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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

Address not disclosed, Los Gatos
$3,650,000
4 Beds ⋅ 3 Baths ⋅ ML82042786 MLS
Nestled in a charming neighborhood, this exquisite four-bedroom, two-and-a-half-bath offers an unparalleled blend of modern luxury and classic comfort. As you step inside, you are greeted by stunning refinished hardwood floors that flow seamlessly throughout the open-concept layout. Culinary enthusiasts will adore the gourmet kitchen, equipped with a high-end gas cooktop, built-in refrigerator, and elegant stone countertops. Ample cabinetry provides both style and functionality, making it a perfect space for preparing meals and entertaining guests. Retreat to the luxurious master suite, which boasts a private, remodeled bath with dual sinks, tile shower and walk in closet offering both convenience and sophistication. Each additional bedroom is generously sized. This home has been thoughtfully updated including a newer furnace and air conditioning system, a whole house fan, fresh interior and exterior paint, new carpeting, new back fences, copper plumbing, dual pane windows, kitchen water filter with instant hot water, screened patio, large laundry room. paver driveway, walkways and patio, redwood pergola and low-maintenance yards. Walk to Belgatos Park and trails. Minutes to down town Los Gatos dining and shopping. Award winning Schools -Noddin, Union and Leigh

Address not disclosed, Los Gatos

Listed by Steve Guerrero, 408-910-9559 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Stav Weiss from NTERO
105 Calle El Padre, Los Gatos
$3,500,000
4 Beds ⋅ 3 Baths ⋅ ML82043300 MLS
Wow! This home was beautifully remodeled & expanded in 2006 & features Brazillian cherry flooring & tile throughout, high soaring ceilings & a fantastic floorplan. The kitchen is a gourmet cook's delight with granite counters, 6 burner Thermador gas range, stainless appliances & breakfast bar with pendant lighting. The living room has floor to ceiling windows, plantation shutters & built in cabinetry for flat screen TV. The family room has french doors, gas fireplace & lots of windows to let the sun shine in! The primary suite has everything a buyer would want- walk in closet with wood organizers, a balcony with sliding glass door & ceiling fan. The bath is luxurious with a soaking tub & separate shower with bench. Granite topped vanity with lighted mirrors and skylight too! There is a bedroom and full bath on the first floor. The bath is beautifully tiled and features a tub/shower and custom vanity. There are 2 other bedrooms upstairs with ceiling fans, and a hall bath with skylight. Upstairs laundry with lots of storage cabinets. Beautiful sunroom with full wall Casita sliding door. Artifical lawn and mature trees for privacy, RV pad (reinforced concrete) and 2 nice sheds for storage. Great LG location on a cul-de-sac near Safeway, La Rinconada Park and great schools!

105 Calle El Padre, Los Gatos

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

Sold listing courtesy of William Pan from GNVR
117 Edelen AVE, Los Gatos
$4,500,000
5 Beds ⋅ 5 Baths ⋅ ML82042839 MLS
Quintessential tree-lined street in the heart of downtown Los Gatos. This stunning Victorian has been completely reimagined from top to bottom, blending timeless architecture with a fresh, modern feel. Newly updated front and rear landscaping create an inviting first impression, while inside, every detail has been thoughtfully curated. The showpiece kitchen is both elegant and functional, featuring custom white cabinetry with quartzite countertops and professional-grade Viking appliances. A dedicated butler's pantry seamlessly connects to the formal dining room. The main level offers a versatile ensuite bedroom, currently styled as an office. Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired walk-in shower and dual vanity. Two additional spacious bedrooms, a beautifully remodeled full bath, and a conveniently located laundry room complete the upper level. The finished lower level offers incredible flexibility, with a second living area, 5th bedroom, a bonus room, and a full bath, perfect for guests or extended family. Smart home features include Alexa-enabled controls, Sonos, and smart thermostats. Plans for an ADU above the detached two-car garage offer exceptional future potential and added value.

117 Edelen AVE, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Fran Papapietro from SGP
115 Glenridge AVE, Los Gatos
$6,750,000
6 Beds ⋅ 4 Baths ⋅ ML82042289 MLS
Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

115 Glenridge AVE, Los Gatos

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

Sold listing courtesy of Ducky Grabill from SGP
272 Belblossom WAY, Los Gatos
$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
18000 Overlook RD, Los Gatos
$5,375,000
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

Sold listing courtesy of Michael Roberts from CBR
14900 Quito RD, Los Gatos
$2,920,000
4 Beds ⋅ 3 Baths ⋅ ML82042799 MLS
Discover elevated California living at 14900 Quito Road, where comfort, style, and location come together in perfect harmony. This beautifully appointed 4 bedroom, 2.5 bath home in highly desirable Los Gatos offers a bright, open layout designed for both everyday living and unforgettable entertaining.Step inside to spacious, light filled interiors that flow seamlessly into a standout game room, complete with access to private balcony , the ultimate setting for hosting, relaxing, or simply enjoying the serene surroundings.Adding incredible versatility, a generous 300 sq ft space adjacent to the garage presents endless possibilities: create a Junior ADU, private in law suite, or a stylish home office.Enjoy the very best of Silicon Valley living with top rated schools and nearby outdoor escapes like La Rinconada Park just moments away. Just beyond the park lies the beautiful La Rinconada Country Club, a premier golf destination located a mere five minutes away perfect for enjoying an active and refined lifestyle. Stroll to neighborhood shopping and dining, or explore the charm and acclaimed restaurants of downtown Los Gatos just minutes from your doorstep.A rare opportunity to own a home that truly has it all, space, flexibility, and an unbeatable location.

14900 Quito RD, Los Gatos

Listed by Mahsa Manavi, 408-981-2521 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Leila Khanna from CBR
285 Marchmont DR, Los Gatos
$4,100,000
4 Beds ⋅ 3 Baths ⋅ ML82042351 MLS
Rare single-level luxury in prime Los Gatos! Beautifully upgraded 4BD/2.5BA home offering 2,577 sq.ft., 502 sq.ft. attached 2-car garage with new epoxy finish, a private 10,000 sq.ft. lot in highly sought-after location near downtown, top schools, and premier shopping. Extensively renovated in 2026: new roof, interior/exterior paint, updated plumbing (~60 ft), new water heater, one new sump pump, new lighting and foundation vent covers. Fresh landscaping with new flowers, mulch, and upgraded irrigation system. Interior features new carpeting and a new French door in the primary suite. Elegant living spaces showcase hardwood floors, crown molding, and a formal living room with vaulted beam ceilings and fireplace. Chef's kitchen with quartz island, farmhouse sink, Wolf 6-burner range, Sub-Zero fridge, Bosch dishwasher, and custom cabinetry. Luxurious primary suite with backyard access, walk-in closet, and spa bath with jetted tub, rainfall shower, and skylight.Private backyard with lush lawn, mature trees, pergola-covered hot tub, and flagstone patio.Features include A/C, Nest thermostat, skylights, water softener & security alarm.Near top schools, Blossom Hill Elementary, stroll to Hillbrook school, Whole Foods, Trader Joes, Lunardis, the Los Gatos creek trail & downtown Los Gatos

285 Marchmont DR, Los Gatos

Listed by Valerie Mein, 408-891-1332 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sia Shahrestani from RDFIN
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
23185 Old Santa Cruz HWY, Los Gatos
$2,480,000
5 Beds ⋅ 5 Baths ⋅ ML82042183 MLS
Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

23185 Old Santa Cruz HWY, Los Gatos

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

Sold listing courtesy of Robert Beneshan from EXPCA
24035 Stage Stop WAY, Los Gatos
$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82003697 MLS
Contemporary mountain home with dramatic high ceilings, walls of windows, serene mountain & meadow views! Sunny usable acreage with colorful drought-resistant landscaping, grassy meadows, and magical redwood fairy rings! An abundance of space to add an ADU, horses, sport court, vineyard, or orchards. The 2-story home is an inverted floorplan with formal entry on the 2nd floor, featuring soaring ceilings and huge artsy chandeliers. Kitchen with granite tile counters, breakfast dining area, walk-in pantry. Formal living room with gas log fireplace, sliders to the front deck with meadow views. Separate family room with woodburning stove. Formal dining room. Kitchen and dining rooms both open to the sunny back deck with automatic awning, and hot tub. Steps down to an Endless Pools swim spa & sauna. The huge primary suite retreat features two 2-story high walk-in closets, spacious ensuite bathroom with oversized jetted tub, stall shower, and dual vanity, marble tile throughout. The lower level comprises two further beds & full bath, utility room, laundry/mud room, and access to the 2 car attached garage. Quality built in 1996 (post-earthquake) to more stringent engineering codes. New (owned) solar, powerwalls, & auto generator. Pool/garden shed, art studio/she-shed, and chicken coop.

24035 Stage Stop WAY, 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 Hassan Sabbagh from HN123
16988 Kennedy RD, Los Gatos
$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
18453 Las Cumbres RD, Los Gatos
$1,695,000
4 Beds ⋅ 3 Baths ⋅ ML82040088 MLS ⋅ Las Cumbres BLDG.
Welcome to this exceptional home in the highly desirable Las Cumbres community, where comfort, space, and natural beauty come together. A stunning entryway with vaulted ceilings and a grand staircase creates a warm first impression. The open floor plan features wide hallways and seamless flow between rooms, perfect for everyday living and entertaining. The remodeled kitchen is the heart of the home, offering new appliances, a large island, ample prep space, and an eating area with charming alcove windows. It opens to a spacious family room with a cozy wood-burning stove. A formal dining room connects to the kitchen and living areas, while the elegant living room features vaulted ceilings and its own wood-burning stove. The main level includes a versatile bedroom or office and a bonus playroom. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, large bathroom, and private deck. Two additional bedrooms include alcove spaces, with new flooring throughout the second floor. Additional highlights include a 3-car garage, newer interior paint, abundant natural light, and peaceful forest views. Ideally located just minutes from downtown Los Gatos. the community offers a clubhouse, pool, sports courts, trails, events, and top-rated Los Gatos High School.

18453 Las Cumbres RD, Los Gatos

Listed by Alfredo Barajas Team, 408-605-4800 from Coldwell Banker Realty
(If provided) CoList: from

20471 Black RD, Los Gatos
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML82040577 MLS
Two homes, two separate addresses (20471 Black Rd and 20469 Black Rd), over 32 acres of beautiful land dropping down to a creek. Wide trail to creek and current owners take their dirt bikes on rides through the lower property. Incredible views, very peaceful. The main house has the primary suite on one side with a nearby second bedroom that can be used as an office. Two other bedrooms are on the opposite side of the home for privacy. One bedroom is an ensuite, the other has a bathroom just outside its door. Large laundry room. Kitchen, dining room and living room have incredible views of the nearby hills. Large orchard and multiple fruit trees including apple and Meyers lemons. Current owner is working to separate the two homes into two properties. both homes have their own addresses. Once separated, you could add an ADU to each home for rental income. If you enjoy hiking or offroad trail riding on private land, this property is for you. The second home has its own garage with an upper level storage area, 3 bedrooms, 1.5 baths, and a deck overlooking the hills and meadow. Zillow estimate is for only one home.

20471 Black RD, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

Sold listing courtesy of Tanya Gianatasio from EXPCA
130 Sierra Azule, Los Gatos
$5,200,000
4 Beds ⋅ 4 Baths ⋅ ML82039123 MLS
Luxurious private executive estate, which sits atop a premiere ridge-top parcel and offers spellbinding panoramic Silicon Valley views. Immaculate attention to detail evident in all facets of this home; the yard, landscaping, and supporting systems are exquisite. Elegant traditional home featuring spacious formal living room and dining room, an executive office, a large ground-floor en suite, a grand entry and staircase, a huge chef's kitchen with top-rated appliances, butler's pantry/pantry. massive three-car garage, idyllic outdoor entertaining areas, ample flat lawn space for a pool or additional square footage, observation deck for delightful sunrises & coffee time, a huge sunlit raised garden, significant solar panel system with Tesla Powerwall backups. Home is supported by first-rate Los Gatos public schools. Only moments from town, Lunardi's, Peet's, Blossom Hill Elementary, and Highway 17/85 access, while offering the serenity of a mountaintop escape. Set among world-class hiking trails and neighboring estate properties, this hillside neighborhood embodies exceptional prestige, refined luxury, and elegance. Lovingly and meticulously maintained by original owner, this distinguished, well-appointed home is ready for next chapter for the fortunate new owner. Welcome home!

130 Sierra Azule, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Tracy Webb from CBR
22108 Call Of The Wild RD, Los Gatos
$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
23535 Treeview TRL, Los Gatos
$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML82040416 MLS
Set on over an acre in the redwoods, this intriguing Summit property balances privacy, design & livability. Surrounded by mature redwoods & a nearby stream, the home offers quiet & separation, while still maintaining direct access to Silicon Valley, Los Gatos & the coast. Easy access to Loma Prieta Elementary, the Summit Store & local wineries. Architecturally, the turret elements, stained glass & warm wood detailing give it one-of-a-kind character. Inside, the main living space is defined by open beam ceilings & windows that look into the surrounding forest. The step-down living room is anchored by an efficient wood-burning fireplace. The elegant kitchen & dining areas are open & functional, finished with quartzite counters, a wine fridge, wet bar & additional windows maintaining a connection to the outdoors. The primary suite is a private retreat with skylights & a clawfoot tub beneath high ceilings & stained glass. The floor plan includes a bonus office, rec room & garage. Decking & trails through the redwoods create multiple usable areas to enjoy the afternoon sun. The property is equipped with a Tesla charger, automatic generator, 4 zone heat & AC, public H20 & Comcast. An enchanting home that brings together thoughtful design, a lovely redwood setting & modern conveniences.

23535 Treeview TRL, Los Gatos

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

Sold listing courtesy of Seb Frey from COMPS
26756 Adams RD, Los Gatos
$2,250,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, 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 including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool 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, EV2 charger. Only 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
17121 Laurel Rd, Los Gatos
$1,125,000
4 Beds ⋅ 3 Baths ⋅ BE41128263 MLS
Nestled among the trees at the top of Summit Road, just minutes from Highway 17, this four bedroom, three bathroom home offers a rare blend of privacy, accessibility, and potential. Set on a flat, stunning two acre lot in a peaceful wooded setting, the property provides a serene retreat while remaining ideal for commuting to Silicon Valley or Santa Cruz and beyond. The open-concept kitchen anchors the main living space and features lovely views of the front yard, creating a bright and welcoming atmosphere for daily living and entertaining. The floor plan offers ample room for family, guests, or a home office. The separate entry in the back allows the flexibility for private rental or multi-generational living. While three of the bedrooms are on the first floor, the spacious primary suite is located on the second floor, offering a private and relaxing escape. This home is ready for you to add your own personal updates as it is in mostly original condition, presenting an exceptional opportunity to create a customized retreat in a highly desirable location.

17121 Laurel Rd, Los Gatos

Listed by Christina Gray, (925) 998-1171 from Compass
(If provided) CoList: from

Sold listing courtesy of Olga Golovko from KWSV
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
85 Reservoir RD, Los Gatos
$7,600,000
3 Beds ⋅ 5 Baths ⋅ ML82039862 MLS
Transaction entered for comparable purposes.

85 Reservoir RD, Los Gatos

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: from

Sold listing courtesy of David Welton from COMPS
16897 Mitchell AVE, Los Gatos
$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
120 Brocastle WAY, Los Gatos
$3,975,000
4 Beds ⋅ 3 Baths ⋅ ML82039313 MLS
Designed for unforgettable gatherings and effortless everyday living, this single-story Los Gatos home delivers the ultimate entertainer's lifestyle in a desirable neighborhood with top-rated schools and nearby amenities. The heart of the home is a beautifully updated kitchen with high-end appliances, a large island, and skylight, opening to an inviting breakfast nook, while a separate vaulted-ceiling family room offers space to relax and gather. The floor plan offers privacy and flexibility, with all bedrooms on one wing, including a primary suite with side yard access. At the center of the home, arched passageways lead to formal living and dining rooms, adding architectural character. Step outside and the experience continues, with a pool accented by fountains, a deck with an outdoor heater for year-round entertaining, and resort-style grounds. A gated side yard off the kitchen enhances indoor-outdoor flow, making it ideal for kids and pets to play freely. Unique details include a built-in dog crate and feeding area, and a garage with HVAC and a custom nano-style pass-through window to the balcony, creating a one-of-a-kind indoor-outdoor bar setup your guests will never forget. From poolside evenings to a close-knit community, this is a home where lasting memories are made.

120 Brocastle WAY, Los Gatos

Listed by Heather La France, 408-656-6477 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS
25200 Loma Prieta AVE, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, Los Gatos

Listed by Kalina Wasman, 650-773-4049 from Compass
(If provided) CoList: from

14990 Winchester BLVD, Los Gatos
$4,000,000
4 Beds ⋅ 5 Baths ⋅ ML82038974 MLS
Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

14990 Winchester BLVD, Los Gatos

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

Sold listing courtesy of Eric McCafferty from GGSIR
12336 Indian Rock WAY, Los Gatos
$1,849,000
4 Beds ⋅ 3 Baths ⋅ ML82034367 MLS ⋅ Indian Rock Ranch BLDG.
Simply stunning modern contemporary home with breathtaking views. Located in the desirable Indian Rock Ranch community of the Los Gatos Mountains, this home offers the perfect blend of striking architecture and accessibility, just a short drive to Silicon Valley, the Peninsula, and downtown Saratoga. The great room showcases wraparound windows that capture the expansive views, creating a light-filled space ideal for both everyday living and entertaining. The gourmet kitchen allows you to cook and entertain while enjoying the scenery. The main level features a luxurious primary retreat where you wake up to stunning views, along with two large bedrooms, a beautifully updated bathroom, and a laundry room. The lower level includes a spacious family room that can serve as a fourth bedroom, a recently updated full bathroom, and a storage room with potential for a fifth bedroom. Ideal for outdoor enthusiasts with easy access to Skyline-to-the-Sea Trail, Castle Rock State Park, and Big Basin Redwoods. Served by top-rated schools.

12336 Indian Rock WAY, Los Gatos

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

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
727 Bicknell RD, Los Gatos
$3,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038994 MLS
Set in the highly coveted Oakwood neighborhood of Los Gatos, 727 Bicknell Rd presents a rare opportunity to own an estate-like property on an approx. ONE-ACRE picturesque lot. Surrounded by natural beauty and privacy, the home captures sweeping views and exceptional natural light throughout. The main living area features vaulted ceilings and an effortless flow between the living room, dining area, and updated kitchen w/ granite countertops - ideal for both everyday living + entertaining. The home offers five bedrooms plus an office space, providing flexibility for a variety of lifestyles. The lower level is designed for entertaining w/ a theatre room + wet bar. Expansive windows frame beautiful views from nearly every room, while the large multi-level composite deck creates the perfect setting for relaxing or hosting upcoming summer evenings outdoors. The grounds and sprawling lot offer an unparalleled peaceful + tranquil setting. Additional highlights include three-zone central heat and A/C, an electric car charger, two-car garage, and an additional garage bay ideal for storage or a golf cart. Conveniently located near downtown Los Gatos and Saratoga, La Rinconada Country Club, local schools, and commute routes. Do not miss this - It's time to call 727 Bicknell your HOME!

727 Bicknell RD, Los Gatos

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO
19975 Skyline BLVD, Los Gatos
$2,699,000
5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

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

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