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$3,798,000
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

$2,150,000
3 Beds 3 Baths CRFR26194826 MLS
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc DR, Los Gatos

$5,488,000
4 Beds 5 Baths ML82060376 MLS
Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, Los Gatos

$6,950,000
5 Beds 5 Baths ML82060328 MLS
Resort-style living meets Silicon Valley convenience at this exceptional custom built, single-level residence. Gated & privately positioned on a flat acre just minutes from vibrant downtown Los Gatos, this property seamlessly connects sophisticated interiors with extraordinary outdoor spaces, creating a private retreat equally suited for everyday living & entertaining. The residence centers around an open kitchen-family great room overlooking the spectacular grounds. The chef's kitchen features an island with seating, Wolf/Sub-Zero/Thermador appliances, slab counters & walk-in pantry. A spacious living/dining room provides an elegant setting for larger gatherings. A private bedroom wing features a gracious primary suite with fireplace, sliding French doors, dual-sided walk-in closet & spa-inspired bath. A separately positioned 4th bedroom with full bath is ideal for guests or a private executive office. The detached guest house is a destination unto itself with its great room, full kitchen, bedroom suite & laundry. Outside, the property transforms into a private oasis. Expansive lawns surround a sparkling pool & spa, bocce court & outdoor kitchen pavilion. Solar, 3-car garage, Los Gatos schools, moments to downtown LG & convenient access to leading Silicon Valley tech campuses.

16220 S Kennedy RD, Los Gatos

$3,998,000
3 Beds 3 Baths BE41146294 MLS
FIRST TIME ON THE MARKET! A rare Los Gatos opportunity, 14821 Golf Links Drive offers an exceptional combination of an expansive nearly acre-sized lot, a beautifully updated single-story home, and incredible flexibility for the future. Set on an impressive 34,100sqft lot, this 3-bedroom, 2.5-bath home offers approximately 2,372sqft of comfortable living space surrounded by privacy, openness, and room to create something truly special. The enormous lot is a standout feature, offering buyers the freedom to envision expansive outdoor entertaining areas, gardens, a pool, sport court, additional structures, or future expansion possibilities, subject to applicable approvals. Thoughtfully updated and move-in ready, the home features an inviting layout, beautiful vaulted ceilings, abundant natural light, and a seamless connection to the spacious outdoor setting. Located in highly sought-after Los Gatos and served by top-rated Los Gatos schools, the property also offers convenient access to shopping, dining, recreation, and major commute routes near Winchester Boulevard and La Rinconada Drive. Properties offering this combination of land, privacy, highly regarded schools, and creative potential are exceptionally difficult to find. Whether enjoying the property as it is today or imagining

14821 Golf Links Drive, Los Gatos

$1,950,000
2 Beds 2 Baths ML82059067 MLS
A truly unique opportunity in an extraordinary Los Gatos setting. Nestled beneath a canopy of mature trees on approximately 1.02 private acres, this distinctive 2-bedroom, 2-bath home offers approximately 1,972 sq. ft. of living space just 2.2 miles from downtown Los Gatos and only .7 mile from Saratoga-Los Gatos Road. Filled with character, the home features three wood-burning fireplaces, hardwood flooring upstairs, authentic brick flooring on the lower level and a Colonial-inspired exterior. The property's origins date to the early 1900s, when it was reportedly part of the expansive estate of San Francisco financier Max Cohn, with the structure later converted to a residence. Several additional outbuildings, including an approximately 640 sq. ft. structure, add to the possibilities. Surrounded by mature trees and exceptional privacy, this remarkable acre offers a rare canvas to renovate, expand, reimagine or create your own vision in one of Los Gatos' most sought-after settings.

15895 Ravine RD, Los Gatos

$3,250,000
3 Beds 2 Baths ML82059012 MLS
Located in the highly desirable Blossom Manor neighborhood of Los Gatos, this property sits on a generous corner lot, nearly 12,000-square-foot lot, offering an exceptional setting to create a spectacular custom estate. Ready for renovation or transformation, the expansive parcel provides ample space to design a home that reflects your vision while maximizing long-term value. Enjoy an unbeatable location within walking distance of Blossom Hill Elementary, neighborhood parks, shopping, dining, and the new Whole Foods Market. Surrounded by beautifully renovated homes in one of Los Gatos' most sought-after neighborhoods, this is an outstanding investment in a premier location where lifestyle, land, and future potential come together. *Buyer to confirm school availability*

15850 Orange Blossom Lane, Los Gatos

$1,400,000
4 Beds 2 Baths ML82057216 MLS
Set on 2.32 acres in the Santa Cruz Mountains, this property offers a unique blend of privacy, sunshine, and convenience just minutes from Highway 17, Downtown Los Gatos, local wineries, hiking trails, Summit Store, and highly regarded Loma Prieta schools. Mature trees, citrus trees, grapevines, garden areas, and open sunny spaces create a peaceful setting with exceptional usability and flexibility. The approximately 2,500 SF residence is currently configured as two 2-bedroom, 1-bath units with interior access between them, offering options for single-family living, multigenerational use, or income-producing ownership. Whether enjoyed as a private mountain retreat, investment property, or future estate setting, the property offers exceptional flexibility in a convenient and highly desirable location. Buyer to cooperate with 1031 exchange at no cost to Buyer.

23889 Summit RD, Los Gatos

$5,900,000
4 Beds 4 Baths ML82057718 MLS
Nestled in the prestigious Daves Avenue neighborhood, this exceptional Los Gatos residence (4bed + office) offers timeless elegance, privacy, and an unparalleled lifestyle. The stately interior features crown molding, colonial baseboards, architectural columns, and a welcoming foyer. The formal living room showcases a bay window with custom cabinetry, while the spacious dining room is ideal for entertaining. A private office opens to a scenic balcony with tranquil hillside views. The vaulted family room features a fireplace and flows seamlessly to the gourmet kitchen with premium appliances, preparation island, dining area, and beautiful views. A temperature-controlled walk-in wine cellar adds a distinctive touch. Upstairs, the private bedroom level includes a luxurious primary suite with fireplace, spa-inspired bath, oversized jetted soaking tub, statement chandelier, and custom closets/ island. Two additional bedrooms offer private decks, including an ensuite retreat, while a fourth bedroom shares a Jack-and-Jill bathroom. An expansive deck overlooks nearly an acre of private grounds, offering exceptional potential for a pool, custom landscaping, and outdoor entertaining. A rare opportunity to create your dream estate in one of Los Gatos most coveted neighborhoods!

15723 Oak Knoll DR, Los Gatos

$7,900,000
5 Beds 7 Baths ML82055447 MLS
New construction contemporary home offering approximately 6,671 SF on an approximately 16,000 SF lot. This 5-bedroom, 6 full and 1 half bath residence spans three levels with 10-foot ceilings, 7-inch European White Oak hardwood flooring, flush baseboards, stained cabinetry and interior doors, and abundant natural light. The main level features a dramatic two-story entry, spacious great room with fireplace and sliding doors to the backyard, dining room with wine bar, gourmet kitchen with oversized island and built-in dining table, Viking 48-inch built-in refrigerator, Viking 48-inch induction range, large laundry room, office/nursery, and a main-level primary suite. The primary bath features radiant heated floors, freestanding tub, walk-in shower, and oversized walk-in closet with a $10,000 builder credit toward a custom closet system. Upstairs are two ensuite bedrooms with walk-in closets. The lower level includes a large recreation room with wet bar/kitchenette, temperature-controlled wine room, theater/game room, gym or golf simulator room, additional bedroom with full bath, and storage. Expansive backyard offers room for a pool (buyer to verify). Oversized two-car garage. Convenient Los Gatos location near shopping, dining, parks, and commuter routes.

109 Sporleder CT, Los Gatos

$5,988,000
4 Beds 4 Baths ML82055456 MLS
Contemporary Mid-Century Modern home offering 4,251± SF with 4 bedrooms, office, and 3.5 baths across two thoughtfully designed levels. The main level features an open great room with fireplace, dining area, gourmet kitchen with oversized island, 48" Viking built-in refrigerator, 48" Viking induction range, walk-in pantry, mudroom, laundry room, private office, and an en-suite guest bedroom. Expansive covered patio extends the living space with outdoor dining and fire pit areas. The lower level includes a spacious primary suite with fireplace, radiant heated bathroom floors, two-person steam shower, freestanding soaking tub, large walk-in closet, and adjacent study loft. Two additional bedrooms share a Jack-and-Jill bath. Approximately 650 SF bonus room with kitchenette is wired for a home theater and offers flexible space for media, recreation, fitness, hobbies, or work. Interior finishes include white cabinetry, white interior doors, and 9" European White Oak hardwood flooring. Spacious 2-car garage. Designed for modern living with flexible spaces and seamless indoor-outdoor flow.

110 Sporleder CT, Los Gatos

$6,785,000
5 Beds 6 Baths ML82057386 MLS
Newly constructed Mid-Century Modern residence offering approx. 5,634 SF across 3 levels with 5 bedrooms, 5.5 baths and 10' ceilings throughout. Sophisticated interiors feature 9" European White Oak flooring, flush baseboards, white painted cabinetry and doors, and expansive open living spaces. The main level includes a study/guest room, primary suite, formal dining room, great room with fireplace/TV wall and sliding doors to the covered porch, plus a large laundry and mudroom. Gourmet kitchen features an oversized island and Viking appliances, including a 48" refrigerator and 48" induction range. Main-level primary bath offers radiant heated floors, oversized shower and freestanding tub. Upstairs is a second primary suite with walk-in closet and private balcony. The lower level features a large recreation room with bar/kitchenette, 2 ensuite bedrooms and an oversized home theater with surround-sound prewiring. A striking new Los Gatos residence combining scale, modern design and exceptional indoor/outdoor living.

104 Sporleder CT, Los Gatos

$6,975,000
4 Beds 5 Baths ML82057385 MLS
Newly constructed modern luxury offering 5,409 sq ft across 3 expansive levels on an approximately 16,000 sq ft lot. This 4-bedroom, 5.5-bath residence features 10-ft ceilings on all levels, 7-inch European White Oak hardwood floors, flush baseboards, stained interior doors, and sophisticated contemporary finishes. The main level centers around an impressive gourmet kitchen with a substantial island, stone surfaces, solid plywood soft-close cabinetry and Viking appliances including a 48-inch built-in refrigerator and 48-inch induction range. Butlers pantry and walk-in pantry provide exceptional storage and prep space. The adjoining great room features a fireplace/TV wall and opens on both sides to outdoor patios and an expansive backyard with sweeping valley views. Formal dining, oversized laundry, and dedicated mudroom complete the level. Upstairs are 3 ensuite bedrooms, including a primary retreat with fireplace, oversized shower, freestanding tub and 2 large walk-in closets. Builder provides a $10,000 credit toward custom primary closet organizers. The walk-out lower level offers a large great room/game room, bar/kitchenette, temperature-controlled wine room, bedroom and bath, plus a large lightwell with spiral staircase providing direct backyard access.

103 Sporleder CT, Los Gatos

$2,798,000
4 Beds 2 Baths ML82057280 MLS
Discover the timeless appeal of this beautifully maintained single-story home in the highly sought-after Belwood neighborhood of Belwood neighborhood of Los Gatos. Offering approximately 1,748 square feet of thoughtfully designed living space on an expansive 10,500 square-foot corner lot, this inviting residence features four bedrooms and two full bathrooms. The light-filled floor plan offers formal living and dining rooms, along with a spacious family room anchored by a cozy fireplace. The well-appointed kitchen, features generous counter space, an electric cooktop, built-in microwave and oven and an ideal layout for both everyday living. Thoughtful upgrades include a fully owned solar system with two battery whole-home backup systems, a five-zone Mitsubishi Electric ductless HVAC system, a newly updated electrical panel, and a Level 2 (240V) EV charging outlet. The meticulous landscape includes 4 fruit trees, a pergola, brick patio, raised planters with views of the East Los Gatos foothills. Easy access to the gated Belwood community pool, Belgatos Park, scenic hiking and biking trails, shopping, dining, and the award-winning Union and Campbell Union High School District, this is a rare opportunity to own a move-in ready home in one of Los Gatos' most sought-after areas.

173 Belwood GTWY, Los Gatos

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

19544 Sky Oaks WAY, Los Gatos

$19,998,888
10 Beds 8 Baths ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

$6,250,000
4 Beds 4 Baths ML82056494 MLS
San Francisco to Gilroy views from 13.5 acres in Los Gatos, with usable, gently sloped land near the home and hillside beyond, shaded by heritage oak trees. Room for farm animals or a future vineyard. Minutes from downtown Los Gatos, Saratoga, Campbell, and San Jose, with easy freeway access. The 2,830 sq ft home has a Tahoe-esque feel, hardwood and tile floors, and was extensively remodeled in 2017. The kitchen is built for real cooking: six-burner stove, pot filler, double ovens, and its own fireplace. Solid core doors throughout. The primary suite has a fireplace and feels like its own retreat. 4 bedrooms, 3.5 baths. Attached 2-car garage plus a detached 2-car garage with pool storage, and a pool. Outdoor kitchen and two sitting areas make this the spot for every family gathering, with land still left over to explore. Part of the original Blossom Hill, this is only the second time the property has changed hands in over 100 years! If you love a view, this is the one to see; it has some of the best in Silicon Valley.

14942 Larga Vista DR, Los Gatos

$1,825,000
4 Beds 2 Baths ML82050096 MLS
Truly a magical setting! Feel worlds away while being so close to town! Beautifully updated Los Gatos Mountains retreat offers the perfect blend of privacy & convenience in a spectacular setting nestled amongst majestic redwoods! Backyard oasis w/multiple entertaining areas, gas fire pit, fountain, hot tub, bocce ball court & serene forest views. Enjoy the best of mountain living w/easy access to Silicon Valley & the Santa Cruz coast. You can't beat this location! Minutes to schools, Summit Store, Hwy 17, 8 minutes to downtown Los Gatos & 20 minutes to Santa Cruz Harbor. Plus, Old Santa Cruz Hwy provides an alternate convenient route. Open floor plan features abundant natural light, big windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Spacious separate family room. Remodeled bathroom w/separate shower & soaking tub. Freshly painted interior. Tranquil views from each room. Use the Bonus room as office, gym or hobby room. Detached garage, Tesla EV charger & storage structure. Long driveway w/space for multiple cars & easy turnaround. Excellent schools: Loma Prieta Elem, C.T. English Middle & Los Gatos High. Served by Melody Woods Water & high-speed Xfinity cable. Wonderful neighborhood/community.

17275 Melody LN, Los Gatos

$6,400,000
5 Beds 5 Baths ML82056345 MLS
This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

$950,000
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

$6,800,000
5 Beds 4 Baths ML82049070 MLS Surrey Farms BLDG.
This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

$4,648,000
6 Beds 5 Baths ML82055683 MLS
Nestled among majestic trees just 15 minutes from downtown Saratoga, this architecturally significant modern retreat offers a rare blend of design, privacy, & connection to nature. Showcased in DWELL & thoughtfully integrated into its spectacular 2.9-acre setting, the residence unfolds through walls of glass, soaring ceilings, & extraordinary indoor-outdoor living. Light pours through endless windows, framing meadow & forest views while valley lights shimmer at night. Endless space to build a pool/pool house, ADU, large garages, or keep it as a fenced in pasture for horses. Built in 2018, the home features dramatic living spaces with 20-foot ceilings, a stunning chefs kitchen anchored by an oversized marble island & premium appliances, & a spectacular primary retreat with private terrace and spa-like bath. Designed for both sophisticated entertaining & everyday sanctuary, the flexible floor plan includes multiple guest accommodations, media & recreation spaces, a roof deck & a detached 400-square-foot guest retreat or executive office. Bordered by Castle Rock State Park with direct access to nature, yet remarkably close to downtown dining, shopping, & commuter routes, this is a home for those seeking something truly unforgettable architectural, private, & impossible to replicate.

13755 Skyline BLVD, Los Gatos

$1,500,000
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

$3,750,000
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

$949,000
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

$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

$6,250,000
5 Beds 7 Baths ML82053834 MLS
Welcome Home to 16070 Matilija Dr, a 3,050 SF Main House + 1,000 SF ADU a Gorgeous Estate in a Prestigious Los Gatos Location w/ Saratoga Schools! Set on Over Half an Acre w/ a 4BD Main Home + Detached 1BD ADU, 4 Full & 3 Half Baths & Mountain Views. Driveway w/ Paver Apron, Cultured Limestone Facade, Covered Entry w/ Exterior Chandelier & Oversized Pivot Door Provide Gorgeous Curb Appeal. Open Floor Plan w/ 10' Ceilings, White Oak Wide-Plank Hardwood Floors, Skylights & Sun Tunnels. Great Room w/ 72" Linear Fireplace, Travertine Surround & Multi-Directional Sliding Doors. Chef's Kitchen w/ Raised Ceiling, Skylights, Long Quartzite Island, Lavender Marble Counters & Backsplash, Pass-Through Bi-Fold Windows, Viking & Wolf Appliances. Primary Suite w/ Mountain Views, Back Garden Access, Custom Walk-In Closet & Spa-Like Ensuite w/ Radiant Heat, Dual Vanity, Oversized Shower & Standalone Tub. Detached ADU w/ Full Kitchen, Laundry, Bedroom Suite & Mini-Split Heating/Cooling. Finished 2-Car Garage w/ Epoxy Floors, Cabinetry, Skylights & Half Bath. Back Patio w/ Pergola, Outdoor Kitchen, Artificial Lawn, Water Feature & Resort-Style Landscaping. Minutes to Downtown Los Gatos & Saratoga, Farmers Markets, Hwy 17, Apple & NVIDIA.

16070 Matilija DR, Los Gatos

$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

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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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