Los Gatos/Monte Sereno Homes with View of City Lights

Welcome to the enchanting neighborhoods of Los Gatos and Monte Sereno, where the charm of suburban living meets the breathtaking beauty of the California landscape. Nestled in the heart of Santa Clara County, these picturesque communities offer an idyllic lifestyle characterized by stunning views, vibrant local culture, and a strong sense of community.

Los Gatos boasts a rich history and a quaint downtown area filled with boutique shops, gourmet restaurants, and art galleries, making it a haven for those who appreciate the finer things in life. With tree-lined streets and lush parks, residents enjoy an active outdoor lifestyle, whether it’s hiking in the nearby Santa Cruz Mountains or strolling along the scenic Los Gatos Creek Trail.

Just a stone's throw away, Monte Sereno offers a serene atmosphere with its spacious estates and luxurious homes, many of which feature breathtaking views of the city lights below. Imagine unwinding on your private terrace as the sun sets, casting a golden glow over the valley, and the twinkling lights of the city come alive in the evening sky. Homes here are not just properties; they are sanctuaries that provide a perfect backdrop for both relaxation and entertainment.

Both neighborhoods are known for their top-rated schools, making them ideal for families seeking a nurturing environment for their children. With a perfect blend of suburban tranquility and easy access to the vibrant life of Silicon Valley, Los Gatos and Monte Sereno truly offer a lifestyle that is second to none. Come discover the magic of these communities and find your dream home with a view that will take your breath away!

Newest Los Gatos/Monte Sereno Homes with View of City Lights

$19,998,888

10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS

Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $55,000 a month on a year to year basis,

18911 Decatur RD, Los Gatos

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

$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

$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

$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

$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

$8,498,000

5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS

Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

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

$1,898,000

ML82042527 MLS

Beautiful view vacant parcel awaiting the design and construction of your new home. This .93 of an acre property offers an expansive flat building pad with unobstructed views of the valley floor and San Francisco Bay. Utilities are available at the street providing San Jose Water, electricity and natural gas by PG&E, and fiber optic for internet by Frontier. Septic system will need to be tested for and installed. Updated geological, soil, and geotechnical reports will need to be obtained as these parcels were entitled in approximately 1985 by the city of Los Gatos. Survey and plot map available. Award winning Los Gatos schools.

16363 Aztec Ridge DR, Los Gatos

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

$13,800,000

6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS

Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$1,698,000

5 Beds ⋅ 6 Baths ⋅ ML82008703 MLS

Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

16497 S Kennedy RD, Los Gatos

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

$16,000,000

ML81936703 MLS

EXCELLENT OPPORTUNITY! PRIME LOCATION! This land includes the house on 170 Twin Oaks Dr! Perfect Estate property or Subdivision. One of the last large and close-in properties in Los Gatos. Located in the prestigious neighborhood of Surrey Farms, this was the original developer's home and land. The property offers sweeping valley and mountain views with gently rolling hills studded with majestic oak trees but still offers an abundance of level acreage. This special property offers an endless array of possibilities... Grand Estate, Development Opportunity, Vineyard, Equestrian...

0 Twin Oaks DR, Los Gatos

Listed by Gaylene Wyatt, 408-832-6922 from Christie's International Real Estate Sereno
(If provided) CoList: Jeff Wyatt from Wyatt & Associates

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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.