Los Gatos CA 3000+ Sq. Ft. Real Estate, Homes, Condos for Sale

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

$5,980,000

4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS

Extensively remodeled with full town permits, this exceptional 4-bedroom, 6-bathroom, plus a basement, residence 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 Summit WAY, Los Gatos

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

$4,900,000

4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS

Wow, what more can one say about this beautiful Cape Cod-style custom home? It stands out with exceptional quality of construction and thoughtful design. Located in a special enclave of just six homes on a private cul-de-sac in Los Gatos, with all three highly rated schools within walking distance. The heart of the home is the kitchen and family room, designed for both everyday living and entertaining. Custom Lonardo cabinetry, beautiful quartzite surfaces, Wolf range, Sub-Zero refrigeration, Miele appliances, built-in coffee system, wine cooler, and so much more. The attached ADU offers wonderful flexibility as a 4th bedroom or office. The primary suite is truly special, with beautiful finishes and a sense of comfort and privacy. Enjoy the private backyard with a gas-heated pool and spa, custom outdoor kitchen with refrigerator and sink, and wonderful gas fire pit, perfect for entertaining or simply enjoying time with family. Two-car garage with Tesla EV charger. A rare opportunity to experience sophisticated, understated luxury, exceptional construction, and the relaxed elegance of Los Gatos living.

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

$3,650,000

5 Beds ⋅ 4 Baths ⋅ ML82061357 MLS

Welcome to 215 Belgatos Rd, a beautifully updated custom 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

$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

$5,500,000

5 Beds ⋅ 4 Baths ⋅ ML82062001 MLS

Welcome to 15550 Glen Una Dr. Welcome to Shangri-La. A rare opportunity in the coveted Glen Una enclave surrounded by magnificent estate properties. Built in 1906 and set on .55 acres, this approx. 3,392 sq. ft, 5 BR, 3.5 BA bath residence with separate cottage of approx. 739 sq. ft. offers timeless character and charm. Period details include a gracious wrap around veranda, beautiful moldings, sunroom, formal living areas, library, and hobby room. Restore and reimagine this special residence or explore the opportunity to create your dream estate! Charm and character prevail.

15550 Glen Una DR, Los Gatos

Listed by Susie Villapudua Kubota, 408-605-0094 from Coldwell Banker Realty
(If provided) CoList: from

$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

$3,490,000

5 Beds ⋅ 4 Baths ⋅ ML82061811 MLS

A refined modern 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 guests or multi-gen living. The spacious kitchen is designed for everyday living and entertaining, featuring an oversized island, natural stone surfaces, custom cabinetry, and premium appliances. The serene primary suite offers a spacious bath, generous walk-in closet, and built-in vanity. A detached 1BR/1BA ADU with dedicated parking offers flexibility for guests, extended family, independent living, or passive income potential. The private backyard creates a refined setting for quiet evenings and a relaxed drink under the stars. The all-electric design, solar panels, and EV charger bring modern efficiency and convenience. Mature oak trees and lush landscaping give this four-year-young 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

$2,998,000

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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$3,400,000

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

$3,898,000

5 Beds ⋅ 3 Baths ⋅ ML82056024 MLS

Located in the iconic Almond Grove neighborhood, this beautifully reimagined five bedroom home offers the ultimate downtown Los Gatos lifestyle. Just blocks from the vibrant energy of Santa Cruz Avenues premier dining and boutiques, and Bachman Park. At the heart of the home, the chefs kitchen is a showstopper, featuring a vintage-inspired AGA Legacy multi-function range, Silestone Quartz countertops, and an island designed for social gatherings. High-end appliances, Bosch dishwasher and GE Monogram refrigerator, all are framed by custom cabinetry. The dining area and an expansive family room, leads to glass sliding doors that open to the private backyard retreat. The expansive primary suite is complete with a meticulously remodeled bathroom. For those seeking extra space, the fully finished basement has been transformed into a versatile living area; a full bath, an additional bedroom, and abundant storage & perfect for guests, workout room or a dedicated home office. Outdoor living is just as impressive. The front yard, professionally landscaped to include an inviting sitting area, while the backyard is an entertainer's dream including a built-in BBQ station with granite counters, a covered deck, and a hot tub under the stars. EZ access to 17, Major Businesses, parks and more.

124 Massol AVE, Los Gatos

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

$2,750,000

4 Beds ⋅ 4 Baths ⋅ ML82052505 MLS

Beautiful estate offering breathtaking mountain views with a peek of the ocean, situated on nearly 4 usable acres with endless possibilities, including equestrian use, organic gardening, or creating your dream outdoor retreat. The main residence features 4 bedrooms, 2 full baths, and 2 half baths, and an oversized 3-car garage with abundant storage. Interior highlights include Brazilian walnut flooring in the main living area, fresh interior paint, newer windows, a spa-inspired primary suite, and a chef's kitchen with updated stainless steel appliances. Designed for entertaining, the home offers an indoor bar, exterior putting green, and driving area. The sun-drenched grounds feature mature fruit trees, a large chicken coop, RV and boat parking, a shipping container for additional storage, and ample room to expand. A newly renovated 2-bedroom, 1-bath guest house currently generates approximately $36,000 annually in rental income, and tenants would like to remain on the property, making it ideal for investment or multigenerational living. This home offers both privacy and flexibility. Connected to a private mutual water system and Comcast high-speed internet. Located within a highly sought-after school district serving students from kindergarten to high school. Come check it out!

23965 Mountain Charlie RD, Los Gatos

Listed by Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

$4,250,000

6 Beds ⋅ 5 Baths ⋅ ML82057820 MLS

Welcome Home to 145 Central Ave, an Expansive Los Gatos Home w/ Mountain Views, Permitted Attached ADU & Award-Winning LG Schools! Bright Interior w/ Double Glass-Door Entry, Hardwood Floors, Recessed Lighting, Skylights & Glass Railings. Formal Dining Room w/ Vaulted Ceiling, Chandelier & Wood-Burning Fireplace. Stunning Kitchen w/ Granite Island, Breakfast Bar, Prep Sink, Quartz Counters, Wolf 6-Burner Range, Sub-Zero Refrigerator, Wine Refrigerator, Breakfast Nook, Slow-Close Cabinetry & Black Apron Sink. Spacious Living Room w/ Cathedral Ceiling, Skylights, Built-Ins, Bifold Windows, Mini-Split AC & French Doors to Multiple Balconies w/ Mountain Views! Luxurious Primary Suite w/ Vaulted Ceiling & Spa-Like Ensuite w/ Designer Tile, Dual Vanity, Sunken Tub, Walk-In Closet & Multi-Head Shower. Four Additional Bedrooms w/ 2 Full Baths & Laundry Room. Separate Bonus Room Ideal for Office, Gym or Recreation. Outdoor Living w/ Upper Balcony, Tiled Exercise Patio, Trex-Style Decking, Lawn, Water Feature & Mature Landscaping. 800 SF Attached ADU w/ Private Entry, Full Bath, Kitchenette, Office Nook, Built-Ins & Private Balcony. 3-Car Garage w/ Tesla EV Charger & Storage. Minutes to Downtown Los Gatos, Hwy 17, Trails, Parks, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

145 Central AVE, Los Gatos

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

$5,664,000

4 Beds ⋅ 4 Baths ⋅ ML82057718 MLS

Nestled in the prestigious Daves Avenue neighborhood, this exceptional Los Gatos residence (4bed + office) offers timeless elegance, privacy, and an unparalleled lifestyle. The stately interior features crown molding, colonial baseboards, architectural columns, and a welcoming foyer. The formal living room showcases a bay window with custom cabinetry, while the spacious dining room is ideal for entertaining. A private office opens to a scenic balcony with tranquil hillside views. The vaulted family room features a fireplace and flows seamlessly to the gourmet kitchen with premium appliances, preparation island, dining area, and beautiful views. A temperature-controlled walk-in wine cellar adds a distinctive touch. Upstairs, the private bedroom level includes a luxurious primary suite with fireplace, spa-inspired bath, oversized jetted soaking tub, statement chandelier, and custom closets/ island. Two additional bedrooms offer private decks, including an ensuite retreat, while a fourth bedroom shares a Jack-and-Jill bathroom. An expansive deck overlooks nearly an acre of private grounds, offering exceptional potential for a pool, custom landscaping, and outdoor entertaining. A rare opportunity to create your dream estate in one of Los Gatos most coveted neighborhoods!

15723 Oak Knoll DR, Los Gatos

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

$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

$5,988,000

4 Beds ⋅ 4 Baths ⋅ ML82055456 MLS

Contemporary Mid-Century Modern home offering 4,251± SF with 4 bedrooms, office, and 3.5 baths across two thoughtfully designed levels. The main level features an open great room with fireplace, dining area, gourmet kitchen with oversized island, 48" Viking built-in refrigerator, 48" Viking induction range, walk-in pantry, mudroom, laundry room, private office, and an en-suite guest bedroom. Expansive covered patio extends the living space with outdoor dining and fire pit areas. The lower level includes a spacious primary suite with fireplace, radiant heated bathroom floors, two-person steam shower, freestanding soaking tub, large walk-in closet, and adjacent study loft. Two additional bedrooms share a Jack-and-Jill bath. Approximately 650 SF bonus room with kitchenette is wired for a home theater and offers flexible space for media, recreation, fitness, hobbies, or work. Interior finishes include white cabinetry, white interior doors, and 9" European White Oak hardwood flooring. Spacious 2-car garage. Designed for modern living with flexible spaces and seamless indoor-outdoor flow.

110 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

$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

$6,975,000

4 Beds ⋅ 5 Baths ⋅ ML82057385 MLS

Newly constructed modern luxury offering 5,409 sq ft across 3 expansive levels on an approximately 16,000 sq ft lot. This 4-bedroom, 5.5-bath residence features 10-ft ceilings on all levels, 7-inch European White Oak hardwood floors, flush baseboards, stained interior doors, and sophisticated contemporary finishes. The main level centers around an impressive gourmet kitchen with a substantial island, stone surfaces, solid plywood soft-close cabinetry and Viking appliances including a 48-inch built-in refrigerator and 48-inch induction range. Butlers pantry and walk-in pantry provide exceptional storage and prep space. The adjoining great room features a fireplace/TV wall and opens on both sides to outdoor patios and an expansive backyard with sweeping valley views. Formal dining, oversized laundry, and dedicated mudroom complete the level. Upstairs are 3 ensuite bedrooms, including a primary retreat with fireplace, oversized shower, freestanding tub and 2 large walk-in closets. Builder provides a $10,000 credit toward custom primary closet organizers. The walk-out lower level offers a large great room/game room, bar/kitchenette, temperature-controlled wine room, bedroom and bath, plus a large lightwell with spiral staircase providing direct backyard access.

103 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

$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

$979,000

3 Beds ⋅ 3 Baths ⋅ ML82056631 MLS

Great first time buyer and income potential property. Located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 2.55-acre lot surrounded by majestic redwood trees . The 3,201 sq. ft. home offers a main upstairs house with three bedrooms and two full bathrooms. The living room features a wood stove fireplace, providing a cozy ambiance. The dining area is integrated into the living room, with no separate family room present. There are two downstairs apartments. One is a 1 bedroom with an office, kitchen and bathroom and the other is a 1 bedroom, bathroom and updated kitchen. The property does not have cooling or garage spaces. Heating is provided by a wood stove. This residence is part of the Loma Prieta Joint Union Elementary School District. This home combines spacious living with a large lot in the mountains of Los Gatos. Excellent commute location to Hwy 17, 15-20 minutes to Soquel or the beach, close to The Summit Store, wineries, and abundant biking paths. A MUST SEE! As is sale.

50 Old Orchard RD, Los Gatos

Listed by Jeanne Jensen Shada, 831-438-2208 from Scotts Valley Propty Mgmt.
(If provided) CoList: from

$6,400,000

5 Beds ⋅ 5 Baths ⋅ ML82056345 MLS

This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

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

Sold listing courtesy of Desiree Dutra from CBR

$4,700,000

5 Beds ⋅ 4 Baths ⋅ ML82055468 MLS

New Construction with an amazing location this single-story 3,032 sqft (2,616 sqft main home + 416 sqft ADU) features a Cape Cod style modern residence by AL Homes. The flexible layout includes a 4BD/3BA main home plus an attached 1BD/1BA ADU, a 504 sqft attached two-car garage, and solar for enhanced energy efficiency. Bright, airy interiors offer ceilings up to 14'4", dual 12' sliding doors for seamless indooroutdoor living, bedroom skylights, a separate family room, and a welcoming front porch. The primary suite features dual closets and a spa-style bath with double sinks, a walk-in shower, and a soaking tub. The low-maintenance backyard includes an expansive deck and multiple seating areas ideal for meetings, entertaining and enjoying the California weather. Located in an amazing walkable neighborhood just a short distance to downtown dining, boutiques, and schools. Served by the top-rated Los Gatos Union School District (including Louise Van Meter Elementary and Los Gatos High School). Buyer to verify all information.

16970 Cypress WAY, Los Gatos

Listed by Tony Alarcon, 408-460-4845 from Intero Real Estate Services
(If provided) CoList: Axis Elite Team from Aspire Homes

Sold listing courtesy of Tony Alarcon from NTERO

$6,800,000

5 Beds ⋅ 4 Baths ⋅ ML82049070 MLS ⋅ Surrey Farms BLDG.

This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

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

Sold listing courtesy of Mark Chiavetta from CBR

$4,488,000

6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS

A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. Private without being remote. Architectural yet warm. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, a private patio and freestanding soaking tub. A detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office or studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

$1,500,000

3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS

Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

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

$2,050,000

5 Beds ⋅ 4 Baths ⋅ ML82055542 MLS

Desirable Villa Del Monte community, beautifully updated single-level residence with the perfect balance of privacy, natural beauty, and modern convenience. Set on approximately 1.08 private acres, the home enjoys natural sunshine, peaceful views, and a tranquil setting just minutes from Highway 17, downtown Los Gatos, the Summit Store, and local wineries.Designed for effortless living and entertaining, the approximately 3,000± sq. ft. home features 5 bedrooms and 3.5 bathrooms, dramatic vaulted ceilings, walls of glass, hardwood floors, and spacious living and family rooms filled with natural light. The thoughtfully designed floor plan includes a private guest suite, creating flexibility for visitors, multigenerational living, or a home office. Solar-heated swimming pool, entertaining deck, and multiple outdoor spaces that embrace the surrounding natural beauty. Additional features include an owned solar electric system, EV charging capability, attached exercise studio/flex space, oversized two-car garage, and circular driveway. Served by award-winning Loma Prieta Elementary, C.T. English Middle, and Los Gatos High, this exceptional property offers the best of California living, peaceful mountain surroundings with convenient access to Silicon Valley and the Santa Cruz coastline.

23502 Skyview TER, Los Gatos

Listed by Tom Correia, 650-823-5441 from The Agency
(If provided) CoList: from

Sold listing courtesy of Willie Eagleton from S0394

$2,438,000

3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS

A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listed by Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

$1,850,000

3 Beds ⋅ 3 Baths ⋅ ML82054109 MLS

AN UNMATCHED MOUNTAIN SANCTUARY WITH EXPANSIVE VIEWS & ENDLESS POTENTIAL! Tucked in the serene Los Gatos hills, 630 Timberline offers a private paradise with panoramic views and mature trees, keeping you close to downtown and top schools. The main home features a rock-solid structure and a light-filled layout framing stunning vistas from every window. It is the ultimate blank canvas, ready for you to create the custom kitchen, bathrooms, and flooring of your dreams! The Crown Jewel: Private Separate Guest Quarters. An attached living space adds incredible versatility. With its own private entrances, a functional kitchenette, and a full bath, this flexible space is perfect for guests, multi-generational living, or a distraction-free home office. An oversized attached garage with a dedicated workshop offers exceptional space for vehicles, hobbies, projects, and storage. An existing barn/outbuilding remains on the property, reflecting its rural mountain heritage and offering potential for future restoration or replacement. Escape the Silicon Valley hustle. Enjoy the home's good structural bones as-is or transform it into a modern masterpiecethe natural surroundings and unbeatable privacy cannot be replicated. Come experience the views today!

630 Timberline, Los Gatos

Listed by Cheryl Cardamon, 888-806-6061 from 1 Percent Lists Smart Rate Realty
(If provided) CoList: from

Sold listing courtesy of Lisa Sgarlato from COMPS

$2,850,000

5 Beds ⋅ 5 Baths ⋅ ML82050514 MLS

Incredible location for this stunning remodel in the Los Gatos Hills! Gated entry and set on on a private, sunny 1.26 acre lot with gorgeous fountains, beautiful oaks and vineyard, home features a grand entry and flexible floor plan with in-law/adu potential. Upgrades galore with chefs gourmet kitchen featuring a La Cornue range, stunning island/breakfast bar with leather counters, stained glass skylights, walk-in pantry and perfected temp wine room. Lovely living areas with hardwood floors and veranda overlooking vineyard and mountain views and formal dining room. Stunning spa like primary suite with fireplace and private balcony. Lower level features Travertine floors with radiant heating system. 2 en-suite bedrooms plus separate 3 rooms off the garage that makes great in-law or potential adu. Separate office space with sports room has french doors opening to back patio. New windows throughout. Great outdoor space for entertaining with patios, bbq area, bocce ball, raised bed gardens, and storage sheds. Property is fully fenced serviced by Villa del monte water plus agricultural well for vineyard. Central Summit road location near Regale and Burrell wineries and schools. Easy commute location 10 minutes to town 15 to the beach. Loma Prieta Schools and Los Gatos High

23005 Del Monte WAY, Los Gatos

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

$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

$1,698,000

4 Beds ⋅ 3 Baths ⋅ ML82051834 MLS

Motivated, owner financing available. Live your dream in the Santa Cruz Mountains on nearly 4 private, park-like acres, just 20 minutes from downtown Los Gatos and located within one of CA sought-after school districts. This beautifully maintained home offers the perfect blend of privacy and comfort, with numerous upgrades throughout. Featuring 3 beds, 3 baths, an office, and several additional flexible-use rooms, the home can easily be customized to fit your lifestyle and needs. Natural light fills the spacious interior, while the chef's kitchen is perfect for everyday living and entertaining. Additional features include an oversized garage, generator backup system, RV and boat parking, and outdoor space to expand your vision. The property is dotted with mature fruit trees and offers plenty of room for additional orchards, gardens, or even a small vineyard. Appreciate the peaceful setting and endless possibilities. A small barn, which could also be a detached workshop/man cave, and outbuildings provide exceptional flexibility for hobbies, storage, or creative projects. Whether you're seeking an entertainer's paradise or a unique property with room to grow, this exceptional Los Gatos home delivers. We are offering a flooring credit. Huge attic for an additional room.

26175 Pierce RD, Los Gatos

Listed by Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

$3,035,000

3 Beds ⋅ 3 Baths ⋅ ML82053525 MLS

Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

Listed by Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

$2,950,000

5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS

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

18300 Lakeview CT, Los Gatos

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

Sold listing courtesy of Yvonne Szu from NTERO

$4,350,000

4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS

Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos

Listed by Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

Sold listing courtesy of Barton Call from SGP

$3,600,000

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

$2,550,000

5 Beds ⋅ 4 Baths ⋅ ML82049542 MLS

Perched on a picturesque 2.25 acres of sunny, usable land with mountain & partial ocean views in the desirable Los Gatos Mountains, this beautiful updated home offers 3,417 sq ft of living space just mins from Hwy 17. The gourmet kitchen features Viking & Thermador appliances, Miele built-in coffee system, center island, & custom cabinetry. The kitchen opens to the dining & living rooms with soaring ceilings, abundant natural light, & wood-burning fireplace. A lower level family room offers space for entertaining with access to the outdoor patio. The spacious light filled primary suite features a remodeled bathroom with soaking tub, oversized shower & dual walk-in closets. The outdoor amenities include an expansive covered pergola with custom bar, dining & lounge areas ideal for large gatherings or events, fire pit, sports court, & detached game room. The fully fenced gated grounds offer open lawn areas, mature redwoods, a hot tub with serene mountain views, ample parking & multiple outdoor spaces to unwind. Additional highlights include owned solar, whole-house generator, a 400 sq ft 1-bed 1-bath guest unit ideal for multigenerational living or rental income. Served by the exceptional Los Gatos-Saratoga High School District. 15 mins to Los Gatos and 20 mins to Santa Cruz.

23457 Summit RD, Los Gatos

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

Sold listing courtesy of Michal Amodai from AGAM

$1,500,000

5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS

Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos

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

$2,000,000

4 Beds ⋅ 3 Baths ⋅ ML82050576 MLS

Location is everything. Nestled within the close-knit Villa Del Monte community, this exceptional property offers peace, beauty, sunshine, clean air, and serenity with easy access to everything you need. Whether you are commuting into Silicon Valley or heading for a day in Santa Cruz, being this close to Highway 17 ensures you are never far from where you want to be. This property offers the perfect blend of privacy, sunshine, and usable land. Situated on a private and largely flat lot, you have space to relax and enjoy. The backyard and luxurious swimming pool with solar heat benefit from Southern exposure and all day sun. Outstanding floor plan. Formal living room and separate family room for both daily family life and large gatherings. The upstairs bedroom could be a home office, gym or yoga retreat. Updated kitchen with gas range, double oven, lots of storage and a bay window that looks out onto the pool and backyard. Two fireplaces. A private well means no monthly water bill. Enjoy close proximity to local, top rated schools Loma Prieta, CT English, Los Gatos High. Just minutes from the Summit Store and several local wineries for groceries, gourmet treats and drinks with friends. Enjoy the best of CA living. Mountain privacy amidst the trees and under the stars.

23444 Skyview TER, Los Gatos

Listed by Brian Bernasconi, 408-979-1400 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Kirsty Hepburn from COMPS

$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

$4,900,000

5 Beds ⋅ 5 Baths ⋅ ML82041948 MLS

Exquisite East Los Gatos Retreat tucked away on a private cul-de-sac of 4 custom built homes in the Heritage Grove neighborhood, this 5-bed, 4.5-bath estate offers 4,195 SF of masterfully upgraded luxury. Note that 5th bedroom is used as an office and it does not have a closet. While the rest of Heritage Grove was completed five years earlier, this residence stands apart with unique craftsmanship and a sprawling 0.44-acre lot. The resort-style backyard features an infinite edge pool with an inground spa, fire pit, and BBQ island. Inside, the master suite is a sanctuary, boasting a private back deck screen room with a swing bed. The massive master bath includes 3 sinks, two toilets plus a bidet, a large jacuzzi tub, and a walk-in shower with attached his and hers walk-in closets. Enjoy expansive views of Silicon Valley, from Moffett Field to downtown and the East Bay hills. For outdoor enthusiasts, the Heintz Open Space Trailhead is literally steps away just walk out the front door and to the right. High-end upgrades include new stucco, a travertine porch, and fully owned solar. Located near top-tier schools like Alta Vista Elementary, Union Middle, and Leigh High, 100 Heintz offers the pinnacle of luxury. This home perfectly balances a private retreat with vibrant valley energy.

100 Heintz CT, Los Gatos

Listed by Ismar Maslic, 408-877-6000 from Montalvo Realty
(If provided) CoList: from

Sold listing courtesy of Anita Mohite from ATFIN

$3,298,888

5 Beds ⋅ 4 Baths ⋅ ML82038848 MLS

Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

Listed by David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

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