Hillsborough Single Story Homes for Sale

4 Beds ⋅ 4 Baths ⋅ ML82056870 MLS

Nestled in Hillsborough's prestigious Skyfarm neighborhood, this expansive single-level residence sits on an exceptionally private half-acre lot with sweeping panoramic Bay views and extraordinary potential. Thoughtfully designed for comfortable living and effortless entertaining, the home features four generously sized bedrooms, three-and-one-half bathrooms, soaring vaulted ceilings, floor-to-ceiling windows, rich hardwood flooring, and a wood-burning fireplace. The well-appointed kitchen offers picturesque Bay views, a breakfast bar, and an adjoining breakfast room, while a separate office provides an ideal work-from-home space. Outside, the sprawling grounds showcase a sparkling pool, remarkable privacy, and an expansive backyard with endless possibilities for a sport court, gardens, outdoor entertaining, or a future ADU or guest house (buyer to verify). Additional highlights include owned solar, a spacious three-car garage, abundant storage, and a highly desirable single-level floor plan. Combining timeless architecture, breathtaking views, exceptional privacy, and incredible opportunity, this is a rare chance to personalize a premier property in one of Hillsborough's most coveted neighborhoods.

35 Silk Tree PL, Hillsborough

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

$7,600,000

5 Beds ⋅ 5 Baths ⋅ ML82054472 MLS

Nestled on a nearly 19,255 square foot lot in coveted Lower North Hillsborough, this inviting residence offers exceptional privacy and an effortless Peninsula lifestyle. Fresh, comfortable, and move-in ready, the home is designed for primarily single-level living with four bedrooms, an office, and four full baths on the main level. Nearly every room opens to the spectacular backyard, while walls of glass fill the home with natural light and create a seamless connection to the resort-inspired grounds. The backyard is the heart of the home. Enjoy sunny afternoons by the sparkling pool, entertain on expansive patios, or watch children play on the sprawling level lawn below, reminiscent of a private playing field. A separate lower level with its own entrance includes a bedroom, full bath, and spacious family roomideal for an au pair, extended family, guests, a home gym, or a private retreat. Lovingly maintained, including an updated heating system, this is a rare opportunity to own a timeless Hillsborough home where privacy, comfort, and exceptional indoor-outdoor living come together.

2245 Oakdale RD, Hillsborough

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR

$11,500,000

5 Beds ⋅ 7 Baths ⋅ ML82052749 MLS

Welcome to 433 El Centro, a newly remodeled luxury estate in Hillsborough. Situated on 0.41 acres, this exceptional property offers refined living designed for entertaining and everyday comfort. The home features 5 bedrooms (including the ADU), 5 full baths, 2 half baths, and a bonus room/den. The gourmet chef's kitchen boasts premium paneled appliances, a wine cooler, and opens to a spacious family room. Additional highlights include built-in speakers, a custom wet bar, dedicated media room, temperature-controlled wine cellar, and laundry rooms on both levels. The luxurious primary suite offers a private office, walk-in closet, and spa-inspired bath with heated floors, towel racks, soaking tub, and dual showers. All secondary bedrooms feature en-suite baths for added comfort and privacy. Designed for seamless indoor-outdoor living, the grounds showcase a pool, spa, fire pit, expansive lawn, outdoor TV, and covered BBQ pavilion with prep space, refrigerator, and ample seating. Conveniently located near top-rated Hillsborough schools, parks, Downtown Burlingame, and transportation, this turnkey estate presents a rare opportunity in one of the Peninsula's most sought-after communities.

433 El Centro RD, Hillsborough

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

$8,038,000

6 Beds ⋅ 4 Baths ⋅ ML82053844 MLS

Located in lower Hillsborough, this custom-made mid-century modern home blends timeless architecture with the effortless California lifestyle. Set behind mature landscaping and surrounded by exceptional privacy, this home is filled with natural light thanks to dramatic walls of glass that blur the line between indoors and out. Every main living space looks onto the backyard landscaping and private pool. The living room, dining room and family room all feature dramatic vaulted ceilings and fireplaces in each room. The flexible floor plan offers six bedrooms and four bathrooms, including a primary suite and various options for an office or work-out space. Rich hardwood floors extend throughout the home. This home captures everything people love about mid-century modern design: open spaces, incredible natural light, seamless indoor-outdoor living and an unmistakable sense of style. All this plus award-winning public schools and perfectly situated between Silicon Valley and San Francisco.

820 Eucalyptus AVE, Hillsborough

Listed by The Dwyer Group, (650) 931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$11,950,000

5 Beds ⋅ 5 Baths ⋅ ML82053151 MLS

Gracefully tucked behind private gates in Lower Hillsborough's premier location, this exceptional contemporary residence offers a rare blend of privacy, sophistication, and effortless indoor-outdoor living. Directly across from the lush fairways of Burlingame Country Club, the home enjoys expansive green views, a majestic redwood grove, and a serene connection to nature. Designed for both relaxed everyday living and elegant entertaining, the residence features five bedrooms, four-and-one-half bathrooms, and light-filled living spaces. Expansive glass doors create a seamless connection to the landscaped grounds, where mature gardens, multiple outdoor entertaining areas, and a sparkling pool create a resort-like retreat. The thoughtfully designed single-level floor plan includes formal and informal living spaces, a spacious family room, and a well-appointed chef's kitchen, all designed for comfort and seamless living. Located moments from Burlingame Avenue, top-rated Hillsborough schools, San Francisco International Airport, and Silicon Valley, this exceptional residence offers an extraordinary Peninsula lifestyle.

1850 Brookvale RD, Hillsborough

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

$6,400,000

3 Beds ⋅ 3 Baths ⋅ ML82051604 MLS

Built in 1967 this home has retained its single level ranch layout while benefiting from a complete modern remodel. Gorgeous wide plank oak hardwood flooring runs throughout the public spaces. The beautifully landscaped front yard leads to a formal entry that opens onto the living room with a stunning view of the resort-style backyard complete with a pool and spa, a full outdoor kitchen with grill, a putting green, and a bocci ball court. This is all backdropped by sweeping views of the peninsula and the San Francisco Bay. Both the living room and family room overlook the backyard and feature modern working fireplaces. The spacious, bright kitchen features a large center island with room for seating, a SubZero refrigerator, a Wolf gas stove top and oven, and a Bosch dishwasher. Off of the kitchen are a full laundry room as well as an immaculate three-car garage. The opposite end of the home contains three bedrooms. The large, bright primary suite has french doors that open to the backyard. The suite also includes a spacious bathroom with two washstands and a luxurious shower as well as a large walk in closet. The additional two bedrooms overlook the lush front yard and share a full size bathroom. This home is in a perfect location with easy access to Highways 92, 280, and 101.

995 Woodland DR, Hillsborough

Listed by Mark Scafine, 650-222-4530 from The Scafine Group
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$6,421,000

4 Beds ⋅ 3 Baths ⋅ ML82051272 MLS

Nestled in prestigious Lower North Hillsborough, this distinguished single level residence offers a bright, airy & luxurious living style. The over half acre level lot offers European inspired gardens with flowering plants and meandering foot paths. The impressive front courtyard enters to a grand formal living room with walls of windows overlooking the spectacular gardens & pool area. The spacious family room with fireplace also looks out to the resort style grounds. A formal dining room, ideal for entertaining, is off the beautifully updated kitchen with its comfortable eating area. The laundry room and half bath, so handy off the kitchen, leads to the oversize attached three car garage. The primary suite with access to the gardens, has multiple closets including a large walk in style, and an updated bathroom. Other bedrooms are roomy & cheerful. The grounds feature multiple inviting gathering areas & remarkable landscaping, a large level lawn area, children's play area all with charming winding footpaths throughout. The beautiful pool/spa setting offers exceptional privacy creating a serene retreat space This truly special home offers it all and is so close to all the Burlingame shops, services & restaurants, and all transportation options nearby too! An enchanting home!

2140 Carmelita AVE, Hillsborough

Listed by Brian Boisson, 650-302-6458 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR

$5,750,000

3 Beds ⋅ 2 Baths ⋅ ML82048610 MLS

Charming single-level home set on an expansive approx. 0.69 acre lot in one of Hillsboroughs most desirable neighborhoods. Privately tucked behind lush landscaping and a gated entrance, this 3-bedroom, 2-bathroom residence offers timeless character, beautiful well-maintained oak hardwood floors, and a inviting layout designed for everyday living and entertaining. The open living and dining areas feature a cozy gas fireplace and picturesque corner windows overlooking the manicured grounds and gardens. The remodeled chefs kitchen is equipped with premium Thermador stainless steel appliances including a 36-inch gas range and refrigerator, beverage fridge, Bosch dishwasher, and sunny breakfast nook. Additional highlights include Marvin windows, updated lighting, Nest thermostat, laundry room, and 2-car garage with EV charger. The outdoor spaces are exceptional with expansive lawns, mature landscaping, spacious entertaining patio, gas fire pit, built-in basketball hoop, in-ground trampoline, and swing set. Ideally located with convenient access to downtown Burlingame, boutique shopping, restaurants, parks, top-rated schools, Highways 280 & 101, and San Francisco International Airport. A rare opportunity to enjoy exceptional indoor-outdoor living in a premier Hillsborough location.

1306 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 Jenn Gilson from MCGR

$5,350,000

3 Beds ⋅ 2 Baths ⋅ ML82046633 MLS

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

135 Stonehedge RD, Hillsborough

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass

Sold listing courtesy of Geoffrey Nelson from CBR

$6,380,000

4 Beds ⋅ 3 Baths ⋅ ML82043385 MLS

Guest House with full bath, laundry and kitchen on property.

2105 Forest View AVE, Hillsborough

Listed by Emily Smith Silvestri, 650-346-1361 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Christina Ng from APR

$10,750,000

7 Beds ⋅ 6 Baths ⋅ ML82044447 MLS

Modern Sanctuary in Lower South Hillsborough. Welcome to 655 Hayne Road, a newly completed modern residence offering privacy and refined California living in one of Hillsboroughs most desirable neighborhoods. Set behind a gated entrance on a mostly flat, usable parcel, the property is thoughtfully designed for seamless indoor-outdoor living. The main residence flows primarily across a single level, with an open-concept layout that connects effortlessly to the grounds and frames serene treetop views. Positioned just off the main living areas, the attached ADU offers a natural extension of the home, well suited for entertaining, guests, or extended stays. With easy access to the pool and outdoor kitchen, it lives as a cabana-style retreat, enhancing the indoor-outdoor lifestyle. A separate lower-level space offers flexibility for a home theater, gym, or game room. The grounds are carefully composed to create a true sense of escape, blending manicured landscaping, open turf areas, and a natural backdrop. Ideally located just moments from South School and with convenient access to Burlingame, San Mateo, and major commute routes. A rare offering that pairs modern design with usable land in a sought-after Hillsborough setting, ideal for refined indoor-outdoor living.

655 Hayne RD, Hillsborough

Listed by Shaun Walter, 650-727-4888 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$5,900,000

4 Beds ⋅ 5 Baths ⋅ ML82043528 MLS

A MUST SEE, BEST OF THE BEST! Set on a flat, park-like half-acre lot, this beautifully renovated and expanded single-story home blends timeless elegance with modern functionality. A circular paver driveway leads to a covered front porch while also extending to a spacious motor court, providing access to a side-entry three-car garage with 2 Tesla EV chargers. Inside, hardwood floors and recessed lighting enhance a thoughtfully designed layout. A formal living room with a dual-sided fireplace--shared with the family room--flows into the formal dining area. The updated chef's kitchen features quartz countertops, a large island, stainless-steel appliances, abundant cabinetry, and a breakfast nook with a nearby powder room. French doors in the family room open to an expansive patio for seamless indoor-outdoor living. The private wing offers four bedrooms and four updated baths, including a luxurious primary suite with backyard access, dual walk-in closets, & a spa-like bath with soaking tub and glass shower. Grounds include turf lawns, a studio with kitchenette and powder room, a deck, and a pickleball court beneath a sport surface. Solar panels and a Tesla Powerwall add efficiency. 1510 Kingswood Dr represents the very best of Hillsborough living. Don't miss this turnkey masterpiece.

1510 Kingswood DR, Hillsborough

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

Sold listing courtesy of DeLeon Team from DLRPA

$4,800,000

4 Beds ⋅ 3 Baths ⋅ ML82042683 MLS

Experience the privacy and tranquility of an estate setting, where serene surroundings are complemented by views of San Francisco and the East Bay. A formal entry welcomes you into expansive living and family rooms filled with natural light, highlighted by soaring ceilings and skylights throughout. The well-appointed floor plan features four bedrooms and three baths, including a spacious primary suite with its own private balconyperfect for enjoying the stunning views. The bright kitchen offers a charming breakfast area, ideal for casual dining and everyday living. Outdoors, a grand patio and pool provide an exceptional setting for entertaining or relaxing in complete privacy. Thoughtfully curated landscaping and mature plantings create a lush, picturesque environment, enhancing the homes sense of retreat. Located within the highly regarded Hillsborough school district, this property offers a rare blend of elegance, comfort, and convenience.

965 Parrott DR, Hillsborough

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of Mary Jo McCarthy from DP

$6,500,000

4 Beds ⋅ 4 Baths ⋅ ML82040481 MLS

Tucked at the end of a private cul-de-sac, 720 Endfield Way offers a rare blend of privacy, scale, and panoramic Bay views. This meticulously maintained all ensuite 4-bedroom, 4-bath residence is filled with natural light. Expansive windows frame stunning vistas from Oakland to the San Mateo Bridge viewed from almost every room. Offering 3779 square feet of generous living spaces for refined entertainment and everyday living, including a family room with wet bar and large primary suite with fireplace, sitting area and walk-in closets. Hardwood floors, updated kitchen with quartz countertops and high end appliances. Cultivated gardens, pool, jacuzzi and dedicated raised vegetable beds are situated on the .75 acre lot. A sprawling view deck provides the perfect setting for sunset dinners, morning coffee, and effortless indoor-outdoor living. Rarely does a home combine such privacy, breathtaking views, and lifestyle appeal in one exceptional setting. Located moments from top-rated schools, Burlingame Avenue, and major commute routes, this is an extraordinary opportunity to experience elevated Peninsula living.

720 Endfield WAY, Hillsborough

Listed by Runa Magowan, 415-412-4480 from Coldwell Banker Realty
(If provided) CoList: Amy Conn from Coldwell Banker Realty

Sold listing courtesy of Serena Conti from APR

$4,550,000

4 Beds ⋅ 3 Baths ⋅ ML82037477 MLS

Tucked away, this graceful single-level home exudes timeless charm and quiet sophistication. Sunlight streams through the windows, highlighting elegant hardwood floors and a thoughtfully designed layout that blends comfort with effortless entertaining. A long paver driveway welcomes guests, while 2 fireplaces provide warmth and a sense of home. The kitchen features double ovens and ample space for cooking and gathering. A separate laundry room with access to the backyard adds practical convenience. Step into the serene primary suite with angled ceilings, built ins, and two true walk in closets, complemented by a junior suite and two additional bedrooms. The primary bath features double sinks, a soaking tub, and a walk-in shower, while 2 additional bathrooms serve the home with ease. Outdoors, the property becomes a private sanctuary with mature trees frame a solar-heated pool. A detached garden or art house with skylight and sink provides a charming space for creativity or reflection, while an adjoining wine room offers the ideal setting for storage and tastings. With nearly 2,800 square feet of living space on a half-acre lot, this Hillsborough home offers a rare combination of elegance, privacy, and enduring appeal in one of the Peninsulas most prestigious communities.

915 Link RD, Hillsborough

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$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

$7,106,000

3 Beds ⋅ 4 Baths ⋅ ML82037147 MLS

3 Sherwood CT, Hillsborough

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$4,300,000

5 Beds ⋅ 4 Baths ⋅ ML82036641 MLS

COMP PURPOSES ONLY

30 Inverness WAY, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group 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

$5,923,125

3 Beds ⋅ 3 Baths ⋅ ML82034635 MLS

590 Remillard DR, Hillsborough

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

Sold listing courtesy of Sophia Waldman from SIR

$7,100,000

5 Beds ⋅ 4 Baths ⋅ ML82033175 MLS

EPIC HOMAGE TO CRAFTSMANSHIP AND LIFE IN THE SUN...One of Hillsborough's Most Elite Custom Remodels, steeped in the Magic of Montecito and Palm Beach. Every inch meticulously curated of high-end caliber inside and out. Ultimate privacy heightens soaring views above canyon, ridgelines, and sun-blessed luminosity. Top flight luxury designer elements of Venetian plaster walls, vaulted ceilings of 14-15 feet, European tilework, mahogany doors, and made-to-order light fixtures by Steven Handelman of Santa Barbara. Wolf, Sub-Zero, Miele, exquisite custom cabinetry, & more. Indoor/Outdoor celebration as a personal resort with saltwater PebbleSheen pool, 3 waterfalls & raised spa. Flat grassy yards, barbecue cove, secret Napa garden of fruit orchard & irrigated veggie beds. The beauty of the floorplan includes 4 bedrooms on the main level, plus private lower level for 5th bedroom, huge media room & 2nd kitchen. This level is the perfect in-law apartment, teen hangout, or poolside media lounge. And shhhh, don't forget the world-class temp-controlled wine cellar as your own speakeasy! Prestige cul-de-sac location within minutes of Nueva & West Schools, & easy Hwy 280 connection to VC realm of Silicon Valley, plus AI, private equity, & biotech of South San Francisco and Financial District.

25 Searsville CT, Hillsborough

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

Sold listing courtesy of Chris Iverson from DP

$7,198,000

4 Beds ⋅ 5 Baths ⋅ ML82032401 MLS

Reimagined in 2023, this Carolands estate balances architectural character with modern ease. Light-filled interiors include a wood-paneled library and formal rooms elevated by custom millwork, statement lighting, and book-matched marble. At the heart of the home, the chefs kitchen features a Wolf rangetop, wine fridge, and an expansive social island. This culinary hub flows into a stunning great room, where French doors open to manicured grounds. The home offers four spacious en-suite bedrooms, including a primary suite with garden views, a custom walk-in closet, and a marble spa bath. Outside, the resort-style grounds feature a classic kidney-shaped pool, vibrant gardens, and an expansive lawn. Perfectly positioned near West Elementary and Highway 280, this property offers quiet luxury in the Peninsulas most coveted enclave.

530 Barbara WAY, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$3,088,000

3 Beds ⋅ 2 Baths ⋅ ML82032256 MLS

Tucked back from the street, this Hillsborough home has been owned and loved by the same family for over 50 years. Its in original condition and ready for a bold new chapter. This is a true canvas for someone with vision. Restore its mid-century soul, reimagine the layout, or build something entirely new. The living room still shows off its charming mid-century ceilings, and the backyard features a pool just waiting to be brought back to life. An attached two-car garage plus a separate side-yard carport give you real flexibility for cars, toys, or future plans. Private, quiet, and full of potential, this is the kind of property buyers wait years to find. Not perfect. Not polished. But absolutely packed with possibility.

1216 Marlborough RD, Hillsborough

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$4,500,000

3 Beds ⋅ 3 Baths ⋅ ML82032145 MLS

571 Craig RD, Hillsborough

Listed by Debbie Elowson, 650-867-2217 from Compass
(If provided) CoList: from

Sold listing courtesy of Raziel A. Ungar from APR

$7,300,000

5 Beds ⋅ 3 Baths ⋅ ML82029393 MLS

460 Barbara WAY, Hillsborough

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

Sold listing courtesy of Gina Haggarty from APR

$6,000,000

4 Beds ⋅ 4 Baths ⋅ ML82027930 MLS

Sophisticated and beautifully updated, 130 Stonehedge Road offers elegant single-level living in one of Hillsboroughs most desirable enclaves. A formal entry leads to a sun-filled living room with expansive picture windows framing views of the lush grounds. The stunning chefs kitchen features premium appliances, a generous island, and custom cabinetry, connecting seamlessly to the casual living room and the formal dining room for effortless daily living and entertaining. A wide hallway leads to four well-placed bedrooms, including a serene primary suite with a spacious walk-in closet and a spa-inspired bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms enjoy excellent natural light and access to beautifully finished bathrooms. A versatile bonus room offers ideal space for an office, gym, or studio, complemented by a well-equipped laundry room and a three-car garage. The backyard evokes a private retreat with a large entertaining deck overlooking an expansive level lawn bordered by mature trees and fresh landscaping perfect for gatherings, play, and relaxation. Located just minutes from Burlingame, top-rated public and private schools, local country clubs, and convenient commuter routes to San Francisco and Silicon Valley.

130 Stonehedge RD, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR

$4,900,000

5 Beds ⋅ 4 Baths ⋅ ML82028079 MLS

1015 Woodland DR, Hillsborough

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

Sold listing courtesy of Nicholas Delis from APR

$7,318,000

5 Beds ⋅ 6 Baths ⋅ ML82025896 MLS

THE BEST OF THE BEST IN HILLSBOROUGH. Award-Winning architectural design meets timeless farmhouse elegance. Previously featured in Modern Luxury Silicon Valley Magazine, this home was meticulously remodeled & redesigned in 2017 by both an award-winning designer & architect. A stunning blend of modern farmhouse designs and contemporary elements, this exceptional estate is crafted for stylish living and effortless entertaining. Eco-minded design and sustainable elements create a healthy, harmonious environment throughout. The expansive indoor-outdoor layout offers formal and informal living and dining areas, a grand kitchen with a Taj Mahal quartzite island that seats 12, plus 5 bedrooms, 5.5 spa-inspired bathrooms, a loft, office, and soaring vaulted beam ceilings. Enjoy multiple en-suites, sliding barn doors, large windows / glass doors, and a seamless kitchen/family room retreat. The resort-style grounds include a terraced garden, lush lawn, outdoor kitchen, fire-pit lounge, hot tub with natural rock waterfall, pool, sport court, & a spacious outdoor gym / pool house with full bath. Approved plans for an 800 sq. ft. ADU add even more opportunity. Moments to top-rated schools including Nueva, Crystal Springs Uplands, and other acclaimed schools. TOO MUCH TO LIST HERE.

1485 Oak Rim DR, Hillsborough

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

Sold listing courtesy of Mitch Wong from APR

$4,579,000

6 Beds ⋅ 6 Baths ⋅ ML82025146 MLS

Fresh updates, incredible Bay and airport runway views, and impressive scale on more than one-half acre. Predominantly arranged on one level, the 6-bedroom, 5.5-bath floor plan has remarkable flexibility with options to accommodate offices, guest quarters, recreation, fitness, and more. Every room opens to the outdoors with 3 front terraces overlooking the Bay plus a tremendous newly built deck in clear redwood. Freshly painted inside, refinished hardwood floors, and new carpet in some rooms ready for immediate enjoyment and also an opportunity to further transform. Grand entertaining spaces include a vast living room, formal dining room, kitchen designed for a true chef with both gas and electric cooktops plus wok burner, and a tremendous family room. Peaceful non-through street just minutes from top Hillsborough schools including West and Crocker, hiking trails, and Highway 280 to San Francisco and Silicon Valley.

30 Live Oak LN, Hillsborough

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

Sold listing courtesy of Judy Zhu from CBR

$6,000,000

4 Beds ⋅ 3 Baths ⋅ ML82025145 MLS

A rare opportunity. Located in the coveted lower-Hillsborough Ryan Tract Neighbourhood. 1735 Crockett Lane is an ideal home for entertaining! The home is located on a quiet cul-de-sac. The common area includes a family room, breakfast nook, formal dining room, and formal living room area. This one story 4-bedroom 3 bath home is expansive and private. Plenty of storage space. Located on a private lot with a generally flat backyard on a desirable cul-de-sac street. High ranked school district. North School, Crocker Middle School, and Burlingame High School. Located near Downtown Burlingame with plenty of stores and restaurants. There are an additional bedroom and bathroom located on the opposite side of the common area. Over the years this has been used as a bedroom or office, but it is ideal for a possible au-pair suite or in law suite. Possibility to expand home to 4500 SqFt and add an additional dwelling unit (ADU). Buyer to verify all information prior to close of escrow and removal of all contingencies.

1735 Crockett LN, Hillsborough

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

Sold listing courtesy of John Pang from VHVOG

$5,280,000

4 Beds ⋅ 3 Baths ⋅ ML82024529 MLS

Modern California luxury with timeless architectural pedigree this home captures sweeping Bay views from every room of this private, gated Hillsborough retreat. Designed by renowned architect Angus McSweeney, the home showcases open, light-filled spaces anchored by a grand foyer, a striking great room with two fireplaces, and walls of glass framing the horizon. The chef's kitchen features a luminous agate island, Wolf range and a seamless connection to the dining and living areas, perfect for everyday living and effortless entertaining. The primary suite offers floor-to-ceiling windows, fitted closets, and a stone spa bath. Set on nearly an acre of landscaped grounds, this estate includes a new turf lawn, expansive deck, pool, BBQ area, and modern glass-door garage. Ideally located just minutes from Burlingame Avenues vibrant shops and dining, top-rated Hillsborough schools, and convenient access to SFO and Silicon Valley, this residence epitomizes Peninsula living at its most refined.

745 Endfield WAY, Hillsborough

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

Sold listing courtesy of Jerry Rice, Jr from COMPS

$7,495,000

5 Beds ⋅ 5 Baths ⋅ ML82023917 MLS

Situated on a serene cul-de-sac, this stunning, fully renovated modern farmhouse offers resort-style living on a mostly level +/-0.52-acre lot. With +/-4,200 s.f. of bright open space, the 5BR/4.5BA Napa Valley-style home features soaring ceilings, wide-plank hardwood floors, and walls of windows that flood the interior with light. A striking glass front door opens to the living room with dramatic fireplace and verdant views. The elegant dining room includes a sleek, temperature-controlled wine display, while the chef's kitchen with top-tier appliances, large island, and breakfast nook flows into the expansive great room with access to the backyard. The private bedroom wing offers 4 sizeable bedrooms, one with an ensuite bath, a separate hall bath, powder room, laundry, and the lavish primary suite with custom walk-in closet and spa-inspired bath with soaking tub & oversized shower. Additional spaces include an attached ADU with kitchenette, full bath which opens to the pool patio, and loft, plus a versatile lower-level bonus room ideal as an office or gym, and 3-car garage. Resort-like grounds boast mature olive trees, stunning landscaping, sprawling patio, level lawn, outdoor kitchen, and new pool with spa. A rare opportunity to own a virtually new home in a remarkable setting.

35 Bel Aire CT, Hillsborough

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

Sold listing courtesy of Vikrant Goel from SFLT01

$4,195,000

4 Beds ⋅ 4 Baths ⋅ ML82023761 MLS

This turn-key, single-level ranch-style residence offers a functional layout with a spacious floor plan that flows seamlessly for both everyday living and effortless entertaining. The expansive grounds are designed for relaxation and recreation, featuring a sparkling pool with a dedicated pool bathhouse, a fire pit with built-in seating, generous yard with great lawn space framed by mature landscaping. A three-car garage provides ample parking and storage. While move-in ready today, the property also presents an exciting opportunity to update or reimagine, creating your dream Hillsborough retreat.

1430 Lakeview DR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$5,900,000

5 Beds ⋅ 5 Baths ⋅ ML82022735 MLS

THE RULES OF REAL ESTATE ATTRACTION: LOCATION, LIVABILITY, MOVE RIGHT IN! The great lifestyles always seem to have a universal appeal and purity of function. Here, in the heart of Lower North Hillsborough estate country, we find a smooth single-story design, totally renovated, ready to purvey the universal luxury of the Peninsula. How rare art thou? Let me count the ways...this single-story design is surely scarce at any price point: no stairs to worry about, all remodeled condition, and a 5-bedroom, 4.5 bath floorplan opening out to flat private garden. These picturesque environs, dappled by vintage oaks & timeless mansions, are within a 30 minute stroll of downtown Burlingame Avenue. | Dramatic Lobby of 12 ft +\- ceilings | Living and Dining Rooms are elegant statements with 10 ft. 4 inch ceilings & bay windows | Grand size open rooms treated with hardwood floors, crisp white moldings, designer palette | Large updated chef's kitchen open with bistro nook | Huge Family Room Opens to Flat Yard | Separate Bedroom Suite ideal for Office or In-Law|Au Pair with private entry | Immense Master Suite with 2 walk-in closets & marble bathroom + soothing green garden view | Immaculate condition and perfect Floorplan | Walk to Burlingame Ave | Top Schools | #1 Neighborhood amongst mansions

515 N San Raymundo RD, Hillsborough

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

Sold listing courtesy of Raziel A. Ungar from APR

$5,650,000

4 Beds ⋅ 4 Baths ⋅ ML82022637 MLS

Situated on a serene and mostly level 0.53-acre lush landscaped lot in desirable Lower South Hillsborough, this exceptional one-level California Ranch-style home offers 4 bedrooms, 3.5 baths, and 3,170 sq ft of functional and spacious living areas. The thoughtful floor plan features a sizeable entry with two coat closets, an expansive light-filled living room with a dramatic floor-to-ceiling stone fireplace, a separate dining room and open kitchen/family room. The remodeled kitchen includes a center island, granite counters, and quality appliances - Thermador ovens, a 5-burner Wolf range, Miele dishwasher, and Sub-Zero refrigerator - opening to a spacious family room flowing to the backyard. The bright primary suite includes a generous bathroom, two walk-in closets and built-in storage. Additional features include warm hardwood floors, recessed lights, a large powder room with two closets, separate laundry room and a 3-car garage. Garden views from nearly every room highlight the verdant landscaping and private yard with a sparkling pool. Ideally located close to top-rated schools, downtown Burlingame and San Mateo, and commuter routes. With its exceptional layout, lush surroundings, and prime location, this property exemplifies the best of California living - all on one level.

135 Rockridge RD, Hillsborough

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

Sold listing courtesy of Maria Scott from CBR

$3,900,000

5 Beds ⋅ 5 Baths ⋅ ML82022122 MLS

Situated in the prestigious Carolands, 530 Darrell Rd combines timeless character with modern convenience. With easy access to I-280, it offers equal commute times to San Francisco and Silicon Valley, lies within a top-rated school district, and is just 2.5 miles from Downtown Burlingame. Double wooden entry doors with custom leaded glass (sold separately) open to a bright living room with stone fireplace, wood-paneled ceiling, recessed lighting, and wall of glass to the covered lanai. The dining room, framed by Japanese-inspired sliding doors, is lit by skylights that reflect off hardwood floors. The eat-in kitchen has a breakfast nook, pantry, butler's pass-through, granite island with sink and bar, built-ins including dual ovens, cooktop with hood, paneled refrigerator, and a rare cooking fireplace. Off the kitchen are an en-suite guest room with outdoor access, maid's room, and garage. A bedroom/office and powder room complement the foyer, while the opposite wing hosts 3 bedrooms and 2 baths, including the primary suite with high ceilings, fireplace, patio, and spa-like bath. Outdoors enjoy a lanai with pond, fountains, waterfall, sparkling pool, patios, lawn, mature trees, outdoor powder, paver driveway, 2-car garage, and shed.

530 Darrell RD, Hillsborough

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

Sold listing courtesy of Chuan-heng Lin from BQG

$5,050,000

4 Beds ⋅ 4 Baths ⋅ ML82021572 MLS

Tucked behind a private hedge on a fantastic Lower North Hillsborough street, 2120 Redington Road presents an exceptional opportunity for the savvy buyer. Owned by the same family for over 50 years, this lovingly maintained residence offers endless potential to customize and create your dream home. Set on a flat lot, the home spans approximately 2,860 square feet and features 4 bedrooms and 4 bathrooms. A circular driveway provides ample parking and enhances the welcoming curb appeal. The spacious backyard is ideal for entertaining, complete with a patio, expansive lawn, and flower gardens, while a side yard with a charming rose garden adds to the homes character. Perfectly situated near North School, Crocker Middle School, Downtown Burlingame, and major commute routes, this property combines convenience, privacy, and possibility. Welcome home! (Home Stats per County Records 2,540 Sq Ft | 3BD/3BA)

2120 Redington RD, Hillsborough

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of Erik Winkler from RECAP

$12,600,000

5 Beds ⋅ 5 Baths ⋅ ML82021202 MLS

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

55 Del Monte DR, Hillsborough

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

Sold listing courtesy of Kristopher Mares from KWPEN

$6,660,000

4 Beds ⋅ 5 Baths ⋅ ML82019925 MLS

REDUCED OVER $1 MILLION, SELLER HAS PURCHASED ANOTHER HOME SO THIS PROPERTY HAS BEEN REDUCED FOR A QUICK SALE! THE BEST VALUE FOR A SINGLE STORY PROPERTY IN LOWER HILLSBOROUGH. BUILT IN 2004 WITH STUNNING RENOVATIONS! TURN-KEY & MOVE-IN READY! EVERYTHING YOU COULD WANT: Prime location, modern top-of-the-line updates & remodels, newly designed landscaping, oversized corner-lot, solar panels, high ceilings, smart home features, sports court, huge sparkling pool, vast lawn & backyard for kids to play, outdoor kitchen, pool house with kitchenette & bathroom, outdoor spa, dual-sided fireplace, rich hardwood floors, gorgeous chefs kitchen with all high-end built-in stainless steel appliances, an oversized island, kitchen-family combo (perfect for entertaining), large bedrooms, 3-car garage, EV car charging, & SO SO MUCH MORE! On top of all that, you'll get a home that is ideally located just minutes from top-rated schools, downtown Burlingame, and major Silicon Valley commuter routes; this home offers a rare combination of luxury, privacy, and convenience. IT DOESN'T GET BETTER THAN THIS, PRICED TO SELL SO DON'T WAIT!!!

380 Arden RD, Hillsborough

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

Sold listing courtesy of Kenny Zhang from VHVOG

$9,300,000

5 Beds ⋅ 4 Baths ⋅ ML82016912 MLS

Privately situated at the end of a gated cul-de-sac, this beautifully remodeled home offers the rare combination of complete privacy and accessibility. Set just 0.2 miles from Downtown Burlingame, it is the only Hillsborough home on the market with such close proximity to Burlingame Avenue less than five minutes (+/-) from fine dining, shopping, cafes, and local events. Families will also appreciate the quick access to top-rated North and Crocker Schools, Burlingame High, Crocker Fields and Tennis Courts, and the Burlingame Country Club. Inside, soaring ceilings, Fleetwood doors, skylights, and engineered wood floors set a sophisticated tone. The chefs kitchen features Wolf, Gaggenau, and Sub-Zero appliances, a marble island, and custom Segale Brothers cabinetry connecting seamlessly to both formal and casual living areas. Five bedrooms are located along a skylit hallway, including a serene primary suite with backyard access, spa-style bath, and fitted walk-in closet. Outdoors, enjoy a custom pool and spa, water features and a fully equipped pavilion with heat, lighting, and AV. A turf and grass lawn, mature trees, and curated plantings complete the backyard retreat. Additional highlights include multiple fireplaces, a mudroom/laundry room, and a 2-car garage.

45 Kammerer CT, Hillsborough

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

Sold listing courtesy of Kalina Wasman from COMPS

$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

$8,600,000

6 Beds ⋅ 7 Baths ⋅ ML82016079 MLS

785 Pullman Road is a beautifully reimagined 6-bed, 6.5-bath, 6,560 Sq. Ft. residence located in The Carolands, one of Hillsboroughs most sought-after neighborhoods. Positioned on a prime corner lot with two entrances, the home offers an open-concept main level featuring a sunlit living room, dining area, and modern chefs kitchen with Thermador and Sub-Zero appliances, a gas range, center island, and breakfast nook. The private primary suite includes two walk-in closets and a spa-style bath with soaking tub, oversized shower, double vanity, and private water closet. A newly built in-law wing has two ensuite bedrooms, a full kitchen with GE appliances, and separate entranceideal for multigenerational living. Two more bedrooms, a powder room, and a mudroom complete the main level. Downstairs offers a full bar with dual refrigerators, home theater, gym/yoga room, laundry, and a full guest suite with third kitchen. The resort-style backyard features a large wood deck, pool, spa, outdoor kitchen/bar, bocce ball court, lush lawn, treehouse, and 15 fruit trees. Parking includes a 2-car garage plus two additional driveways accommodating 6 cars.

785 Pullman RD, Hillsborough

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

Sold listing courtesy of Angela Burnett from KWPEN

$4,650,000

4 Beds ⋅ 4 Baths ⋅ ML82012544 MLS

Welcome to your serene retreat in the heart of the Carolands. This exceptional one-level light-filled home offers a spacious living experience of 3,630 SF nestled on a 22,500 SF lot boasting a private wing of 4 bedrooms (2 en suites) & 4 full bathrooms. A gracious entry opens to an inviting living room with a grand fireplace capped with a copper hood & light-filling windows that frame the private rear garden with its majestic trees. The kitchen offers newer SS appliances, ample cabinetry, breakfast nook & desk area. Just off the kitchen is a laundry room with a fantastic pantry & easy access to an oversized two-car garage. The gracious dining room accommodates intimate gatherings or grand celebrations. Exceptional primary suite with high ceiling, walls of windows, large walk-in closet & private bath. The spectacular family room boasts a dramatic beamed ceiling, fireplace, walls of custom cabinetry, a wet bar, & windows that beckon one outdoors. A convenient bath for guests is nearby. An extensive outdoor patio for entertainment, plus a generous flat lawn area. Extra exterior storage. 2-Car + additional parking. Near top-rated Hillsborough schools, vibrant downtown Burlingame, and easy access to 280, 92, and SFO. Spectacular, easy living - the essence of the California lifestyle.

3795 Ralston AVE, Hillsborough

Listed by Miriam Chirko, 650-740-3593 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Debbie Wilhelm from CBR

$5,100,000

4 Beds ⋅ 4 Baths ⋅ ML82013408 MLS

Experience the ultimate in California living with this spectacular one-level gated estate, offering breathtaking panoramic bay views and luxurious indoor-outdoor living. Thoughtfully designed by architect Ron Shimamoto for comfort, style, and privacy, this bright and spacious 4 Bedroom, 3 ½ Bath home features both formal and casual living spaces, including a detached home office. Soaring ceilings, gleaming hardwoods and a wraparound entertainment deck complete with a hot tub. Formal living & dining rooms and kitchen/family-room all with bay views flowing to the outdoor deck. The primary suite is a true sanctuary with serene garden views, a cedar-lined walk-in closet and a spa-inspired bath with dual vanities and soaking tub. The homes tranquil ambiance continues in the beautifully landscaped Zen garden, where pathways meander beneath a canopy of mature trees. Immaculate 3-car garage with storage and minutes away from Hillsborough's award-winning Crocker Middle School and West Elementary, with convenient access to I-280 for an easy commute. Welcome Home!

581 Laurent RD, Hillsborough

Listed by Hope Pilch, 650-619-4732 from HP Properties
(If provided) CoList: from

Sold listing courtesy of Raziel A. Ungar from APR

$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

$5,125,000

4 Beds ⋅ 4 Baths ⋅ ML82010031 MLS

Located in lower Skyfarm, this beautifully updated classic ranch is introduced by a circular motor court and refreshed landscaping on approx. 0.63 acres. Timeless details include parquet and hardwood floors, crown moldings, and wainscot paneling, with freshly painted interiors and new lighting. The living room impresses with a coffered ceiling, marble fireplace, and French doors to the pool and serene canyon-view grounds. A formal dining room, gourmet kitchen with granite slab countertops and high-end appliances, and adjacent family room provide ideal spaces for everyday living. A dedicated office/library offers dual access to the living room and primary suite. The flexible floor plan includes 4 bedrooms and 3.5 baths, with the primary suite and two bedrooms in one wing and a separate guest/au pair bedroom and bath near the kitchen and garage. Outdoor living is enhanced by large decks, dark-bottom pool, and play areas all with canyon views. Excellent Hillsborough schools, including North Elementary and Crocker Middle School.

2295 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR

$6,300,000

4 Beds ⋅ 4 Baths ⋅ ML82009472 MLS

Elegant home in prime Lower Hillsborough. Built in 2004, featuring high ceilings, formal living, dining rooms, and a spacious master suite overlooking a sun-drenched pool. Highlights include a pool house, BBQ area, solar panels, and a generous lotperfect for indoor-outdoor living.

380 Arden 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

$4,350,000

4 Beds ⋅ 3 Baths ⋅ ML82008958 MLS

Welcome to 3780 Ralston Avenue, an exceptional residence nestled in the heart of Hillsborough's prestigious Carolands neighborhood. This beautifully maintained home offers four spacious bedrooms, three full bathrooms, and over 2,700 square feet of refined living space on a generously sized lot, providing privacy, comfort, and timeless California elegance. Step inside to find a flowing floor plan filled with natural light, perfect for both everyday living and entertaining. The expansive living and dining areas feature large windows that frame lush outdoor views, while the well-appointed kitchen offers ample cabinetry and direct access to the backyard oasis. Outside, unwind in your private paradise complete with a sparkling swimming pool, mature landscaping, and plenty of room for outdoor gatherings. Located minutes from top-rated Hillsborough schools, vibrant downtown Burlingame, and major commuter routes, this home blends serene suburban living with modern convenience. Don't miss this opportunity to own a slice of luxury in one of Hillsborough's most desirable locations. Enjoy the Matterport photos to take you through the home. Easy access to 280, 92, and the San Francisco International Airport.

3780 Ralston AVE, Hillsborough

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: Scott Storek from Coldwell Banker Realty

Sold listing courtesy of Sternsmith Group from APR

$4,500,000

4 Beds ⋅ 4 Baths ⋅ ML82008449 MLS

Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry, flowing seamlessly into the family room with a stunning stone fireplace. French doors lead to an outdoor oasis with a sparkling pool, spa, heated cabana/pool house, and an outdoor kitchen perfect for entertaining. The outdoor pool cabana features a bathroom. The luxurious primary suite offers vaulted ceilings, a custom walk-in closet, and a spa-like bath with dual rain showers. This home also features lots of custom cabinetry throughout, a new drainage system, and beautifully landscaped grounds. Too many details to list here. Located just minutes from bustling Downtown San Mateo and offering easy access to Highway 280, this estate blends Mediterranean charm with modern upgrades, creating a one-of-a-kind retreat.

1260 Hayne RD, Hillsborough

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

Sold listing courtesy of Nona Ehyaei from COMPS

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