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23695 Hutchinson Road, Los Gatos
$1,800,000
3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS
This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson Road, Los Gatos

Listing courtesy of Katie Keeler from eXp Realty of California Inc. 831-588-6959

288 Nino Way, Los Gatos
$3,650,000
5 Beds ⋅ 3 Baths ⋅ ML82055445 MLS
*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino Way, Los Gatos

Listing courtesy of Gretchen Hill from The Agency. 208-870-4786

20905 Comanche Trail, Los Gatos
$919,000
2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS
Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche Trail, Los Gatos

Listing courtesy of Brant Schenk from eXp Realty of California Inc. 831-227-5739

950 Oak Ridge Road, Los Gatos
$2,388,000
3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS
A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge Road, Los Gatos

Listing courtesy of Nian Gong from Goodview Financial & Real Estate. 949-877-9768

20234 Edinburgh Drive, Saratoga
$4,998,000
6 Beds ⋅ 4 Baths ⋅ ML82054354 MLS
Nestled in Saratoga's highly coveted Golden Triangle, this beautifully remodeled and expanded home is served by award-winning Saratoga schools, including Saratoga High. Offering 6 bedrooms, 4 bathrooms, and a bright, open floor plan, this exceptional residence is designed for modern living. A thoughtfully designed 2018 addition features a spacious great room with soaring ceilings and an en-suite bath, ideal for in-laws, guests, an au pair, or game room. The chef's kitchen showcases granite countertops, a large island, custom cabinetry, premium stainless steel appliances, warming drawer, wine refrigerator, and an oversized pantry. The luxurious primary suite offers a spa-inspired bath with heated floors, steam shower, air-jetted tub, towel warmer, dual vanities, oversized walk-in shower, and walk-in closet. Enjoy seamless indoor-outdoor living with bifold glass doors opening to a covered patio with built-in heaters and a resort-style backyard featuring a solar-heated pool, diving board, and waterslide. Additional highlights include hardwood floors, whole house backup generator, built-in speakers, Hunter Douglas window coverings, dual-pane windows, copper plumbing, a mudroom/laundry room, upstairs loft, and attic storage. A rare opportunity in a prime Saratoga neighborhood.

20234 Edinburgh Drive, Saratoga

Listing courtesy of Matt Cossell from KW Bay Area Estates. 408-761-3271

25970 Mar Vista Court, Los Gatos
$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 Court, Los Gatos

Listing courtesy of Suzanne Merrick from Christie's International Real Estate Sereno. 408-416-7130

20388 Hill Avenue, Saratoga
$11,480,000
9 Beds ⋅ 11 Baths ⋅ ML82053736 MLS
Nestled along one of Saratoga's most coveted and tranquil streets in the prestigious Montalvo neighborhood, this extraordinary gated estate embodies contemporary modern design with an emphasis on light, scale, and seamless indoor-outdoor living. Set on over an acre of impeccably landscaped grounds, the three-level residence offers exceptional privacy, sophistication, and a refined connection to nature. Designed for effortless entertaining and everyday living, the main residence features 8 bedrooms, 10 bathrooms, expansive light-filled interiors, dramatic walls of glass, and a temperature-controlled wine cellar. The serene primary suite is a private retreat with a fireplace, walk-in closet, and spa-caliber bathroom complete with a soaking tub and oversized shower. Additional features include a private office and dedicated fitness area. Outside, resort-inspired amenities create a private sanctuary with a spectacular pool, expansive terraces, outdoor kitchen, and beautifully landscaped gardens designed for relaxation and entertaining. The estate also showcases a 1-bedroom, 1-bathroom guest house with direct access to the pool area, offering great flexibility for hosting.

20388 Hill Avenue, Saratoga

Listing courtesy of David Welton from Compass. 408-234-1826

26175 Pierce Road, Los Gatos
$1,495,000
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 Road, Los Gatos

Listing courtesy of Craig Robinson from KW Bay Area Estates. 408-309-4004

20378 Black Road, Los Gatos
$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 Road, Los Gatos

Listing courtesy of Michael R Simpson from Cruz Properties. 650-207-1126

15295 Kennedy Road, Los Gatos
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy Road, Los Gatos

Listing courtesy of Lawrence Hernandez from Realty One Group Infinity. 408-315-1200

27255 Loma Prieta Way, Los Gatos
$1,399,000
4 Beds ⋅ 3 Baths ⋅ ML82053342 MLS
Perched in the scenic Los Gatos Mountains, this beautifully maintained 4-bedroom, 3-bathroom home offers breathtaking panoramic views, spacious living, and exceptional flexibility for today's lifestyle. Thoughtfully designed, the home features hardwood floors, generously sized bedrooms, and an inviting floor plan that blends comfort with functionality. The expansive upstairs bonus area provides incredible versatility, making it ideal as a guest bedroom, home office, media room, playroom, fitness space, or multi-purpose retreat to fit your changing needs. Large windows frame the stunning mountain vistas, creating a peaceful backdrop throughout the home while filling the living spaces with natural light. Pride of ownership is evident inside and out, with meticulous maintenance allowing the next owner to move right in and enjoy. Whether you're searching for a Los Gatos mountain home, a property with gorgeous views, flexible living space, or room to work from home while enjoying a tranquil setting, this home delivers the perfect balance of privacy and space.

27255 Loma Prieta Way, Los Gatos

Listing courtesy of Monica Lussier from Compass. 408-472-2414

181 Spring Water Lane, Los Gatos
$1,550,000
3 Beds ⋅ 2 Baths ⋅ ML82050523 MLS
Beautifully updated single story retreat home perched in the Los Gatos hills is everything you've waited for! Every inch radiates pride of ownership. Enter to wide plank floors and spacious vaulted ceilings and open kitchen/living/dining floorplan that feels crisp, modern and inviting. Lovely barnwood wall with fireplace and large high quality windows and sliders for beautiful light throughout and breathtaking mountain views. Gourmet Kitchen features stunning marble counters, oversize breakfast bar, wine refrigerator, great storage/pantry and high-end stainless steel appliances with 6 burner chef's stove. Separate laundry room. Fantastic Primary suite with bathroom and walk-in closets, 3rd bedroom is double sized, makes for great office/playroom combo. This home is as efficient as it is beautiful, boasting a 2016 roof and a 2019 solar system with two Tesla Powerwalls. Central heat, a/c and fronteir DSL high speed internet. Great storage space behind 1st garage plus separate 2 car garage. Outside, enjoy sunny 2.8 acres with mostly level backyard area and dog run at back of property near well. Set in the highly desirable, quiet Sklyine area, just 15 minutes to town and best Los Gatos Schools: Lakeside elementary school, CT English Middle, and Los Gatos High.

181 Spring Water Lane, Los Gatos

Listing courtesy of Lisa Sgarlato from Compass. 408-396-7231

16281 Camino Del Sol, Los Gatos
$2,298,000
2 Beds ⋅ 2 Baths ⋅ ML82052361 MLS
Exceptional opportunity in academically acclaimed Los Gatos Schools to complete plans submitted for future remodel/expansion of existing home to 2318 sq ft including 443 square foot Accessory Dwelling Unit. Expanded home would feature four bedrooms plus office and four and a half bathrooms.Alternatively, may be ideal for a remodel without expansion.The existing house is on a level 7,700 sq ft lot featuring expansive front and back yards, mature trees, patio and a multitude of possibilities for outdoor fun and entertainment.Recently painted and carpeted, the home features a bright living/great room with fireplace, formal dining area, and an eat-in kitchen with abundant storage and newer butcher-block kitchen countertops. Both sunny bedrooms have full-wall closets. Hall bathroom includes shower over tub.Additional spaces include a fully enclosed sunroom with a half bathroom and an oversized two-car garage with new garage door and workbench perfect for hobbies or storage. Ideal location with easy access to Hwys 17, 880 & 85, within minutes of fantastic shopping, dining, and charming vibrant downtown Los Gatos. Top-rated Blossom Hill Elementary, Raymond J. Fisher Middle, and Los Gatos High (Buyer to Verify) complete this rare opportunity.

16281 Camino Del Sol, Los Gatos

Listing courtesy of Carol Jeans from Christie's International Real Estate Sereno. 408-313-0067

16345 Los Gatos Boulevard Unit #6, Los Gatos
$1,348,000
3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS
Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos Boulevard Unit #6, Los Gatos

Listing courtesy of Eric McCafferty from Golden Gate Sotheby's International Realty. 408-656-1617

16490 Wood Acres Road, Los Gatos
$2,900,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, offering stunning city light views, over 5.3 acres, a dedicated spring water source located on parcel 510-28-006 that is considered part of the sale and currently valued at $640,000, and access to award-winning Saratoga schools. Ideally situated between Los Gatos Hills and Saratoga. This unique property blends tranquility, privacy, and convenience in an exceptional setting. The two-story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move-in-ready residence or envision transforming the property into your dream estate, the possibilities are endless. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres Road, Los Gatos

Listing courtesy of Andy Tse from Intero Real Estate Services. 408-807-8808

20760 4th Street Unit #11, Saratoga
$1,169,000
3 Beds ⋅ 2 Baths ⋅ ML82051666 MLS
Welcome to 20760 4th Street #11, a beautifully renovated ground floor and end-unit nestled in the heart of Saratoga's prestigious Gatehouse community. Perfectly positioned in a private creekside setting, this light-filled 3-bedroom, 2-bath home offers 1,386 sq ft of thoughtfully updated living space with exceptional privacy and tranquil natural surroundings. Inside, you'll find new luxury LVP flooring, fresh interior paint, plantation shutters, recessed lighting, central heating and air conditioning, and a cozy gas fireplace. The stunning 2025 remodeled kitchen features quartz countertops, maple cabinetry with designer gold hardware, generous prep space, and a stainless steel appliance package. Both bathrooms have been tastefully renovated with contemporary finishes. Enjoy seamless indoor-outdoor living with a private patio overlooking the greenbelt and peaceful creek. This gated community offers resort-style amenities including a pool, spa, playground, ponds, towering redwoods, and beautifully maintained grounds. HOA covers water, gas, and garbage. Just moments from Downtown Saratoga, award-winning Saratoga schools, shopping, dining, parks, and convenient commuter routes.

20760 4th Street Unit #11, Saratoga

Listing courtesy of Andy Tse from Intero Real Estate Services. 408-807-8808

21568 Alma Court, Los Gatos
$946,000
2 Beds ⋅ 2 Baths ⋅ ML82051193 MLS
Escape to the tranquility of the Santa Cruz Mountains without giving up proximity to town. This move in ready Redwood Estates retreat was rebuilt down to the studs in 2015 and blends modern comfort with the natural beauty of its redwood surroundings. This home offers light-filled spaces designed for today's lifestyle. An open-concept floor plan creates seamless flow between the living area and well-appointed kitchen, featuring granite countertops, breakfast bar seating, and abundant cabinetry. Wood window framing, crown molding, and travertine flooring add warmth and quality throughout. The floor plan offers space well suited for a home office, creative studio, or guest accommodations. Privacy surrounds the property, while ample parking provides a valuable advantage. Approx.10 min. from Downtown Los Gatos, enjoy convenient access to shopping, dining, recreation, and major Silicon Valley employment centers while maintaining the serenity and beauty of mountain living. Those seeking a full-time residence, a quiet retreat, or a place to recharge will find the perfect balance of accessibility and escape. In the highly regarded Los Gatos School District, this is a rare opportunity to enjoy modern living, natural beauty, and a highly sought-after location all in one special property.

21568 Alma Court, Los Gatos

Listing courtesy of Kathleen Hendricks from Sotheby's International Realty. 831-917-0839

20955 Panorama Drive, Los Gatos
$1,699,000
4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS
Beautiful sun-filled Aldercroft Heights home with stunning canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation & drop down stairs and completed inspections. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home!

20955 Panorama Drive, Los Gatos

Listing courtesy of Kathy Royer from Coldwell Banker Realty. 408-391-6200

18445 Black Road, Los Gatos
$1,100,000
ML82050758 MLS
Custom Home Development Land, 4.23 acres along Black Road, in the Santa Cruz Mountains area of Los Gatos, Located approximately .6 mile from Hwy 17. Very close to downtown Los Gatos, hiking, biking trails, near Lexington Reservoir and several open-space preserves. Just 13 minutes/ 7.3 miles to El Camino Health-Los Gatos Hospital. Property sits across the street from Black Ridge Vineyards. Build you custom dream home, a quiet sanctuary surrounded by nature, yet staying connected to the vibrant energy of downtown Los Gatos and Silicon Valley. Buildability to be verified by the buyer with the City. Don't forget, the Parks close by - Castle Rock State Park, Vasona Lake County Park, Heintz Open Space, St. Joseph's Hill Open Space, and stop and shop at the Los Gatos Shopping Center.

18445 Black Road, Los Gatos

Listing courtesy of Mercedes Albana from American Gateway R.E. & Financial Solutions Inc.. 510-468-2347

Saratoga
$2,800,000
4 Beds ⋅ 3 Baths ⋅ ML82050253 MLS
Located in Saratoga, this 4-bedroom, 3-bath home offers 2,072 sq. ft. of living space with hardwood flooring throughout. The kitchen is equipped with a gas cooktop, granite countertops, built-in oven, microwave, dishwasher, garbage disposal, hood over the range, exhaust fan, and a skylight that brightens the space. A gas-burning fireplace is featured in the living room, complemented by vaulted ceilings and a dining area within the living room. The home includes a ground-floor bedroom and a full bathroom with shower. Laundry is conveniently located inside the residence. Additional features include central forced air heating, central AC, a walk-in closet, and solar power with backup batteries in case of power outage. The garage accommodates up to 2 vehicles. This property is part of the Saratoga Union Elementary school district and offers access to community amenities such as a pool and spa/hot tub.

Saratoga

Listing courtesy of Katy Lee from Klee Real Estate & Property Management. 408-373-8376

14411 Shannon Road, Los Gatos
$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 Road, Los Gatos

Listing courtesy of Joe Piazza from Coldwell Banker Realty. 408-410-5020

449 Alberto Way Unit #131, Los Gatos
$550,000
2 Beds ⋅ 2 Baths ⋅ ML82048633 MLS
Welcome to Los Gatos Commons, one of the areas most desirable 55+ communities, just moments from vibrant Downtown Los Gatos. This beautifully ground-floor residence features a light-filled open layout with radiant heating and stylish modern finishes throughout. The kitchen showcases elegant granite countertops, white cabinets, newer fixtures including a stove, microwave, and dishwasher. Both spacious bedroom suites offer comfort and privacy, while the enclosed private patio provides a peaceful space to relax and enjoy the tranquil surroundings. Enjoy a serene lifestyle with easy access to shopping, dining, walking trails, and all the charm of Downtown Los Gatos. Convenient access to Highway 17 makes commuting simple while still enjoying the comfort and quiet of this welcoming community.

449 Alberto Way Unit #131, Los Gatos

Listing courtesy of Kim Lam from Premier Century Real Estate Services. 408-893-5622

24106 Deerpath Road, Saratoga
$3,649,000
5 Beds ⋅ 5 Baths ⋅ ML82048837 MLS
LUXURIOUS CHALET MINUTES FROM SARATOGA VILLAGE | Unfolding around ten majestic redwoods, this custom estate presents unmatched living and entertaining with views of both mountains and city lights. Lofty ceilings, extensive clerestory windows, and 5,000+ sq. ft. of updated, reinforced Trex decking all elevate the dramatic Alpine-inspired design. A collection of open gathering rooms and vast leisure decks seamlessly flow across multiple levels, creating an immersive indoor-outdoor layout, ideal for both casual daily living while also providing a perfect venue entertaining - both grand scale, or more intimately. Exciting spaces include an expansive island kitchen, wine room, office, gym, and game/flex room with sauna. All bedrooms are spacious, ensuite, and bathed in natural light. Providing excellent efficiency and sustainability, amenities include two wells, an upgraded generator, all LED lighting, and water rights to Booker Creek. The property's immense peace and privacy feels worlds away from everything, yet this one-of-a-kind setting is only minutes to historic Saratoga Village, top wineries and event centers, and acclaimed Saratoga schools.

24106 Deerpath Road, Saratoga

Listing courtesy of Stefan Walker from KW Bay Area Estates. 408-209-6100

25405 Adams Road, Los Gatos
$998,000
2 Beds ⋅ 1 Baths ⋅ ML82046887 MLS
Is a mountain escape calling you? This cottage hideaway is a must see and full of potential! No valley noise, down a beautiful forest road, and just minutes from delicious food from Summit Grocery, Friday Farmer's Market, and Taylor Farm Stand! Flat usable space, privacy, sun and shade, outdoor enjoyment patios and an easy maintenance yard. Unwind surrounded by nature and inside the home cozy up to the warm, soft glow of the pellet stove. 2 upstairs bedrooms feature views into the treetops like you're in a treehouse. Ground floor has the full bath with great natural light, and a living room with sliding glass doors opening onto the back balcony. Breakfast bar opens to a brick laid patio and backyard. Light, bright kitchen perfect to grow herbs, and you can prep meals on a gas stove. Low-maintenance fake grass, high-production private water well great for the gardener and homesteading. Store all your holiday decor, crafts you swear you'll use one day, sports collectibles and more in the outbuilding, or the shed. Addt'l 3rd garden shed. So much parking! Covered for large vehicle or 2, plus parking for 4+ cars, plus RV. Close by are dog-friendly award winning wineries, or cruise the redwoods along historic Soquel San Jose Rd. to Santa Cruz to the beach!

25405 Adams Road, Los Gatos

Listing courtesy of Rob Ellis from RE/MAX Realty Partners. 408-858-5222

20100 Black Road, Los Gatos
$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 Road, Los Gatos

Listing courtesy of David Conti from KW Bay Area Estates. 408-896-4081

24580 Loma Prieta Avenue, Los Gatos
$2,548,000
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 Avenue, Los Gatos

Listing courtesy of Gregg Fussell from Coldwell Banker Realty. 408-857-0957

27510 Loma Prieta Way, Los Gatos
$1,695,000
3 Beds ⋅ 3 Baths ⋅ ML82045960 MLS
Only 30 Minutes to Los Gatos or Santa Cruz * This "Top of the World" Custom Home Commands Sweeping Views of the Coastline and Unforgettable Sunsets * Designed with Both Elegance and Intention, the Upgraded Chef's Kitchen Showcases Quartz Countertops, Wolf Range, Viking Warming Drawer, Other High-End Appliances, Custom Cabinetry, Recessed Lighting, Pantry with a Glass Panel Door * Distinctive Touches * Repurposed Redwood and Walnut Accents * Freestanding Stove Lend Warmth, Character and Craftsmanship * Living Room is Defined by a Dramatic Wall of Picture Windows, Seamlessly Blending Indoor and Outdoor Beauty While Filling the Space with Natural Light * Fireplace * Rich Architectural Details Include Custom Wood Wainscoting * Hardwood and Tile Flooring * Arched Doorways * Old-World Textured Walls and Ceilings Creating a Timeless, Sophisticated Ambiance * A Few Stairs Will Direct You to a Loft-Style Game Room with Plank Floors Offers Flexible Living Space * Bonus Room Could Be 4th Bedroom * Expansive View Decks Invite Effortless Entertaining or Quiet Beautiful Sunsets * Additional Amenities Include an Automatic Water Shutoff System, Wrought Iron Fencing, Multiple View Patios, Generator Readiness for Added Security, New Septic System, and Covered Parking.

27510 Loma Prieta Way, Los Gatos

Listing courtesy of John Espinosa from Alta Realty Group CA. 408-309-3848

19534 Montevina Road, Los Gatos
$4,499,999
6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS
MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina Road, Los Gatos

Listing courtesy of Justin Moles from Intero Real Estate Services. 408-896-3835

18836 Favre Ridge Road, Los Gatos
$1,850,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS
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 Road, Los Gatos

Listing courtesy of Janet Souza from Christie's International Real Estate Sereno. 408-805-3349

443 Alberto Way Unit B218, Los Gatos
$510,000
2 Beds ⋅ 1 Baths ⋅ ML82045049 MLS
This is it, YOUR NEW HOME! Welcome to this bright and beautiful condo in the heart of Silicon Valley. Stand out features include a welcoming floor plan filled with natural light; brand new designer paint throughout; brand new carpet; updated bathroom; an updated kitchen with granite countertops, modern cabinets, and high-quality appliances; radiant heating; new water heater; private enclosed balcony; and low monthly HOA. Los Gatos Commons is a secure, gated 55+ senior community that includes elevator, pool, spa, exercise room, club house, and library in a quiet and safe park-like setting. Conveniently located, this complex sits just minutes to numerous shops, restaurants, parks, and vibrant Downtown Los Gatos. Whatever your lifestyle, the neighborhood's ideal location and distinctive community lets you create a life uniquely you, and this beautiful modern condo will have you living the good life for years to come. WELCOME TO YOUR NEW HOME!

443 Alberto Way Unit B218, Los Gatos

Listing courtesy of Alana Lam from Intero Real Estate Services. 408-981-6012

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