Hillsborough CA 4 Bathroom Real Estate, Homes, Condos 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

$8,999,000

3 Beds ⋅ 4 Baths ⋅ ML82044812 MLS

RARE OPPORTUNITY! Hurry, properties of this caliber, on this size lot, in this location rarely come on the market! You can remodel a home, but you can never recreate this location, this cul-de-sac, or this extraordinary lot. One of Hillsboroughs most sought-after and prestigious streets. Tucked away at the end of a quiet cul-de-sac, this extraordinary estate sits on one of the largest lots in the neighborhood, an exceptionally rare offering that will not become available again for years. Walking distance to vibrant downtown Burlingame and some of California's best public schools. Whether you choose to enjoy this beautiful estate as it is or create your own dream luxury residence, this is truly a once-in-a-lifetime opportunity in an irreplaceable location. Enjoy unmatched privacy surrounded by magnificent mature trees and lush landscaping, creating your own peaceful retreat. DO NOT WAIT, SERIOUSLY!!!

2155 Geri LN, Hillsborough

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

$5,999,000

4 Beds ⋅ 4 Baths ⋅ ML82055379 MLS

Located in Lower South Hillsborough, this spacious 3,440 sq ft home offers four bedrooms, three full bathrooms and separate office. The living room and an additional area feature wood-burning fireplaces, adding warmth and charm to the space. The home includes a separate family room and multiple dining options, such as a breakfast room, dining area in the living room, and an eat-in kitchen, All with access to a large sun lit flat back yard. The property comes with a two-car garage and is situated within the Hillsborough City Elementary school district. This residence combines functional living spaces with key amenities in a desirable location.

336 Brentwood RD, Hillsborough

Listed by Max Lo, 650-307-8816 from Green Banker Realty
(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

$5,280,000

5 Beds ⋅ 4 Baths ⋅ ML82053052 MLS

An exquisite property located in the exclusive Skyfarm neighborhood of Hillsborough. Set on over 0.69 acres, this home offers breathtaking views of the Bay, the airport, and downtown San Francisco. It creates a perfect setting for indoor / outdoor living in Hillsborough. The formal dining room and living room open onto the back deck, while the chef's kitchen combines a family room and an eat-in formal dining area with a private patio. The primary bedroom features an ensuite bathroom and a walk-in closet. Top-rated West Elementary School and Crocker Middle School. County records show 3,500 SqFt. 4 Bedrooms, 3 Full Baths. Seller converted the home to 5 Bedrooms, 4 Full Baths, which are permitted.

36 Eugenia WAY, Hillsborough

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

$3,750,000

4 Beds ⋅ 4 Baths ⋅ ML82051481 MLS

Don't Miss the latest updates. Located in a community renowned for exceptional schools, this is a compelling Hillsborough opportunity. Offered at the lowest price per sq. ft. in Hillsborough, it delivers outstanding value in the community & across the Peninsula. Sweeping Bay & San Mateo Bridge views define this home. It features newly painted interiors, hardwood floors & a dramatic great room w/walls of glass overlooking the pool, expansive deck & panoramic viewsan exceptional setting for everyday living & entertaining. Designed for multigenerational living , w/ADU potential, the home offers 2 kitchens, 2 laundry rooms, separate exterior access & living & work-from-home spaces. Main level includes 2 primary suites, powder rm & view kitchen w/stone countertops, generous island, eating area & fireplace. Nearby office offers potential for a 5th BR or primary suite expansion. Lower level includes 2 BRs, full BA, 2nd kit/dining area & flexible bonus room ideal as a 2nd office or craft room. Direct patio, pool & outdoor access makes this level ideal for extended family, guests, caregivers or independent living. Wine cellar, workshop, 2-car garage, oversized driveway & generous storage complete this rare offering w/exceptional views, impressive scale, versatility & unmatched value.

1407 Carlton RD, Hillsborough

Listed by Samia Morgan, 650-678-3633 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

$6,300,000

5 Beds ⋅ 4 Baths ⋅ ML82041280 MLS

Experience refined California living in this exceptional Spanish Revival estate in coveted Lower North Hillsborough. Designed for seamless indoor-outdoor living, the home blends timeless architecture with resort-style amenities in a private, beautifully landscaped setting. Light-filled interiors feature a sunken living room with beamed ceiling, an arched entry to the formal dining room, and a chefs kitchen with marble countertops and center island with breakfast bar. The adjoining family room opens to the grounds and features walls of windows, creating both abundant natural light and effortless flow. A desirable ground-floor bedroom suite offers flexibility for guests or extended living, while four additional bedrooms upstairs include a serene primary suite. The backyard is truly a retreat with a resort-style pool, spa, and waterfall, multiple seating areas, and lawn space for play. An outdoor kitchen with built-in grill and a pizza oven connects to a patio with heaters and adjacent al fresco dining area - both ideal for effortless entertaining. Moments from downtown Burlingame, Hillsborough's top-rated schools, and key commute routes, this is a rare offering that combines luxury, comfort, and an exceptional lifestyle in one of the Peninsulas most prestigious neighborhoods.

973 Baileyana RD, Hillsborough

Listed by The Dwyer Group, 650-759-4409 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Sudano from CBR

$6,998,000

4 Beds ⋅ 4 Baths ⋅ ML82048818 MLS

Sprawling Privacy Meets Elegant Living Hillsborough Welcome to your private estate, a secluded sanctuary tailored for multi-generational family living & spectacular entertaining. Tucked behind a gated driveway on a premier 2-acre lot, this single-family residence offers a blend of luxury, space, & serenity in one of Hillsboroughs most coveted enclaves. Built in 1974, the home spans a generous 3,230 sq. ft. of living space, beautifully designed to celebrate a seamless indoor-outdoor lifestyle amidst lush landscapes. Step inside to discover a bright, expansive floor plan featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Every room offers room to breathe and space to thrive, with large windows inviting natural light and framing views of the verdant, tree-lined grounds. The crown jewel of this estate is its backyard resort. The sprawling, ultra-private acreage features a sparkling pool and outdoor entertaining spaces, creating an idyllic backdrop for weekend barbecues, sophisticated cocktail parties, or quiet mornings listening to the birds.Here, graceful living meets absolute peace of mind. You are minutes from top-rated schools and world-class dining, yet worlds away from the hustle and bustle. Embrace the pinnacle of Hillsborough luxury. Your private sanctuary awaits.

220 Robin RD, Hillsborough

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

$5,900,000

4 Beds ⋅ 4 Baths ⋅ ML82048225 MLS

Set on a half-acre, this beautifully appointed home embodies refined California living, introduced by lush landscaping and a striking column-framed entrance. Inside, nearly 3,500 square feet unfold with dramatic architectural design, where soaring ceilings, exposed beams, and expansive glass create a light-filled, open feel. Hardwood and tile floors span thoughtfully designed spaces, including a stunning living room with a floor-to-ceiling brick fireplace, a dining room with a two-way fireplace, a gourmet kitchen with Gaggenau appliances, and a spacious family room. Four bedrooms, many en suite, include a luxurious primary with a jetted tub and steam shower. The backyard offers a resort-like escape with a pool, lawn, patio, and putting green, all in a private setting near parks, downtown San Mateo, downtown Burlingame, and top schools.

34 Roberts WAY, Hillsborough

Listed by DeLeon Team, 650-300-0888 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Eric Chu from SGP

$5,200,000

4 Beds ⋅ 4 Baths ⋅ ML82046360 MLS

This stunning Chateau-style residence is gracefully situated on coveted Chateau Drive in the prestigious Carolands area of Hillsborough. Set on approximately .77 acres of gated grounds with Bay views, a circular driveway, and lush mature landscaping, this private estate is offered for the first time since its original construction. Spanning over 4,200 square feet, the home reflects timeless architecture, grand proportions, and light-filled interiors. A gracious entry opens to an expansive living room anchored by a marble fireplace, an adjoining library, and dramatic arched windows framing serene views. The elegant dining room with coffered ceilings and intricate hardwood floors is ideal for entertaining, while multiple covered verandas create seamless indoor-outdoor living. The home offers 4 bedrooms and 3.5 bathrooms, including a lower-level retreat with closet, fireplace, and patio access, well suited for guests, a private office, or extended living. Featuring a spacious family room, dry sauna, 3 fireplaces, dual laundry areas, and a 3-car garage w/ additional driveway parking. Mostly level grounds enhanced with fruit trees offer potential for a pool or ADU, creating a private estate-like setting. A rare offering in a premier sought after location.

555 Chateau DR, Hillsborough

Listed by Tim Allen Alevizos, 650-255-7635 from Remax Capital
(If provided) CoList: from

Sold listing courtesy of Shuo Xiang from XLB

$5,800,000

5 Beds ⋅ 4 Baths ⋅ ML82045371 MLS

Located on a private, tree-lined parcel in Hillsborough, this spacious residence offers beautiful canyon views and an inviting indoor-outdoor lifestyle. A grand two-story entry welcomes you into the home and leads to the formal living room featuring vaulted ceilings, a fireplace, and sliding doors that open to the rear deck, perfect for enjoying the scenic setting and outdoor entertaining. Just off the living room is an additional office or flexible space with a wet bar. The main level also features a formal dining room, a kitchen with breakfast area, and family room with vaulted ceilings, and fireplace. The primary suite is located on the main level and includes an en-suite bathroom. This level also offers a half bath and a guest quarters area complete with its own bathroom and kitchenette. A mudroom and attached 3-car garage provide added convenience. Upstairs are three additional bedrooms and a full bathroom. The backyard is designed for entertaining with a pool, expansive patio space, and artificial turf, all surrounded by mature trees for privacy. Conveniently located near shopping and dining in Burlingame as well as commute routes to San Francisco and along the Peninsula. Hillsborough is known for its peaceful residential setting and highly regarded public schools.

65 Falkirk LN, Hillsborough

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

Sold listing courtesy of Amarendra Kumar from SATV01

$5,750,000

5 Beds ⋅ 4 Baths ⋅ ML82042541 MLS

Regally situated on a majestic +/-0.58-acre lot, this classic colonial estate blends timeless architectural elegance with modern living space, and private, resort-like grounds designed for both comfort and enjoyment. Spanning +/-3,545sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant marble foyer, a sophisticated living room with grand fireplace, and a graceful formal dining room. The sunny kitchen, complete with breakfast bar and cozy nook, flows seamlessly into a bright sunroom opening to the exceptional rear yard. Steps away, a family/media room with fireplace and bar offers relaxed living and effortless entertainment. The main level also features a private guest bedroom or office with full bath, a laundry room, and chic powder room. Upstairs, 3 sizeable bedrooms are serviced by a hall bath, while the lavish primary suite with large walk-in closet and spa-inspired bath provides a serene retreat. The resort-like grounds feature mature landscaping, a sweeping level lawn, pool, hot tub, BBQ, custom playhouse, and ample space to explore. Added highlights include a 3-car-attached garage with abundant storage and large attic. Located near top-rated schools and major commute routes, this distinguished estate delivers exceptional indoor-outdoor living in a tranquil setting.

740 Clydesdale DR, Hillsborough

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

Sold listing courtesy of Cullinan Luxury from KWPEN

$7,895,000

5 Beds ⋅ 4 Baths ⋅ ML82041699 MLS

Regally set back on a lush +/-0.41-acre corner lot in coveted Lower South Hillsborough, this timeless Mediterranean estate blends classic architectural elegance with expansive living spaces and private, resort-like grounds - ideal for both effortless daily living and grand-scale entertaining. Boasting +/-4,235sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant foyer that leads to an impressive living room with rich hardwood floors, a grand fireplace, and French doors opening to a vast rear patio. The formal dining room flows seamlessly into a stunning gourmet kitchen/family room ensemble with French doors leading to the verdant grounds. The main level includes a private guest bedroom or office with ensuite bath, a well-appointed laundry room, and elegant powder room. Upstairs, 3 sizeable bedrooms are complemented by a marble hall bath, while the lavish primary suite with multiple closets and spa-inspired bath awaits you. The resort-like grounds feature lush, mature landscaping, pool, fire pit, and sun-drenched patio with pergola. The lower level offers an attached garage, gym, & abundant storage space. Located near top-rated schools, downtown, and major commute routes, this classic estate offers a rare opportunity in one of Hillsborough's most prestigious neighborhoods.

335 El Portal AVE, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$4,950,000

4 Beds ⋅ 4 Baths ⋅ ML82040633 MLS

THE BEST OF HILLSBOROUGH! 815 Crystal Springs Rd presents an exceptional blend of luxury, privacy, & resort-style living in one of Hillsborough's most desirable settings. Thoughtfully remodeled in 2016, this 3,345 sq ft residence sits on an expansive 19,598 sq ft lot and offers 4 bedrooms and 3.5 baths, including a beautifully appointed pool house, versatile studio/bonus room, and finished basement. A gated entry opens to a generous paver motor court and oversized finished 2-car garage with EV charging, sink, and refrigerator. Inside, an open-concept layout showcases a formal living room with fireplace, dining area, & a chef's kitchen is with a six-burner gas range, built-in refrigerator, wine refrigeration, and a center island with prep sink & breakfast bar, and family room with wet bar and fireplace. A private office with separate entrance adds flexibility. The covered outdoor living area features a full kitchen, fireplace, TV, heaters, and built-in speakers for year-round enjoyment. The primary suite offers vaulted ceilings, dual closets, and a spa-like bath with heated floors. Grounds include lawn, gardens, fruit trees, peaceful stream, redwoods, and a pool/spa retreat. Close to downtown San Mateo and many top schools. TOO MANY DETAILS TO LIST HERE, a must see so don't wait!

815 Crystal Springs RD, Hillsborough

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

Sold listing courtesy of Phil Houston from APR

$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

$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

$5,725,000

4 Beds ⋅ 4 Baths ⋅ ML82033948 MLS

Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated layout, anchored by a newly redone open kitchen and family room designed for modern living and effortless connection. The interiors feature all-new flooring, custom cabinetry, and a chefs kitchen appointed with Miele appliances, including an induction cooktop and built-in espresso machine. Expansive new windows and sliding doors fill the home with natural light, complemented by new recessed lighting throughout. Additional highlights include a refreshed fireplace, a stylish wet bar, and a brand-new garage door. Outside, the property has been enhanced with a new metal roof, freshly landscaped grounds, and a new concrete patio, ideal for entertaining or relaxing in the private backyard, with ample space to add a pool and ADU. Tucked away on a private street just minutes from top-rated schools, parks, and downtown conveniences, this turnkey residence is ready for its next chapter.

340 Arden RD, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

$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

$4,423,560

4 Beds ⋅ 4 Baths ⋅ ML82032273 MLS

Hillsborough opportunity on expansive 21,789+/- SF mostly flat lot. Classic 2-story SFR offers 2,890+/- SF, 4BD, 3.5BA incl 2 en-suites + 1 BD on main level ideal for guests, office or multi-gen living. Vaulted entry, formal living rm w/wood-burning FP, sep family rm w/2nd wood-burning FP & wet bar w/sink. Spacious eat-in kitchen w/abundant natural light, lg pantry & views of backyard & pool. Formal dining rm overlooks yard & mature trees. South-facing rear exposure provides all-day sun. Private backyard w/functioning in-ground pool serviced weekly. Upstairs primary suite w/updated wood flrs & balcony overlooking backyard; addl BD w/private balcony facing street. 3-car garage w/high-end custom wood garage doors. Comp shingle roof. Fresh interior paint, deep cleaned, ext power washed. Property needs loving care & thoughtful updatesrare chance to customize in prime Lakeview location where updated homes command significantly higher values. Excellent Hillsborough public schools. Minutes to Burlingame Ave, Hwy 280/92, top Peninsula amenities. Exceptional upside, setting & scale.

100 Rizal DR, Hillsborough

Listed by James S. Shin, 650-410-8668 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Craig Ackerman from COMP12

$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

$5,300,000

3 Beds ⋅ 4 Baths ⋅ ML82026991 MLS

A Modern Transformation with Sweeping Bay Views! Beautifully remodeled for modern living, this Lower Hillsborough home showcases an open-concept design with wide expanses of glass that frame views across the San Francisco Bay and out to the Bay Bridge and East Bay hills. Natural light fills every room, two gas fireplaces add warmth, and wood-like tile floors unify the open living areas. Expansive formal rooms are complemented by a designer kitchen and family room combination, creating an ideal layout for entertaining and everyday comfort. Rounding out the main level are three spacious bedrooms, including a primary suite that takes full advantage of the views, plus there is a flexible-use lower level with large bonus room and adjoining bath. Outside, an expansive view deck with cable-strung railings and terraced lawns extend the living space, providing ample room for entertaining and play. With its modern transformation, dazzling views, and sought-after Lower Hillsborough setting, this home presents the perfect place to live midway between San Francisco and Silicon Valley.

442 El Arroyo RD, Hillsborough

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$9,700,000

6 Beds ⋅ 4 Baths ⋅ ML82025915 MLS

An exceptional opportunity on one of Lower North Hillsboroughs most coveted streets. Set on a sun-filled, flat lot of over three-quarters of an acre, this property offers limitless potential for the discerning buyer seeking a rare, estate-caliber parcel. Brewer Drive is among Hillsboroughs most distinguished addressesrenowned for its timeless architecture, wide lots, and proximity to Downtown Burlingame, San Mateo, and top-rated Hillsborough schools. The existing 1920s residence spans approximately 4,000 square feet and showcases elegant period details, gracious proportions, and classic design elements throughout. A gated circular driveway provides a stately approach, while the grounds feature a sparkling pool, manicured rose gardens, a detached two-car garage, and additional storage structures. Whether restoring the existing home or reimagining the site for a new estate, this premier Brewer Drive location presents a truly rare offering in one of the Peninsulas most sought-after neighborhoods.

715 Brewer DR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$5,485,000

4 Beds ⋅ 4 Baths ⋅ ML82025814 MLS

Arrive through a grand circular driveway to this beautifully expanded and remodeled 4-bedroom + office, 3.5-bath residence set on a .41-acre flat lot in sought-after Lower South Hillsborough. Inside, classic elegance meets open modern living. The chefs kitchen flows seamlessly into the family, dining, and breakfast areas, overlooking the private backyard with lawn, patio, and mature gardens perfect for entertaining or quiet afternoons at home. The main level also features a formal living room, private office, guest suite with adjacent full bath, and a custom laundry room. Upstairs, the primary suite offers a spa-like retreat with a soaking tub, standing shower, dual sinks, and two additional sun-filled bedrooms sharing a remodeled bath. Located just moments from Burlingame Avenue and downtown San Mateo, and within top-rated South Elementary School and Crocker Middle School, this is timeless Hillsborough livingrefined, walkable, and effortlessly elegant.

310 Ranelagh RD, Hillsborough

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

Sold listing courtesy of Sternsmith Group from APR

$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

$5,650,000

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

$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

$6,807,000

4 Beds ⋅ 4 Baths ⋅ ML82020625 MLS

Luxury meets modern design in this stunning +/-4,485s.f. custom home by renowned Mak Studio Architects of San Francisco. Situated on a +/-0.50-acre lot with S.F. Bay views, this 4BR/3.5BA home was designed with impeccable attention to detail and is a sanctuary of modern elegance and tranquility. The open concept layout features soaring ceilings, rich hardwood floors, & dramatic floor-to-ceiling windows throughout. The living room with custom cabinets & sleek fireplace flows seamlessly to an expansive terrace covered by a motorized pergola and features a fire pit & outdoor kitchen - ideal for indoor/outdoor entertainment. The chic dining room with wall-to-wall windows showcases the lush scenery, while the chef's kitchen dazzles with top-tier appliances, island & butler's pantry, and opens to the expansive great room with amazing views. A private office with built-in desks offers the perfect work-from-home space. The lower level features 4 bedrooms, including a Zen-inspired primary suite with a wall of windows, fireplace, custom closets & spa-like bath. A large wine room & media room with rear yard access complete this level. The verdant, private grounds boast a huge level lawn, meandering pathways & multiple fruit & citrus trees. Truly a one-of-a-kind retreat in turnkey condition.

5 Drayton RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI

$5,325,000

4 Beds ⋅ 4 Baths ⋅ ML81990249 MLS

A stunning bucolic estate within the exclusive Hillsborough hills perches at the end of a long, private cobblestone drive. This well-appointed home offers 4,240 sq ft of living space on 2.24 acres with views from virtually every room. Backyards large entertaining patio includes a pool/spa, BBQ area and lifesize Kung Fu Panda statue. Kitchens picture windows let natural light gleam off long granite counters and Viking stove. Sizable vaulted family room adjoins for casual dining. A door off the kitchen leads to dining and living rooms, both with coffered ceilings and wainscotting. Primary Suite impresses with marble-appointed bath, while 2 guest beds have ample closets and share a marbled hall bath that offers much space. Lower level offers a spacious media room, home gym and ensuite bedroom. Mud room off the 3-car garage offers laundry, storage and full bath with sauna. Tremendous grounds and ideal floor-plan in a prized neighborhood make this Hillsborough property a must-see.

2530 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

$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

$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

$3,500,000

4 Beds ⋅ 4 Baths ⋅ ML82009068 MLS

Opportunity awaits at 2845 Churchill Drive in Hillsboroughs prestigious Skyfarm neighborhood. This stately Tudor-style home sits on a large, private lot at the end of a quiet cul-de-sac and offers endless potential to create your dream residence. With 4 bedrooms and 3.5 baths, the home features a generous layout with formal living and dining rooms, a family room, and a spacious kitchen ready for reimagining. The expansive backyard includes a pool, spa, and mature landscaping an ideal canvas for personalized outdoor living. Whether you're looking to restore its original charm or redesign with a modern vision, this is a rare chance to put your personal touch on a timeless Hillsborough property. Prime location near top-rated schools and just minutes to downtown Burlingame.

2845 Churchill DR, Hillsborough

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

Sold listing courtesy of Emma Elfving from APR

$4,100,000

4 Beds ⋅ 4 Baths ⋅ ML82008959 MLS

This sunlit 4-bedroom plus office, 3.5-bath home offers 3,310 sq. ft of beautifully updated interiors on a usable half-acre lot. Enjoy a seamless layout with hardwood floors, a spacious kitchen-family room combo, formal living and dining rooms, and a flexible 5th bedroom perfect for guests, a home office, or gym. The private backyard is your personal oasis complete with a sparkling pool, area for a sport court, patio, and lawn for year-round entertaining. Located on a quiet street with top-rated Hillsborough schools and just minutes from downtown Burlingame, San Mateo, hiking trails, and major tech hubs this is the home you've been waiting for.

1500 Oak Rim DR, Hillsborough

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Manjit Hundle from CCBHG

$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

$4,780,000

5 Beds ⋅ 4 Baths ⋅ ML82008142 MLS

GREAT NEW PRICE!! Spectacular single-level home on a flat lot at the end of a cul-de-sac with 5 bedrooms, 3.5 bathrooms, separate office and a bonus media room (not included in square footage). With privacy, views and 2 expansive lawns, this home creates a perfect setting for indoor/outdoor living in Hillsborough. The formal dining room and living room open up onto the back patio and yard, while the chef's kitchen combines a family room and eat-in dining area, With a private patio, the primary bedroom features an ensuite bathroom and walk-in closet. The 5th bedroom is on the far side of the home with separate entrance & bathroom - it could serve as a separate unit or gym. Head outside and there's space for dining, entertaining and playing (don't miss the 2nd large lawn area). .All that and access to a small path to top-rated West Elementary School right across the street! (County records show 3,170 sq ft. Seller converted far left 3rd car garage space into media playroom without permit. Floor Plans As Built, a 3rd party vendor shows square footage as 3439 sq ft which does not include the unpermitted media/playroom), Buyer to satisfy

50 Roberts WAY, Hillsborough

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

Sold listing courtesy of Fan Wang from KWCU

$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

$4,760,000

3 Beds ⋅ 4 Baths ⋅ ML82005190 MLS

Tucked beneath a canopy of majestic redwoods, this stylish single-level home blends timeless design with effortless indoor-outdoor living, and sits on one of Hillsborough's most coveted streets in Lower South Hillsborough. Fully reimagined in 2017, the residence offers 3 bedrooms, 3.5 bathrooms, and 2,352 square feet of thoughtfully designed space on a nature-filled lot in one of Hillsboroughs most desirable locations. Every room connects seamlessly to the outdoorswhether its the serene backyard retreat off the primary suite or the barbecue-ready dining area just off the kitchen. The open-concept layout is anchored by a chic modern kitchen that flows into two inviting living areas, one with a cozy fireplace perfect for quiet evenings or casual entertaining. Moments from both Downtown Burlingame and Downtown San Mateo, this home offers the perfect balance of tranquility and convenience.

244 Roblar AVE, 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

$5,275,000

4 Beds ⋅ 4 Baths ⋅ ML82002925 MLS

This single-level, 4-bedroom, 3-bathroom home offers 3,020 sq. ft. of comfortable living space on a 23,053 sq. ft. lot, featuring a spacious kitchen, formal dining room, versatile living areas, a 3-car garage, and access to the Hillsborough City Elementary School District.

20 Cedar CT, 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

$5,825,000

4 Beds ⋅ 4 Baths ⋅ ML82002477 MLS

For comp purposes only

1255 Armsby DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR

$5,650,000

3 Beds ⋅ 4 Baths ⋅ ML81999682 MLS

TITLE CLEAR & READY TO CLOSE CREEK HURDLE RESOLVED (RETAINING WALL)! The seller has notified us that the title is clear and the property is ready for an immediate close. The seller is taking full responsibility to pay for, finish, and get final city approval for the creek work. Buyer does NOT have to take over any creek work. This is the absolute best locationquiet street, Ryan Tract, walking distance to Downtown, big lot, land, single story, etc etc. Everyone knows this property; the only issue is now gone. Pick up disclosures and bring your offers immediately!

680 Fairway CIR, Hillsborough

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

$5,250,000

5 Beds ⋅ 4 Baths ⋅ ML82002244 MLS

Situated on a private & gated 0.54-acre lot, this enchanting estate has been lovingly maintained by the same owners for 52 years. Timeless elegance abounds in over 4,000s.f. of living space featuring 5 bedrooms and 4 full baths. A dramatic entry opens to a magical courtyard, that is the epitome of old-world grandeur. The exceptional living room boasts a soaring, wood-beam cathedral ceiling, grand fireplace, & 4 sets of French doors that open to lush grounds. It flows into a cozy den/library with a fireplace, wet bar, hidden bookcases, wall of windows, & a charming Dutch door leading to the expansive yard. A formal dining room with French doors overlooks the pool & garden - perfect for grand-scale entertaining. The bright kitchen with breakfast room offers ample cabinet & counter space. 1BR/1BA is conveniently located near the large laundry room with a patio - ideal for an office or au pair. The primary suite overlooks the courtyard & features a spacious bath, private patio, & connects to a secondary bedroom with en-suite bath. Upstairs, 2 additional bedrooms share a Jack-&-Jill bath. The beautifully landscaped grounds offer two driveway entrances, a level lawn, sparkling pool, and large patio - perfect for indoor/outdoor living. Truly a rare gem to be treasured for generations.

841 Hayne RD, Hillsborough

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

Sold listing courtesy of Ellen Mazzoni from APR

$8,500,000

4 Beds ⋅ 4 Baths ⋅ ML82001715 MLS

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

127 Bridge RD, Hillsborough

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

Sold listing courtesy of Alex Buljan from APR

$5,425,000

5 Beds ⋅ 4 Baths ⋅ ML82000182 MLS

Elegant English Tudor with 5-bedroom, 3.5-bathroom home located at the end of a cul de sac in Hillsborough. With over 4,000 sq ft of living space, this property has something for everyone including a formal and oversized living room and dining room. There's also a family room connected to the eat-in kitchen that flows out onto the patio and swimming pool. The office/bedroom on the main level makes the house versatile. Upstairs, you'll find the primary bedroom with a wall of windows overlooking the yard, a walk-in closet and ensuite bathroom plus 3 other bedrooms and and an additional bathroom. Step outside to a private paradise with room for entertaining and a beautiful rectangular pool with built-in hot tub. There's an extra office/shed and you'll find a hidden sauna as well! With a 3-car garage and situated within the Hillsborough City Elementary School District, this home is both practical and luxurious. Don't miss the opportunity to make it yours!

40 Pear CT, Hillsborough

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

Sold listing courtesy of Grant Edward Beggs from STHB

$7,600,000

4 Beds ⋅ 4 Baths ⋅ ML82000203 MLS

Welcome to a stunning residence in lower Hillsborough, set on a .55-acre lot. This 4,880-square-foot home combines elegance and functionality with high ceilings and spacious formal rooms. The living room features a coffered ceiling and expansive windows that offer beautiful views of the park-like grounds. The kitchen and family room, complete with a center island and breakfast area, are perfect for gatherings. Enjoy additional amenities such as a formal dining room, a den with a fireplace and wet bar, an office, a butler's pantry, and a large laundry room. The main floor includes three bedrooms, including the luxurious primary suite, while the upper level offers an additional bedroom suite and a versatile bonus room. o 4,880 sq ft of living space on a .55-acre lot o 4 bedrooms, 3.5 bathrooms o Bonus room with full bath plus office, and den o Three-car garage o Dual heating and air conditioning zones o Ample storage

10 Fagan DR, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

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