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$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

$3,695,000
4 Beds ⋅ 4 Baths ⋅ ML82056334 MLS
Thoughtfully crafted, high-efficiency new construction in the heart of Los Gatos. Total square footage with connected ADU 2,657sf. 4 bedrooms and 4 full bathrooms with soaring ceilings, light-filled flexible living and dining spaces, modern AV and EV features, all on a gated lot in the acclaimed Los Gatos Union School District. Complementing the main residence: a private, fully legal ADU with separate entrance, kitchen, living area, bedroom, and full bath. Cameras on site; (no screenshots).

407 University AVE, Los Gatos

Listed by Essam Khalil, 408-315-1885 from Intero Real Estate Services
(If provided) CoList: from

$900,000
4 Beds ⋅ 3 Baths ⋅ ML82054756 MLS
Luxury Live Auction! Bidding to start from $900,000.00! A rare opportunity to steal this private mountain estate on ~5 acres in the Los Gatos Mountains, just appraised at $1.45M. This beautifully renovated and move-in ready retreat delivers breathtaking panoramic views spanning mountains to city lights, where luxury meets serenity. Behind a gated, tree-lined drive, discover a stylish 4BD/2.5BA main residence (2,134± SF) plus a detached ADU ideal for guests or multigenerational living. The designer kitchen features custom cabinetry, marble counters, gas range & walk-in pantry. Expansive living spaces open to multiple view decks for seamless indoor-outdoor living. Equestrian-ready with flat usable land, paddocks & riding area. Recent upgrades include new roofs, hardwood floors, A/C & so much more, must see to appreciate. Now launching via luxury auction - where market demand meets opportunity.

30680 Loma Chiquita RD, Los Gatos

Listed by Sandy Jamison, 408-214-8821 from Tuscana Properties
(If provided) CoList: The Jamison Team from Tuscana Properties
$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

$1,450,000
3 Beds ⋅ 3 Baths ⋅ ML82054147 MLS
Nestled on 2.47 sunny acres with a tranquil year round creek in the desirable Los Gatos Mountains, this light-filled home offers the perfect balance of peaceful mountain living and exceptional privacy, all while conveniently located close to Silicon Valley & the beaches of Santa Cruz. The spacious floor plan features soaring ceilings, abundant natural light, and an expansive great room anchored by a stunning floor-to-ceiling river rock fireplace. The kitchen and dining area are ideal for entertaining, featuring a massive Sub-Zero refrigerator, abundant cabinetry, and generous prep space. The expansive light filled primary suite features a dramatic floor to ceiling stone fireplace & large walk in closets. Additional highlights include a gated entry, wine cellar, dual-zone air conditioning, and an oversized two-car garage with an attached storage room/workshop. The expansive wraparound porch extends the living space outdoors, providing the perfect place to enjoy morning coffee, entertain guests, or relax while listening to the soothing sounds of the creek & surrounding nature. This beautifully maintained property offers easy access to hiking & biking trails, local wineries, the Summit Store, and award-winning schools, Loma Prieta Elementary, C.T. English Middle, & Los Gatos High.

25970 Mar Vista CT, Los Gatos

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

$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

$1,650,000
3 Beds ⋅ 3 Baths ⋅ ML82048042 MLS
Experience the perfect blend of refined living and mountain serenity in this immaculate Los Gatos home. Surrounded by natural beauty, mature fruit trees and a separate vegetable garden. Just outside your front door, the property unfolds into a tranquil English garden. Delight in all the garden views from the comfort of the homes wraparound porch. This unique estate offers versatility, elegance, with plenty of room to live, work and entertain. The spacious 2,401 sq main home features 3 large bedrooms, 3 full bathrooms, a formal living room, formal dining, a beautiful eat-in-kitchen with breakfast bar, expansive rear deck, a separate laundry room, and a flexible bonus room which can be used as a family room, office, or hobby room. The abundant 990 sq barn is perfect for storage, cars, boats, RV, workshop or hobbies. An adorable 952 sq ADU is perfect for guests or rental income. The ADU features a 1 bedroom, 1 bath, with an upstairs loft, complete with outdoor space for entertaining, and its own storage space and parking. This serene estate is set on 1.3 acres, close to town with award winning Los Gatos Schools. A magical setting with your own storybook home for you to cherish. Dont miss this rare opportunity to own this exquisite home offering lifestyle, tranquility and space.

14380 Long Ridge RD, Los Gatos

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

$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
$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
$3,600,000
3 Beds ⋅ 2 Baths ⋅ ML82044730 MLS
Beautiful Home In One Of The Best Areas Of Los Gatos! 3 Bedrooms And 1.5 Baths. Located On A Large 11,200 SF Yard With Views Of The Santa Cruz Mountain's In The Backdrop. Top Rated Los Gatos Schools! Gorgeous Kitchen With Designer Appliance's and Built In Refrigerator, Convection Dual Oven And Stone Counters, Custom Cabinets. Hardwood Floors In All Rooms. Huge Detached Two Car Garage (500 SF Plus) With Its Own A/C Unit. Nice ADU Unit/Guest Unit/Office Off Detached Garage (140 SF) In Size With Bathroom And Shower. Beautiful Landscaping Surrounds The Home Which Has An Above Ground Spa. New A/C Compressor in 2023, Home Has Electronic Security Gate For Added Privacy. Truly An Amazing Home!!!! Open Saturday and Sunday 6/21 and 6/22 1-4 PM.

16528 Marchmont DR, Los Gatos

Listed by Bob Atkinson, 510-914-7441 from Legacy Real Estate & Associates
(If provided) CoList: from

Sold listing courtesy of Vicky Le from PRVN
$1,250,000
3 Beds ⋅ 3 Baths ⋅ ML82041703 MLS ⋅ BIG REDWOOD PARK BLDG.
Redwood Canyon Retreat, Mountain Living, Convenience and Lifestyle! Tucked among towering redwoods, 15 min to Los Gatos, 20 min to Santa Cruz, easy Hwy 17 access via the Glenwood cutoff. This beautifully remodeled 3-bed, 3-bath mountain home delivers serenity without sacrificing convenience. With 2,744 sq ft of permitted living space across two renovated structures - Premium Wolf appliances, quartz countertops, hardwood floors and three gas fireplaces set the tone inside, while sweeping redwood decks and forest views complete the picture outside. The primary suite features a stone fireplace, hardwood floors, private deck access and redwood forest views. A second fully remodeled bathroom stuns with marble tile, backlit LED mirror, vessel sink, rain-head shower and matte-black fixtures - a spa-level finish rarely found at this price. The lower level functions as a self-contained 1-bed/1-bath unit and with a permitted guest cottage they EACH could generate ~ $1.8k-2.2k/month, offsetting ~ $4k of a monthly mortgage. Live in the main home and earn income from two units. 2-car garage, workshop, spacious parking, auto sprinklers and BBQ area. Top-rated Scotts Valley schools. Mountain escape. City access. Income potential. Rarely does one property deliver all three.

18485 Main BLVD, Los Gatos

Listed by Daniil Gorkov, 408-444-1093 from Beverly & Company
(If provided) CoList: from

$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

$2,480,000
5 Beds ⋅ 5 Baths ⋅ ML82042183 MLS
Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

23185 Old Santa Cruz HWY, 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 Robert Beneshan from EXPCA
$2,300,000
4 Beds ⋅ 3 Baths ⋅ ML82041623 MLS
Welcome to this exceptional two-unit property in the heart of Los Gatos, where smart investing meets genuine livability. Whether you're looking to offset your mortgage or simply keep family close, this property delivers on both fronts. The primary residence features two spacious bedrooms and two full bathrooms, with living areas that feel genuinely roomy. Thoughtful, practical amenities include indoor laundry and ample storage throughout. Out back, the crown jewel awaits: a stunning Pebble Tec pool and spa, complete with a cascading waterfall, the kind of backyard that turns any evening into something worth looking forward to. The attached ADU is a two-bedroom, one-bath unit with a one-car garage and its own private backyard, perfect for tenants seeking a self-contained space with room to breathe or for multigenerational living done right. And for the most important detail: this property sits just steps from the beloved Los Gatos landmark, Happy Hound, meaning a delicious lunch or dinner is a short stroll away.

16737 Leroy AVE, Los Gatos

Listed by Mark Thomas, 408-666-0655 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ryan Nunnally from KWLGE
$1,241,730
3 Beds ⋅ 2 Baths ⋅ ML82039803 MLS ⋅ Redwood Estates BLDG.
Tucked among towering redwoods and overlooking the shimmering waters of Lexington Reservoir, this enchanting Tahoe-style A-frame cabin blends rustic charm with thoughtful modern upgrades offering a rare opportunity to own two parcels totaling approximately 14,466 sq ft. Step inside and experience a home that truly embraces you. This residence lives much larger thanks to flexible bonus room, converted garage and a versatile shedio perfect for a home office, studio, or additional living quarters. If you need more room, this property delivers creative possibilities that will pleasantly surprise. The home features designer finishes throughout, including custom sinks, countertops, and cabinetry, along with abundant storage. New roof and a spacious brick patio ideal for entertaining under the trees. Outdoor living shines here; Expansive deck surrounded by majestic redwoods, Sunny garden area, Hot tub hookup for relaxing under the stars. Park-like open space and trails from the backyard. Breathtaking reservoir and city light views, and a short walk to Pizzeria Vittoria, Store, post office, pool, park, sports field, and pavilion. More than a home its a warm, inviting mountain escape with room to grow, space to breathe, and a lifestyle to love. Lexington Elem, and Los Gatos High School.

18081 Redwood DR, Los Gatos

Listed by Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

Sold listing courtesy of Donald Mitchell from RBT
$2,650,000
6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS
Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

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

Sold listing courtesy of Nick Gummow from SGP
$4,425,000
5 Beds ⋅ 4 Baths ⋅ ML82038833 MLS
This classic California Craftsman is a rare, once-in-a-lifetime opportunity in the highly sought-after Glenridge neighborhood of Los Gatos with approximately 3000 square feet living space. Set on an expansive 11,850 sq. ft. lot, this single-story home offers effortless living surrounded by beautiful garden views. Just a few blocks from downtown Los Gatos and steps to Bachman Park, the location is truly exceptional. Rich in character and charm, the home features stunning stained glass windows, high ceilings, and an abundance of natural light throughout. The thoughtfully updated four-bedroom, three-bath layout includes extensive built-in cabinetry, a spacious attic and basement for storage, and a full-size two-car garage. A separate one-bedroom ADU overlooks the serene garden and black-bottom pool, creating a private retreat for guests or extended family. Brick patio, corner lot positioning, and additional five-car parking off W. Ellenwood. Homes on this coveted street rarely become availableoften once every 30 to 60 years. Dining room and kitchen views overlooking a grand neighboring estate garden, this is truly a special property that seldom comes to market. Los Gatos schools. House is approximately 2422 sq. ft and ADU approxiiately 600. Buyer to verify square footage

203 Alexander AVE, Los Gatos

Listed by Annette Seaborn, 408-859-5881 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Conley from CBR
$3,950,000
4 Beds ⋅ 3 Baths ⋅ ML82035518 MLS
This classic, traditionally designed home built by Dave Flick, is located in one of the most sought-after neighborhoods just above vibrant downtown Los Gatos. Thoughtfully crafted and exceptionally well-maintained, the home blends timeless architecture with modern comfort, and the quality is evident the moment you step inside. Off the formal entry, the elegant living room is warmed by a fireplace and offers an inviting setting for entertaining. The chef's kitchen features a large island, custom cabinetry, a Viking range, and slab granite counters, all oriented toward serene views of the back garden and surrounding foothills. The adjoining family room provides a second fireplace, custom bookshelves, and built-in kitchen nook with pullout drawers , an ideal space for everyday living. High ceilings throughout both levels enhance the home's sense of openness, while rich hardwood floors add warmth and sophistication. A beautifully finished ADU offers exceptional flexibility, perfect for visitors, family, aupair or rental income. Additional features include owned NEM2 solar panels, AC, and a whole-house water filtration system. A rare opportunity to own a quality-built home in a premier Los Gatos location, offering comfort, craftsmanship, and convenience in equal measure.

45 Central AVE, Los Gatos

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

Sold listing courtesy of Andrea Leftwich from COMPS
$5,880,070
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
$4,300,000
3 Beds ⋅ 3 Baths ⋅ ML82033520 MLS
Welcome to this stunning Los Gatos home blending modern luxury, comfort, and award-winning design. A charming Dutch front door and skylit entry invite you into a beautifully designed floor plan featuring a chefs kitchen with Wolf, Sub-Zero & Cove appliances, oversized island, custom Rutt cabinetry, and hidden details throughout. The spacious great room, dining, and living areas flow seamlessly to a private courtyard oasis; perfect for entertaining. Enjoy an outdoor kitchen with DCS grill, deck, hardscape lounge with fire table, and serene nature zone beneath a majestic oak tree. Owned solar, new dual-zone HVAC, whole-home water conditioner system, wired for Dolby Atmos, built-in Murphy Bed and epoxy garage with EV charger. The luxurious primary suite offers a curbless shower and walk-in closet. The 2023 Design Matters award-winning ADU (605 sq ft) features 1 bed, 1 bath, full kitchen with accordion doors opening to the backyard, designer finishes, and sound-reducing construction; an ideal guest retreat or income opportunity. Permit only street parking ensures a quiet and private street while only feet from downtown. Located two blocks to Salt & Straw; self discipline required.

247 Edelen AVE, Los Gatos

Listed by Julie Wyss, 408-455-9646 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Laurie Chase from RIALT
$5,995,000
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

$3,100,000
4 Beds ⋅ 3 Baths ⋅ ML82028514 MLS
Modern design define this extensively remodeled 4 bdr/3ba 2007 sq ft single-level home with a high-end detached 2bdr/2ba 1150 sq ft ADU for a TOTAL of 3157 square feet of living space. Rebuilt with professional architecture and interiors, the main home features a spacious great room with a back-lit paneled wall, travertine accents, and sliding glass doors for seamless indoor/outdoor living. The designer kitchen features a waterfall island, full-height quartz backsplash, custom cabinetry, and premium appliances, while a wine bar elevates the adjacent dining space.The main home offers four bedrooms and three baths, including a luxe primary suite with spa-style marble bath and custom walk-in closet, plus a junior suite and a separate bedroom wing. A detached ADU mirrors the same elevated finish level with a full kitchen, two bedrooms, two baths, and private laundry, ideal for guests, extended family, or income potential.All new systems and infrastructure include heat-pump HVAC, updated plumbing and electrical, dual-pane windows, and a new roof. Low-maintenance landscaping surrounds a private courtyard with a built-in outdoor kitchen, while EV charging, smart home features, and ample storage complete the offering. Prime Los Gatos location near trails, Bay Club, and commuter routes.

761 Pollard RD, Los Gatos

Listed by Yvette Stout, 650-208-4510 from The Agency
(If provided) CoList: Axis Team from Aspire Homes

Sold listing courtesy of Andrea Sargis from SGP
$2,900,000
4 Beds ⋅ 4 Baths ⋅ ML82027713 MLS
Discover the best of Los Gatos living with this rare offering, two distinct homes on over ¼ acre, showcasing sweeping city lights and mountain views. Just minutes from vibrant downtown, this property blends mid-century modern architecture with minimalist boho design, creating an open, harmonious space drenched in natural light. This 5-bedroom property includes a 2,216 sq ft, 4-bedroom, 3.5-bath main residence features clean lines, walls of glass, and seamless indoor-outdoor flow. Thoughtfully remodeled with high-end, eco-conscious finishes, it preserves the integrity of its original style while offering modern comfort. The separate 926sqft, 1-bedroom, 1-bath ADU is full of charm with high ceilings, hardwood floors, and oversized picture windows that frame garden and city views. Recent ADU upgrades include a designer kitchen, new bathroom with heated floors, new roof, and updated plumbing and electrical. Private, tranquil, and just a short stroll to downtown shopping, dining, hiking trails, and top-rated Los Gatos schools, this is a rare opportunity to enjoy space, views, and the coveted downtown lifestyle.

25 Grove ST, 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
$2,680,000
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
$1,690,000
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
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
$3,700,000
4 Beds ⋅ 4 Baths ⋅ ML82020797 MLS
Welcome to a home designed for effortless living and unforgettable gatherings. This single level, newly built home combines soaring 18+ft ceilings with thoughtful details throughout, including an additional 2bed 990 sq ft ADU (total permitted: 3030sq ft). Built in 2024, the home features a gourmet kitchen, boasting custom cabinetry, Thermador stainless steel appliances, and beverage station complete with a built-in coffee machine. Flowing seamlessly into the living and dining spaces, its perfect for morning rituals or lively evenings w/ friends. Every detail has been carefully curated. Custom automatic shades, smart lighting, and custom Millgard windows invite natural light, while waterproof WPC flooring and custom thicker glass showers add both beauty and durability. Enjoy low-maintenance, drought-friendly landscaping, where manicured turf stays lush and green all year. Additional detached guest suite also offers a flexible private space designed for visiting guests, a home office, gym, or creative retreat. The separate 2 bedroom ADU offers a perfect opportunity for multigenerational living, extended family stays, or rental income. With leased solar and modern features throughout, this is more than a house, it is a lifestyle of convenience, comfort, and understated luxury.

15729 Linda AVE, Los Gatos

Listed by Pam Tran, 650-334-1993 from Loveseat Homes
(If provided) CoList: from

Sold listing courtesy of Vivian Lee from HMNRE

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