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$1,599,000
4 Beds ⋅ 3 Baths ⋅ ML82053342 MLS
Perched in the scenic Los Gatos Mountains, this beautifully maintained 4-bedroom, 3-bathroom home offers breathtaking panoramic views, spacious living, and exceptional flexibility for today's lifestyle. Thoughtfully designed, the home features hardwood floors, generously sized bedrooms, and an inviting floor plan that blends comfort with functionality. The expansive upstairs bonus area provides incredible versatility, making it ideal as a guest bedroom, home office, media room, playroom, fitness space, or multi-purpose retreat to fit your changing needs. Large windows frame the stunning mountain vistas, creating a peaceful backdrop throughout the home while filling the living spaces with natural light. Pride of ownership is evident inside and out, with meticulous maintenance allowing the next owner to move right in and enjoy. Whether you're searching for a Los Gatos mountain home, a property with gorgeous views, flexible living space, or room to work from home while enjoying a tranquil setting, this home delivers the perfect balance of privacy and space.

27255 Loma Prieta WAY, Los Gatos

Listed by Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: Michele Replogle from Compass
$2,950,000
5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS
Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos

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

Sold listing courtesy of Yvonne Szu from NTERO
$1,800,000
3 Beds ⋅ 3 Baths ⋅ ML82051535 MLS
Perched above the Monterey Bay on approximately 2.6 private acres, this stunning retreat offers panoramic ocean views, exceptional privacy, and a peaceful escape from the pace of everyday life. Recently refreshed with newly refinished hardwood floors and fresh interior paint throughout, the home is move-in ready and filled with natural light. Architecturally distinctive, the residence features 3 bedrooms, 3 bathrooms, a versatile loft, and expansive windows that frame breathtaking coastal vistas. The newly redesigned and expanded rear deck showcases sleek glass railings, creating unobstructed views of the bay and an incredible setting for outdoor dining and entertaining. Below, the extended deck creates a spacious covered outdoor living area complete with a TV lounge, bar space, and room for gatherings year-round. Beautiful gardens, fruit trees, and abundant usable land provide endless opportunities to enjoy the natural surroundings. A Tesla Solar Roof and backup battery system provide energy efficiency, sustainable living, and added peace of mind. Perfectly positioned between Silicon Valley and the coast, this property offers a tranquil sanctuary just minutes from Summit Store, Highway 17, and the highly regarded Los Gatos School District

15795 Adams RDG, Los Gatos

Listed by Shawndy Linquist, 831-440-6733 from Compass
(If provided) CoList: Kimberly Ward from Compass

Sold listing courtesy of Paula L Leary from GGSIR
$3,200,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, a retreat offering breathtaking city light views, with over 5.3 acres, and access to award-winning Saratoga schools. Situated in the coveted Los Gatos Hills, this unique property blends tranquility, privacy, and convenience in an exceptional setting. The two story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move in ready residence or envision transforming the property into your dream estate, the possibilities are endless. The expansive grounds offer a rare sense of seclusion while remaining just minutes from downtown Los Gatos and Saratoga. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres RD, Los Gatos

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

$4,498,000
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

$3,800,000
6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS
Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos

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

$3,645,000
5 Beds ⋅ 3 Baths ⋅ ML82051183 MLS
Rare 5-Bedroom Craftsman in Iconic Almond Grove! Perfectly positioned on one of Los Gatos' most coveted tree-lined streets, this distinguished 2,861+/-SF residence seamlessly blends historic character, modern comfort & an unmatched walk-to-town lifestyle just 3 blocks from Santa Cruz Ave for dining, shopping, cafes, wine bars. Just 2 blocks to Bachman Park. A gracious front porch welcomes you into elegant living spaces featuring the perfect blend of modern & historic charm. Beautiful craftsman built-ins, decorative window accents, & exceptional millwork pair nicely with renovated kitchen & baths. Expansive floorplan features a Chefs kitchen with shaker cabinetry, premium appliances, gas range, pantry, & sunny breakfast nook. The main level offers 3BD/2BA, including a primary suite with en-suite bath. The lower level presents 2BD/1BA and a compelling opportunity for guest quarters, multigenerational living, or income-producing rental use featuring a kitchenette & private entrance! Modern conveniences include new engineered wood floors, central heating & AC, interior laundry, & abundant storage. Enjoy the outdoors in your private paradise with an expansive deck, outdoor fireplace, flagstone patios, pergola draped in grape vines, bougainvillea, & fountains. Top Los Gatos Schools!

156 Massol AVE, Los Gatos

Listed by Mary Clark, 408-309-8985 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of William Lister from CBR
$4,055,000
3 Beds ⋅ 3 Baths ⋅ ML82051102 MLS
Beautifully updated single-story ranch in one of Los Gatos most sought-after neighborhoods with access to highly acclaimed, top-rated schools. Set on a sprawling 10,000+ sq ft corner lot, this 2,571 sq ft Blossom Manor home offers timeless style, an exceptional floor plan, and nearly $100,000 in recent upgrades. Light-filled interiors feature 5 skylights throughout, refinished hardwood floors, custom built-ins, and fireplaces in both the living and family rooms. The refreshed kitchen includes a large island, Porcelanosa tile backsplash, updated lighting, and refinished cabinetry, opening to the vaulted family room. Spacious primary suite overlooks the backyard and pool, with a spa-like bath, dual vanities, oversized shower, and walk-in closet. Two additional bedrooms plus a separate office offer flexibility. Resort-style backyard with fresh landscaping, pool, spa, outdoor kitchen, pergola, and fireplace. Smart home features, updated fixtures, new water heater, and finished garage. Prime Los Gatos location just minutes to downtown, top dining, shopping, and easy access to Hwy 17 & 85.

16180 Jasmine WAY, Los Gatos

Listed by Julie Wyss, 408-455-9646 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
$2,750,000
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

$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

$1,998,000
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

$2,580,000
3 Beds ⋅ 4 Baths ⋅ ML82050528 MLS
Welcome to University Avenue, a rare opportunity to own a beautifully maintained duplex in one of Los Gatos' most sought-after historic neighborhoods. Nestled among charming single-family homes, this duplex lives like a primary residence with an attached ADU, offering exceptional flexibility for owner-occupants, multigenerational living, or rental income potential. Built in 1995 and thoughtfully updated, the property features central A/C, hardwood flooring, fireplaces, attached garages, private outdoor spaces, and more. Each residence enjoys its own private entrance, garage, laundry, and yards. 236 University Avenue (approx. 1,800 sq. ft.) offers a two-story layout with 2 spacious bedrooms, an office/den, 3 bathrooms, soaring vaulted ceilings, family room, and attached garage. 232 University Avenue (approx. 700 sq. ft.) features 1 bedroom and 1 bathroom with its own private amenities and outdoor space. The location is truly exceptional. Just steps from vibrant Downtown Los Gatos, you'll enjoy easy access to renowned restaurants including Dio Deka, Telefèric Barcelona, and Los Gatos Soda Works, boutique shopping along North Santa Cruz Avenue, and nearby favorites such as Vasona Lake County Park, Oak Meadow Park, the Los Gatos Creek Trail, and Testarossa Winery.

232/236 University AVE, Los Gatos

Listed by Sammi Moser-Wingo, 408-857-2026 from The Agency
(If provided) CoList: Donald Moser from The Agency

Sold listing courtesy of Mark Vantress from SGP
$4,500,000
5 Beds ⋅ 2 Baths ⋅ ML82049284 MLS
Standing proudly along one of Los Gatos most storied streets, 211 Glen Ridge is the historic George and Edith Green estate once home to the town's early pharmacist and a rare surviving 1909 Craftsman residence. This is not just a home, but a living piece of Los Gatos history, where early 20th-century craftsmanship, provenance, and enduring character converge in a way seldom found today. Meticulously restored with deep respect for its original integrity, the home preserves its authentic soul while offering an elegant solution to a complex problem, how to honor historic character while accommodating modern life. Period details remain intact: original-style hardwood floors, restored lighting, custom millwork, and finely crafted banisters that reflect true craftsmanship. Each space carries continuity, where history is genuinely retained. A gracious floor plan offers 5 bedrooms and 2 bathrooms, with light-filled living spaces anchored by a sunroom. The main level includes two bedrooms, a full bath, expansive living and dining rooms, kitchen, and sunroom; upstairs features three additional bedrooms, bath, and storage nooks. Occupying a 9,100 sq ft lot, the grounds include a rebuilt garage and a back gate to Bachman Park. This is a unique opportunity to own a piece of Los Gatos history

211 Glen Ridge AVE, Los Gatos

Listed by Michael Kenyon, 408-529-0248 from Compass
(If provided) CoList: from

$2,100,000
4 Beds ⋅ 3 Baths ⋅ ML82050017 MLS
Welcome Home to 23500 Sunset Dr, a Private Los Gatos Mountain Retreat in the Villa del Monte Community w/ Award-Winning Schools! Set at the End of a Cul-De-Sac on 1.52 Acres, this 4BD/3BA Home Offers 2,938 SF, Sweeping Mountain, Forest & Lower Monterey Bay Views, Pool, Hot Tub, 2-Car Garage & Outdoor Living Areas. Automatic Gate, Mature Gardens & Covered Entry Create a Peaceful Arrival. Light & Bright Living Room w/ Vaulted Exposed-Beam Ceilings, Clerestory & Picture Windows, Hardwood Floors, Built-In Speakers, Drop-Down TV System & Sitting Nook. Dining Room w/ Bay Windows, Built-In Oak Cabinetry & Murano Glass Lighting. Gourmet Chef's Kitchen w/ Granite Counters, Breakfast Bar Seating for Six, Breakfast Nook, Dual Oven + Gas Range w/ Six Burners & Griddle, Pot Filler, Vent-A-Hood & Wine Refrigerator. Primary Suite w/ Vaulted Exposed-Beam Ceiling, Sweeping Views, Pellet Stove Nook, Loft, Walk-In Closet & Skylit Ensuite. Flexible Lower Level w/ Bedroom, Office Nook, Full Bath & Exterior Access. Resort-Style Grounds w/ Upper Balcony, Trex Decking & Lush Gardens. Owned Solar, 3-Yr-Old Roof/Skylights, Whole-Home Generator, Dual-Zone HVAC, Water Tanks & Fire-Hardening Improvements. Minutes to Wineries, Summit Store, Hwy 17, Trails, Downtown Los Gatos & Santa Cruz! Truly a Must-See!

23500 Sunset DR, Los Gatos

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

Sold listing courtesy of Dana Juncker from COMPS
$4,000,000
4 Beds ⋅ 3 Baths ⋅ ML82049995 MLS
Exceptional new Craftsman-style residence on a quiet, tree-lined street in a coveted Los Gatos pocket. The main level features a dining area and spacious great room with fireplace and doors to the backyard, plus a gourmet kitchen with island, walk-in pantry, and eat-in dining. A flex room and secondary bedroom complete the first floor. Upstairs offers a laundry room, two bedrooms, and a full bath. The grand suite boasts mountain views, a walk-in closet, and a spa-like bath. Enjoy abundant natural light, top-tier schools, Alta Vista just a short walk via a nearby path, nearby parks, shopping, Good Samaritan Hospital, and easy access to Los Gatos and Cambrian. This home is approximately a short 8 minute drive to downtown Los Gatos. MOVE-IN READY! Take a tour of this completed and beautifully staged home today!

15675 El Gato LN, Los Gatos

Listed by Frances Ibay, 408-205-9858 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

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

14411 Shannon RD, Los Gatos

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

$2,999,999
4 Beds ⋅ 3 Baths ⋅ ML82049095 MLS
This exceptional Los Gatos Mountains estate offers a rare blend of elegance, privacy, and natural beauty. The custom-built Queen Anne Victorian sits on 22 acres, surrounded by majestic redwoods, sunny open spaces, and a 20k SF curated garden with orchard, specimen plantings, a bespoke European fountain, outdoor kitchen, and dining areas. A one-mile private trail with storybook bridges over Burrell Creek winds through the property, creating a peaceful, nature-filled retreat unlike anything in Silicon Valley. Yet Los Gatos, Capitola, and Summit Store are just minutes away. Inside, exceptional craftsmanship shines through coffered and boxed-beam ceilings, custom millwork, French doors, hardwood floors and designer finishes. The gourmet chefs kitchen features an oversized island, artisan cabinetry, Viking range, Thermador appliances, and Sub-Zero refrigerator. Designed for year-round indoor/outdoor living, light-filled rooms capture beautiful views throughout. Luxurious primary suite with a spa-inspired bath. Flexible guest and office spaces for modern living. Two wells, 30k G of water storage, backup generator, excellent internet, security system, and meticulous maintenance. Elegant, comfortable, and deeply connected to nature, this is a truly extraordinary place to call home.

24431 Soquel San Jose Road, Los Gatos

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

$6,995,000
5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.
Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

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

$1,250,088
3 Beds ⋅ 3 Baths ⋅ BE41136038 MLS
Experience the perfect blend of mountain serenity and Silicon Valley convenience. This beautifully updated Los Gatos home offers a rare opportunity to secure a move-in-ready residence with access to top-rated Los Gatos schools at an exceptional value. Recently remodeled, the home features a new roof, new flooring, and refreshed bathrooms - and a fully repaired and inspected septic system, so you can buy with confidence. The open-concept living areas are bathed in natural light, flowing seamlessly to a backyard deck with breathtaking skyline views and stunning sunrises. The versatile floor plan includes a flexible downstairs bedroom - perfect for a private home office, gym, or guest suite - while spacious upstairs bedrooms offer quiet privacy. Nestled in a peaceful forest setting, you are perfectly positioned for work and play: just 6 minutes from Highway 17 and only 15 minutes from the vibrant dining and shopping of Downtown Los Gatos. Whether you're hosting gatherings against a majestic mountain backdrop or enjoying a quiet morning coffee, this home delivers a lifestyle of privacy and prestige. An incredible value for those seeking the Los Gatos lifestyle without compromise.

23762 Hutchinson Rd, Los Gatos

Listed by Parul Arora, (510) 673-1238 from Compass
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR
$1,998,000
5 Beds ⋅ ML82047345 MLS
Charming Triplex in the Heart of Downtown Los Gatos. Quintessential lifestyle with a rare investment opportunity. Moments from the vibrant energy of downtown, this property provides the ultimate close-to-everything convenience that defines the magic of this community. Prime investment with timeless character. Fantastic addition to any portfolio offering versatile rental potential in a high-demand market. PER Sec. 29.10.320 OF LOS GATOS CODE OF ORDINANCES, THE TOWN OF LOS GATOS WILL CONSIDER THE ADDITION OF AN 800 SQ. FT. 4TH UNIT IN THE FORM OF AN ADU ABOVE THE GARAGE/CARPORT. Living here means the best of Los Gatos and Silicon Valley are right in your backyard with world-class dining, boutique shopping, and community events just a short stroll away. Residents can walk to local favorites and Michelin-rated dining options. Enjoy an outdoor lifestyle with proximity to Oak Meadow Park, the Los Gatos Creek Trail, the Santa Cruz Mountains and the Santa Cruz all nearby. Close to everything you will need, it also offers effortless access to Hwy 17 and 85 for easy transit around Silicon Valley. The property is situated within the prestigious Los Gatos Union Elementary School District. Do not miss your chance to own a piece of the local legacy in a location that truly has it all.

533 University AVE, Los Gatos

Listed by Brian Bernasconi, 408-979-1400 from Christie's International Real Estate Sereno
(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
$3,430,000
4 Beds ⋅ 3 Baths ⋅ ML82048128 MLS
Welcome to 186 Lu Ray Dr in Los Gatos, located on a beautiful tree-lined street featuring vistas of the Los Gatos hills. Served by the highly sought-after Alta Vista Elementary School, this beautifully updated home blends convenience, style, and exceptional indoor-outdoor living. The kitchen and baths were fully remodeled in 2020 with great attention to detail. The expansive great room with soaring ceilings flows into the kitchen, the heart of the home. The kitchen features a spacious center island with bar seating and a wine fridge, quartzite counters, a Wolf gas range, and a Sub-Zero refrigerator. The home is primarily single-level, with 3 full baths and 3 beds located on the main level. The updated primary bath offers a floating vanity, large soaking tub, separate stall shower, and tile flooring. There is a separate upstairs living area and bed with built-in shelving and cozy reading nooks that create a flexible retreat, game room, or guest area. The entertainers backyard features a new pool installed in 2023 with a contemporary modern-style concrete patio, above-ground hot tub, outdoor shower, and lawn area. Additional amenities include central AC, dual pane windows, copper piping, and an EV outlet in the garage. Easy access to downtown Los Gatos, Highway 85, and Highway 17

186 Lu Ray DR, Los Gatos

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

Sold listing courtesy of James Ma from CBR
$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

$3,650,000
4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS
An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

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

Sold listing courtesy of Erfan Modir from NTERO
$7,800,000
5 Beds ⋅ 5 Baths ⋅ ML82044168 MLS
A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

140 Twin Oaks DR, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Lisa Radding from CBR
$1,699,000
3 Beds ⋅ 2 Baths ⋅ ML82046270 MLS
Mountain Serenity Meets Modern Luxury. Your Private Escape. Perched with breathtaking mountain views in the Villa Del Monte neighborhood, this 2,776 sq. ft. residence offers a masterclass in California indoor-outdoor living. Combining high-end culinary amenities with deep-rooted privacy, this property serves as a tranquil sanctuary just 16 minutes from the heart of Los Gatos. Designed for both grand entertaining and cozy family moments, the home features distinct living and family rooms anchored by gleaming hardwood floors. The back of this home is a destination in and off itself. Step out onto the durable Wood & Composite deck to find a comprehensive Outdoor Full Kitchen designed for the serious host. Experience the rare "best of both worlds" location. You are immersed in a private, nature-forward setting while remaining within the prestigious footprint of award-winning schools. Whether you are commuting to Silicon Valley or heading into Los Gatos for dinner, you are only 8.9 miles away from the city's vibrant downtown. Note: some records show 4 bedrooms; 2 bedrooms were previously combined into the current primary suite .

23054 Evergreen LN, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Terence Leary from Golden Gate Sotheby's International Realty
$2,998,000
5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS
Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
$4,250,000
4 Beds ⋅ 3 Baths ⋅ ML82046035 MLS
Set on an expansive lot backing to a tranquil, tree-lined creek, this Los Gatos residence offers a rare sense of privacy and calm in one of the areas most sought-after neighborhoods. A gracious formal entry opens to beautifully proportioned living spaces, including a refined living room & a separate family room each with its own fireplace alongside a formal dining room designed for effortless entertaining. The kitchen is both functional and inviting, featuring an eat-in area, generous workspace & a full suite of appliances including a gas range, dishwasher, microwave, and oven.The primary suite is a comfortable retreat, complete with a spacious tile shower, dual vanities & a walk-in closet. The hall bathroom also offers double sinks, blending style with everyday convenience. Hardwood flooring extends through the kitchen, family room, and den (first bedroom), complemented by dual-pane windows that bring in natural light throughout the home. Outdoors, the approximately 11,840 sqft lot unfolds into a serene Creekside setting offering a sense of space and opportunity thats increasingly rare in Los Gatos. Additional highlights include a utility room, composition shingle roof, and an attached 2-car garage with attic storage. All within the highly regarded Los Gatos school district.

125 Via Santa Maria, Los Gatos

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

Sold listing courtesy of George Montanari from COMPS
$4,998,000
6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS
$1,000,000 PRICE IMPROVEMENT! BEST VALUE IN LOS GATOS Welcome to this newly constructed compound estate on over 10 acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat offers three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa features 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step into your private vineyard, which produces your own privatelabeled wine, and you are greeted by an impressive AutoHouse for car enthusiasts. The Auto House offers five car bays for collectors, plus an office and wet bar, creating an ideal setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a live barn with 8 stalls for livestock or equestrian use. Configured as a working farm, the barn includes laundry and a bathroom downstairs, with a fully permitted 2-bedroom, 2 bathroom living space upstairs. Perfect for ranch hands, rental income, guests, or returning adult children. Approximately 3 miles from Downtown Los Gatos, you enjoy privacy while still close to shops, dining, and amenities. Award winning schools, hiking trails and scenic views this is a property you don't want to miss!

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services
$1,950,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.
Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

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