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23695 Hutchinson RD, 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 RD, Los Gatos

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

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, 208-870-4786 from The Agency
(If provided) CoList: from

20905 Comanche TRL, Los Gatos
$919,000
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

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

15055 Blossom Hill RD, Los Gatos
$1,999,888
4 Beds ⋅ 3 Baths ⋅ ML82055326 MLS
WHAT A DEAL! 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

Listing courtesy of Chandani Group, (650) 492-0234 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
950 Oak Ridge RD, 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 RD, Los Gatos

Listing courtesy of Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

17415 Locust DR, Los Gatos
$749,000
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

Listing courtesy of Nicki Banucci, 408-515-7247 from Compass
(If provided) CoList: Lisa Sgarlato from Compass
25970 Mar Vista CT, 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 CT, Los Gatos

Listing courtesy of Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: Ted Egner from Christie's International Real Estate Sereno
26175 Pierce RD, 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 RD, Los Gatos

Listing courtesy of Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

20378 Black RD, 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 RD, Los Gatos

Listing courtesy of Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

15295 Kennedy RD, 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 RD, Los Gatos

Listing courtesy of Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

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, 408-472-2414 from Compass
(If provided) CoList: Michele Replogle from Compass
24250 Glenwood DR, Los Gatos
$1,099,000
3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS
Offers reviewed Oct 12 at 5:00pm. Come to the open house today Oct 11 from 1-4. 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

Listing courtesy of Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

181 Spring Water LN, Los Gatos
$1,500,000
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

Listing courtesy of Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Georgia Howard from Compass
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, 408-313-0067 from Christie's International Real Estate Sereno
(If provided) CoList: from

16490 Wood Acres RD, Los Gatos
$2,900,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, offering stunning panoramic Bay Area views, over 5.3 acres, a dedicated spring water source located on parcel 510-28-006 that is considered part of the sale as a buildable additional lot 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 RD, Los Gatos

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

16057 Shannon RD, Los Gatos
$3,600,000
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

Listing courtesy of Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

21568 Alma CT, 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 CT, Los Gatos

Listing courtesy of Kathleen Hendricks, 831-917-0839 from Sotheby's International Realty
(If provided) CoList: from

20955 Panorama DR, 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 DR, Los Gatos

Listing courtesy of Kathy Royer, 408-391-6200 from Coldwell Banker Realty
(If provided) CoList: from

18103 La Verne Dr, Los Gatos
$1,029,000
2 Beds ⋅ 2 Baths ⋅ CC41137874 MLS
Fully remodeled 2-bedroom, 2-bath home in the highly sought-after Los Gatos school district, just 8 minutes from vibrant downtown Los Gatos. This exceptional redwood retreat offers the rare combination of modern comfort, natural beauty, and everyday convenience. Nestled among towering redwoods in the desirable Redwood Estates community, the home seamlessly connects with its surroundings through soaring ceilings, warm wood accents, abundant natural light, and timeless architectural character. Thoughtfully updated throughout, it preserves original charm while incorporating modern upgrades for today's lifestyle. Designed for both everyday living and effortless entertaining, the open-concept layout flows naturally between indoor and outdoor spaces. The updated kitchen features real wood cabinetry, brand-new appliances, an oversized granite workstation sink, and a charming arched doorway. The living area opens to a newly stained deck overlooking the forest canopy, creating a seamless extension of the home - ideal for morning coffee, outdoor grilling and dining, entertaining, or relaxing among the trees. The spacious primary suite offers a true retreat with room for a king-sized bed and additional furnishings. The newly remodeled spa-inspired bathroom includes a deep soaking tub, rain

18103 La Verne Dr, Los Gatos

Listing courtesy of Carissa Brikken Brown, (925) 209-4842 from Christie's Intl RE Sereno
(If provided) CoList: from

14411 Shannon RD, 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 RD, Los Gatos

Listing courtesy of Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

16011 Stephenie LN, Los Gatos
$3,388,800
4 Beds ⋅ 4 Baths ⋅ ML82048749 MLS
Brand-new modern farmhouse with attached ADU with kitchenette great for extended family. Located near Downtown Los Gatos and w/n the highly regarded Los Gatos school district. On the main level, open concept living and dining spaces. The chef's kitchen features slab quartz countertops, custom-crafted cabinetry, walk-in pantry, premium stainless-steel appliances and a large center island anchor the space. Luxury engineered hardwood flooring throughout with decorative wood-plank ceilings. Upstairs, a versatile loft provides the perfect setting for a secondary media lounge. An expansive laundry room. The light-filled primary suite is complete with a spa-inspired ensuite featuring dual vanities, designer finishes, and a generous walk-in closet. Two additional well-appointed bedrooms and a beautifully finished full bathroom with dual vanities complete the second floor. For that indoor outdoor living is an expansive covered veranda with wood-plank ceiling, slate tile. Rear yard includes paver patio, artificial turf, water-conscious landscaping, and modern landscape lighting. Additional amenities include Mitsubishi split-system heat pump, dual tankless water heaters, EV charging station, epoxy garage flooring, smart irrigation, alarm system, fire sprinklers, and built-in audio wiring.

16011 Stephenie LN, Los Gatos

Listing courtesy of Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

25405 Adams RD, 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 RD, Los Gatos

Listing courtesy of Rob Ellis, 408-858-5222 from RE/MAX Realty Partners
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty
14380 Long Ridge RD, Los Gatos
$1,495,000
3 Beds ⋅ 3 Baths ⋅ ML82048042 MLS
NEW PRICE!!! Experience the perfect blend of refined living & mountain serenity in this immaculate Los Gatos home. Surrounded by natural beauty on 1.3 acres, mature fruit trees & a separate vegetable garden. An adorable, permitted turnkey/move-in ready 952 sq ADU is perfect for guests or rental income. The ADU features a 1 BR/1 BA with an upstairs loft, & in-unit washer & dryer, complete with outdoor space for entertaining, and its own storage space & parking. Avg. rental rates for an ADU is $2500-$3200. 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 & entertain. The spacious 2,401 sq main home features 3 large BR, 3 full BA, 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. Award winning Los Gatos Schools. A magical setting with your own storybook home for you to cherish offering lifestyle, tranquility and space.

14380 Long Ridge RD, Los Gatos

Listing courtesy of Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

20100 Black RD, Los Gatos
$2,950,000
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

Listing courtesy of David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

24580 Loma Prieta AVE, 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 AVE, Los Gatos

Listing courtesy of Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
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, 408-309-3848 from Alta Realty Group CA
(If provided) CoList: Jennifer Espinosa from Alta Realty Group CA
19534 Montevina RD, 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 RD, Los Gatos

Listing courtesy of Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services
18836 Favre Ridge RD, Los Gatos
$1,850,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.
Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

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

16840 Cypress WAY, Los Gatos
$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

Listing courtesy of Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

18453 Las Cumbres RD, Los Gatos
$1,695,000
4 Beds ⋅ 3 Baths ⋅ ML82040088 MLS ⋅ Las Cumbres BLDG.
Welcome to this exceptional home in the highly desirable Las Cumbres community, where comfort, space, and natural beauty come together. A stunning entryway with vaulted ceilings and a grand staircase creates a warm first impression. The open floor plan features wide hallways and seamless flow between rooms, perfect for everyday living and entertaining. The remodeled kitchen is the heart of the home, offering new appliances, a large island, ample prep space, and an eating area with charming alcove windows. It opens to a spacious family room with a cozy wood-burning stove. A formal dining room connects to the kitchen and living areas, while the elegant living room features vaulted ceilings and its own wood-burning stove. The main level includes a versatile bedroom or office and a bonus playroom. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, large bathroom, and private deck. Two additional bedrooms include alcove spaces, with new flooring throughout the second floor. Additional highlights include a 3-car garage, newer interior paint, abundant natural light, and peaceful forest views. Ideally located just minutes from downtown Los Gatos. the community offers a clubhouse, pool, sports courts, trails, events, and top-rated Los Gatos High School.

18453 Las Cumbres RD, Los Gatos

Listing courtesy of Alfredo Barajas Team, 408-605-4800 from Coldwell Banker Realty
(If provided) CoList: from

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