Los Gatos/Monte Sereno Real Estate

Welcome to the enchanting neighborhoods of Los Gatos and Monte Sereno, nestled in the heart of Santa Clara County, California. This picturesque region is renowned for its stunning natural beauty, vibrant community, and a lifestyle that perfectly blends suburban tranquility with urban convenience.

Los Gatos boasts a charming downtown area filled with boutique shops, gourmet restaurants, and delightful cafes, making it a haven for food lovers and shoppers alike. Stroll along the scenic streets, where historic architecture meets modern flair, and enjoy the vibrant art scene that brings the community together through various festivals and events throughout the year.

For those who appreciate the great outdoors, Los Gatos is a gateway to nature’s playground. The nearby Santa Cruz Mountains offer an abundance of hiking and biking trails, while the serene shores of Vasona Lake Park provide a perfect spot for picnicking, kayaking, or simply unwinding amidst the beauty of nature. The area is also home to excellent schools, making it an ideal choice for families seeking a nurturing environment for their children.

Monte Sereno, adjacent to Los Gatos, is an exclusive enclave known for its luxurious homes and spacious lots. With its tree-lined streets and stunning views, Monte Sereno offers residents a peaceful retreat while being just a stone’s throw away from the vibrant amenities of Los Gatos. The community prides itself on its strong sense of camaraderie, making it a warm and welcoming place to call home.

Whether you’re drawn to the charm of Los Gatos or the serenity of Monte Sereno, this region offers an unparalleled lifestyle that truly embodies the best of California living. Come discover your dream home in this captivating corner of the Bay Area!

Newest Listings in Los Gatos/Monte Sereno

$1,199,000

2 Beds ⋅ 2 Baths ⋅ ML82062881 MLS

An incredible opportunity to live in the highly sought after Glen Ridge neighborhood of Los Gatos, where peaceful, tree lined surroundings meet one of the best locations in town. This spacious 2 bedroom, 2 bath home offers approximately 1,470 square feet of living space, hardwood floors, a fireplace, private outdoor space and beautiful views, all just a short stroll from vibrant Downtown Los Gatos. Enjoy morning coffee, dinner, shopping, the farmers market and everything downtown Los Gatos has to offer without giving up the quiet residential feel that makes Glen Ridge so special. Add nearby hiking and recreation, convenient access to Silicon Valley, and distinguished Los Gatos schools, including Daves Avenue Elementary, Fisher Middle and Los Gatos High, and this is truly an exceptional place to call home.

600 Pennsylvania AVE 12, Los Gatos

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

$595,000

2 Beds ⋅ 1 Baths ⋅ ML82062839 MLS

SINGLE LEVEL ON GROUND FLOOR! QUALITY REMODEL! includes Kitchen Counters with all new Appliances, Upgraded Bath, Wood Flooring, Interior Painting, Dual Pane Windows with new Window Coverings, Recessed Lighting. Well Positioned in the complex for Quiet & Privacy, Easy Access from front and back door. Carport & Storage cabinet. Great Price on the perfect unit in Los Gatos Foothills. Short drive to shopping and commute routes.

14225 Lora DR 56, Los Gatos

Listed by David Call, 408-313-3311 from Coldwell Banker Realty
(If provided) CoList: from

$2,498,000

ML82062720 MLS

In the highly sought after Monte Sereno neighborhood of multi million dollar estates and located in the Saratoga school district, sits this beautiful, .58 acre newly formed parcel. This property offers beautiful vistas of the surrounding mountains. Discussions between the Civil Engineer and the City of Monte Sereno determined a Floor Area Ratio (FAR) maximum of 4,400sf of living area, not including the garage. Buyers to confirm this information with the City of Monte Sereno. Seller wishes to close escrow in year 2027. Topo and Survey available. Utilities are available at the street.

16099 Greenwood RD, Monte Sereno

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

$3,195,000

4 Beds ⋅ 3 Baths ⋅ ML82062072 MLS

Here's the perfect opportunity to own a piece of Los Gatos history with this charming SINGLE-STORY Tudor style home originally built in 1929. Situated in a very popular downtown neighborhood, offering an easy stroll to local shops, dining, coffee houses, trails, parks, and top-rated Los Gatos schools. A spacious living room welcomes you with a historic art-tile fireplace and a "Tree" keystone along with built-in, French-door enclosed bookcases, complemented by an adjacent formal dining room with a built-in corner cabinet. Enjoy family time in the updated kitchen featuring granite countertops, an island with a gas stove, and abundant cabinetry, which opens seamlessly to a family room with coffered ceilings and French doors topped with an arched transom window. The converted 280 sq ft garage now serves as a versatile studio with a loft and custom built-ins, featuring a French door and slider that open directly to an expansive patio, ideal for entertaining near the outdoor kitchen under the magnificent oak tree. In the back of the house you will find the private primary suite designed as a spa-like sanctuary, complete with coffered ceilings, a walk-in closet, double vanity, and a soaking tub. You won't want to miss seeing this extraordinary property!

244 San Mateo AVE, Los Gatos

Listed by Kim Richman, 408-406-9533 from Compass
(If provided) CoList: from

$1,390,000

2 Beds ⋅ 2 Baths ⋅ ML82062667 MLS ⋅ LOS GATOS VILLAGE BLDG.

Welcome to 162 Milmar Way, a peaceful and relaxing home in the desirable Los Gatos community. You'll be drawn to the open-concept design of this two-bedroom, two-bathroom, two-story condominium, complete with a private two-car garage. With approximately 1,494 square feet of living space, the home has been carefully maintained and upgraded, including wood flooring, central air conditioning, a patio, a remodeled primary bathroom, a water-softening system, and dual-pane windows. The kitchen has been upgraded with brand-new LG appliances, including a range, microwave, refrigerator, and dishwasher. Recessed lighting, granite countertops, and wood cabinetry with ample storage create a kitchen that is both timeless and functional ideal for those who enjoy cooking at home. Both upstairs bedrooms are generously sized. The primary bedroom includes a private balcony and additional storage space. The garage is equipped with storage shelving, along with a new LG washer and dryer installed in 2025. The home is conveniently located away from busy roads while being adjacent to the community's green spaces. Here, you can enjoy the best of both worlds: peace, privacy, and the high-quality amenities Los Gatos has to offer. This move-in-ready home could be the perfect place to call your own.

162 Milmar WAY, Los Gatos

Listed by Andrew Luu, 408-896-7388 from City Investments Realty
(If provided) CoList: from

$5,980,000

4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS

Extensively remodeled with full town permits, this exceptional 4-bedroom, 6-bathroom, plus a basement, residence offers approximately 4,787 sq ft on a private, serene lot exceeding 23,000 sq ft - within the coveted Los Gatos High School boundaries. The open-concept kitchen dazzles with brand-new custom cabinetry, Thermador appliances, a gas range, and quartz countertops flowing into an expansive island. Spacious living, family, and dining rooms make everyday living and entertaining effortless. Every detail has been elevated: new Marvin windows throughout the bedrooms, dimmable recessed lighting, Emtek hardware, new engineered flooring, and fully remodeled bathrooms with Kohler fixtures. Heat-pump A/C, an electric water heater, and new electric fireplaces add comfort and warmth. A refinished historic-style entry door welcomes you home. The newly landscaped, permitted grounds create a private outdoor retreat, while the detached, permitted 1BR/1BA ADU with approximately 425 sq ft offers flexible space for guests or extended family. Minutes to Vasona Lake, Los Gatos Creek Trail, top schools, and Highways 85/17 a rare blend of permitted renovation, quality, and space in one of Los Gatos's finest neighborhoods.

17085 Summit WAY, Los Gatos

Listed by Alex Li, 650-861-1858 from BQ Realty
(If provided) CoList: from

$1,598,000

3 Beds ⋅ 2 Baths ⋅ ML82062624 MLS ⋅ Terreno de Flores Owners' Associ BLDG.

Tucked away on a private cul-de-sac in Los Gatos, 185 Terreno De Flores Circle offers a thoughtfully designed 3-bedroom, 2-bath residence filled with natural light and inviting living spaces. Hardwood floors extend throughout the home, while the living room is anchored by a fireplace and the kitchen features granite countertops and stainless steel appliances. The spacious primary suite offers a private retreat with its own fireplace, walk-in closet, and generous bath. Outdoors, a secluded patio creates an intimate setting for dining, entertaining, or quiet relaxation. An attached 2-car garage completes the home. Ideally located near Downtown Los Gatos, Vasona Lake County Park, Oak Meadow Park, the Los Gatos Creek Trail, shopping, dining, and convenient access to Highways 17 and 85. A refined Los Gatos setting that balances privacy, comfort, and connection to the best of the surrounding community.

185 Terreno De Flores CIR, Los Gatos

Listed by Mark Dunne, 408-759-1441 from Intero Real Estate Services
(If provided) CoList: from

$2,898,000

4 Beds ⋅ 3 Baths ⋅ ML82062621 MLS

Extensively Remodeled Custom Contemporary EAST Facing Single Level Home Nestled on a Tree Lined Street in Desirable Belwood Neighborhood in Los Gatos. Light, Bright & Open Floor Plan Boasts Premium Finishes Offering (4) Bedrooms (2.5) Bathrooms w/2,135 Sq Ft on an Oversized 10,000 Sq Ft Lot. Gorgeous Modern Chefs Kitchen Showcases High End Thermador SS Appliances, Custom Cabinetry, Porcelain Counters w/Backsplash & Center Island Open to the Great Room w/Custom Built-Ins, Tray Ceiling & Large Basik Glass Slider Overlooking the Lush Backyard. Enjoy the Separate Living Room, Primary Bedroom En -Suite Featuring a Dual Vanity, Walk-In Shower & (2) Cedar Lined Closets, Indoor Laundry Room w/Built-in Custom Cabinetry & Contemporary Half Bathroom, Modern Wood Flooring, LED Lighting, DP Windows, Crown Molding, Electric Blinds, Reverse Osmosis Drinking Water, Central Heat & A/C, Finished Garage w/Custom Cabinetry, Epoxied Flooring & Tesla Charger. Set Back, Private & Inviting Landscaped Front & Back Yard Boasts Stamped Walkways & Driveway, Mature Landscaping w/Trees, Synthetic Grass, Outdoor Built in BBQ, Cement Patio & Sparkling Pool for Ultimate California Living & Entertaining. Premier Location, Close to Bel Gatos Park, Downtown L.G, Shopping & Restaurants. Award Winning Schools!

227 Belgatos RD, Los Gatos

Listed by Lisa Thompson, 408-373-6656 from Intero Real Estate Services
(If provided) CoList: Bill Thompson from Intero Real Estate Services

$795,000

1 Beds ⋅ 2 Baths ⋅ ML82062596 MLS ⋅ Six Hundred Pennsylvania Ave BLDG.

LOCATION, LOCATION! Nestled in the highly desirable Upper Glen Ridge area of Los Gatos, this light-filled 1-bedroom, 1.5-bath condominium offers 864± sq. ft. of comfortable living space surrounded by mature trees and lush landscaping. Vaulted ceilings and skylights fill the open living and dining area with natural light, while sliding glass doors open to a private balcony with peaceful greenbelt views. The kitchen features concrete countertops, an island, ample cabinetry, and appliances. The spacious bedroom includes a walk-in closet and an ensuite bath with a tub and shower. Enjoy year-round comfort with central heating and air conditioning. Ideally located just minutes from downtown Los Gatos, acclaimed dining, boutique shopping, parks, hiking trails, and top-rated Los Gatos schools. A wonderful opportunity to enjoy low-maintenance living in one of Los Gatos' most sought-after neighborhoods. Come take a look today!

600 Pennsylvania AVE 5, Los Gatos

Listed by Matthew Paulo, 408-396-9875 from Coldwell Banker Realty
(If provided) CoList: from

$4,900,000

4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS

Wow, what more can one say about this beautiful Cape Cod-style custom home? It stands out with exceptional quality of construction and thoughtful design. Located in a special enclave of just six homes on a private cul-de-sac in Los Gatos, with all three highly rated schools within walking distance. The heart of the home is the kitchen and family room, designed for both everyday living and entertaining. Custom Lonardo cabinetry, beautiful quartzite surfaces, Wolf range, Sub-Zero refrigeration, Miele appliances, built-in coffee system, wine cooler, and so much more. The attached ADU offers wonderful flexibility as a 4th bedroom or office. The primary suite is truly special, with beautiful finishes and a sense of comfort and privacy. Enjoy the private backyard with a gas-heated pool and spa, custom outdoor kitchen with refrigerator and sink, and wonderful gas fire pit, perfect for entertaining or simply enjoying time with family. Two-car garage with Tesla EV charger. A rare opportunity to experience sophisticated, understated luxury, exceptional construction, and the relaxed elegance of Los Gatos living.

104 Bella Vista CT, Los Gatos

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

$3,650,000

5 Beds ⋅ 4 Baths ⋅ ML82061357 MLS

Beautifully updated custom "EAST Facing" home with 5 bedrooms (4 spacious bedrooms downstairs), 3.5 baths, and 3,479 sf of living space on an approx. 10,000 sf lot, located in the Belwood/Westhill neighborhood of Los Gatos. ** First-floor, attached ADU with separate entrance and backyard access. Ideal for guests, extended family, workspace, or rental. * Open floor plan with engineered hardwood, dual-pane windows and LED lighting. Updated main-level baths. Possible under-stair wine closet. * The heart of the home, is a large remodeled chef's kitchen and family room, built to entertain: large granite island with a generous stainless steel farmhouse sink, under-island storage, wine refrigerator, KitchenAid 6-burner gas range with two ovens, and a KitchenAid refrigerator (2026). * Primary suite with mountain views and two custom closets. Upstairs bonus room with sink; for an office, kids study, or play area. * Backyard features a bar area with mini fridge, TV, natural-gas BBQ, custom fire pit, and built-in heaters. * Award-winning schools: Noddin Elementary, Union Middle, and Leigh High. Short walk to Belgatos Park * Newer roof (2020), solar with battery backup (2023), 50-amp EV outlet, two furnaces and two water heaters. Optional Belwood Cabana Club membership.

215 Belgatos RD, Los Gatos

Listed by Don Orason, 408-439-3581 from Intero Real Estate Services
(If provided) CoList: from

$820,000

1 Beds ⋅ 2 Baths ⋅ ML82061993 MLS ⋅ 600 Pennsylvania BLDG.

Beautifully updated, single-level corner-unit residence offering privacy, abundant natural light, and inviting indoor-outdoor living just moments from Downtown Los Gatos. This bright and cozy 1-bedroom, 1.5-bath home features stylish flooring and an updated kitchen with elegant countertops and quality appliances. The welcoming living area is highlighted by a classic fireplace and wet bar, ideal for relaxing or entertaining. The spacious primary suite features a walk-in closet, updated bath, and access to the private backyard. Enjoy a peaceful outdoor retreat with a covered patio, lush landscaping, and drip irrigation. Additional features include central air conditioning, in-unit laundry, covered parking, and a private storage shed. Set within a well-maintained community with mature trees and walking paths, close to Downtown Los Gatos shopping, dining, and recreation.

600 Pennsylvania AVE 1, Los Gatos

Listed by Stilla Raissi, 408-316-8899 from Coldwell Banker Realty
(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.