification system enhance sustainability. A separate two-bedroom ADU adds versatility. This is the ultimate dream home! (Main House: 6,361 SF, ADU: 799 SF, .46 Acre Corner Lot)
Listing Courtesy of MLSlistings Inc. / Green Banker Realty / Stanley Lo
$15,988,000
Hillsborough Area Detached Single Family
Active
1215 La Cumbre Road Hillsborough, CA 94010
8 Bed
8 Baths
7789 sqft
MLS# ML82007516
Welcome to Casa La Cumbre, a warm & sophisticated modern home that is just as grand as it is inviting and laid back. Designed & re-built by renowned Bay Area builder, Craftsmen's Guild. At 7,789 sqft, this estate sits on a generous .75 acre lot. The home offers 8 bedrooms, 7.5 bathrooms, formal living & dining rooms, a great room with eat in kitchen, an upstairs den, movie theater, wine room, game room w/ bar and separate au pair quarter that doubles as a home gym. The entire property is integrated with Control4 home automation, allowing you to manage nearly every amenity right from your phone. For added convenience, all three levels are connected via elevator, ensuring effortless access. The heated pool is a standout feature, boasting a jetted jacuzzi, in-ground water spouts, and a sun deck. At the front, automatic gates open to a circular driveway, providing ample parking for visitors. Ideally located, Hillsborough offers residents the perfect balance of convenience & accessibility. Just 6.5 miles to SFO, 15 miles to Stanford/Sand Hill Road, and 23 miles to Silicon Valley, it provides a prime spot on the Peninsula. Residents enjoy proximity to the charming Burlingame Ave, prestigious Burlingame Country Club, and access to North Hillsborough School (buyer to verify eligibility).
Listing Courtesy of MLSlistings Inc. / Compass / Kia Amini
$17,800,000
Hillsborough Area Detached Single Family
Active
130 Reservoir Road Hillsborough, CA 94010
6 Bed
6 Baths
7732 sqft
MLS# ML82001359
Tucked at the end of a quiet cul-de-sac on approximately 2 private acres, The Koshland Estate is a once-in-a-lifetime offering in one of the Peninsulas most prestigious enclaves. Designed in 1961 by Frank Lloyd Wright disciple Howard Friedman for his father-in-law, Levi Strauss & Co. President and CEO Daniel Koshland, the home was constructed to exceptional commercial-grade standards, rarely seen in residential design. This approx. 8,000 square foot home offers 6 bedrooms, 4 full baths, and 2 half baths, all thoughtfully arranged within a layout that blends timeless design with grand-scale living. Positioned on a broad, level lot, the estate captures sweeping 200 views from San Francisco to San Jose, showcasing city skylines, iconic bridges, and the full expanse of the Bay Area. The Koshland Estate delivers an extraordinary combination of privacy, accessibility, and world-class vistas. A true Peninsula icon.
Listing Courtesy of MLSlistings Inc. / Compass / Pierre & Alex Buljan
$3,698,000
Burlingame Area Detached Single Family
Pending
1224 Edgehill Drive Burlingame, CA 94010
4 Bed
3 Baths
2370 sqft
MLS# ML82008658
This impeccable four bedroom, three bathroom residence is designed for effortless indoor-outdoor living and surrounded by a community of custom and newly built homes. The layout flows from the spacious living room to the formal dining room and into a chef-inspired kitchen, featuring a Hestan range and hood, an oversized island, and a sunny breakfast banquette. Step out to a sprawling Trex deck that extends the living space. The backyard has an outdoor kitchen, pizza oven, hot tub, and open-air shower. The expansive turfed lawn and new landscaping with architectural plantings and smart drip irrigation create a private retreat for entraining, relaxation and play. The primary suite features a walk-in closet and spa-like bathroom. Two additional bedrooms with walk-in closets and a second bathroom and laundry room all round out the homes upper level. Remodeled bathrooms, custom built-ins, a ground level bedroom and full bathroom complete the homes interior space. Our favorite is the detached garage with multiple accordion glass doors this space is utilized now as a media room, kitchenette, and guest quarters. However, there are a plethora of end use options; garage, parking, future Accessory Dwelling Unit, and more! This flex-space (535sf+/-) can also be accessed on Laguna Avenue.
Listing Courtesy of MLSlistings Inc. / Kw Advisors / The Sharp Group
$3,998,000
Burlingame Area Detached Single Family
Active
138 Valdeflores Drive Burlingame, CA 94010
4 Bed
4 Baths
3315 sqft
MLS# ML82008981
A just-completed masterful transformation enhances the rich character of this circa 1929 Spanish-style home in desirable Burlingame Hills. The home showcases timeless architecture with terra cotta tile stairs, decorative tile risers, a red tile roof, & iron accents. Formal living & dining rooms radiate grandeur with cathedral ceilings, exposed beams, & elegant iron lighting. The all-new kitchen is a showpiece with marble-style quartz counters, Thermador & Zephyr appliances, a walk-in pantry, and a separate breakfast room. There are 4 bedrooms and 3.5 baths, including a luxurious primary suite with access to a covered patio, and an additional suite privately located near the kitchen. A finished lower level adds an office & family room with a fireplace & private outside entrance, plus a half-bath. Above the detached 685 square foot 2-car garage is a fully finished additional 685 square foot bonus space offering endless possibilities including an office, hobby area, playroom, or storage. Outdoor living is equally refined with a covered patio, crushed stone terra cotta tile side terrace with covered patio, expansive lawns, all in complete privacy. Behind the scenes, every system has been upgraded, including electrical, plumbing, & HVAC, plus windows, doors, & landscaping are all new.
Listing Courtesy of MLSlistings Inc. / Compass / John Forsyth James
$4,550,000
Burlingame Area Detached Single Family
Sold
827 Walnut Avenue Burlingame, CA 94010
3 Bed
3 Baths
2809 sqft
Burlingame Park Dutch Colonial combines the classic feel of its original design but updated with a modern flair that will enchant 2809 Sq ft of masterfully designed 1st and 2nd floor and note that there is a downstairs remodeled flex space used as an office, wine room and Utility room adding an additional 338 square ft.(original basement not permitted) All fully remodeled with the highest quality of systems and materials. From the charming entry, to the chic living room and formal dining room you will be thrilled with the character, charm and attention to detail. The stunning kitchen and family room offer access to the gated yard, newly constructed detached garage, outdoor grill and pizza oven for entertaining. Primary suite has a walk in closet with full built-ins, and a marble bath that will take your breath away! 2 additional bedrooms share another bath with tub over shower and double sinks. Solar, tesla power walls, AC, all new electrical, roof, fiber to the house and cat6 wiring for all the communication needs you might have., This home is in a wonderfully friendly neighborhood, located within a few short blocks to Burlingame Ave and Broadway. Shops, schools, transportaion all located close by. Its a MUST SEE property
Listing Courtesy of MLSlistings Inc. / Compass / Ellen Mazzoni
$3,998,000
Burlingame Area Detached Single Family
Active
310 Chapin Lane Burlingame, CA 94010
3 Bed
3 Baths
2315 sqft
MLS# ML82006464
#1 LOCATION, TWO BLOCKS TO DOWNTOWN! Significant recent upgrades make this classic SHINE! Just completed, totally refreshed light-filled interiors highlighted by a commanding Great Room that basks in western light and rich detail. *Re-furbished gum wood detailing in Maybeck Style *Heart-warming screened-in porch entry a page out of Nantucket *Two new remodeled baths *New landscaping on a large 100% usable lot *9 ft+ ceilings *Updated kitchen *All Refinished floors *Family Room opens to yard *Top floor Master Suite with a magical sun deck within the trees *Awesome expansion potential nestled within a pastoral garden and 75 foot lot width! *Detached 2-car *New Craftsman privacy fencing and artisan gate, designer palette, secret basement for your fine wine vintages! Walk to downtown Burlingame in 5 minutes, 10 minutes to elite schools of Nueva, Crystal Springs Uplands and 10/10 Burlingame High! 10 minutes to SFO International...the world at your doorstep
Listing Courtesy of MLSlistings Inc. / Coldwell Banker Realty / Geoffrey Nelson
$2,998,000
Woodside Area Detached Single Family
Contingent
33 Bear Glen Drive Woodside, CA 94062
4 Bed
4 Baths
3725 sqft
MLS# ML81989328
ARCHITECTURAL DIGEST MODERN OF ULTIMATE VIEWS! EXCLUSIVE GATED COMMUNITY, WOODSIDE SCHOOLS, HEART OF SILICON VALLEY LIFESTYLE! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger was crafting this modern opus, he was masterminding the film studio of George Lucas, the legendary Industrial Light and Magic in San Rafael. *3 bed/3 ba in main house + ADU with bed area, office area, kitchen & full bath. *Lower level of main home makes a Zen Office, Lounge, or Family Room * Bold Open Concept * Unobstructed water views * Extensive new landscaping of handpicked native plants and organic design *2-story staircase nearly 30 feet high as work of art * Indoor/Outdoor w/ view dining decks and flat pad to rear * Immersive privacy beyond circular motor court * Tons of Sunlight * New Fountain Courtyard * Backup Generator, Tesla Charger in huge 3-car garage *Architecturally significant bespoke caliber, served by two gates: one at Central Woodside's Bear Gulch/Woodside Road, and upper gate at Skyline, not far from Mountain House Restaurant and easy Highway 92 connection
Listing Courtesy of MLSlistings Inc. / Coldwell Banker Realty / Geoffrey Nelson
$7,490,000
Woodside Area Detached Single Family
Active
835 La Honda Road Woodside, CA 94062
5 Bed
7 Baths
7274 sqft
MLS# ML82006483
Nestled in Woodside, The Perch offers 7.7 gated acres of unparalleled privacy and stunning views. The thoughtfully designed home features a spacious two-level floor plan with expansive glass walls that fill the interiors with light and offer seamless outdoor connections. The chef's kitchen, inviting living spaces, and four spacious bedrooms are ideal for both quiet living and entertaining. A separate guest house offers flexibility for visitors, extended stays, or remote work. The expansive grounds include meandering paths, secluded terraces, a pool with a fully equipped pool house, and a tennis court set beneath a canopy of trees. Open lawns provide ample space for gatherings or peaceful relaxation. Just minutes from Woodside's town center, Sand Hill Road, and Highway 280, with easy access to top local schools. This is California living at its finest - private, serene, and perfectly connected to Silicon Valley.
Listing Courtesy of MLSlistings Inc. / Deleon Realty / Deleon Team
$13,850,000
Woodside Area Detached Single Family
Active
490 Las Pulgas Drive Woodside, CA 94062
4 Bed
8 Baths
10504 sqft
MLS# ML81990436
Extraordinary residence with stunning panoramic San Francisco Bay views. Opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase with hand-forged railings leads to the upper level with formal living room, formal dining room, tremendous kitchen, family room, office, plus grand primary suite with 2 full baths. 3 luxurious bedroom suites plus large office and conference center make up the ground level. Breathtaking views from every room on both levels. Elevator in the main residence. 1-bedroom pool house and studio guest house, each with bath and full kitchen. Sparkling pool and spa plus fireplace terrace for idyllic entertaining in complete privacy. Set on a large estate lot.
Listing Courtesy of MLSlistings Inc. / Compass / Scott Dancer
$15,998,000
Woodside Area Detached Single Family
Active
3 Vintage Court Woodside, CA 94062
5 Bed
6 Baths
5982 sqft
MLS# ML81995188
Stunning Custom Built 3 Level Home with Guest Cottage and Pool on 4.37+/- Acres with Stables and Riding Ring on Private Cul-de-Sac in Central Woodside. 5 Bedrooms. 5.5 Bathrooms. Living Room Features Vaulted Ceilings, Wood Floors, and Floor-to-Ceiling Windows. Spacious Kitchen with Large Island, Peninsula and Views of the Pool and a Pond. Intimate Family Room with Sliding Glass Doors to Pool. Library with Fireplace. Wine Room, 3 Laundry Rooms, and Large Fitness Area with Sauna and Steam Room. Outdoor Cold Plunge. Three-Car Garage. Ipe Decking, Pool, Large Pool House, and Outdoor Kitchen. Guest Cottage. Sand Riding Arena and Horse Stables with 8 Stalls and Loft. Situated Hillside for Amazing Views.
Listing Courtesy of MLSlistings Inc. / Parc Agency Corporation / Keri Nicholas
$29,500,000
Woodside Area Detached Single Family
Active
100 Canada Road Woodside, CA 94062
6 Bed
7 Baths
8990 sqft
MLS# ML82007866
Mountain Meadow - A Landmark Legacy-Extraordinary in provenance, scale, and preservation, this landmark estate spans nearly 25 acres, located on land protected by Peninsula Open Space Trust and surrounded by Golden Gate National Recreation Area parkland. Offering unmatched privacy yet just 20 minutes from San Francisco International Airport. Commissioned in 1927 as one of the debut residential work of renowned architect Gardner Dailey. Over a period of decades, the entire property has been thoughtfully restored with reverence for its heritage and a commitment to enduring quality. The main residence of almost 9,000 square feet has been brought forward for the next century with seismic retrofitting, state-of-the-art infrastructure, and artisan-level craftsmanship throughout. Continuing beyond the main residence is a 2 story guest/caretaker's house. The heritage grounds are a living piece of California history. Originally designed by the same landscape architect responsible for the adjacent Filoli estate, the gardens include a pool by Thomas Church. This is a once-in-a-lifetime opportunity to live within a rare expanse of natural beauty, wrapped in complete privacy, where historic architecture and legacy gardens have been renewed with clarity of purpose.
Listing Courtesy of MLSlistings Inc. / Compass / Erika Demma
$125,000,000
Woodside Area Detached Single Family
Active
329 Albion Avenue Woodside, CA 94062
34 Bed
26 Baths
23900 sqft
MLS# ML81985961
The Green Gables Estate, in its entirety, is a 74 acre, spectacular, one of a kind, multi-generation oasis situated within walking distance from the Woodside Town Center. The estate is currently comprised of seven homes and 10 separate lots, featuring significant additional build out potential and may be purchased as a whole or in 6 potential lot combinations (see MLS listings for suggested lot combinations with Albion addresses 329-A, 329-AA, 329-C, 331, 333). The complete estates homes currently include 34 bedrooms, 26 bathrooms across approx. 23,900 existing square feet, with numerous options for expansion and/or redevelopment. The vast landscape includes world class gardens, magnificent vistas of the Western hills, its own large reservoir, three swimming pools, a tennis court and a breathtaking 100-yard Roman pool. Situated in the heart of Silicon Valley at the epicenter of venture capital, technology, and renowned educational institutions, the estates elegant blend of English and Italian design offers a bounty of elegant spaces to host retreats, social events, and cultural gatherings or to simply be a world class refuge from the pressure of the outside world. Green Gables is a truly remarkable estate and welcomes its next owner to the latest chapter of its amazing legacy.
Listing Courtesy of MLSlistings Inc. / Compass / Helen Miller