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23435 Summit RD, Los Gatos
$2,525,000
5 Beds ⋅ 5 Baths ⋅ ML82065806 MLS
Private 2.37-acre Summit Road retreat, just 2 miles off Hwy 17! Updated by Scotty Construction w/quality finishes & smart-home features. 5BD/3.5BA, approx 4,262 sf w/open living spaces & decks w/views. Chefs kitchen w/island, prep sink & stainless Jenn-Air appliances opens to outdoor dining. Primary retreat w/lounge, fireplace, heated floors, private porch, dual walk-in closets & oversized steam shower. Ground-level bedroom suite w/French doors to deck. 300 sf home gym, utility room w/dog shower, den/office. Park-like grounds w/barn/workshop, fenced veggie garden, spa tub deck & usable land - possible horse property. 3-car garage w/workbench plus RV/oversize parking. Generator, central AC, owned solar hot water. Loma Prieta schools & Los Gatos High. Minutes to Summit Center Grocery, easy drive to Downtown Los Gatos & Silicon Valley.

23435 Summit RD, Los Gatos
17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82064735 MLS
Just under a mile along scenic Summit Rd, Melody Lane is a welcoming enclave tucked beneath majestic redwoods. This updated Los Gatos Mountains retreat sits privately on over an acre in an enchanting natural setting. The open layout offers abundant light, oversized windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Generous downstairs family room. Remodeled bath w/separate shower & soaking tub. Fresh interior paint. Peaceful forest views from every room. Bonus room ideal for office, gym or spacious closet. Backyard getaway w/several gathering spaces, gas fire pit, bocce court & redwood views! a perfect spot to relax & entertain Experience mountain living w/convenient access to Silicon Valley & the Santa Cruz coast. Enjoy this coveted location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery & 15 min to Santa Cruz. Old Santa Cruz Hwy offers another easy route. Detached garage, Tesla EV charger & exterior storage shed. Long driveway accommodates multiple cars with an easy turnaround. Nearby hiking & biking trails abound. Served by Melody Woods Water & high-speed Xfinity cable. Top Schools: Loma Prieta, CT English, Los Gatos High. A special opportunity in a magical setting. Don't miss out!

17275 Melody LN, Los Gatos
18143 Gloria CT, Los Gatos
$1,248,888
2 Beds ⋅ 2 Baths ⋅ ML82062350 MLS ⋅ Redwood Estates BLDG.
Welcome home to your peaceful retreat among the soaring redwoods! Stunning cross canyon views from your light, bright, and freshly painted charming upper Redwood Estates home offering 1,410 sq ft of finished living space with gleaming hardwood floors and plenty of sunlight. Two large bedrooms and two recently renovated bathrooms provide comfort, while the modern kitchen and dining area open to a large, fenced and gated backyard. A spiral staircase leads to an unfinished second floor of approximately 1,000 sq ft with dormer windows, ready for your luxury primary suite? A huge walk-out basement and large workshop add plenty of room for hobbies, storage, or projects. Massive gated and fenced parking area with unlimited possibilities. Peace of mind comes standard with high speed internet, whole-house generator, tankless water heater, copper plumbing, and San Jose Water Company water. Residents of the desirable Redwood Estates community enjoy a resort-style pool, community park, playground, sports field, and clubhouse pavilion, all just moments from Pizzeria Vittoria, the Redwood Estates Store, and the U.S. Post Office. Approximately 6.4 miles to town and served by award-winning Los Gatos schools. A rare opportunity for mountain living with room to grow!

18143 Gloria CT, Los Gatos
19050 Skyline BLVD, Los Gatos
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82006582 MLS
A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

19050 Skyline BLVD, Los Gatos
17368 Melody LN, Los Gatos
$1,499,990
3 Beds ⋅ 2 Baths ⋅ ML82061572 MLS
Welcome to this truly unique custom home in the Los Gatos Mountains, offering privacy and peaceful mountain living just 2 minutes from Hwy 17, 9 minutes from downtown Los Gatos and 20 minutes from Santa Cruz. Unlike many mountain properties, this home features level entry, no steep driveway and abundant flat parking for cars, RVs, trailers and toys, plus an additional level area at the rear. Thoughtful custom details are found throughout, including a 2.5-inch-thick solid cherry front door with solid copper hardware, custom stained-glass window, handcrafted Bevolo exterior lighting and built-in subwoofers beneath the family room floor. Car enthusiasts will appreciate the oversized 3-car garage with full-size vehicle lift. A whole-house generator provides added peace of mind. The detached self-contained unit offers excellent flexibility for guests, extended family, office or rental use, with a successful history as both a 3+ year long-term rental and short-term rental. A rare combination of craftsmanship, usable space, privacy and convenience.

17368 Melody LN, Los Gatos
17575 Mountain Charlie RD, Los Gatos
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS
Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos
19465 Montevina RD, Los Gatos
$3,598,000
5 Beds ⋅ 3 Baths ⋅ ML82056050 MLS
Experience the pinnacle of gated estate living with breathtaking views stretching from Lexington Reservoir & Mt Umunhum to the lights of downtown San Jose. Just minutes from Los Gatos, this sophisticated residence combines privacy, luxury, & an exceptional setting. The refreshed interior features new flooring, fresh paint, & an open floor plan designed for effortless living & entertaining. The main level offers an office & guest suite with a full bath. At the heart of the home is the chefs kitchen with granite countertops, a gas cooktop, & abundant cabinetry, flowing seamlessly into a light-filled living area where walls of glass frame the views. Upstairs, the versatile floor plan includes two additional bedrooms & a private gym. The luxurious primary retreat is a sanctuary of comfort, featuring a spa-inspired bath & private viewing deck. Outdoor living is equally impressive, with an expansive veranda & outdoor kitchen, creating the perfect setting for entertaining. The property also features a detached barn with a workshop, loft, & abundant storage. The loft offers potential for an ADU, while the barn & usable acreage provide possibilities for equestrian use, hobbies, or additional workspace. Served by Lexington Elementary, Raymond J. Fisher Middle School, and Los Gatos High.

19465 Montevina RD, Los Gatos
18131 June CT, Los Gatos
$1,999,000
4 Beds ⋅ 3 Baths ⋅ ML82055563 MLS ⋅ Redwood Estates BLDG.
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautifully updated retreat on a coveted 6 parcel lot offering exceptional privacy. Extensively renovated top to bottom, this home compares to like-new construction, with a stunning brand-new kitchen (2026) featuring premium cabinetry, appliances, and counters, a gorgeous new deck (2025) capturing peek-a-boo city lights views. Updated major systems and finishes: new roof, gutters and downspouts, whole-home generator, fire-hardened siding, new windows, remodeled bathrooms, laundry room, skylights, furnaces, A/C, water heater and softener, retaining wall, garage and entry doors, and more! True turnkey peace of mind for years to come. Enjoy a deer-fenced garden, raised planting beds, mature apple and citrus trees. Nestled in the desirable Redwood Estates community, residents enjoy a resort-style pool, community park, playground, sport field, and clubhouse pavilion, all within an easy stroll of Pizzeria Vittoria, Redwood Estates Store, and the U.S. Post Office. Approximately 6.3 miles to town. This exceptional property blends privacy, natural beauty, and move-in-ready comfort in one of the most sought-after settings. Award-winning Los Gatos schools. Don't miss this rare chance to make it yours.

18131 June CT, Los Gatos
17515 Comanche TRL, Los Gatos
$1,200,000
3 Beds ⋅ 2 Baths ⋅ ML82056717 MLS ⋅ Chemeketa Park BLDG.
Nestled in the heart of the Chemeketa Park surrounded by natural beauty and tranquility. This property serves as a private sanctuary where the air feels crisper and the pace of life slows down, all while keeping the amenities of downtown Los Gatos within easy reach and offering Los Gatos Schools. Spacious and charming 3 bedrooms and 2 full baths featuring a primary suite with wood stove. Hardwood floors and tile throughout, with living and dining rooms and laundry with mud room entry. The homes design invites the outdoors in, featuring expansive windows that frame breathtaking views of the surrounding greenery and rolling hills and skylights. Natural light pours into the open living spaces, vaulted ceilings highlighting thoughtful finishes and a layout that flows effortlessly from room to room. The kitchen is a chefs delight, perfectly positioned for both daily living and effortless entertaining. Retreat to the primary suite, a peaceful space designed for relaxation. Outside, there is ample room for gardening, outdoor dining under the redwoods, or simply soaking in the serene atmosphere. spacious 2 car garage and over size shed for storage or home office/art studio. Fenced for dogs. Friendly community with playground and clubhouse and 5 min to town and Lexington Elementary!

17515 Comanche TRL, Los Gatos
21477 Old Mine RD, Los Gatos
$899,000
2 Beds ⋅ 2 Baths ⋅ ML82056085 MLS
Experience peaceful mountain living with Silicon Valley convenience in the Los Gatos hills above Lexington Reservoir. Surrounded by mature trees and scenic hillside views, this thoughtfully updated home has easy access to both nature and city life. Located in the sunny Aldercroft Heights Community, this home includes 2 cozy bedrooms, 2 updated bathrooms, hardwood flooring, granite kitchen countertops, central heat, dual-pane windows with remote-controlled shades, and a tankless water heater. A detached Zomes dome set on its own platform with easy access from the main house serves as an inspiring bonus space for music, art, fitness, or remote work. Enjoy a spacious deck overlooking the surrounding hills and sounds of nature. The property features newer fences, a dedicated dog run, play area, storage sheds, and covered parking with electric vehicle charging. Conveniently located just minutes from downtown Los Gatos, Lexington Reservoir, hiking and biking trails, and major commute routes, all within the highly regarded Los Gatos school district, including Lexington Elementary, Fisher Middle, & Los Gatos High. Aldercroft Heights is truly a hidden gem, with an abundance of sunshine, beautiful trees, fast internet and just a 10-15 minute drive to the heart of downtown Los Gatos

21477 Old Mine RD, Los Gatos
13755 Skyline BLVD, Los Gatos
$4,198,000
6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS
A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. This turn key home is ready for walking right in to enjoy a spectacular life of luxury. Private without being remote. Architectural yet warm. A home designed to experience the landscape as much as the house itself. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot tall ceilings in the great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, its own private patio and freestanding soaking tub. Additional bedrooms & a detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office and studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos
1095 Wilderfield, Los Gatos
$1,420,000
3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS
Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos
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
21546 Alma CT, Los Gatos
$1,375,000
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
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
20476 Santa Cruz HWY, Los Gatos
$1,060,000
4 Beds ⋅ 3 Baths ⋅ ML82043742 MLS
Charming and updated mountain home, move in ready with excellent floor plan. This is the best value in all of 95033. Nearly 3 acres across two parcels 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
21590 Madrone DR, Los Gatos
$840,000
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
18300 Lakeview CT, Los Gatos
$2,950,000
5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS
Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos
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
23457 Summit RD, Los Gatos
$2,550,000
5 Beds ⋅ 4 Baths ⋅ ML82049542 MLS
Perched on a picturesque 2.25 acres of sunny, usable land with mountain & partial ocean views in the desirable Los Gatos Mountains, this beautiful updated home offers 3,417 sq ft of living space just mins from Hwy 17. The gourmet kitchen features Viking & Thermador appliances, Miele built-in coffee system, center island, & custom cabinetry. The kitchen opens to the dining & living rooms with soaring ceilings, abundant natural light, & wood-burning fireplace. A lower level family room offers space for entertaining with access to the outdoor patio. The spacious light filled primary suite features a remodeled bathroom with soaking tub, oversized shower & dual walk-in closets. The outdoor amenities include an expansive covered pergola with custom bar, dining & lounge areas ideal for large gatherings or events, fire pit, sports court, & detached game room. The fully fenced gated grounds offer open lawn areas, mature redwoods, a hot tub with serene mountain views, ample parking & multiple outdoor spaces to unwind. Additional highlights include owned solar, whole-house generator, a 400 sq ft 1-bed 1-bath guest unit ideal for multigenerational living or rental income. Served by the exceptional Los Gatos-Saratoga High School District. 15 mins to Los Gatos and 20 mins to Santa Cruz.

23457 Summit RD, Los Gatos
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
16420 Soda Springs RD, Los Gatos
$1,370,000
5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS
Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos
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
18516 Skyline BLVD, Los Gatos
$4,465,000
2 Beds ⋅ 2 Baths ⋅ ML82050479 MLS
Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. **Accepting BackUp offers** At the heart of the estate, the Tuscany Revival farmhouse evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

18516 Skyline BLVD, Los Gatos
20851 Assiniboine TRL, Los Gatos
$887,000
2 Beds ⋅ 2 Baths ⋅ ML82048722 MLS ⋅ Chemeketa Park BLDG.
Retreat in the Hills of Los Gatos, charming Mountain Home with Custom-Built Cabin Escape to this peaceful, wooded Los Gatos hills home mountain living with Silicon Valley convenience. The living room features new windows opening to a sunny deck with forest views. The gourmet kitchen boasts custom cabinetry, center island, new LG appliances with double oven, gas range, and walk-in pantry with washer/dryer. Primary suite offers walk-in closet and tiled shower. One additional bedroom and a flex for family, guests, or office. Outside, a restored 121 sq ft custom cabin suits guests, studio, gym, or home office. Deck overlooks Los Gatos Creek with under-deck storage. Recent Improvements: New flooring, Expanded windows, New roof, Kitchen remodel, Furnace, Water heater, Electrical panel & gateway, 2 Tesla Powerwalls, 220V EV charger, Landscape lighting, Retention walls, Refurbished cabin Community: playground, garden & clubhouse with hikes and events. Location 6 min to Lexington Elementary (IB World School) Feeds Fisher Middle & Los Gatos High, Hwy 17 access, Minutes to downtown, Lexington Reservoir & redwood trails, 2 fire stations nearby (incl. S-70i Firehawk) Ideal for families, remote workers, or anyone craving mountain charm near the Bay Area. Book a showing today.

20851 Assiniboine TRL, Los Gatos
21550 Locust DR, Los Gatos
$1,160,000
3 Beds ⋅ 2 Baths ⋅ ML82047373 MLS ⋅ Redwood Estates BLDG.
Enchanting Redwood Estates Updated country cottage offers the perfect blend of charm, privacy, and modern comfort. Step through the inviting beveled and stained glass French door entry and onto hickory hardwood floors The airy living spaces are bathed in natural light thanks to a wall of windows, seamlessly connecting the indoors to the expansive trex decking. The updated kitchen featuring sleek stainless steel appliances, granite countertops, and plenty of refinished cabinetry. A cozy dining nook and a welcoming living room, complete with a pellet stove and double French doors leading to the deck. The primary suite is a luxurious retreat, boasting its own private patio, dual closets, and a spa-like bathroom with travertine finishes, a jacuzzi tub, and an oversized shower. Upstairs, you'll find two charming bedrooms with a shared bath and a private balcony perfect for sipping your morning coffee while taking in the mountain views. Lovely yard with yurt and an oversized storage shed and includes an additional lot. New water filtration system and comcast internet. 10 minutes from town, friendly community with playgrounds, a pool, a local store, a cafe, a fire station, and a post office. Los Gatos schools, Lexington Elementary (IB Programme), Fisher Middle, and Los Gatos High.

21550 Locust DR, Los Gatos
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
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
17960 Apache TRL, Los Gatos
$710,000
3 Beds ⋅ 2 Baths ⋅ ML82040835 MLS ⋅ Chemeketa Park BLDG.
Beautiful Swiss Chalet-style home nestled amongst the great redwoods of the Santa Cruz Mountains, in the Chemeketa Park community, offers a warm woodland retreat. Only a five-minute drive to Downtown Los Gatos, this 1,450sqft home has 3.5 bedrooms, two bathrooms, and a reverse floorplan; the living area is on the second floor. It also features stunning bamboo floors, skylights, floor to ceiling windows, vaulted ceilings, and a newly remodeled kitchen with new GE appliances and granite counter tops. Terraced backyard, indoor laundry/utility room, four off-street parking spaces, Los Gatos Schools, and Chemeketa Clubhouse association. Multiple porches and decks surround the property inviting you to breath in the views. Natural water from creek, provided by private water company. Excellent opportunity for an investor contractor. Looking for an ALL-CASH offer.

17960 Apache TRL, Los Gatos
19730 Black RD, Los Gatos
$1,139,000
4 Beds ⋅ 2 Baths ⋅ ML82042115 MLS
Live in your own paradise on a serene private road w/tranquil lake views across the street! Enjoy coffee on the back deck overlooking a gorgeous forest and hear just the birds! Convenience is just minutes to downtown Los Gatos, & this enchanting 4-bedroom, 2-bath retreat offers spacious & comfortable living surrounded by towering redwoods & lush forest. Located next to Howell Reservoir, one of only two homes, the setting feels like a year-round vacation escape! The flexible layout features two bedrooms upstairs and two downstairs, ideal for guests or multi-generational living. The kitchen is equipped w/gorgeous countertops, electric range, refrigerator, dishwasher, exhaust fan, and 220V outlet. Enjoy modern comforts like central A/C, forced air heating, indoor laundry with washer/dryer, a spacious deck for relaxing or entertaining, and a backup generator for peace of mind. Covered two-car carport provides convenience. This cozy and endearing home is a true hidden gem with max privacy. Whether you're seeking a peaceful full-time residence, weekend getaway, or a sought-after Airbnb retreat, this property offers the perfect blend of nature, charm, convenience, value, & opportunity. One of the most affordable detached homes with LG schools, & you'll be closer to beach & nature.

19730 Black RD, Los Gatos

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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