Hillsborough Homes with Accessory Dwelling Unit for Sale

6 Beds ⋅ 9 Baths ⋅ ML82056682 MLS

A rare offering in coveted South Hillsborough, 810 Lombardi Lane is a private, gated estate set on nearly one level acre of beautifully curated grounds at the end of an exclusive cul-de-sac. Timeless architecture, soaring ceilings, custom millwork, and walls of glass create light-filled interiors that flow effortlessly to the resort-inspired outdoor spaces. Designed for both everyday living and grand-scale entertaining, the home features an exceptional chef's kitchen, expansive gathering spaces, and seamless indoor-outdoor living with accordion glass doors opening to a saltwater pool, outdoor kitchen, custom fire pit, and lush architectural landscaping. The luxurious primary suite is a private retreat with a spa-inspired bath and tranquil garden patio, while each additional bedroom offers a beautifully appointed en suite with its own distinctive designer tilework. A detached ADU with dramatic 12-foot wood-beam ceilings overlooks the pool and provides exceptional flexibility for guests, a private office, wellness studio, or multigenerational living. Combining remarkable privacy, timeless craftsmanship, and an unrivaled South Hillsborough location, this exceptional estate embodies luxurious Peninsula living.

810 Lombardi LN, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$11,800,000

6 Beds ⋅ 8 Baths ⋅ ML82054575 MLS

Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

280 Uplands DR, Hillsborough

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

$39,888,000

8 Beds ⋅ 13 Baths ⋅ ML82036796 MLS

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

455 Pinehill RD, Hillsborough

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

$5,600,000

6 Beds ⋅ 8 Baths ⋅ ML82046550 MLS

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

1325 Marlborough RD, Hillsborough

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

Sold listing courtesy of Yvonne Yang from APR

$5,150,000

4 Beds ⋅ 4 Baths ⋅ ML82037294 MLS

Elevated on nearly one acre of landscaped grounds, this newly updated single-level property offers exceptional scale, flexibility, and presence in a close-in setting. Updates include brand new European white oak engineered floors throughout, newly painted interiors and cabinetry, plus recently remodeled baths and updated HVAC. The foyer opens to a light-filled living room with waterfall view and dramatic two-way fireplace with carved marble surround flanked by built-ins. A generous great room follows, featuring a barrel-vaulted ceiling, expansive wall of glass, formal dining area, and a well-appointed kitchen with granite countertops, large island beneath an operable skylight, premium appliances, and banquette seating. A separate wing has 4 bedrooms and 2.5 baths, including a spacious primary suite with remodeled luxury bath. 3 additional bedrooms include one customized for office use and two with outside access and shared bath. A detached ADU with full kitchen, bath, walk-in closet, and private 2-car garage (in addition to the main home 2-car garage) adds outstanding flexibility. Outdoor living includes paver patios, synthetic lawn, and an outdoor kitchen with gas and conventional barbecues. Excellent Hillsborough schools and just over one mile from Broadway shops and dining.

2260 Summit DR, Hillsborough

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Sharlyne Murphy from APR

$9,000,000

4 Beds ⋅ 5 Baths ⋅ ML82036538 MLS

Lower Hillsborough Mid-Century Modern Masterpiece. Walls of glass, soaring ceilings, and resort-caliber grounds define this iconic single-level estate set on a mostly level .716-acre (31,192± sf) lot along one of Hillsboroughs most coveted streets. The 4,670± sf residence showcases a gallery-style entry leading to dramatic living and dining rooms with limestone and granite fireplaces, expansive scale, and seamless indoor-outdoor flow through tall framed glass doors. A perfectly positioned powder room off the main entry offers convenient outdoor access. The stylish chefs kitchen features sleek cabinetry, Wolf 6-burner range with double ovens and grill, 48 Sub-Zero refrigerator, Miele wall oven and microwave, two Bosch dishwashers, and an oversized island with prep sink. An adjacent family room with built-in desks opens to an Ipe deck. The luxurious primary suite opens to the pool, with a spa-inspired bath and heated floors. Three additional ensuite bedrooms provide privacy and comfort. A newly constructed 1,095± sf ADU (2022) with separate address includes full kitchen, living areas, AC, and heated floors. Lush grounds offer pool, spa, pool house with Nano doors, fire pit with built in seating, outdoor kitchen with Lynx appliances, lawn area, solar, EV- outlet, mud/laundry room.

747 Bromfield RD, Hillsborough

Listed by Kim Gelman, 650-888-5537 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$9,280,000

5 Beds ⋅ 5 Baths ⋅ ML82036409 MLS

Welcome home to your modern farmhouse in the coveted Carolands neighborhood of Hillsborough. Situated on a flat and usable .52-acre lot, this home was rebuilt and expanded in 2021 from the foundation up, ensuring a turnkey and comfortable living experience. The main house boasts 4 bedrooms and 4 bathrooms, plus a 1-bedroom, 1-bath ADU. Inside, discover 16-foot ceilings, stunning wood floors, abundant natural light, and premium upgrades. The chef's kitchen features Thermador appliances and an 11-foot island, with La Cantina doors for seamless indoor-outdoor flow to your outdoor oasis that includes a new pool/spa, BBQ, bocce ball, expansive lawn, and fruit trees. There is also a large side yard perfect for basketball, extra cars, or even a boat. This property combines rare single-level living with modern features, great natural light on a flat, usable lot, and a neighborhood that invites walks and bike rides.

588 Craig RD, Hillsborough

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

Sold listing courtesy of Amy Xiao from KWCU

$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

$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

$7,486,250

5 Beds ⋅ 5 Baths ⋅ ML82016885 MLS

Main 3770, guesthouse 726, garage 405 = 4901. The picture of storybook charm is in this desirable lower Hillsborough, single level home. Main house is 4 bedrms, 4 baths, 2 offices, 1 spacious overlooking front gardens, & other attached to the primary ensuite. Newly built custom guest house. Guest house is 1 bed/1 bath. It includes a living rm w/fireplace, kitchen, & Nana doors opening to the backyard w/ a sunny bedrm, gorgeous bathrm, & relaxing sauna. The interiors of the main home include formal spaces w/an open family/great room. Formal living rm boasts a large gas fireplace & sliding French doors to the backyard. The chefs kitchen is open to the family rm & includes a separate wet bar, counter dining, & wine closet, all surrounded by handsome cabinetry. The lavish primary bedrm wing features a fireplace, an adjacent office, a custom bathrm w/oversized shower & heated floors, large walk-in closet, & sliding doors leading to the backyard. There are three additional bedrms, 1 is ensuite. The backyard is quintessential California living at its finest w/sparkling pool & spa, a built-in BBQ, dining & lounging areas, a fabulous firepit & seating area, cold plunge pool & incredible gardens. Blocks to downtown Burlingame & Broadway Aves, close to airports, SF, excellent schools

1715 Forest View AVE, Hillsborough

Listed by Valerie Soltau, 650-464-3896 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$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

$5,050,000

5 Beds ⋅ 4 Baths ⋅ ML82011157 MLS

Perched on almost an acre in Hillsborough, this expansive property offers the perfect balance of luxury, privacy, and breathtaking surroundings. Tastefully updated in 2003, the 4 bedroom, 2.5-bathroom residence plus a separate 1BR & 1BA ADU with its own attached two-car garage, providing an excellent space for extended family, guests, or private accommodations. The main house also features an additional two-car garage, bringing the total to four. Designed for both comfort and sophistication, the home features a spacious primary suite with a Jacuzzi tub. Distinct formal dining, family, and living areas create an inviting yet functional layout. The gourmet kitchen is equipped with a central island, perfect for both everyday cooking and entertaining. Hardwood flooring extends throughout, enhancing the homes warmth and refinement. The beautifully landscaped grounds, boasts partial views and a secure gated entry. This exceptional home presents a rare opportunity to experience premier Hillsborough living, where space, style, and serenity come together effortlessly.

2260 Summit DR, Hillsborough

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

Sold listing courtesy of Leon Hu from SEHU01

$5,700,000

6 Beds ⋅ 7 Baths ⋅ ML82001959 MLS

35 Brooke CT, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$8,500,000

4 Beds ⋅ 4 Baths ⋅ ML82001715 MLS

Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the heart of Hillsborough. Spanning 4200 sq ft, this residence offers a blend of elegance and comfort. The kitchen is a chef's dream, equipped with a gas cooktop, marble countertops, built-in ovens, refrigerator, wine refrigerator, and more. The home features carpet and hardwood flooring throughout, enhancing its warm and inviting ambiance. The family room, complete with a separate space, and the formal dining room are perfect for hosting gatherings. Enjoy cozy evenings by the fireplace, and convenience with an upper-floor laundry room featuring a washer, dryer, and tub/sink. The primary suite includes 2 walk-in closets as well as a sports closet and an oversized tub, providing a private retreat. Additional amenities include a bay windows, garden window, high ceilings, security gate, video/audio system, wet bar, and more. The property also boasts a gunite pool and spa/hot tub, perfect for relaxation. Situated in the Hillsborough City Elementary School District, this home is ideal for those seeking a blend of luxury and practicality.

127 Bridge RD, Hillsborough

Listed by Rebecca Evans, 650-425-0250 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Buljan from APR

$8,250,000

6 Beds ⋅ 7 Baths ⋅ ML81985068 MLS

Once in a very great while, a magical opportunity presents itself. Nestled in the Lakeview canyons, the Secret Garden Sanctuary is the special home you have been searching for. Built in 2008, and situated on a nearly flat one-half acre plus parcel, the almost 5,000 square foot English Tudor inspired home has been lovingly maintained and upgraded over the years by an artist and interior designer. Complementing the main residence is a charming 300-square-foot ADU cottage which mirrors the timeless elegance of the primary home. Wake up to birds chirping on the veranda off the primary suite as you remotely turn on the jets of the in-ground jetted pool. Enjoy a steam shower in the full slab natural stone shower, followed by a breakfast prepared in the chefs kitchen using fresh ingredients harvested from your own garden and eggs gathered from the chicken coop. Meditate over the soothing sound of the natural stone fountain. Wander through your garden to prepare for a focused day of work in the large and sunny office or relax into the evening in front of the hearth, contemplating the hand painted ceilings of the dining room after dinner with a glass of wine. This house is truly special, hidden in the hills, among a community of caring Hillsborough neighbors. Your sanctuary awaits.

70 Joyce RD, Hillsborough

Listed by Bill McQuaid, 650-245-1605 from Compass
(If provided) CoList: The Cheung Group from Compass

Sold listing courtesy of Hira Bakhsh from SFLT01

$6,500,000

6 Beds ⋅ 8 Baths ⋅ ML81981939 MLS

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

990 Yale DR, Hillsborough

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

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$8,000,000

6 Beds ⋅ 8 Baths ⋅ ML81980486 MLS

This Hillsborough estate is a true masterpiece of contemporary design and craftsmanship. Nearly 5,700 sf of total living space. Spanning three levels, the home is filled with exquisite details and premium materials, with a bold use of glass that floods every corner with natural light. A magnificent great room, a gourmet kitchen, and an inviting family room provide ideal venues for both entertaining and daily life. Designed for seamless indoor/outdoor living, glass walls fully retract to reveal five-star grounds with an infinity pool, an outdoor kitchen, and patio space. Each bedroom is en suite, with the stunning primary suite boasting a fireplace and a private balcony, while the detached guest home provides an additional bedroom and bathroom. Conveniently close to downtown Burlingame, a prestigious country club, parks, SFO, and commute options. Additionally, families will appreciate access to top-rated public schools and nearby private institutions (buyer to verify eligibility).

1225 La Cumbre RD, Hillsborough

Listed by DeLeon Team, 650-543-8501 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of James Koh from COMP

$8,400,000

5 Beds ⋅ 6 Baths ⋅ ML81951727 MLS

HUGE PRICE REDUCTION! LOWER NORTH HILLSBOROUGH! CREATE YOUR DREAM ESTATE! I INCLUDED A COUPLE VIRTUAL RENOVATION PHOTOS THAT HIGHLIGHT THE EXTREME POTENTIAL THIS PROPERTY OFFERS! WALK TO NORTH ELEMENTARY SCHOOL AND DOWNTOWN BURLINGAME AVE. SITUATED ON A 1.1 ACRE FLAT PARCEL, THIS 7900+/- SF HOME IS LOCATED ON ONE OF HILLSBOROUGH'S MOST COVETED STREETS. EVERYWHERE YOU LOOK, THE MEDITERREANEAN DESIGN CELEBRATES IMPRESSIVE ARCHITECTURAL DETAIL RARELY FOUND IN HILLSBOROUGH. THE MAIN HOUSE OFFERS 5 BEDROOMS, 6 BATHROOMS, A BEAUTIFULLY APPOINTED LIVING AND DINING ROOM WITH PERIOD DETAILS, SEPARATE OFFICE WITH WET BAR AND FIREPLACE, LARGE SPACIOUS KITCHEN, ADJACENT FAMILY ROOM WHICH OPENS TO THE SUNNY YARD AND POOL, A LARGE GUEST SUITE IS ALSO LOCATED ON THE MAIN LEVEL. THE UPPER LEVEL OFFERS A LARGE PRIMARY SUITE WITH SITTING ROOM, AND WELL-APPOINTED PRIMARY BATHROOM, PLUS (2) ADDITIONAL BEDROOMS WITH JACK AND JILL BATHROOM. ON THE LOWER LEVEL YOU WILL FIND AN AU PAIR SUITE, WINE CELLAR, AND LARGE ATTACHED GARAGE. THE SPACIOUS YARD INCLUDES A SEPARATE POOL HOUSE WITH SAUNA, KITCHEN AND FULL BATHROOM. IN ADDITION, THERE IS AN ADJACENT 2+ CAR GARAGE PLUS PLENTY OF SPACE FOR A GYM.

325 Eucalyptus AVE, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

View All Hillsborough CA Home Listings With Accessory Dwelling Unit (ADU)