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$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 $55,000 a month on a year to year basis,

18911 Decatur RD, Los Gatos
$13,800,000
6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS
Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood 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
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82044544 MLS
This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, 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
$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
$6,995,000
5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.
Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella 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
$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
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, 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
$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
$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
$5,500,000
3 Beds ⋅ 2 Baths ⋅ ML82047686 MLS
A rare, fully improved private estate compound opportunity in Los Gatos. Set across 8.23 secluded acres just 20 minutes from downtown, this extraordinary property offers immediate luxury living today and a dramatically accelerated path to a future world-class custom estate! Accessed through two secure electric gates and a long stone-paver drive, the property includes an architecturally designed luxury guest residence with sophisticated smart-home integration, floor-to-ceiling glass, automatic shades, wide-plank engineered hardwoods, quartz finishes, steam shower, expansive view deck, spa, dual EV charging, and high-speed Starlink connectivity. What makes this offering exceptionally rare is the immense infrastructure and time-compression value already in place: premium flat buildable estate area, completed site work, permitted septic infrastructure, domestic well, substantial water storage, advanced solar and intelligent battery microgrid, and the ability to bypass years of planning, excavation, and development complexity. A true private sanctuary with top Los Gatos schools, exceptional proximity to Silicon Valley, and extraordinary optionality for the visionary buyer seeking a legacy estate, luxury retreat, or multi-generational compound.

19751 Hicks RD, Los Gatos
$4,750,000
3 Beds ⋅ 2 Baths ⋅ ML82042918 MLS
Rare Commercial Tourism (CT) Opportunity on Highway 17 with 586' of frontage! Situated at the summit of scenic Highway 17 between Los Gatos and Santa Cruz, this versatile 2.34-acre parcel offers endless possibilities for investors and business owners. This must-see property features high-visibility highway frontage with a dedicated turn lane and is improved with a charming 3-bedroom, 2-bathroom house, a former restaurant building with a full kitchen, a 4-car garage, and three 12x14 cottages with a dedicated 8x8 bathroom facility. Benefit from massive exposure with over 40,000 vehicles passing daily, with even higher volumes on weekends and holidays. Offering unlimited business potential for a boutique lodge, destination eatery, retail shop, or service-oriented venture. Bring your vision to this iconic Santa Cruz Mountains site! Buyer to verify all intended uses, sizes, permits, statues/legality of all existing structures and zoning requirements with the Santa Cruz County Planning Department.

22990 Santa Cruz Highway 17, 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
$4,500,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos
$4,498,000
4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS
Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos
$4,250,000
6 Beds ⋅ 5 Baths ⋅ ML82057820 MLS
Welcome Home to 145 Central Ave, an Expansive Los Gatos Home w/ Mountain Views, Permitted Attached ADU & Award-Winning LG Schools! Bright Interior w/ Double Glass-Door Entry, Hardwood Floors, Recessed Lighting, Skylights & Glass Railings. Formal Dining Room w/ Vaulted Ceiling, Chandelier & Wood-Burning Fireplace. Stunning Kitchen w/ Granite Island, Breakfast Bar, Prep Sink, Quartz Counters, Wolf 6-Burner Range, Sub-Zero Refrigerator, Wine Refrigerator, Breakfast Nook, Slow-Close Cabinetry & Black Apron Sink. Spacious Living Room w/ Cathedral Ceiling, Skylights, Built-Ins, Bifold Windows, Mini-Split AC & French Doors to Multiple Balconies w/ Mountain Views! Luxurious Primary Suite w/ Vaulted Ceiling & Spa-Like Ensuite w/ Designer Tile, Dual Vanity, Sunken Tub, Walk-In Closet & Multi-Head Shower. Four Additional Bedrooms w/ 2 Full Baths & Laundry Room. Separate Bonus Room Ideal for Office, Gym or Recreation. Outdoor Living w/ Upper Balcony, Tiled Exercise Patio, Trex-Style Decking, Lawn, Water Feature & Mature Landscaping. 800 SF Attached ADU w/ Private Entry, Full Bath, Kitchenette, Office Nook, Built-Ins & Private Balcony. 3-Car Garage w/ Tesla EV Charger & Storage. Minutes to Downtown Los Gatos, Hwy 17, Trails, Parks, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

145 Central AVE, Los Gatos
$3,999,000
3 Beds ⋅ 3 Baths ⋅ ML82057190 MLS
A most rare home walking distance to La Rinconada Country Club, Courtside LG Creek Trail on a very private lot and nearly 135 feet of frontage facing no neighbors.  Massive kitchen and island, fully upgraded throughout, putting green with LED-lit holes, gazebo, and a spectacular detached office with ethernet, AC and fireplace year-round joy!  The three-car garage is clean and finished, sports a new expanded driveway, and has prep for 220 volt charging.  Oh, and dont miss the garden areas and, most importantly, the backdrop of stunning redwood trees.

14608 Golf Links DR, Los Gatos
$3,998,000
5 Beds ⋅ 3 Baths ⋅ ML82057269 MLS
Welcome to turn-key luxury with stroll to town convenience. Situated on Los Gatos' most desirable street, living on the coveted 100-block of lower Johnson means you can leave the car at home. Enjoy effortless strolls to morning coffee, workouts at the Club, dinner, award-winning schools, and weekend shopping. While the striking exterior offers exceptional curb appeal, the real magic is how effortlessly this home lives. The modern infrastructure gives you all the character of an authentic 1891 home without the historic headaches. Inside, warm, sophisticated spaces feature rich Acacia floors, spa-inspired bathrooms with TOTO bidets, automated custom silk drapery, and a dramatic marble fireplace. For entertaining, the back wall of the home folds completely open, connecting the living spaces to a sprawling Tigerwood deck and a private backyard. The level yard offers rare flexibility and is well suited for a future pool or add a garage. An original carriage house provides the perfect studio, gym or extra storage. The greatest luxury is peace of mind. With top-tier solar, full battery backup, and independent dual-zone HVAC with medical-grade air filtration, the home practically runs itself. A rare blend of historic soul, modern efficiency, and an unbeatable downtown location.

135 Johnson AVE, Los Gatos
$3,988,000
4 Beds ⋅ 5 Baths ⋅ ML82036838 MLS
Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos
$3,898,000
5 Beds ⋅ 3 Baths ⋅ ML82056024 MLS
Located in the iconic Almond Grove neighborhood, this beautifully reimagined five bedroom home offers the ultimate downtown Los Gatos lifestyle. Just blocks from the vibrant energy of Santa Cruz Avenues premier dining and boutiques, and Bachman Park. At the heart of the home, the chefs kitchen is a showstopper, featuring a vintage-inspired AGA Legacy multi-function range, Silestone Quartz countertops, and an island designed for social gatherings. High-end appliances, Bosch dishwasher and GE Monogram refrigerator, all are framed by custom cabinetry. The dining area and an expansive family room, leads to glass sliding doors that open to the private backyard retreat. The expansive primary suite is complete with a meticulously remodeled bathroom. For those seeking extra space, the fully finished basement has been transformed into a versatile living area; a full bath, an additional bedroom, and abundant storage & perfect for guests, workout room or a dedicated home office. Outdoor living is just as impressive. The front yard, professionally landscaped to include an inviting sitting area, while the backyard is an entertainer's dream including a built-in BBQ station with granite counters, a covered deck, and a hot tub under the stars. EZ access to 17, Major Businesses, parks and more.

124 Massol AVE, Los Gatos
$3,890,000
5 Beds ⋅ 3 Baths ⋅ ML82055445 MLS
*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino WAY, Los Gatos
$3,800,000
6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS
Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos
$3,695,000
4 Beds ⋅ 4 Baths ⋅ ML82056334 MLS
Thoughtfully crafted, high-efficiency new construction in the heart of Los Gatos. Total square footage with connected ADU 2,657sf. 4 bedrooms and 4 full bathrooms with soaring ceilings, light-filled flexible living and dining spaces, modern AV and EV features, all on a gated lot in the acclaimed Los Gatos Union School District. Complementing the main residence: a private, fully legal ADU with separate entrance, kitchen, living area, bedroom, and full bath. Cameras on site; (no screenshots).

407 University AVE, 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
$3,649,000
5 Beds ⋅ 4 Baths ⋅ 226097537 MLS
Comprehensive top-to-bottom remodel completed in July 2026. Set on 4.5 private, highly usable acres, this 3,659 sq. ft. mountain estate combines soaring architectural design, high-tech infrastructure, and resort-style grounds just 15 minutes from downtown Los Gatos and a 4-minute walk to a local neighborhood park. The formal living room features dramatic 25-foot soaring ceilings and a wall of floor-to-ceiling glass framing panoramic redwood forest views. The floor plan offers a clear separation of space, flooded with natural light and high-end modern finishes throughout. Infrastructure Advantages: Public Water: Connected to San Jose Water a rare premium for mountain properties eliminating well dependencies. Power & Climate: Brand-new heat pump HVAC (installed July 2026), solar power, and a full-home commercial automatic backup generator. Connectivity: Active Starlink internet installed and ready for work-from-home needs. Resort Grounds & Outdoor Living: Outdoor Space: 2,000+ sq. ft. deck built for outdoor dining and entertaining. Pool & Spa: Solar-heated pool with a custom waterfall, hot tub, and an enclosed gazebo featuring a large stone fireplace, prep sink, and mini-fridge. Turf & Grounds: 2,000 sq. ft. of low-maintenance artificial turf, a built-in playhouse, a glass-and-redwood greenhouse, 8 raised garden beds, an enclosed chicken coop with an outdoor run, and mature fruit and citrus trees. Parking: 3-car garage plus an expansive driveway with ample guest and RV parking. A turnkey, modern mountain sanctuary where all the heavy lifting has already been done.

21631 Summit Road, Los Gatos
$3,498,000
3 Beds ⋅ 3 Baths ⋅ ML82057897 MLS ⋅ Bella Vista BLDG.
Located in the Bella Vista community, this exceptional home showcases timeless craftsmanship & luxury finishes. Built in 2008, this home offers an inviting indoor-outdoor floor plan designed for both everyday living & elegant entertaining. The chef's kitchen is appointed with Wolf, Sub-Zero, and Thermador appliances, custom cabinetry, & a convenient butler's pantry. Rich architectural details including dramatic wood-clad beamed ceilings, hand-scraped hardwood floors, terra cotta tile, stone fireplaces, & extensive custom mill-work create warmth & sophistication throughout. The luxurious primary suite offers a spa-inspired bath & beautifully finished walk-in closet. Additional custom features include a wood-paneled bedroom with full-wall built-in cabinetry, an upper-level display niche, and custom mudroom. Step outside to a spectacular backyard designed for entertaining, featuring an outdoor fireplace, fully equipped outdoor kitchen with built-in bar, exquisite inlaid tile patios, multiple gathering areas, & upper terrace with a Juliette balcony offering beautiful hillside views. Residents enjoy access to a private community park overlooking Vasona Lake, all within minutes of downtown Los Gatos, acclaimed schools, shopping, dining, and commuter routes.

Bersano LN, Los Gatos

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