Los Gatos CA 3000+ Sq. Ft. Real Estate, Homes, Condos for Sale

10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS

Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $55,000 a month on a year to year basis,

18911 Decatur RD, Los Gatos

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

$1,100,000

3 Beds ⋅ 3 Baths ⋅ ML82056631 MLS

This is an AS IS sale. The owner has had the septic redone. Great income potential property. Located in Los Gatos, this 3,201 sq. ft. home sits on a 2.55-acre lot and offers three bedrooms and three full bathrooms. The living room features a wood stove fireplace, providing a cozy ambiance. The dining area is integrated into the living room, with no separate family room present. The property does not have cooling or garage spaces. Heating is provided by a wood stove. This residence is part of the Loma Prieta Joint Union Elementary School District. This home combines spacious living with a large lot in the city of Los Gatos.

50 Old Orchard RD, Los Gatos

Listed by Jeanne Jensen Shada, 831-438-2208 from Scotts Valley Propty Mgmt.
(If provided) CoList: from

$6,698,888

5 Beds ⋅ 5 Baths ⋅ ML82056345 MLS

This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

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

$4,499,999

5 Beds ⋅ 4 Baths ⋅ ML82055468 MLS

New Construction with an amazing location this single-story 3,032 sqft (2,616 sqft main home + 416 sqft ADU) features a Cape Cod style modern residence by AL Homes. The flexible layout includes a 4BD/3BA main home plus an attached 1BD/1BA ADU, a 504 sqft attached two-car garage, and solar for enhanced energy efficiency. Bright, airy interiors offer ceilings up to 14'4", dual 12' sliding doors for seamless indooroutdoor living, bedroom skylights, a separate family room, and a welcoming front porch. The primary suite features dual closets and a spa-style bath with double sinks, a walk-in shower, and a soaking tub. The low-maintenance backyard includes an expansive deck and multiple seating areas ideal for meetings, entertaining and enjoying the California weather. Located in an amazing walkable neighborhood just a short distance to downtown dining, boutiques, and schools. Served by the top-rated Los Gatos Union School District (including Louise Van Meter Elementary and Los Gatos High School). Buyer to verify all information.

16970 Cypress WAY, Los Gatos

Listed by Tony Alarcon, 408-460-4845 from Intero Real Estate Services
(If provided) CoList: Axis Elite Team from Aspire Homes

$6,995,000

5 Beds ⋅ 4 Baths ⋅ ML82049070 MLS ⋅ Surrey Farms BLDG.

This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

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

$4,648,000

6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS

Nestled among majestic trees just 15 minutes from downtown Saratoga, this architecturally significant modern retreat offers a rare blend of design, privacy, & connection to nature. Showcased in DWELL & thoughtfully integrated into its spectacular 2.9-acre setting, the residence unfolds through walls of glass, soaring ceilings, & extraordinary indoor-outdoor living. Light pours through endless windows, framing meadow & forest views while valley lights shimmer at night. Endless space to build a pool/pool house, ADU, large garages, or keep it as a fenced in pasture for horses. Built in 2018, the home features dramatic living spaces with 20-foot ceilings, a stunning chefs kitchen anchored by an oversized marble island & premium appliances, & a spectacular primary retreat with private terrace and spa-like bath. Designed for both sophisticated entertaining & everyday sanctuary, the flexible floor plan includes multiple guest accommodations, media & recreation spaces, a roof deck & a detached 400-square-foot guest retreat or executive office. Bordered by Castle Rock State Park with direct access to nature, yet remarkably close to downtown dining, shopping, & commuter routes, this is a home for those seeking something truly unforgettable architectural, private, & impossible to replicate.

13755 Skyline BLVD, Los Gatos

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

$1,500,000

3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS

Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

Listed by David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

$1,998,000

5 Beds ⋅ 4 Baths ⋅ ML82055542 MLS

Desirable Villa Del Monte community, beautifully updated single-level residence with the perfect balance of privacy, natural beauty, and modern convenience. Set on approximately 1.08 private acres, the home enjoys natural sunshine, peaceful views, and a tranquil setting just minutes from Highway 17, downtown Los Gatos, the Summit Store, and local wineries.Designed for effortless living and entertaining, the approximately 3,000± sq. ft. home features 5 bedrooms and 3.5 bathrooms, dramatic vaulted ceilings, walls of glass, hardwood floors, and spacious living and family rooms filled with natural light. The thoughtfully designed floor plan includes a private guest suite, creating flexibility for visitors, multigenerational living, or a home office. Solar-heated swimming pool, entertaining deck, and multiple outdoor spaces that embrace the surrounding natural beauty. Additional features include an owned solar electric system, EV charging capability, attached exercise studio/flex space, oversized two-car garage, and circular driveway. Served by award-winning Loma Prieta Elementary, C.T. English Middle, and Los Gatos High, this exceptional property offers the best of California living, peaceful mountain surroundings with convenient access to Silicon Valley and the Santa Cruz coastline.

23502 Skyview TER, Los Gatos

Listed by Tom Correia, 650-823-5441 from The Agency
(If provided) CoList: from

$2,488,000

3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS

Private ridge-top sanctuary just minutes from downtown Los Gatos. Set on approximately 21.6 sun-drenched acres, this exceptional estate offers remarkable privacy, sweeping valley and mountain views, and the perfect balance of peaceful retreat living with convenient Silicon Valley access. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, and a light-filled open floor plan designed to capture breathtaking vistas. A spacious dedicated office provides an ideal work-from-home setting. Generous living areas flow seamlessly to expansive view decks, perfect for entertaining or enjoying spectacular sunsets. A detached guest house/ADU (484 sq ft) adds flexibility for extended family, guests, a studio, or potential rental income. The usable acreage includes private trails, orchard and garden areas, and multiple outdoor spaces. Equipped with owned solar, backup power, and private well, this property blends self-sufficiency with modern comfort. A rare opportunity to own a private Los Gatos mountain estate with space, views, and versatility.

950 Oak Ridge RD, Los Gatos

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

$1,895,000

3 Beds ⋅ 3 Baths ⋅ ML82054109 MLS

AN UNMATCHED MOUNTAIN SANCTUARY WITH EXPANSIVE VIEWS & ENDLESS POTENTIAL! Tucked in the serene Los Gatos hills, 630 Timberline offers a private paradise with panoramic views and mature trees, keeping you close to downtown and top schools. The main home features a rock-solid structure and a light-filled layout framing stunning vistas from every window. It is the ultimate blank canvas, ready for you to create the custom kitchen, bathrooms, and flooring of your dreams! The Crown Jewel: Private Separate Guest Quarters. An attached living space adds incredible versatility. With its own private entrances, a functional kitchenette, and a full bath, this flexible space is perfect for guests, multi-generational living, or a distraction-free home office. An oversized attached garage with a dedicated workshop offers exceptional space for vehicles, hobbies, projects, and storage. An existing barn/outbuilding remains on the property, reflecting its rural mountain heritage and offering potential for future restoration or replacement. Escape the Silicon Valley hustle. Enjoy the home's good structural bones as-is or transform it into a modern masterpiecethe natural surroundings and unbeatable privacy cannot be replicated. Come experience the views today!

630 Timberline, Los Gatos

Listed by Cheryl Cardamon, 888-806-6061 from 1 Percent Lists Smart Rate Realty
(If provided) CoList: from

$2,999,000

5 Beds ⋅ 5 Baths ⋅ ML82050514 MLS

Incredible location for this stunning remodel in the Los Gatos Hills! Gated entry and set on on a private, sunny 1.26 acre lot with gorgeous fountains, beautiful oaks and vineyard, home features a grand entry and flexible floor plan with in-law/adu potential. Upgrades galore with chefs gourmet kitchen featuring a La Cornue range, stunning island/breakfast bar with leather counters, stained glass skylights, walk-in pantry and perfected temp wine room. Lovely living areas with hardwood floors and veranda overlooking vineyard and mountain views and formal dining room. Stunning spa like primary suite with fireplace and private balcony. Lower level features Travertine floors with radiant heating system. 2 en-suite bedrooms plus separate 3 rooms off the garage that makes great in-law or potential adu. Separate office space with sports room has french doors opening to back patio. New windows throughout. Great outdoor space for entertaining with patios, bbq area, bocce ball, raised bed gardens, and storage sheds. Property is fully fenced serviced by Villa del monte water plus agricultural well for vineyard. Central Summit road location near Regale and Burrell wineries and schools. Easy commute location 10 minutes to town 15 to the beach. Loma Prieta Schools and Los Gatos High

23005 Del Monte WAY, Los Gatos

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

$6,250,000

5 Beds ⋅ 7 Baths ⋅ ML82053834 MLS

Welcome Home to 16070 Matilija Dr, a 3,050 SF Main House + 1,000 SF ADU a Gorgeous Estate in a Prestigious Los Gatos Location w/ Saratoga Schools! Set on Over Half an Acre w/ a 4BD Main Home + Detached 1BD ADU, 4 Full & 3 Half Baths & Mountain Views. Driveway w/ Paver Apron, Cultured Limestone Facade, Covered Entry w/ Exterior Chandelier & Oversized Pivot Door Provide Gorgeous Curb Appeal. Open Floor Plan w/ 10' Ceilings, White Oak Wide-Plank Hardwood Floors, Skylights & Sun Tunnels. Great Room w/ 72" Linear Fireplace, Travertine Surround & Multi-Directional Sliding Doors. Chef's Kitchen w/ Raised Ceiling, Skylights, Long Quartzite Island, Lavender Marble Counters & Backsplash, Pass-Through Bi-Fold Windows, Viking & Wolf Appliances. Primary Suite w/ Mountain Views, Back Garden Access, Custom Walk-In Closet & Spa-Like Ensuite w/ Radiant Heat, Dual Vanity, Oversized Shower & Standalone Tub. Detached ADU w/ Full Kitchen, Laundry, Bedroom Suite & Mini-Split Heating/Cooling. Finished 2-Car Garage w/ Epoxy Floors, Cabinetry, Skylights & Half Bath. Back Patio w/ Pergola, Outdoor Kitchen, Artificial Lawn, Water Feature & Resort-Style Landscaping. Minutes to Downtown Los Gatos & Saratoga, Farmers Markets, Hwy 17, Apple & NVIDIA.

16070 Matilija DR, Los Gatos

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

Sold listing courtesy of Arthur Sharif from SIR

$1,798,000

4 Beds ⋅ 3 Baths ⋅ ML82051834 MLS

Motivated, owner financing available. Live your dream in the Santa Cruz Mountains on nearly 4 private, park-like acres, just 20 minutes from downtown Los Gatos and located within one of CA sought-after school districts. This beautifully maintained home offers the perfect blend of privacy and comfort, with numerous upgrades throughout. Featuring 3 beds, 3 baths, an office, and several additional flexible-use rooms, the home can easily be customized to fit your lifestyle and needs. Natural light fills the spacious interior, while the chef's kitchen is perfect for everyday living and entertaining. Additional features include an oversized garage, generator backup system, RV and boat parking, and outdoor space to expand your vision. The property is dotted with mature fruit trees and offers plenty of room for additional orchards, gardens, or even a small vineyard. Appreciate the peaceful setting and endless possibilities. A small barn, which could also be a detached workshop/man cave, and outbuildings provide exceptional flexibility for hobbies, storage, or creative projects. Whether you're seeking an entertainer's paradise or a unique property with room to grow, this exceptional Los Gatos home delivers. We are offering a flooring credit. Huge attic for an additional room.

26175 Pierce RD, Los Gatos

Listed by Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

$3,035,000

3 Beds ⋅ 3 Baths ⋅ ML82053525 MLS

Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

Listed by Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

$2,950,000

5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS

Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos

Listed by Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Yvonne Szu from NTERO

$4,498,000

4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS

Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos

Listed by Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

$3,800,000

6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS

Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

$2,750,000

5 Beds ⋅ 4 Baths ⋅ ML82049542 MLS

Perched on a picturesque 2.25 acres of sunny, usable land with mountain & partial ocean views in the desirable Los Gatos Mountains, this beautiful updated home offers 3,417 sq ft of living space just mins from Hwy 17. The gourmet kitchen features Viking & Thermador appliances, Miele built-in coffee system, center island, & custom cabinetry. The kitchen opens to the dining & living rooms with soaring ceilings, abundant natural light, & wood-burning fireplace. A lower level family room offers space for entertaining with access to the outdoor patio. The spacious light filled primary suite features a remodeled bathroom with soaking tub, oversized shower & dual walk-in closets. The outdoor amenities include an expansive covered pergola with custom bar, dining & lounge areas ideal for large gatherings or events, fire pit, sports court, & detached game room. The fully fenced gated grounds offer open lawn areas, mature redwoods, a hot tub with serene mountain views, ample parking & multiple outdoor spaces to unwind. Additional highlights include owned solar, whole-house generator, a 400 sq ft 1-bed 1-bath guest unit ideal for multigenerational living or rental income. Served by the exceptional Los Gatos-Saratoga High School District. 15 mins to Los Gatos and 20 mins to Santa Cruz.

23457 Summit RD, Los Gatos

Listed by Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,500,000

5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS

Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos

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

$1,998,000

4 Beds ⋅ 3 Baths ⋅ ML82050576 MLS

Location is everything. Nestled within the close-knit Villa Del Monte community, this exceptional property offers peace, beauty, sunshine, clean air, and serenity with easy access to everything you need. Whether you are commuting into Silicon Valley or heading for a day in Santa Cruz, being this close to Highway 17 ensures you are never far from where you want to be. This property offers the perfect blend of privacy, sunshine, and usable land. Situated on a private and largely flat lot, you have space to relax and enjoy. The backyard and luxurious swimming pool with solar heat benefit from Southern exposure and all day sun. Outstanding floor plan. Formal living room and separate family room for both daily family life and large gatherings. The upstairs bedroom could be a home office, gym or yoga retreat. Updated kitchen with gas range, double oven, lots of storage and a bay window that looks out onto the pool and backyard. Two fireplaces. A private well means no monthly water bill. Enjoy close proximity to local, top rated schools Loma Prieta, CT English, Los Gatos High. Just minutes from the Summit Store and several local wineries for groceries, gourmet treats and drinks with friends. Enjoy the best of CA living. Mountain privacy amidst the trees and under the stars.

23444 Skyview TER, Los Gatos

Listed by Brian Bernasconi, 408-979-1400 from Christie's International Real Estate Sereno
(If provided) CoList: from

$11,600,000

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

$2,999,999

4 Beds ⋅ 3 Baths ⋅ ML82049095 MLS

This exceptional Los Gatos Mountains estate offers a rare blend of elegance, privacy, and natural beauty. The custom-built Queen Anne Victorian sits on 22 acres, surrounded by majestic redwoods, sunny open spaces, and a 20k SF curated garden with orchard, specimen plantings, a bespoke European fountain, outdoor kitchen, and dining areas. A one-mile private trail with storybook bridges over Burrell Creek winds through the property, creating a peaceful, nature-filled retreat unlike anything in Silicon Valley. Yet Los Gatos, Capitola, and Summit Store are just minutes away. Inside, exceptional craftsmanship shines through coffered and boxed-beam ceilings, custom millwork, French doors, hardwood floors and designer finishes. The gourmet chefs kitchen features an oversized island, artisan cabinetry, Viking range, Thermador appliances, and Sub-Zero refrigerator. Designed for year-round indoor/outdoor living, light-filled rooms capture beautiful views throughout. Luxurious primary suite with a spa-inspired bath. Flexible guest and office spaces for modern living. Two wells, 30k G of water storage, backup generator, excellent internet, security system, and meticulous maintenance. Elegant, comfortable, and deeply connected to nature, this is a truly extraordinary place to call home.

24431 Soquel San Jose Road, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$6,995,000

5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.

Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

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

$4,900,000

5 Beds ⋅ 5 Baths ⋅ ML82041948 MLS

Exquisite East Los Gatos Retreat tucked away on a private cul-de-sac of 4 custom built homes in the Heritage Grove neighborhood, this 5-bed, 4.5-bath estate offers 4,195 SF of masterfully upgraded luxury. Note that 5th bedroom is used as an office and it does not have a closet. While the rest of Heritage Grove was completed five years earlier, this residence stands apart with unique craftsmanship and a sprawling 0.44-acre lot. The resort-style backyard features an infinite edge pool with an inground spa, fire pit, and BBQ island. Inside, the master suite is a sanctuary, boasting a private back deck screen room with a swing bed. The massive master bath includes 3 sinks, two toilets plus a bidet, a large jacuzzi tub, and a walk-in shower with attached his and hers walk-in closets. Enjoy expansive views of Silicon Valley, from Moffett Field to downtown and the East Bay hills. For outdoor enthusiasts, the Heintz Open Space Trailhead is literally steps away just walk out the front door and to the right. High-end upgrades include new stucco, a travertine porch, and fully owned solar. Located near top-tier schools like Alta Vista Elementary, Union Middle, and Leigh High, 100 Heintz offers the pinnacle of luxury. This home perfectly balances a private retreat with vibrant valley energy.

100 Heintz CT, Los Gatos

Listed by Ismar Maslic, 408-877-6000 from Montalvo Realty
(If provided) CoList: from

Sold listing courtesy of Anita Mohite from ATFIN

$3,298,888

5 Beds ⋅ 4 Baths ⋅ ML82038848 MLS

Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

Listed by David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

$3,650,000

4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erfan Modir from NTERO

$7,800,000

5 Beds ⋅ 5 Baths ⋅ ML82044168 MLS

A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

140 Twin Oaks DR, Los Gatos

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

Sold listing courtesy of Lisa Radding from CBR

$2,998,000

5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS

Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty

$4,998,000

6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS

$1,000,000 PRICE IMPROVEMENT! BEST VALUE IN LOS GATOS Welcome to this newly constructed compound estate on over 10 acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat offers three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa features 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step into your private vineyard, which produces your own privatelabeled wine, and you are greeted by an impressive AutoHouse for car enthusiasts. The Auto House offers five car bays for collectors, plus an office and wet bar, creating an ideal setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a live barn with 8 stalls for livestock or equestrian use. Configured as a working farm, the barn includes laundry and a bathroom downstairs, with a fully permitted 2-bedroom, 2 bathroom living space upstairs. Perfect for ranch hands, rental income, guests, or returning adult children. Approximately 3 miles from Downtown Los Gatos, you enjoy privacy while still close to shops, dining, and amenities. Award winning schools, hiking trails and scenic views this is a property you don't want to miss!

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services

$1,950,000

4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.

Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

$6,250,000

4 Beds ⋅ 3 Baths ⋅ ML82045746 MLS

Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

227 Alexander AVE, 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 Greg Simpson from KWLGE

$2,050,000

5 Beds ⋅ 3 Baths ⋅ ML82045668 MLS

For comp purposes, sold with APN 091-021-11-000 Lovely ranch style home with kitchen updates, fresh paint, new carpets. Views and small vineyard.

21420 Bear Creek RD, Los Gatos

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

Sold listing courtesy of Christopher Braun from ROOM

$5,500,000

4 Beds ⋅ 4 Baths ⋅ ML82045580 MLS

Listing & Sale added For Comp purposes.

16250 Brooke Acres DR, Los Gatos

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS

$4,000,499

4 Beds ⋅ 4 Baths ⋅ ML82045562 MLS ⋅ Heritage Grove of Los Gatos BLDG.

Welcome to 116 Regent Dr in Los Gatos in the desirable Heritage Grove development and nearby to the Heintz Open Space Preserve. This home offers lovely vistas of the valley floor across to Mount Diablo. This home offers 3,320±sf of living space on a .25 acre lot. A spacious bonus room/formal office and separate living room with a gas fireplace are located off the entry. A formal dining room offers an abundance of entertainment space. The kitchen opens to a great room which offers high ceilings, a wood-burning fireplace, and large windows overlooking the verdant backyard. The kitchen features a gas cooktop, built-in double oven, island with sink, granite counters, built-in refrigerator, and dishwasher. Upstairs are 4 beds and 3 baths, including the primary suite. The primary offers a private balcony and windows overlooking beautiful valley views featuring a double-sink vanity, large jetted soaking tub, separate stall shower, and spacious walk-in closet. There is a second en-suite bed, and beds 3 and 4 conveniently share a Jack and Jill bath. The backyard has a wide variety of fruit trees, including fig, apricot, pomegranate, orange, lemon, loquat, peach, persimmon, and avocado. Conveniently located near hiking trails with easy access to Hwy 85. Alta Vista Elementary.

116 Regent DR, Los Gatos

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

Sold listing courtesy of Moe Baniani from COMPS

$2,000,000

3 Beds ⋅ 2 Baths ⋅ ML82043236 MLS

This Los Gatos Mountain estate was designed to take in take in the captivating views while perched on 2.4 sunny, flat acres. Pull in through your private gate and pull up in the circular driveway. Mar Vista is a perfect blend of modern living and natural beauty. Wood framed windows take in the distant canyon views and peaks of the Monterey Bay. Striking modern kitchen with high end appliances make entertaining a joy while your guests relax in the open floor plan concept, read in the charming library, or soak up the sun on the ample decking. Summer is waiting for you to enjoy your outdoor bar and built-in BBQ! A forth bonus bedroom/office adds living flexibility. Expansive solarium for your home gym, art studio, or new hobby. Newer fully-owned solar panels for your energy needs. Plenty of useable land for creating your own mini orchard or home garden. Close to outstanding wineries, gourmet grocery store, and mountain biking/hiking at Soquel Demostration Forest. Excellent schools including Los Gatos High School. This truly is a remarkable opportunity that everyone instantly falls in love with!

25991 Mar Vista CT, Los Gatos

Listed by Angele Price, 408-605-3005 from Compass
(If provided) CoList: from

Sold listing courtesy of Travis Conte from BHHS

$4,410,000

5 Beds ⋅ 5 Baths ⋅ ML82044313 MLS

Most homes make you choose. Space or location. Privacy or convenience. Modern construction or character. This one doesn't ask you to compromise. Built in 2021 at the quiet end of a street where the only traffic is your own, this modern farmhouse stretches across 3,368 SF on a 10,000+ SF lot. A fully paid-off Tesla solar system with 4 Powerwall backup batteries keeps everything running, even when the grid doesn't. The kitchen is where the house earns its keep. Marble counters, Thermador appliances, gas range, and a great room with fireplace just steps away for the nights that start with cooking and end with conversation. European hardwood floors throughout. Downstairs, a bedroom with full bath offers multigenerational living for those who need it. Upstairs, four bedrooms find their own space: a primary suite with walk-in closet and spa ensuite, a second ensuite bedroom, and two bedrooms connected by a Jack and Jill bath. The backyard doesn't need your weekends. An evergreen, low-maintenance yard, covered veranda, and patio handle that. Three-car garage with custom built-in cabinetry. Dual-zone AC throughout. Walk to Alta Vista Elementary (10/10). Minutes to Union Middle (9/10) and Leigh High (10/10). 2.5 miles to downtown Los Gatos. A home this complete doesn't come up twice.

102 Palo Colorado DR, Los Gatos

Listed by Josephine Davis, 408-827-8555 from Infiniti Real Estate
(If provided) CoList: Valerie Trang from Infiniti Real Estate

Sold listing courtesy of Valerie Trang from INFI

$5,030,000

5 Beds ⋅ 4 Baths ⋅ ML82044854 MLS

Spectacular, panoramic views distinguish this exceptional residence at 108 Harwood Court, Los Gatos. Encompassing approximately 4,471 square feet and situated on 1.2 acres, the home offers 5 bedrooms and 3.5 bathrooms, thoughtfully designed to accommodate both formal entertaining and comfortable daily living. The well-appointed kitchen is equipped with a chefs gas cooktop, granite countertops, and a generous pantry. Newly refinished hardwood floors and an elegant crystal chandelier enhance the grand foyer, defined by dramatic dual staircases. 2 bedrooms are located on the main level and share a full bathroom, well-suited for guests or multigenerational living. A dedicated executive office provides additional flexibility. High ceilings, abundant natural light, and 3 fireplaces add architectural interest throughout. A spacious deck offers an ideal setting for outdoor entertaining while capturing the breathtaking views. Additional features include a formal dining room, a separate family room, powder room, and a spacious utility room with washer and dryer. The property includes a 4-car garage, carport, and offers convenient access to nearby hiking trails and a short drive to downtown Los Gatos.

108 Harwood CT, Los Gatos

Listed by Kiersten Ligeti, 650-766-8319 from The Agency
(If provided) CoList: Patricia Karoubi from The Agency

Sold listing courtesy of Aladdin Kanawati from APR

$6,000,000

5 Beds ⋅ 5 Baths ⋅ ML82039380 MLS

Welcome to 16371 Aztec Ridge, a 5-bed, 4.5-bath estate set on approximately 2 acres above Los Gatos, offering sweeping views across Silicon Valley and stretching to San Francisco. A gated entry leads to a beautifully maintained setting with expansive parking and a 3-car garage. Inside, the home opens to a grand foyer framed by walls of glass that capture the surrounding landscape. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with a walk-in pantry, formal dining room, and multiple living spaces that flow seamlessly to outdoor balconies. The lower level offers a private guest suite, game room, and flexible living areas, along with a pre-built home theater ready for completion. Smart home integration allows for effortless control of lighting and systems throughout. The backyard delivers a true resort experience, highlighted by a walk-in infinity-edge pool with a 75-foot water slide, outdoor kitchen, fireplace, and multiple entertaining areas. A private lookout creates the perfect setting to take in city lights and fireworks, while a large turf area adds space for recreation. Located within the highly regarded LG School District and just minutes from downtown, this property offers a rare combination of privacy and lifestyle.

16371 Aztec Ridge DR, 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 Francesca Lampert from CBR

$9,850,000

7 Beds ⋅ 8 Baths ⋅ ML82044544 MLS

This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos

Listed by Parrin Jalali, 408-497-7797 from Intero Real Estate Services
(If provided) CoList: from

$1,697,500

4 Beds ⋅ 4 Baths ⋅ ML82043832 MLS

Your dream property with stunning views await in this amazing 5+ acre property. Fantastic single level home in great location. 4 Bedrooms 3.5 bathrooms 3178 sf with attached garage. Plenty of space throughout with updated kitchen features stunning quartz counters, plentiful cabinetry, newer electric range double oven refrigerator, lovely copper sink and view picture window, opens to spacious family room, pool table area and wet bar. Eat in kitchen or private dining room which opens to living room and atrium at entry. Spacious primary suite and 3 other bedrooms with jack and jill updated bathroom between two bedrooms. Separate laundry room, hardwood floors. New sliding glass doors. Central heat and air, ceiling fans and amazing light form windows and skylights. Lovely garden areas with beautiful rose and grape vines and swimming pool with spa, deck and patio areas. Private circular driveway, plenty of room for vehicles. Horse stalls and riding area above house. Great central location a few minutes from Summit store above the radonich ranch. Easy drive to 17 and Los Gatos, 15 minutes to Capitola. Private well. Los Gatos Schools: Loma Prieta, CT English, Los Gatos High.

25149 Radonich RD, Los Gatos

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

Sold listing courtesy of Cindy Cockcroft from COMPS

$4,850,000

5 Beds ⋅ 3 Baths ⋅ ML82044273 MLS

Welcome to 19650 Sky Oaks Way, a stunning single-story ranch estate tucked away on approximately one acre of serene, landscaped grounds in the coveted hills of Los Gatos. Custom-built in 1966 and offered for the very first time, this 5-bedroom, 2.5-bathroom home features over 3,200 square feet of refined living with an open floor plan bathed in natural light. Enjoy seamless indoor-outdoor experience surrounded by heritage trees and a gently flowing creek providing the ultimate sense of privacy. Great opportunity for an expansive remodel or building a dream home. Located just minutes from downtown Los Gatos and downtown Saratoga, with easy access to Highway 85 and Highway 9, commuting to Silicon Valley's top employers is effortless. Zoned for the highly acclaimed Saratoga schools including Saratoga High School (rated 10/10) this is a rare opportunity to own a private retreat with top-rated schools and a premier location

19650 Sky Oaks WAY, Los Gatos

Listed by Maggie Wong, 408-238-2328 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Susanna Wong from ADVSR

$5,700,000

4 Beds ⋅ 4 Baths ⋅ ML82043859 MLS

Tucked into one of Los Gatos most sought-after, country-style lanes, 16255 Short Road offers a rare blend of privacy, scale, and natural beauty on 0.56+/- acre with picturesque hillside views. Designed by renowned architect Chris Spaulding and built by Dave Flick, this beautifully maintained residence showcases timeless craftsmanship and thoughtful design. Featuring 4 bedrooms plus a main-level office (optional 5th bedroom), the home offers a versatile and functional floor plan ideal for both everyday living and entertaining. Expansive windows, soaring ceilings, and multiple fireplaces fill the home with natural light and warmth. The dramatic family room opens seamlessly to a chefs kitchen with premium appliances, center island, and walk-in pantry. Outdoor living is exceptional, with a pool, spa, expansive patios, and lush grounds oriented to capture stunning sunset views. A separate outdoor office/studio provides added flexibility. Additional highlights include a newer roof and beautifully landscaped grounds. Located just minutes from downtown Los Gatos with boutique shopping, dining, and top-rated Los Gatos schools.

16255 Short RD, Los Gatos

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

Sold listing courtesy of Nevis and Ardizzone from COMPS

$8,498,000

5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS

Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

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

$3,650,000

4 Beds ⋅ 3 Baths ⋅ ML82042786 MLS

Nestled in a charming neighborhood, this exquisite four-bedroom, two-and-a-half-bath offers an unparalleled blend of modern luxury and classic comfort. As you step inside, you are greeted by stunning refinished hardwood floors that flow seamlessly throughout the open-concept layout. Culinary enthusiasts will adore the gourmet kitchen, equipped with a high-end gas cooktop, built-in refrigerator, and elegant stone countertops. Ample cabinetry provides both style and functionality, making it a perfect space for preparing meals and entertaining guests. Retreat to the luxurious master suite, which boasts a private, remodeled bath with dual sinks, tile shower and walk in closet offering both convenience and sophistication. Each additional bedroom is generously sized. This home has been thoughtfully updated including a newer furnace and air conditioning system, a whole house fan, fresh interior and exterior paint, new carpeting, new back fences, copper plumbing, dual pane windows, kitchen water filter with instant hot water, screened patio, large laundry room. paver driveway, walkways and patio, redwood pergola and low-maintenance yards. Walk to Belgatos Park and trails. Minutes to down town Los Gatos dining and shopping. Award winning Schools -Noddin, Union and Leigh

Address not disclosed, Los Gatos

Listed by Steve Guerrero, 408-910-9559 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Stav Weiss from NTERO

$4,500,000

5 Beds ⋅ 5 Baths ⋅ ML82042839 MLS

Quintessential tree-lined street in the heart of downtown Los Gatos. This stunning Victorian has been completely reimagined from top to bottom, blending timeless architecture with a fresh, modern feel. Newly updated front and rear landscaping create an inviting first impression, while inside, every detail has been thoughtfully curated. The showpiece kitchen is both elegant and functional, featuring custom white cabinetry with quartzite countertops and professional-grade Viking appliances. A dedicated butler's pantry seamlessly connects to the formal dining room. The main level offers a versatile ensuite bedroom, currently styled as an office. Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired walk-in shower and dual vanity. Two additional spacious bedrooms, a beautifully remodeled full bath, and a conveniently located laundry room complete the upper level. The finished lower level offers incredible flexibility, with a second living area, 5th bedroom, a bonus room, and a full bath, perfect for guests or extended family. Smart home features include Alexa-enabled controls, Sonos, and smart thermostats. Plans for an ADU above the detached two-car garage offer exceptional future potential and added value.

117 Edelen AVE, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Fran Papapietro from SGP

$2,949,000

4 Beds ⋅ 5 Baths ⋅ ML82042923 MLS

Welcome to the Los Gatos mountain dream. 24010 Summit Woods Drive offers the perfect blend of natural beauty, luxury, space, privacy and convenience. Spanning a fully usable 1.26-acre parcel, this exceptional property provides a peaceful retreat with an easy drive to the Silicon Valley, the coast, and all the stunning destinations in between. Boasting an impressive 5,120 SF floor plan there's ample space for working from home, entertaining and comfortably living the mountain dream year around. The home is thoughtfully laid out with 4 spacious bedrooms - 3 of them with en-suite baths and all with large walk-in closets. The primary bedroom on the ground floor features a stunning spa like bath with double shower and separate vanities. The kitchen is a chef and entertainer's delight that flows perfectly with the eat-in kitchen and huge formal dining room. Outside a patio wraps the entire backside of the home maximizing your enjoyment of the mountains. A finished 6 (yes, SIX) car garage with dedicated workshop offers endless options for hobbyists. Other mountain amenities include a large pantry, custom built chicken coop, water storage tank, generator, utility building and fully fenced perimeter. Excellent Loma Prieta Elementary, CT English Middle and Los Gatos High Schools.

24010 Summit Woods DR, Los Gatos

Listed by Brett Yoshihara, 408-674-5101 from Intero Real Estate Services
(If provided) CoList: Denise Yoshihara from Intero Real Estate Services

$6,750,000

6 Beds ⋅ 4 Baths ⋅ ML82042289 MLS

Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

115 Glenridge AVE, Los Gatos

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

Sold listing courtesy of Ducky Grabill from SGP

$3,375,000

6 Beds ⋅ 4 Baths ⋅ ML82042846 MLS

Welcome to 272 Belblossom Way in desirable Belwood of Los Gatos! This spectacular custom 2-story home is a rare opportunity to own a larger home in the neighborhood. Spacious corner lot with beautiful brick paver walkways & drought-tolerant, low-maintenance landscaping. Freshly painted interior and exterior. Light & bright open kitchen with stainless steel appliances including Thermador gas cooktop, built-in oven with warming drawer and microwave, Fisher Paykel dual-drawer dishwasher. Special features include tankless water heater, Nest thermostat, owned solar panels, EV charging station, hardwood floors, and dual-pane windows. Two primary bedrooms on each level. Beautifully updated bathrooms with Porcelanosa vanities. Upstairs primary bedroom features a walk-in closet, separate heat pump, and spacious deck with pool and hillside views. Bonus room/flex space upstairs is ideal for lounging, entertaining, media room, home gym, or recreation. Citrus trees, Sparkling pool with solar heating and multi-color lighting. Excellent schools. Great location near Belgatos Park, walking trails, downtown Los Gatos shopping and dining. Fantastic opportunity for large or multi-generational families. This home is a must-see!

272 Belblossom WAY, Los Gatos

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

Sold listing courtesy of Holly Barr from APR

$5,875,000

7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS

Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.289 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

$3,850,000

5 Beds ⋅ 6 Baths ⋅ ML82042364 MLS

Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

16353 Aztec Ridge DR, Los Gatos

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

Sold listing courtesy of Emily Baratzadeh from CBR

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