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$1,690,000
5 Beds 5 Baths ML82023399 MLS
Mid-Century Modern Gem with 5-Bedrooms, 3-Full Bathrooms, 2-Half Bathrooms, 3,860 Sq Ft, situated on 2.9 acres of mostly flat usable land with full sun all day and spectacular ocean views. The main house offers 3-Bedrooms, 2-Full Bathrooms, and 2 Half Bathrooms. A true Mid-Century Modern with clean lines, seamless indoor-outdoor living with expansive windows, high open beam ceilings, slate floors, sunken living room with 2-way stone fireplace, built-in couches, hidden wet bar and workspace, Large kitchen w/newer appliances, laundry room and a serene primary retreat. The 2 additional bedrooms have their own private wing with a sitting area and full bathroom. The attached ADU has 2-bedrooms, 1-bathroom, private entrance, full kitchen, living room with slider to back patio. The ADU is perfect as a private guest wing, multi-generational living, or to rent out. Solar panels and batteries are fully owned, 3 sheds and oversized garage for all your storage needs. This is a rare opportunity to own such a spacious property with stunning architectural features and breath-taking ocean views. Located next to Loma Prieta Winery. Visit Rancho Prieta today, before its gone.

800 Rancho Prieta RD, Los Gatos

Listed by Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Green from COMPS

$1,750,000
5 Beds 5 Baths ML82023300 MLS
Secluded contemporary split-level in the Los Gatos Mountains, minutes from downtown, on 2.8 park-like acres along a private road with garden space, chicken coop, sand volleyball court, and equestrian possibilities within fully fenced grounds and an electric gate. The 4-bedroom, 4-bath main home plus 736 sq ft ADU with full kitchen & loft offers versatile living, abundant storage, & bonus spaces. Enter into the formal living room with a vaulted ceiling, fireplace, & built-in cabinetry. A few steps down, the lower-level primary suite features a large bedroom, sitting area with built-in window seats, flex space, wood-burning stove, & spa-inspired ensuite. On the main floor, the remodeled chefs kitchen with granite countertops & large island opens to a breakfast nook & open-concept family room with vaulted ceiling & wood-burning stove, plus a separate dining room. Three additional bedrooms include an upper-level guest suite with full bath, two main-floor bedrooms & full baths, and a dedicated office. Highlights include a loft, mudroom with laundry, oversized two-car garage with workshop, partial basement with storage or wine cellar potential, & a 24KW Generac generator. Relaxed mountain living just 5 minutes to Hwy 17, 15 minutes to downtown Los Gatos, & easy Silicon Valley access.

215 Marty RD, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Matthew Luan from NTERO

$2,300,000
3 Beds 3 Baths ML82016007 MLS
A locally famous dinosaur sculpture park greets you at this exceptional mountain estate, boasting 270 degree panoramic mountain & bay views! Sunny, flat/gently sloped acreage offers an abundance of usable land to add an ADU, orchard, vineyard, horses, sport court, pool etc. The interior centers around a stunning remodeled kitchen with custom cabinetry, gorgeous quartz counters, incorporating breakfast dining, all open to the cozy den with brick fireplace. Oak beams, paneling & moldings showcase custom craftsmanship throughout the home. Separate formal dining & living rooms with panoramic views, flank the grand entry hall. Entertainers will love the recreation room with bar, display cabinetry and shelving for your liquors/glasses. The primary suite features a remodeled oversized stall shower and sunny deck. 2 further beds and full bath in the opposite wing. Attached 2 car garage plus detached garage/workshop with loft. Automatic gates at the main entry with paver driveway, an alternative 'tradesmans entrance' opens to a circular driveway to the back door/laundry room, then exits onto Skyland. Beyond the expansive lush lawn is a natural meadow/pasture. 'The dinosaurs' are a popular, local landmark, much loved by the local mountain community. First time on the market in 4 decades!

5 Ocean View RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

Sold listing courtesy of Madeline Skinner from OBBMCURBAN

$6,200,000
7 Beds 7 Baths ML82021197 MLS
Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

16420 S Kennedy RD, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Erin Burke from CBR

$5,850,000
5 Beds 5 Baths ML82021076 MLS
Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

17435 Phillips AVE, Los Gatos

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric Chang from CRBG

$5,250,000
6 Beds 8 Baths ML82017888 MLS
Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

16383 Aztec Ridge DR, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty

Sold listing courtesy of Yan Tian from BOR

$6,500,000
5 Beds 6 Baths ML82019222 MLS
Beautiful single level Craftsman style home located in the highly desirable Surrey Farms neighborhood! Ideal floor plan for combination of family comfort and resort style living with the seamless indoor outdoor integration. The gourmet kitchen is a true centerpiece with double islands, bar seating, eat-in dining area, double ovens, large walk-in pantry, Wolf range and Sub-Zero refrigerator. Open concept to a spacious family room with a wet bar, wine refrigerator and French doors leading to the stunning backyard retreat. Additional TV room sits adjacent to a stylish private office w/ full bath accessible from backyard. The expansive primary suite offers backyard access, dual walk-in closets, frame less glass shower, large jetted tub, dual vanities and a makeup counter. This exceptional property features newer hardwood flooring throughout, LED lighting, high ceilings, solar with Tesla power walls for house and separate solar system for the pool. The backyard is built for entertaining with a spacious patio, lawn area, sparkling pool & spa and a cozy fire pit offering the ultimate indoor-outdoor lifestyle. Oversized 3-car garage w/ EV charger. Bonus 241 sq ft loft perfect for workout or private office/study area. Wonderful built-in cabinetry. Terrific storage throughout. Immaculate!

106 Longmeadow DR, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Drew Reid from CBR

$6,250,000
6 Beds 6 Baths ML82018567 MLS Shannon Valley Ranch BLDG.
Built in 2008 by Greenbriar Homes, this single-level Mediterranean estate sits in the prestigious Shannon Valley Ranch, an enclave of only 13 residences across 80 acres. Spanning 4,612 square feet, the dramatic open design features six bedrooms and five and a half baths. The formal entry opens to soaring ceilings, wide sunlit hallways, and elegant gathering spaces, including a living room with coffered beam ceilings, a lavish dining room with butlers pantry, wet bar, and wine display. The chef's kitchen boasts Wolf and Sub-Zero appliances, cherry cabinetry, granite counters, oversized island, hand-scraped floors, and a casual dining nook flowing seamlessly into the family great room. Three fireplaces enhance the warmth, while two en suite bedrooms and a luxurious primary retreat with fireplace, dual walk-in closets, and spa bath ensure comfort. On 2.2 flat west-facing acres with views of the hills and valley, the resort-style grounds include a Pebble Tec pool with waterfall and spa, full outdoor kitchen and pizza oven under a gazebo, fire pit, sports grounds, and multiple patios. Additional highlights: three-car garage, city utilities, solar pool system, and a prime location minutes to Whole Foods, top Los Gatos schools, and downtown.

286 Mountain Laurel LN, Los Gatos

Listed by Benjamin Frieden, 408-888-9507 from KW Bay Area Estates
(If provided) CoList: Jason D'amico from KW Bay Area Estates

Sold listing courtesy of Sherri J. Stoneberger from LREA

$850,000
ML82018538 MLS
FIRST TIME ON THE MARKET SINCE 1973 CONTRACTOR OPPORTUNITY. This is a million dollar sight with a ten million dollar view. If you have driven Bear Creek road you know this spot, laying between David Bruce and Bytington wineries. HUGE VIEWS across the valley to Monterey bay and beyond! 3917 square feet of sprawling living space per owner, with a second story downstairs. Purchased by our seller in 1973 as a Triplex. For the past many decades has lived in one unit and rented the ADU, using the third unit as a gym shop space. Started a remodel several years ago and had knee surgery which stopped all progress. Last tenant stayed 16 years and moved out a year ago. guest unit is almost ready, and the main house needs a complete new vision and remodel. Much deferred maintenance and unfinished projects do to age and physical limitations of our dear owner. In and out driveways with ample parking and carport for two, new steel roof on the current guest unit. Sunny hillside and front yard area, great for growing tomatoes and more! Los Gatos School district, with Santa Cruz County address. This is a rough version of a Big Sur style artists hideaway. 10 minutes from downtown Los Gatos and 25 to the heart of Silicon Valley. Terrific compound or multi living situation for creative buyer.

21460 Bear Creek RD, Los Gatos

Listed by Gordon Rudy, 408-316-5975 from Schwarzbach Associates
(If provided) CoList: from

Sold listing courtesy of Nancy Gard from HC44P

$6,940,000
4 Beds 4 Baths ML82017790 MLS
Don't wait! For a limited time Seller will entertain offers between $7.3M and $8M for the entire 9.6 acre property with ability to capture up to 3 legal developable parcels. One parcel currently offered for sale at $1.8M pending approvals (ML82017796). Options abound: keep the existing home while gaining two new parcels to develop or sell, offset costs by selling one or more parcels, or double the property's underlying value and hold for generational wealth. Arguably one of the finest estate properties in Los Gatos, this fully fenced and gated retreat offers unmatched privacy features sweeping 270 degree views of bucolic hills and the valley below. Despite being less than 5 minutes to Los Gatos Blvd, this multi-acre property features meandering trails wind through organic fruit trees, custom enclosures, and landscaped grounds with sunset vistas. Outdoor amenities include bocce, volleyball, swimming, and multiple gathering areas. The recently updated home is centered around a beautiful courtyard entry and features spacious bedrooms, a serene office, and multiple entertainment spaces. Expansive Brazilian Ipe decking surrounds the residence, framing sweeping hillside views. Located minutes from Los Gatos High, fine dining, and shopping, and served by top-rated Los Gatos schools.

15651 Kennedy RD, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

Sold listing courtesy of George Lee from FT23T

$7,350,000
5 Beds 6 Baths ML82015557 MLS
One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

23020 Old Santa Cruz HWY, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

Sold listing courtesy of Amin Kuchaki Rafsanjani from PY2PP

$3,869,000
5 Beds 5 Baths ML82016109 MLS
Brand New Executive Home In Campbell-Loads Of Charm On A Spacious 9,047sf Lot! Stunning 4,076sf home includes 473sf attached ADU high-grade materials including hardwood plank floors, custom cabinetry, Kohler sinks & toilets, gourmet kitchen with luxurious Quartz waterfall countertop, eat-n island & Thermador/Bosch stainless steel appliances including built-n refrigerator, apron sink & butler's pantry. Features include laundry room with cabinets/sink/counter/washer/dryer, 2 primary suites with 1 featuring free-standing soaking tub/shower, separate dining room, loft family room, stackable glass wall doors blends the home with large backyard, frameless glass shower/tub enclosures, 9' high ceilings, recessed LED lighting, solid core 8' doors, office/den, CAT5 wiring, standing seam metal roof elements, finished/painted garage, landscaped front and rear yards, owned 4.05kW Solar pre-wired for outlet in garage for future EV charger, paver driveway, dual A/C & attached ground floor 473sf studio ADU with private entrance/kitchenette. Benefit from outstanding schools: Farnham Charter/Price Charter/Leigh High schools, easy access to highways 85/17... just minutes to downtwn Los Gatos/downtwn Campbell/downtwn Willow Glen & more! Super Opportunity to own your dream home in an ideal location!

16164 E Mozart AVE, Los Gatos

Listed by Joe N. Pollifrone, 408-460-5469 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Jake Serpa from CBR

$2,550,000
5 Beds 4 Baths ML82015755 MLS
Nestled on a 2.46-acre lot, this architecturally stunning retreat blends country charm with modern luxury, just minutes from Downtown Los Gatos. Enter through striking double doors into a travertine-tiled foyer, leading to a family room with vaulted wood-inlay ceilings, hardwood floors, and expansive forest views. The high-end epicurean kitchen showcases JennAir appliances, maple cabinetry, granite counters, and a breakfast bar including a prep sink and an induction fondue cooktop. The home features 4 bedrooms, a dedicated den, and a versatile loft (5th bedroom/craft room). The primary suite offers vaulted ceilings, a gas fireplace, dual walk-in closets, private deck, and a modern spa-like bathroom with radiant floors, floating vanities, and a steam shower. Smart amenities include triple-zone NEST climate control, Sonos-controlled speakers, owned solar, a tankless & a solar water heater, and a private well. Enjoy a finished 3-car garage and a climate-controlled gym. Multiple decks invite relaxation, while a gazebo-covered hot tub sits beside a cascading waterfall and serene lily-pad pond. A pellet stove-warmed barn/workshop welcomes year-round projects. Served by top schools, including Los Gatos High, this retreat offers nature, technology, and craftsmanship in perfect harmony.

23435 Summit RD, Los Gatos

Listed by Kristy Kessler, 408-839-9518 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Justin Tarantino from ROOM

$3,480,000
4 Beds 4 Baths ML82015649 MLS
Tucked in the scenic hills above Los Gatos, this private Mediterranean estate offers resort-style living just minutes from Downtown Los Gatos. Set on a gated property surrounded by preserved open space, this home combines elegance, functionality, and tranquility. The main residence features 3 bedrooms and 3 bathrooms with beautifully refinished hardwood floors, a spacious formal living room, separate family room, and a wine cellar. The chef's kitchen is equipped with granite countertops, a Viking range, stainless steel appliances, and both a breakfast bar and casual dining area. A detached ADU with its own kitchenette and full bath provides flexible space for guests, a private office, or extended family. Outdoors, enjoy a fully equipped entertaining space with a built-in BBQ, bar, multiple fireplaces, a hot tub, and a cascading waterfall. There's even a custom chicken coop and integrated Sonos sound system throughout the home and yard. With a 3-car garage, trail access, and under five minutes to Downtown Los Gatos, this is a rare opportunity to own a turnkey estate that feels worlds away yet is close to everything.

18702 Bear Creek RD, Los Gatos

Listed by Christina Khosrowabadi, 408-318-4863 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Steve Perry from SGP

$4,350,000
4 Beds 4 Baths ML82012556 MLS
Fantastic family home situated on one of the most desirable cul-de-sacs in Los Gatos. Well maintained home with evident pride of ownership. Beautifully refinished hardwood floors on the the main level. Chef's kitchen features extensive cabinetry, convenient prep island along a separate breakfast bar with beverage refrigerator. Dual Miele ovens, Miele dishwasher and large walk-in pantry. Open concept floor plan is perfect to breakfast table area and family room with built-in cabinets and gas burning fireplace. Welcoming living room has large windows letting in abundant natural light. Formal dining room area. The spacious primary suite offers a convenient built-in desk area, large windows with bench seating along with his/her walk in closets. A second master suite offers a large walk-in closet along with a beautifully updated bathroom. Two additional generously sized bedrooms. Incredible views of the Santa Cruz Mtns and sunsets from the home and deck. The tranquil and large backyard has an enclosed gazebo, a perfect spot for al fresco dining, a welcoming garden feeling with lawn area and mature trees surrounding the property. Adjacent to popular Johnson Ave. Extensive storage throughout. Close to Town and schools. Owned solar & generator. Over-sized 3-car garage

109 Johnson HOLW, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Andy Tse from NTERO

$4,550,000
4 Beds 4 Baths ML82012239 MLS
First time on the market! This stunning 4-bedroom, 3.5-bath home is nestled in the highly sought-after Vasona Heights neighborhood of Los Gatos. Boasting 3,500 sq ft of beautifully updated living space, the home features new hardwood floors, designer lighting, fresh interior and exterior paint, and luxurious onyx countertops. The chefs kitchen includes a Sub-Zero refrigerator, stainless steel appliances, and sleek cabinetry. Enjoy formal gatherings in the elegant dining room and relax in the spacious family room with a cozy fireplace. Additional upgrades include new plumbing fixtures, a remodeled bathroom, and an epoxied garage floor. A versatile game room or guest suite with a private entrance offers flexible living options, perfect for entertaining or extended stays. Step outside into your own private retreat with a sparkling pool, patio, and lush landscaping that creates true resort-style living. Minutes from downtown Los Gatos, Vasona Park, and La Rinconada Country Club. Top-rated Los Gatos schools!

17095 Summit WAY, Los Gatos

Listed by Paul Younan, 408-315-1172 from Compass
(If provided) CoList: from

Sold listing courtesy of Betty Leung from NTERO

$3,820,000
5 Beds 5 Baths ML82012588 MLS
Brand New Executive Home-Loads Of Charm On A Spacious 8,984sf Lot! Stunning 3,612sf home plus 473sf attached ADU with high-grade materials including hardwood plank floors, custom cabinetry throughout, Kohler sinks & toilets/Grohe fixtures, gourmet kitchen with luxurious Quartz waterfall countertop, eat-in island & Thermador & Bosch stainless steel appliances including built-in refrigerator, apron sink & butler's pantry. laundry rm with cabinets/sink/counter/washer/dryer, 2 primary suites with one featuring free-standing soaking tub/shower, separate dining rm, loft family room, folding glass wall doors blends the home with large backyard, frameless glass shower/tub enclosures, 9' high ceilings, recessed lighting, solid core 8' doors, office/den, LED lighting, CAT5 wiring, walk-in closets, finished/painted garage, landscaped front & rear yards, owned 4.05 kW Solar pre-wired for outlet in garage for future EV charger, paver driveway & attached ground floor 473sf studio ADU with private side entrance/kitchenette. Benefit from outstanding schools: Farnham Charter Elementary, Price Charter Middle & Leigh High, easy access to highways 85/17... just minutes to downtwn Los Gatos, downtwn Campbell & downtwn Willow Glen & more! Super Opportunity to own your dream home in an ideal location!

16166 E Mozart AVE, Los Gatos

Listed by Joe N. Pollifrone, 408-460-5469 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Joe N. Pollifrone from SGP

$1,785,000
4 Beds 3 Baths ML82010777 MLS
Amazing value close to town on a sunny acre with views and 5 car garage! This 4 spacious bedroom, 3-bathroom home is a haven of light and style. Formal entry leads to inviting living room, featuring high ceilings and abundant windows and views, complete with new carpets. The gourmet chef's kitchen boasts granite countertops, a center island with a breakfast bar, stainless steel appliances, and garden windows framing mountain vistas. Formal dining room, pantry and laundry area. Two primary suites, one is a retreat with exposed wood beams, distressed wide plank flooring, gas fireplace, enormous walk-in closet with built-ins and a luxurious bathroom with a sunken tub, and a shower with a stunning granite backsplash that leads to a private deck for morning coffee. Back yard has expansive Trex deck with breathtaking mountain valley views, grassy area, a large side yard with garden and horseshoe pit. Car enthusiasts will love the attached 3-car garage, carport, detached 2 car garage with barn/workshop, and a vast cement parking area. Additional features include updated electrical systems, internal fire sprinklers system, public water (sjwater), water tanks, whole house generator, central vacuum and comcast. Easy drive to town or beach. Los Gatos Schools (Loma Prieta, CT & LG High).

22187 Old Santa Cruz HWY, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Jill Cole from CBR

$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

$7,450,000
5 Beds 8 Baths ML82008476 MLS
Château de la Vue | Elevated above Los Gatos, boasts over 9,500 sq. ft. of living space and presides over an ultra-private 2-acre estate where panoramic 180° views stretch from the lights of Silicon Valley to the skyline of San Francisco. This dual-gated compound offers an unmatched blend of security, tranquility, and architectural significance just minutes from downtown Los Gatos. The main residence spans over 7,000 sq. ft. with 4 bedrooms accompanied by 5 bathrooms and an executive office. The interior balances timeless luxury with dramatic indoor-outdoor flow, creating seamless entertaining experiences across expansive terraces, views, and landscaped grounds. A separate, over 2,200 sq. ft. guest house, accessed via its own gated driveway delivers full dual-living flexibility across two levels, each with its own kitchen, accompanied by 1 bedroom and 3 bathrooms. Ideal for multigenerational living or a private retreat. Resort-style amenities include a 75-foot lap pool and spa, movie theater, gym, and oversized 3-car garage.. Modern regulations make replication of an estate of this size, above ground, virtually impossible today. Chateau De La Vue is a generational opportunity to own one of Silicon Valleys most iconic, irreplaceable estates!

16541 Cypress WAY, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of The Gummow Brothers from SGP

$1,698,000
5 Beds 6 Baths ML82008703 MLS
Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

16497 S Kennedy RD, Los Gatos

Listed by Nevis and Ardizzone, (408) 891-8149 from Compass
(If provided) CoList: from

$4,700,000
4 Beds 4 Baths ML82007927 MLS
This stunning contemporary home has been remodeled and expanded from top to bottom, using top-quality materials & workmanship. Nestled on a lushly landscaped 1/3 acre lot, the one-story floor plan is perfect for extended families with a fourth bedroom/SDU option with a separate entrance. An 80-year-old olive tree and a handmade front door say welcome home. The gourmet kitchen features sintered stone counters, rift white oak cabinets, Sub-Zero and Wolf appliances, and a sunny coffee bar with a skylight. The primary suite is a peaceful haven with access to the deck & a huge walk-in closet by California Closets. The primary bath has a modern freestanding tub & walk-in shower of Porcelanosa tile/limestone and walnut vanity with marble counter. The formal living room features a gas fireplace & a wall of glass to the beautiful yard & ipe deck. The large family room has access to both the backyard and a private patio with a hot tub. One of the best parts of this home is the fourth bedroom/SDU option, featuring a spacious kitchen, high ceilings, full bath, second laundry, & La Cantina doors that open to a private courtyard. A bonus building makes the perfect home office, workout room, or studio. The options are many for how to live in this one-of-a-kind property.

15902 Rochin TER, Los Gatos

Listed by Kathi Hammill, 408-497-1175 from Compass
(If provided) CoList: Mike Hammill from Compass

Sold listing courtesy of Christine Perry from SGP

$3,855,750
4 Beds 3 Baths ML81998239 MLS
PRESTIGIOUS NEIGHBORHOOD | FOUR MILES FROM DOWNTOWN LOS GATOS | LUXURIOUS 1197±sf LANAI | LUSH GROUNDS AND STUNNING VIEWS | AN EXCEPTIONAL ENTERTAINMENT VENUE It's architect, Henry Herold, a head designer for Frank Lloyd Wright, designed it's 'prairie-design,' with strong lines and many windows it's perfect to enjoy the views beyond. Dual-gates open to reveal meticulously landscaped gardens that flourish across 2.15± ac. Stone pathways take one to delight in any of several garden enjoyment nooks. See city lights and captivating natural vistas, as seen in the images. An indoor-outdoor sound system plays your favorite tunes and the jacuzzi is steps from the Primary Suite! A spacious kitchen, with high-end appliances and large pantry, is perfect for culinary enthusiasts. The family room with cozy fireplace opens to the kitchen, providing a warm atmosphere with views from every window. An elegant living room adjoins the dining area, with triple French doors creating a stylish indoor-outdoor setting. Natural light is abundant! It's dual water sources, city water for the home and well water for irrigation, plus electronic dual-gated access, marry elegance with practicality. Ample storage. Buyer to verify square footages: Main Home 3742sf, Lanai/ Outdoor Kitchen 1197sf, Gar. 614sf.

21106 Brush RD, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty

Sold listing courtesy of Tim Newsome from COMPS

$2,400,000
3 Beds 4 Baths ML82005638 MLS
Stunning 3BD/4BA Craftsman custom home in the coveted Villa del Monte neighborhood just minutes from the freeway. This home is exceptional in all ways featuring radiant-heated slate/wood floors, dual-pane Anderson windows, solid wood beams, gorgeous lighting, built-in speakers, and two wine frig and wine cabinet. Chefs kitchen offers white matte GE Café appliances, onyx counters, brass fixtures, custom fir cabinets, Viking gas stove, butlers pantry, stained glass by Holy City and more. Spacious living areas with multiple fireplaces, custom cabinetry, wet bars, and window seating. Luxurious primary suite with 3 closets, steam shower, jacuzzi tub, radiant heat, skylights, and dual vanities. Two ensuite bedrooms with custom tile and built-ins. Bonus room for office or craft space or additional bedroom. Over $750K in exterior upgrades: balcony and tiled deck with built-in BBQ island, copper railings, Generac generator, newer septic & gray water system, Phantom screens, fully landscaped, fruit trees, and flagstone hardscape. Basement workshop, 2-car garage, extra parking, and flat upper yard ideal for pool or playground. Terrific location to schools, just .6 miles to Loma Prieta Elem and CT English, Los Gatos High, 1.5 mi-Summit Store, 6.7 mi-downtown Los Gatos, 12 mi-Santa Cruz.

23447 Skyview TER, Los Gatos

Listed by Grace Garland, 408-821-8669 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Alex Mccafferty from GGSIR

$3,250,000
4 Beds 4 Baths ML82005143 MLS
Imagine the best of both worlds: less than 5 miles from Los Gatos' acclaimed dining, excellent schools, and boutique shopping, your own private retreat awaits. Surrounded by sun, majestic redwoods, and breathtaking views, this property offers unparalleled tranquility. Enjoy a heated pool, koi pond with a rhythmic fountain, and a sports court on expansive grounds. This self-sufficient estate boasts a 418 sq ft ADU, a 672 sq ft workshop/1 car garage, 450 sq ft 2 car garage, oversized carports, garden, chicken coop, stable, owned solar, and EV charging. Drink from your private well, echoing the land's history as a rejuvenating spring destination. Entertain from the elegant chef's kitchen with high-end appliances and quartz countertops, on the decks, or at the resort-style pool. Inside, discover 4290 total square feet of light-filled open living space, grand windows with epic views, a stone fireplace, and modern design. Experience peaceful luxury living with easy access to Silicon Valley opportunities today!

19445 Black RD, Los Gatos

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: Rose Wood from eXp Realty of California Inc

Sold listing courtesy of Radney Toomasian from APR

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