Refine Search
Sort by
49 Atherton AVE, Atherton
$15,800,000
5 Beds ⋅ 6 Baths ⋅ ML82058757 MLS
Gracefully positioned on a gentle bend in Atherton Avenue, this prized corner setting enjoys the rare advantage of no immediate neighbors in view. The two-story floor plan has 5 bedrooms, 2 customized offices, flexible-use main-level room ideal for a fitness center, upstairs lounge in the center of the bedroom wing, plus 5.5 baths, with each upstairs bath remodeled with designer style. Elegant formal living and dining rooms, gourmet kitchen with high-end appliances, spacious family room, and full bar adjoining a customized temperature-controlled wine cellar. Mature trees and landscaped grounds with synthetic front lawns, pool, separate spa, and vast terrace. Excellent Menlo Park schools. Lot size .93 acre.

49 Atherton AVE, Atherton

68 Almendral AVE, Atherton
$15,750,000
5 Beds ⋅ 7 Baths ⋅ ML82006449 MLS
Stunning estate sits on just over 1 acre in prime West Atherton and blends classic elegance with modern luxury. High quality build by Owen Homes this freshly painted inside and out, offers 5 beds, 6.5 baths across two levels. A gated entry, motor court, and turret-style entry set the stage for an impressive estate. Inside, a formal entry features herringbone hardwood floors, and French doors to the rear terrace. The grand living room impresses with 12 ceilings, a cast stone fireplace, abundant natural light and custom windows. The formal dining room includes a tray ceiling and a modern chandelier and adjacent butlers pantry with Carrara marble and a wine cellar adding refinement. The cherry-paneled library offers a fireplace, soaring beamed ceiling and French doors. The gourmet kitchen boasts Carrera marble counters, Viking range, Thermador oven, Sub-Zero fridge, and opens to a bright family room with fireplace and built-ins. Main level includes two bedroom suites, plus full and half bath. Upstairs, the luxurious primary suite features a fireplace, balcony with rear yard views, marble bath, and large walk-in closet. Two more bedroom suites complete the upper level. Resort-like rear grounds with pool, spa, BBQ center, vast lawn and privacy. Fabulous West Atherton location.

68 Almendral AVE, Atherton

198 Catalpa DR, Atherton
$15,736,000
4 Beds ⋅ 5 Baths ⋅ ML82062018 MLS
Set on a tree-lined street in Atherton's prestigious Lindenwood neighborhood, this single story 2011 residence, built by Arcanum Architecture, offers 4 bedrooms, 4.5 baths with refined finishes throughout, including walnut, sandstone, and limestone floors, Savant smart home automation and Lutron lighting. An expansive great room and dining room combine into one light-filled space beneath a walnut-trussed vaulted ceiling, anchored by a gas fireplace with champagne limestone surround. The chef's kitchen, featuring Calacutta Oro marble, a 60" dual-fuel Wolf range, and paneled Sub-Zero refrigeration, opens directly to the family room, where a floor-to-ceiling stone fireplace with a walnut mantle creates a natural gathering space. Bedrooms feature vaulted bead-board ceilings and spa-like baths. Outside, there is a heated pool and spa, custom stone fire pit, heated covered patio, basketball court, and an oak tree grove amid expansive lawns and gardens. Completed plans for a two-bedroom guesthouse also by Arcanum Architecture. Minutes from downtown Menlo Park, Stanford, and top-rated schools.

198 Catalpa DR, Atherton

74 Lilac DR, Atherton
$15,500,000
8 Beds ⋅ 11 Baths ⋅ ML82044705 MLS
Privately set on a quiet lane in Atherton's desirable Lindenwood neighborhood, this exceptional estate offers a balanced combination for both grand entertaining & comfortable daily living. Spanning 3 levels, the home features 8 bedrooms plus an executive office, 8 full baths & 3 powder baths. The main level blends elegance & functionality with formal living & dining rooms, while the expansive kitchen-family great room opens to the backyard for seamless indoor-outdoor living. An executive office, guest suite & mudroom complete the ideal main floor. Upstairs, the primary suite offers a fireplace & spa-like bath, accompanied by three additional spacious bedroom suites. The lower level differentiates the home and features a large recreation room with kitchen, wine cellar, home theater, plus 3 additional bedrooms that serve as private accommodations for visiting guests or extended stays. Resort-like grounds include multiple terraces, an outdoor fireplace, expansive turf lawn, pool & spa, pool house & waterfall feature. A 3-car garage & perimeter walking path complete the setting. Benefitting from Menlo Park schools & located near Stanford, downtown Palo Alto & leading Silicon Valley tech campuses, this is an incredible opportunity in one of Atherton's most sought-after neighborhoods.

74 Lilac DR, Atherton

55 Irving AVE, Atherton
$15,418,460
8 Beds ⋅ 11 Baths ⋅ ML82033392 MLS
Tucked within Atherton's prestigious Lindenwood enclave, this 2021-built estate offers over 10,500 sqft of refined living. A gated entry & motor court introduce the home, where soaring ceilings, wide-plank hardwood floors, bespoke finishes & ample natural light set a tone of understated luxury. The dramatic great room anchors the home, with a wall of glass doors for seamless indoor-outdoor living. The adjacent chef's kitchen features quartz countertops, a large center island, abundant cabinetry & Wolf / Sub-Zero appliances. A formal living room, elegant dining room, executive office, mudroom & two bedroom suites complete the main level. Upstairs, three secondary suites complement the luxurious primary suite - a true retreat with two private terraces, fireplace, spa-inspired bath & spectacular designer walk-in closets. The lower level is ideal for entertaining, with a theater, gym, spa bath, wet bar, wine cellar, rec room & guest suite with exterior access. The resort-like grounds include a sparkling pool & spa, al fresco dining terraces, expansive lush lawn, mature landscaping & a covered loggia with fireplace. A guest house is ideal for visitors or multi-generational living. This rare offering is moments from top Menlo Park & private schools, Stanford & leading tech campuses.

55 Irving AVE, Atherton

93 Broadacres RD, Atherton
$15,300,000
3 Beds ⋅ 5 Baths ⋅ ML82018409 MLS
MODULAR, MODERN AND MAGNIFICENT. This home is a striking architectural statement designed with a modular concept and innovative layout. Built with warm wood and industrial-inspired corrugated steel, the exterior presents a bold, linear form that integrates beautifully into the natural surroundings of more than 2 acres. Soaring natural wood ceilings and accent walls complement the expanses of floor-to-ceiling glass, creating a harmonious balance with the outdoors. White oak flooring extends throughout, enhancing the organic aesthetic. Each of the three en suite bedrooms and an office with bath which could be the fourth bedroom is a private sanctuary, housed within its own distinct module yet thoughtfully linked to the central main living areas. Solar-powered, this home is both a design-forward masterpiece and a model of sustainability. Architecture by Swatt-Miers. Builder Forde Mazzola

93 Broadacres RD, Atherton

188 Fair Oaks LN, Atherton
$14,975,000
5 Beds ⋅ 7 Baths ⋅ ML82013333 MLS
Tucked behind gates on over 2.3 acres, this stunning estate of nearly 7,700 sf offers rare scale, privacy, and resort-like luxury. A long driveway leads to a grand motor court, where towering double doors open to soaring interiors filled with natural light, hardwood floors, and refined stone finishes. The home balances everyday comfort with impressive entertaining space, with expansive gathering areas, a gourmet kitchen, fireplaces, and a private executive office. Four spacious bedrooms anchor the main residence, including a palatial primary suite with a spa-inspired bath. The grounds are equally impressive, featuring sweeping lawns, a spectacular pool, sun-drenched terraces, and multiple areas to relax and entertain. A stylish pool house includes its own guest suite for extended stays, while a separate wine building evokes the charm of a boutique Napa tasting room. This private retreat is minutes from downtown Menlo Park and Palo Alto, Stanford University, and Sand Hill Road.

188 Fair Oaks LN, Atherton

241 Georgia LN, Portola Valley
$14,500,000
6 Beds ⋅ 7 Baths ⋅ ML82053175 MLS
Nearly one acre of level grounds sets the stage for this exceptional new home, defined by clean lines, sophisticated materials, and seamless indoor-outdoor living. White oak floors, soaring ceilings, and walls of glass enhance the light-filled interiors that open to the rear grounds where an infinity-edge pool and spa invite entertaining and recreational enjoyment. A tremendous great room anchors the design, complemented by a stunning kitchen, a separate caterers kitchen, and a temperature-controlled wine cellar. A lower-level recreation room with full bar adds flexibility for gatherings and leisure. The main home offers five en suite bedrooms and a half-bath across two levels, including a luxurious primary suite with fireplace and spa-inspired bath. A separate guest house provides additional living space with its own kitchen and private accommodations. Solar power, Tesla Powerwalls, and Lutron home automation enhance comfort and efficiency, all within the highly regarded Portola Valley school district and just minutes from the town center and miles of hiking and biking trails. Square Footage: Main Residence 5,686 | Guest House 800 | Garage 756 | Total 7,242

241 Georgia LN, Portola Valley

729 Chiltern RD, Hillsborough
$14,500,000
5 Beds ⋅ 8 Baths ⋅ ML82037507 MLS
A beautifully reimagined estate on one of South Hillsborough's most coveted streets. Set behind a private gate and an expansive driveway, this exceptional property pairs timeless architecture with a sophisticated modern remodel. Elegant formal spaces flow effortlessly outdoors, creating a home designed for entertaining. The living room opens to the terrace and gardens, while the dining room, anchored by a sculptural designer fixture, invites memorable alfresco dinners. At the heart of the home, the architectural kitchen and great room showcase a dramatic 14-foot Cristallo island, Viking and Sub-Zero appliances, custom cabinetry, and exposed beam ceilings, all illuminated by striking designer lighting. Five en-suite bedrooms and eight spa-inspired baths are complemented by a media room, gym, two laundry rooms, and five fireplaces throughout. The resort-style grounds offer a pool, jacuzzi, cabana, outdoor kitchen, and multiple terraces, surrounded by mature trees and beautifully layered landscaping. With a solar composite slate roof, EV-charging, new electrical systems, and a new multi-zone HVAC, the home pairs luxury with thoughtful modern infrastructure. Minutes to top Hillsborough schools, Burlingame Avenue, and Burlingame Country Club, this is Hillsborough living at its finest.

729 Chiltern RD, Hillsborough

14 Flood CIR, Atherton
$13,500,000
5 Beds ⋅ 6 Baths ⋅ ML82052530 MLS
On prestigious Flood Circle in the heart of Lindenwood, this gated estate is set on approximately 0.82 acres of beautifully landscaped grounds with expansive lawns, vine-covered arbors, rose gardens, brick pathways, and sparkling pool, creating ambiance of a Carmel retreat. Thoughtfully updated for modern living while preserving its character, the home offers an exceptional single-level floor plan with elegant formal rooms, soaring beamed ceilings, abundant natural light, and seamless indoor/outdoor living. The kitchen features custom cabinetry, limestone countertops, a large island, breakfast nook. and opens to family room with French doors to pool and fireplace terrace. Primary suite includes outdoor access, a luxurious marble bath, walk-in closet, and adjoining office. A separate bedroom wing provides 3 bedroom suites and a central lounge. A detached guest house (1,096 sq ft) offers a great room with fireplace, full kitchen, bedroom, and bath, ideal for guests and poolside entertaining. Living sq ft = 5,110. Additional amenities include 3-car garage with workshop, separate bicycle garage, owned solar system, backup generator, premier location minutes from downtown Menlo Park, Palo Alto, Stanford University, and top Silicon Valley employers, with acclaimed Menlo Park schools.

14 Flood CIR, Atherton

1650 Oak AVE, Menlo Park
$13,500,000
7 Beds ⋅ 8 Baths ⋅ ML82044704 MLS
Built in 2017 & custom designed with exceptional quality throughout, this sophisticated estate offers the scale, livability & amenities sought by today's luxury buyer. Set on 0.35 of an acre & spanning 3 levels, the home features 7 bedrooms plus an office, 7 full baths & a powder bath. The main level is anchored by an expansive kitchen-family great room where stacking corner doors create seamless indoor-outdoor living. The kitchen features a large center island, ample white cabinetry, slab countertops, back pantry & top appliances. Formal living & dining rooms provide elegant entertaining spaces, while an executive office & main-level guest suite add flexibility. Upstairs, the primary suite offers a fireplace & spa-inspired bath. 3 additional bedroom suites complete the upper level. The lower level delivers a rare lifestyle experience with a golf simulator, wine cellar, gym, expansive recreation room with wet bar, full bath & additional bedroom suite. Designed for entertaining, the grounds include a covered loggia, outdoor BBQ counter, fire pit, expansive lawn & pool/spa with waterfall backdrop. Acclaimed Menlo Park schools & near Sand Hill Road, Stanford, downtown Palo Alto, Hwy 280 & major Silicon Valley tech campuses. This is a rare offering of luxury, privacy & convenience.

1650 Oak AVE, Menlo Park

53 Mccormick LN, Atherton
$13,132,000
6 Beds ⋅ 6 Baths ⋅ ML82037725 MLS
This exceptional Atherton estate sits on approximately 2.1 acres of magnificent grounds - a rare offering in a town where most homes occupy roughly one acre. Set beyond a private gated entrance & positioned well back from the street, a long driveway leads to the stately 1930s Tudor Revival residence with circular motor court & classic architectural details. The home spans approximately 5,970 square feet & offers 6 bedrooms plus an executive office, 4 full baths & 2 powder baths. Grand living spaces include a formal living room with soaring beam ceilings, fireplace & large picture windows that draw the surrounding landscape indoors. The refreshed kitchen features marble countertops, abundant cabinetry & top appliances. Luxurious primary suite with spacious updated bath. Towering oaks frame sweeping lawns, while a pool, spa & multiple terraces create inviting outdoor living & entertaining spaces. Located within Menlo Park school district & just minutes from Stanford University & major tech campuses including Meta, Google & Apple. Offered for the first time in more than 60 years, properties of this size & presence seldom become available, making this a true legacy offering for a discerning buyer seeking both privacy & permanence in one of Silicon Valley's most coveted settings.

53 Mccormick LN, Atherton

2171 Clayton DR, Menlo Park
$13,100,000
7 Beds ⋅ 9 Baths ⋅ ML82037761 MLS
Just completed, this 3-level modern masterpiece is the crown jewel of Menlo Park. Built by Mason Hammer Builders, the all-electric, solar-powered home showcases imported European materials from Italian cabinetry and doors to French lighting and Swiss windows. A detached guest house/ADU offers space for extended family or todays evolving needs. The main home is also designed for multi-generational living with 7 bedroom suites (one staged as an office) across all levels served by an elevator, a fitness center with steam shower bath, a theater, and multiple lounges. Expansive glass doors retract open to porcelain-tiled terraces, a pool and spa, outdoor shower, poolside bath, and barbecue kitchen, all on approximately one-third acre of eco-friendly grounds. A one-of-a-kind home in the most sought-after neighborhood. Main residence 6885 SF; ADU/Guest House 772 SF + Garage 445 SF = total of all structures 8102 SF. Excellent Menlo Park schools and minutes to Stanford University.

2171 Clayton DR, Menlo Park

192 Fair Oaks LN, Atherton
$13,000,000
6 Beds ⋅ 6 Baths ⋅ ML82046374 MLS
Originally designed by noted San Francisco architect, this home has been re-imagined and expanded with elegance and modern livability. The result is absolute luxury with chic sophistication and gorgeous grounds. Electronic gated entrance with classic covered front porch draped in wisteria. Hardwood floors and custom mill work throughout with a large formal living room with fireplace and formal dining room. Entirely remodeled kitchen with top of the line appliances, breakfast area and open family room with fireplace and all overlooking the spectacular grounds. Main floor primary suite with large walk-in closet, luxurious bath with heated floors and bedroom with private patio accessible through French doors with concealed screens retracting from the walls.Dedicated office with beautiful built-ins, doors to side magical gardens. Main staircase leads to 4 upstairs bedrooms, 2 of which are en suite and 2 beds share a Jack and Jill bath. Additional staircase leads to a private bedroom suite accessible off of the kitchen with optional exterior entry.Newly remodeled guest house with great room and kitchenette.Grounds are undeniably magnificent with vast lawn, sparkling pool and entertaining patios.Rare Atherton gem, 8,171 total sq ft including 3-car garage. Excellent Menlo Park schools.

192 Fair Oaks LN, Atherton

187 James AVE, Atherton
$12,760,000
5 Beds ⋅ 7 Baths ⋅ ML82043709 MLS
Graceful single-level estate in Atherton's coveted Lindenwood, blending East Coast Nantucket-inspired elegance with California ease. Built in 2012 & designed by Bob Glazier, this refined home exudes quiet sophistication: shingle exterior, crisp white millwork & balanced symmetry. The home is grounded & deliberate, allowing the architecture to settle naturally into the landscape. Inside, open-concept, light-filled interiors showcase soaring tray/coffered ceilings, a soft palette & rich oak floors, delivering warmth & timeless appeal. Offering four bedroom suites & two half-baths, the home is designed for effortless everyday living & elevated entertaining. A chef's kitchen w/top-end appliances, travertine counters & island anchors the home. Expansive windows/doors blur indoor-outdoor living, opening to a terrace w/fireplace & composed pool/spa. Set on nearly an acre, the whimsical grounds are curated yet effortless: boxwood hedges, hydrangeas, crepe myrtle, mature oaks & layered gardens offering privacy & serenity. An exquisite 1-bed guest house & 3-car garage add flexibility & convenience. A home of lineage & restraint. Where every line, material & proportion feels considered, measured & enduring. Elegant without excess. Refined without rigidity. Sophistication without compromise.

187 James AVE, Atherton

490 Las Pulgas DR, Woodside
$12,750,000
4 Beds ⋅ 8 Baths ⋅ ML82041478 MLS
Extraordinary residence on 5 acres with opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway and sweeping views of San Francisco Bay. 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.

490 Las Pulgas DR, Woodside

55 Del Monte DR, Hillsborough
$12,600,000
5 Beds ⋅ 5 Baths ⋅ ML82021202 MLS
HILLSBOROUGH'S MOST EXCITING NEW CONSTRUCTION! Brand New Designer Showcase Overlooking the Bay near Nueva School. Dream Team of design and craftsmanship: award-winning San Francisco designer Studio Michael Hilal infuses cutting-edge modern DNA with warmth, livability, and a symphony of handpicked accoutrements. Custom builder Nejasmich Developments delivers renowned detail and artistry to a sleek canvas by Sausalito architect Brooks McDonald. The INNOVATION begins with a one-story building envelope. This platform sets the stage for ceilings over 12 feet, and 360 DEGREES OF LUXURY, with dynamic flow to usable flat lands at both front & rear. SEAMLESS is a most fitting theme for this lifestyle. Minimize the boundaries of indoors & outdoors, seamless attention to clean lines & finishes harmonizes as organic ambiance. | European Luxe meets Eastern Minimalism| Showstopper Great Room | Bay-View Party Terrace off Dining Room | 4 beds, 3.5 baths, plus Office, + Family Den in main home | Deluxe ADU for sleeping quarters, kitchen/laundry | Pro quality Gym w/ morning bar, German Sauna, backlit mirrors | Decadent Wine Pantry | Premium millwork of white oak & walnut, curated designer lighting | 3 Steam Showers | Pewter-Flamed Limestone hardscape | Gated Entry | Fire Pit | Outdoor Grilling Hub

55 Del Monte DR, Hillsborough

399 Selby LN, Atherton
$12,250,000
3 Beds ⋅ 4 Baths ⋅ ML82052465 MLS
With privacy from the street, this property presents an exceptional opportunity in the heart of central Atherton to create a dream estate or reimagine the existing one. Spanning just under one acre, the grounds feature a 126-foot frontage, 344-foot depth, a welcoming front redwood grove for added privacy, and mature trees confined to the perimeter, leaving the interior of the property open for exceptional design flexibility. Sun-filled outdoor spaces include a pool, expansive wisteria-covered terrace, prolific rose garden, and vast level lawn. The existing two-story home features 3 bedrooms, 2 full bath, and 2 half-baths with a signature conservatory-style solarium overlooking the rear grounds. There is also a detached all-wood cottage, a studio apartment with full kitchen, and a pool cabana, each with a full bath. A planning study outlines the potential for a substantial new estate. Whether the existing home is renovated or the property is reimagined entirely, the generous lot dimensions, privacy, and premier central Atherton location create an exceptional setting for a remarkable legacy estate. Completing the appeal is convenient access to Sand Hill Road, Stanford University, and central Silicon Valley.

399 Selby LN, Atherton

862 Chiltern RD, Hillsborough
$12,019,880
6 Beds ⋅ 7 Baths ⋅ ML82055882 MLS
Extraordinary gardens and complete privacy create one of South Hillsborough's most exceptional residences. This circa 1931 Spanish Hacienda home presents a compelling blend of enduring architecture and recently completed updates. Surrounding this gated estate are approximately 2.55 acres of park-like grounds with a separate guest home, cabana, pool, spa and sports court. Signature details of the era remain beautifully intact, from vaulted ceilings, Gothic arched doorways, and all-wood beamed ceilings. Recent improvements introduce a fresh aesthetic, including a remodeled designer kitchen and service area, updated lighting, and refinished hardwood floors. The home balances impressive scale with comfortable livability through a collection of elegant formal rooms, a dedicated office, a tremendous kitchen and family room combination, and lower-level spaces for fitness and staff accommodations. The 5 bedrooms and 5.5 baths in the main residence are complemented by a detached one bedroom guest house plus a pool cabana, while the grounds unfold with meandering pathways, mature trees, and abundant privacy. Bay views from the primary suite add another dimension to this distinguished Hillsborough estate.

862 Chiltern RD, Hillsborough

140 Dean RD, Woodside
$12,000,000
6 Beds ⋅ 5 Baths ⋅ ML82046443 MLS
Designer Transformation on 1.5 Private Acres Steps to Town A remarkable whole-home transformation has elevated this property into a showcase of design, quality, and livability. Spanning approximately 1.5 acres just minutes from the town center, the setting unfolds with park-like grounds that capture the essence of Woodside country living. Inside, a beautifully orchestrated floor plan offers predominantly single-level living with subtle elevation changes that define spaces while maintaining an open, flowing arrangement ideal for both everyday living and entertaining. Every detail reflects a designers eye, with cohesive finishes and thoughtfully selected materials creating a sophisticated yet welcoming atmosphere throughout. A well-appointed 2-bedroom, 1-bath guest house with full kitchen and laundry adds exceptional flexibility for extended family, guests, or even office use. Outdoor amenities are equally compelling, highlighted by a sparkling pool, vast lawn areas, and a bountiful orchard alongside a charming chicken coop that enhances the property's country appeal. All of this plus access to acclaimed Woodside Elementary School, offering a rare combination of privacy, scale, and convenience.

140 Dean RD, Woodside

1806 Doris DR, Menlo Park
$12,000,000
5 Beds ⋅ 7 Baths ⋅ ML82035912 MLS
Statement Modern Farmhouse with Resort-Style Grounds! Located on a sought-after street in Central Menlo Park and built in 2012, this exceptional modern farmhouse delivers a sense of presence, privacy, and style. The architecture is both timeless and inviting with todays desirable metal roof and interiors finished with white oak floors, paneled ceilings, and board-and-batten wall details. The homes generous scale begins with formal living and dining rooms that create elegant spaces for entertaining. An expansive kitchen and family room anchor daily life and open to a covered loggia and resort-style rear grounds with pool and spa. Five bedroom suites are thoughtfully arranged across three levels, including a luxurious primary suite, a flexible main-level suite also suited for office use, and a private suite on the lower level ideal for guests. The lower level, with extra-deep light-wells and patio, also features a recreation room, full bar, customized wine cellar, and large gym. Adding the finishing touch are beautifully landscaped grounds, plentiful fruit trees, wonderful privacy, and access to acclaimed Menlo Park schools.

1806 Doris DR, Menlo Park

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

2181 Parkside AVE, Hillsborough
$12,000,000
7 Beds ⋅ 8 Baths ⋅ ML82006309 MLS
A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen includes a Thermadorî cooktop, Sub-Zeroî fridge/freezer, wine cooler, and butler's pantry. A separate guest/in-law wing offers 2 en-suite bedrooms, lounge, and private entrance. The expansive primary suite spans half the upper level with dual walk-ins and a spa-like bath. A lower level includes a wine cellar and flexible storage space. Resort-style grounds boast a pool, spa, outdoor kitchen, fire pit, tennis/basketball court, detached en-suite guest studio, and a detached two-car garage currently used as a gym. A 3-car attached garage, paver motor court, solar panels, and modern central HVAC complete this exceptional offering just minutes from downtown Burlingame.

2181 Parkside AVE, Hillsborough

board logoBased 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.


Copyright 2026 MLSListings Inc. All rights reserved

board logo

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,