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$10,500,000

Commanding one of Hillsborough's most coveted view settings, this magnificent French-inspired chateau is set on +/-1.05 acres with top-of-the-world sweeping, unobstructed views spanning San Francisco, the Bay, and the East Bay Hills. Designed and custom built by renowned architect Farro Essalat, the estate offers +/-8,145s.f. of impeccably crafted living space that blends timeless elegance with modern comfort. Behind a gated motor court, the home offers 7 bedrooms, 6 full baths, 2 half baths, a library, two family rooms, and a media room. The massive gourmet kitchen & adjoining family room create a warm and inviting hub for everyday living, while the grand formal rooms with soaring ceilings, elegant columns, and French doors open to expansive view-facing terraces. Upstairs, the enormous primary suite includes a lavish marble bath, jetted tub, steam shower, and breathtaking views. The resort-style grounds are equally impressive, with expansive terraces, manicured gardens, a pool & spa, and generous lawn area overlooking the Bay. A substantial lower portion of the property presents potential for a possible tennis or pickleball court and/or an ADU. Combining timeless architecture, unparalleled views, and exceptional privacy, this is one of Hillsborough's most distinguished offerings

7 Beds ⋅ 8 Baths ⋅ ML82050881 MLS

Commanding one of Hillsborough's most coveted view settings, this magnificent French-inspired chateau is set on +/-1.05 acres with top-of-the-world sweeping, unobstructed views spanning San Francisco, the Bay, and the East Bay Hills. Designed and custom built by renowned architect Farro Essalat, the estate offers +/-8,145s.f. of impeccably crafted living space that blends timeless elegance with modern comfort. Behind a gated motor court, the home offers 7 bedrooms, 6 full baths, 2 half baths, a library, two family rooms, and a media room. The massive gourmet kitchen & adjoining family room create a warm and inviting hub for everyday living, while the grand formal rooms with soaring ceilings, elegant columns, and French doors open to expansive view-facing terraces. Upstairs, the enormous primary suite includes a lavish marble bath, jetted tub, steam shower, and breathtaking views. The resort-style grounds are equally impressive, with expansive terraces, manicured gardens, a pool & spa, and generous lawn area overlooking the Bay. A substantial lower portion of the property presents potential for a possible tennis or pickleball court and/or an ADU. Combining timeless architecture, unparalleled views, and exceptional privacy, this is one of Hillsborough's most distinguished offerings

225 TOBIN CLARK DR, Hillsborough

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

Sold listing courtesy of Shaun Walter from CBR

$5,200,000

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.

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

$5,123,250

If you've been searching for a property with incredible upside, room to grow, and the flexibility to make it truly your own, this is it. Nestled on a large, sunny, and private lot, this 5-bedroom, 4-bathroom French-style estate offers the rare combination of timeless architecture, solid construction, and endless potential. This home is well cared for and move-in ready, but its also a blank canvas for those with imagination. With soaring ceilings, a dramatic southeast-facing entry, and three fireplaces, the home already exudes charm and character thats hard to find. The spacious layout includes a lower level perfect for multigenerational living. The expansive yard has plenty of room for your dream pool, tennis court, garden, or modern outdoor entertaining space. This is a chance to build equity and create something extraordinary in a location that blends peaceful privacy with everyday convenience...just minutes from top-rated schools, shopping, dining, and commuter routes. Bring your ideas and your vision. With the right updates, this could be your forever home and a smart investment!

5 Beds ⋅ 4 Baths ⋅ ML81995860 MLS

If you've been searching for a property with incredible upside, room to grow, and the flexibility to make it truly your own, this is it. Nestled on a large, sunny, and private lot, this 5-bedroom, 4-bathroom French-style estate offers the rare combination of timeless architecture, solid construction, and endless potential. This home is well cared for and move-in ready, but its also a blank canvas for those with imagination. With soaring ceilings, a dramatic southeast-facing entry, and three fireplaces, the home already exudes charm and character thats hard to find. The spacious layout includes a lower level perfect for multigenerational living. The expansive yard has plenty of room for your dream pool, tennis court, garden, or modern outdoor entertaining space. This is a chance to build equity and create something extraordinary in a location that blends peaceful privacy with everyday convenience...just minutes from top-rated schools, shopping, dining, and commuter routes. Bring your ideas and your vision. With the right updates, this could be your forever home and a smart investment!

46 Eugenia WAY, Hillsborough

Listed by Alex Kononoff, 650-207-5341 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Annie Liou from NTERO

$7,650,000

Gloriously tasteful home with guest house. Main house has 5 bedrooms and 6 bathrooms, with four of the bathrooms ensuite. Guest house offers 1 bedroom, 1 bathroom, kitchen, and living room. Air conditioning, backup generator, heated pool with automated cover, hot tub. 6 blocks away from Burlingame Ave.

6 Beds ⋅ 7 Baths ⋅ BE41057319 MLS

Gloriously tasteful home with guest house. Main house has 5 bedrooms and 6 bathrooms, with four of the bathrooms ensuite. Guest house offers 1 bedroom, 1 bathroom, kitchen, and living room. Air conditioning, backup generator, heated pool with automated cover, hot tub. 6 blocks away from Burlingame Ave.

632 Fairway Cir, Hillsborough

Listed by Cathrine Castoreno, (510) 856-7720 from Cathrine Castoreno, Broker
(If provided) CoList: Caroline Huo from KW Advisors

Sold listing courtesy of Lauren Lai Bellings from COMP

$6,244,000

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!

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

$11,750,000

Regally set on 2.8 glorious acres on iconic Robin Road, this custom built estate has a total 10,400 Square feet of luxurious living area. This home is like NEW. Seldom used by owners. Industrial quality construction top to bottom. Priced millions below replacement cost. Inside are 5 bedroom suites including a huge primary suite with 2 bathrooms, and 2 walk-in closets. Additional rooms include a baronial scaled foyer, grand living and dining rooms, separate music room, family room, media room, professional kitchen and breakfast room, all opening onto limestone terraces, the manicured grounds and gardens, sunny pool and tennis court, plus the original Redwood Grove from the Carolands estate. Reached through a Porte Cachere, is a 4 car garage and massive motor court.. Built for the owners as the Ultimate dream home, no expense was spared, no detail overlooked in creating this amazing home that, by any definition, is world class. To view this home is an experience one will never forget.

5 Beds ⋅ 9 Baths ⋅ ML81934280 MLS

Regally set on 2.8 glorious acres on iconic Robin Road, this custom built estate has a total 10,400 Square feet of luxurious living area. This home is like NEW. Seldom used by owners. Industrial quality construction top to bottom. Priced millions below replacement cost. Inside are 5 bedroom suites including a huge primary suite with 2 bathrooms, and 2 walk-in closets. Additional rooms include a baronial scaled foyer, grand living and dining rooms, separate music room, family room, media room, professional kitchen and breakfast room, all opening onto limestone terraces, the manicured grounds and gardens, sunny pool and tennis court, plus the original Redwood Grove from the Carolands estate. Reached through a Porte Cachere, is a 4 car garage and massive motor court.. Built for the owners as the Ultimate dream home, no expense was spared, no detail overlooked in creating this amazing home that, by any definition, is world class. To view this home is an experience one will never forget.

195 Robin RD, Hillsborough

Listed by Edward Stephens, 650-208-1301 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR