Refine Search
Sort by
$4,387,500
5 Beds 4 Baths ML81965329 MLS
New price! Situated in the Lakeview neighborhood of Hillsborough, this spacious single-story home offers superb amenities with every detail precisely designed to create an elegant yet comfortable environment. The double-door entry welcomes you to a graceful living room with a bay window and wood burning fireplace. The adjacent family room/open kitchen, with an abundance of natural light, opens to an expansive wrap-around deck ideal for outdoor entertainment. The backyard with canyon views leads to an inviting pool and extensive decking. The home offers six bedrooms including two en suites. The exquisite primary bedroom has dual, cedar lined walk-in closets and an elegant marble tiled bathroom. Gleaming hardwood floors and skylights enhance the charming characteristics of this lovely home.

1535 Black Mountain RD, Hillsborough

Listed by Len Weaverling, 650-619-0030 from Compass
(If provided) CoList: from

Sold listing courtesy of Race Chen from RJCR

$5,650,600
5 Beds 4 Baths ML81964668 MLS
Every once in a while, a true opportunity presents itself...This Mediterranean masterpiece, feat. rare & spectacular Bridge to Bridge Views, the San Francisco Skyline, Bay Bridge, East Bay Hills, San Francisco Bay, San Mateo Bridge and more at your fingertips! Offering a pristine parcel of land, situated close to downtown, schools, parks, transportation. Here are just some of the attributes to contemplate...Lower Level: Grand Formal entry w/ high ceilings & marble floors, Commanding Living Room w/ Bay Views, full bar & fireplace, Informal Family Room with fireplace, Bay Views and convenient access to the back yard, Spacious Dining room with immediate proximity to the Kitchen, Gourmet Kitchen featuring top quality appliances, natural stone countertops, heated flooring, eat-in area & back yard access, 2 Ground floor suites each w/ spacious bedrooms, hardwood floors & updated bathrooms, Full Laundry facility conveniently located off the Kitchen area. Upper Level: 3 more spacious bedrooms, Expansive Primary Bedroom Suite feat. commanding Bay Views, vaulted ceilings, fireplace, office respite, updated primary bathroom. Outside: Sublime Back yard feat. swimming pool, spa, built-in BBQ/kitchenette, putting green, lawn & entertaining patio, outdoor fireplace & mouth dropping Bay Views!

2500 Summit DR, Hillsborough

Listed by Gregory Terry, 650-678-1110 from Compass
(If provided) CoList: from

Sold listing courtesy of Bradley Joe from COMP

$5,025,000
4 Beds 3 Baths ML81964400 MLS
This stunning single level ranch style beauty is situated on a quiet tree lined street in the prestigious Lakeview neighborhood of Hillsborough. The large circular driveway leads to a meticulously constructed home with high end craftsmanship throughout. The formal entryway gives way to an elegant living room with fireplace, dining room, family room with fireplace, and an updated designer chefs kitchen. The 3130 Sq. Ft. residence boasts 4 spacious bedrooms and 2 ½ updated bathrooms. The family room, kitchen and master bedroom suite all open to double French doors leading to spacious resort grounds, large decks, a fenced off pool, and a bonus pool house and storage unit. The residence is situated on an attractive approximate 0.51 acre flat lot with serene, manicured gardens. This is a Great Home, Great Location, and Great award-winning Hillsborough schools. Close proximity to commuter routes for both San Francisco and Silicon Valley. Enjoy this home and the indoor/outdoor California lifestyle!

1340 Lakeview DR, Hillsborough

Listed by Karon Kaye, (650) 533-6334 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Justin Paek from SAEK01

$5,350,000
5 Beds 3 Baths ML81964204 MLS
THIS is HOME! Beautifully located, this extraordinary home showcases elegance and charm. A gorgeous architectural gem that shines for casual living and elegant entertaining. The quality of classic design is immediately evident in the handcrafted woodwork, high ceilings, and divided light windows, all graced with the finest details. Living areas flow in a welcoming configuration around the elegant entry leading to a richly detailed living room, gracious formal dining room and culinary eat-in kitchen with adjoining family room that naturally extends to the sensational yard. Mature landscaping frames the home on a lot measuring.72 acre with resort inspired tranquility, vast lawn areas, tennis court and fountain courtyard perfect for outdoor relaxation and entertaining. A coveted neighborhood, close to exceptional schools, shopping, dining, recreation, convenient commute routes to San Francisco, SFO and Silicon Valley makes this one-of-a-kind property a guaranteed wonderful home! County records show 3080 sq ft., Appraisals and Floor Plan Visuals show over 3500 sq ft

315 Arden RD, Hillsborough

Listed by The Patty Dwyer Group, 650.796.3039 from Compass
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$4,300,000
4 Beds 4 Baths ML81964076 MLS
Traditional home with striking architectural details located in the highly desirable lower North Hillsborough area. The living room boasts a dramatic beam ceiling, a cozy fireplace, wide plank floors, 2 sets of French doors and floor-to-ceiling windows that offer picturesque views of the lush gardens. The gourmet chef's kitchen, complete with a center island and dining area, seamlessly opens onto the patio, pool, and yard. The adjacent family room also provides a smooth transition to the outdoor spaces. This charming residence features 4 bedrooms, including one on the main level, as well as a spacious primary suite with a luxurious bath, and two additional bedrooms sharing a bath upstairs. A powder room is conveniently located off the entry. The sun drenched and beautifully landscaped grounds encompass a heated pool, inviting patios, and a manicured lawn area, perfect for outdoor enjoyment.

2249 Oakdale RD, Hillsborough

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

Sold listing courtesy of Austin Herman from APR

$5,500,500
5 Beds 4 Baths ML81963969 MLS
Experience luxury in this exquisite 4,010 sq ft residence nestled in prestigious lower Hillsborough. Situated on a sprawling 16,837 sq ft lot, boasting 5 beds, 3.5 baths. Upstairs, discover 4 generously sized bedrooms, including a grand primary suite with balcony access. The ground floor offers a convenient bedroom suite for in-laws or an au pair. The heart of the home is a stunning chef's kitchen with modern stainless-steel appliances, overlooking a serene backyard oasis featuring a lap pool, BBQ area, vegetable garden, citrus trees, and ample seating perfect for entertaining. Adjacent to the kitchen is a spacious family room with fireplace and wet bar. Additional features include a formal dining room, inviting living room with fireplace, 2-car garage, charming courtyard, and gated entry. A rare opportunity awaits discerning homeowners, where timeless elegance meets modern luxury living.

510 Hayne RD, Hillsborough

Listed by Thomas Werbe, 650-207-9168 from Breakwater Properties, Inc.
(If provided) CoList: from

Sold listing courtesy of Thomas Werbe from DW3HH

$6,244,000
5 Beds 5 Baths ML81958724 MLS
SUMMER BY THE POOL! With summer upon us, this is the resort retreat you want! Absolutely amazing yard like a five-star resort, completely flat with pool, spa, heated entertaining pavilions, gas fire pit, outdoor Sonos Sound, outdoor kitchen, playground, vast synthetic turf and more! *Solar powered house with 2 Tesla Powerwalls* Architecturally you are reminded of heart-warming Napa farmhouses, or Cape Cod vacation retreats...all flowing on one level from indoors to outdoors.... *5 bedrooms, 4.5 bathrooms, plus Large Office/Playroom* Incredible quality and handpicked character of the finest finishes* Every ceiling architecturally curated with stunning heights, crisp white woodwork, & Vantage lighting system. Open Kitchen/Family room with 11 ft. white marble island adjoins Family Room open to Flat Yard, *All bathrooms beautifully redone with white marble and fine finishes. Unique architectural ceiling treatments in each room, including a delightful children's loft that links two family bedrooms in the South Wing. Special features of huge Mud Room, Walk-in Pantry, Sonos inside & out, Wine Bar in Family Room, Undercounter Sub-Zero refrigerator drawers on island & more!* Very best street of Carolands, divinely flat & private, streaming with the sunshine of south and west exposures!

527 Craig RD, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

$4,569,000
4 Beds 3 Baths ML81962292 MLS
Magnificent Mid-Century single-story home with grand layout and scale. This lovely home is introduced to the market for the 1st time since 1956 and was previously showcased in a Better Homes and Garden architectural article! Fabulous expansive common area with inviting floor to ceiling windows that capture views of the bay, spacious rear yard and overlook the inground kidney shaped pool. The floorplan offers flexibility for a home office, in law or au pair suite scenarios. The home has a total of four light-filled bedrooms including two En Suite units. All bedrooms have abundant storage and closet space. Updated kitchen with Thermador and Sub-Zero appliances and granite counter tops. Its an easy walk to Hillsborough's coveted West School which was designated as a California Distinguished School 2023. Other features, beautiful, refinished hardwood floors, convenient spacious laundry room with utility sink and storage, attached two car garage and much more.

330 Robinwood LN, Hillsborough

Listed by Michael Robles, 415-990-1234 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Lily Hsu from APR

$4,911,000
4 Beds 4 Baths ML81961341 MLS
Nestled in the serene neighborhood of Hillsborough, 575 Darrell Road is a testament to modern luxury living. This meticulously crafted residence boasts 2918 square feet of exquisite living space, featuring 4 bedrooms and 3.5 bathrooms, perfectly tailored to accommodate the needs of a discerning homeowner. Notably, this home underwent extensive remodeling in 2016, including a thoughtful addition to the square footage, ensuring it seamlessly blends contemporary amenities with timeless charm. Every detail, from the upgraded fixtures to the modern conveniences, reflects the utmost attention to quality and craftsmanship, but the allure of 575 Darrell Road extends beyond its interiors. Step outside into the meticulously manicured backyard, and you'll discover a true oasis designed for outdoor entertaining. From the spacious patio area perfect for al fresco dining to the lush green lawn ideal for children's play, every corner of this outdoor sanctuary lets you relax and unwind in style.

575 Darrell RD, Hillsborough

Listed by The Laugesen Team, (650) 642-5399 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$4,510,000
4 Beds 3 Baths ML81960527 MLS
Classic ranch-style home with spacious lower level ready to move in and enjoy or excellent opportunity to further transform or potentially build new. Located at the end of a cul de sac on approx. 1.2 acres with partially level grounds with pool and vast space for entertaining and play. Freshly painted and beautiful hardwood floors. Classic and timeless style includes crown and chair rail moldings, wainscot, floors in herringbone pattern, and two fireplaces. Formal living and dining rooms, kitchen-family room combo with large deck and lower-level rec room opening out to the pool. 4 bedrooms and 3 full baths include main-level primary suite and lower-level guest suite plus there is a bonus room and bath(done without the benefit of permits.) . This home offers privacy and potential, access to excellent Hillsborough schools, including West Elementary, and is just 3 miles from Burlingame Avenue's shopping and dining.

35 Terrier PL, Hillsborough

Listed by Sandra Comaroto, 650-714-1359 from Compass
(If provided) CoList: from

Sold listing courtesy of Fabiane Maranon from 7A1277

$14,750,000
6 Beds 10 Baths ML81959666 MLS
Modern elegance meets unrivaled luxury. This modern luxury masterpiece epitomizes elegance and sophistication situated on a sprawling two acre lot, this estate includes a guest house boasting opulence at every turn with a pool overlooking views that are unmatched. Marvel at the grandeur of 26-foot ceilings and european oak floors as you enter connecting to the gourmet kitchen, adorned with cambria countertops and top-of-the-line gaggenau appliances beckoning culinary excellence. Entertain effortlessly in the game room, indoor/outdoor bar, and gym while indulging in relaxation in the sauna or luxurious jacuzzi tubs. The exterior of this estate adorns european garage doors, italian windows, and a stunning limestone terrace connecting to stunning bay area views. Experience modern luxury living at its finest in this extraordinary residence.

165 Woodridge RD, Hillsborough

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

Sold listing courtesy of Josh Burns from STHB

$6,650,000
5 Beds 5 Baths ML81958707 MLS
Step into this custom-designed home, constructed in 2001, boasting a sprawling 3,600 square feet all on one level, nestled on a coveted level lot. The architecture exudes charm with its lofty ceilings, creating an open, luminous ambiance. Expansive windows frame picturesque views of vibrant flowers and lush trees, bringing the outdoors in. This spacious abode features 5 bedrooms, 4.5 baths, all thoughtfully arranged. Entertain guests in the formal living and dining areas, or retreat to the elegant wood-paneled office for quiet productivity. Gather in the generous family room, seamlessly connected to the functional kitchen with a granite-topped center island & top-of-the-line stainless steel appliances! Outside, discover a meticulously landscaped backyard oasis, complete with a solar-heated pool and spa, surrounded by mature greenery on the flat lot. A charming gazebo adds a touch of serenity & beauty. Convenience meets luxury with a spacious 3-car garage, while the tranquil, flat street invites daily exercise routines, whether it's a leisurely stroll, brisk jog, or scenic bike ride. Come & experience the joy of living in this home with your loved ones - it's the perfect setting for making lasting memories!

548 Craig RD, Hillsborough

Listed by Mary Bee, 650-343-9999 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Gina Haggarty from APR

$6,335,000
5 Beds 5 Baths ML81957526 MLS
Stunning One Level Home in Highly Desirable Prime Lower Hillsborough Private Cul de Sac on Level Half Acre Lot with Pool. Formal Entry. Elegant Living Room with Fireplace. Formal Dining Room. Chef's Eat-in Kitchen with Center Island. Entertaining Area with Wet Bar, Vaulted Ceilings, and Separate Family Room. Primary Suite Retreat Features Two Walk-in Closets, Separate Tub, and Stall Shower. 5 Spacious Bedrooms. 4.5 Bathrooms. Separate Office or Library with Built-in Shelving and Custom Fireplace. Interior Features Include High Ceilings Throughout, Laundry Room, and French Doors that Open to the Lovely Landscaped 0.56+/- Acre Lot with Sparkling Pool. Award Winning Hillsborough Schools. Located in Prime Lower Hillsborough on Private Cul de Sac.

15 Santa Maria LN, Hillsborough

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

Sold listing courtesy of Gregory Terry from APR

$4,450,000
4 Beds 4 Baths ML81957490 MLS
Nestled in prestigious Hillsborough, this exquisite home offers a chance to join a coveted community with top-tier public schools, negating the need for costly private schooling. Its central location ensures easy access to the Peninsulas vibrant job market, close to leading tech and biotech firms like Meta and Genentech. The residence boasts an elegantly updated chef's kitchen with premium appliances, spacious bedrooms including two ensuites and a jack and jill layout for privacy. Enjoy modern comforts such as bedroom air conditioning, new carpeting, ample attic storage, and a large pantry. Set on a generous 0.45-acre lot amidst mature trees, the backyard is a private retreat with a built-in BBQ grill and spa, a rarity in nearby cities. Easy access to Burlingame, Millbrae, and San Mateo enriches dining and service choices, while the peaceful neighborhood invites scenic explorations to enhance living quality.

2431 Oakdale RD, Hillsborough

Listed by Spencer Hsu, 408-223-5493 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Suki Tsang from CHANCE

$4,485,000
5 Beds 5 Baths ML81956888 MLS
An exquisite one-story ranch-style home boasts a pristine frontage and elegant entrance with symmetrically sculpted topiary shrubs. A semi-circle driveway composed of interlocking pavers ushers you to the double-door entry.The spacious foyer is brightened by a delightful skylight, revealing a home that sprawls across an impressive, near 25,000 sq-ft, mostly level lot. This 3,450 sq-ft home offers three en-suites, two additional bedrooms plus a den, two half baths. Vaulted ceilings and large paneled windows in the light-filled living room, is centered with a cozy fireplace. Separate dining space, with a vaulted ceiling, adjoins a breakfast nook and kitchen. Spacious family room, with a fire place and a wet bar, offering direct access to the extensive outdoor decking and backyard, ideal for quiet relaxation or lively entertainment. Tranquil master suite, along side the den, both grant serene access to exterior deck. Meticulously trimmed hedge, flourishing shrubbery, a paver pathway are the epitome of privacy and tranquility, creating a calm haven that extends the homes living experience into nature. More than just a residence, this home is set for a multitude of memories and a legacy for the future. Embrace the opportunity to own a piece of serenity and stylish retreat.

1310 Lakeview DR, Hillsborough

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$11,500,000
6 Beds 8 Baths ML81956058 MLS
RARE PRIVATE SHOWCASE IN LOWER HILLSBOROUGH! TURN-KEY INTERIOR WITH SOME MODERN UPDATES THROUGHOUT! HUGE 1 FLAT ACRE LOT* WITH A LARGE GRASSY FIELD, sparkling pool, fire pits, garden walkways, and several patio areas; perfect for the whole family as well as hosting loved ones. Prestigious Ryan Tract neighborhood w/ an abundance of lush GREENERY for LOTS OF PRIVACY. FIRST TIME ON THE MARKET! Ideal open floor plan which features high ceilings, 2 high end chef's kitchens w/ top-of-the-line appliances, oversized living room, additional family room, custom built office/study, wine cellar, fitness room, mudroom, AND SO MUCH MORE! Stylish hallways, a grand staircase, and 2 majestic large white columns give a sense of grandeur & opulence. Extra large balconies wrap around the exterior overlooking the park-like yard. Multiple extravagant en-suite rooms & spa-like bathrooms make this home feel like a resort. Be able to walk to Downtown Burlingame and enjoy access to some of the best schools Northern California has to offer. DON'T WAIT!

1904 Forest View AVE, Hillsborough

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

Sold listing courtesy of Kim Gelman from CBR

$3,000,000
3 Beds 3 Baths ML81955530 MLS
Price Reduced 300k!!! Offers presented as the come. Tucked away at the end of a long private driveway, hidden from view, lies this charming abode. Full of cozy embrace, this home exudes warmth and charm,seamlessly blending inviting aesthetics with practical design elements. The bright floor plan is both welcoming and functional, conducive to everyday living and entertaining. With ample living quarters throughout, inside youll find both a spacious living room and wide-open family room. The well-equipped kitchen has what you need to get the job done, and when its time to eat, theres a large formal dining room. The versatile 3 bed 3 bath layout has room to accommodate the whole family, including a luxurious en-suite master bedroom on the 2 nd floor. Theres certainly no shortage of storage space with extra wide closets found throughout and a large 2-car garage. Outside, two separate yards beckon you to embrace the outdoors, where a large grassy field, glistening pool, and inviting patio area await. To top it all off, enjoy optimal convenience with easy access to Highway 280 and proximity to several acclaimed public & ;private schools. Comfort, convenience, and charm. This homes got it all!

1445 Tartan Trail RD, Hillsborough

Listed by Max Lo, 650-307-8816 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Denise Quinley from KWSCV

$6,668,000
5 Beds 7 Baths ML81955202 MLS
Lush Italian Villa sits on .68 acre lot in the heart of Hillsborough. This five bedroom, six and a half bath home is the perfect blend of masterful craftsmanship and modern amenities. The main level includes a formal living room, dining room, large family room and chefs kitchen with adjoining butlers pantry. With 4 sets of French doors opening from the main floor living spaces to the backyard, this home boasts the ultimate indoor/outdoor lifestyle. Rounding out the main floor are two bedrooms and two and a half baths, complete with a timeless moody wood-paneled office. Upper floor features three bedroom suites, including the sumptuous double door primary suite with a private sun soaked balcony. Lower Level includes a multi-use rec room, walk-in wine storage with over 1200 bottle capacity, full bathroom, ample storage spaces and an oversized balcony overlooking the landscape. The multi-level yard is the perfect blend of mature landscaping and hardscape, with a four-hole putting green and an abundance of varietal fruit and flowering trees. Additional highlights include tray and coffered ceilings, two fireplaces, and a 3 car garage (EV ready) with spacious built-ins. A true oasis tucked into the hills.

1285 La Cumbre RD, 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 The Patty Dwyer Group from APR

$3,907,000
3 Beds 3 Baths ML81955075 MLS
This circa 1973 gem, never before available, seamlessly blends the eclectic modern style with a Tahoe-inspired ambiance. Wood-paneled cathedral ceilings in the living room, foyer, and primary suite exude the rustic flair of an alpine retreat. The abundance of natural light is complemented by newly painted interiors in a soft neutral palette, along with coordinating new carpet and high-end luxury vinyl floors. Fireplaces are a signature of the home in the living room, family room, and primary suite, each adorned overhead with wood paneling. Fitting for this Lower Hillsborough neighborhood, renowned for estate properties, the homes entrance is set back from the street and marked by a gated circular driveway. The two-story floor plan is spacious and traditionally arranged, with all entertaining areas, on the main level. Upstairs, there is an open lounge/office area just before the bridgewalk leading to three bedrooms. The primary suite includes a private balcony and ladder-accessed loft, perfect for an office. Fresh air living awaits outside with a fully enclosed yard with a large deck and level space for play and gardening. Access to excellent Hillsborough schools and downtown shops and restaurants just a mile away, make this an outstanding opportunity for a new generation to come.

135 Roblar AVE, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: Erik Elfving from Compass

Sold listing courtesy of Julie Baumann from APR

$4,600,000
4 Beds 4 Baths ML81954511 MLS
Nestled within the prestigious Sky Farm area of Hillsborough, this remarkable uniquely situated residence on the corner of a serene cul-de-sac, offers both tranquility and easy access to highway for easy commute to both San Francisco and Silicon Valley. It boasts unobstructed panoramic views of the Bay from all three ensuite bedrooms, living room, dining room and the front garden and patio for al fresco lounging to enjoy this magnificent setting!! This home features: Beautifully remodeled chef's kitchen with amazing custom cabinets featuring beveled glass. Family room and breakfast nook extend to a spacious patio for outdoor lounging and dining, overlooking the recently upgraded pool and beautifully landscaped terraced backyard. Attached au pair suite/office, adjacent to kitchen, garage and laundry closet, has a separate entrance and a full bathroom. The property also boasts a substantial 675 sq ft +/- three-car garage. Additional secure parking within the property accessed through an automatic gate. Conveniently located in close proximity to award-winning Hillsborough schools and the sought-after Nueva School. This property seamlessly combines accessibility with the serenity of its surroundings, making it a true gem in the Bay Area.

10 Silk Tree PL, Hillsborough

Listed by Parnian Kaboli, 650-224-5943 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$5,625,000
6 Beds 5 Baths ML81953240 MLS
Introducing 585 Remillard Drive, Hillsborough, CA: a synthesis of luxury and refined Californian living. Spanning 4,214 sq ft, the main home invites with 4 bedrooms, 3.5 baths, and a spectacular chefs kitchen, embodying an aura of opulent design and functionality. An attached guest house provides 2 additional bedrooms, 1.5 baths, and a full secondary kitchen, with French doors revealing a bridge to lavish outdoor living. On a 22,000 sq ft lot, the backyard unfolds a mesmerizing oasis: exotic palm trees, impeccable landscaping, a cutting-edge pool and hot tub, and elite outdoor entertaining amenities. A resplendent offering where every detail narrates a story of luxury.

585 Remillard DR, Hillsborough

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Mary Bee from RECAP

$6,550,000
5 Beds 6 Baths ML81953409 MLS
WELCOME TO CULEBRA PARK, A MAGICAL RETREAT IN THE HEART OF HILLSBOROUGH ESTATE COUNTRY. After decades of cherished memories by one family, this is the first offering to the market since 1970! The architecture delivers the best of Revival romance, circa 1935, cast in the iconic Monterey Colonial style. The current owners have honored the home with love and their luxurious upgrades, including a spectacular Primary Wing and indoor/outdoor Family Room addition. The Primary Wing is a true Wow Factor complete with its own Office, huge marble bathroom, and surely one of the grandest walk-in closets in Town! *Absolutely stunning park like grounds of .73 Acre* Conceptual plans available by award-winning landscape architect Terra Ferma to transform this private park into a five-star resort* Very strong bones and bedroom layout including 4 beds up (plus primary study) *Lower level bonus rooms for teen hangout and art studio *Main level guest bedroom *Some Bay views from Primary *Prestige trophy location amongst mansions, next door to #1 Sale of 2023. *Walk to Vista Park for kid's play, basketball and grassy field *An offering of utmost rarity and luxury potential

865 Culebra RD, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$8,325,000
4 Beds 5 Baths ML81942239 MLS
English country manor combines elegance & sophistication in prime lower Hillsborough location. Gated & magnificently set back, this splendid Tudor has been meticulously remodeled with the finest in craftsmanship & stunning decor. Light filled 4BR/4.5BA features over 4,600 sf of superb living space. 4 sets of French Doors open out to the ultimate in outdoor living with pool, spa, firepit and built-in kitchen with BBQ This property is a rare opportunity to live in private splendor yet be within a short stroll to downtown Burlingame. Features of the home ~ Formal entry with high ceilings Living room with stone fireplace surround Formal dining room Updated kitchen with large family room opens onto patio, pool, yard & outdoor kitchen Pantry Powder room Primary bedroom on first floor with large bathroom 3 additional bedrooms include a 2nd primary suite on the second level Laundry room 2 car garage with built in storage Pool, spa, firepit, built in outdoor kitchen with BBQ

1941 Parkside AVE, Hillsborough

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$6,300,000
5 Beds 6 Baths ML81952078 MLS
Elegance abounds in this original William Wurster design that was expanded and restored to perfection by renowned local architect Farro Essalat. Tucked away on approximately .73 acres of outstanding verdant grounds, 989 Hayne Road is a rare gem that is to be cherished for generations to come. Every feature of this five bedroom, five and one-half bath home offers the highest level of design, impeccable attention to detail, and masterful craftsmanship. The welcoming foyer with beautiful curved staircase is a fitting prelude to the grandly-proportioned interior spaces, which include a library, billiard room, huge family room and mud room. The delightful flow of this exceptional home extends to the incredibly-manicured grounds, offering beautiful planter beds, tranquil garden pathways, a rose garden, fire pit, superb outdoor kitchen, and spa with Bay views. This magnificent estate presents a unique opportunity for the discerning owner seeking that special, one-of-a-kind property.

989 Hayne RD, Hillsborough

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

Sold listing courtesy of Jim Arbeed from CBR

$7,100,000
6 Beds 7 Baths ML81950505 MLS
Discover unparalleled value in this meticulously crafted luxury new construction at 1175 San Raymundo in Hillsborough, California. Completed in 2023, this remarkable residence offers a grand living experience with expansive proportions and top-tier finishes, spanning over 5200 square feet. Thoughtfully designed for modern living, it features two family rooms, a spacious open living-dining area with a chef's kitchen, six bedrooms, seven bathrooms, and an additional flex room, striking the perfect balance of relaxation and privacy. Bifolding windows throughout enhance the seamless indoor-outdoor integration, defining the home's character. Complemented by thoughtfully designed decks and terraces, these spaces cater to entertainment and breathtaking views, providing an idyllic setting for gatherings or unwinding in the fresh air. This modern gem prioritizes quality, boasting top-tier materials and impeccable finishes, creating an ambiance of sophistication. The intelligently designed floor plan seamlessly connects open-concept living areas for a lifestyle of ease and comfort. Visit us to see this home for yourself, it won't last!

1175 San Raymundo RD, Hillsborough

Listed by Paul Zinchik, 415-297-1300 from Compass
(If provided) CoList: Eugene Zinchik from Compass

Sold listing courtesy of Shaun Walter from CBR

$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

$3,922,000
3 Beds 3 Baths ML81951318 MLS
CAROLANDS' BEST IN CLASS, the epitome of privacy & tranquility. Surrounded by lots of lush greenery, highlighting Hillsborough's natural beauty. Get to where you need to go w/ easy access to Highway 280. Centrally located close to Downtown Burlingame & several prestigious schools. Welcoming curb appeal w/ a distinctive design. Inside, youll find a bright & airy floor plan accentuated by high vaulted ceilings, open skylights, recessed lighting, & hardwood flooring creating a spacious & inviting atmosphere. The abundance of tall windows brings in an immense amount of natural light. The living room is sizable w/ an attached sunroom overlooking the back deck. There's an open concept kitchen / family room combo, perfect for hosting. The well-appointed kitchen features a large center island. The bedrooms are particularly comfortable w/ a luxurious en-suite master that has a private bathroom, walk-in closet, & glass doors leading to the rear. Experience the best of what California has to offer w/ a huge rear deck and a glistening pool nestled in the backyard, encircled by lots of trees and foliage. Embrace the extraordinary - call this place home and thrive!

440 Remillard DR, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

$3,930,000
3 Beds 3 Baths ML81951119 MLS
Wonderful views, large lot, and a quality home await at the House on Sugar Hill. As sweet as the name of the street it is on (Persimmon, "fruit of the divine!") this cul-de-sac residence brings the lush natural surroundings inside, with great scale and light in each of the rooms of this custom-built home. The stately facade welcomes you to a grand foyer with soaring ceilings. To the left, a large-scale living room features sliding glass doors that open directly to the sunny southwest facing deck, allowing for easy indoor/outdoor living. The welcoming family room and kitchen are the heart of the home, with an oversized kitchen island, brand-new stainless steel appliances, and a perfect layout for casual or formal entertaining. Shake up a martini at the wet bar and lounge in front of the fireplace, or host dinner in the formal dining room. In the morning, enjoy your coffee in the dining nook while soaking in the expansive canyon vistas! Upstairs, the large primary suite has two walk-in closets and a balcony overlooking the treetops and great bay views. Two generous bedrooms and a spacious hall bath complete the second story. The 36,750 sq ft lot is filled with potential...swimming pool? Sport court? The limit is your creativity. Welcome home to home "sweet" home on Persimmon Court!

25 Persimmon CT, Hillsborough

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Laura Lee from Compass

Sold listing courtesy of Jinyue Wang from KWPEN

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved