Los Gatos Multi-Generational Homes for Sale

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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$3,998,000

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

Listed by Suzanne Freeze Manning, 408-623-5599 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listed by David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

$2,175,000

4 Beds ⋅ 4 Baths ⋅ ML82053523 MLS ⋅ Creekside Village Of Los Gatos BLDG.

This beautiful 4 Bed, 3.5 Bath 1804 sq. ft. craftsman style home is one of the largest plans located in the exclusive Creekside village community of Los Gatos. Steps away from vibrant downtown Los Gatos with its shops, cafes & restaurants. A resort-like community of single family homes built in 2005 with HOA managed common areas, swimming pool, gym, clubhouse, guest parking area. Prestigious Los Gatos schools. This spacious home offers 2 primary suites, one on each floor for convenience & flexibility. Large primary bathroom upstairs with dual sink, separate shower & bath tub. Living room, kitchen & half bath with resurfaced cherry wood floors, recessed lights. Large kitchen with granite counter tops, gas range, SS appliance. Large private backyard provides endless possibilities for outdoor activities & entertainment. Backing to serene open space.. Beautiful views of the Los Gatos hills from the upstairs front bedroom windows. Close proximity to the famous Vasona lake county Park, walking trails. Easy access to Hwy 9,17 & 85. Additional amenities central heating & A/C, Large 2 car side by side garage with new floor epoxy, inside laundry.

338 Creekside Village DR, Los Gatos

Listed by Mahesh Suri, 408-568-1740 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Christy Pak from APR

$2,950,000

5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS

Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos

Listed by Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Yvonne Szu from NTERO

$1,649,000

4 Beds ⋅ 3 Baths ⋅ ML82051632 MLS ⋅ Common Interest Management Servi BLDG.

Exceptional SPACE, COMFORT & VALUE in Los Gatos! MOVE-IN READY & beautifully refreshed, this spacious 4-BEDROOM, 2.5-BATH townhome offers 2,302 SQ. FT. and one of the LARGER FLOOR PLANS in Wimbledon Place. VAULTED CEILINGS, SKYLIGHTS & abundant NATURAL LIGHT create a BRIGHT, AIRY interior. The layout offers a welcoming LIVING ROOM with FIREPLACE, separate FAMILY ROOM, dining area & VERSATILE spaces for entertaining, working or unwinding. The KITCHEN features GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANCES, cabinetry, NEW electric cooktop, NEW dishwasher & convenient Study Nook. A PRIVATE SUNDECK creates a retreat, while the 4th BEDROOM enjoys serene TREE VIEWS. MULTIPLE PRIVATE PATIOS framed by Apple, Orange, Fig & Plum trees enhance INDOOR-OUTDOOR LIVING. Updates include NEW premium CARPET, FRESH interior paint, BRAZILIAN HARDWOOD flooring & stairs, refreshed deck surfaces & newer appliances. Attached TWO-CAR GARAGE. Enjoy RESORT-STYLE AMENITIES including a POOL, gardens, GREENBELTS, BBQ areas, playground & REDWOOD TREES. Ideally located near DOWNTOWN LOS GATOS, Vasona Park, Bay Club, Netflix, hospitals, shopping, dining & Highways 85/17. A rare blend of SPACE, NATURAL LIGHT, PRIVACY and an amenity-rich LOS GATOS LIFESTYLE!

102 Lancewood PL, Los Gatos

Listed by Amar Realtor, 650-686-2627 from Keller Williams Palo Alto
(If provided) CoList: from

$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

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

$1,775,000

4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS

Sun-filled Aldercroft Heights home with awesome canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation, and completed inspections. Includes parcel (APN #558-22-018) across the street. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual.

20955 Panorama DR, Los Gatos

Listed by Kathy Royer, 408-391-6200 from Coldwell Banker Realty
(If provided) CoList: from

$1,800,000

3 Beds ⋅ 3 Baths ⋅ ML82050011 MLS ⋅ Rinconada Hills BLDG.

Get ready for a special treat. The entrance features a rare, custom art sculpture - a creative, whimsical touch of cranes nested in rock that sets this home apart from most. Inside, the unit perfectly balances timeless architecture with modern upgrades. The layout offers incredible flexibility to suit any lifestyle. Choose to use the expansive downstairs area as a bedroom, or transform it into a vibrant family room/home office. Upstairs, you will find 2 remarkable spacious bedroom suites that offer comfort and privacy for everyone. Stepping outside, the backyard terraces present a unique opportunity to grow your own vegetable garden mini-Napa grapevines in your own backyard. This beautiful patio home is nestled within one of Silicon Valley's most sought-after communities. Residents enjoy an unparalleled lifestyle with 24/7 staffed gate access, 107 acres of lush grounds, scenic walking trails, a tranquil lake, beautiful water features, 10 swimming pools, a clubhouse, tennis and pickleball courts, bocce ball, BBQ areas, and an active calendar of social events. Resort-style living at its finest!

102 Calle Corta, Los Gatos

Listed by Jayne "JJ" Gibson, 408-396-1553 from Compass
(If provided) CoList: Linda Baker from Milestone Realty

Sold listing courtesy of Jeet Dholakia from KWLGE

$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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$3,650,000

4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erfan Modir from NTERO

$5,500,000

4 Beds ⋅ 4 Baths ⋅ ML82045580 MLS

Listing & Sale added For Comp purposes.

16250 Brooke Acres DR, Los Gatos

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS

$6,000,000

5 Beds ⋅ 5 Baths ⋅ ML82039380 MLS

Welcome to 16371 Aztec Ridge, a 5-bed, 4.5-bath estate set on approximately 2 acres above Los Gatos, offering sweeping views across Silicon Valley and stretching to San Francisco. A gated entry leads to a beautifully maintained setting with expansive parking and a 3-car garage. Inside, the home opens to a grand foyer framed by walls of glass that capture the surrounding landscape. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with a walk-in pantry, formal dining room, and multiple living spaces that flow seamlessly to outdoor balconies. The lower level offers a private guest suite, game room, and flexible living areas, along with a pre-built home theater ready for completion. Smart home integration allows for effortless control of lighting and systems throughout. The backyard delivers a true resort experience, highlighted by a walk-in infinity-edge pool with a 75-foot water slide, outdoor kitchen, fireplace, and multiple entertaining areas. A private lookout creates the perfect setting to take in city lights and fireworks, while a large turf area adds space for recreation. Located within the highly regarded LG School District and just minutes from downtown, this property offers a rare combination of privacy and lifestyle.

16371 Aztec Ridge DR, 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 Francesca Lampert from CBR

$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

$2,385,000

5 Beds ⋅ 3 Baths ⋅ ML82043271 MLS

Nestled in a desirable Los Gatos neighborhood, this home presents a rare opportunity to create your dream home on a spacious lot w/mountain views. This 2 story home offers generous living spaces, a flexible floor plan, & endless potential for customization. Bring your designer or architect & reimagine this home to your exact vision. Main level features an inviting living room with cozy fireplace, a formal dining area, and an eat-in kitchen. 2 ground-floor bedrooms including one with an en-suite bath featuring a stall shower. Guest bathroom includes shower over tub. A sunroom off downstairs bedrooms offers a bright and versatile space, perfect for relaxing. Upstairs features 2 sizable bedrooms plus an expansive primary suite or family room with its own fireplace, a private retreat. Upstairs features a Jack-and-Jill bathroom with dual vanities, tub, and a separate stall shower. Enjoy peaceful mountain views from the 2nd floor deck. Large backyard offers ample room for outdoor living, gardening, or entertaining, complete w/patio ideal for BBQs. 2 car garage w/off street parking. Close to top-rated schools, shopping, & the vibrant dining scene of downtown Los Gatos. Convenient freeway access for commuting. Unique chance to transform this property into a stunning custom home.

16970 Placer Oaks RD, Los Gatos

Listed by Travis R. Bertelsen, 408.316.1623 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Travis R. Bertelsen from SGP

$2,949,000

4 Beds ⋅ 5 Baths ⋅ ML82042923 MLS

Welcome to the Los Gatos mountain dream. 24010 Summit Woods Drive offers the perfect blend of natural beauty, luxury, space, privacy and convenience. Spanning a fully usable 1.26-acre parcel, this exceptional property provides a peaceful retreat with an easy drive to the Silicon Valley, the coast, and all the stunning destinations in between. Boasting an impressive 5,120 SF floor plan there's ample space for working from home, entertaining and comfortably living the mountain dream year around. The home is thoughtfully laid out with 4 spacious bedrooms - 3 of them with en-suite baths and all with large walk-in closets. The primary bedroom on the ground floor features a stunning spa like bath with double shower and separate vanities. The kitchen is a chef and entertainer's delight that flows perfectly with the eat-in kitchen and huge formal dining room. Outside a patio wraps the entire backside of the home maximizing your enjoyment of the mountains. A finished 6 (yes, SIX) car garage with dedicated workshop offers endless options for hobbyists. Other mountain amenities include a large pantry, custom built chicken coop, water storage tank, generator, utility building and fully fenced perimeter. Excellent Loma Prieta Elementary, CT English Middle and Los Gatos High Schools.

24010 Summit Woods DR, Los Gatos

Listed by Brett Yoshihara, 408-674-5101 from Intero Real Estate Services
(If provided) CoList: Denise Yoshihara from Intero Real Estate Services

$3,375,000

6 Beds ⋅ 4 Baths ⋅ ML82042846 MLS

Welcome to 272 Belblossom Way in desirable Belwood of Los Gatos! This spectacular custom 2-story home is a rare opportunity to own a larger home in the neighborhood. Spacious corner lot with beautiful brick paver walkways & drought-tolerant, low-maintenance landscaping. Freshly painted interior and exterior. Light & bright open kitchen with stainless steel appliances including Thermador gas cooktop, built-in oven with warming drawer and microwave, Fisher Paykel dual-drawer dishwasher. Special features include tankless water heater, Nest thermostat, owned solar panels, EV charging station, hardwood floors, and dual-pane windows. Two primary bedrooms on each level. Beautifully updated bathrooms with Porcelanosa vanities. Upstairs primary bedroom features a walk-in closet, separate heat pump, and spacious deck with pool and hillside views. Bonus room/flex space upstairs is ideal for lounging, entertaining, media room, home gym, or recreation. Citrus trees, Sparkling pool with solar heating and multi-color lighting. Excellent schools. Great location near Belgatos Park, walking trails, downtown Los Gatos shopping and dining. Fantastic opportunity for large or multi-generational families. This home is a must-see!

272 Belblossom WAY, Los Gatos

Listed by Alexandra Celo-Cruz, 408-221-8101 from Los Gatos Properties
(If provided) CoList: from

Sold listing courtesy of Holly Barr from APR

$5,875,000

7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS

Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.289 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

$4,200,000

4 Beds ⋅ 5 Baths ⋅ ML82039850 MLS

Refined, sophisticated, and thoughtfully designed, this exceptional Kennedy Road residence offers elevated luxury living in one of Los Gatos most desirable locations. Built with high-end finishes and architectural intention, the home showcases tall ceilings, abundant natural light, and seamless flow throughout. The interiors blend timeless elegance with modern comfort ideal for both everyday living and stylish entertaining. The chefs kitchen features premium appliances, custom cabinetry, and an inviting layout that opens to beautifully appointed living spaces. The primary suite is a true sanctuary, complete with a spa-inspired bath and generous proportions. Secondary bedrooms are well-sized and private, reflecting the homes overall sense of comfort and refinement. Main level guest bedroom includes attached en-suite. Outside, the grounds are meticulously maintained and designed for ease offering privacy and charm without the maintenance of a large estate. Enjoy indoor-outdoor living in a setting that feels peaceful yet connected. Located just minutes to downtown Los Gatos, top-rated Los Gatos schools, dining, and commuter routes, 16988 Kennedy Road represents polished Silicon Valley living at its finest. Owned solar with backup battery and EV car charger.

16988 Kennedy RD, Los Gatos

Listed by Stine Jackson, 408-320-5256 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

Sold listing courtesy of Lori Shaheen from SGP

$2,650,000

6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS

Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Olesia Woodward from Intero Real Estate Services

Sold listing courtesy of Nick Gummow from SGP

$2,295,000

5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS

Spellbinding ocean views! Expansive long-range vistas over mountains and ridges to the beaches of the Monterey Bay. A peaceful setting on a private cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, and wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms incl. 3 primary suites, one on ground floor - ideal au pair/in-law quarters. 4 full baths & 1/2 bath. Swimming pool & spa with expansive patio, full sun all day! Gravel paths lead to raised gardens, low maintenance landscaping, grassy front yard...over an acre all usable and perimeter fenced. Photos from 2019 - recent upgrades not shown incl. owned solar system, auto whole house generator, pool refinished with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, dining room painted, EV2 charger. 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams 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

$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

$3,650,000

4 Beds ⋅ 5 Baths ⋅ ML82039586 MLS

HUGE PRICE CHANGE: BUYER GAIN: Sophisticated Tudor in the desirable Laurel Mews community just minutes from vibrant downtown Los Gatos. This former model home by award-winning Robson Homes showcases quality craftsmanship and thoughtful upgrades throughout. Freshly updated with new flooring and paint, the home offers bright, elegant living spaces. The gourmet kitchen features a stainless steel Viking 6-burner range with grill and double ovens, Viking built-in refrigerator, abundant soft-close cabinetry, and a large marble island ideal for casual dining and entertaining. Light-filled living and family rooms open to a private backyard perfect for relaxing or outdoor gatherings. A versatile lower level with full bath and wet bar offers potential for guest or extended living. Luxurious primary suite plus well-appointed secondary bedrooms. Close to top schools, shopping, dining, parks, and convenient freeway access. This home is beautiful and ready for a fun filled new owner!

16897 Mitchell AVE, Los Gatos

Listed by Jayne "JJ" Gibson, 408-396-1553 from Compass
(If provided) CoList: from

Sold listing courtesy of Brandi Tate from CBR

$2,800,000

5 Beds ⋅ 4 Baths ⋅ ML82038415 MLS

Let's just get this out of the way, the view here is ridiculous. The kind that interrupts conversations. Someones halfway through a sentence, glances out the window & suddenly the whole room goes quiet for a second. Some days it's crystal clear across the valley. Other days clouds drift through the mountains. At night, the lights below start to sparkle. The main living spaces were clearly designed around it. The kitchen & family room sit in the center of the home & naturally become the gathering spot. Someone's cooking, someone's leaning on the counter, & before long everyone has drifted toward the windows again. Outside, two large connected decks make entertaining easy & the hot tub tends to become the evening destination once the valley lights come on. A garden path leads to a small vineyard, giving the property its own little slice of Napa, but with a spectacular view of Monterey Bay. The primary suite is grand & positioned perfectly toward the valley & ocean beyond, complete with a see-through fireplace & a copper soaking tub that tends to turn five minutes into an hour. There's also an office with the same outlook, which means you'll never need a generic Zoom background again. Space, privacy, fresh air & a setting that somehow manages to steal the show every single time.

25220 Quail Ridge RD, Los Gatos

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

Sold listing courtesy of Mark Micheletti from EXPCA

$4,300,000

4 Beds ⋅ 4 Baths ⋅ ML82037101 MLS ⋅ Community Management Services BLDG.

Perched in the scenic Los Gatos foothills, this exceptional estate offers 4,644 sf of refined living with sweeping views across the Santa Clara Valley. Designed for both entertaining & everyday comfort, featuring a solar-heated pool & spa, gazebo, & multiple expansive decks capturing stunning vistas & twinkling evening lights. The chef's kitchen boasts an oversized island with skylight, quartz countertops, plentiful cabinetry, SS dbl ovens & Sub-Zero refrigerator. A charming breakfast nook overlooks gently sloping low-maintenance grounds with numerous fruit trees, creating a private hillside retreat. Gleaming hardwood floors & a full bthrm & bd/office w/private balcony grace the main level, & recessed lights, a cozy gas fireplace, numerous windows & glass doors, & an elegant formal dining room highlight the living spaces. The primary suite offers dbl French doors, private atrium, & spa-like ensuite w/ soaker tub, steam shower, dbl sinks, & 2 walk-in closets. The flexible layout offers a lg rec rm w/wet bar, sauna or wine room, laundry rm & ample storage. A 4-car garage & large circular driveway provide abundant parking. This is a rare opportunity to own a luxurious foothill estate offering space, privacy, & unparalleled views in one of Silicon Valley's most desirable communities.

530 Santa Rosa DR, Los Gatos

Listed by Brian Schwatka, 408-499-9561 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Benjamin Frieden from KWLGE

$3,612,000

4 Beds ⋅ 4 Baths ⋅ ML82033095 MLS

Experience modern elegance in this architectural custom home masterpiece, completely rebuilt in October 2021. This stunning modern home offers 4 bedrooms, 3.5 baths, 2295 sq.ft., located in one of Los Gatos most desirable neighborhood; peaceful and community-oriented. Soaring 10-foot Ceilings with Built-In Surround Sounds, light-filled interiors showcase an open-concept layout with an abundance of natural light. The heart of the home invites connection from a Custom Gourmet Kitchen with All Natural Stone Countertops, 6-Burner Dacor Gas Stove and Bosch Appliances, Butler Pantry with 2- Built-In Wine Coolers, to a separate Formal Grand Dining Room. This home offers refined elegance, contemporary comfort, and effortless indoor-outdoor flow with La Cantina Custom Bi-Fold door to a low maintenance landscaped backyard with matured fruit trees, and Built-In BBQ and Tandoori Oven; provides a serene retreat. Located on a peaceful street, yet just minutes from downtown Los Gatos, Top-Rated Schools, boutique shopping, acclaimed dining, and scenic outdoor trails, this home offers the best of both luxury and convenience. A rare opportunity to own a newly built home in Los Gatos - where quality, location, and lifestyle come together beautifully.

15689 Linda AVE, Los Gatos

Listed by Vicky Le, 408-229-3666 from Province Real Estate
(If provided) CoList: from

Sold listing courtesy of Vicky Le from PRVN

$2,300,000

4 Beds ⋅ 4 Baths ⋅ ML82024805 MLS

Tudor-style home built in 1993, set on over 24 acres of stunning, sunny, rolling land, with serene mountain views. A long private driveway leads to the home & 2-car garage. Formal entry opens to the impressive formal living room with walls of windows and soaring ceilings. Kitchen, breakfast room, formal dining, sunroom, & library with custom built-ins and cozy wood-burning fireplace. Ground floor primary bedroom with walk-in closet, full bath with original copper claw-foot tub. Upstairs comprises 2nd primary with ensuite bath, 2 further bedrooms & hall bath. Rare full basement offers interesting expansion possibilities, eg. home theater, gym, bar, workshop. Outdoors - explore private trails through redwood, oak, fir & bay trees. Mature fruit trees include pear, apple, apricot, prune, avocado, orange, lemon, and peach, plus a 100-year-old Concord grape vine. Various historic outbuildings, including the original detached garage, storage barn, and bath house. Restore the iconic 100-year-old barn? Endless potential for future development - room for ADU, pool, sports court, organic farm, or vineyards & winery. The property is served by a private well & 2 springs. Rare opportunity only 20-25mins from Los Gatos & Capitola, close to Summit Store, wineries, & top-rated schools.

24595 Skyland RD, Los Gatos

Listed by Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: Rebecca Smith from Christie's International Real Estate Sereno

Sold listing courtesy of Raylene Khan from SGP

$4,405,000

6 Beds ⋅ 5 Baths ⋅ ML82025428 MLS

Relish the Napa-inspired charm of this stunning home rebuilt in 2005 & remodeled in 2011. A dramatic entrance & serene fountain welcome you into a space defined by volume ceilings, stone & hard wood floors, breakfast bar plus a family dining table for open concept living. The chef's kitchen has plenty of counter space, a new Viking 36" gas range & a picture window. The expansive living room has multiple French doors adding elegance & a peek into the beautifully landscaped yard which also has a tranquil fountain. Enjoy room for all with 6 bedrooms & 5 baths plus an office with separate entrance. Two primary suites are situated on the first floor allowing this to be a forever home. The main primary suite has French doors that open to a cozy patio retreat for morning coffee or a relaxing glass of wine while fountain water trickles in the background. Primary bedroom has a walk in closet, two sinks plus a huge shower & separate soaking tub. The second primary offers versatility as a guest retreat or additional family room. Upstairs are 3 bedrooms, two baths & a family room. Enjoy the exquisite yard which is perfect for entertaining, gardening or quiet relaxation under the wisteria-covered pergola. This is a one of a kind home in highly prized Los Gatos Blossom Manor.

16100 Jasmine WAY, Los Gatos

Listed by Marcie Soderquist, 408-921-7900 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Piazza from CBR

$3,200,000

4 Beds ⋅ 3 Baths ⋅ ML82022959 MLS

Welcome Home to the Beautiful 102 Belvale Drive in Sought-After Los Gatos! This Gorgeous Home is Fully Turn-Key & has been Fully Remodeled Top to Bottom w/ Permits! Three Fully Updated Bathrooms & a Stunning, Open Kitchen w/ a Central Island & a Skylight! 220 V Plug in the Garage for EV Charging! Hardwood Floors & Recessed Lights Throughout! Light & Bright! (5 Sun Tunnels | Skylights) North Facing Door- Excellent Direction for Vastu! Single Level Living w/ 2 Suites! 4 Bedrooms + An Office! Walk-In Pantry Off of Kitchen! Central AC w/ Smart Nest Thermostat! 2nd Entrance & Platform for Oversized Vehicle / Boat Parking. Low Maintenance, Drought Tolerant Landscaping on Drip Irrigation! Brand New Tile Patio in Back Garden! Fruit Trees- Orange & Avocado! Flowering Plants: Magnolias, Camellias, Jasmine, Lavender. Large, Over 10,000+ SF Lot! Part of the Belgatos Cabana Club w/ Pool, Basketball Court, Club House & Bocce Ball Courts! Walk or Bike to All of the Award-Winning Local Schools! Great Neighborhood w/ 5 Minutes to Shopping or Highway 85. Walk to Belgatos Park & Hiking Trails! Just over 20 Min to Apple HQ!

102 Belvale DR, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Yuriko Tse from Intero Real Estate Services

Sold listing courtesy of Dohee Kim from KWSV

$3,325,000

4 Beds ⋅ 3 Baths ⋅ ML82019840 MLS

Fabulous Blossom Hill Manor Home located on a quiet street a short distance from award winning Los Gatos schools, Blossom Hill and Vasona parks, Lunardis, Whole Foods, TJs and several coffee shops. Newly refinished hardwood floors throughout. Newly updated bathrooms and kitchen. All new landscaping. Excellent floorplan with primary suite, guest suite, and a further 2 bedrooms and bathroom as well as living/dining room, family room and breakfast area. Large side yard ideal for future expansion. Don't miss this gem in the manor. Eligible for Stonehedge Pool Membership.

15811 Orange Blossom LN, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Vicki Xie from GIANT

$1,818,000

3 Beds ⋅ 3 Baths ⋅ ML82022503 MLS ⋅ Vineland Condominium HOA BLDG.

Welcome to this rare Los Gatos townhouse in an exclusive eight-home enclave that lives like a single-family residence, offering 2,040 square feet of beautifully updated space with three bedroomstwo of them expansive ensuites, including a primary retreat with a massive walk-in closetplus rich new hardwood floors, elegant travertine tile, recessed lighting, and freshly painted interiors. Multiple fireplaces, an upstairs laundry, and a smart, flowing layout maximize comfort and usability, while the huge two-car garage and backyard shed provide abundant storage. The drought-resistant, low-maintenance yard with real grass offers plenty of room to relax or entertain as kids ride bikes and play on one of the most beloved community streets in town. Ideally located just an eight-minute walk to Daves Avenue Elementary and a short bike ride to Raymond J. Fisher Middle and Los Gatos High, the home is served by top-rated Los Gatos schools and sits close to Vasona Park and scenic trails, with effortless access to Highways 85 and 17delivering the tranquility and charm of a close-knit neighborhood while keeping you moments from vibrant downtown Los Gatos. Opportunities to own in this coveted eight-home community are exceedingly rare.

17437 E Vineland AVE, Los Gatos

Listed by Brandi Tate, 408-499-8791 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jian Kang from MXR

$3,850,000

4 Beds ⋅ 3 Baths ⋅ ML82020864 MLS

Enjoy sweeping canyon views and serene hillside living just minutes from downtown Los Gatos. This spacious home offers 4 bedrooms plus a versatile loft, a gourmet kitchen with breakfast nook, elegant dining room, family and living rooms that open to expansive decks, and a sparkling pool. Modern comforts include solar power, wood floors throughout, an oversized two-car garage, and a laundry room with storage and wine nook. Multiple decks invite relaxation and entertaining while taking in breathtaking sunsets. Close to trails, Testarossa Winery, and all the vibrant community events Los Gatos is known for, 178 Jackson Avenue blends tranquility with conveniencemore than a home, its a lifestyle.

178 Jackson ST, Los Gatos

Listed by Nicolette Rodman Kelly, 408-483-8040 from Golden Gate Sotheby's International Realty
(If provided) CoList: Marlene Rodman from Golden Gate Sotheby's International Realty

Sold listing courtesy of Marie Wang from COMPS

$3,800,000

4 Beds ⋅ 3 Baths ⋅ ML82019731 MLS

Discover serene & private living in this highly sought-after neighborhood of stately homes. Excellent Saratoga Schools! The expansive lot is approximately 1.43 acres. This 4 bedroom, 3 bath home boasts 1 master suite, 2 additional bedrooms, 2 full bathrooms, a spacious living room with high ceilings, dining room and a large kitchen all conveniently located on the main level. There is an additional Master Suite with a full bathroom on the second level, which can be used for guests, an in-laws quarters or as a private office. The exterior provides an abundance of outdoor entertaining space with a large backyard with a swimming pool, and views of the Saratoga Hills and Oak Trees. Amazing opportunity to live in a beautiful area of Los Gatos/Saratoga. The expansive lot is mostly flat. New owner can update existing home or build his dream home in this incredible lot in a beautiful neighborhood. There are about 15 different fruit trees in the property: apples, avocados, peaches, etc. This home is minutes to Hwy 9 and downtown Los Gatos and downtown Saratoga. Serenity and Peace awaits you in this one of a kind property!

19660 Bainter WAY, Los Gatos

Listed by Silvia O'Haren, 408-483-1937 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Haifa Khoury from SIR

$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

$2,775,000

4 Beds ⋅ 4 Baths ⋅ ML82018259 MLS

Welcome Home to 16717 Shannon Rd in the Heart of Vibrant Los Gatos! Ideal Location w/in Walking or Biking Distance to Award-Winning LG Schools in Less than 10 Minutes! Beautifully updated throughout w/ Freshly Resurfaced Hardwood Floors & Recessed Lighting Throughout! Three of the Bedrooms are Suites! The Downstairs Primary has Direct Exterior Access & the Ensuite was Recently Updated w/ Permits w/ All New Designer Tiles + Special Touches like Mosaic Tile in the Recessed Niche, Both Massage + Rainfall Shower Heads & a Glass Bard Door Enclosure). The Kitchen was also Recently Remodeled w/ Permits & Includes New Quartz Countertops, New Mosaic Tile Backsplash & SS Appliances! Private Courtyard Off of Breakfast Nook w/ Flagstone Patio for Al Fresco Dining! The Upstairs Bedrooms have Cathedral Ceilings! The Upstairs Primary Boasts Double Door Entry, a Walk-In Closet, & a Sunken Tub. Interior Laundry & Basement Bonus Room! EV Charger in Garage w/ Long Cable for Charging in the Garage or the Driveway. Walk to Multiple Community Features: Orangetheory (3 Min), YogaSource (5 Min), Blossom Hill Park w/ Tennis Courts (8 Min)! Starbuck's Lunardi's & Whole Foods are only a 2 Min Drive from the Home, Philz is only 3 Min, TJ's 4 Min. Easy Commute: 18 Min the Apple HQ & 20 Min to Nvidia HQ!

16717 Shannon RD, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Yuriko Tse from Intero Real Estate Services

Sold listing courtesy of Maxwell Dukelow from CBR

$4,350,000

5 Beds ⋅ 4 Baths ⋅ ML82017792 MLS

This home is where Lifestyle meets Luxury. Welcome to your next chapter---in the Heart of Los Gatos, where scenic beauty, a vibrant community, and timeless design converge into one perfect home. Nestled in one of Los Gatos' most sought-after upscale neighborhoods, this exquisite single family residence offers more than just square footage ---- It offers a lifestyle. Designed to impress, with 3100 square feet of beautifully designed space, this 5-Bedroom, 4-Bathroom home is as functional as it is elegant. From the moment you step inside, you're greeted with natural light, high-end craftsmanship and an open concept layout...

120 Montclair RD, Los Gatos

Listed by Chuck Nunnally, 408-568-1779 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Haiyan Fu from KWLGE

$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

$1,365,000

3 Beds ⋅ 3 Baths ⋅ ML82016563 MLS

Serene Mountain Retreat with Thoughtful Updates & Modern Amenities. Ideally located just minutes from top-rated schools, the Summit Store, and Soquel Demonstration Forest, this meticulously updated home offers both tranquility and convenience. Every detail has been carefully crafted with high-end materials and finishes, including Lutron smart switches, new windows, new flooring, and a Trane HVAC system. The gourmet kitchen features a gas cooktop, spacious pantry, breakfast bar, and dining area, perfect for entertaining. The expansive living room includes vaulted ceilings, a cozy fireplace, and access to a wrap-around deck that invites indoor-outdoor living. The main level offers two bedrooms, including one ensuite, plus an additional full bathroom. Upstairs, the luxurious primary retreat features a beautifully remodeled bathroom, wood stove, and a private deck with peaceful views. Additional features include a separate workshop with water and electricity (possible ADU potential), two ChargePoint EV chargers, and Frontier Fiber Internet. Fenced yard. Served by award-winning Loma Prieta Elementary, C.T. English Middle, and Los Gatos High School.

230 Burrell CT, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sam Fotopoulos from APR

$1,959,000

3 Beds ⋅ 3 Baths ⋅ ML82013522 MLS ⋅ Rinconada Hills BLDG.

Discover 135 Calle Larga, a beautifully renovated two-story condo in the prestigious Rinconada Hills gated community of Los Gatos, where modern luxury meets resort-style living. This spacious 3-bedroom, 3-bath home offers over 2,000 square feet of thoughtfully updated living space, beginning with a stunning kitchen remodel featuring custom cabinetry, sleek quartz countertops, a 4 backsplash, stainless steel sink, designer faucet, new hardware, and upgraded appliances, perfectly blending function and style. The home continues to impress with fully renovated bathrooms that include new tiled floors and surrounds, quartz-topped vanities, updated fixtures, framed glass enclosures, new exhaust fans, and enhanced plumbing and electrical systems. Fresh interior paint and contemporary lighting create a warm, welcoming ambiance throughout. Set within 107 acres of manicured grounds, Rinconada Hills offers residents 24/7 traffic control, a private lake, cascading waterfalls, ten swimming pools, tennis and bocce courts, and a well-appointed clubhouse. Ideally located just minutes from downtown Los Gatos and Campbell, this home offers quick access to Vasona Park, the Los Gatos Creek Trail, and is in ideal proximity to top-rated schools, wineries, shopping, dining, and major highways.

135 Calle Larga, Los Gatos

Listed by Lin-Lin Tsou, 408-605-0114 from Real Estate Experts
(If provided) CoList: Brett Jennings from Real Estate Experts

Sold listing courtesy of Rick Bell from APR

$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

$2,695,000

3 Beds ⋅ 3 Baths ⋅ ML82007954 MLS

Discover your brand-new Los Gatos retreat, a truly unique sanctuary nestled in the serene hills, just minutes to downtown Los Gatos. Perched on a generous 16,689 sq. ft. lot, this home embodies the quintessential Los Gatos lifestyle: private, picturesque, and perfectly positioned. Featuring an open-concept kitchen, dining, and living area flowing seamlessly to a lovely view deck. This outdoor haven is ideal for quiet moments or entertaining, offering peaceful vistas and a true sense of escape. The chef's kitchen, with a premium stainless Thermador appliance package, is a joy for culinary pursuits, enhanced by picture-perfect views from the sink. Designed for modern living, this all-electric home incorporates advanced systems for superior comfort and efficiency, including solar power. Built with robust fire safety standards, exceeding SCCF requirements, this residence provides a secure, worry-free environment. This is more than a home; it's an invitation to experience the very best of Los Gatos. Enjoy the tranquility of the hills while moments away from Main Street's vibrant energy, charming boutiques, acclaimed dining, and direct access to the top-rated Los Gatos school district. Turnkey and ready, this brand-new home offers refined living in an unbeatable, private location.

17119 Crescent DR, Los Gatos

Listed by Bouja & Swenson Group, 408-655-9398 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Elena Clark from KWSV

$3,500,000

5 Beds ⋅ 7 Baths ⋅ ML81990113 MLS

Stunning French Country executive retreat home with expansive Views of Lexington Reservoir! Main home is 4678 sf 4 bed/4.5 baths, with separate 1/1.5 1228 sf ADU. Open floor plan, brazilian teak hardwood flooring, soaring ceilings, light and views from every room. Formal living room w/fireplace, formal dining with beautiful french doors leading to patio. Gourmet kitchen with granite slab counter, cherry cabinetry, center island, upscale appliances, breakfast bar and walk-in pantry. Spacious family room with fireplace and double slider leading to decks. Generous size bedrooms, all en-suites: Primary w/fireplace, walk-in closet with built-ins. Primary bath w/dual vanities, jetted tub and large shower. Bonus family room. New carpets throughout. Seamless indoor to outdoor entertaining. Fabulous ADU offers gourmet kitchen with wood counter, stainless steel appliances, breakfast bar, living room, 1 bedroom / 2 bath. Expansive decks with stunning Lexington and valley views and terraced site. walkways to lower garden Great location off of Bear creek Road exit just minutes to Los Gatos town. Near Lexington Reservoir, great sailing, kayaking, fishing Mtn Bike trails. Best LG Schools: Lexington Elementary (IB Programme) Fisher Middle and Los Gatos High.

20420 Idylwild RD, Los Gatos

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

Sold listing courtesy of Judy O'Brien from CBR

$2,565,000

4 Beds ⋅ 4 Baths ⋅ ML82000073 MLS

Price Reduction! Rebuilt in 2020, this stunning NE-facing single-level home offers 4 bedrooms and 4 full bathrooms, blending luxury, natural light, and smart functionality across approximately 2,592 sq. ft. of covered space including a 375 sq. ft. patio and a converted garage. The open-concept layout showcases vaulted ceilings, 11 skylights, folding glass doors, engineered hardwood flooring, and custom Milgard windows. The chefs kitchen features quartz countertops, a Thermador Pro Rangetop, Bosch ovens, and sleek European-style cabinetry. The primary suite is a private retreat with a soaking tub, dual shower heads, radiant-heated tile floors, and a retractable skylight. A separate three-bedroom wing with its own entrance, full bath, and laundry area offers ADU potential ideal for guests, rental income, or multigenerational living. Enjoy a professionally landscaped yard with fruit trees, a detached shed, modern fencing, and a spacious covered patio for seamless indoor-outdoor living. Premium upgrades include a solar energy system with Enphase microinverters, Nest-controlled HVAC, a tankless water heater, a whole-house water softener, and high-end finishes throughout. Located near top-rated schools and vibrant downtown Los Gatos.

104 Oak Park DR, Los Gatos

Listed by Ken Kho, 510-396-5408 from Legacy Real Estate & Associates
(If provided) CoList: from

Sold listing courtesy of Ken Kho from LREA

$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

$4,625,000

4 Beds ⋅ 5 Baths ⋅ ML81991616 MLS

Experience luxury living in this stunning estate home, set on 1/3 acre of beautifully landscaped grounds at the end of a serene cul-de-sac ~ The expansive outdoor space is perfect for entertaining, featuring a pool, waterfall, hot tub, fire pit, and a custom built-in BBQ, all complemented by spacious outdoor living areas ~ Enjoy the benefits with solar panels for both the home and pool ~ Inside, the light-filled contemporary design boasts a functional floor plan with vaulted ceilings, glass doors in the living, family, and dining room, allowing natural light to flow throughout the home ~ The primary suite offers a private retreat with a sitting area, fireplace, walk-in closet, and a luxurious en-suite bath ~ The top floor features three spacious bedrooms, while a well-appointed guest suite with a private bath is conveniently located on the main level ~ The chefs kitchen is a culinary delight, equipped with stainless steel appliances, a stylish island, and a breakfast bar ~ Additional features include a bonus/game room, wine cellar, crafting area, large workshop, and ample storage space ~ Ideally located close to downtown Los Gatos with easy access to the schools & parks ~ Enjoy exceptional indoor and outdoor living in this remarkable property ~ LG Schools!

131 Pinta CT, Los Gatos

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Bella Daniel from 01BLLA01

$5,000,000

6 Beds ⋅ 6 Baths ⋅ ML81991234 MLS

Welcome to this extraordinary 6-bedroom, 6-bathroom luxury estate! A 90% Brand NEW Construction masterpiece meticulously crafted by 1One Development Group. Nestled on over 1.4 acres of pristine flat land. Offering unparalleled sophistication & comfort, this property redefines modern living with it's impeccable design & premium amenities. Step into the breathtaking primary home where soaring 22ft Vaulted Ceilings & Marvin windows invite abundant natural light, creating an airy & elegant ambiance. The spacious open floor plan flows seamlessly, providing ample opportunities to tailor the living space to your needs. The Chefs kitchen features Taj Mahal quartzite countertops, an over sized island, and a top-of-the line Wolfe & Sub-Zero appliance package, making it a culinary enthusiasts dream! Enjoy the luxury of choice with two primary suites-one conveniently located on the main floor & another privately situated on the second floor. Relax & unwind in the sparkling lap pool with an inset spa, perfect for entertaining or serene moments of tranquility. The property also includes an impressive detached 880sqft Guest house. With over 1.4 acres of Flat land, the possibilities are endless to Design your very own outdoor Dream Oasis. Don't miss your chance to call this estate home!

15110 Shannon RD, Los Gatos

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

Sold listing courtesy of Kathleen Wilson from APR

$5,000,000

5 Beds ⋅ 5 Baths ⋅ ML81990670 MLS

Minutes away but worlds apart!! Natural privacy emanates from this rebuilt Craftsman-style estate inspired by the prized architect Gustav Stickley, offering a captivating interplay between nature and structure that few residences manage to achieve. Stickley will always be remembered for designing homes and estates based on the fundamental principles of honesty, simplicity, and usefulness. The almost two usable acres are just seconds to exciting and historic downtown Los Gatos offering a unique and vibrant experience. As you enter this home you immediately feel steeped in history and quality. The formal living room is warmed by a fireplace and features clear heart redwood walls which creates an inviting and warm space. The adjacent formal dining room shares the same warm and elegant aesthetics creating a sense of continuity and flow. A well-planned culinary kitchen with a large Butcher block cooking island, custom wood cabinetry, top-of-the-line appliances, limestone slab countertops, and a walk-in pantry with ample storage and space. A great room that flows off the kitchen with a fireplace finished in stone and flacked with custom wood cabinetry. The primary bedroom is located on the main level with a spa-like bath. Detail is the hallmark of the residence. Owned Solar.

105 Highland AVE, Los Gatos

Listed by Knight-Sedgwick, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Gerry Woodward from Coldwell Banker Realty

Sold listing courtesy of Chad Rabello from COMPS

$3,149,888

4 Beds ⋅ 4 Baths ⋅ ML81989243 MLS

Nestled on a generous lot in Los Gatos, this meticulously rebuilt Victorian farmhouse seamlessly blends historic charm with modern luxury. Originally constructed in 1890 and completely reimagined in 2010, this 4-bedroom, 3.5-bathroom home offers approximately 3,002 sq. ft. of living space filled with natural light from skylights and dual-pane picture windows. The open floor plan boasts box beam ceilings, a chefs kitchen with Viking Professional appliances, and elegant dining spaces. Two primary suites include a ground-floor retreat and en suite, bathroom, with private deck access and hot tub, and an upstairs haven featuring dual walk-in closets, a rooftop patio with mountain views, and a spa-like bathroom with a two-person soaking tub. Outside, the wraparound porch, manicured yards, BBQ area, and renovated detached garage with a built-in projector create inviting spaces for relaxation and entertainment. Located just 2.5 miles from Downtown Los Gatos, with award-winning schools and easy access to parks, trails, and Silicon Valley tech hubs, this property is the epitome of timeless elegance and modern convenience.

15945 Camino Del Cerro, Los Gatos

Listed by Melanie Giacomo, 408-656-2302 from Real Estate Experts
(If provided) CoList: from

Sold listing courtesy of Michael Majchrowicz from CBR

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