Los Gatos Homes with Hills View

Welcome to Los Gatos, California—where picturesque charm meets modern living in the heart of Silicon Valley. Nestled against the stunning backdrop of the Santa Cruz Mountains, this enchanting town is known for its vibrant downtown, lush parks, and a rich tapestry of history. With a population that values community and quality of life, Los Gatos boasts an array of amenities, including boutique shops, gourmet restaurants, and top-rated schools, making it an idyllic place for families and professionals alike.

One of the most alluring features of Los Gatos is its breathtaking hillside views. Homes perched on these scenic slopes offer a unique blend of tranquility and elegance, allowing residents to enjoy panoramic vistas of the rolling hills and the vibrant sunsets that paint the sky. Imagine waking up to the soft glow of dawn illuminating the landscape, or unwinding in your backyard as the sun dips below the horizon, casting a warm hue over the valley below.

Whether you’re seeking a contemporary masterpiece or a charming craftsman, Los Gatos offers a diverse selection of homes with hillside views that cater to every taste. Each property is a sanctuary, providing not just a place to live, but a lifestyle enriched by nature’s beauty.

In Los Gatos, you’re not just buying a home; you’re investing in a lifestyle that celebrates the great outdoors, community spirit, and the kind of serenity that only a hilltop view can provide. Come discover your dream home in this captivating town where every day feels like a getaway!

Newest Los Gatos Homes with Hills View

$2,150,000

3 Beds ⋅ 3 Baths ⋅ CRFR26194826 MLS

Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc DR, Los Gatos

Listed by Brian Dombroski, 559-477-4332 from Dombroski Realty
(If provided) CoList: from

$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

$2,998,000

3 Beds ⋅ 2 Baths ⋅ ML82058028 MLS

ENCHANTING UPDATED HOME BY DOWNTOWN | Built in 1923, this home seamlessly blends the charm of years past with today's modern conveniences. Located within blocks of Santa Cruz Avenue, this Almond Grove residence affords coveted access to downtown shopping and dining without compromising privacy and tranquility. Period details like picture railing and ceiling treatments add authenticity, while an array of new upgrades, including new flooring, roofing, and full interior renovation lends modern style and convenience. The pristine remodeled kitchen is nestled at the heart of the layout, and the large primary suite is private with an elegant bath and backyard access. Extra storage on basement level. Flat and spacious, the grounds offer a formal entry garden, gated drive with plenty of off-street parking, newly landscaped backyard, and plenty of space for play, private relaxation, and future expansion. The detached two-car garage comes complete with HVAC and provides potential for an ADU with private yard. Enjoy excellent proximity to downtown destinations, Bachman Park, Vasona Lake, and excellent Los Gatos schools such as Daves Avenue Elementary, Fisher Middle, and Los Gatos High (buyer to verify).

320 Bachman AVE, Los Gatos

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$1,799,000

2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS

Absolutely darling cottage minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

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

$2,600,000

3 Beds ⋅ 2 Baths ⋅ ML82057196 MLS

Wonderful downtown Los Gatos location in the popular Loma Alta/Johnson neighborhood! This beautiful, almost 1/3-acre parcel features an existing historic home on a spacious lot just steps away from top Los Gatos schools, shops and dining. The expansive, open floor plan enjoys large picture windows overlooking the front as well as the tree studded ravine at the rear of the property. Update and expand while maintaining the historic nature of the exterior front facade. A unique opportunity to own a piece of history in a very desirable location in downtown Los Gatos!

110 Johnson AVE, Los Gatos

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

$2,798,000

4 Beds ⋅ 2 Baths ⋅ ML82057280 MLS

Discover the timeless appeal of this beautifully maintained single-story home in the highly sought-after Belwood neighborhood of Belwood neighborhood of Los Gatos. Offering approximately 1,748 square feet of thoughtfully designed living space on an expansive 10,500 square-foot corner lot, this inviting residence features four bedrooms and two full bathrooms. The light-filled floor plan offers formal living and dining rooms, along with a spacious family room anchored by a cozy fireplace. The well-appointed kitchen, features generous counter space, an electric cooktop, built-in microwave and oven and an ideal layout for both everyday living. Thoughtful upgrades include a fully owned solar system with two battery whole-home backup systems, a five-zone Mitsubishi Electric ductless HVAC system, a newly updated electrical panel, and a Level 2 (240V) EV charging outlet. The meticulous landscape includes 4 fruit trees, a pergola, brick patio, raised planters with views of the East Los Gatos foothills. Easy access to the gated Belwood community pool, Belgatos Park, scenic hiking and biking trails, shopping, dining, and the award-winning Union and Campbell Union High School District, this is a rare opportunity to own a move-in ready home in one of Los Gatos' most sought-after areas.

173 Belwood GTWY, Los Gatos

Listed by Diane Bucher, 408-803-3999 from Compass
(If provided) CoList: from

$1,800,000

3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS

This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

Listed by Katie Keeler, 831-588-6959 from eXp Realty of California Inc
(If provided) CoList: from

$949,000

2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS ⋅ Chemeketa Park BLDG.

Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche TRL, Los Gatos

Listed by Brant Schenk, 831-227-5739 from eXp Realty of California Inc
(If provided) CoList: from

$2,475,000

ML82054897 MLS

Build your dream estate on the last remaining waterfront properties feat. 6.55 acres with orivacy, direct access to nature, and exceptional convenience less than five minutes from downtown Los Gatos. Preliminary designs for a 13,252 SF estate by Kohlsaat & Associates establishes the vision, with four levels of lake-facing living, covered verandas, wellness suite, theater, golf simulator, catering kitchen, wine room, elevator, four-car garage, and extensive indoor-outdoor entertaining areas. Yet the design is only one expression of what may be possible. County jurisdiction offers meaningful flexibility for buyers seeking greater scale, massing, height, square footage, and additional buildings. Envision a private family compound, secure technology-enabled retreat, underground safe rooms, guest residences, collector garages, recreation facilities, formal gardens, orchards, or a secluded wellness estate. Dual driveway access, a private well, and public water availability add flexibility. Acquire the land and plans, customize the program with Massei Construction, or contract for the completed estate. More than a homesite, this is a rare platform for a one-of-a-kind Silicon Valley legacy property.

00-1 Old Santa Cruz Highway, Los Gatos

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

$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

$4,500,000

4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS

This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Tuscana Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.