Hillsborough CA Traditional Style Homes for Sale

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

$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

$6,750,000

5 Beds ⋅ 6 Baths ⋅ ML82031249 MLS

An architectural statement of grand scale and enduring quality, this stately Skyfarm residence is nestled behind a mature landscape of majestic evergreens, offering privacy and a seamless connection to its natural grounds. Spanning 5,770± sq. ft. on an expansive 32,633+/- sq. ft. lot, the home is in pristine original condition and is poised for the next generation family to infuse with their own vision. The interior is defined by classic precision: refinished hardwood floors, raised wood paneling, crown molding, bay windows and Old World quality. A two-story foyer with chandelier leads to the grand living room, featuring a distinguished fireplace and backyard views, a formal dining room for refined venues, an eat-in kitchen, anchored by a center island, and an adjoining family room with a masonry fireplace and window wall blurring the boundary between indoors and the sprawling rear grounds. A spacious primary suite featuring generous wardrobe space and a scenic view headlines the upper level. Beyond the residence, irrigated grounds with sweeping lawns and patios create a private, park-like retreat. 1080 Macadamia Drive is a rare convergence of scale, land, and lifestyle.

1080 Macadamia DR, Hillsborough

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto 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

$5,860,000

5 Beds ⋅ 5 Baths ⋅ ML82026911 MLS

LOWER SOUTH CHALET: ARCHITECTURAL SIGNIFICANCE MEETS FAMILY WARMTH! Homes are simply not built with this high style anymore! A rarity to the market, this is an architecturally significant statement equally at home as a fine art gallery or warm and cozy family retreat. Sophistication cascades throughout truly ENORMOUS room sizes, while never compromising daily function and inviting indoor/outdoor character. In the heart of Lower South Hillsborough, we celebrate one of the San Francisco Peninsula's top luxury enclaves, a neighborhood ranking within the Top 10 on median sales price in the United States, decade after decade. Around the corner from $18,000,000 estates, less than a mile from Crystal Springs Uplands, just 1.4 mile from North Elementary, 1.7 mile to downtown Burlingame Ave Apple Store. The romance of the Chalet is the theme: rustic charm with contemporary features. Sequestered within noble trees, imbued with spirit of a special-occasion getaway, & arresting in design flair, this is your conversation piece. | 5 beds, 4.5 baths | Expanded & Updated by acclaimed architect John A. Matthews, AIA | Huge Master Suite | Side Party Terrace | Separate Pool Area | Mill Valley-style woodsy vibes w/easy ADU potential | 4-car attached garage + motor court for basketball & yard access

300 Glendale RD, Hillsborough

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

Sold listing courtesy of Disen Cai RE Group from KWPEN

$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

$3,970,000

4 Beds ⋅ 3 Baths ⋅ ML82008148 MLS

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

1431 Carlton RD, Hillsborough

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

Sold listing courtesy of Robin Li from BQG

$6,800,000

5 Beds ⋅ 5 Baths ⋅ ML82002437 MLS

DESIGN FOR LIVING: THE PERFECT MEETING OF SUN, CELEBRATION, AND SAVOIR FAIRE! Remodeled designer quality unfolds across multiple destinations, with minimal boundary between indoor and outdoor living. 5 bedrooms, 3 full baths, 2 half baths, plus large Office (or gym), and enormous recreation room of 21 x 26 feet. Majority of the home flows on one level, including four bedrooms all together highlighted by a decadent expanded Primary Suite with 3 closets & marble bath. Tucked-away 5th bedroom suite also on main level perfect for guest or au pair. Myriad luxury details including a Craft Cocktail Bar, Wolf, Sub-Zero, high ceilings, integrated audio, outdoor kitchen, solar panels, Tesla power walls & more! Prestigious Jacaranda Circle backs up to Crocker Open Space, in the spirit of Woodside or Tahoe! Only 0.6 mile to Crocker Middle, 1.1 mile to Nueva School, 1.2 mile to West School, 1.9 mile to Apple Store on Downtown Burlingame Ave. The Primary Suite deserves its own paragraph. Expanded and remodeled, indulgent retreat with 3 customized closets plus built-in chest of drawers * Primary bedroom ceilings peak at nearly 12 feet. * Calistoga vibes opening out to pool and greenbelt vista. *Lighted Sport Court *Huge 3-car garage *Tons of western sunlight across pool and entire back of home*

748 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Serena Conti from APR

$5,200,000

4 Beds ⋅ 3 Baths ⋅ ML81997885 MLS

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

50 Sugar Hill DR, Hillsborough

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

Sold listing courtesy of Jenny Lu from MXR

$4,050,000

4 Beds ⋅ 4 Baths ⋅ ML81996931 MLS

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

732 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Vicky Yu from CBR

$5,000,000

6 Beds ⋅ 6 Baths ⋅ ML81994251 MLS

Stop your search, this home has everything on your checklist: stunning, private views, a massive floor plan, high ceilings, and a prestigious Hillsborough address. The standout feature is the expansive downstairs media room. Once a concert hall for top artists, it can continue that legacy or be transformed into a home theater, fitness room(perfect for indoor pickleball!),or bonus living space. Complete with a private entrance, wet bar, and proximity to the outdoor patio, its a space with endless possibilities. Every detail of this 6,400 sq ft estate exudes thoughtfulness. New hardwood flooring flows throughout, while large bay windows & double doors frame mountain views & create a bright, airy ambiance without sacrificing privacy. At the heart of the main floor is a serene courtyard that anchors the family room, open kitchen, & formal living room. The primary suite features a soaking tub, double shower, fireplace, and walk-in closet,while the open kitchen boasts top-of-the-line appliances & granite countertops for delightful entertaining in the formal dining room, at the breakfast bar, or in the eat-in space. Additional amenities include solar panels, ample garage storage with EV charging hookups & a prime location in the top school district with easy access to highways 280 & 92

105 Falkirk LN, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$6,500,000

6 Beds ⋅ 8 Baths ⋅ ML81981939 MLS

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

990 Yale DR, Hillsborough

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

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$4,940,000

5 Beds ⋅ 4 Baths ⋅ CC41067142 MLS

Single story in dream location. Lower Hillsborough. Close to North Hillsborough Elementary School and Crocker Middle School. Walking distance to downtown Burlingame fine dining and shops. Lovingly maintained and owned by the same family since it was built in 1972. First time on the market for re-sale. Generous sized rooms. 5th bedroom is ideally located off the kitchen for guests, in-laws, home office or au pair with separate entrance. Ready to remodel! Mostly flat backyard although a bit overgrown right now. There used to be a large pool. Please text April if you'd like to see pics of the gorgeous backyard when it was new and fresh!

20 Tamarack Dr, Hillsborough

Listed by April Glover, (925) 330-9946 from Compass
(If provided) CoList: from

Sold listing courtesy of April Glover from CCCOMP08

$4,548,000

3 Beds ⋅ 3 Baths ⋅ ML81969273 MLS

Welcome to this meticulously updated, ranch style home in the lower north Hillsborough Oaks neighborhood offering 3 bedrooms and a BONUS/FLEX room. Enter into the spacious living room with a soaring, wood planked ceiling and access through French doors to the lush, private garden oasis beyond. Entertain in the dining room with a custom built in display cabinet and access to a charming brick patio. The bright cook's kitchen has high planked ceilings, Thermador appliances including two ovens, gas cooktop, and refrigerator. A wet bar and appliance garage are bonuses. Enjoy the lovely views of the garden from your kitchen table and the adjacent family room. The serene primary suite boasts a sitting room overlooking the garden, ample closets and custom built in dressers. The remodeled bathroom offers Perrin & Rowe fixtures, Waterworks sconces, a soaking tub and frameless glass shower. Two additional bedrooms have custom built in closets and shutters. They share an updated bathroom with a stall shower, Waterworks fixtures and faucets. Work quietly in the bonus room- perfect as an office or guest room. Located close in to shopping, dining and commute corridors 101 and 92 and SFO. Hillsborough schools are award wining and this friendly community is one you will want to be a part of!

2235 Oakdale RD, Hillsborough

Listed by Sternsmith Group, 650-888-3826 from Compass
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA

$6,244,000

5 Beds ⋅ 5 Baths ⋅ ML81958724 MLS

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

527 Craig RD, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

$6,550,000

5 Beds ⋅ 6 Baths ⋅ ML81953409 MLS

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

865 Culebra RD, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$8,325,000

4 Beds ⋅ 5 Baths ⋅ ML81942239 MLS

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

1941 Parkside AVE, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$3,930,000

3 Beds ⋅ 3 Baths ⋅ ML81951119 MLS

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

25 Persimmon CT, Hillsborough

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

Sold listing courtesy of Jinyue Wang from KWPEN

$5,838,800

4 Beds ⋅ 5 Baths ⋅ ML81945870 MLS

Escape to this stunning 4BD/4.5BA cul-de-sac retreat in the sought-after Carolands neighborhood of Hillsborough! Custom-built by the owners in 2007, this idyllic home offers 4 en suites, office, and hobby room. Surrounded by a natural park-like setting by landscape architect Michael Callan, admire lush gardens, fruit trees and the meditative sound of the fountain. Culinary delights await in the kitchen with BlueStar gas cooktop and Sub-Zero refrigerator. The formal living and dining rooms are perfect for elegant dinner parties, while the surround sound sets the ambiance for entertainment. Retreat to the spacious primary bedroom to unwind in the spa-like bathroom with jetted tub and steam room shower. This remarkable home includes 3-zone HVAC, Hunter Douglas shades, Anderson dual-paned windows, and slate roofing with copper gutters. With top schools & proximity to 280, this home offers the perfect blend of luxury and convenience. Experience this storybook estate firsthand. Welcome home!

625 Barbara WAY, Hillsborough

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

Sold listing courtesy of Laura Lee from APR

$4,575,000

5 Beds ⋅ 3 Baths ⋅ ML81943497 MLS

Nestled in lower South Hillsborough, this beautiful 4 bed/3 bath Tudor home built in 1932 boasts charm and craftsmanship throughout. The first floor features a gracious foyer, a spectacular living room with a vaulted, beamed ceiling and fireplace, formal dining room, well appointed kitchen with Wolf range, Sub-Zero refrigeration, custom cabinets, granite counters and casual dining area, 1 bedroom, full bath and family room. Both the living and dining rooms have French doors opening to a large deck overlooking the south facing private yard. The 2nd floor includes the primary bedroom with ensuite bath, 2 additional bedrooms and the 3rd bath. The lower level features finished bonus space with a 2nd family room, craft/office/gym room, mud and laundry room with easy access to the garage. The detached 2-car garage includes a chic studio above which is ideal for an office. The enchanting yard has lush landscaping with mature trees, low voltage lighting and hand stacked stone walls.

595 Hayne RD, Hillsborough

Listed by Charles Griffith, 415-672-3263 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Charles Griffith from MCGR

$5,700,000

6 Beds ⋅ 7 Baths ⋅ ML81941975 MLS

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

446 El Arroyo RD, Hillsborough

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

Sold listing courtesy of RECIP from RCIP

$6,000,888

4 Beds ⋅ 6 Baths ⋅ ML81936700 MLS

THE ONLY FLAT 1-ACRE BUILDING SITE IN TOWN! 1.07 ACRE, 100% USABLE LOT! Not something you find every day, maybe only once in a decade! Capture 46,783 sq. ft. of nearly level land in Hillsborough's prestigious Carolands. At the corner of Ralston, shouldering multi-acre eight-figure estates, and drenched in sun! Existing home is designed around a pool courtyard. Ready to be rented while you draw your plans. Beyond the pool, an unbelievable surprise awaits: raw untouched land extending all the way back, beckoning expansion, new construction, tennis court, and future huge ADU. In addition to the front circular motor court at Ralston, the Laurent side of the property already has a separate private driveway for future ADU convenience. Contemplate the chance of horizon views toward the Bay from your new conception. Manifest your inspiration at these Legacy Lands. West Elementary, Crocker Middle, Burlingame High. 5 minutes or less on to Highway 280!

500 Laurent RD, Hillsborough

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

Sold listing courtesy of The Dreyfus Group from DP

$7,550,000

5 Beds ⋅ 6 Baths ⋅ ML81937268 MLS

Introducing a masterpiece of luxury living at 3 Mountain Wood Lane! This exquisite gated estate redefines elegance, spanning across a landscape with captivating gardens, 2 outdoor dining spaces, fire pit, infinity pool and complete privacy. Step into the heart of culinary artistry with a chef's kitchen featuring a Thermador range, stainless steel appliances, and an oversized island for both preparation and casual dining. Enjoy the seamless flow from the kitchen to the great room with a massive stone fireplace and access to the outdoors. The main level is complete with a magnificent wood-paneled office and ensuite bedroom. Upstairs features 4 additional en-suite bedrooms including an oversized primary suite with separate office and laundry. Indulge in the epitome of outdoor living with an outdoor kitchen, a heated al fresco dining area, swimming pool and more! 3 Mountain Wood Lane is not just a home but rather a lifestyle statement.

3 Mountain Wood LN, Hillsborough

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

Sold listing courtesy of Nancy Field from CBR

$3,775,000

6 Beds ⋅ 4 Baths ⋅ ML81932080 MLS

This stunning 6 bed, 3.5 bath home is nestled in Hillsborough Park w/ lush landscaping, offering a rare opportunity to reside in a private & serene environment. Boasting approx. 6,161 sqft., this abode strikes a balance between grandeur & warmth. The interior features wood-beamed ceilings, skylights, large format windows, & wood decks providing breathtaking views of the surrounding hills. The main level features a family room (converted from garage), a chefs kitchen leading out to an open dec, formal dining, living room, & primary suite with a private deck. The lower levels features additional 5 beds, 2 baths, 2nd family room, deck area, media room, office, recreational room/gym, theater room, and storage areas. The manicured grounds are adorned with a diverse array of beautiful plants and pathways featuring a serene park like setting. This remarkable home provides an ideal combination of luxurious living, natural beauty, and a peaceful ambiance.

185 Ridgeway RD, Hillsborough

Listed by Justin Paek, 510-409-0735 from Keller Williams Realty
(If provided) CoList: from

Sold listing courtesy of Wendy Hua from MXR

$7,260,000

7 Beds ⋅ 8 Baths ⋅ ML81931491 MLS

Magnificent luxury home, located in the Tobin Clark Estate area. This stunning custom home has nearly 7,600 square feet of living space and is situated on a large resort-like lot of roughly .96 of an acre. 7 bedrooms, 7.5 baths, elegant formal rooms, kitchen/family room ensemble that opens to a vast terrace with spectacular views, a main-level primary suite with a huge walk-in closet , rich wood-paneled office, au-pair quarters, media room, pub with kitchen & wine cellar, recreation room, & 5-car garage. The grounds, with level lawns and outdoor fireplace are great for entertaining. A must see property!

1215 Tournament DR, Hillsborough

Listed by Celina Ni, 408-712-6078 from Intero Real Estate Services
(If provided) CoList: Mark Gissler from Intero Real Estate Services

Sold listing courtesy of Claire Chen from RADAR

$6,980,000

5 Beds ⋅ 6 Baths ⋅ ML81926007 MLS

Welcome to this exquisite and expansive family home on Ascot Road. Step into the inviting foyer and embrace the spacious, luminous common areas. Magnificent walls of glass in the formal living and dining rooms seamlessly merge indoors with the meticulously landscaped backyard oasis. The chef's kitchen, remodeled in 2023, showcases impeccable craftsmanship with new countertops and fixtures, complemented by a sizable island and top-of-the-line appliances. Explore the left wing with four generously sized bedroom suites offering abundant space for rest and relaxation. Upstairs, a loft office and grand master bedroom await, featuring a substantial walk-in closet and luxurious en-suite bath. The idyllic backyard retreat boasts an expanded patio, fire pit, lush grass lawn, and a pool/spa, perfect for entertaining. Enjoy the built-in outdoor kitchen/BBQ. Just a short drive to downtown Burlingame and San Mateo, this impeccable home awaits its next family, ready to create lasting memories.

302 Ascot RD, Hillsborough

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

Sold listing courtesy of Dan Gilmartin from GILM

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