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118 Dover ST, Los Gatos
$6,450,000
5 Beds ⋅ 7 Baths ⋅ ML82065818 MLS
Your next Silicon Valley chapter deserves a residence this grand. Tuscan elegance on a quiet Los Gatos cul-de-sac, this 5,937 sq. ft. estate showcases 10-foot ceilings, soaring rooflines, and trussed, coffered, open-beam and vaulted ceilings. The granite kitchen glows beneath extra-large skylights, with a gas cooktop, double ovens and an island with sink. Stone, travertine and wide-plank hardwood floors add warmth. The main-level primary suite offers heated floors, a fireplace, an oversized closet and a private patio facing the pool. Five en-suite bedrooms plus a half bath on every level. The huge basement is a dream for entertaining: a 9-seat theater, wet bar, kitchenette and wine cellar. Outside, a private, resort-like backyard unfolds with a solar-heated pool and spa, water slide, and a loggia with TV, BBQ, wet bar and fireplace, all on a 12,632 sq. ft. lot with low-maintenance stamped concrete. Multi-zone AC and heat, built-in vacuum, video/audio system, Energy Star appliances, tankless water heater and a 4-car tandem garage. Minutes to downtown Los Gatos, farmers markets, and Netflix, Apple and eBay, with hills, trails and mountain views at your door. A rare offering at the base of the hills, with no steep drive up. The closest you can live to Santa Cruz from Silicon Valley.

118 Dover ST, Los Gatos

Listed by Amol Heda, 408-307-9465 from KW Bay Area Estates
(If provided) CoList: from

15750 Loma Vista AVE, Los Gatos
$4,998,000
5 Beds ⋅ 6 Baths ⋅ ML82065789 MLS
Warm minimalism meets sculptural design in this 2026 ground-up new construction by Redefine, located in Los Gatos' Blossom Manor neighborhood. Offering 4,258 SQFT of combined living space, the property includes a 3,525 SQFT main residence with 4 bedrooms and 4.5 baths, plus a separate 733 SQFT, 1-bedroom, 1-bath ADU. Floor-to-ceiling windows fill the expansive great room with natural light. The kitchen features paneled appliances, a 48" induction range, 30" refrigerator and freezer columns, two dishwashers and a walk-in prep pantry. A Venetian plaster spiral staircase with a curved white oak handrail and integrated lighting creates a striking centerpiece. Limestone exterior veneer, trimless doors, baseboard-free walls, white oak veneer closets and brass, alabaster and marble lighting bring warmth and refinement throughout. Smart features include hardwired Ubiquiti Wi-Fi and cameras, Sonos, hardwired window coverings, Nest thermostats, smart locks and owned solar. Served by Alta Vista Elementary, Union Middle and Leigh High School, all rated 10/10. Easy access to Highways 85 and 17 connects you to Silicon Valley tech campuses, with Los Gatos shopping, dining and recreation close to home.

15750 Loma Vista AVE, Los Gatos

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

17055 Pine AVE, Los Gatos
$12,998,888
5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS
Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine AVE, Los Gatos

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

38 Alpine AVE, Los Gatos
$6,998,000
4 Beds ⋅ 6 Baths ⋅ ML82063707 MLS
Downtown Los Gatos! Impressive Mediterranean-style villa, private & serene setting yet a quick stroll to dwntwn LG amenities & LG schools! Grand circular foyer & sunlit interior showcases beautiful views thru picture windows & French doors. Gorgeous Brazilian cherry hdwd floors flow thru expansive living spaces. Well-appointed kitchen w/ professional-grade appliances, Nero Zimbabwe stone countertops, sparkling painted cabinetry, breakfast bar w/ marble counter. Casual dining nook has wall of windows to capture views. Butlers' prep/wet bar area w/ full-size panel refrigerator. 2 main floor en-suite bedrooms & updated baths. Cast limestone stairs ascend to primary suite w/ private balcony & walk-in closet. Spa-inspired bath w/ dual vanity, lg shower & stacked W/D. Rotunda suite overlooks front landscape. French doors open to spacious balcony. Lower-level bonus room has12' lanai door opening to rear grounds w/ full bath, wet bar, wine storage & built-in Murphy bed. Beautiful gardens, mature trees, variegated shrubbery & expansive views create private setting. Sparkling pool & elevated spa, outdoor fireplace & sunny dining/ lounging areas provide year-round enjoyment. 3 car garage & gym. Lg motor court, ample off-street parking, Top Los Gatos schools & easy access to SV tech giants.

38 Alpine AVE, Los Gatos

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

17085 17087 Summit WAY, Los Gatos
$5,790,000
4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS
Extensively remodeled with full town permits, this exceptional 4-suite and 2- half bathroom residence, complete with a basement (i.e. about 927 sq ft), offers approximately 4,787 sq ft on a private, serene lot exceeding 23,000 sq ft - within the coveted Los Gatos High School boundaries. The open-concept kitchen dazzles with brand-new custom cabinetry, Thermador appliances, a gas range, and quartz countertops flowing into an expansive island. Spacious living, family, and dining rooms make everyday living and entertaining effortless. Every detail has been elevated: new Marvin windows throughout the bedrooms, dimmable recessed lighting, Emtek hardware, new engineered flooring, and fully remodeled bathrooms with Kohler fixtures. Heat-pump A/C, an electric water heater, and new electric fireplaces add comfort and warmth. A refinished historic-style entry door welcomes you home. The newly landscaped, permitted grounds create a private outdoor retreat, while the detached, permitted 1BR/1BA ADU with approximately 425 sq ft offers flexible space for guests or extended family. Minutes to Vasona Lake, Los Gatos Creek Trail, top schools, and Highways 85/17 a rare blend of permitted renovation, quality, and space in one of Los Gatos's finest neighborhoods.

17085 17087 Summit WAY, Los Gatos

Listed by Alex Li, 650-861-1858 from BQ Realty
(If provided) CoList: from

17808 Tourney RD, Los Gatos
$6,300,000
5 Beds ⋅ 6 Baths ⋅ ML82061245 MLS
Stunning Views of the Valley!! Situated on a Private Road, This Gated Modern Oasis Offers a Sweeping Panorama of the Mountains, Silicon Valley, and Bay Area Skylines. The Serene Setting Provides a True Sense of Retreat, While Just Minutes to Downtown Amenities. Exquisitely Designed For Everyday Luxury, Melding Sleek Architectural Features w/ a Soft Organic Aesthetic. Accordion Glass Nano-Doors Offer Seamless Indoor/Outdoor Transition for Entertaining w/ Fire Pit, BBQ and TV Lounge. Resort-Style Features Include Heated Saltwater Pool and Spa w/ Waterfall, In-Pool Seating, Sauna and Fully Equipped Outdoor Kitchen. Chef's Kitchen Features Thermador Appliances, Dual Ovens, Natural Stone Countertops and Accordion Window with Pass-through to Outdoor Bar. 4 En Suite Bedrooms Including a Main Floor Suite and Downstairs Guest Suite w/ Private Entrance. Luxurious Primary Suite Features Sweeping Views, Spa-Like Bathroom, Walk-In Closet and Adjoining Office (or 5th Bedroom). Lower-level Media/Game Room Adds Versatility. Wellness Features Include Radiant Heated Floors, MERV 16 Air Filtration and Whole-house Water Purification. Smart Home Control4 Automation System w/ Indoor/Outdoor Speakers, Perimeter Cameras, Gate Control and Security Alarm. Outdoor Decking Spans 2000+ SqFt. A True Sanctuary

17808 Tourney RD, Los Gatos

Listed by Tim O'Halloran, 408-930-2900 from Coldwell Banker Realty
(If provided) CoList: Cara O'Halloran from Coldwell Banker Realty

14302 Lora DR, Los Gatos
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ML82061015 MLS
Newly built in 2026, this stunning Los Gatos home blends modern design with everyday comfort. Featuring 5 bedrooms each with its own en suite bath, the home offers approximately 4,467 sq ft of thoughtfully designed living space. A grand entry with soaring 21 ft ceilings, a statement chandelier, and oversized skylight sets the tone, complemented by wide plank flooring and curated designer finishes throughout. The flowing layout includes a formal living room with curved windows, an elegant dining area, and an expansive great room that opens seamlessly to the backyard through floor to ceiling glass doors, perfect for indoor outdoor living. The chefs kitchen is a true centerpiece, showcasing top of the line appliances, ample cabinetry, and an oversized island, complemented by a full secondary butlers kitchen, ideal for entertaining and everyday functionality. Additional highlights include a detached two car garage with two charging points, owned solar, and a light filled interior throughout. Ideally located right around the corner from La Rinconada Country Club and Bay Club Sports and Tennis, just a short drive to downtown Los Gatos and downtown Campbell, and within walking distance of Wedgewood Park, with easy access to major commuting routes.

14302 Lora DR, 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 Olesia Woodward from NTERO

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

109 Sporleder CT, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

Sold listing courtesy of Rick Chehab from AMWST

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

104 Sporleder CT, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

18911 Decatur RD, Los Gatos
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

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

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

16070 Matilija DR, Los Gatos

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

Sold listing courtesy of Arthur Sharif from SIR

16057 Shannon RD, Los Gatos
$3,500,000
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

Sold listing courtesy of Eric Dunstan from CBR

14411 Shannon RD, Los Gatos
$11,600,000
7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

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

19534 Montevina RD, Los Gatos
$4,499,999
6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS
MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services

16840 Cypress WAY, Los Gatos
$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

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

16353 Aztec Ridge DR, Los Gatos
$3,850,000
5 Beds ⋅ 6 Baths ⋅ ML82042364 MLS
Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

16353 Aztec Ridge DR, Los Gatos

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

Sold listing courtesy of Emily Baratzadeh from CBR

16781 Littlefield LN, Los Gatos
$6,775,000
6 Beds ⋅ 7 Baths ⋅ ML82038523 MLS
Exceptional Custom Craftsman Style Home with Incredible Designer Fixtures and Finishes throughout. Built in 2015 and already remodeled with style and luxury. The grand entry and welcoming living room have 21 ft ceilings, radiant windows and an impressive floor to ceiling stone fireplace. The distressed hardwood floors and dining area are accented by a reclaimed wood wall with two perfectly fitted sconces. Phenomenal Chef's Kitchen includes an oversized Quartzite island, awesome 42" Viking 6-burner range with griddle, pot filler, used brick exhaust hood, walk-in pantry, extensive cabinetry, separate beverage refrigerator and more. Open-concept family-great room has a perfect spot for a large everyday dining table with two stylish light fixtures. Another beautiful stone fireplace is balanced by art lighting on both sides. 6-Panel By-Folding Doors all open to the oversized backyard with paver patio. The spacious primary suite boasts a private deck, spa like bathroom and walk-in closet is upstairs along with 3 additional bedrooms and large laundry room. Lower level is an entertainers dream! Full service bar with all the amenities. Theater Room, exercise room and an en-suite bedroom. 4-car garage has epoxy flooring and a car lift. Close proximity to the sought after Los Gatos Schools.

16781 Littlefield LN, Los Gatos

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

Sold listing courtesy of Fran Papapietro from SGP

135 Hill Top DR, Los Gatos
$4,750,000
4 Beds ⋅ 7 Baths ⋅ ML82038775 MLS
First time offered following a total transformation, this profound California Modernist statement occupies a rare knoll-top pinnacle. With 270-degree views impossible to replicate, the estate sits at a quiet terminus with no drive-by traffic. The structural soul is a hexagonal pavilion utilizing a "spoke-and-hub" plan. A soaring, timber-clad pyramidal ceiling with a hexagonal oculus transforms the Great Room into a sundial, while free-form lighting counterbalances the post-and-beam drama The kitchen is a high-performance pivot point for family and hosting. Large-format glass sliders create seamless connectivity to the pool deck. Outfitted with all-new professional appliances and waterfall quartz counters, the space is grounded in Italian porcelain tile. The single-story layout allows outdoor access from almost every room. Wraparound terraces capture vistas from the SF skyline to the Santa Cruz mountains. Due to the topography, the home and rear grounds remain entirely invisible to neighbors and the street. Unified by American Cherry flooring, the interior features floating vanities, a paneled library with a period bar, and a dining room with custom built-ins. The estate includes a detached yoga studio, solar-integrated roofline, and comprehensive landscape lighting.

135 Hill Top DR, Los Gatos

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Marie Hoffman from S0073

16484 S Kennedy RD, Los Gatos
$5,880,070
6 Beds ⋅ 8 Baths ⋅ ML82035442 MLS
New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

16484 S Kennedy RD, Los Gatos

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

Sold listing courtesy of Christina Aguirre from AGNC

18400 Lakeview CT, Los Gatos
$4,315,000
6 Beds ⋅ 6 Baths ⋅ ML82034426 MLS
Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

18400 Lakeview CT, Los Gatos

Listed by Bev Harada, 408-314-2864 from Christie's International Real Estate Sereno
(If provided) CoList: Janet Souza from Christie's International Real Estate Sereno

Sold listing courtesy of Ej Pulpan from SGP

22700 Old Santa Cruz HWY, Los Gatos
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

256 Los Gatos BLVD, Los Gatos
$2,360,000
5 Beds ⋅ 6 Baths ⋅ ML82032592 MLS
PRIME LOCATION & TOP LOS GATOS SCHOOLS | Just blocks from Downtown Los Gatos, this rarely available corner-lot Victorian duplex offers timeless character and exceptional flexibility. Zoned for top Los Gatos schools, its ideal for owner-occupants, multi-generational living, or long-term investment. The upper unit (3 bd / 2.5 ba) is freshly updated with new carpet, designer lighting, and updated bathrooms, while maintaining its vintage charm through soaring ceilings, stained-glass accents, and a clawfoot tub. Vacant and move-in ready, its set up for an owner to live upstairs and collect rent from the lower unit to offset the mortgage. The lower unit (2 bd / 2.5 ba) has a remodeled kitchen with soft-close cabinetry, quartz countertops, and stainless appliances, plus two en-suites with walk-in closets (tenant occupied at market rent). Both units include private laundry and direct access to a shared backyard with lawn, dining, and lounge zones, rare this close to downtown. Enjoy 8 off-street parking spaces and room to add a garage + ADU (buyer to verify). Minutes to Downtown Los Gatos and quick access to HWY 17. Strong inspections, updated systems, and consistent maintenance deliver a turnkey opportunity with meaningful upside.

256 Los Gatos BLVD, Los Gatos

Listed by Roxy Laufer, 408-314-1290 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Andy Pickering from CALOP

16140 Matilija DR, Los Gatos
$11,000,000
6 Beds ⋅ 8 Baths ⋅ ML82030244 MLS
Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

16140 Matilija DR, Los Gatos

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

Sold listing courtesy of Kimberly Douglas from REEX

101 Glen Ridge AVE, Los Gatos
$5,400,000
6 Beds ⋅ 6 Baths ⋅ ML82030875 MLS
A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

101 Glen Ridge AVE, Los Gatos

Listed by Barton Call, 408-483-9632 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Mahnaz Westerberg from AGNC

16420 S Kennedy RD, Los Gatos
$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

16383 Aztec Ridge DR, Los Gatos
$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

106 Longmeadow DR, Los Gatos
$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

286 Mountain Laurel LN, Los Gatos
$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

23020 Old Santa Cruz HWY, Los Gatos
$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

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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