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Perched atop a sunny ridge, this home offers stunning views of the Santa Cruz Mountains in the tranquil Las Cumbres community, where natural serenity meets modern luxury. Recently remodeled, the interior features hardwood floors, granite countertops, recessed lighting, a home gym, and Nest and Ring smart home systems. Panoramic windows frame mountain vistas, while multiple decks invite relaxation. Outside, the home boasts just as much as within; enjoy the playground with a sandbox and room to run, a hot tub, and a gas fire pit under the stars. Wine enthusiasts will love the custom wine cellar, adding sophistication to this retreat. A large solar system, two electric car chargers, and a Generac backup generator provide sustainable energy and peace of mind. With high-speed internet, a home office with inspiring views becomes a reality. Practical touches include a two-car garage with a workshop, a fenced dog run, a spacious lower driveway, and ample upper parking. Top-rated schools include Lakeside Elementary, CT English Middle, and Los Gatos High. This is a serene mountain sanctuary.

4 Beds ⋅ 3 Baths ⋅ ML82037375 MLS ⋅ Las Cumbres BLDG.

Perched atop a sunny ridge, this home offers stunning views of the Santa Cruz Mountains in the tranquil Las Cumbres community, where natural serenity meets modern luxury. Recently remodeled, the interior features hardwood floors, granite countertops, recessed lighting, a home gym, and Nest and Ring smart home systems. Panoramic windows frame mountain vistas, while multiple decks invite relaxation. Outside, the home boasts just as much as within; enjoy the playground with a sandbox and room to run, a hot tub, and a gas fire pit under the stars. Wine enthusiasts will love the custom wine cellar, adding sophistication to this retreat. A large solar system, two electric car chargers, and a Generac backup generator provide sustainable energy and peace of mind. With high-speed internet, a home office with inspiring views becomes a reality. Practical touches include a two-car garage with a workshop, a fenced dog run, a spacious lower driveway, and ample upper parking. Top-rated schools include Lakeside Elementary, CT English Middle, and Los Gatos High. This is a serene mountain sanctuary.

22125 Miller Ridge RD, Los Gatos

Listed by Thomas Mendoza, 831-435-8518 from Compass
(If provided) CoList: from

$2,850,000

Located just minutes from downtown Los Gatos, this home offers the perfect blend of privacy, convenience, and luxury. Sunny Flat 2 acre lot. Solar-powered, custom designed, built in 2012, formal entry, soaring vaulted ceilings, exposed wood beams, expansive windows bathe the home in natural light. Living room features a cozy gas fireplace, dual ceiling fans, French doors that open to patio. Adjacent is the gourmet kitchen with Thermador gas range, double ovens, built-in refrigerator, and island with breakfast bar, leather granite counters, a pasta faucet, walk-in pantry and dining area. Sanctuary primary suite features vaulted ceilings, french doors to courtyard, huge walk-in closet and spa-like primary bath with sunken jetted tub, dual sinks, marble countertops, a stall shower with a bench. Downstairs, a family/game room, wet bar, a hobby/wrapping room and a charming playroom under the stairs, 2 additional large bedrooms and full bath. Outside landscaped multi-level patios, an outdoor kitchen and gas fireplace in the courtyard, hot tub, play structure, raised bed gardens, separate patio with waterfall and fire-pit overlooking serene creek. Detached garage, carport, ample parking, and a private well. Fantastic neighborhood, best LG schools! Additional 2.68 acres lot available.

4 Beds ⋅ 3 Baths ⋅ ML82036764 MLS

Located just minutes from downtown Los Gatos, this home offers the perfect blend of privacy, convenience, and luxury. Sunny Flat 2 acre lot. Solar-powered, custom designed, built in 2012, formal entry, soaring vaulted ceilings, exposed wood beams, expansive windows bathe the home in natural light. Living room features a cozy gas fireplace, dual ceiling fans, French doors that open to patio. Adjacent is the gourmet kitchen with Thermador gas range, double ovens, built-in refrigerator, and island with breakfast bar, leather granite counters, a pasta faucet, walk-in pantry and dining area. Sanctuary primary suite features vaulted ceilings, french doors to courtyard, huge walk-in closet and spa-like primary bath with sunken jetted tub, dual sinks, marble countertops, a stall shower with a bench. Downstairs, a family/game room, wet bar, a hobby/wrapping room and a charming playroom under the stairs, 2 additional large bedrooms and full bath. Outside landscaped multi-level patios, an outdoor kitchen and gas fireplace in the courtyard, hot tub, play structure, raised bed gardens, separate patio with waterfall and fire-pit overlooking serene creek. Detached garage, carport, ample parking, and a private well. Fantastic neighborhood, best LG schools! Additional 2.68 acres lot available.

18355 Idylwild RD, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

$3,938,000

Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

4 Beds ⋅ 5 Baths ⋅ ML82036838 MLS

Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos

Listed by Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty

Sold listing courtesy of Amir Cyrus from CYRUS

$1,798,000

GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

4 Beds ⋅ 3 Baths ⋅ ML82035634 MLS

GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

15220 Upper Ellen RD, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty

$5,880,070

New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

6 Beds ⋅ 8 Baths ⋅ ML82035442 MLS

New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

16484 S Kennedy RD, Los Gatos

Listed by Christina Aguirre, 408-728-2393 from The Agency
(If provided) CoList: from

Sold listing courtesy of Christina Aguirre from AGNC

$4,315,000

Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

6 Beds ⋅ 6 Baths ⋅ ML82034426 MLS

Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

18400 Lakeview CT, Los Gatos

Listed by Bev Harada, 408-314-2864 from Christie's International Real Estate Sereno
(If provided) CoList: Janet Souza from Christie's International Real Estate Sereno

Sold listing courtesy of Ej Pulpan from SGP

$3,750,000

Look at this great new price!! Only 8 minutes from downtown, this home commands some of the most extraordinary views cross the entire Bay Area--dazzling by day and night, yet it is less than 3 miles from downtown. Positioned on more than an acre,the views are showcased from nearly every room as well as from the pool. impressive scale and timeless design elements include soaring ceilings, architectural columns, and hewnwood and travertine floors. Expansive walls of glass frame breathtaking vistas,with most rooms opening to balconies for fresh air enjoyment. . The lavish primary suite is privately located on the main level,with 3 additional bedrooms on the lower level, one ideal for an office, plus a cinema-style theater. Outdoor living takes full advantage of the setting with a wraparound tiled balcony with glass railings,plus a large solar heated pool,spa,and refreshment center with lots of space for entertaining. This home features dual heating and cooling systems,the standard gas furnace and A/C system plus 3 heat plumps which are solar powered and enjoy net metering with PG&E resulting in very low cooling and heating bills.

4 Beds ⋅ 3 Baths ⋅ ML82034347 MLS

Look at this great new price!! Only 8 minutes from downtown, this home commands some of the most extraordinary views cross the entire Bay Area--dazzling by day and night, yet it is less than 3 miles from downtown. Positioned on more than an acre,the views are showcased from nearly every room as well as from the pool. impressive scale and timeless design elements include soaring ceilings, architectural columns, and hewnwood and travertine floors. Expansive walls of glass frame breathtaking vistas,with most rooms opening to balconies for fresh air enjoyment. . The lavish primary suite is privately located on the main level,with 3 additional bedrooms on the lower level, one ideal for an office, plus a cinema-style theater. Outdoor living takes full advantage of the setting with a wraparound tiled balcony with glass railings,plus a large solar heated pool,spa,and refreshment center with lots of space for entertaining. This home features dual heating and cooling systems,the standard gas furnace and A/C system plus 3 heat plumps which are solar powered and enjoy net metering with PG&E resulting in very low cooling and heating bills.

16251 Maya WAY, Los Gatos

Listed by Kate Engelbrecht, 408-391-7582 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Kathi Hammill from COMPS

$5,995,000

Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS

Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$11,000,000

Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

6 Beds ⋅ 8 Baths ⋅ ML82030244 MLS

Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

16140 Matilija DR, Los Gatos

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

Sold listing courtesy of Kimberly Douglas from REEX

$5,700,000

Stunning 4B+Office /3.5 bth residence with Los Gatos Schools. This home offers ~5,033 sqft luxurious living space, 2 suites, on ~1.08 acre of park-like land, just 10 minutes away from the downtown. Custom-built in 1991, it went thru a major renovation in 2017-18. Step inside to the 9-12 ft ceilings, an open floor plan and the peaceful views of the Hills! The main floor features a formal living room, dining room, an office, a large high-end kitchen, a spacious family room, the massive primary suite, a powder room & Laundry. The downstairs offers the 2nd suite, 2 more bedrooms w/ a jack & jill bath and walk-in closets, and a wine cellar. The kitchen showcases abundant Omega cabinetry w/ Italian quartzite countertops, large island under a skylight, 2 prep sinks, Sub-Zero refrigerator, Wolf cook range, Asko dishwasher, &butler's pantry. The spacious primary suite w/ a spa-like bath, walk-in closet & fireplace. Enjoy beautiful HW floors, double-pane windows & doors, Multi-zone HVAC, tankless heater, heated tile floors in all full baths, "TOTO" smart toilets, Porcelanosa premium tiles and designer fixtures. Finished 3-car garage. 6.39KW solar panels & 4 Tesla batteries. This exceptional home combines luxury, nature, and convenience in one of Silicon Valley's most desirable communities.

4 Beds ⋅ 4 Baths ⋅ ML82019338 MLS

Stunning 4B+Office /3.5 bth residence with Los Gatos Schools. This home offers ~5,033 sqft luxurious living space, 2 suites, on ~1.08 acre of park-like land, just 10 minutes away from the downtown. Custom-built in 1991, it went thru a major renovation in 2017-18. Step inside to the 9-12 ft ceilings, an open floor plan and the peaceful views of the Hills! The main floor features a formal living room, dining room, an office, a large high-end kitchen, a spacious family room, the massive primary suite, a powder room & Laundry. The downstairs offers the 2nd suite, 2 more bedrooms w/ a jack & jill bath and walk-in closets, and a wine cellar. The kitchen showcases abundant Omega cabinetry w/ Italian quartzite countertops, large island under a skylight, 2 prep sinks, Sub-Zero refrigerator, Wolf cook range, Asko dishwasher, &butler's pantry. The spacious primary suite w/ a spa-like bath, walk-in closet & fireplace. Enjoy beautiful HW floors, double-pane windows & doors, Multi-zone HVAC, tankless heater, heated tile floors in all full baths, "TOTO" smart toilets, Porcelanosa premium tiles and designer fixtures. Finished 3-car garage. 6.39KW solar panels & 4 Tesla batteries. This exceptional home combines luxury, nature, and convenience in one of Silicon Valley's most desirable communities.

15955 Cerro Vista CT, Los Gatos

Listed by Maggie Li, 650-533-7351 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Katie Keeler from EXPCA

$5,400,000

A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

6 Beds ⋅ 6 Baths ⋅ ML82030875 MLS

A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

101 Glen Ridge AVE, Los Gatos

Listed by Barton Call, 408-483-9632 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Mahnaz Westerberg from AGNC

$4,700,000

Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

5 Beds ⋅ 4 Baths ⋅ ML82030291 MLS

Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

108 Teresita WAY, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Mary Pope-Handy from SGP

$2,680,000

Welcome to this stunning Los Gatos Estate, a rare luxury retreat on 2.5 peaceful acres surrounded by towering redwoods and natures beauty. Offering over 4,000 sq ft of elegant living space, this custom-built home blends architectural craftsmanship, modern upgrades, and serene mountain views. The spacious two-level floor plan features multiple living areas, a dramatic great room, a custom-ceiling primary suite, and flexible bonus rooms perfect for multigenerational living, creative work, or a private studio. A detached 1-bed, 1-bath guest cottage (ADU) is leased at $2,850 per month through July 2026, providing steady rental income and investment potential. Over $700K in upgrades include a designer Thermador kitchen, dual 5,000-gallon water tanks, advanced water filtration, new drainage, upgraded pump, and a paved private road. Enjoy fiber-optic internet, an outdoor fireplace, storage sheds, and open-air terraces ideal for entertaining or peaceful mornings with coffee. Just 12 minutes from downtown Los Gatos, this exceptional estate offers the ultimate combination of luxury living, income potential, and privacy in one of Silicon Valleys most desirable locations, surrounded by scenic trails, wineries, and top-rated schools.

4 Beds ⋅ 3 Baths ⋅ ML82026381 MLS

Welcome to this stunning Los Gatos Estate, a rare luxury retreat on 2.5 peaceful acres surrounded by towering redwoods and natures beauty. Offering over 4,000 sq ft of elegant living space, this custom-built home blends architectural craftsmanship, modern upgrades, and serene mountain views. The spacious two-level floor plan features multiple living areas, a dramatic great room, a custom-ceiling primary suite, and flexible bonus rooms perfect for multigenerational living, creative work, or a private studio. A detached 1-bed, 1-bath guest cottage (ADU) is leased at $2,850 per month through July 2026, providing steady rental income and investment potential. Over $700K in upgrades include a designer Thermador kitchen, dual 5,000-gallon water tanks, advanced water filtration, new drainage, upgraded pump, and a paved private road. Enjoy fiber-optic internet, an outdoor fireplace, storage sheds, and open-air terraces ideal for entertaining or peaceful mornings with coffee. Just 12 minutes from downtown Los Gatos, this exceptional estate offers the ultimate combination of luxury living, income potential, and privacy in one of Silicon Valleys most desirable locations, surrounded by scenic trails, wineries, and top-rated schools.

23110 Old Santa Cruz HWY, Los Gatos

Listed by Yvette Petersen, 408-368-3291 from KW Santa Clara Valley Inc
(If provided) CoList: from

Sold listing courtesy of Emily Shangkuan from BLOC

$8,000,000

5 Beds ⋅ 5 Baths ⋅ ML82025266 MLS

17050 Wild WAY, Los Gatos

Listed by Paul Younan, 408-315-1172 from Compass
(If provided) CoList: from

Sold listing courtesy of Monica Thomas from COMPS

$4,350,000

A rare Los Gatos offering, this custom-built estate by renowned builder Steve Nazzal exemplifies ground-up craftsmanship, timeless architecture, and modern sophistication. Designed for effortless entertaining, it features grand open spaces, bespoke finishes, and a seamless connection between indoor and outdoor living. Expansive deck overlook twinkling city lights, while lush, resort-style grounds and thoughtful design create an atmosphere of elegance and ease.

5 Beds ⋅ 5 Baths ⋅ ML82024705 MLS

A rare Los Gatos offering, this custom-built estate by renowned builder Steve Nazzal exemplifies ground-up craftsmanship, timeless architecture, and modern sophistication. Designed for effortless entertaining, it features grand open spaces, bespoke finishes, and a seamless connection between indoor and outdoor living. Expansive deck overlook twinkling city lights, while lush, resort-style grounds and thoughtful design create an atmosphere of elegance and ease.

129 Dover ST, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Gummow from Christie's International Real Estate Sereno

Sold listing courtesy of Edie Halenbeck from COMPS

$1,690,000

Mid-Century Modern Gem with 5-Bedrooms, 3-Full Bathrooms, 2-Half Bathrooms, 3,860 Sq Ft, situated on 2.9 acres of mostly flat usable land with full sun all day and spectacular ocean views. The main house offers 3-Bedrooms, 2-Full Bathrooms, and 2 Half Bathrooms. A true Mid-Century Modern with clean lines, seamless indoor-outdoor living with expansive windows, high open beam ceilings, slate floors, sunken living room with 2-way stone fireplace, built-in couches, hidden wet bar and workspace, Large kitchen w/newer appliances, laundry room and a serene primary retreat. The 2 additional bedrooms have their own private wing with a sitting area and full bathroom. The attached ADU has 2-bedrooms, 1-bathroom, private entrance, full kitchen, living room with slider to back patio. The ADU is perfect as a private guest wing, multi-generational living, or to rent out. Solar panels and batteries are fully owned, 3 sheds and oversized garage for all your storage needs. This is a rare opportunity to own such a spacious property with stunning architectural features and breath-taking ocean views. Located next to Loma Prieta Winery. Visit Rancho Prieta today, before its gone.

5 Beds ⋅ 5 Baths ⋅ ML82023399 MLS

Mid-Century Modern Gem with 5-Bedrooms, 3-Full Bathrooms, 2-Half Bathrooms, 3,860 Sq Ft, situated on 2.9 acres of mostly flat usable land with full sun all day and spectacular ocean views. The main house offers 3-Bedrooms, 2-Full Bathrooms, and 2 Half Bathrooms. A true Mid-Century Modern with clean lines, seamless indoor-outdoor living with expansive windows, high open beam ceilings, slate floors, sunken living room with 2-way stone fireplace, built-in couches, hidden wet bar and workspace, Large kitchen w/newer appliances, laundry room and a serene primary retreat. The 2 additional bedrooms have their own private wing with a sitting area and full bathroom. The attached ADU has 2-bedrooms, 1-bathroom, private entrance, full kitchen, living room with slider to back patio. The ADU is perfect as a private guest wing, multi-generational living, or to rent out. Solar panels and batteries are fully owned, 3 sheds and oversized garage for all your storage needs. This is a rare opportunity to own such a spacious property with stunning architectural features and breath-taking ocean views. Located next to Loma Prieta Winery. Visit Rancho Prieta today, before its gone.

800 Rancho Prieta RD, Los Gatos

Listed by Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Green from COMPS

$1,750,000

Secluded contemporary split-level in the Los Gatos Mountains, minutes from downtown, on 2.8 park-like acres along a private road with garden space, chicken coop, sand volleyball court, and equestrian possibilities within fully fenced grounds and an electric gate. The 4-bedroom, 4-bath main home plus 736 sq ft ADU with full kitchen & loft offers versatile living, abundant storage, & bonus spaces. Enter into the formal living room with a vaulted ceiling, fireplace, & built-in cabinetry. A few steps down, the lower-level primary suite features a large bedroom, sitting area with built-in window seats, flex space, wood-burning stove, & spa-inspired ensuite. On the main floor, the remodeled chefs kitchen with granite countertops & large island opens to a breakfast nook & open-concept family room with vaulted ceiling & wood-burning stove, plus a separate dining room. Three additional bedrooms include an upper-level guest suite with full bath, two main-floor bedrooms & full baths, and a dedicated office. Highlights include a loft, mudroom with laundry, oversized two-car garage with workshop, partial basement with storage or wine cellar potential, & a 24KW Generac generator. Relaxed mountain living just 5 minutes to Hwy 17, 15 minutes to downtown Los Gatos, & easy Silicon Valley access.

5 Beds ⋅ 5 Baths ⋅ ML82023300 MLS

Secluded contemporary split-level in the Los Gatos Mountains, minutes from downtown, on 2.8 park-like acres along a private road with garden space, chicken coop, sand volleyball court, and equestrian possibilities within fully fenced grounds and an electric gate. The 4-bedroom, 4-bath main home plus 736 sq ft ADU with full kitchen & loft offers versatile living, abundant storage, & bonus spaces. Enter into the formal living room with a vaulted ceiling, fireplace, & built-in cabinetry. A few steps down, the lower-level primary suite features a large bedroom, sitting area with built-in window seats, flex space, wood-burning stove, & spa-inspired ensuite. On the main floor, the remodeled chefs kitchen with granite countertops & large island opens to a breakfast nook & open-concept family room with vaulted ceiling & wood-burning stove, plus a separate dining room. Three additional bedrooms include an upper-level guest suite with full bath, two main-floor bedrooms & full baths, and a dedicated office. Highlights include a loft, mudroom with laundry, oversized two-car garage with workshop, partial basement with storage or wine cellar potential, & a 24KW Generac generator. Relaxed mountain living just 5 minutes to Hwy 17, 15 minutes to downtown Los Gatos, & easy Silicon Valley access.

215 Marty RD, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Matthew Luan from NTERO

$2,300,000

A locally famous dinosaur sculpture park greets you at this exceptional mountain estate, boasting 270 degree panoramic mountain & bay views! Sunny, flat/gently sloped acreage offers an abundance of usable land to add an ADU, orchard, vineyard, horses, sport court, pool etc. The interior centers around a stunning remodeled kitchen with custom cabinetry, gorgeous quartz counters, incorporating breakfast dining, all open to the cozy den with brick fireplace. Oak beams, paneling & moldings showcase custom craftsmanship throughout the home. Separate formal dining & living rooms with panoramic views, flank the grand entry hall. Entertainers will love the recreation room with bar, display cabinetry and shelving for your liquors/glasses. The primary suite features a remodeled oversized stall shower and sunny deck. 2 further beds and full bath in the opposite wing. Attached 2 car garage plus detached garage/workshop with loft. Automatic gates at the main entry with paver driveway, an alternative 'tradesmans entrance' opens to a circular driveway to the back door/laundry room, then exits onto Skyland. Beyond the expansive lush lawn is a natural meadow/pasture. 'The dinosaurs' are a popular, local landmark, much loved by the local mountain community. First time on the market in 4 decades!

3 Beds ⋅ 3 Baths ⋅ ML82016007 MLS

A locally famous dinosaur sculpture park greets you at this exceptional mountain estate, boasting 270 degree panoramic mountain & bay views! Sunny, flat/gently sloped acreage offers an abundance of usable land to add an ADU, orchard, vineyard, horses, sport court, pool etc. The interior centers around a stunning remodeled kitchen with custom cabinetry, gorgeous quartz counters, incorporating breakfast dining, all open to the cozy den with brick fireplace. Oak beams, paneling & moldings showcase custom craftsmanship throughout the home. Separate formal dining & living rooms with panoramic views, flank the grand entry hall. Entertainers will love the recreation room with bar, display cabinetry and shelving for your liquors/glasses. The primary suite features a remodeled oversized stall shower and sunny deck. 2 further beds and full bath in the opposite wing. Attached 2 car garage plus detached garage/workshop with loft. Automatic gates at the main entry with paver driveway, an alternative 'tradesmans entrance' opens to a circular driveway to the back door/laundry room, then exits onto Skyland. Beyond the expansive lush lawn is a natural meadow/pasture. 'The dinosaurs' are a popular, local landmark, much loved by the local mountain community. First time on the market in 4 decades!

5 Ocean View RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

Sold listing courtesy of Madeline Skinner from OBBMCURBAN

$6,200,000

Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

7 Beds ⋅ 7 Baths ⋅ ML82021197 MLS

Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

16420 S Kennedy RD, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Erin Burke from CBR

$5,850,000

Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

5 Beds ⋅ 5 Baths ⋅ ML82021076 MLS

Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

17435 Phillips AVE, Los Gatos

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric Chang from CRBG

$5,250,000

Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

6 Beds ⋅ 8 Baths ⋅ ML82017888 MLS

Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

16383 Aztec Ridge DR, 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

Sold listing courtesy of Yan Tian from BOR

$6,500,000

Beautiful single level Craftsman style home located in the highly desirable Surrey Farms neighborhood! Ideal floor plan for combination of family comfort and resort style living with the seamless indoor outdoor integration. The gourmet kitchen is a true centerpiece with double islands, bar seating, eat-in dining area, double ovens, large walk-in pantry, Wolf range and Sub-Zero refrigerator. Open concept to a spacious family room with a wet bar, wine refrigerator and French doors leading to the stunning backyard retreat. Additional TV room sits adjacent to a stylish private office w/ full bath accessible from backyard. The expansive primary suite offers backyard access, dual walk-in closets, frame less glass shower, large jetted tub, dual vanities and a makeup counter. This exceptional property features newer hardwood flooring throughout, LED lighting, high ceilings, solar with Tesla power walls for house and separate solar system for the pool. The backyard is built for entertaining with a spacious patio, lawn area, sparkling pool & spa and a cozy fire pit offering the ultimate indoor-outdoor lifestyle. Oversized 3-car garage w/ EV charger. Bonus 241 sq ft loft perfect for workout or private office/study area. Wonderful built-in cabinetry. Terrific storage throughout. Immaculate!

5 Beds ⋅ 6 Baths ⋅ ML82019222 MLS

Beautiful single level Craftsman style home located in the highly desirable Surrey Farms neighborhood! Ideal floor plan for combination of family comfort and resort style living with the seamless indoor outdoor integration. The gourmet kitchen is a true centerpiece with double islands, bar seating, eat-in dining area, double ovens, large walk-in pantry, Wolf range and Sub-Zero refrigerator. Open concept to a spacious family room with a wet bar, wine refrigerator and French doors leading to the stunning backyard retreat. Additional TV room sits adjacent to a stylish private office w/ full bath accessible from backyard. The expansive primary suite offers backyard access, dual walk-in closets, frame less glass shower, large jetted tub, dual vanities and a makeup counter. This exceptional property features newer hardwood flooring throughout, LED lighting, high ceilings, solar with Tesla power walls for house and separate solar system for the pool. The backyard is built for entertaining with a spacious patio, lawn area, sparkling pool & spa and a cozy fire pit offering the ultimate indoor-outdoor lifestyle. Oversized 3-car garage w/ EV charger. Bonus 241 sq ft loft perfect for workout or private office/study area. Wonderful built-in cabinetry. Terrific storage throughout. Immaculate!

106 Longmeadow DR, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Drew Reid from CBR

$6,250,000

Built in 2008 by Greenbriar Homes, this single-level Mediterranean estate sits in the prestigious Shannon Valley Ranch, an enclave of only 13 residences across 80 acres. Spanning 4,612 square feet, the dramatic open design features six bedrooms and five and a half baths. The formal entry opens to soaring ceilings, wide sunlit hallways, and elegant gathering spaces, including a living room with coffered beam ceilings, a lavish dining room with butlers pantry, wet bar, and wine display. The chef's kitchen boasts Wolf and Sub-Zero appliances, cherry cabinetry, granite counters, oversized island, hand-scraped floors, and a casual dining nook flowing seamlessly into the family great room. Three fireplaces enhance the warmth, while two en suite bedrooms and a luxurious primary retreat with fireplace, dual walk-in closets, and spa bath ensure comfort. On 2.2 flat west-facing acres with views of the hills and valley, the resort-style grounds include a Pebble Tec pool with waterfall and spa, full outdoor kitchen and pizza oven under a gazebo, fire pit, sports grounds, and multiple patios. Additional highlights: three-car garage, city utilities, solar pool system, and a prime location minutes to Whole Foods, top Los Gatos schools, and downtown.

6 Beds ⋅ 6 Baths ⋅ ML82018567 MLS ⋅ Shannon Valley Ranch BLDG.

Built in 2008 by Greenbriar Homes, this single-level Mediterranean estate sits in the prestigious Shannon Valley Ranch, an enclave of only 13 residences across 80 acres. Spanning 4,612 square feet, the dramatic open design features six bedrooms and five and a half baths. The formal entry opens to soaring ceilings, wide sunlit hallways, and elegant gathering spaces, including a living room with coffered beam ceilings, a lavish dining room with butlers pantry, wet bar, and wine display. The chef's kitchen boasts Wolf and Sub-Zero appliances, cherry cabinetry, granite counters, oversized island, hand-scraped floors, and a casual dining nook flowing seamlessly into the family great room. Three fireplaces enhance the warmth, while two en suite bedrooms and a luxurious primary retreat with fireplace, dual walk-in closets, and spa bath ensure comfort. On 2.2 flat west-facing acres with views of the hills and valley, the resort-style grounds include a Pebble Tec pool with waterfall and spa, full outdoor kitchen and pizza oven under a gazebo, fire pit, sports grounds, and multiple patios. Additional highlights: three-car garage, city utilities, solar pool system, and a prime location minutes to Whole Foods, top Los Gatos schools, and downtown.

286 Mountain Laurel LN, Los Gatos

Listed by Benjamin Frieden, 408-888-9507 from KW Bay Area Estates
(If provided) CoList: Jason D'amico from KW Bay Area Estates

Sold listing courtesy of Sherri J. Stoneberger from LREA

$850,000

FIRST TIME ON THE MARKET SINCE 1973 CONTRACTOR OPPORTUNITY. This is a million dollar sight with a ten million dollar view. If you have driven Bear Creek road you know this spot, laying between David Bruce and Bytington wineries. HUGE VIEWS across the valley to Monterey bay and beyond! 3917 square feet of sprawling living space per owner, with a second story downstairs. Purchased by our seller in 1973 as a Triplex. For the past many decades has lived in one unit and rented the ADU, using the third unit as a gym shop space. Started a remodel several years ago and had knee surgery which stopped all progress. Last tenant stayed 16 years and moved out a year ago. guest unit is almost ready, and the main house needs a complete new vision and remodel. Much deferred maintenance and unfinished projects do to age and physical limitations of our dear owner. In and out driveways with ample parking and carport for two, new steel roof on the current guest unit. Sunny hillside and front yard area, great for growing tomatoes and more! Los Gatos School district, with Santa Cruz County address. This is a rough version of a Big Sur style artists hideaway. 10 minutes from downtown Los Gatos and 25 to the heart of Silicon Valley. Terrific compound or multi living situation for creative buyer.

ML82018538 MLS

FIRST TIME ON THE MARKET SINCE 1973 CONTRACTOR OPPORTUNITY. This is a million dollar sight with a ten million dollar view. If you have driven Bear Creek road you know this spot, laying between David Bruce and Bytington wineries. HUGE VIEWS across the valley to Monterey bay and beyond! 3917 square feet of sprawling living space per owner, with a second story downstairs. Purchased by our seller in 1973 as a Triplex. For the past many decades has lived in one unit and rented the ADU, using the third unit as a gym shop space. Started a remodel several years ago and had knee surgery which stopped all progress. Last tenant stayed 16 years and moved out a year ago. guest unit is almost ready, and the main house needs a complete new vision and remodel. Much deferred maintenance and unfinished projects do to age and physical limitations of our dear owner. In and out driveways with ample parking and carport for two, new steel roof on the current guest unit. Sunny hillside and front yard area, great for growing tomatoes and more! Los Gatos School district, with Santa Cruz County address. This is a rough version of a Big Sur style artists hideaway. 10 minutes from downtown Los Gatos and 25 to the heart of Silicon Valley. Terrific compound or multi living situation for creative buyer.

21460 Bear Creek RD, Los Gatos

Listed by Gordon Rudy, 408-316-5975 from Schwarzbach Associates
(If provided) CoList: from

Sold listing courtesy of Nancy Gard from HC44P

$6,940,000

Don't wait! For a limited time Seller will entertain offers between $7.3M and $8M for the entire 9.6 acre property with ability to capture up to 3 legal developable parcels. One parcel currently offered for sale at $1.8M pending approvals (ML82017796). Options abound: keep the existing home while gaining two new parcels to develop or sell, offset costs by selling one or more parcels, or double the property's underlying value and hold for generational wealth. Arguably one of the finest estate properties in Los Gatos, this fully fenced and gated retreat offers unmatched privacy features sweeping 270 degree views of bucolic hills and the valley below. Despite being less than 5 minutes to Los Gatos Blvd, this multi-acre property features meandering trails wind through organic fruit trees, custom enclosures, and landscaped grounds with sunset vistas. Outdoor amenities include bocce, volleyball, swimming, and multiple gathering areas. The recently updated home is centered around a beautiful courtyard entry and features spacious bedrooms, a serene office, and multiple entertainment spaces. Expansive Brazilian Ipe decking surrounds the residence, framing sweeping hillside views. Located minutes from Los Gatos High, fine dining, and shopping, and served by top-rated Los Gatos schools.

4 Beds ⋅ 4 Baths ⋅ ML82017790 MLS

Don't wait! For a limited time Seller will entertain offers between $7.3M and $8M for the entire 9.6 acre property with ability to capture up to 3 legal developable parcels. One parcel currently offered for sale at $1.8M pending approvals (ML82017796). Options abound: keep the existing home while gaining two new parcels to develop or sell, offset costs by selling one or more parcels, or double the property's underlying value and hold for generational wealth. Arguably one of the finest estate properties in Los Gatos, this fully fenced and gated retreat offers unmatched privacy features sweeping 270 degree views of bucolic hills and the valley below. Despite being less than 5 minutes to Los Gatos Blvd, this multi-acre property features meandering trails wind through organic fruit trees, custom enclosures, and landscaped grounds with sunset vistas. Outdoor amenities include bocce, volleyball, swimming, and multiple gathering areas. The recently updated home is centered around a beautiful courtyard entry and features spacious bedrooms, a serene office, and multiple entertainment spaces. Expansive Brazilian Ipe decking surrounds the residence, framing sweeping hillside views. Located minutes from Los Gatos High, fine dining, and shopping, and served by top-rated Los Gatos schools.

15651 Kennedy RD, Los Gatos

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

Sold listing courtesy of George Lee from FT23T

$7,350,000

One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

5 Beds ⋅ 6 Baths ⋅ ML82015557 MLS

One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

23020 Old Santa Cruz HWY, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

Sold listing courtesy of Amin Kuchaki Rafsanjani from PY2PP