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View All Latest Los Gatos 2750+ Sq. Ft. Properties for Sale

$1,795,000
5 Beds 3 Baths ML82053985 MLS Las Cumbres BLDG.
Spectacular canyon and mountain views greet you as you step through the front door of this incredible retreat in the exclusive Las Cumbres community. Walls of windows frame the scenery, and the outdoors pours into nearly every room. The open living and dining area features hardwood floors and a propane stove, plus a charming sunroom for morning coffee with a view. The remodeled kitchen offers cherry cabinetry, granite counters, 6-burner gas range, a butler pantry, and a secondary prep sink. The family room provides access to a bedroom and bath, laundry area, attached 2-car garage, and a bonus bedroom over the garage. A main-level suite with office & remodeled bath with heated slate-floor adds flexibility. Upstairs is another bedroom plus the primary suite with sitting area, loft storage, and dual-sink vanity. Step outside to a multi-level deck with a hot tub and breathtaking views. Additional features incl two driveways, backup generator, and high-speed broadband up to 10gb. Las Cumbres is a Firewise certified community with pool, private trails, sports courts, community water, and its own volunteer fire department - all within award-winning Los Gatos schools, just 25 minutes to downtown. A rare chance to own a private mountain sanctuary minutes from Silicon Valley.

18788 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(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

$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

$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

$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

$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

$3,650,000
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

$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

$6,250,000
4 Beds 3 Baths ML82045746 MLS
Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

227 Alexander AVE, Los Gatos

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

Sold listing courtesy of Greg Simpson from KWLGE

$4,000,499
4 Beds 4 Baths ML82045562 MLS Heritage Grove of Los Gatos BLDG.
Welcome to 116 Regent Dr in Los Gatos in the desirable Heritage Grove development and nearby to the Heintz Open Space Preserve. This home offers lovely vistas of the valley floor across to Mount Diablo. This home offers 3,320±sf of living space on a .25 acre lot. A spacious bonus room/formal office and separate living room with a gas fireplace are located off the entry. A formal dining room offers an abundance of entertainment space. The kitchen opens to a great room which offers high ceilings, a wood-burning fireplace, and large windows overlooking the verdant backyard. The kitchen features a gas cooktop, built-in double oven, island with sink, granite counters, built-in refrigerator, and dishwasher. Upstairs are 4 beds and 3 baths, including the primary suite. The primary offers a private balcony and windows overlooking beautiful valley views featuring a double-sink vanity, large jetted soaking tub, separate stall shower, and spacious walk-in closet. There is a second en-suite bed, and beds 3 and 4 conveniently share a Jack and Jill bath. The backyard has a wide variety of fruit trees, including fig, apricot, pomegranate, orange, lemon, loquat, peach, persimmon, and avocado. Conveniently located near hiking trails with easy access to Hwy 85. Alta Vista Elementary.

116 Regent DR, Los Gatos

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

Sold listing courtesy of Moe Baniani from COMPS

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2750+ Sq. Ft. Los Gatos Real Estate