Ascendrealestatehomes.com Search Results

$10,949,888

What if your next home could be more than a place to live? what if it could be the setting for a lifetime of family memories? Welcome to Hayfield Estates, Built by Pinn Brothers, a rare Saratoga retreat offering approx. 1.4 flat acres, timeless elegance, & an unbeatable location just a short walk to Downtown Saratoga, schools, and the Saratoga Library. This expansive 5-bed, 4.5-bath residence offers approx. 5,000 SF, an excellent floor plan, elegant formal spaces, a chefs kitchen, generous family room, & 4 gas FPs. Green, lush views and surrounding hills can be enjoyed from many rooms, creating a peaceful setting in the heart of town. Outdoors, the property is a dream for families, with room for soccer, bocce court, baseball nets, play areas, a possible pickleball court, & endless space to gather. The 1,200 SF pool house feels like your own personal retreat just steps from the main home, an inviting place to relax, entertain, watch a game on a large TV, enjoy billiards or ping pong, host playdates, or unwind with friends beside the pool and spa, full bath built-in BBQ, & resort-style setting, it is a backyard escape for kids and adults alike. Near Montalvo Arts Center, Mountain Winery, Hakone Gardens Wineries, this is a rare lifestyle opportunity in Saratoga. Original Owner.

5 Beds ⋅ 5 Baths ⋅ ML82020560 MLS

What if your next home could be more than a place to live? what if it could be the setting for a lifetime of family memories? Welcome to Hayfield Estates, Built by Pinn Brothers, a rare Saratoga retreat offering approx. 1.4 flat acres, timeless elegance, & an unbeatable location just a short walk to Downtown Saratoga, schools, and the Saratoga Library. This expansive 5-bed, 4.5-bath residence offers approx. 5,000 SF, an excellent floor plan, elegant formal spaces, a chefs kitchen, generous family room, & 4 gas FPs. Green, lush views and surrounding hills can be enjoyed from many rooms, creating a peaceful setting in the heart of town. Outdoors, the property is a dream for families, with room for soccer, bocce court, baseball nets, play areas, a possible pickleball court, & endless space to gather. The 1,200 SF pool house feels like your own personal retreat just steps from the main home, an inviting place to relax, entertain, watch a game on a large TV, enjoy billiards or ping pong, host playdates, or unwind with friends beside the pool and spa, full bath built-in BBQ, & resort-style setting, it is a backyard escape for kids and adults alike. Near Montalvo Arts Center, Mountain Winery, Hakone Gardens Wineries, this is a rare lifestyle opportunity in Saratoga. Original Owner.

20040 Spaich CT, Saratoga

Listed by Chandani Group, (408) 391-8267 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty

$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

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: from

$3,698,000

Set on a rare third-acre parcel in one of Saratoga's most coveted enclaves, 12498 Sumner Drive is a beautifully maintained single-level residence where everyday comfort meets quiet sophistication. Soaring vaulted ceilings carry natural light across the living, dining, and primary bedrooms, while rich hardwood floors run throughout. Two fireplaces one in the living room and one in the family room anchor the home with warmth, and the eat-in kitchen opens naturally to the spaces made for gathering. A flexible fourth bedroom, framed by French doors and built-in bookshelves, makes an ideal study or home office. Outdoors, a private backyard awaits: a brick BBQ patio and an elegant white trellis pergola overlook a lush green lawn the perfect stage for California entertaining. Zoned for award-winning Blue Hills Elementary, Joaquin Miller Middle, and Lynbrook High, and just minutes from Highways 85 and 280 this is Silicon Valley living at its most gracious.

4 Beds ⋅ 3 Baths ⋅ ML82048911 MLS

Set on a rare third-acre parcel in one of Saratoga's most coveted enclaves, 12498 Sumner Drive is a beautifully maintained single-level residence where everyday comfort meets quiet sophistication. Soaring vaulted ceilings carry natural light across the living, dining, and primary bedrooms, while rich hardwood floors run throughout. Two fireplaces one in the living room and one in the family room anchor the home with warmth, and the eat-in kitchen opens naturally to the spaces made for gathering. A flexible fourth bedroom, framed by French doors and built-in bookshelves, makes an ideal study or home office. Outdoors, a private backyard awaits: a brick BBQ patio and an elegant white trellis pergola overlook a lush green lawn the perfect stage for California entertaining. Zoned for award-winning Blue Hills Elementary, Joaquin Miller Middle, and Lynbrook High, and just minutes from Highways 85 and 280 this is Silicon Valley living at its most gracious.

12498 Sumner DR, Saratoga

Listed by Jie Yao, 650-906-0393 from CA 1 Team
(If provided) CoList: from

$3,800,000

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

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$5,999,988

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

Listed by 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

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

$3,999,888

Rare and versatile opportunities for expansion, customization, or potential SB9 development! Set on a sprawling 1-acre parcel along a peaceful private lane on a cul-de-sac, this property offers seclusion, panoramic views, and endless possibilities. The residence features gas fireplace, bright breakfast nook, open floor plan, and an expansive deck with sweeping vistas - an ideal setting for gatherings, quiet reflection, or basking in the surrounding landscape. The kitchen is equipped with a Kenmore double oven, LG refrigerator, and quartz countertops, perfect for everyday living. Convenient access to 9, 17, 85 allows efficient commuting to major tech campuses as Apple, Nvidia, and Netflix. Residents enjoy proximity to beautiful public parks, open space, and Saratoga's renowned cultural amenities such as the Montalvo Arts Center and Mountain Winery. Offering privacy, views, and endless possibilities, this is more than a home - it's a lifestyle opportunity waiting to be realized.

4 Beds ⋅ 2 Baths ⋅ ML82042982 MLS

Rare and versatile opportunities for expansion, customization, or potential SB9 development! Set on a sprawling 1-acre parcel along a peaceful private lane on a cul-de-sac, this property offers seclusion, panoramic views, and endless possibilities. The residence features gas fireplace, bright breakfast nook, open floor plan, and an expansive deck with sweeping vistas - an ideal setting for gatherings, quiet reflection, or basking in the surrounding landscape. The kitchen is equipped with a Kenmore double oven, LG refrigerator, and quartz countertops, perfect for everyday living. Convenient access to 9, 17, 85 allows efficient commuting to major tech campuses as Apple, Nvidia, and Netflix. Residents enjoy proximity to beautiful public parks, open space, and Saratoga's renowned cultural amenities such as the Montalvo Arts Center and Mountain Winery. Offering privacy, views, and endless possibilities, this is more than a home - it's a lifestyle opportunity waiting to be realized.

18627 Ambleside LN, Saratoga

Listed by Coco Tan, 408-256-2728 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

$3,895,000

Stunning, completely remodeled Saratoga home boasts 3,900+ square feet of luxurious, open concept living spaces with premium custom finishes throughout. Four spacious bedrooms, including two primary suites, three spa-like bathrooms, a powder room, plus a bright and sunny office/den. Cathedral ceilings, elegant wood flooring throughout, plus picture perfect views from floor to ceiling windows add to the home's elegance. Chef's delight kitchen, equipped with high-end appliances, abundant concrete countertops, and pantry - perfect for culinary adventures. Nestled on a large, private parcel surrounded by mature trees, the property offers a serene escape, boasting multiple, private decks for entertaining or quiet enjoyment. Close to Sanborn County Park, minutes to Saratoga Village, and within the prestigious Saratoga Union Elementary School District, this one of a kind home is ideally located in one of the Peninsula's most sought-after communities. A must see!

4 Beds ⋅ 4 Baths ⋅ ML82039998 MLS

Stunning, completely remodeled Saratoga home boasts 3,900+ square feet of luxurious, open concept living spaces with premium custom finishes throughout. Four spacious bedrooms, including two primary suites, three spa-like bathrooms, a powder room, plus a bright and sunny office/den. Cathedral ceilings, elegant wood flooring throughout, plus picture perfect views from floor to ceiling windows add to the home's elegance. Chef's delight kitchen, equipped with high-end appliances, abundant concrete countertops, and pantry - perfect for culinary adventures. Nestled on a large, private parcel surrounded by mature trees, the property offers a serene escape, boasting multiple, private decks for entertaining or quiet enjoyment. Close to Sanborn County Park, minutes to Saratoga Village, and within the prestigious Saratoga Union Elementary School District, this one of a kind home is ideally located in one of the Peninsula's most sought-after communities. A must see!

16345 Sanborn RD, Saratoga

Listed by Don Yarkin, 650-387-4242 from Yarkin Realty
(If provided) CoList: from

$3,350,000

Beautiful inside-outside living on a top of the hill! Gorgeous custom home, castle inspired, 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

Beautiful inside-outside living on a top of the hill! Gorgeous custom home, castle inspired, 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

Listed by Elena Tsukanova, 408-205-1724 from Compass
(If provided) CoList: from

$6,500,000

Welcome to 14695 Horseshoe Drive in Saratoga, a stunning brand new construction home completed in December 2025. This modern, single story executive residence showcases exquisite contemporary finishes and fully landscaped grounds, offering exceptional curb appeal and a serene backyard retreat. Upon entry through the striking pivot front door, you are greeted by a private office with glass French door. The formal living/dining rooms centerpiece is a beautiful fireplace with floor to ceiling stone surround. Soaring ceilings and skylights throughout fill the home with abundant natural light, creating an airy and inviting atmosphere. The gourmet chefs kitchen with two islands and equipped with premium Miele appliances, opens seamlessly to the expansive great room. Floor to ceiling sliding glass doors create a perfect indoor outdoor flow, ideal for entertaining and everyday living. The patio and outdoor kitchen connect the main residence to a two bedroom, two bathroom ADU, forming a shared and versatile outdoor entertaining space. Perfectly suited for Silicon Valley living and ideally located near Downtown Saratoga and LG, offering access to some of the Bay Areas finest dining, plus Hakone and Mountain Winery. Situated within the highly sought after Saratoga High School district.

5 Beds ⋅ 5 Baths ⋅ ML82033321 MLS

Welcome to 14695 Horseshoe Drive in Saratoga, a stunning brand new construction home completed in December 2025. This modern, single story executive residence showcases exquisite contemporary finishes and fully landscaped grounds, offering exceptional curb appeal and a serene backyard retreat. Upon entry through the striking pivot front door, you are greeted by a private office with glass French door. The formal living/dining rooms centerpiece is a beautiful fireplace with floor to ceiling stone surround. Soaring ceilings and skylights throughout fill the home with abundant natural light, creating an airy and inviting atmosphere. The gourmet chefs kitchen with two islands and equipped with premium Miele appliances, opens seamlessly to the expansive great room. Floor to ceiling sliding glass doors create a perfect indoor outdoor flow, ideal for entertaining and everyday living. The patio and outdoor kitchen connect the main residence to a two bedroom, two bathroom ADU, forming a shared and versatile outdoor entertaining space. Perfectly suited for Silicon Valley living and ideally located near Downtown Saratoga and LG, offering access to some of the Bay Areas finest dining, plus Hakone and Mountain Winery. Situated within the highly sought after Saratoga High School district.

14695 Horseshoe Drive, Saratoga

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from