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17341 E Vineland AVE, Los Gatos
$3,768,000
4 Beds ⋅ 3 Baths ⋅ ML82063324 MLS
More than a 10 !! Welcome to this 2,850+ sf single story home border prestigious Monte Sereno on an 11,040 sf. lot* Impressive 4 bedrooms plus office space, 3 full baths open floor plan*Seamlessly connected living room, dining area and family room features six huge skylights panels and high ceiling that provides bright and airy comfortable family living and inviting entertaining *Gorgeous gourmet kitchen features stunning vaulted glass roof, 9+ft island, quartz countertop, Viking appliances and a wine refrigerator. 800 sf master suite with oversized designer walk in closet* Luxurious master bath with stall shower,oversized jet tub, and double sinks vanity* Connected office area to master bedroom suite* Another bedroom has fully updated ensuite bath* French doors, sliding doors and entries open onto the large, private backyard oasis wtih multiple patios and decks* Other amenities includes stone, tile, and hardwood flooring, striking fireplace, dual paned windows, built-in cabinetry, solid wood shaker interior doors, recessed lighting, A/C, tankless water heater, ventilation fans, and big performance air filter* Located at end of street with easy access to Hwy 85 and 880. Walk to Vasona Lake County Park, downtown Los Gatos and highly coveted Los Gatos schools* Do not miss !!

17341 E Vineland AVE, Los Gatos

Listed by Mei Chan, 408-314-4667 from Intero Real Estate Services
(If provided) CoList: from

681 Vasona CT, Los Gatos
$1,898,000
6 Beds ⋅ ML82063303 MLS
Discover the possibilities of duplex ownership in Los Gatos, featuring a 3-bedroom, 2-bath residence and a 3-bedroom, 1.5-bath residence. Whether youre looking for an investment property, a place to live with rental income from the second residence, or space for extended family, this property offers flexibility to fit your goals. Great location and amenities, with a short walk to Vasona Lake County Park and the Los Gatos Creek Trail, minutes to downtown Los Gatos shops and restaurants, and convenient to Highways 17 and 85 for Silicon Valley commutes.

681 Vasona CT, Los Gatos

Listed by Mark Dunne, 408-759-1441 from Intero Real Estate Services
(If provided) CoList: Michael Mendoza from Intero Real Estate Services
28320 Loma Prieta WAY, Los Gatos
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82046269 MLS
Rare Los Gatos Mountain Estate with Panoramic Ocean Views! Nearly 128 acres in the coveted Los Gatos school district with breathtaking views stretching from Monterey to Santa Cruz. Zoned Special Use. Approx 20 usable acres immediately surround the home, offering exceptional space for equestrian, agricultural, recreation or estate uses. Once home to Arabian horses, the property also features approx 4 1/2 acres of pinot grape vines ready for revitalization. The spacious 3 bedroom, 2 Full bath and 2 half bath home features generously sized rooms throughout, with recent improvements including updated lighting, new flooring, interior/exterior paint and a new roof. Home offers zoned central forced heat and AC and 2 wood burning fireplaces. A large backup generator provides added peace of mind. Attached sunroom and art room offer additional flexible living space beyond the stated square footage. The property also features 2 seasonal ponds, 2 detached garages and a 2-car attached garage. A truly unique opportunity to create your own private mountain estate with expansive coastal views and usable acreage. Art room contains 1/2 bath and may make a good ADU conversion. Close to Loma Prieta Winery, Summit Store and Los Gatos Schools.

28320 Loma Prieta WAY, Los Gatos

Listed by Dana Juncker, 408-828-3909 from Compass
(If provided) CoList: Lisa Sgarlato from Compass
17085 17087 Summit WAY, Los Gatos
$5,980,000
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

22443 Tim Tam CT, Los Gatos
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061119 MLS ⋅ Riva Ridge BLDG.
Experience luxury mountain living without compromise in the Riva Ridge community - an exclusive enclave of custom-designed homes. This unique estate showcases high-end modern finishes w/ flexible floorpan sprawling across 3 levels. Renowned Los Gatos School District, this property offers an ideal blend of privacy, community & proximity to major tech hubs & coastal destinations. Gourmet Kitchen, Equipped w/ Viking range, full-slab granite intentionally accent the space. Custom climate-controlled wine room elevates this entertainers space. Bright & open interior featuring architecturally pleasing design, windows, skylights. Wide-plank engineered hardwood flooring & Viewrail steel railings. The top floor Penthouse suite showcases a private balcony, sunroom, upgraded bathroom & bonus 3 room "flex" space perfectly suited for a home gym, work-from-home office, art studio or nursery. Owned Solar + Batteries. Inviting curb appeal featuring custom paver driveway & intentional landscaping. Spacious decks & outdoor entertaining areas designed to enjoy the surroundings. Exclusive access to the only private pickleball & tennis courts on the Summit + trailhead w/ sweeping panoramic ocean & mountain view. Firewise certified w/community maintenance provides safety + significant insurance perks.

22443 Tim Tam CT, Los Gatos

Listed by Evangela Masih, 831-999-0190 from Room Real Estate
(If provided) CoList: from

21112 Shear Creek RD, Los Gatos
$2,249,000
4 Beds ⋅ 3 Baths ⋅ ML82061648 MLS ⋅ Las Cumbres Conservation Corp BLDG.
BACK ON THE MARKETNEW PRICE, FRESH PAINT & NEW FLOORING! Reintroduced with a fresh look and a compelling new price, this Las Cumbres residence is ready to be experienced again. This 4-bedroom, 2.5-bath home offers approximately 2,858 square feet on an expansive 30,405-square-foot lot. Designed by Fuse Architects, the light-filled floor plan features fresh interior paint & new flooring throughout. Expansive windows & sliding glass doors connect the living areas to multiple decks while framing mountain views. Distinctive features include two Morsø wood-burning stoves, Pilkington channel glass, California Closets in the primary suite, and surround sound on both levels. Additional amenities include SolarEdge solar, EV charging, a Kinetico reverse-osmosis system, and a 1 Gbps fiber-optic network, can be upgraded to 10 Gbps. Las Cumbres amenities include private hiking trails, tennis and basketball courts, swimming pool, bocce ball, community field, and clubhouse. Nearby Castle Rock State Park and Sanborn County Park offer hiking, biking, and climbing. Approximately 20 minutes from Downtown Los Gatos and 35 minutes from Cupertino, with access to Highway 9 and Skyline Boulevard. New price. Fresh presentation. A renewed opportunity to experience 21112 Shear Creek.

21112 Shear Creek RD, 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
104 Bella Vista CT, Los Gatos
$4,900,000
4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS
A custom Cape Codstyle home on a seven-home cul-de-sac in Los Gatos. Since its 2007 purchase. It received a complete $2,000,000 exterior and interior renovation. Exterior: Marvin casement double-pane windows throughout, redesigned and enlarged front windows, new roof, completely redesigned and rebuilt portico, new wood siding and gutters, and a resort-style backyard with pool, spa, outdoor kitchen and fire pit. Interior: Wolf/Sub-Zero/Miele chefs kitchen, expanded family room, refinished floors, custom wood bookshelves, California Closets throughout, Sonos speakers indoors and out, and remodeled baths with radiant floor heating. 4 beds (incl. ADU), 3.5 baths, 3,146 sq ft. close to Van Meter, Fisher and Los Gatos High, in districts ranked in Californias top 3%.

104 Bella Vista CT, Los Gatos

Listed by Chuck Nunnally, 408-568-1779 from KW Bay Area Estates
(If provided) CoList: Laura Mcdonnell from KW Bay Area Estates
215 Belgatos RD, Los Gatos
$3,650,000
5 Beds ⋅ 4 Baths ⋅ ML82061357 MLS
Beautifully updated custom "EAST Facing" home with 5 bedrooms (4 spacious bedrooms downstairs), 3.5 baths, and 3,479 sf of living space on an approx. 10,000 sf lot, located in the Belwood/Westhill neighborhood of Los Gatos. ** First-floor, attached ADU with separate entrance and backyard access. Ideal for guests, extended family, workspace, or rental. * Open floor plan with engineered hardwood, dual-pane windows and LED lighting. Updated main-level baths. Possible under-stair wine closet. * The heart of the home, is a large remodeled chef's kitchen and family room, built to entertain: large granite island with a generous stainless steel farmhouse sink, under-island storage, wine refrigerator, KitchenAid 6-burner gas range with two ovens, and a KitchenAid refrigerator (2026). * Primary suite with mountain views and two custom closets. Upstairs bonus room with sink; for an office, kids study, or play area. * Backyard features a bar area with mini fridge, TV, natural-gas BBQ, custom fire pit, and built-in heaters. * Award-winning schools: Noddin Elementary, Union Middle, and Leigh High. Short walk to Belgatos Park * Newer roof (2020), solar with battery backup (2023), 50-amp EV outlet, two furnaces and two water heaters. Optional Belwood Cabana Club membership.

215 Belgatos RD, Los Gatos

Listed by Don Orason, 408-439-3581 from Intero Real Estate Services
(If provided) CoList: from

23353 Deerfield RD, Los Gatos
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82062433 MLS
Private nearly one-acre mountain retreat with refined interiors, dual primary suites & a spectacular resort-style backyard in the Santa Cruz Mountains. Set on a quiet cul-de-sac, this stunning home is surrounded by natural beauty. An open floor plan, multiple skylights & expansive windows fill the home with natural light and frame tree-lined views from nearly every angle, creating a sophisticated retreat. Living spaces include a cozy living room, formal dining room, spacious family room & dedicated office. The modern kitchen features crisp white cabinetry, high-end appliances & a breakfast nook opening to the expansive backyard deck. Two primary suites offer privacy. The main-level suite features an en-suite bath & French doors to a private outdoor seating area. The lower-level suite includes a walk-in closet & spa-inspired bath with dual sinks, glass-enclosed shower & soaking tub. Also downstairs: a large laundry room & second family room ideal as a gym, game room, media room or flex space. Set on nearly one acre (43,299 sq ft), the resort-style backyard features expansive decking, a custom in-ground pool & spa, & low-maintenance landscaping. Minutes to Los Gatos, Santa Cruz & Moss Landing, with excellent Loma Prieta Elementary, C. T. English Middle & Los Gatos High schools.

23353 Deerfield RD, Los Gatos

Listed by Chris Alston, 408-921-4711 from KW Bay Area Estates
(If provided) CoList: Hannah Isaka from Keller Williams Realty-Silicon Valley
104 Old Orchard Dr, Los Gatos
$2,925,000
5 Beds ⋅ 3 Baths ⋅ ML82061809 MLS
Beautifully updated 5-bedroom, 3-bath home in an established East Los Gatos neighborhood. The home lives primarily as a single story, with a private bedroom, full bath, laundry, and bonus room above the oversized 2-car attached garage. Hardwood floors, a cozy fireplace, and a light-filled kitchen with stainless steel appliances and a skylight create a warm and inviting interior. Situated in a quiet neighborhood on approximately 1/4 acre, the backyard features a sparkling pool with plenty of space to relax and entertain. Close to Belgatos Park and its scenic walking and hiking trails. Roof replaced approximately two years ago. Served by Noddin Elementary, Union Middle, and Leigh High School. Buyer to verify enrollment and attendance boundaries.

104 Old Orchard Dr, Los Gatos

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

217 Mistletoe RD, Los Gatos
$5,987,000
4 Beds ⋅ 5 Baths ⋅ ML82061957 MLS
A rare opportunity to own an exceptional Estate designed by award-winning architect Mark English. Distinctive, truly one of a kind, this home offers a refreshing departure from conventional architecture. Enjoy remarkable luxury & privacy without driving into the hills. Minutes from top schools, downtowns Los Gatos/ Saratoga, it offers convenience with a retreat-like setting. Gated private driveway creates feeling of a hidden jewel. Home's Euro-style with soaring ceilings, floor-to-ceiling glass framing magnificent oak trees, tranquil gardens. Set on 2.4 acres, near 4,700 sq ft living space & a 700+ sq ft in-law suite with kitchenette, luxurious bath. Designed for entertaining, the open floor plan features European cabinetry, hardwood floors, a chef's kitchen, honed granite, premium SS appliances, custom lighting, spectacular in-the-round dining space, 2 offices, library, media room, wine cellar, walk-in closet, grand primary bath, bedrooms with an upper-level lounge for reading, games, sleepovers, mudroom dedicated media control room. Enjoy a high-end kitchen, BBQ, bar, hot tub, living and dining areas, fireside lounge, sports court, additional parking, creekside setting, hillside with mature vineyard grapes. Modern luxury, exceptional privacy, architectural distinction.

217 Mistletoe RD, Los Gatos

Listed by Elena Johal, 408-836-6369 from Tenacity Real Estate
(If provided) CoList: from

101 Ravinia WAY, Los Gatos
$2,588,888
3 Beds ⋅ 3 Baths ⋅ ML82061908 MLS
Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/painting, some termite & more. Lives like a 1 level home in a gorgeous quiet setting, yet it's close to the Los Gatos downtown, schools, shopping & commuter routes. Remodeled, solidly built, & impeccably maintained, this home features the best of all worlds w/open concept living & seamless indoor-outdoor entertaining. The Chef's gourmet kitchen is open to the great room, dining room, breakfast bar, sunny nook, warm & inviting living room all w/easy access to spacious decks for outdoor enjoyment. Volume ceilings soaring w/sunshine & views through abundant windows. The Chef's kitchen features modern cabinets, stainless appliances, pantry & sleek slab counters with plenty of prep space. The spacious primary features a large walk-in closet, slider to a deck & ensuite bathroom. The remodeled hall bath features contemporary tile, modern vanity & a designer shower. Additional features: private quiet location, gleaming wood floors, interior laundry, extra room for car & RV parking with 3 driveways - the lower driveway is extra long. Room to play in the backyard & incredible nature trails nearby. City services: water, sewer, PG&E. Expansive basement perfect for storage & a wine cellar.

101 Ravinia WAY, Los Gatos

Listed by Heidi Herz, 408-205-9625 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

203 Oak Tree CIR, Los Gatos
$3,290,000
5 Beds ⋅ 4 Baths ⋅ ML82061811 MLS
Quiet, peaceful, upscale & only 4 yrs young! A refined residence where generous proportions, natural light, and elevated finishes come together beautifully. The 2,548 sq ft main home offers 4BR/3BA, with sun filled, airy interiors, expansive windows, classic hardwood floors, and thoughtful details throughout. A first floor bedroom w/full bath is ideal for multi-gen living. The spacious kitchen serves as the heart of the home, featuring an oversized island, natural stone surfaces, custom cabinetry, extra deep countertop with generous workspace, and premium appliances. The serene primary suite offers a spacious bath, generous walk-in closet, and built-in vanity. The private backyard creates a refined setting for quiet evenings and a relaxed drink under the stars. The all electric design, owned solar panels, and EV charger bring modern efficiency. A detached 1BR/1BA ADU with dedicated parking offers flexibility for extended family or passive income potential. Mature oak trees and lush landscaping give this community an established beauty rarely found in newer neighborhoods. Quiet surroundings and a distinctive sense of place are complemented by convenient access to organic living, dining, major freeways, Silicon Valley employment centers, Leigh High School, and The Harker School.

203 Oak Tree CIR, Los Gatos

Listed by Sugar Wang, 510-565-8539 from Open Realty
(If provided) CoList: from

17368 Melody LN, Los Gatos
$1,599,000
3 Beds ⋅ 2 Baths ⋅ ML82061572 MLS
Welcome to this truly unique custom home in the Los Gatos Mountains, offering privacy and peaceful mountain living just 2 minutes from Hwy 17, 9 minutes from downtown Los Gatos and 20 minutes from Santa Cruz. Unlike many mountain properties, this home features level entry, no steep driveway and abundant flat parking for cars, RVs, trailers and toys, plus an additional level area at the rear. Thoughtful custom details are found throughout, including a 2.5-inch-thick solid cherry front door with solid copper hardware, custom stained-glass window, handcrafted Bevolo exterior lighting and built-in subwoofers beneath the family room floor. Car enthusiasts will appreciate the oversized 3-car garage with full-size vehicle lift. A whole-house generator provides added peace of mind. The detached self-contained unit offers excellent flexibility for guests, extended family, office or rental use, with a successful history as both a 3+ year long-term rental and short-term rental. A rare combination of craftsmanship, usable space, privacy and convenience.

17368 Melody LN, Los Gatos

Listed by Randy Cedano, 408-315-2527 from Realty One Group Infinity
(If provided) CoList: from

17575 Mountain Charlie RD, Los Gatos
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS
Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

Listed by Anita Salas, 408-310-3918 from The Agency
(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
70 Reservoir RD, Los Gatos
$2,698,000
3 Beds ⋅ 4 Baths ⋅ ML82061021 MLS
Rare opportunity to create a private residential estate on approximately 2.05 acres in Los Gatos. Town-approved plans include the merger of three parcels into one approximately 89,281 SF parcel and a thoughtfully designed contemporary residence with attached ADU, surrounded by mature trees and set well back from Reservoir Road. The approved design features a 3,352 SF main residence, 903 SF attached ADU and 668 SF garage, for 4,255 SF of total living area. Two existing structures are located on the property and will be demolished as part of the approved project. An exceptional opportunity for an end user seeking to create a custom Los Gatos estate or a builder/developer looking for a well-advanced project with significant entitlement work already completed. Extensive architectural, civil, landscape, geotechnical, arborist and entitlement materials are available for review. Buyer to independently verify plans, approvals, square footage, schools, and development potential.

70 Reservoir RD, Los Gatos

Listed by Mark Vantress, 408-841-6303 from Christie's International Real Estate Sereno
(If provided) CoList: from

14302 Lora DR, Los Gatos
$4,300,000
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
19465 Montevina RD, Los Gatos
$3,798,000
5 Beds ⋅ 3 Baths ⋅ ML82056050 MLS
Experience the pinnacle of gated estate living with breathtaking views stretching from Lexington Reservoir & Mt Umunhum to the lights of downtown San Jose. Just minutes from Los Gatos, this sophisticated residence combines privacy, luxury, & an exceptional setting. The refreshed interior features new flooring, fresh paint, & an open floor plan designed for effortless living & entertaining. The main level offers an office & guest suite with a full bath. At the heart of the home is the chefs kitchen with granite countertops, a gas cooktop, & abundant cabinetry, flowing seamlessly into a light-filled living area where walls of glass frame the views. Upstairs, the versatile floor plan includes two additional bedrooms & a private gym. The luxurious primary retreat is a sanctuary of comfort, featuring a spa-inspired bath & private viewing deck. Outdoor living is equally impressive, with an expansive veranda & outdoor kitchen, creating the perfect setting for entertaining. The property also features a detached barn with a workshop, loft, & abundant storage. The loft offers potential for an ADU, while the barn & usable acreage provide possibilities for equestrian use, hobbies, or additional workspace. Served by Lexington Elementary, Raymond J. Fisher Middle School, and Los Gatos High.

19465 Montevina RD, Los Gatos

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

600 Ridge Top RD, Los Gatos
$2,295,000
3 Beds ⋅ 4 Baths ⋅ ML82060472 MLS
"Ridge Top" estate on 13 acres with breathtaking ocean, mountain & vineyard views! Tri-level Mediterranean-style home built in 1992. Spacious formal entry with vaulted ceilings. Steps up to living/dining room w/fireplace, vaulted wood ceilings, sliders to deck. Remodeled kitchen with cherry cabinets, granite countertops, stainless appliances. Pool view from kitchen window. Bright breakfast bay with floor-to-ceiling windows, spectacular 180 views. New hardwood flooring, bathrooms remodeled in '24. Two large primary suites, new custom plantation shutters. Primary bathroom features a luxurious deep, free-standing soaking tub under window, oversized shower, dual vanity. Steps down to guest suite with huge walk-in closet. Lower level family/rec room with wet bar, sitting area, spacious office bay. 3rd bedroom with fireplace, sliders to deck, adjacent hall bath. Lwr level layout designed for potential 4th bedroom. Lap pool w/spa, sunny travertine deck. Usable land offers space for vineyard, gardening, sport court or horses. Long circular driveway, generous parking, room for oversized vehicle/ RV. 4 car drive-thru garage, vaulted wood ceilings, potential to convert to ADU? Comcast internet, excellent shared well. Central location near Summit store & schools, easy drive to town or beach!

600 Ridge Top 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
15730 Shannon Heights RD, Los Gatos
$5,488,000
4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS
Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, 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
23584 Skyview TER, Los Gatos
$1,599,000
3 Beds ⋅ 3 Baths ⋅ ML82060361 MLS ⋅ Villa Del Monte BLDG.
Conveniently located in the coveted 'Villa del Monte' neighborhood, for easy access and proximity to local amenities. The home enjoys a peaceful and secluded, elevated setting with serene tree views. Formal entry opens to the living room with high ceilings, fireplace. Beautifully remodeled open concept kitchen, dining and family room with gas fireplace, sliders to the back yard. Additional family/recreation room (or extra large 4th bed) on 2nd floor, with built in shelving and vaulted ceilings. Primary suite with remodeled bathroom, 2 further bedrooms each with spacious attic lofts and built-in ladders, hall bathroom. Awesome outdoor entertaining with custom outdoor kitchen and expansive patios. Attached 2 car garage. Great value for a large home in the Summit area, just minutes from the excellent Loma Prieta elementary and CT English Middle schools, Summit store, wineries and churches. Approx. 15 mins to downtown Los Gatos, LGHS. Served by Villa Del Monte water, Comcast. internet.

23584 Skyview TER, Los Gatos

Listed by Karen Izzo, 408-309-9076 from Christie's International Real Estate Sereno
(If provided) CoList: Rebecca Smith from Christie's International Real Estate Sereno
645 Vasona AVE, Los Gatos
$1,950,000
6 Beds ⋅ ML82060337 MLS
A rare opportunity to own a well-maintained duplex in Los Gatos. Built in 1965 and set on a 7,130 sq ft lot, 645 Vasona Avenue delivers approximately 2,397 sq ft across two generously sized units: a 3-bedroom, 2-bath and a 3-bedroom, 1.5-bath. The property has been thoughtfully cared for, including a newly installed heat pump HVAC system providing energy-efficient heating and cooling in both units. Single-story layout, private garages, private yards, in-unit laundry, and a fireplace add to the appeal for tenants and owners alike. For investors, this is a stabilized, low-maintenance asset with two large three-bedroom floor plans, a unit type that stays in consistently high demand in Los Gatos. For a future owner-occupant, it's a chance to live in one unit while the other helps offset the mortgage, in one of the South Bay's most sought-after towns. Great location and amenities, with a short walk to Vasona Lake County Park and the Los Gatos Creek Trail, minutes to downtown Los Gatos shops and restaurants, and convenient to Highways 17 and 85 for Silicon Valley commutes.

645 Vasona AVE, Los Gatos

Listed by Amit Urban, 650-282-0477 from BellStreet Inc.
(If provided) CoList: from

16220 S Kennedy RD, Los Gatos
$6,950,000
5 Beds ⋅ 5 Baths ⋅ ML82060328 MLS
Resort-style living meets Silicon Valley convenience at this exceptional custom built, single-level residence. Gated & privately positioned on a flat acre just minutes from vibrant downtown Los Gatos, this property seamlessly connects sophisticated interiors with extraordinary outdoor spaces, creating a private retreat equally suited for everyday living & entertaining. The residence centers around an open kitchen-family great room overlooking the spectacular grounds. The chef's kitchen features an island with seating, Wolf/Sub-Zero/Thermador appliances, slab counters & walk-in pantry. A spacious living/dining room provides an elegant setting for larger gatherings. A private bedroom wing features a gracious primary suite with fireplace, sliding French doors, dual-sided walk-in closet & spa-inspired bath. A separately positioned 4th bedroom with full bath is ideal for guests or a private executive office. The detached guest house is a destination unto itself with its great room, full kitchen, bedroom suite & laundry. Outside, the property transforms into a private oasis. Expansive lawns surround a sparkling pool & spa, bocce court & outdoor kitchen pavilion. Solar, 3-car garage, Los Gatos schools, moments to downtown LG & convenient access to leading Silicon Valley tech campuses.

16220 S Kennedy RD, Los Gatos

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Andrea Schultz from Coldwell Banker Realty
Castlewood DR, Los Gatos
$2,175,000
8 Beds ⋅ ML82059591 MLS
919 Castlewood Drive presents a rare opportunity to acquire a four-unit multifamily investment property in a prime Los Gatos location. The property features an excellent unit mix consisting of one 3-bedroom/2-bathroom unit, two 2-bedroom/1-bathroom units, and one 1-bedroom/1-bathroom unit. The property has benefited from significant electrical upgrades, including a new main electrical panel and new subpanels in all four units. Additional features include dual-pane windows, private patios, on-site laundry, and approximately 3,681 square feet of living space on an 8,400-square-foot lot. Current rents provide attractive income growth potential, while the location offers convenient access to Downtown Los Gatos, Downtown Campbell, The Pruneyard, Los Gatos Creek Trail, Netflix headquarters, and Highways 17 and 85. An attractive opportunity to acquire a well-located Los Gatos multifamily asset with a strong unit mix, meaningful rental upside, and long-term appreciation potential.

Castlewood DR, Los Gatos

Listed by Mitchell Zurich, 408-888-9594 from Marcus & Millichap
(If provided) CoList: from

202 Granada WAY, Los Gatos
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82059410 MLS
Welcome home to 202 Granada Way, a distinctive contemporary residence where dramatic architecture, abundant natural light and seamless indoor-outdoor living come together. Vaulted ceilings, multiple skylights, walls of windows, refinished hardwood floors and unique architectural details enhance the open design. Formal living and dining rooms complement a separate family room with direct outdoor access. The Chef's kitchen features extensive custom wood cabinetry, specialized storage, center island with raised breakfast bar and premium appliances. The spacious primary suite offers vaulted ceilings, patio access and a spa inspired bath with soaking tub, oversized rain shower, dual vanity and marble finishes. Multiple decks extend the living spaces outdoors to an expansive stone patio surrounded by terraced gardens mature landscaping and private spaces for dining and entertaining, Additional highlights include Lennox HVAC, Nest Thermostat, Solar energy system and FranklinWH home battery and energy management system & EV Charging. Ideally positioned across scenic La Rinconada Park, near distinguished schools. Easy access to Hwys 85, 280 and Lawrence Expwy fro a convenient Silicon Valley commute. Minutes to downtown Los Gatos, Campbell and Saratoga. Tse you soon!

202 Granada WAY, Los Gatos

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

Sold listing courtesy of Jerry Haslam from CBR
14821 Golf Links Drive, Los Gatos
$3,998,000
3 Beds ⋅ 3 Baths ⋅ BE41146294 MLS
FIRST TIME ON THE MARKET! A rare Los Gatos opportunity, 14821 Golf Links Drive offers an exceptional combination of an expansive nearly acre-sized lot, a beautifully updated single-story home, and incredible flexibility for the future. Set on an impressive 34,100sqft lot, this 3-bedroom, 2.5-bath home offers approximately 2,372sqft of comfortable living space surrounded by privacy, openness, and room to create something truly special. The enormous lot is a standout feature, offering buyers the freedom to envision expansive outdoor entertaining areas, gardens, a pool, sport court, additional structures, or future expansion possibilities, subject to applicable approvals. Thoughtfully updated and move-in ready, the home features an inviting layout, beautiful vaulted ceilings, abundant natural light, and a seamless connection to the spacious outdoor setting. Located in highly sought-after Los Gatos and served by top-rated Los Gatos schools, the property also offers convenient access to shopping, dining, recreation, and major commute routes near Winchester Boulevard and La Rinconada Drive. Properties offering this combination of land, privacy, highly regarded schools, and creative potential are exceptionally difficult to find. Whether enjoying the property as it is today or imagining

14821 Golf Links Drive, Los Gatos

Listed by Jonah Rutkin, (415) 722-1359 from EXP Realty of California, Inc
(If provided) CoList: from

15850 Orange Blossom Lane, Los Gatos
$3,250,000
3 Beds ⋅ 2 Baths ⋅ ML82059012 MLS
Located in the highly desirable Blossom Manor neighborhood of Los Gatos, this property sits on a generous corner lot, nearly 12,000-square-foot lot, offering an exceptional setting to create a spectacular custom estate. Ready for renovation or transformation, the expansive parcel provides ample space to design a home that reflects your vision while maximizing long-term value. Enjoy an unbeatable location within walking distance of Blossom Hill Elementary, neighborhood parks, shopping, dining, and the new Whole Foods Market. Surrounded by beautifully renovated homes in one of Los Gatos' most sought-after neighborhoods, this is an outstanding investment in a premier location where lifestyle, land, and future potential come together. *Buyer to confirm school availability*

15850 Orange Blossom Lane, Los Gatos

Listed by Denise Carr, 408-839-6323 from Compass
(If provided) CoList: from

Sold listing courtesy of Ana Pace from CBR
23889 Summit RD, Los Gatos
$1,400,000
4 Beds ⋅ 2 Baths ⋅ ML82057216 MLS
Set on 2.32 acres in the Santa Cruz Mountains, this property offers a unique blend of privacy, sunshine, and convenience just minutes from Highway 17, Downtown Los Gatos, local wineries, hiking trails, Summit Store, and highly regarded Loma Prieta schools. Mature trees, citrus trees, grapevines, garden areas, and open sunny spaces create a peaceful setting with exceptional usability and flexibility. The approximately 2,500 SF residence is currently configured as two 2-bedroom, 1-bath units with interior access between them, offering options for single-family living, multigenerational use, or income-producing ownership. Whether enjoyed as a private mountain retreat, investment property, or future estate setting, the property offers exceptional flexibility in a convenient and highly desirable location. Buyer to cooperate with 1031 exchange at no cost to Buyer.

23889 Summit RD, Los Gatos

Listed by Chase Harrell, 408-460-2050 from Compass
(If provided) CoList: from

26765 Havenhill LN, Los Gatos
$2,995,000
5 Beds ⋅ 3 Baths ⋅ ML82058469 MLS
Perched on the crest of the Santa Cruz Mountains, 26765 Havenhill Lane offers a rare combination of luxury living, privacy, space, and the natural beauty of the mountains. Sweeping mountain and Monterey Bay views, neighboring vineyards, and spectacular sunsets create a setting intimately connected to the landscape. Set on just over an acre, the Mediterranean-inspired home is designed for entertaining, everyday comfort, and seamless indoor-outdoor living. A gourmet kitchen, wine room, indoor sports court, and media/game room offer spaces to gather, unwind, and have fun. Outside, an infinity-edge pool and spa, outdoor kitchen, fire pit, covered terraces, and landscaped grounds create a true resort-like experience. A detached workshop, garden, and chicken coop offer space to create, grow, and connect with the land. Starlink, Ubiquiti networking, owned solar, a commercial-grade generator, two EV chargers, and a three-car garage make remote work and daily life effortless. 5 min to Summit Store and 20 min to downtown Los Gatos, with Silicon Valley within commuting reach and prime mountain biking out your door--close enough to feel connected, far enough to exhale. A rare property with space to gather, unwind, and enjoy the best of the Santa Cruz Mountains.

26765 Havenhill LN, Los Gatos

Listed by Mike Bloch, 831-588-1588 from Christie's International Real Estate Sereno
(If provided) CoList: Lindsey Didia from Christie's International Real Estate Sereno

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