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$3,970,000
4 Beds ⋅ 3 Baths ⋅ ML82008148 MLS
CONTEMPORARY CLASSIC WITH A SCENIC GARDEN JOURNEY: Tucked away on a prestigious and rarely offered street, 1431 Carlton Road takes you on a trip where each stop reveals the beauty of the entire journey. The story begins at the heart of Hillsborough, the scenic Lower Lakeview area where canyon crests join jetliner Bay views, and the ambiance feels perfectly lost in time. Circa 1948 Hillsborough, when this home was crafted on a vista plateau, was an exciting period where contemporary designs began blending with traditional, and the inflections of Mid Century started to stylishly inform family comfort. *4 huge bedrooms, plus Office or possible 5th bedroom *Awesome indoor/outdoor flow with rooms stepping out to flat patio, flat lawn, and some Bay view *Recently refreshed with new landscaping, beautiful hardwood floors, designer paint palette and more *Stately living room with 9ft. ceilings, 25 feet long, Bay-view picture windows and yard access *Fabulous new hardscape and lawns *Double Primary Suites on main level (plus Office) plus 2 enormous beds upstairs with 14 ft. vaulted ceilings *Secret side orchard for possible future pool, ADU, or deluxe Bocci Court! *Quiet street of Lower Lakeview 0.9 mile to West School, 1.0 mile to 280 on-ramp, 2.1 mile to Nueva Hillsborough campus.

1431 Carlton RD, Hillsborough

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

Sold listing courtesy of Robin Li from BQG
$3,700,000
4 Beds ⋅ 3 Baths ⋅ ML82007005 MLS
Tucked away at the end of a quiet cul-de-sac in Hillsborough's prestigious Tobin Clark Estate, 35 Anguido Court offers refined living, expansive views, and a thoughtfully designed layout. A paver driveway leads to a stately portico and spacious foyer. The bright formal living room features a wall of windows, elegant fireplace, recessed lighting, and hardwood floors throughout. A formal dining room with large picture windows complements the well-appointed kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The adjacent breakfast nook captures sweeping views from the Hillsborough hills to the SF Bay and opens to two balconies--ideal for outdoor dining. The primary suite includes balcony access, a walk-in closet, dual sinks, makeup vanity, soaking tub, walk-in shower. Additional main level highlights include a powder room and laundry room. Downstairs offers a spacious family room with fireplace, wet bar, wraparound deck, landscaped lawn, 3 bedrooms, and a full bath. Close to top schools, Hwy 92, CSM, and Laurelwood Shopping Center. Experience the comfort, space, and views this exceptional Tobin Clark residence has to offer. Schedule your showing today!

35 Anguido CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$6,922,500
5 Beds ⋅ 7 Baths ⋅ ML82006663 MLS
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.

30 Drayton RD, Hillsborough

Listed by The Patty Dwyer Group, 650-931.2036 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN
$4,200,000
3 Beds ⋅ 4 Baths ⋅ ML82006475 MLS
Lower Hillsborough at its best: move-in ready mid-century modern home that was re-imagined in 2017 with an open floor plan,remodeled,kitchen,bathrooms & indoor/outdoor living.At the heart of the home,a custom-made dual-sided fireplace adds a dramatic focal point.The remodeled chef's kitchen equipped with sleek stainless steel appliances(Wolf stove),dual-ovens & custom cabinetry.Floor-to-ceiling dual-paned windows are the highlight of the living room with views of the valley & Bay while formal dining area and piano niche provide warmth with built-in bookshelves.The primary suite with a spa-like bathroom & walk-in closet are on the main level along with one additional bedroom and den, a full bathroom and powder room. Downstairs is your own private oasis with an additional ensuite bedroom,family room,library/game room and access the beautifully landscaped backyard. With a hot tub, fountain, 2 large entertaining patios and views, the outdoor spaces are the perfect complement to the home.The location,with Hillsborough's top ranked public schools,close proximity to San Francisco, Silicon Valley,and easy access to Burlingame shopping/restaurants,makes this an A+ home. County records show 3964 sq ft, Realist 3270 sq ft & floor plan sketch provided by sellers 3390 sq ft.Buyer to satisfy.

525 El Arroyo RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI
$5,050,000
4 Beds ⋅ 4 Baths ⋅ ML81998691 MLS
Welcome to 355 Alberta Way, a custom sanctuary in Hillsborough's Carolands neighborhood. This stunning home boasts a contemporary design with tongue & groove clear-all-heart Redwood siding. It is set on a mostly level half acre lot. This expansive single level floorplan, features a large living room, with soaring ceilings, clerestory windows, bay views, a stunning fireplace and a full-service bar for entertaining. The expansive Primary Suite includes bay views, all the way to Mt. Diablo, high ceilings, walk-in closet and a luxurious bathroom with a soaking tub. Two additional bedrooms with a shared bath complete the bedroom wing. The formal dining room is adorned with parquet flooring and silk wallpaper, leading to an updated kitchen, breakfast area and family room all with patio access and fabulous views of the lush garden and sparkling pool. There is also a large poolhouse with wet bar and full bathroom for fun summertime parties. There is a large flat garden area awaiting your vision. Additionally, next to the family room is a large, en-suite fourth bedroom, which would be a great in-law, au pair, or office.

355 Alberta WAY, Hillsborough

Listed by Austin Herman, 650-773-8652 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN
$5,200,000
4 Beds ⋅ 3 Baths ⋅ ML81997885 MLS
HILLSBOROUGH SHANGRI-LA! A CONNOISSEUR'S PARADISE THAT LIVES IN THE MOMENT. Behold a lifestyle ready to thrive in the moment, ready to pivot from indoors to outdoors, and ready to imprint your life with a rich architectural feeling. The prestigious Tobin Clark area is one of the Town's newest subdivisions, Hillsborough's best-kept secret! *All luxury flowing on one level * Remodeled designer details including elaborate moldings, archways, ceiling treatments, marbles, Sub-Zero, Thermador, and extensive built-in cabinetry.* Maui? Punta Mita? St. Barts? Your back yard oasis is like being on an exotic vacation every day! Immersed in blooming foliage and sense of seclusion, the resort-caliber saltwater pool and spa features a stone waterfall that cascades for soothing ambiance controlled via timer *Built-in outdoor grilling stations, gas heaters, synthetic lawn area *Secret Terrace Plateau with soaring Bay views * Decadent oversized Primary Suite with bay window seating nook, built-in cabinetry, steam shower, walled-in private patio. * Kitchen/Family Great Room 40 feet across with direct yard access * Huge 3-car garage is comfy & carpeted, ready for overflow playroom, gym, and projects *Easy access to South School, Aragon High, 92, 280 and downtown San Mateo * C'est Magnifique!

50 Sugar Hill DR, Hillsborough

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

Sold listing courtesy of Jenny Lu from MXR
$4,050,000
4 Beds ⋅ 4 Baths ⋅ ML81996931 MLS
Welcome to this Updated Classic Elevated Rancher w/great curb appeal & San Francisco Bay Views. Situated on a tranquil & private +/-.59 Acre Lot, and offering +/- 3,180 SF of thoughtfully designed living space, featuring 4 Bedrooms, 3.5 Baths & a 3 car attached garage (740 SF) suitable for multi-generational living. The low-maintenance front yard is an oasis of amazing plants & succulents. Main level of home features a spectacular LV with gas fireplace, built-in bookcases, along w/outdoor access to the expansive deck, perfect for entertaining & peaceful enjoyment. Also on this level is a formal DR for special occasions, an elegant 1/2 bath for guests, a delightful eat-In granite kitchen with top-of-the line appliances, 3 large BR's including a primary suite w/a walk-in closet, & a hall bath w/2 sink vanities. The outstanding deck overlooking the woodsy backyard, Crocker Lake and Bay views provides wonderful opportunities to fully enjoy outdoor living & the beautiful natural setting. The lower level of the home features a 4th BR w/a marble bath along w/a large FR/home office/multi-purpose room w/lots of built-in cabinetry, a spacious laundry room & garage access. Close to downtown Burlingame, shopping, parks, award-winning schools, SFO & freeways to San Francisco & Silicon Valley

732 Jacaranda CIR, Hillsborough

Listed by Corina Colby, 650-619-6882 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR
$5,688,000
5 Beds ⋅ 4 Baths ⋅ ML81995054 MLS
Welcome to 15 Pine Court, where every room offers breathtaking, panoramic views of the San Francisco Bay, from the Golden Gate to the San Mateo Bridge. This hidden gem, nestled among mature oak trees on a private cul-de-sac in the exclusive upper Hillsborough neighborhood, offers an unmatched combination of old-world charm and modern comforts. Step into a gated courtyard and cobblestone-lined entrance that leads to a grand formal living room with vaulted ceilings, a wood-burning fireplace, and expansive windows framing stunning views. The chefs kitchen features top-of-the-line stainless steel appliances, granite countertops, and a spacious breakfast area overlooking lush greenery. A formal dining room, two large bedrooms, and a luxurious master suite with a private den complete the main floor and upper levels. Upstairs, the third level provides an ideal family or entertainment space with a cozy family room, office/5th bedroom, and full bath. Outside, a large, wraparound patio deck with a hot tub offers complete privacy and unparalleled views, all set within nearly an acre of forest-like grounds. This home is the perfect sanctuary for those seeking peace, beauty, and serenity, all with a view like no other.

15 PINE CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$8,650,000
7 Beds ⋅ 9 Baths ⋅ ML81993380 MLS
Perched atop a serene cul-de-sac in Hillsborough, this architecturally striking modern estate offers breathtaking, unobstructed views of the SF Bay. Built in 2020, this 7 bedroom and 9 baths home blends cutting-edge parametric design with luxurious functionality, creating a seamless flow between indoor and outdoor living. The main residence features 5 beds, 4 full baths, and 2 half baths, thoughtfully designed with high-end finishes and an open-concept layout that maximizes natural light and panoramic vistas. Floor-to-ceiling windows, sleek contemporary lines, and premium materials define the sophisticated ambiance. A separate ADU with its own private entrance adds versatility, offering 2 bedrooms, 2.5 baths, and a stylish, self-contained living space ideal for guests, extended family, or rental income. Nestled in a private and tranquil court, yet just minutes from downtown San Mateo and Burlingame, this home offers the perfect balance of seclusion and convenience. Enjoy an easy commute to major highways, and access to top-rated Hillsborough schools, making this an exceptional opportunity for those seeking both luxury and lifestyle. Approved plans available for a raised infinity edge pool and 500sqft gym. A rare find in one of the Bay Areas most prestigious communities.

30 Melrose Court, Hillsborough

Listed by Vahid Firouzdor, 650-727-4554 from Compass
(If provided) CoList: from

Sold listing courtesy of Jane Konovalova from JETS
$4,888,888
5 Beds ⋅ 6 Baths ⋅ ML81993303 MLS
REDUCED ALMOST $2M FROM ORIGINAL LITSING PRICE. HOUSE BUILT 2005 BY WELL KNOWN CONTRACTOR RON GALI FOR THE CURRENT OWNER. BEST DEAL! WON'T LAST! Nestled on a gated, OVER 1/2 ACRE flat corner lot in a private cul-de-sac. This Mediterranean-style estate combines timeless elegance w/ modern comfort. The beautifully paved brick driveway enhances its grandeur. Inside, the grand foyer, w/ a winding staircase & clerestory window, exudes sophistication and fills the space with natural light. Hardwood flooring, tray ceilings, & recessed lighting are found throughout. The formal living and dining rooms feature elegant touches like a fireplace, arched windows & doorways, and a tray ceiling with cove lighting. The great room includes a cozy family room with built-in cabinetry, a circular breakfast nook, and a chef's kitchen with ALL HIGH-END APPLIANCES, granite countertops, a center island, and a butler's pantry. The first floor also offers an office, a mudroom, & en-suite guestroom. Upstairs, the primary suite boasts a private balcony, spa-like bathroom, Bay Views, & walk-in closet. 3 additional en-suite bedrooms, one w/ a private balcony, & a study nook complete the second floor. Outside, a serene patio surrounded by trees offers a perfect space. Luxury, functionality, & timeless beauty.

1 Scott CT, Hillsborough

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

Sold listing courtesy of DonnaMarie Baldwin from APR
$5,150,000
6 Beds ⋅ 5 Baths ⋅ ML81989632 MLS
This beautifully updated Hillsborough estate offers luxury and panoramic Bay views. Full lenth windows cover the whole side including living room, dinning room, kitchen, and family room captures the stunning scenery. The formal dining room and gourmet kitchen, featuring top-tier appliances, custom cabinetry, and granite countertops, flow into a family room with sliding doors to an upper deck overlooking the Bay. The home has two en-suite bedrooms, both with double sinks and a shower over the tub. The grand primary suite includes a walk-in closet, double vanity, stall shower, jet tub, and a private balcony. Two additional bedrooms and a luxury hallway bathroom with a double vanity and shower over tub complete the upper level. The lower level features two more bedrooms, a spacious office, a gym, and an in-house laundry. Recent upgrades include an updated deck, new hardwood floors, replaced ceiling lights, fresh paint, solar panels with two Tesla batteries gives the house uninterupted full power, and a commercial-grade AC system. All bathrooms have smart toilets. Outside, a childrens play yard and two driveways offer ample parking. Located in a top-rated school district and walking distance to Nueva School, with easy access to Highway 280. Luxury, convenience, and stunning views.

2625 Skyfarm DR, Hillsborough

Listed by Xiaozhu Kang, 650-683-6888 from Coldwell Banker Realty
(If provided) CoList: Amy Wang from Coldwell Banker Realty

Sold listing courtesy of Yvonne Yang from APR
$6,250,000
5 Beds ⋅ 7 Baths ⋅ ML81989352 MLS
NEW LISTING AND RECENTLY REFRESHED!!! ONE OF HILLSBOROUGH'S FINEST PROPERTIES!!! Breathtaking views of the San Francisco bay & beyond. HUGE MOSTLY LEVEL LOT WITH OVER .5 ACRES. Exquisite Mediterranean designs with a red-tiled roof and circular paver driveway. A grand foyer welcomes you in with soaring ceilings. Throughout, you'll find hardwood flooring, carpeting, and recessed lighting. To the left of the foyer, a refined living room with a tasteful fireplace. On the right, a great room that integrates both the kitchen, dining area, and family room; ideal for hosting guests. The high-end, modern chef's kitchen is equipped with top-of-the-line stainless steel appliances, a large center island with quartz countertops, a wine cooler, and more! EVERY BEDROOM IS EN-SUITE with a pristine bathroom. Step outside to one of several balconies with stunning views of the San Francisco Bay, some of the best Hillsborough has to offer. The backyard features a sparkling pool and expansive lawn, with several patio sections and a BBQ area. This home encompasses luxury and practicality, with access to prestigious schools and the convenience of Highway 280. DO NOT MISS OUT, START 2025 WITH A BANG!!!

2496 Butternut DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR
$4,100,000
3 Beds ⋅ 3 Baths ⋅ ML81983716 MLS
Welcome to 630 Darrell Road, a meticulously restored and refreshed home offering 2,470 square feet of warmth and sophistication. This charming home features 3 spacious bedrooms and 2.5 bathrooms, perfectly designed for modern living while retaining classic appeal. Upon entering, you are greeted by a formal living room and dining room with elegant crown molding and gleaming hardwood floors. The newly updated kitchen boasts state-of-the-art appliances and sleek quartz countertops, marble backsplash, tons of storage, providing a functional and stylish space for culinary endeavors. The breakfast nook is the perfect place to start your day or enjoy a meal, with stunning views from there and the kitchen. Walk out of the light and airy family room with high ceilings, through the glass doors onto a spacious redwood deck and enjoy the magnificent views. The expansive lot is a true outdoor oasis with great potential, featuring a variety of fruit trees, gazebo, and is ideal for relaxation and entertainment. This home is situated in a desirable Hillsborough neighborhood, known for its tranquil environment and convenient access to local amenities and freeways. Experience the perfect blend of timeless charm and contemporary updates at 630 Darrell Road. Offered for sale at $3,998,000.

630 Darrell RD, Hillsborough

Listed by Ron Kahn, 650-279-0366 from Corcoran Icon Properties
(If provided) CoList: Tere White from Corcoran Icon Properties

Sold listing courtesy of Stanley Lo from GRBA
$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
$5,900,000
4 Beds ⋅ 4 Baths ⋅ ML81982628 MLS
Welcome to 2915 Summit Drive Hillsborough, located in one of the Peninsula's most desirable neighborhoods. This beautiful estate is situated on 1.56 acres (67,674 Sq. Ft ) of notably level and flat land at the crest of Northern Hillsborough. 2915 Summit Drive provides the perfect canvas to realize your dreams whether by way of expanding the existing structures or an entirely new development. Enjoy breathtaking morning views as far north as South San Francisco from the orchard located at the entrance to the property as well as a stunning panoramic view of the San Francisco Bay from the rear courtyard overlooking the canyon. The existing layout consists of a 3,570-square-foot, single-level residence with a total of 4 bedrooms and 3 ½ baths, including the attached guest quarters. The future looks bright for the next generation as this unique property is located within the prestigious Hillsborough School District. 2915 Summit Drive is centrally located minutes from both the Trousdale Drive and Black Mountain Road freeway entrance to Interstate 280, and rests in close proximity (7.9 miles) to San Francisco International Airport. This is a truly rare and unique opportunity in a prime location, perfect for designing the estate you've been dreaming about!

2915 Summit DR, Hillsborough

Listed by John Pang, 650-699-2838 from Realty One Group Extreme
(If provided) CoList: from

Sold listing courtesy of Steven Than from VSRTY
$5,350,000
4 Beds ⋅ 4 Baths ⋅ ML81981786 MLS
A rare find in Skyfarm Hills, this home offers stunning views of the San Francisco Bay and luxurious living. This exquisite 4-bedroom, 4-bath residence features an inviting formal living room with a cozy fireplace, a formal dining room with custom wainscoting, and a spacious kitchen that seamlessly connects to a wood-paneled family room. The main level master suite boasts breathtaking views from its private balcony, while two additional bedrooms and a full bathroom add convenience. Downstairs, enjoy a recreation room with a wet bar and an additional bedroom suite. The outdoor space features a sparkling pool and lush yard, all set against a picturesque backdrop. Conveniently located between San Francisco and Silicon Valley, this exceptional property is your perfect sanctuary in Skyfarm Hills.

2970 Privet DR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$7,108,000
5 Beds ⋅ 5 Baths ⋅ ML81980363 MLS
Regally situated on a .59-acre lot with breathtaking Bay views, this stunning +/-5,000 sq. ft. residence offers 5 bedrooms and 4.5 baths, blending luxury and warmth in a seamless, sun-drenched floor plan. Highlights include an impressive living room with floor-to-ceiling windows that frame the incredible views and French doors that open to the exceptional rear grounds, a large formal dining room, chefs kitchen/family room ensemble with island and breakfast nook, and French doors that access a vast terrace and the amazing grounds. 3 bright bedrooms with 2 bathrooms plus 2 powder rooms complete one wing of the main level. Upstairs features a sizable primary bedroom retreat with wall-to-wall windows that capture spectacular views, built-in cabinets, fireplace, 2 walk-in closets, spa-like marble bath, and a laundry closet. The substantial 5th bedroom wing includes a great room, full bath, rear patio access, lower-level gym/office, and large wine room--the perfect place for guests or recreation. Outside, the majestic grounds offer elegant & lush landscaping, meandering pathways, incredible vistas, large patios, outdoor kitchen, firepit, sweeping level lawns, fountain, rose garden, and a putting green. Completing this showcase home is an attached 3-car garage and a large laundry room.

25 Longview CT, Hillsborough

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

Sold listing courtesy of Sisi Huang from KWPEN
$5,000,000
4 Beds ⋅ 4 Baths ⋅ ML81979472 MLS
This exquisitely designed single-story home perfectly blends MODERN AMENITIES with Hillsborough's natural beauty. Located on a PRIVATE, QUIET CUL-DE-SAC, it features a contemporary interior, an expansive lot, & STUNNING SAN FRANCISCO BAY VIEWS. Inside, the OPEN FLOOR PLAN is filled w/ natural light from tall windows, glass doors, and skylights, creating an airy ambiance. Elegant, recessed lighting & hardwood flooring add sophistication. Ideal for entertaining & hosting, this updated home includes a spacious family room, living room, oversized sitting room, a versatile fourth bedroom/office, & a formal dining room. The CHEF'S KITCHEN boasts stainless-steel appliances & sleek finishes, perfect for those who love to cook. The retreat primary bedroom offers a walk-in closet, outdoor access, & a luxurious spa-like bathroom w/ a jetted tub, stall shower, and double vanity. An additional guest suite is perfect for guests. Outside, enjoy a SPORTS COURT & an extra-wide deck in the private backyard w/ breathtaking Bay views, ideal for both relaxation & family fun. A TESLA POWERWALLS & SOLAR PANELS provide enough power for the whole house when needed. With top-rated schools and easy access to Highway 280, this home combines location, amenities, and charm for the ultimate living experience.

250 Darrell RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$8,500,000
5 Beds ⋅ 5 Baths ⋅ ML81978302 MLS
Discover a masterpiece of luxury living in Hillsborough's most prestigious neighborhood, boasting breathtaking San Francisco Bay Area views. Set on over 1 acre, this exquisite home features an open floor plan, a chef's kitchen, and a luxurious primary suite, offering an unparalleled living experience. Step outside to your private pool and gazebo, where you can soak in the captivating vistas that define the essence of Bay Area living. Note: County records show 4 Bedrooms, 5585 SF. 5861 Sf is based on floor plan measurements provided by Bhupesh Patel. Sellers plans show 5th bedroom. Buyer to investigate to satisfy themselves.

160 New Place RD, Hillsborough

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

Sold listing courtesy of Vahid Firouzdor from COMPS
$4,750,000
5 Beds ⋅ 5 Baths ⋅ ML81959090 MLS
Luxury and Comfort. This Hillsborough gem offers Spectacular Panoramic Bay & Canyon Views from nearly every room! As you enter the house, you will be greeted by a Grand living and dining area featuring a spacious open floor plan, soaring high ceilings, elegant skylights, expansive windows, & glass doors that showcase the breathtaking views that this house offers. The adjacent chefs kitchen is a masterpiece, boasting ample cabinetry, a center island with a built-in sink, a breakfast bar, a second dining area, and a cozy family room w/ a fireplace. After a long day, retreat to one of the several comfortable & relaxing bedrooms. The master suite offers a serene escape w/ picturesque views & a harmonious primary bath with soaking tub. The rear exterior extends the length of the living spaces, providing a versatile and inviting outdoor area for leisure and entertainment. Enjoy a large back deck, patio, and BBQ area, perfect for relaxing and soaking in the breathtaking views from the privacy of your backyard. With its exquisite design, spacious interiors, and a backyard oasis featuring every amenity you could desire, this home offers a lifestyle of comfort and opulence. This house is only less than a 10-minute drive from Downtown Burlingames array of popular shops, restaurants.

1305 Southdown RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$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
$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
$4,600,000
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
$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
$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
$3,988,000
3 Beds ⋅ 4 Baths ⋅ ML81948985 MLS
Indulge in the bay and canyon views of this stunning 3BD+den/3.5BA retreat in the sought-after Skyfarm neighborhood of Hillsborough! Step into the bright and airy living room, with vaulted ceiling and cozy fireplace, creating a captivating focal point for gatherings and relaxation. The adjacent formal dining room sets the stage for entertaining, while the eat-in kitchen provides the ideal space for culinary creativity. The seamless layout integrates indoor/outdoor living, with direct access from the living, dining, kitchen and primary suite to the expansive deck, offering breathtaking views. The bonus flex-use space of the office/den provides a tranquil retreat and a space for productivity. Downstairs, two additional bedrooms, two bathrooms, and a spacious family room all with sweeping views await, offering flexibility and privacy. Outside, the property features two gathering garden areas, two large decks, and a concrete patio, perfect for outdoor enjoyment and play. This remarkable home is complete with a three-car garage, two separate heating zones and dual-paned windows framing the picturesque views. Conveniently located near top schools and easy access to 280, this home perfectly blends luxury and practicality. Welcome home!

2545 Skyfarm DR, Hillsborough

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Olivia P. Lee from REMAX
$5,650,000
5 Beds ⋅ 7 Baths ⋅ ML81945108 MLS
Discover the epitome of luxurious living at 10 Del Monte Drive, a stunning residence nestled in a esteemed neighborhood of Hillsborough. Spanning 5,292 sqft including finished basement and bath, currently used as wine cellar, gym and media room. This opulent home showcases 5 beds, 6.5 baths, ensuring ample space and privacy for residents and guests alike. Upon arrival, you are welcomed by lush greenery, leading you towards an ambiance of unmatched luxury. The gourmet chef's kitchen boasting a sizable island, seamlessly marries functionality with elegance becoming a centerpiece for culinary exploration. Large, airy living spaces encompass two distinct dining and two living rooms, each delineated for formal gatherings and intimate family times. Every glance through the windows unveils enchanting bay views, while soaring ceilings enhance the voluminous aesthetic throughout. Recent upgrades have been meticulously curated with designer upgrades, emanating a contemporary yet timeless appeal.

10 Del Monte DR, Hillsborough

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

Sold listing courtesy of The Laugesen Team from KWPEN
$6,750,000
5 Beds ⋅ 6 Baths ⋅ ML81945604 MLS
BEST DEAL DONT MISS OUT!!!!! ONE OF THE BEST VIEWS IN ALL OF HILLSBOROUGH! UNPARALLELED PANORAMIC BAY VIEWS from nearly every part of the house. 270 DEGREE+ UNOBSTRUCTED VIEWS! Experience breathtaking sunrises & sunsets right from the backyard. Embrace the good life w/ this one-of-a-kind showcase home. Contemporary design culminates w/ modern conveniences in a fantastic open floor plan; this is the pinnacle of luxury living! The home itself sits on an expansive 1.3 acre lot at the end of a private cul-de-sac. The sophisticated foyer sets the tone for the entire residence. Inside you'll find high ceilings, crown molding, recessed lightings, skylights, hardwood flooring, a semi-spiral staircase, central ac, a movie room, office, wine cellar, family room, wet bar, multiple en-suite bedrooms, high-end appliances, big living room, and more. The chef's kitchen is a masterpiece of design & functionality. There's a separate au-pair / in-law unit w/ its own access. There's a huge flat backyard overlooking everything!

30 Miranda CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$3,600,000
5 Beds ⋅ 3 Baths ⋅ ML81943614 MLS
YOUR ULTIMATE HILLSBOROUGH DEAL!!! MOVE-IN READY SHOWCASE! HUGE 2+ ACRE LOT, tucked away in a private setting! Ideal SINGLE-STORY floor plan w/ a bonus room @ lower lvl. Expansive flat backyard offers the perfect canvas to expand, add an ADU, or start from scratch. Catch a glimpse of the sea w/ partial Bay views. This property benefits from Hillsborough's top-rated schools, picturesque tree-lined streets, & close proximity to downtown. Tons of space for the entire family w/ 5 comfortable bedrooms & 3 bathrooms. The primary suite features a luxurious bath & access to the balcony. The living room has recessed lighting, a nearby dining area, & glass doors leading outside. The well-equipped kitchen is packed full of high-end stainless steel appliances. There's an extra-wide deck nestled under the trees. The bonus room can serve as a home gym, rec room, family room, etc. So don't miss out on the opportunity to call this home; a place where comfort, style, & a world of possibilities collide! *CHECK WITH THE CITY FOR THE POSSIBILITY OF A LOT SPLIT*

1232 Kenilworth RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA
$5,700,000
6 Beds ⋅ 7 Baths ⋅ ML81941975 MLS
ONE OF HILLSBOROUGH'S MOST IMPRESSIVE BAY-VIEW MANSIONS! Walk to Burlingame! 10 minutes to SFO! You won't believe the architectural quality and drama! Soaring Bay Views for this renovated classic, assigned to North Elementary and within walking distance of Downtown Burlingame Avenue! Best of both worlds with authentic Gatsby character, yet this house was painstakingly restored in the early 2000s to bespoke heights. Storybook street of minimal traffic, shouldered by other picture-perfect mansions, only 1.4 miles to downtown Burlingame & just 1.1 miles to North School. *Grand entertaining platform of architectural significance on 4 levels. *Ceilings soar to 25 feet. *Monumental lobby of herringbone floors & spiral staircase that towers to 22 feet. *Esquire Library + Separate Office *In-Law Apartment *2,000 bottle Pro Wine Cellar *Loft Level for Gym/Playroom *Bay-View Primary Suite of 18 ft. ceilings *Wow-Factor Rooftop Deck with Epic Bay Views to SF *Private motor court. Many curated pieces of artisan-carved furniture were designed for the house.*Plans available by TRG Architects for Deluxe Carport to match the style of the home

446 El Arroyo RD, Hillsborough

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

Sold listing courtesy of RECIP from RCIP

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