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$2,448,000
3 Beds ⋅ 2 Baths ⋅ ML82055499 MLS
Welcome to 359 Penn Way, a thoughtfully redesigned home where modern elegance meets exceptional craftsmanship. Completely remodeled from top to bottom, this turnkey residence features an open-concept floor plan centered around a stunning chef's kitchen with premium finishes, custom cabinetry, high-end Thermador appliances, and an oversized island. Extensive upgrades include remodeled bathrooms, hardwood flooring, recessed lighting, solid-core doors, new plumbing, updated electrical with 200-amp service, new HVAC, dual-pane windows, and designer finishes throughout. Enjoy seamless indoor-outdoor living with a spacious backyard featuring a large grass area, expansive patio, and outdoor chef's kitchenperfect for entertaining and everyday living. Ideally located in one of Los Gatos' most desirable neighborhoods near top-rated schools, parks, shopping, dining, and major commute routes, this is a rare opportunity to own a fully redesigned, move-in-ready home.

359 Penn WAY, Los Gatos

Listed by John Schrup, 650-714-4819 from Intero Real Estate Services
(If provided) CoList: Zach Tornquist from Intero Real Estate Services
$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 RD, Los Gatos

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

$3,890,000
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

Listed by Gretchen Hill, 208-870-4786 from The Agency
(If provided) CoList: from

$2,380,000
4 Beds ⋅ 2 Baths ⋅ ML82055281 MLS
Rare combination of location, large lot size, substantial flat area and future expansion potential! Tucked beneath a beautiful tree canopy in the heart of historic downtown Los Gatos and encircled by private hillsides with mature landscaping. Privacy and calm just moments from the best of everything. Perfect indoor-outdoor living with a spacious deck for dining and relaxing among the trees and enjoying mountain views. Ideal for entertaining. Thoughtful upgrades include LVP flooring thru-out, dual paned windows, central forced air heating, fresh paint, remodeled primary w/walk-in closet. Kitchen opens to living area and features stainless steel appliances. Easy walk to Los Gatos High School, local coffee spots, dining, boutiques, Los Gatos Jones Trail, and Testarossa Winery just over Donkey Hill-- all while coming home to a quiet peaceful street. Expansive 10,071 sf lot, incredible opportunity to create your dream home in one of Silicon Valley's most desirable settings. Highly rated Los Gatos schools! Van Meter Elem, Fisher Mid, LG or Saratoga HS. Easy commute to Netflix, Google, Apple, NVidia.

200 Jackson ST, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

$964,000
2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS ⋅ Chemeketa Park BLDG.
Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche TRL, Los Gatos

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

$2,348,888
4 Beds ⋅ 3 Baths ⋅ ML82055326 MLS
Rare Opportunity! Tucked away on a quiet cul-de-sac and set back from Blossom Hill Rd, this beautiful Los Gatos home offers privacy, convenience, and lifestyle within the highly sought-after Leigh High School district. Enjoy close proximity to top-rated schools, premier shopping, dining, and scenic nature trails while coming home to a peaceful setting. Situated on an approximately 7,500 sq ft lot, this move-in ready home has been newly painted inside and out, features new flooring throughout, and is filled with natural light. A grand foyer with soaring ceilings welcomes you into the elegant living and dining areas. The gourmet kitchen features upgraded appliances, quality finishes, a breakfast nook, and flows into a versatile family room, easily convertible into a downstairs bedroom. Upstairs, all four bedrooms feature high ceilings and generous closet space, including a spacious primary suite with soaring ceilings and an ensuite bathroom. Step outside to a private, low-maintenance backyard ideal for entertaining or relaxing. A side yard with storage shed adds functionality. Rarely does a home offer this combination of privacy, location, updates, and move-in-ready condition. A wonderful opportunity to own a beautifully updated home in one of Los Gatos' desirable neighborhoods.

15055 Blossom Hill RD, Los Gatos

Listed by Chandani Group, (650) 492-0234 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
$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

$1,695,000
4 Beds ⋅ 3 Baths ⋅ ML82052797 MLS
Enjoy long-range views from this updated mountain home with spacious living areas and natural light throughout. The well-designed floor plan features a generous living room, formal dining room, and updated kitchen with a walk-in pantry, breakfast bar, and casual dining area open to the family room. A half bath and laundry room complete the main level. Upstairs are four comfortable bedrooms, including a bright primary suite with a walk-in closet and spacious bath featuring a skylight, soaking tub, and separate oversized glass-enclosed shower. Enjoy the large deck for relaxing or entertaining. Additional highlights include fully fenced and gated grounds, owned solar and a detached two-car garage. Wired for an automatic generator/EV charger. Quick access to Hwy 17. Approx. 15 minutes to downtown Los Gatos and 20 minutes to Santa Cruz. Located in the sought-after Los Gatos-Saratoga Union school district.

23758 Hutchinson RD, Los Gatos

Listed by Terese McCoy, 650-670-0736 from Christie's International Real Estate Sereno
(If provided) CoList: from

$850,000
2 Beds ⋅ 2 Baths ⋅ ML82052436 MLS ⋅ Aldercroft Heights BLDG.
Amazing views above Lexington Reservoir from this updated Aldercroft Heights Home! Discover this custom-built gem by Pacific Modern Homes (approx 1992), designed for durability and comfort. The interior is bathed in natural light from stunning arched picture windows and french doors, centered around a dramatic living room with soaring vaulted ceilings that create an airy, open sanctuary. The home offers a highly functional layout, with 1 one bedroom & bath upstairs, and another bedroom & bath downstairs, including a spacious basement with a dedicated laundry area. Recent updates include new exterior paint, new wideplank flooring, updated bathroom vanities and fixtures. Featuring the renowned "Pacific SmartWall System," this residence is built with robust construction offering peace of mind in a beautiful, natural setting. Two levels of lovely covered decks are perfect for enjoying morning coffee or serving as a peaceful space. Outdoor living is a dream with breathtaking mountain views with a peek at the reservoir and small yard for gardening and play. Friendly Aldercroft Heights community & proximity to Lexington Reservoir for kayaking, fishing and hiking. Great Commute; 10 minutes to town and best Los Gatos Schools: Lexington Elementary, Fisher Middle and Los Gatos High!

17415 Locust DR, Los Gatos

Listed by Nicki Banucci, 408-515-7247 from Compass
(If provided) CoList: Lisa Sgarlato from Compass
$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
$1,795,000
5 Beds ⋅ 3 Baths ⋅ ML82053985 MLS ⋅ Las Cumbres BLDG.
Spectacular canyon and mountain views greet you as you step through the front door of this incredible retreat in the exclusive Las Cumbres community. Walls of windows frame the scenery, and the outdoors pours into nearly every room. The open living and dining area features hardwood floors and a propane stove, plus a charming sunroom for morning coffee with a view. The remodeled kitchen offers cherry cabinetry, granite counters, 6-burner gas range, a butler pantry, and a secondary prep sink. The family room provides access to a bedroom and bath, laundry area, attached 2-car garage, and a bonus bedroom over the garage. A main-level suite with office & remodeled bath with heated slate-floor adds flexibility. Upstairs is another bedroom plus the primary suite with sitting area, loft storage, and dual-sink vanity. Step outside to a multi-level deck with a hot tub and breathtaking views. Additional features incl two driveways, backup generator, and high-speed broadband up to 10gb. Las Cumbres is a Firewise certified community with pool, private trails, sports courts, community water, and its own volunteer fire department - all within award-winning Los Gatos schools, just 25 minutes to downtown. A rare chance to own a private mountain sanctuary minutes from Silicon Valley.

18788 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(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
$2,598,000
3 Beds ⋅ 2 Baths ⋅ ML82054103 MLS
Beautifully rebuilt and thoughtfully expanded in 2022, this exceptional 3-Bed & 2-Bath Los Gatos home combines timeless charm with the quality of modern construction. Renovated down to the studs, the home features a new roof, electrical, copper plumbing, windows, insulation, and a thoughtfully designed addition including a large primary bedroom with a walk-in closet, while preserving the home's original built-ins, offering years of worry-free modern living in the heart of a historical gem. Light-filled living spaces flow seamlessly to beautifully landscaped grounds with an automatic sprinkler system, newer fences, new front and backyard pavers, and a built-in BBQ, creating the perfect setting for indoor-outdoor entertaining. The detached garage has been finished into a versatile additional 1-bed/1-bath living space, ideal for guests, a home office, or rental income, and can easily be converted back to a garage if desired. There is also a partially finished basement that can be used as storage or a wine cellar, and a fully enclosed porch/mudroom. Just minutes from downtown Los Gatos, top-rated schools, parks, shopping, and dining, this turnkey home offers the rare opportunity to enjoy the character of an established neighborhood with the comfort and efficiency of a like-new home.

245 Los Gatos BLVD, Los Gatos

Listed by Dave Keefe Team, 650.269.2625 from Action Properties Inc
(If provided) CoList: Katy Blus from Action Properties Inc
$3,688,000
3 Beds ⋅ 3 Baths ⋅ ML82053747 MLS
Positioned off prestigious Kennedy Road, this private two-acre gated sanctuary blends dramatic panoramic views with unmatched resilience, just minutes from downtown Los Gatos. Impeccably reimagined for modern living, the single-story residence boasts soaring ceilings, rich hardwood floors, and sun-drenched interiors framed by expansive glass. At the heart of the home, a chefs kitchen showcases custom cabinetry, granite counters, a spacious center island, and elite appliances by Sub-Zero, Thermador, Miele, and Fisher & Paykel. Designed for effortless indoor-outdoor entertaining, view-filled decks overlook a Forno Bravo wood-fired pizza oven, cozy outdoor fireplace, built-in DCS grill, and lush hillside gardens of fruit trees, rosemary, and lavender. A tailored executive office with dual workstations and pocket doors easily converts to a private guest suite. Built for ultimate peace of mind, features include fully owned 14kW solar, dual Tesla Powerwalls, dual water sources, high-speed fiber, and a 20x10 workshop with 240V power. Tucked away on a quiet lane serving only six homes, with dual access via Kennedy and Top of the Hill Roads, this is luxury redefined. Enter on Top of the Hill Road to access property.

15333 Kennedy RD, Los Gatos

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

$1,499,000
3 Beds ⋅ 3 Baths ⋅ ML82053710 MLS ⋅ Redwood Estates BLDG.
Wonderfully updated and comfortable REDWOOD ESTATES private home. Quality upgrades, fine craftsmanship, high functionality are highlights of this tastefully updated sunlit abode. Spectacular sunrises on sprawling decks with panoramic views of the lush and inspiring Sierra Azul. Huge usable lot welcomes creativity for vast gardening, pets, pool, ADU? or a variety of uses. The updates to this home include EV charger, on demand h20, back up whole house gen, high capacity AC, designer - paints, trim, lighting, switches, outlets, hardware, doors, Calif. closets, hardwoods, custom front door and trim pkg, hardwood floors, dbl pane windows, marble counters, deep sink, elec. blinds, designer hardware, copper gutters, downspouts and ext. lighting, built ins, murphy bed, Kitchen Aid appliance suite. Vaulted ceilings & skylight, large hearth and mantle, great floor plan offers fine livability. Neighborhood pool, pavilion, park, pizza place, playing field and convenience store provide a community hub adjacent to a large SCC Fire Station. World Class Los Gatos public schools, easy access freeway corridors and proximus to silicon valleys biggest tech campuses, SJC, SFO and downtown's Los Gatos finest entertainment, dining and shopping. You wont find this kind of living for this kind of price.

21546 Alma CT, Los Gatos

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

$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

$4,500,000
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 RD, Los Gatos

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

$1,599,000
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

Listed by Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: Michele Replogle from Compass
$1,195,000
4 Beds ⋅ 3 Baths ⋅ ML82043742 MLS
Nearly 3 acres across two parcels, HS-SR zoned, positioned on Highway 17 at the intersection of Silicon Valley work, Los Gatos schools, and Santa Cruz Mountain living. This 4BD/3BA, 1,855 sq ft home is genuinely turnkey: freshly painted interior and exterior, new carpet throughout, owned solar system, Tesla Powerwall battery backup, EV charging, and a detached workshop. Mutual water, septic. Sits in the Lexington Elementary, Raymond J. Fisher Middle, Los Gatos High (rated 10/10) school triangle. 15 minutes to downtown Los Gatos and top-rated schools. 20 minutes to Silicon Valley employment centers. Steps to world-class hiking and biking trails. Weekend accessible to Santa Cruz and Monterey Peninsula. Second parcel buildable, subject to county approval and buyer verification genuine flexibility without obligation. Built for buyers seeking land, schools, infrastructure investment, and access without compromise.

20476 Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Sunil John from Coldwell Banker Realty
$1,200,000
3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS
Nestled among majestic redwoods on desirable Glenwood Drive, this peaceful mountain retreat offers the perfect blend of privacy, natural beauty, and modern comfort. A quiet, tree-lined approach welcomes you home, where expansive decks and tranquil gardens invite you to relax and enjoy the serene surroundings. Inside, soaring open-beam ceilings, skylights, and abundant natural light create a warm, inviting atmosphere. The updated kitchen features quartz countertops, stainless steel appliances, and opens seamlessly to the living and dining areas, anchored by a cozy pellet stove. The main level includes two bedrooms and a full bath, while the lower level offers a private-entry guest suite with its own bedroom, bath, and kitchenette, ideal for extended family, guests, a home office, or multi-generational living. Outside, enjoy a rare flat, sun-filled backyard with raised garden beds, a pergola-covered patio, detached studio, and private sauna with outdoor shower. Recent upgrades include an underpinned foundation and updated septic system. Located in the Scotts Valley school district with high-speed internet and easy Highway 17 access, this is mountain living at its best.

24250 Glenwood DR, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$1,600,000
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 LN, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Georgia Howard from Compass
$860,000
2 Beds ⋅ 2 Baths ⋅ ML82052618 MLS ⋅ Redwood Estates Services Associa BLDG.
Charming and Sought After Redwood Estates Cottage! This 2-bedroom, 2-bath home offers approximately 1150 sq ft of living space on a 5,850 sq ft lot. Enter to high ceilings, sunny space with skylights, windows, patio sliders and french doors throughout providing ambient light. Wide plank wooden flooring in living room combine with kitchen. The kitchen is equipped with tile countertops, a gas cooktop and oven range, dishwasher, refrigerator, and exhaust fan and eat-in bar. Spacious deck off of kitchen for relaxing under the lovely mountain views. Primary bedroom with carpeting and ceiling fan and a full bathroom with a shower over tub are on the upper floor. Spiral staircase leads to lower level with 2 adjoining rooms for den plus bedroom combo and full bathroom along with large basement storage space. Step outside where your hot tub awaits amongst the garden space. Laundry is conveniently situated in the utility room with 220V electricity hookup and washer/dryer included. Central heat and wired for generator. Friendly community with pool, playgrounds, community center, new fire station, Pizza restaurant, post office and general store in a great commute location 7 minutes to town. Great Los Gatos Schools: Lexington Elem, Fisher Middle, Los Gatos High

21590 Madrone DR, Los Gatos

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

$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 1,875 sq ft plus an attached 443 square foot Accessory Dwelling Unit, for a total of 2,318 square feet.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

Listed by Carol Jeans, 408-313-0067 from Christie's International Real Estate Sereno
(If provided) CoList: from

$3,200,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, a retreat offering breathtaking city light views, with over 5.3 acres, and access to award-winning Saratoga schools. Situated in the coveted Los Gatos Hills, 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. The expansive grounds offer a rare sense of seclusion while remaining just minutes from downtown Los Gatos and Saratoga. 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 RD, Los Gatos

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

$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

$1,075,000
3 Beds ⋅ 2 Baths ⋅ ML82050409 MLS ⋅ Chemeketa Park BLDG.
Charming and Sunny Los Gatos hills retreat! Located in Chemeketa Park, just minutes to town, this 1,448 sq ft home sits on a 18,000+ sq ft lot and offers three bedrooms and two bathroom. The living room features a wood-burning fireplace and vaulted ceilings, while the flooring combines laminate and carpet throughout. The kitchen includes quartz countertops, an oven range, microwave, hood over the range, and refrigerator, with an eat-in dining area. Bedrooms are on the ground floor, including the primary with a stall shower; the full bathroom features a shower over tub. Central forced air heating and ceiling fans provide comfort. Laundry is conveniently located inside with washer and dryer hookups. Amazing entertainers back yard! Covered patio with built in kitchen featuring bbq and granite counters plus sitting area with TV and Gas fireplace. Property includes a shed and an electric vehicle Level 2 (240 volts) hookup. Friendly Chemeketa park community features playground and community room also includes water company. Near Lexington reservoir with hiking, biking trails, fishing and kayaking. Fantastic commute location close to downtown Los Gatos. Los Gatos Schools featuring Lexington Elementary (IB Programme), Fisher Middle and Los Gatos High

17666 Navajo TRL, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Charles Holcomb from Compass
$975,000
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 CT, Los Gatos

Listed by Kathleen Hendricks, 831-917-0839 from Sotheby's International Realty
(If provided) CoList: from

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