Ascendrealestatehomes.com Search Results

A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

4 Beds ⋅ 4 Baths ⋅ ML82006582 MLS

A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

19050 Skyline BLVD, Los Gatos

Listed by Skylight Homes, 408-665-7309 from Skylight Homes
(If provided) CoList: from

$3,948,000

High design and unparalleled quality are the hallmarks of this architectural gem in central Los Gatos. Completed in 2023, this modern Belgian farmhouse offers 5 bedrooms and 4 baths in 2,624 SF, including a 799 SF ADU that lives as a separate 2-bedroom, 1-bath apartment or as part of the main house. Built to a standard well above typical new construction: 200-year-old oak beams, European white oak floors, Marvin windows with custom shades, and ceilings of roughly 9.5 feet. The kitchen pairs rift-cut white oak cabinetry with natural quartzite and granite counters and Thermador appliances, including induction cooktop, built-in refrigerator, and speed oven. Living and dining open through wide glass doors to a patio under the oaks. The ADU sits above the attached 2-car garage and suits extended family, guests, an in-law or au pair suite, or a home office. All-electric and energy efficient, with solar and a heat pump for heating and cooling. Upstairs laundry, plus an oversized mudroom with room for a second laundry. Garage storage and workbench. Mature landscaping with orange, lemon, and olive trees enhance meandering paths and elegant patios, Situated on a cul-de-sac adjacent to downtown Los Gatos and top-rated schools. Tesla and Rivian chargers included.

5 Beds ⋅ 5 Baths ⋅ ML82064031 MLS

High design and unparalleled quality are the hallmarks of this architectural gem in central Los Gatos. Completed in 2023, this modern Belgian farmhouse offers 5 bedrooms and 4 baths in 2,624 SF, including a 799 SF ADU that lives as a separate 2-bedroom, 1-bath apartment or as part of the main house. Built to a standard well above typical new construction: 200-year-old oak beams, European white oak floors, Marvin windows with custom shades, and ceilings of roughly 9.5 feet. The kitchen pairs rift-cut white oak cabinetry with natural quartzite and granite counters and Thermador appliances, including induction cooktop, built-in refrigerator, and speed oven. Living and dining open through wide glass doors to a patio under the oaks. The ADU sits above the attached 2-car garage and suits extended family, guests, an in-law or au pair suite, or a home office. All-electric and energy efficient, with solar and a heat pump for heating and cooling. Upstairs laundry, plus an oversized mudroom with room for a second laundry. Garage storage and workbench. Mature landscaping with orange, lemon, and olive trees enhance meandering paths and elegant patios, Situated on a cul-de-sac adjacent to downtown Los Gatos and top-rated schools. Tesla and Rivian chargers included.

102 Alta Heights CT, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

$2,200,000

Charming cottage style home nestled in one of the most desirable Los Gatos neighborhoods! Main house has 2 bedrooms and there is a one bedroom detached studio with bathroom, perfect for guest, home office or playroom. Amazing opportunity to either add-on or build your dream home in a spectacular setting. Large living room with fireplace, remodeled kitchen with marble countertops, stainless steel appliances, hardwood floors, central a/c and inside laundry room. Stunning backyard with hillside views perfect for entertaining and family get togethers. Large attic in studio with tons of storage. Excellent Los Gatos schools Van Meter, Fisher and Los Gatos High. Amazing opportunity to live close by the wonderful downtown of Los Gatos.

3 Beds ⋅ 2 Baths ⋅ ML82063971 MLS

Charming cottage style home nestled in one of the most desirable Los Gatos neighborhoods! Main house has 2 bedrooms and there is a one bedroom detached studio with bathroom, perfect for guest, home office or playroom. Amazing opportunity to either add-on or build your dream home in a spectacular setting. Large living room with fireplace, remodeled kitchen with marble countertops, stainless steel appliances, hardwood floors, central a/c and inside laundry room. Stunning backyard with hillside views perfect for entertaining and family get togethers. Large attic in studio with tons of storage. Excellent Los Gatos schools Van Meter, Fisher and Los Gatos High. Amazing opportunity to live close by the wonderful downtown of Los Gatos.

105 Spreckles AVE, Los Gatos

Listed by Shawn R. Miller, 408-348-4946 from Coldwell Banker Realty
(If provided) CoList: from

$5,500,000

Welcome to 15550 Glen Una Dr., a beautiful, historic house situated on .55 lush acres in the foothills of the Santa Cruz mountains. The Glen Una enclave has long been considered one of the most prestigious home destinations in the Silicon Valley, home to many of the most prominent leaders in the tech industry. The house itself sits on a beautiful piece of land among majestic redwood and mature oak trees in a very quiet, tranquil location that gives it the feeling that you're out in the woods, basically because you are, it's your own retreat yet still close to the charming downtowns of Saratoga and Los Gatos. Public records show that this 5 bed, 3.5 bath home with high ceilings was built in 1906 but the owners claim that the house was actually built around 1884 as a house for the manager of a long gone landing strip nearby, where the house served as the location where planes were parked (to be verified). Nonetheless, it is one of the oldest houses built in the area, giving it historic significance and it's evident in the design of the house with it's large front patio that wraps beautifully around the side of the house and also has a large patio off the back of the house and another separate patio and sun room on the second floor with lovely views of the surrounding trees and the

5 Beds ⋅ 4 Baths ⋅ CRSB26218939 MLS

Welcome to 15550 Glen Una Dr., a beautiful, historic house situated on .55 lush acres in the foothills of the Santa Cruz mountains. The Glen Una enclave has long been considered one of the most prestigious home destinations in the Silicon Valley, home to many of the most prominent leaders in the tech industry. The house itself sits on a beautiful piece of land among majestic redwood and mature oak trees in a very quiet, tranquil location that gives it the feeling that you're out in the woods, basically because you are, it's your own retreat yet still close to the charming downtowns of Saratoga and Los Gatos. Public records show that this 5 bed, 3.5 bath home with high ceilings was built in 1906 but the owners claim that the house was actually built around 1884 as a house for the manager of a long gone landing strip nearby, where the house served as the location where planes were parked (to be verified). Nonetheless, it is one of the oldest houses built in the area, giving it historic significance and it's evident in the design of the house with it's large front patio that wraps beautifully around the side of the house and also has a large patio off the back of the house and another separate patio and sun room on the second floor with lovely views of the surrounding trees and the

15550 Glen Una Dr., Los Gatos

Listed by Eric Morriss, from Coldwell Banker Realty
(If provided) CoList: from

$7,100,000

With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS

With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

Listed by Charles Liu, 650-999-3888 from Compass
(If provided) CoList: from

$6,998,000

Downtown Los Gatos! Impressive Mediterranean-style villa, private & serene setting yet a quick stroll to dwntwn LG amenities & LG schools! Grand circular foyer & sunlit interior showcases beautiful views thru picture windows & French doors. Gorgeous Brazilian cherry hdwd floors flow thru expansive living spaces. Well-appointed kitchen w/ professional-grade appliances, Nero Zimbabwe stone countertops, sparkling painted cabinetry, breakfast bar w/ marble counter. Casual dining nook has wall of windows to capture views. Butlers' prep/wet bar area w/ full-size panel refrigerator. 2 main floor en-suite bedrooms & updated baths. Cast limestone stairs ascend to primary suite w/ private balcony & walk-in closet. Spa-inspired bath w/ dual vanity, lg shower & stacked W/D. Rotunda suite overlooks front landscape. French doors open to spacious balcony. Lower-level bonus room has12' lanai door opening to rear grounds w/ full bath, wet bar, wine storage & built-in Murphy bed. Beautiful gardens, mature trees, variegated shrubbery & expansive views create private setting. Sparkling pool & elevated spa, outdoor fireplace & sunny dining/ lounging areas provide year-round enjoyment. 3 car garage & gym. Lg motor court, ample off-street parking, Top Los Gatos schools & easy access to SV tech giants.

4 Beds ⋅ 6 Baths ⋅ ML82063707 MLS

Downtown Los Gatos! Impressive Mediterranean-style villa, private & serene setting yet a quick stroll to dwntwn LG amenities & LG schools! Grand circular foyer & sunlit interior showcases beautiful views thru picture windows & French doors. Gorgeous Brazilian cherry hdwd floors flow thru expansive living spaces. Well-appointed kitchen w/ professional-grade appliances, Nero Zimbabwe stone countertops, sparkling painted cabinetry, breakfast bar w/ marble counter. Casual dining nook has wall of windows to capture views. Butlers' prep/wet bar area w/ full-size panel refrigerator. 2 main floor en-suite bedrooms & updated baths. Cast limestone stairs ascend to primary suite w/ private balcony & walk-in closet. Spa-inspired bath w/ dual vanity, lg shower & stacked W/D. Rotunda suite overlooks front landscape. French doors open to spacious balcony. Lower-level bonus room has12' lanai door opening to rear grounds w/ full bath, wet bar, wine storage & built-in Murphy bed. Beautiful gardens, mature trees, variegated shrubbery & expansive views create private setting. Sparkling pool & elevated spa, outdoor fireplace & sunny dining/ lounging areas provide year-round enjoyment. 3 car garage & gym. Lg motor court, ample off-street parking, Top Los Gatos schools & easy access to SV tech giants.

38 Alpine AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,198,000

Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

3 Beds ⋅ 2 Baths ⋅ ML82062990 MLS ⋅ Live Oak Manor BLDG.

Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

117 Hollycrest DR, Los Gatos

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: from

$1,575,000

Perched in the celebrated Skyland community of Los Gatos, 24766 Skyland Road is a rare find that captures the essence of a modern rural lifestyle on nearly three sprawling acres. At the heart of the property sits a modern 14-year-old main residence with breathtaking views that stretch across the valley to the Loma Prieta Ridge. The private outdoor oasis, where the grounds have lots of usable land features persimmons, berries, lemons, apples, pears, and plums; a true gardener's dream. The property's heritage as part of a historic ranch is reflected in its versatile structures. An oversized rustic shop provides parking for two vehicles plus a generous amount of space for projects, or additional covered storage. Two additional structures include the original ranch house, which now serves as a functional ADU, and a separate accessory structure which was previously utilized as a living unit. Parking for many vehicles. Significant recent investment has been poured into the grounds and the secondary structures. For those looking to embrace the equestrian or outdoor lifestyle, the partial stables offer a unique head start. This is a property that offers both the quiet beauty of the mountains and the modern infrastructure and flexibility to support a busy, creative lifestyle.

3 Beds ⋅ 2 Baths ⋅ ML82063639 MLS

Perched in the celebrated Skyland community of Los Gatos, 24766 Skyland Road is a rare find that captures the essence of a modern rural lifestyle on nearly three sprawling acres. At the heart of the property sits a modern 14-year-old main residence with breathtaking views that stretch across the valley to the Loma Prieta Ridge. The private outdoor oasis, where the grounds have lots of usable land features persimmons, berries, lemons, apples, pears, and plums; a true gardener's dream. The property's heritage as part of a historic ranch is reflected in its versatile structures. An oversized rustic shop provides parking for two vehicles plus a generous amount of space for projects, or additional covered storage. Two additional structures include the original ranch house, which now serves as a functional ADU, and a separate accessory structure which was previously utilized as a living unit. Parking for many vehicles. Significant recent investment has been poured into the grounds and the secondary structures. For those looking to embrace the equestrian or outdoor lifestyle, the partial stables offer a unique head start. This is a property that offers both the quiet beauty of the mountains and the modern infrastructure and flexibility to support a busy, creative lifestyle.

24766 Skyland RD, Los Gatos

Listed by Keith Kanady, 408-316-1666 from Compass
(If provided) CoList: from

$1,699,000

Rare opportunity just moments from Downtown Los Gatos! Charming Craftsman-style cottage built brand new in 1999, offering 2 bed, 2 baths in one of Los Gatos most desirable tree-lined neighborhoods. Bright and airy with 9-foot ceilings, large windows, hardwood floors, crown molding, and exceptional quality throughout. Beautiful custom kitchen with custom cabinetry, granite, marble, limestone, and stainless-steel appliances. French doors leading to brick patio for outdoor dining. Central A/C, attached garage with opener, and fantastic curb appeal. Dropdown attic ladder in garage with standing room storage area. Ideally located near downtown, shopping, dining, and award-winning Los Gatos schools.

2 Beds ⋅ 2 Baths ⋅ ML82061111 MLS

Rare opportunity just moments from Downtown Los Gatos! Charming Craftsman-style cottage built brand new in 1999, offering 2 bed, 2 baths in one of Los Gatos most desirable tree-lined neighborhoods. Bright and airy with 9-foot ceilings, large windows, hardwood floors, crown molding, and exceptional quality throughout. Beautiful custom kitchen with custom cabinetry, granite, marble, limestone, and stainless-steel appliances. French doors leading to brick patio for outdoor dining. Central A/C, attached garage with opener, and fantastic curb appeal. Dropdown attic ladder in garage with standing room storage area. Ideally located near downtown, shopping, dining, and award-winning Los Gatos schools.

27 Cross WAY, Los Gatos

Listed by Peter Myers, 408-605-0428 from Coldwell Banker Realty
(If provided) CoList: from

$3,750,000

Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS

Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

Listed by Anita Salas, 408-310-3918 from The Agency
(If provided) CoList: from

$2,398,000

Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

4 Beds ⋅ 2 Baths ⋅ ML82061470 MLS

Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

200 Jackson ST, Los Gatos

Listed by Susan LaRagione, 408-242-5901 from Sync Brokerage Inc
(If provided) CoList: from

$1,998,000

Welcome to 160 Maggi Court! A wonderfully updated home in the highly desirable Bella Vista Village. Great floor plan with an abundance of natural light. Updated kitchen with granite countertops, crown molding, recessed lighting, stainless steel appliances, gas range, dishwasher, refrigerator, center island with built-in wine storage. Dining Area with decorative chandelier and French doors opening to a spacious balcony, perfect for indoor-outdoor dining and entertaining. Spacious Living Room with cozy gas fireplace, built-in cabinetry, and French doors leading to the private back patio. The Primary Suite features vaulted ceilings, ceiling fan, gas fireplace, & private balcony. The en-suite bath features a skylight, dual-sink vanity, oversized walk-in shower, & spacious walk-in closet. Secondary bedrooms both have great views of the mountains. Oversized 2-Car Garage with plenty of extra space for storage, workshop, gym or flex space. Conveniently located within walking distance to all 3 top rated schools. Tucked away at the back of the community with just a few steps away from the pool, plenty of guest parking nearby. Just minutes away from Downtown Los Gatos, top schools, dining, shopping & walking trails. This home is a must see!

3 Beds ⋅ 3 Baths ⋅ ML82061292 MLS ⋅ Bella Vista Village BLDG.

Welcome to 160 Maggi Court! A wonderfully updated home in the highly desirable Bella Vista Village. Great floor plan with an abundance of natural light. Updated kitchen with granite countertops, crown molding, recessed lighting, stainless steel appliances, gas range, dishwasher, refrigerator, center island with built-in wine storage. Dining Area with decorative chandelier and French doors opening to a spacious balcony, perfect for indoor-outdoor dining and entertaining. Spacious Living Room with cozy gas fireplace, built-in cabinetry, and French doors leading to the private back patio. The Primary Suite features vaulted ceilings, ceiling fan, gas fireplace, & private balcony. The en-suite bath features a skylight, dual-sink vanity, oversized walk-in shower, & spacious walk-in closet. Secondary bedrooms both have great views of the mountains. Oversized 2-Car Garage with plenty of extra space for storage, workshop, gym or flex space. Conveniently located within walking distance to all 3 top rated schools. Tucked away at the back of the community with just a few steps away from the pool, plenty of guest parking nearby. Just minutes away from Downtown Los Gatos, top schools, dining, shopping & walking trails. This home is a must see!

160 Maggi CT, Los Gatos

Listed by Alexandra Celo-Cruz, 408-221-8101 from Los Gatos Properties
(If provided) CoList: from

$1,788,888

Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

3 Beds ⋅ 3 Baths ⋅ CRFR26194826 MLS

Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc DR, Los Gatos

Listed by Brian Dombroski, 559-477-4332 from Dombroski Realty
(If provided) CoList: from

$5,488,000

Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS

Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty

$2,998,000

ENCHANTING UPDATED HOME BY DOWNTOWN | Built in 1923, this home seamlessly blends the charm of years past with today's modern conveniences. Located within blocks of Santa Cruz Avenue, this Almond Grove residence affords coveted access to downtown shopping and dining without compromising privacy and tranquility. Period details like picture railing and ceiling treatments add authenticity, while an array of new upgrades, including new flooring, roofing, and full interior renovation lends modern style and convenience. The pristine remodeled kitchen is nestled at the heart of the layout, and the large primary suite is private with an elegant bath and backyard access. Extra storage on basement level. Flat and spacious, the grounds offer a formal entry garden, gated drive with plenty of off-street parking, newly landscaped backyard, and plenty of space for play, private relaxation, and future expansion. The detached two-car garage comes complete with HVAC and provides potential for an ADU with private yard. Enjoy excellent proximity to downtown destinations, Bachman Park, Vasona Lake, and excellent Los Gatos schools such as Daves Avenue Elementary, Fisher Middle, and Los Gatos High (buyer to verify).

3 Beds ⋅ 2 Baths ⋅ ML82058028 MLS

ENCHANTING UPDATED HOME BY DOWNTOWN | Built in 1923, this home seamlessly blends the charm of years past with today's modern conveniences. Located within blocks of Santa Cruz Avenue, this Almond Grove residence affords coveted access to downtown shopping and dining without compromising privacy and tranquility. Period details like picture railing and ceiling treatments add authenticity, while an array of new upgrades, including new flooring, roofing, and full interior renovation lends modern style and convenience. The pristine remodeled kitchen is nestled at the heart of the layout, and the large primary suite is private with an elegant bath and backyard access. Extra storage on basement level. Flat and spacious, the grounds offer a formal entry garden, gated drive with plenty of off-street parking, newly landscaped backyard, and plenty of space for play, private relaxation, and future expansion. The detached two-car garage comes complete with HVAC and provides potential for an ADU with private yard. Enjoy excellent proximity to downtown destinations, Bachman Park, Vasona Lake, and excellent Los Gatos schools such as Daves Avenue Elementary, Fisher Middle, and Los Gatos High (buyer to verify).

320 Bachman AVE, Los Gatos

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

$1,799,000

Absolutely darling home minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS

Absolutely darling home minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$2,600,000

Wonderful downtown Los Gatos location in the popular Loma Alta/Johnson neighborhood! This beautiful, almost 1/3-acre parcel features an existing historic home on a spacious lot just steps away from top Los Gatos schools, shops and dining. The expansive, open floor plan enjoys large picture windows overlooking the front as well as the tree studded ravine at the rear of the property. Update and expand while maintaining the historic nature of the exterior front facade. A unique opportunity to own a piece of history in a very desirable location in downtown Los Gatos!

3 Beds ⋅ 2 Baths ⋅ ML82057196 MLS

Wonderful downtown Los Gatos location in the popular Loma Alta/Johnson neighborhood! This beautiful, almost 1/3-acre parcel features an existing historic home on a spacious lot just steps away from top Los Gatos schools, shops and dining. The expansive, open floor plan enjoys large picture windows overlooking the front as well as the tree studded ravine at the rear of the property. Update and expand while maintaining the historic nature of the exterior front facade. A unique opportunity to own a piece of history in a very desirable location in downtown Los Gatos!

110 Johnson AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,800,000

This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS

This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

Listed by Katie Keeler, 831-588-6959 from eXp Realty of California Inc
(If provided) CoList: from

$919,000

Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS ⋅ Chemeketa Park BLDG.

Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche TRL, Los Gatos

Listed by Brant Schenk, 831-227-5739 from eXp Realty of California Inc
(If provided) CoList: from

$2,475,000

Build your dream estate on the last remaining waterfront properties feat. 6.55 acres with orivacy, direct access to nature, and exceptional convenience less than five minutes from downtown Los Gatos. Preliminary designs for a 13,252 SF estate by Kohlsaat & Associates establishes the vision, with four levels of lake-facing living, covered verandas, wellness suite, theater, golf simulator, catering kitchen, wine room, elevator, four-car garage, and extensive indoor-outdoor entertaining areas. Yet the design is only one expression of what may be possible. County jurisdiction offers meaningful flexibility for buyers seeking greater scale, massing, height, square footage, and additional buildings. Envision a private family compound, secure technology-enabled retreat, underground safe rooms, guest residences, collector garages, recreation facilities, formal gardens, orchards, or a secluded wellness estate. Dual driveway access, a private well, and public water availability add flexibility. Acquire the land and plans, customize the program with Massei Construction, or contract for the completed estate. More than a homesite, this is a rare platform for a one-of-a-kind Silicon Valley legacy property.

ML82054897 MLS

Build your dream estate on the last remaining waterfront properties feat. 6.55 acres with orivacy, direct access to nature, and exceptional convenience less than five minutes from downtown Los Gatos. Preliminary designs for a 13,252 SF estate by Kohlsaat & Associates establishes the vision, with four levels of lake-facing living, covered verandas, wellness suite, theater, golf simulator, catering kitchen, wine room, elevator, four-car garage, and extensive indoor-outdoor entertaining areas. Yet the design is only one expression of what may be possible. County jurisdiction offers meaningful flexibility for buyers seeking greater scale, massing, height, square footage, and additional buildings. Envision a private family compound, secure technology-enabled retreat, underground safe rooms, guest residences, collector garages, recreation facilities, formal gardens, orchards, or a secluded wellness estate. Dual driveway access, a private well, and public water availability add flexibility. Acquire the land and plans, customize the program with Massei Construction, or contract for the completed estate. More than a homesite, this is a rare platform for a one-of-a-kind Silicon Valley legacy property.

00-1 Old Santa Cruz Highway, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

$2,388,000

A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS

A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listed by Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

$4,300,000

This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS

This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

$11,600,000

Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS

Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$2,250,000

This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water. On-site temporary PG&E 200 amp service; infrastructure there for simple conversion to permanent. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

ML82037658 MLS

This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water. On-site temporary PG&E 200 amp service; infrastructure there for simple conversion to permanent. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

15397 Kennedy RD, Los Gatos

Listed by David Propach, 408-202-7125 from But Simple, Inc.
(If provided) CoList: from

$1,650,000

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

ML82023960 MLS

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

0000 Wagner RD, Los Gatos

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

$1,698,000

Spectacular 2.58+/- acre estate building opportunity in the prestigious South Kennedy Road enclave of Los Gatos, offering breathtaking, unobstructed views of the surrounding Los Gatos Mountains. This exceptional parcel presents a rare opportunity to design and build your dream home in one of the area's most sought-after neighborhoods. The Town of Los Gatos has received planning approval for a 4,810+/- square foot residence featuring 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing a clear and efficient path to development. Surrounded by estate-quality homes, the location offers the perfect balance of privacy and convenience, with close proximity to charming downtown Los Gatos, top-rated schools, shopping, and major commuter routes. Two potential entry points allow for an elegant approach and flexible site design. City utilities are available at or very near the building site, streamlining development. Geotechnical and soils reports, survey, and topographical studies are available. Situated within the highly regarded Los Gatos School District, this is a truly rare opportunity to create a legacy property in an exceptional setting.

ML82009030 MLS

Spectacular 2.58+/- acre estate building opportunity in the prestigious South Kennedy Road enclave of Los Gatos, offering breathtaking, unobstructed views of the surrounding Los Gatos Mountains. This exceptional parcel presents a rare opportunity to design and build your dream home in one of the area's most sought-after neighborhoods. The Town of Los Gatos has received planning approval for a 4,810+/- square foot residence featuring 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing a clear and efficient path to development. Surrounded by estate-quality homes, the location offers the perfect balance of privacy and convenience, with close proximity to charming downtown Los Gatos, top-rated schools, shopping, and major commuter routes. Two potential entry points allow for an elegant approach and flexible site design. City utilities are available at or very near the building site, streamlining development. Geotechnical and soils reports, survey, and topographical studies are available. Situated within the highly regarded Los Gatos School District, this is a truly rare opportunity to create a legacy property in an exceptional setting.

16497 S Kennedy RD, Los Gatos

Listed by Nevis and Ardizzone, (408) 891-8149 from Compass
(If provided) CoList: from

$1,698,000

Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

5 Beds ⋅ 6 Baths ⋅ ML82008703 MLS

Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

16497 S Kennedy RD, Los Gatos

Listed by Nevis and Ardizzone, (408) 891-8149 from Compass
(If provided) CoList: from