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$3,750,000

Relaxed elegance and timeless quality define this beautifully updated Saratoga home, set on a picturesque 13,503Â± sq. ft. lot surrounded by mature gardens and peaceful outdoor living spaces. Offering more than 2,500 sq. ft., the home features three bedrooms, two full baths, and a powder room with a thoughtfully designed floor plan that balances inviting gathering spaces with private retreats. A gracious living room, welcoming family room, formal dining room, and striking double-sided fireplace create warmth and effortless flow. Newly refinished hardwood floors, custom built-ins, and Pella windows and sliding doors fill the home with natural light and tranquil garden views. The remodeled kitchen anchors the home, complemented by beautifully updated bathrooms, including a spacious primary suite, guest bath, and powder room. A separate laundry room and oversized two-car garage add everyday convenience. Outside, an expansive deck overlooks the sparkling pool and lush landscaping, creating a private setting for entertaining or quiet relaxation. Ideally located on one of Saratoga's most sought-after streets, just minutes from Saratoga Village, award-winning schools, wineries, hiking trails, and major Silicon Valley employers

3 Beds ⋅ 3 Baths ⋅ ML82051853 MLS

Relaxed elegance and timeless quality define this beautifully updated Saratoga home, set on a picturesque 13,503Â± sq. ft. lot surrounded by mature gardens and peaceful outdoor living spaces. Offering more than 2,500 sq. ft., the home features three bedrooms, two full baths, and a powder room with a thoughtfully designed floor plan that balances inviting gathering spaces with private retreats. A gracious living room, welcoming family room, formal dining room, and striking double-sided fireplace create warmth and effortless flow. Newly refinished hardwood floors, custom built-ins, and Pella windows and sliding doors fill the home with natural light and tranquil garden views. The remodeled kitchen anchors the home, complemented by beautifully updated bathrooms, including a spacious primary suite, guest bath, and powder room. A separate laundry room and oversized two-car garage add everyday convenience. Outside, an expansive deck overlooks the sparkling pool and lush landscaping, creating a private setting for entertaining or quiet relaxation. Ideally located on one of Saratoga's most sought-after streets, just minutes from Saratoga Village, award-winning schools, wineries, hiking trails, and major Silicon Valley employers

21030 Canyon View DR, Saratoga

Listing courtesy of Daniel Oster, 831-252-5000 from Coldwell Banker Realty
(If provided) CoList: from

$7,900,000

Saratoga Legends Subdivision one of the finest lifestyles. Private cul-de-sac location walking paths to Foothill Elementary, Saratoga High and local park. Spacious single story with luxurious lower floor finished basement. 5-bedrooms, 5-1/2 bathrooms that offers 5,472 sq. ft. of living space. Private 15,705 sq. ft. lot that has no adjacent homes on three sides. The floorplan and kitchen are well-equipped with craftsmanship, SS appliances, gourmet chef's gas cooktop,2 built-in ovens, granite counters, spacious island, two wet bars, ample cabinet and storage space. Flooring throughout includes carpet, marble, and tile. Enjoy the warmth of gas log fireplaces in the family room, living room, and primary bedroom. The primary suite features two walk-in closets and an updated bath with marble accents, oversized tub with jets and stall shower. Three additional bedrooms are located on the ground floor w/a fifth bedroom on the lower floor. Laundry facilities with 220V hookups are in a separate utility room. Heating is provided by central forced air with multiple zones. Cooling includes central AC and ceiling fans. The home is part of the Saratoga Union Elementary School District w/Foothill Elem & Saratoga High School only steps away. Features list available.

5 Beds ⋅ 6 Baths ⋅ ML82051599 MLS ⋅ Saratoga Legends BLDG.

Saratoga Legends Subdivision one of the finest lifestyles. Private cul-de-sac location walking paths to Foothill Elementary, Saratoga High and local park. Spacious single story with luxurious lower floor finished basement. 5-bedrooms, 5-1/2 bathrooms that offers 5,472 sq. ft. of living space. Private 15,705 sq. ft. lot that has no adjacent homes on three sides. The floorplan and kitchen are well-equipped with craftsmanship, SS appliances, gourmet chef's gas cooktop,2 built-in ovens, granite counters, spacious island, two wet bars, ample cabinet and storage space. Flooring throughout includes carpet, marble, and tile. Enjoy the warmth of gas log fireplaces in the family room, living room, and primary bedroom. The primary suite features two walk-in closets and an updated bath with marble accents, oversized tub with jets and stall shower. Three additional bedrooms are located on the ground floor w/a fifth bedroom on the lower floor. Laundry facilities with 220V hookups are in a separate utility room. Heating is provided by central forced air with multiple zones. Cooling includes central AC and ceiling fans. The home is part of the Saratoga Union Elementary School District w/Foothill Elem & Saratoga High School only steps away. Features list available.

15863 Mina WAY, Saratoga

Listing courtesy of Jinaye Conley, 408-497-6528 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

$5,998,000

Welcome Home to 14750 Sobey Road in Saratoga! Located in the Center of One of the Most Exclusive Streets & Sought-After Locations in All of Saratoga! Expansive 5 Bed, 4.5 Bath Home Offers 4,864 SF on 1.02 Flat Acres w/ Resort-Style Grounds, Pool, Spa, Tennis Court & Indoor Squash / Racquet Ball / 1/2 Basketball Court! Large 3 Car Garage w/ Workshop! Featuring a Grand Semi-Circular Driveway, Mature Trees & Lush Landscaping. Thoughtful Floor Plan Features Formal Living & Dining Rooms, Multiple Living Areas, and a Kitchen w/ Skylight that Opens to the Family Room and Overlooks the Back Garden for Everyday Living & Entertaining. Primary Suite Features a Large, Beautiful Covered Balcony Overlooking the Back Garden, Pool & Tennis Court w/ Direct Access to the Grounds. Multiple Outdoor Living Areas Include Covered Patios, Brick Walkways, Rose Gardens, Expansive Lawn, Poolside Lounge Areas & a Pergola Seating Area w/ Fire Pit. A Truly Private Estate w/ Space to Entertain, Relax, Play & Enjoy the Saratoga Lifestyle. Serene Setting Surrounded by Mature Trees Yet Convenient to Downtown Saratoga, Los Gatos, Shopping, Dining, Parks, Trails & Hwy 85. A One-of-a-Kind Opportunity!

5 Beds ⋅ 5 Baths ⋅ ML82050024 MLS

Welcome Home to 14750 Sobey Road in Saratoga! Located in the Center of One of the Most Exclusive Streets & Sought-After Locations in All of Saratoga! Expansive 5 Bed, 4.5 Bath Home Offers 4,864 SF on 1.02 Flat Acres w/ Resort-Style Grounds, Pool, Spa, Tennis Court & Indoor Squash / Racquet Ball / 1/2 Basketball Court! Large 3 Car Garage w/ Workshop! Featuring a Grand Semi-Circular Driveway, Mature Trees & Lush Landscaping. Thoughtful Floor Plan Features Formal Living & Dining Rooms, Multiple Living Areas, and a Kitchen w/ Skylight that Opens to the Family Room and Overlooks the Back Garden for Everyday Living & Entertaining. Primary Suite Features a Large, Beautiful Covered Balcony Overlooking the Back Garden, Pool & Tennis Court w/ Direct Access to the Grounds. Multiple Outdoor Living Areas Include Covered Patios, Brick Walkways, Rose Gardens, Expansive Lawn, Poolside Lounge Areas & a Pergola Seating Area w/ Fire Pit. A Truly Private Estate w/ Space to Entertain, Relax, Play & Enjoy the Saratoga Lifestyle. Serene Setting Surrounded by Mature Trees Yet Convenient to Downtown Saratoga, Los Gatos, Shopping, Dining, Parks, Trails & Hwy 85. A One-of-a-Kind Opportunity!

14750 Sobey RD, Saratoga

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$18,998,000

Privately gated and custom built by Conrado Home Builders, this internationally inspired contemporary estate is a masterwork of craftsmanship, scale, and luxury. Designed by Louie Leu Architect, the residence was conceived for intimate living and exceptional entertaining and has been featured in prestigious design publications. Brought to fruition with no expense spared, the home blends gallery-like interiors with sweeping bay views from nearly every room. Framed by sculptural landscaping, limestone terraces, and expansive lawns, the estate offers exceptional privacy while embodying the essence of refined California living. The chefs kitchen, grand family room, and tranquil primary suite are all oriented toward breathtaking vistas, seamlessly connecting the interiors to the surrounding landscape. An elevator services all three levels of the home, providing effortless access throughout. Resort-caliber amenities include an infinity-edge pool overlooking the bay, a movie theater, temperature-controlled wine cellar, two private offices, and a detached guest house with panoramic views. A rare offering where world-class design, extraordinary amenities, and a spectacular natural setting converge, this estate is one of Silicon Valley's premier lifestyle properties.

8 Beds ⋅ 10 Baths ⋅ ML82049337 MLS

Privately gated and custom built by Conrado Home Builders, this internationally inspired contemporary estate is a masterwork of craftsmanship, scale, and luxury. Designed by Louie Leu Architect, the residence was conceived for intimate living and exceptional entertaining and has been featured in prestigious design publications. Brought to fruition with no expense spared, the home blends gallery-like interiors with sweeping bay views from nearly every room. Framed by sculptural landscaping, limestone terraces, and expansive lawns, the estate offers exceptional privacy while embodying the essence of refined California living. The chefs kitchen, grand family room, and tranquil primary suite are all oriented toward breathtaking vistas, seamlessly connecting the interiors to the surrounding landscape. An elevator services all three levels of the home, providing effortless access throughout. Resort-caliber amenities include an infinity-edge pool overlooking the bay, a movie theater, temperature-controlled wine cellar, two private offices, and a detached guest house with panoramic views. A rare offering where world-class design, extraordinary amenities, and a spectacular natural setting converge, this estate is one of Silicon Valley's premier lifestyle properties.

22525 Rolling Hills RD, Saratoga

Listing courtesy of David Welton, 408-234-1826 from Compass
(If provided) CoList: from

$3,649,000

LUXURIOUS CHALET MINUTES FROM SARATOGA VILLAGE | Unfolding around ten majestic redwoods, this custom estate presents unmatched living and entertaining with views of both mountains and city lights. Lofty ceilings, extensive clerestory windows, and 5,000+ sq. ft. of updated, reinforced Trex decking all elevate the dramatic Alpine-inspired design. A collection of open gathering rooms and vast leisure decks seamlessly flow across multiple levels, creating an immersive indoor-outdoor layout, ideal for both casual daily living while also providing a perfect venue entertaining - both grand scale, or more intimately. Exciting spaces include an expansive island kitchen, wine room, office, gym, and game/flex room with sauna. All bedrooms are spacious, ensuite, and bathed in natural light. Providing excellent efficiency and sustainability, amenities include two wells, an upgraded generator, all LED lighting, and water rights to Booker Creek. The property's immense peace and privacy feels worlds away from everything, yet this one-of-a-kind setting is only minutes to historic Saratoga Village, top wineries and event centers, and acclaimed Saratoga schools.

5 Beds ⋅ 5 Baths ⋅ ML82048837 MLS

LUXURIOUS CHALET MINUTES FROM SARATOGA VILLAGE | Unfolding around ten majestic redwoods, this custom estate presents unmatched living and entertaining with views of both mountains and city lights. Lofty ceilings, extensive clerestory windows, and 5,000+ sq. ft. of updated, reinforced Trex decking all elevate the dramatic Alpine-inspired design. A collection of open gathering rooms and vast leisure decks seamlessly flow across multiple levels, creating an immersive indoor-outdoor layout, ideal for both casual daily living while also providing a perfect venue entertaining - both grand scale, or more intimately. Exciting spaces include an expansive island kitchen, wine room, office, gym, and game/flex room with sauna. All bedrooms are spacious, ensuite, and bathed in natural light. Providing excellent efficiency and sustainability, amenities include two wells, an upgraded generator, all LED lighting, and water rights to Booker Creek. The property's immense peace and privacy feels worlds away from everything, yet this one-of-a-kind setting is only minutes to historic Saratoga Village, top wineries and event centers, and acclaimed Saratoga schools.

24106 Deerpath RD, Saratoga

Listing courtesy of Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$3,398,000

WOW! MOVE IN AND ENJOY THIS FABULOUS REMODELED SINGLE-STORY FAMILY HOME LOCATED IN ONE OF SARATOGA'S MOST HIGHLY SOUGHT AFTER NEIGHBORHOODS WITH AWARD WINNING SCHOOLS! BLUE HILLS ELEMENTARY! LYNBROOK HIGH! WALKING DISTANCE TO AWARD WINNING SCHOOLS, PARKS, RESTAURANTS, SHOPPING AND MORE! THIS BEAUTY IS SITUATED ON A HUGE 12,508 SQ.FT. LOT! STUNNING CHEF'S DELIGHT GOURMET KITCHEN WITH CUSTOM WOOD CABINETS! BEAUTIFUL REMODELED BATHROOMS! THIS BEAUTY OFFERS UPGRADES GALORE! CENTRAL A/C! COPPER PLUMBING! DUAL PANE WINDOWS! HARDWOOD FLOORS! WOW! ENTERTAINER'S DREAM BACKYARD WITH DECK! LOCATION! LOCATION! LOCATION!

3 Beds ⋅ 2 Baths ⋅ ML82047624 MLS

WOW! MOVE IN AND ENJOY THIS FABULOUS REMODELED SINGLE-STORY FAMILY HOME LOCATED IN ONE OF SARATOGA'S MOST HIGHLY SOUGHT AFTER NEIGHBORHOODS WITH AWARD WINNING SCHOOLS! BLUE HILLS ELEMENTARY! LYNBROOK HIGH! WALKING DISTANCE TO AWARD WINNING SCHOOLS, PARKS, RESTAURANTS, SHOPPING AND MORE! THIS BEAUTY IS SITUATED ON A HUGE 12,508 SQ.FT. LOT! STUNNING CHEF'S DELIGHT GOURMET KITCHEN WITH CUSTOM WOOD CABINETS! BEAUTIFUL REMODELED BATHROOMS! THIS BEAUTY OFFERS UPGRADES GALORE! CENTRAL A/C! COPPER PLUMBING! DUAL PANE WINDOWS! HARDWOOD FLOORS! WOW! ENTERTAINER'S DREAM BACKYARD WITH DECK! LOCATION! LOCATION! LOCATION!

20154 KNOLLWOOD DR, Saratoga

Listing courtesy of Steve McCarrick, 408-656-0788 from Coldwell Banker Realty
(If provided) CoList: from

$5,698,000

Striking modern home in a highly sought-after prime cul-de-sac location west of Saratoga-Sunnyvale Road convenient to Foothill Elementary, Saratoga HS & the Village featuring a bright open floor plan with kitchen/dining/family/living rooms seamlessly connected & gated with a spacious private front yard excellent for children, family gatherings & events. The extraordinary state of the art kitchen anchors the Great Room with an Italian Perelli slab waterfall island and backsplash, 60" Thermador fridge, 48" Thermador gas range with grill, microwave, dishwasher, large pantry and custom natural White Oak cabinetry. Wide plank natural White Oak hardwood floors, high ceilings, and walls of Andersen windows, including expansive sliding wall systems in the living area frame the Saratoga foothill views. The primary suite offers deck access, walk in closet, dual sinks, large shower, and dedicated HVAC system. Private guest suite overlooking the front grounds, 2 additional bedrooms sharing a Jack-and-Jill bath with dual sinks and oversized shower, laundry room and office nook complete the functionality of the home. Owned solar (4.14kW) with battery. Large flat exterior areas for entertaining. Excellent Saratoga schools.

4 Beds ⋅ 4 Baths ⋅ ML82044597 MLS

Striking modern home in a highly sought-after prime cul-de-sac location west of Saratoga-Sunnyvale Road convenient to Foothill Elementary, Saratoga HS & the Village featuring a bright open floor plan with kitchen/dining/family/living rooms seamlessly connected & gated with a spacious private front yard excellent for children, family gatherings & events. The extraordinary state of the art kitchen anchors the Great Room with an Italian Perelli slab waterfall island and backsplash, 60" Thermador fridge, 48" Thermador gas range with grill, microwave, dishwasher, large pantry and custom natural White Oak cabinetry. Wide plank natural White Oak hardwood floors, high ceilings, and walls of Andersen windows, including expansive sliding wall systems in the living area frame the Saratoga foothill views. The primary suite offers deck access, walk in closet, dual sinks, large shower, and dedicated HVAC system. Private guest suite overlooking the front grounds, 2 additional bedrooms sharing a Jack-and-Jill bath with dual sinks and oversized shower, laundry room and office nook complete the functionality of the home. Owned solar (4.14kW) with battery. Large flat exterior areas for entertaining. Excellent Saratoga schools.

20599 Leonard RD, Saratoga

Listing courtesy of Bill Gorman, 408-872-3555 from Coldwell Banker Realty
(If provided) CoList: from

$5,950,000

Golden opportunity to purchase this home nestled in a highly desirable Saratoga neighborhood. This expansive estate offers exceptional privacy and timeless appeal. The residence spans nearly 4,800 square feet on an approximate 1 acre lot with 5 spacious bedrooms, a dedicated office. It is ideal for both comfortable living and elegant entertaining. Built in 1981, the home showcases classic architecture with generous living areas, abundant natural light, seamless indoor-outdoor flow, an elegant entrance, extensive driveway, extra parking and a three car garage. The kitchen features a separate dining area, sit up bar, quality appliances, and amazing views over the outdoor patio and kitchen. This creates the perfect space for everyday living and hosting. The luxurious primary suite is complete with a fireplace, sauna, freestanding tub, and dual sinks. Additionally, there is a formal living room, a bonus room, (think theater), separate Family room with a bar and private outside sitting area with a hot tub. The grounds are truly resort-like, offering a swimming pool and a versatile sport court for basketball, tennis, volleyball, or pickleball. Located near top-rated schools and close to shopping, dining, and commuter routes, this is a rare Saratoga offering.

5 Beds ⋅ 5 Baths ⋅ ML82046596 MLS

Golden opportunity to purchase this home nestled in a highly desirable Saratoga neighborhood. This expansive estate offers exceptional privacy and timeless appeal. The residence spans nearly 4,800 square feet on an approximate 1 acre lot with 5 spacious bedrooms, a dedicated office. It is ideal for both comfortable living and elegant entertaining. Built in 1981, the home showcases classic architecture with generous living areas, abundant natural light, seamless indoor-outdoor flow, an elegant entrance, extensive driveway, extra parking and a three car garage. The kitchen features a separate dining area, sit up bar, quality appliances, and amazing views over the outdoor patio and kitchen. This creates the perfect space for everyday living and hosting. The luxurious primary suite is complete with a fireplace, sauna, freestanding tub, and dual sinks. Additionally, there is a formal living room, a bonus room, (think theater), separate Family room with a bar and private outside sitting area with a hot tub. The grounds are truly resort-like, offering a swimming pool and a versatile sport court for basketball, tennis, volleyball, or pickleball. Located near top-rated schools and close to shopping, dining, and commuter routes, this is a rare Saratoga offering.

13958 Chester AVE, Saratoga

Listing courtesy of Raylene Khan, 408-316-9719 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Maillo from Christie's International Real Estate Sereno

$3,350,000

Mountain-top Castle! Beautiful inside-outside living. Gorgeous custom home, on 2 acres of well-maintained grounds in 10-minute drive from downtown Saratoga. One of the most scenic roads in California, Views getting better when getting higher. Tennis court, mature Vineyard and vegetable garden; built-in grill; pizza-oven; water well-"free water". Magic of ancient olive trees and the Bay Laurel tree forest, mature Kwanzan Sakura and Red Dragon Japanese maple. Two story 2007 built 4 bdr 2.5 bath 2918 sq ft house with attached oversized 2 car garage features hardwood floors all around and artistic details. On the ground floor there are chefs kitchen, spacious dining room with adjacent wine room; office / bedroom, living room with a wood burning fireplace and exits to the backyard; a 1/2 bathroom. Elegant stairway leads to the second floor. There are the large family room/library; a master suite, two additional bedrooms; full bathroom and a laundry room. Relax in a hot tub on a roof top terrace. Plenty of parking space in the driveway. Enjoy views of the hills and canyons, of San Francisco and Monterey Bay Peninsula, the hiking trails of El Sereno Open Space Preserve and Sanborn Park. Excellent Saratoga schools. Must see in person to truly appreciate the beauty!

4 Beds ⋅ 3 Baths ⋅ ML82031507 MLS

Mountain-top Castle! Beautiful inside-outside living. Gorgeous custom home, on 2 acres of well-maintained grounds in 10-minute drive from downtown Saratoga. One of the most scenic roads in California, Views getting better when getting higher. Tennis court, mature Vineyard and vegetable garden; built-in grill; pizza-oven; water well-"free water". Magic of ancient olive trees and the Bay Laurel tree forest, mature Kwanzan Sakura and Red Dragon Japanese maple. Two story 2007 built 4 bdr 2.5 bath 2918 sq ft house with attached oversized 2 car garage features hardwood floors all around and artistic details. On the ground floor there are chefs kitchen, spacious dining room with adjacent wine room; office / bedroom, living room with a wood burning fireplace and exits to the backyard; a 1/2 bathroom. Elegant stairway leads to the second floor. There are the large family room/library; a master suite, two additional bedrooms; full bathroom and a laundry room. Relax in a hot tub on a roof top terrace. Plenty of parking space in the driveway. Enjoy views of the hills and canyons, of San Francisco and Monterey Bay Peninsula, the hiking trails of El Sereno Open Space Preserve and Sanborn Park. Excellent Saratoga schools. Must see in person to truly appreciate the beauty!

17035 Bohlman RD, Saratoga

Listing courtesy of Elena Tsukanova, 408-205-1724 from Compass
(If provided) CoList: from

Jim Matzen

Hauslley Silva