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$14,500,000
5 Beds 8 Baths ML82037507 MLS
A beautifully reimagined estate on one of South Hillsborough's most coveted streets. Set behind a private gate and an expansive driveway, this exceptional property pairs timeless architecture with a sophisticated modern remodel. Elegant formal spaces flow effortlessly outdoors, creating a home designed for entertaining. The living room opens to the terrace and gardens, while the dining room, anchored by a sculptural designer fixture, invites memorable alfresco dinners. At the heart of the home, the architectural kitchen and great room showcase a dramatic 14-foot Cristallo island, Viking and Sub-Zero appliances, custom cabinetry, and exposed beam ceilings, all illuminated by striking designer lighting. Five en-suite bedrooms and eight spa-inspired baths are complemented by a media room, gym, two laundry rooms, and five fireplaces throughout. The resort-style grounds offer a pool, jacuzzi, cabana, outdoor kitchen, and multiple terraces, surrounded by mature trees and beautifully layered landscaping. With a solar composite slate roof, EV-charging, new electrical systems, and a new multi-zone HVAC, the home pairs luxury with thoughtful modern infrastructure. Minutes to top Hillsborough schools, Burlingame Avenue, and Burlingame Country Club, this is Hillsborough living at its finest.

729 Chiltern RD, Hillsborough

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

Sold listing courtesy of Austin Herman 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

$19,800,000
6 Beds 11 Baths ML82037186 MLS
At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices, & a detached guesthouse provide outstanding flexibility for family, guests & extended stays. Grand public rooms are designed for formal entertaining supported by a chefs kitchen equipped to accommodate large-scale gatherings. The lower level is dedicated entirely to recreation & entertaining, offering multiple lounges, a commercial-quality cinema, an extensive wine cellar designed for a significant collection, a full bar, second kitchen, and a well-appointed gym w/steam shower & sauna. Outdoor amenities rival those found at private resorts. The grounds feature an oversized pool and spa with rock waterfall, expansive terraces, a covered loggia with full outdoor kitchen, and regulation-size tennis court currently surfaced for basketball. This is a property where scale, amenities, & location come together for an exceptional lifestyle.

925 Seabury RD, Hillsborough

Listed by Zach Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$6,888,000
5 Beds 6 Baths ML82037136 MLS
Highly sought after property in the Tobin Clark Estate neighborhood, this property offers expansive, panoramic views overlooking the San Francisco Bay and Peninsula. Spanning over 6500 sq ft, this impressive east-facing residence offers 5 bedrooms, 5.5 bathrooms with a bonus media room, combining scale, elegance, and everyday functionality. A grand foyer welcomes you into the formal living and dining rooms, creating an immediate sense of sophistication. The main level's great room seamlessly integrates the kitchen and family room in an open-concept layout ideal for modern living, while a versatile flex room nearby enclosed by double french doors offers the perfect space for a playroom, secondary family room, office, or private gym. Panoramic bay views can be enjoyed from the kitchen, family room, formal living room, stairway, and primary suite. The expansive updated upstairs primary bedroom features multiple sitting areas and a private balcony showcasing some of the home's most breathtaking views of the Peninsula and water. A gated driveway leads to a spacious three-car garage with additional guest parking, offering both privacy and convenience.

140 Tobin Clark DR, Hillsborough

Listed by Andrew Law, 408-718-0767 from eXp Realty of Northern California, Inc.
(If provided) CoList: Scott Kao from eXp Realty of Northern California, Inc.

Sold listing courtesy of Sophia Wong from KWPEN

$8,000,000
5 Beds 5 Baths ML82036808 MLS
Situated in Lower North Hillsborough, this gated property encompasses approximately 30,348 square feet flat lot and represents a rare estate-caliber parcel for the discerning buyer. Mature landscaping, privacy, and abundant sun exposure define the setting, just moments from downtown San Mateo, Burlingame Avenues shopping and dining, and top-rated Hillsborough schools. The expansive grounds feature broad lawn areas, a sparkling pool and cabana, detached guest house, greenhouse, two-car garage, enclosed carport, and circular drive, creating a substantial footprint across the site. The existing residence, including a 1997 addition, is approximately 5,533 square feet, offers generous scale and presents an opportunity for significant renovation, reconfiguration, or potential redevelopment. See floor plans for details. Large, flat lot of this size are increasingly scarce in Lower North Hillsborough, providing the opportunity to create a customized estate in one of the Peninsulas most desirable neighborhoods with enduring long-term value.

730 Hillsborough BLVD, Hillsborough

Listed by Alex Hawkins, 408-348-5013 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Hawkins from CRNAN

$5,628,000
5 Beds 5 Baths ML82036647 MLS
Classic elegance and timeless character define this exceptional three-level Mission Spanishstyle estate set on approximately 0.48 acres in sought-after Lower North Hillsborough. Rich in architectural charm, the home welcomes you with a grand entry hall and sweeping staircase leading to expansive living spaces designed for both refined entertaining and comfortable everyday living. The impressive living room features a dramatic high beamed ceiling and fireplace, while the living and formal dining rooms open to a covered porch capturing filtered Bay views. The formal dining room accommodates large gatherings and flows seamlessly into a gourmet eat-in kitchen with island and top-of-the-line appliances. A main-level bedroom and full bath offer flexibility for guests or extended family. Upstairs are three spacious bedrooms and beautifully updated baths providing peaceful private quarters. The lower level includes a large family room with fireplace and access to a secluded patio, plus an additional bedroom, bath, and versatile bonus space ideal for a gym, office, or game room. Mature landscaping, fruit trees, and multiple seating areas create a serene outdoor retreat. A rare opportunity to enjoy privacy, space, and classic Hillsborough elegance.

2323 Summit DR, Hillsborough

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Kristin Lum from SGP

$9,000,000
4 Beds 5 Baths ML82036538 MLS
Lower Hillsborough Mid-Century Modern Masterpiece. Walls of glass, soaring ceilings, and resort-caliber grounds define this iconic single-level estate set on a mostly level .716-acre (31,192± sf) lot along one of Hillsboroughs most coveted streets. The 4,670± sf residence showcases a gallery-style entry leading to dramatic living and dining rooms with limestone and granite fireplaces, expansive scale, and seamless indoor-outdoor flow through tall framed glass doors. A perfectly positioned powder room off the main entry offers convenient outdoor access. The stylish chefs kitchen features sleek cabinetry, Wolf 6-burner range with double ovens and grill, 48 Sub-Zero refrigerator, Miele wall oven and microwave, two Bosch dishwashers, and an oversized island with prep sink. An adjacent family room with built-in desks opens to an Ipe deck. The luxurious primary suite opens to the pool, with a spa-inspired bath and heated floors. Three additional ensuite bedrooms provide privacy and comfort. A newly constructed 1,095± sf ADU (2022) with separate address includes full kitchen, living areas, AC, and heated floors. Lush grounds offer pool, spa, pool house with Nano doors, fire pit with built in seating, outdoor kitchen with Lynx appliances, lawn area, solar, EV- outlet, mud/laundry room.

747 Bromfield RD, Hillsborough

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

Sold listing courtesy of RECIP from RCIP

$9,280,000
5 Beds 5 Baths ML82036409 MLS
Welcome home to your modern farmhouse in the coveted Carolands neighborhood of Hillsborough. Situated on a flat and usable .52-acre lot, this home was rebuilt and expanded in 2021 from the foundation up, ensuring a turnkey and comfortable living experience. The main house boasts 4 bedrooms and 4 bathrooms, plus a 1-bedroom, 1-bath ADU. Inside, discover 16-foot ceilings, stunning wood floors, abundant natural light, and premium upgrades. The chef's kitchen features Thermador appliances and an 11-foot island, with La Cantina doors for seamless indoor-outdoor flow to your outdoor oasis that includes a new pool/spa, BBQ, bocce ball, expansive lawn, and fruit trees. There is also a large side yard perfect for basketball, extra cars, or even a boat. This property combines rare single-level living with modern features, great natural light on a flat, usable lot, and a neighborhood that invites walks and bike rides.

588 Craig RD, Hillsborough

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

Sold listing courtesy of Amy Xiao from KWCU

$70,000,000
6 Beds 17 Baths ML82024133 MLS
Set on more than 12 secluded acres, Villa de Verano is an ultra-exclusive Hillsborough estate inspired by the elegance of Lake Como. The gated compound offers exceptional privacy, symmetry and scale, with a tree-lined drive leading to a grand motor court & the main residence, guest quarters & sports pavilion. The 12,404 sqft main residence spans 3 levels serviced by an elevator & overlooks the pool, reflection pond & sweeping views of San Francisco Bay. The 4,612 sqft guest house & sports pavilion complement the estate. Interior amenities include a fitness center, theater, game room, spa, & saltwater aquarium. Custom furnishings & art create a unified aesthetic. The grounds include an amphitheater, event lawn, Asian garden with koi pond, swimming pool, reflection pond, open air pavilion, rose garden, redwood grove & English spiral mound. The Sports Pavilion includes a 2 story sports lounge with a viewing platform overlooking a sunken tennis court, pickleball court, volleyball court, badminton court, bocce ball court, horseshoe court, shuffleboard court & putting green. The estate also features an executive length golf course. Upon its completion, Villa de Verano received the CLCA annual Grand Sweepstakes Award for best residential estate completed in the state of California.

3000 Ralston AVE, Hillsborough

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

Sold listing courtesy of Jia Xu from TRNX

$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

$8,990,000
ML82034335 MLS
A RARE ONCE-IN-A-LIFETIME LOT RARELY SEEN IN THIS NEIGHBORHOOD! BUILD YOUR DREAM HOME! PRIME LOWER HILLSBOROUGH LOCATION WITH .90 ACRES OF MOSTLY USABLE LAND! NEWLY RENOVATED POWERFUL WATER WELL!!!! SAVE ON YOUR WATER BILLS WHEN WATERING YOUR GARDENS! YOU WILL NOT FIND A BETTER CHOICE THAN THIS CURRENTLY IN HILLSBOROUGH, AND THINGS THIS GOOD ONLY POP UP ONCE IN A BLUE MOON!!! Located at the end of an exclusive cul-de-sac in the prestigious historic Fagan Estates subdivision. This lot features A WIDE SPRAWLING GREEN LAWN with almost an acre of pristine land! Encompassed by an abundance of mature trees offering total privacy. Only .5 miles walking distance to bustling Downtown Burlingame. The lot offers the perfect canvas to get everything you've dreamed about with only your imagination being the limit. ONCE-IN-A-LIFETIME OPPORTUNITY, RARE LISTING, AND MORE! (Images of houses are digitally altered renderings used solely to illustrate potential use of the space. No plans have been prepared, submitted, or approved by the City of Hillsborough, and no consultants or experts have been engaged to evaluate feasibility. There is no house on the lot)

90 Fagan DR, Hillsborough

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

$9,540,000
6 Beds 7 Baths ML82032691 MLS
Almost fully rebuilt in 2022, this Santa Barbara-style Mediterranean in Hillsborough blends timeless architecture with modern systems and resort-style living. Interior design by JD Bartell creates a truly special & cohesive residence for daily living & entertaining. The home offers up to 6 bedrooms & 6.5 bathrooms with Venetian plaster throughout, custom white oak floors, seamless cabinetry & doors with a dramatic staircase. This home includes radiant heat and air conditioning with multiple zones, integrated security cameras, lighting & audio. The chef's kitchen features a huge custom book-matched island with top-of-the-line appliances, dual sinks, ample storage, plus a temperature-controlled wine cellar, open to the large family room. Extensive upgrades include 400-amp electrical service, new copper plumbing and wiring, dual internet, 19.5 kWh solar, a 22 kWh Generac backup generator, tankless water heaters, & whole-home water filtration. Resort-style grounds include fruit trees, drought-tolerant landscaping, smart irrigation, a resurfaced pebble pool with water features, travertine hardscape, circular paver driveway, iron gates, and an outdoor BBQ. A rare offering combining architectural character with a more transitional interior full of custom upgrades.

2950 Churchill DR, Hillsborough

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

Sold listing courtesy of Ramez Tabri from ALNC

$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

$5,750,000
6 Beds 7 Baths ML82033179 MLS
A Hillsborough masterpiece: grand, expansive, & full of timeless Neoclassical charm with modern-traditional elegance, offering resort-style living in the coveted Skyfarm neighborhood. This prestigious estate welcomes you w/ a stately four-column façade, grand double doors, & dramatic foyer. Sun-filled formal living & dining rooms set the tone for entertaining, while the gourmet chefs kitchen features granite countertops, custom cabinetry, high-end appliances, & pass-through bar seating w/ direct backyard access. The family room impresses w/ exposed beam ceilings, wood-paneled walls, a wet bar, & floor-to-ceiling brick fireplace. Boasting 6 bedrooms, multiple en-suites, 2+ bonus rooms, abundant storage, & a lounge area w/ sink by the four-car garage, this home offers flexibility for family, guests, & work-from-home living. The primary suite includes a private balcony overlooking the backyard, pool, & tennis court, ready for resort living. Outdoor amenities include BBQ/lounge areas, mature trees, & a full-size tennis court, perfect for entertaining. Close to Downtown Burlingame, HWY 101, San Francisco, & Silicon Valley, this rare estate delivers prestige, privacy, & extraordinary living in one of Hillsboroughs most desirable neighborhoods.

746 Jacaranda CIR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$12,500,000
8 Beds 8 Baths ML82032610 MLS
Striking modern estate offering the perfect blend of luxury, scale, and design. This full scale renovation showcases soaring ceilings, dramatic floor-to-ceiling windows, and seamless indoor-outdoor living. The spacious floor plan features grand formal and casual living areas, a sleek chefs kitchen, and walls of glass opening to expansive terraces with serene tree-lined views. Luxury amenities include a private home theatre, gym, tasting room and wine cellar, elevator, and a resort-style backyard with pool house and built-in BBQ. The sparkling pool with water features, multiple lounge areas, and expansive patio create the ultimate setting for entertaining and relaxation.

1215 La Cumbre, Hillsborough

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

Sold listing courtesy of Jenny MacLeod from APR

$9,800,000
7 Beds 8 Baths ML82032512 MLS
*NO SHOWINGS UNTIL AUGUST 2026* Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views & exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved & vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.

2930 Privet DR, Hillsborough

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

$10,200,000
8 Beds 7 Baths ML82032410 MLS
Welcome to 45 Calaveras Court, a brand-new modern masterpiece nestled in the Hillsborough hills. Located at the end of a private cul-de-sac on a sizable 4-acre lot, this stunning residence offers approximately 7,000 square feet of elegantly designed living space. Enjoy unobstructed canyon views from every window, providing a breathtaking backdrop to your everyday life. Step inside to discover soaring ceilings that create an open and inviting atmosphere, complemented by an abundance of natural light that fills every corner. The expansive first floor features a massive entertainment deck, perfect for hosting gatherings or simply relaxing amidst nature. With a total of 8 bedrooms, including master suites on each level, this exceptional home is perfect for large families or multi-generation living.

45 Calaveras CT, Hillsborough

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

Sold listing courtesy of Greg Browman from 7A895

$7,198,000
4 Beds 5 Baths ML82032401 MLS
Reimagined in 2023, this Carolands estate balances architectural character with modern ease. Light-filled interiors include a wood-paneled library and formal rooms elevated by custom millwork, statement lighting, and book-matched marble. At the heart of the home, the chefs kitchen features a Wolf rangetop, wine fridge, and an expansive social island. This culinary hub flows into a stunning great room, where French doors open to manicured grounds. The home offers four spacious en-suite bedrooms, including a primary suite with garden views, a custom walk-in closet, and a marble spa bath. Outside, the resort-style grounds feature a classic kidney-shaped pool, vibrant gardens, and an expansive lawn. Perfectly positioned near West Elementary and Highway 280, this property offers quiet luxury in the Peninsulas most coveted enclave.

530 Barbara WAY, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR

$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

$3,088,000
3 Beds 2 Baths ML82032256 MLS
Tucked back from the street, this Hillsborough home has been owned and loved by the same family for over 50 years. Its in original condition and ready for a bold new chapter. This is a true canvas for someone with vision. Restore its mid-century soul, reimagine the layout, or build something entirely new. The living room still shows off its charming mid-century ceilings, and the backyard features a pool just waiting to be brought back to life. An attached two-car garage plus a separate side-yard carport give you real flexibility for cars, toys, or future plans. Private, quiet, and full of potential, this is the kind of property buyers wait years to find. Not perfect. Not polished. But absolutely packed with possibility.

1216 Marlborough RD, Hillsborough

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

Sold listing courtesy of Phil Chen from SGP

$3,900,000
4 Beds 3 Baths ML82031459 MLS
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Highlights include chic flooring, tray ceilings, recessed lighting, and expansive picture windows framing the lush, natural surroundings. The open-concept dining area, complete with a fireplace, is accented by French doors that open to a sizable patio and level lawn, perfect for indoor-outdoor living. The chef's kitchen boasts a center island and top-of-the-line appliances, flowing effortlessly into a spacious great room with direct access to a large deck showcasing spectacular views. 3 bedrooms and 2.5 baths are conveniently located on the main level, including a luxurious primary suite with a large walk-in closet and a spa-inspired bath. A 4th bedroom is located on the lower level, offering flexibility for guests, a home office, or additional living space. A long, sweeping driveway bordered by manicured boxwood hedges, vibrant rose bushes, and elegant Japanese maples leads to a 2-car garage with additional storage, completing the appeal of this exceptional, turnkey property.

30 Calaveras CT, Hillsborough

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

Sold listing courtesy of Dzovig Derounian from KWPEN

$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

$11,000,000
5 Beds 6 Baths ML82014791 MLS
Experience timeless luxury at this grand Mediterranean estate, ~7,700 sqft total living space set on ~1.5 acres in the prestigious Tobin Clark area of Hillsborough. Showcasing panoramic views of the Bay and Peninsula. This exceptional property offers an unparalleled lifestyle of elegance, comfort, and privacy. The main residence features ~6,500 square feet of living space, including 5 ensuite bedrooms, each w/ access to a private terrace. A sweeping staircase, custom chandeliers, and soaring ceilings create a dramatic welcome, while the formal living and dining rooms, gourmet kitchen, & wine room provide elegant spaces for entertaining. The primary suite is a private retreat with a sitting area, custom walk-in closet, and spa-like bath. A separate 2 bed 2 bath guest house (~1,200 Sqft) includes its own kitchen, living area w/ fireplace, & private balcony and private garage, perfect for extended stays or multigenerational living. Outdoor amenities include an infinity-edge pool and spa, full-size tennis court, putting green, and multiple entertaining patios surrounded by mature landscaping. Located just minutes from top-rated Hillsborough schools, downtown Burlingame, SFO, and Silicon Valley, this is a rare opportunity to own one of Hillsborough's most iconic view properties.

171 Tobin Clark DR, Hillsborough

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Chris Hylton from APR

$12,400,000
5 Beds 7 Baths ML82028559 MLS
Stunning Custom Built New Construction Home with Breathtaking Views. Formal Entry. Elegant Living Room with High Ceilings and Floor-to-Ceiling Windows. Chef's Eat-in Kitchen with Center Island with Sink, Pantry, and Ample Natural Light. 5 Spacious Bedrooms. 5 Beautifully Designed Full Bathrooms and 2 Half Bathrooms. Primary Suite Retreat Features Double Sinks, Standalone Tub, Stall Shower, and Walk-in Closet. Main Floor Bedroom Suite. Upper Level Features Separate Family Room with Bar and Half Bathroom. Exterior Features Includes Sparkling Pool, Outdoor Kitchen, and Floating Deck. Lovely Landscaped 1.33+/- Acre Lot with Breathtaking Views. Award Winning Hillsborough Schools

20 Pine CT, Hillsborough

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

Sold listing courtesy of Kalina Wasman from COMPS

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


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