Hillsborough CA Real Estate & Homes for Sale

PACIFIC HEIGHTS GRANDEUR IN LOWER NORTH HILLSBOROUGH! Imagine the majestic grandeur of a timeless architectural showcase, character at the very heart of Californias finest designs, privately perched in Hillsboroughs #1 neighborhood, now re-imagined for a modern lifestyle, indoor/outdoor escapades, and Wow Factor Flow based on a sun-streamed 5-bedroom floorplan. Secluded beyond 100 year old oaks and vast garden frontage, the circa-1927 European Revival gem is barely visible from the road. Beautifully updated for modern elegance inside and out, truly luxury in the details. Ornate moldings, re-finished mahogany flooring, lofty 9 10 ft. ceilings embellish copious natural light. *5 beds, 4.5 baths, easy integration with pool, hot tub, a fully equipped outdoor kitchen, and 100% usable, flat, fenced-in grounds. Blur the line between home and garden, chefs kitchen adjoins epic family room of 10 ft. ceilings, opening to panoramic outdoors & poolside leisure. *Sonos-equipped pool terrace has built-in kitchen *Side patio links pool with gated and fenced front lawns, for 360 degrees of yards *Baronial living room, dining room, breakfast room, & decadent top floor Primary. Every window with a lush vista of heritage trees, lawns, and mature foliage on .42 Acre grounds. SFO in 8 minutes!

PACIFIC HEIGHTS GRANDEUR IN LOWER NORTH HILLSBOROUGH! Imagine the majestic grandeur of a timeless architectural showcase, character at the very heart of Californias finest designs, privately perched in Hillsboroughs #1 neighborhood, now re-imagined for a modern lifestyle, indoor/outdoor escapades, and Wow Factor Flow based on a sun-streamed 5-bedroom floorplan. Secluded beyond 100 year old oaks and vast garden frontage, the circa-1927 European Revival gem is barely visible from the road. Beautifully updated for modern elegance inside and out, truly luxury in the details. Ornate moldings, re-finished mahogany flooring, lofty 9 10 ft. ceilings embellish copious natural light. *5 beds, 4.5 baths, easy integration with pool, hot tub, a fully equipped outdoor kitchen, and 100% usable, flat, fenced-in grounds. Blur the line between home and garden, chefs kitchen adjoins epic family room of 10 ft. ceilings, opening to panoramic outdoors & poolside leisure. *Sonos-equipped pool terrace has built-in kitchen *Side patio links pool with gated and fenced front lawns, for 360 degrees of yards *Baronial living room, dining room, breakfast room, & decadent top floor Primary. Every window with a lush vista of heritage trees, lawns, and mature foliage on .42 Acre grounds. SFO in 8 minutes!

This exquisite three-story villa is nestled on nearly two acres of stunning gardens that capture the essence of Italy. The villa features interiors of unmatched quality with materials sourced globally, including fine woodwork, sleek lighting, and premium natural stone that exemplify modern sophistication. The grand entrance welcomes you with high ceilings and an office adorned with coffered ceilings. The master bathroom showcases a remarkable old-world charm. The state-of-the-art kitchen is equipped with a large island, and the lower level boasts a wine cellar, a full bar, and spaces for entertainment and media. Balconies, patios, and terraces offer views of a resort-like backdrop. The home is equipped with radiant heating, Sonos sound system, and a video security system. An outdoor kitchen with a dining bar, three fireplaces, and a saltwater spa enhance the luxurious outdoor living. Secluded by the orchard, there is a one-bedroom, self-contained guest house with an eat-in kitchen. This estate offers vast space, privacy, and opulence, making it a rare gem on the market.

Magnificent Mid-Century single-story home with grand layout and scale. This lovely home is introduced to the market for the 1st time since 1956 and was previously showcased in a Better Homes and Garden architectural article! Fabulous expansive common area with inviting floor to ceiling windows that capture views of the bay, spacious rear yard and overlook the inground kidney shaped pool. The floorplan offers flexibility for a home office, in law or au pair suite scenarios. The home has a total of four light-filled bedrooms including two En Suite units. All bedrooms have abundant storage and closet space. Updated kitchen with Thermador and Sub-Zero appliances and granite counter tops. Its an easy walk to Hillsborough's coveted West School which was designated as a California Distinguished School 2023. Other features, beautiful, refinished hardwood floors, convenient spacious laundry room with utility sink and storage, attached two car garage and much more.

DESIGNER FARMHOUSE: TOTAL RENOVATION OPENING TO INCREDIBLE FLAT LOT! Welcome to this through-composed Designer Farmhouse, equal parts Napa getaway and Cape Cod treasure...brilliantly renovated and expanded by acclaimed interior designer Christine Sheldon. *5 bedrooms, 4.5 bathrooms, plus Large Office/Playroom* Incredible quality and handpicked character of the finest finishes* Solar powered with 2 Tesla Powerwalls* Open Kitchen/Family room with 11 ft. white marble island and adjoining Family Room open to Flat Yard, 2 covered entertaining pavilions, pool, spa, HUGE open lawn, and Custom Gas Fire Pit. *All bathrooms beautifully redone with white marble and fine finishes. Unique architectural ceiling treatments in each room* Special features such as large Mud Room, Walk-in Pantry, Sonos inside and out, Wine Bar, Undercounter Sub-Zero refrigerator drawers on island and much more!* The very best street of Carolands, beautifully flat and streaming with sunshine, West Facing Yard!

DESIGNER FARMHOUSE: TOTAL RENOVATION OPENING TO INCREDIBLE FLAT LOT! Welcome to this through-composed Designer Farmhouse, equal parts Napa getaway and Cape Cod treasure...brilliantly renovated and expanded by acclaimed interior designer Christine Sheldon. *5 bedrooms, 4.5 bathrooms, plus Large Office/Playroom* Incredible quality and handpicked character of the finest finishes* Solar powered with 2 Tesla Powerwalls* Open Kitchen/Family room with 11 ft. white marble island and adjoining Family Room open to Flat Yard, 2 covered entertaining pavilions, pool, spa, HUGE open lawn, and Custom Gas Fire Pit. *All bathrooms beautifully redone with white marble and fine finishes. Unique architectural ceiling treatments in each room* Special features such as large Mud Room, Walk-in Pantry, Sonos inside and out, Wine Bar, Undercounter Sub-Zero refrigerator drawers on island and much more!* The very best street of Carolands, beautifully flat and streaming with sunshine, West Facing Yard!

This exquisite three-story villa is nestled on nearly two acres of stunning gardens that capture the essence of Italy. The villa features interiors of unmatched quality with materials sourced globally, including fine woodwork, sleek lighting, and premium natural stone that exemplify modern sophistication. The grand entrance welcomes you with high ceilings and an office adorned with coffered ceilings. The master bathroom showcases a remarkable old-world charm. The state-of-the-art kitchen is equipped with a large island, and the lower level boasts a wine cellar, a full bar, and spaces for entertainment and media. Balconies, patios, and terraces offer views of a resort-like backdrop. The home is equipped with radiant heating, Sonos sound system, and a video security system. An outdoor kitchen with a dining bar, three fireplaces, and a saltwater spa enhance the luxurious outdoor living. Secluded by the orchard, there is a one-bedroom, self-contained guest house with an eat-in kitchen. This estate offers vast space, privacy, and opulence, making it a rare gem on the market.

Magnificent Mid-Century single-story home with grand layout and scale. This lovely home is introduced to the market for the 1st time since 1956 and was previously showcased in a Better Homes and Garden architectural article! Fabulous expansive common area with inviting floor to ceiling windows that capture views of the bay, spacious rear yard and overlook the inground kidney shaped pool. The floorplan offers flexibility for a home office, in law or au pair suite scenarios. The home has a total of four light-filled bedrooms including two En Suite units. All bedrooms have abundant storage and closet space. Updated kitchen with Thermador and Sub-Zero appliances and granite counter tops. Its an easy walk to Hillsborough's coveted West School which was designated as a California Distinguished School 2023. Other features, beautiful, refinished hardwood floors, convenient spacious laundry room with utility sink and storage, attached two car garage and much more.

This modern masterpiece, built in 2018 embraces mid-century aesthetics and design principles in Lower Hillsborough on a secluded half-acre. Designed by Nancy Sheinholtz Associates, the home is surrounded by redwoods and features a modern facade of stainless steel and stone. Inside, polished concrete floors and glass walls underscore the modern vibe. The layout promotes indoor/outdoor living with retractable glass doors connecting the spacious great room to the outdoor pool area. The kitchen is a modern culinary space with top-tier appliances. There are 5 bedrooms, each with its own bath, plus an office. Main-level bedroom suite, upstairs primary suite and two additional suites, plus a private upstairs multi-room suite near an outside entrance offers flexibility for remote work needs or extended family/guest quarters. Outdoor entertainment is a breeze with a large pool, fire pit, and barbecue kitchen. Midway between San Francisco & Silicon Valley. Excellent public and private schools.

Discover modern luxury in this newly completed home with an ADU in Lower North Hillsborough. Boasting a modern interpretation of the classic Colonial style on landscaped grounds of more than one-half acre at the end of a cul de sac. The two-level home features designer hardwood floors, custom colors, exquisite lighting, and high-end finishes. The layout includes formal living and dining areas plus a spacious great room with top-tier stunning kitchen. 5 bedrooms, each with en suite bath, one on main level also ideal for an office. The ADU has 2 additional bedroom suites and a full kitchen. Pool, spa, fire pit, barbecue center, bluestone patios, and vast lawn perfect for relaxation and entertainment. This property offers premier construction, ample living space, and proximity to excellent public and private schools midway between San Francisco and Silicon Valley.

Discover modern luxury in this newly completed home with an ADU in Lower North Hillsborough. Boasting a modern interpretation of the classic Colonial style on landscaped grounds of more than one-half acre at the end of a cul de sac. The two-level home features designer hardwood floors, custom colors, exquisite lighting, and high-end finishes. The layout includes formal living and dining areas plus a spacious great room with top-tier stunning kitchen. 5 bedrooms, each with en suite bath, one on main level also ideal for an office. The ADU has 2 additional bedroom suites and a full kitchen. Pool, spa, fire pit, barbecue center, bluestone patios, and vast lawn perfect for relaxation and entertainment. This property offers premier construction, ample living space, and proximity to excellent public and private schools midway between San Francisco and Silicon Valley.

This modern masterpiece, built in 2018 embraces mid-century aesthetics and design principles in Lower Hillsborough on a secluded half-acre. Designed by Nancy Sheinholtz Associates, the home is surrounded by redwoods and features a modern facade of stainless steel and stone. Inside, polished concrete floors and glass walls underscore the modern vibe. The layout promotes indoor/outdoor living with retractable glass doors connecting the spacious great room to the outdoor pool area. The kitchen is a modern culinary space with top-tier appliances. There are 5 bedrooms, each with its own bath, plus an office. Main-level bedroom suite, upstairs primary suite and two additional suites, plus a private upstairs multi-room suite near an outside entrance offers flexibility for remote work needs or extended family/guest quarters. Outdoor entertainment is a breeze with a large pool, fire pit, and barbecue kitchen. Midway between San Francisco & Silicon Valley. Excellent public and private schools.

Modern Contemporary 2021 Home, Mt. Diablo and Bay views, stunning attention to detail, mature landscaping and grand entry invites you into the large entertaining rooms and open interior. Living and dining centered around a feature fireplace, European white oak flow seamlessly throughout. Enjoy indoor-outdoor living w/La Cantina sliders. Office w/built-in cabinetry and views of the front yard. Kitchen w/Miele and Liebherr appliances, sweeping countertops, high-end fixtures, family room, outdoor BBQ patio, mudroom, two half baths and connected two-car garage w/workshop. Guest/In-law suite on first floor. Grand staircase leads to four suites upstairs, laundry room, primary suite with two walk in closets. Featuring distributed audio system, network system, LED lighting, 3-zone heating/cooling, ample parking, storage, outdoor fire pit area, spa, outdoor TV, owned 9kw Solar, 3 Tesla Batteries, Custom California Closets, automated window shades... Come indulge in this one-of-a-kind residence!

Modern Contemporary 2021 Home, Mt. Diablo and Bay views, stunning attention to detail, mature landscaping and grand entry invites you into the large entertaining rooms and open interior. Living and dining centered around a feature fireplace, European white oak flow seamlessly throughout. Enjoy indoor-outdoor living w/La Cantina sliders. Office w/built-in cabinetry and views of the front yard. Kitchen w/Miele and Liebherr appliances, sweeping countertops, high-end fixtures, family room, outdoor BBQ patio, mudroom, two half baths and connected two-car garage w/workshop. Guest/In-law suite on first floor. Grand staircase leads to four suites upstairs, laundry room, primary suite with two walk in closets. Featuring distributed audio system, network system, LED lighting, 3-zone heating/cooling, ample parking, storage, outdoor fire pit area, spa, outdoor TV, owned 9kw Solar, 3 Tesla Batteries, Custom California Closets, automated window shades... Come indulge in this one-of-a-kind residence!

2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.

2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in gorgeous walnut and ceilings up to 20 feet. Formal dining room plus tremendous great room with modern kitchen designed for home chef, private chef, and caterers. Primary suite, secondary suite, and office on main level + 2 beds and bath upstairs along with customized study center. Lower level rec room, bath & temp-controlled custom wine cellar. Outdoor oasis includes pool house with bath (potential ADU), BBQ kitchen, fireplace terrace, level lawn, pool & spa + vegetable garden & fruit trees. Excellent Hillsborough public and private schools.

Modern elegance meets unrivaled luxury. This modern luxury masterpiece epitomizes elegance and sophistication situated on a sprawling two acre lot, this estate includes a guest house boasting opulence at every turn with a pool overlooking views that are unmatched. Marvel at the grandeur of 26-foot ceilings and european oak floors as you enter connecting to the gourmet kitchen, adorned with cambria countertops and top-of-the-line gaggenau appliances beckoning culinary excellence. Entertain effortlessly in the game room, indoor/outdoor bar, and gym while indulging in relaxation in the sauna or luxurious jacuzzi tubs. The exterior of this estate adorns european garage doors, italian windows, and a stunning limestone terrace connecting to stunning bay area views. Experience modern luxury living at its finest in this extraordinary residence.

Modern elegance meets unrivaled luxury. This modern luxury masterpiece epitomizes elegance and sophistication situated on a sprawling two acre lot, this estate includes a guest house boasting opulence at every turn with a pool overlooking views that are unmatched. Marvel at the grandeur of 26-foot ceilings and european oak floors as you enter connecting to the gourmet kitchen, adorned with cambria countertops and top-of-the-line gaggenau appliances beckoning culinary excellence. Entertain effortlessly in the game room, indoor/outdoor bar, and gym while indulging in relaxation in the sauna or luxurious jacuzzi tubs. The exterior of this estate adorns european garage doors, italian windows, and a stunning limestone terrace connecting to stunning bay area views. Experience modern luxury living at its finest in this extraordinary residence.