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$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

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

$5,030,000
5 Beds 4 Baths ML82044854 MLS
Spectacular, panoramic views distinguish this exceptional residence at 108 Harwood Court, Los Gatos. Encompassing approximately 4,471 square feet and situated on 1.2 acres, the home offers 5 bedrooms and 3.5 bathrooms, thoughtfully designed to accommodate both formal entertaining and comfortable daily living. The well-appointed kitchen is equipped with a chefs gas cooktop, granite countertops, and a generous pantry. Newly refinished hardwood floors and an elegant crystal chandelier enhance the grand foyer, defined by dramatic dual staircases. 2 bedrooms are located on the main level and share a full bathroom, well-suited for guests or multigenerational living. A dedicated executive office provides additional flexibility. High ceilings, abundant natural light, and 3 fireplaces add architectural interest throughout. A spacious deck offers an ideal setting for outdoor entertaining while capturing the breathtaking views. Additional features include a formal dining room, a separate family room, powder room, and a spacious utility room with washer and dryer. The property includes a 4-car garage, carport, and offers convenient access to nearby hiking trails and a short drive to downtown Los Gatos.

108 Harwood CT, Los Gatos

Listed by Kiersten Ligeti, 650-766-8319 from The Agency
(If provided) CoList: Patricia Karoubi from The Agency

Sold listing courtesy of Aladdin Kanawati from APR

$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

Listed by Parrin Jalali, 408-497-7797 from Intero Real Estate Services
(If provided) CoList: from

$1,785,000
3 Beds 3 Baths ML82041606 MLS Arroyo Rinconada BLDG.
Spacious, updated and desirable Arroyo Rinconada end unit set in an idyllic cul de sac with creek/greenbelt views (Rio Vista = River View). Extensive upgrades throughout, including impressive kitchen, gorgeous hardwood floors, plantation shutters and new dual-pane windows and sliders. Open-concept floor plan features vaulted ceilings and picture windows, creating a wonderful indoor-outdoor feel. Remodeled gourmet kitchen features great counter space, 5-burner gas cooktop, Sub-Zero refrigerator, warming drawer and extensive custom cabinetry. Elegant living room includes a gas-burning fireplace and dining area that opens to a back patio, ideal for alfresco dining and gardening. A handsome open den/office area with fireplace looks out on greenery. Primary suite with vaulted ceiling, deck access, cedar-lined walk-in closet, dual vanity, skylight, spa-like shower enclosure and soaking tub. Guest bedrooms have ample closet space and deck access. Dedicated second floor laundry room. Resort-like amenities include a large community pool, spa, cabana and private tennis court set amid beautiful, well-maintained common grounds. Excellent schools. Conveniently located near La Rinconada Park, world-class restaurants, and shopping in Downtown Los Gatos, Saratoga Village and Downtown Campbell.

121 Rio Vista, Los Gatos

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Chuck Nunnally from KWLGE

$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

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$1,750,000
3 Beds 3 Baths ML82025602 MLS Rinconada Hills BLDG.
Opulent, seductive and meticulously detailed, this luxurious Rinconada Hills Townhouse is a prized Los Gatos-Saratoga Market find. Floor to ceiling windows bring in soft, intimate northern and westerly light. Crafted in 2017 with over $350,000 in upgrades/improvements, intelligent, highly practical floor plan. Sweeping patio and balconies from each room. Vistas of a tranquil, tropical oasis offering privileged, direct access to swimming and sun patios. 24 hour guarded, gated entry. Top-rated, high scoring Marshall Lane and Rolling Hills schools add to impressive amenities. High end, quality interior finishes throughout. Walnut hardwoods, plush Karastan carpeting; high-end Schonbek crystal chandelier & fixtures; "Millbrook Stone" custom limestone fireplaces w/ gas insert, leaded glass, double door entry. Chef's Kitchen boasts new cabinetry, "Taj Mahal" quartzite counters, Wolf appliances, Insta Hot faucet. Luxurious bathrooms maximize storage. Rohl, Maestro, Kohler and Toto fixtures.

105 Callecita, Los Gatos

Listed by Mark Miano, 408-821-1111 from KW Bay Area Estates
(If provided) CoList: Jackie Miano from KW Bay Area Estates

Sold listing courtesy of Peter Spirakis from RBT

$11,350,000
8 Beds 11 Baths ML82010691 MLS
Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

15681 Kennedy RD, Los Gatos

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE

$3,900,000
5 Beds 4 Baths ML82002337 MLS
Fabulous Los Gatos hillside home with breathtaking panoramic views and privacy. Extensive living space & land for entertaining, gardening & leisure in beautiful East Los Gatos neighborhood. Dramatic, sweeping views of Silicon Valley, the San Francisco Bay & hills. Tremendous privacy within this gated, nearly 2 acre estate. Newer construction (built new in 2003) with gorgeous hardwood floors, vaulted ceilings & 3 fireplaces. 2 bedroom suites, including one on main level + office. Spa-like primary bathroom with dual-head shower, soaking tub & spacious walk-in closet with built-ins. Gourmet kitchen with 6-burner Viking range & hood, extensive cabinetry & walk-in pantry. Vineyard & orchard with various fruit trees including white peach, nectarine, apple, pear, cherry, plum, lemon, orange & mandarin. Open concept floorplan. 3 car garage. Massive decks off both levels for entertaining, family BBQs & views. Open lot across the street is part of the same parcel. Consistent, high-value neighboring homes with large lots & no HOA. Low-traffic cul-de-sac. Close to family-friendly Blossom Hill, Oak Meadow & Vasona Parks, as well as Los Gatos Creek Trail. Top-rated Los Gatos Schools. Quick access to Downtown Los Gatos shopping, community events & world class restaurants. Opportunity knocks!

16060 Cerro Vista DR, Los Gatos

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erin Burke from CBR

$4,330,000
4 Beds 4 Baths ML81993439 MLS
NEW CONSTRUCTION modern residence set in the heart of Los Gatos, CA. This Brand-New Build is imbued with an aura of tranquility & offers a serene retreat just moments from Downtown Los Gatos shops & restaurants. With 4 bedrooms & 3.5 baths, 2 of which are ensuite this 3,082 sqft 2-level home melds modern comforts with timeless elegance. Inside, find naturally bright spaces, an open floor plan & ample high-end finishes. The main level encompasses breezy living areas & a kitchen with top of the line Wolfe & Sub-Zero appliances & polished Taj Mahal Quartzite countertops. Ascend to the second level to find the homes most exceptional asset: a 300-sqft CA living loggia, seamlessly blending indoor & outdoor living for year round enjoyment w/ breathtaking mountain and city views! In addition to its impeccable interiors, this property includes a private outdoor oasis. All-new landscaping spans more than 13,000sqft & offers a patio for outdoor enjoyment. A 2-car garage provides utmost convenience. This stunning home is a short distance to exceptional dining, boutique shopping, & vibrant entertainment. The prestigious Los Gatos High School is minutes away, as well as major Tech Companies, & nearby freeways. Discover a lifestyle of unparalleled refinement & convenience at 16890 Cypress Way!

16890 Cypress WAY, Los Gatos

Listed by Christina Aguirre, 408-728-2393 from The Agency
(If provided) CoList: from

Sold listing courtesy of Alan Wang from KWSCV

$5,100,000
6 Beds 6 Baths ML81973340 MLS
Spectacular La Rinconada Country Club Estate privately situated on 1/2 acre featuring resort style grounds redone in 2018 inc solar heated pool,outdoor kitchen w built-in bbq-fridge,dining bar,bocce ball,expansive turf lawns,patios for entertaining+pool cabana.Sunny fabulous floor plan of grand proportions features private courtyard entrance w dramatic foyer-arched transitions to public rooms that seamlessly integrate an indoor/outdoor lifestyle.Entertainer's delight includes formal dining,spacious living/great room,game room with beverage bar, lower level family/media room w projector/screen+full entertainment bar+multi purpose room.Primary en-suite+bedroom wing of additional 4 bedrooms all with custom built-in dressers+desks+separate guest en-suite w sep entrance.Spacious chef's dream kitchen features custom cabinets-stainless appliances-gorgeous granite counters-oversized island-pot filler-built in dual desks-breakfast bar-large informal dining area for casual meals.Storage galore throughout+large mudroom/utility room.Circular driveway offers ample guest parking+attached garage inc EV charger.Recent upgrades inc interior/exterior paint-lower level carpet-light fixtures.Within minutes of Downtown Los Gatos,highways for easy commute and academically acclaimed Los Gatos Schools.

14530 La Rinconada DR, Los Gatos

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

Sold listing courtesy of Lorie Gillespie from NTERO

$9,710,000
5 Beds 7 Baths ML81970717 MLS
Nestled in the perfect setting for contemplating peace and relaxation, this spectacular new home features a structure of concrete, steel, and commercial grade glass, designed to minimize environmental impact while forging connections between interior spaces and the surrounding landscape. This retreat will make you long for a life enveloped by the great outdoors. Evergreen views are framed by expansive windows and luxury touches abound: Floating Stairs, French White Oak flooring, Glass Wine Cellar, Lacantina folding doors to pool, an elevator servicing all three levels and more . PRIMARY HOME 7,031 SF / 6BR/7BA + 3200 SF OF DECKING + CASITA 822 SF / 2BR/2BA = TOTAL LIVING SPACE 7,853 SF + 3 CAR GARAGE Convenient to Apple (8 miles), San Jose Airport (15 miles), Nvidia (18 miles), Palo Alto/Stanford (20 miles), and Meta (21 miles). Saratoga schools.

19351 Redberry DR, Los Gatos

Listed by Laura McCarthy, 650-269-1609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Pauline David from NTERO

$3,525,000
4 Beds 3 Baths ML81962587 MLS
UNIQUE WATERFRONT PROPERTY: Located just minutes to downtown Los Gatos with Lexington Reservoir within steps, this stately waterfront property is a true oasis where luxury, privacy and natural beauty seamlessly blend. Endless opportunities on the 120,153 sq. ft. lot. Gourmet kitchen with Viking stove and Sub Zero refrigerator, ample cabinets/counter space and large island. Sophisticated dining room, perfect for large dinner parties with table that will seat 14! Primary en suite sanctuary with sitting room/office, Jacuzzi tub and separate shower, walk in closet, and balcony overlooking reservoir. Family room with high ceiling, franklin stove and slider to rear deck. Office library has fireplace with custom mantel. Theater with custom painted Marvel Heroes, large screen, projector and surround speakers. You will never go to the movies again! Unfinished 1,000 sq.ft. attic is perfect for additional living space. 4 car garage and RV parking. This property is a Must See to appreciate it all!

19890 Old Santa Cruz HWY, Los Gatos

Listed by Craig Gorman, 408-313-8411 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Mark Vantress from SGP

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