Los Gatos/Monte Sereno Homes with Hills View

Nestled in the heart of Santa Clara County, Los Gatos and Monte Sereno are two enchanting communities that offer an idyllic blend of suburban charm and natural beauty. Known for their picturesque landscapes and vibrant local culture, these neighborhoods are perfect for those seeking a serene yet sophisticated lifestyle.

Los Gatos boasts a delightful downtown area filled with boutique shops, gourmet restaurants, and art galleries, all framed by the stunning backdrop of the Santa Cruz Mountains. Residents enjoy a tight-knit community atmosphere, with numerous events throughout the year, including the popular Los Gatos Music in the Park series and the annual Los Gatos Art and Wine Festival. The town is also home to top-rated schools, making it an attractive choice for families.

Just a stone's throw away, Monte Sereno offers a more tranquil setting, characterized by its spacious lots and luxurious homes, many of which boast breathtaking views of the surrounding hills. This exclusive enclave is known for its privacy and serenity, with lush landscaping and scenic trails that encourage outdoor exploration. Whether you’re hiking through the nearby parks or enjoying a quiet evening on your patio, the natural beauty of Monte Sereno is truly captivating.

For those seeking homes with hill views, both Los Gatos and Monte Sereno deliver stunning properties that seamlessly blend comfort and elegance. Imagine waking up to the gentle hues of sunrise over the hills or unwinding in the evening with panoramic vistas that stretch as far as the eye can see. Here, every day feels like a retreat, and the beauty of the landscape becomes a cherished part of your everyday life. Discover the perfect home in this enchanting area, where the hills are not just a backdrop, but a way of life.

Newest Los Gatos/Monte Sereno Homes with Hills View

$2,880,000

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

$3,998,000

4 Beds ⋅ 4 Baths ⋅ ML82056494 MLS

San Francisco to Gilroy views from 13.5 acres in Los Gatos, with usable, gently sloped land near the home and hillside beyond, shaded by heritage oak trees. Room for farm animals or a future vineyard. Minutes from downtown Los Gatos, Saratoga, Campbell, and San Jose, with easy freeway access. The 2,830 sq ft home has a Tahoe-esque feel, hardwood and tile floors, and was extensively remodeled in 2017. The kitchen is built for real cooking: six-burner stove, pot filler, double ovens, and its own fireplace. Solid core doors throughout. The primary suite has a fireplace and feels like its own retreat. 4 bedrooms, 3.5 baths. Attached 2-car garage plus a detached 2-car garage with pool storage, and a pool. Outdoor kitchen and two sitting areas make this the spot for every family gathering, with land still left over to explore. Part of the original Blossom Hill, this is only the second time the property has changed hands in over 100 years! If you love a view, this is the one to see; it has some of the best in Silicon Valley.

14942 Larga Vista DR, Los Gatos

Listed by Suzanne Freeze Manning, 408-623-5599 from Coldwell Banker Realty
(If provided) CoList: from

$6,698,888

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

$2,380,000

4 Beds ⋅ 2 Baths ⋅ ML82055281 MLS

Rare combination of location, large lot size, substantial flat area and future expansion potential! Tucked beneath a beautiful tree canopy in the heart of historic downtown Los Gatos and encircled by private hillsides with mature landscaping. Privacy and calm just moments from the best of everything. Perfect indoor-outdoor living with a spacious deck for dining and relaxing among the trees and enjoying mountain views. Ideal for entertaining. Thoughtful upgrades include LVP flooring thru-out, dual paned windows, central forced air heating, fresh paint, remodeled primary w/walk-in closet. Kitchen opens to living area and features stainless steel appliances. Easy walk to Los Gatos High School, local coffee spots, dining, boutiques, Los Gatos Jones Trail, and Testarossa Winery just over Donkey Hill-- all while coming home to a quiet peaceful street. Expansive 10,071 sf lot, incredible opportunity to create your dream home in one of Silicon Valley's most desirable settings. Highly rated Los Gatos schools! Van Meter Elem, Fisher Mid, LG or Saratoga HS. Easy commute to Netflix, Google, Apple, NVidia.

200 Jackson ST, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(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

$1,599,000

2 Beds ⋅ 2 Baths ⋅ ML82050480 MLS

Waterfront living in Los Gatos? If the Valley's pace has you wound up, you need a retreat. Tranquil peaceful living that enhances your life's satisfaction is here. See yourself in this fully redesigned, and masterfully updated lakeside home. Immersed in a secure private park setting, the lifestyle in this premier Los Gatos gated development is unmatched. Sprawling over 100 acres, this very well managed community includes 10 private pools/hot tub, pickleball, tennis, bocce, a community center, BBQ area, paved walking trails and more. Minutes to ranking schools. Proximity to downtown LG/Campbell, fab dining, groceries, pharmacy, Westgate, commute corridors, tech campuses, and hospitals, makes accessing life's conveniences easy. 30 foot ceilings, modern vibe, spacious deck over the water and windows bathed in sunlight. Â Fully transformed kitchen has made this home feel idyllic for entertaining, and a rung above the rest. Thoughtfully designed architecture makes the orientation of each lakeside home uniquely private and serene. A thriving community with regular events, gatherings, family vibes and 24hr. gated security access make this a winner! Kids can ride bikes or walk to all 3 top ranking schools. Your cordially invited to see, hear, smell & feel for yourself. See you here!

135 Vista Del Lago, Los Gatos

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

$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

$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

$550,000

2 Beds ⋅ 2 Baths ⋅ ML82047084 MLS ⋅ Villa Capri BLDG.

55+ Community. NEW Incredible Price! TOP FLR END UNIT 2BD/2BA *Elevators and underground parking**one of ONLY 6 units like this one... 2bd/2ba AND only 4 of these are top floor - this is your opportunity** Elevator in Bldg. Private balcony w/mountain views off the living area, lovely view! Quick access to visitor parking, pool & spa from this unit. 1 assigned space in secure underground parking+secure private storage closet large enough to hold bicycles and boxes etc. BBQ area and a recreation room with full kitchen for entertaining. Close to Highway 17 & 85. Minutes to downtown Los Gatos & Campbell. Turn key, move right in and enjoy! Brand new carpet just installed for selling, this can be changed to LVP flooring with Board approval. Nice small community! 35 residences in total. Walk to LG/Campbell Trail, Aldos, Purple Onion, Breathe Yoga, and El Camino Hospital. Gated secure community.

576 W Parr AVE 32, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

$2,250,000

ML82037658 MLS

This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water and temporary PG&E power. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

15397 Kennedy RD, Los Gatos

Listed by David Propach, 408-202-7125 from But Simple, Inc.
(If provided) CoList: from

$1,650,000

ML82023960 MLS

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

0000 Wagner RD, Los Gatos

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

$1,698,000

ML82009030 MLS

Spectacular 2.58+/- acre estate building opportunity in the prestigious South Kennedy Road enclave of Los Gatos, offering breathtaking, unobstructed views of the surrounding Los Gatos Mountains. This exceptional parcel presents a rare opportunity to design and build your dream home in one of the area's most sought-after neighborhoods. The Town of Los Gatos has received planning approval for a 4,810+/- square foot residence featuring 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing a clear and efficient path to development. Surrounded by estate-quality homes, the location offers the perfect balance of privacy and convenience, with close proximity to charming downtown Los Gatos, top-rated schools, shopping, and major commuter routes. Two potential entry points allow for an elegant approach and flexible site design. City utilities are available at or very near the building site, streamlining development. Geotechnical and soils reports, survey, and topographical studies are available. Situated within the highly regarded Los Gatos School District, this is a truly rare opportunity to create a legacy property in an exceptional setting.

16497 S Kennedy RD, Los Gatos

Listed by Nevis and Ardizzone, (408) 891-8149 from Compass
(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 Legacy Real Estate Inc 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.