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50 Old Orchard RD, Los Gatos
$979,000
3 Beds ⋅ 3 Baths ⋅ ML82056631 MLS
Great first time buyer and income potential property. Located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 2.55-acre lot surrounded by majestic redwood trees . The 3,201 sq. ft. home offers a main upstairs house with three bedrooms and two full bathrooms. The living room features a wood stove fireplace, providing a cozy ambiance. The dining area is integrated into the living room, with no separate family room present. There are two downstairs apartments. One is a 1 bedroom with an office, kitchen and bathroom and the other is a 1 bedroom, bathroom and updated kitchen. The property does not have cooling or garage spaces. Heating is provided by a wood stove. This residence is part of the Loma Prieta Joint Union Elementary School District. This home combines spacious living with a large lot in the mountains of Los Gatos. Excellent commute location to Hwy 17, 15-20 minutes to Soquel or the beach, close to The Summit Store, wineries, and abundant biking paths. A MUST SEE! As is sale.

50 Old Orchard RD, Los Gatos

Listed by Jeanne Jensen Shada, 831-438-2208 from Scotts Valley Propty Mgmt.
(If provided) CoList: from

226 San Mateo AVE, Los Gatos
$2,499,888
4 Beds ⋅ 4 Baths ⋅ ML82056482 MLS
Steps from downtown Los Gatos dining, boutique shopping, cafes, minutes from Vasona Park, this home offers a walkable lifestyle within the highly rated LG school district. The home features great curb appeal w/ beautiful landscaping, a wide pavered driveway, & hill views. The property offers approximately 2,103 SqFt of usable living space. The main residence spans approximately 1,562 SqFt w/ 3 bedrooms & 3 bathrooms, remodeled over the years. The living room is warm & inviting w/ an electric fireplace, recessed lighting, & double pane windows. The kitchen & dining area form the heart of the home w/ granite countertops, recessed lighting, & smart storage including two Lazy Susans. The primary suite opens to a private patio, & sun tunnels brighten the hallway w/ natural light. Leased solar adds energy efficiency & long term value. The approved detached cottage includes 1 BD, 1 full bath, & private laundry, generating strong rental income & creating a flexible 4 bedroom, 4 bathroom layout ideal for guests, multi generational living, or income potential. The garage has ample storage & EV charger. Backyard feels expansive & private for a downtown location, complete w/ built in covered seating area for outdoor entertaining.

226 San Mateo AVE, Los Gatos

Listed by Chandani Group, 650-492-0599 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
239 Loma Alta AVE, Los Gatos
$3,288,000
3 Beds ⋅ 3 Baths ⋅ ML82056378 MLS
Set in the sought-after neighborhood of Downtown Los Gatos, this contemporary 3-bed, 3-bath home feels brand new after a substantial remodel & expansion completed in 2026. Drought-tolerant landscaping and sleek walkway create an inviting first impression. Inside, engineered hardwood floors flow throughout while large windows bring in abundant natural light. The expansive great room features a floor-to-ceiling microcement fireplace surrounded with a raised hearth and built-in sound system. The kitchen includes new stainless-steel appliances, wood grain cabinets w/ under cabinet lighting & welcoming dining area. The primary suite features rear-yard access, walk-in closet w/ floor-to-ceiling organizers, natural stone double vanity, LED mirror, soaking tub, & separate rainfall shower. A second en-suite bedroom also opens to the rear yard. Well-appointed 3rd bed & nice hall bath complete the interior. Attached two-car garage offers epoxy flooring, built-in cabinetry, a laundry area, and EV charging station. Mature hedges, paver patio, & private setting complete the home. Top-rated Los Gatos schools are just around the corner & HYWs 17/880/9 provide convenient access to major SV employers. Downtown Los Gatos' shopping, dining, parks, and popular community events are just minutes away!

239 Loma Alta 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
407 University AVE, Los Gatos
$3,695,000
4 Beds ⋅ 4 Baths ⋅ ML82056334 MLS
Thoughtfully crafted, high-efficiency new construction in the heart of Los Gatos. Total square footage with connected ADU 2,657sf. 4 bedrooms and 4 full bathrooms with soaring ceilings, light-filled flexible living and dining spaces, modern AV and EV features, all on a gated lot in the acclaimed Los Gatos Union School District. Complementing the main residence: a private, fully legal ADU with separate entrance, kitchen, living area, bedroom, and full bath. Cameras on site; (no screenshots).

407 University AVE, Los Gatos

Listed by Essam Khalil, 408-315-1885 from Intero Real Estate Services
(If provided) CoList: from

15055 Blossom Hill RD, Los Gatos
$1,999,888
4 Beds ⋅ 3 Baths ⋅ ML82055326 MLS
WHAT A DEAL! Tucked away on a quiet cul-de-sac and set back from Blossom Hill Rd, this beautiful Los Gatos home offers privacy, convenience, and lifestyle within the highly sought-after Leigh High School district. Enjoy close proximity to top-rated schools, premier shopping, dining, and scenic nature trails while coming home to a peaceful setting. Situated on an approximately 7,500 sq ft lot, this move-in ready home has been newly painted inside and out, features new flooring throughout, and is filled with natural light. A grand foyer with soaring ceilings welcomes you into the elegant living and dining areas. The gourmet kitchen features upgraded appliances, quality finishes, a breakfast nook, and flows into a versatile family room, easily convertible into a downstairs bedroom. Upstairs, all four bedrooms feature high ceilings and generous closet space, including a spacious primary suite with soaring ceilings and an ensuite bathroom. Step outside to a private, low-maintenance backyard ideal for entertaining or relaxing. A side yard with storage shed adds functionality. Rarely does a home offer this combination of privacy, location, updates, and move-in-ready condition. A wonderful opportunity to own a beautifully updated home in one of Los Gatos' desirable neighborhoods.

15055 Blossom Hill RD, Los Gatos

Listed by Chandani Group, (650) 492-0234 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
23758 Hutchinson RD, Los Gatos
$1,645,000
4 Beds ⋅ 3 Baths ⋅ ML82052797 MLS
Enjoy long-range views from this updated mountain home with spacious living areas and natural light throughout. The well-designed floor plan features a generous living room, formal dining room, and updated kitchen with a walk-in pantry, breakfast bar, and casual dining area open to the family room. A half bath and laundry room complete the main level. Upstairs are four comfortable bedrooms, including a bright primary suite with a walk-in closet and spacious bath featuring a skylight, soaking tub, and separate oversized glass-enclosed shower. Enjoy the large deck for relaxing or entertaining. Additional highlights include fully fenced and gated grounds, owned solar and a detached two-car garage. Wired for an automatic generator/EV charger. Quick access to Hwy 17. Approx. 15 minutes to downtown Los Gatos and 20 minutes to Santa Cruz. Located in the sought-after Los Gatos-Saratoga Union school district.

23758 Hutchinson RD, Los Gatos

Listed by Terese McCoy, 650-670-0736 from Christie's International Real Estate Sereno
(If provided) CoList: from

18788 Favre Ridge RD, Los Gatos
$1,698,000
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

15333 Kennedy RD, Los Gatos
$3,688,000
3 Beds ⋅ 3 Baths ⋅ ML82053747 MLS
Positioned off prestigious Kennedy Road, this private two-acre gated sanctuary blends dramatic panoramic views with unmatched resilience, just minutes from downtown Los Gatos. Impeccably reimagined for modern living, the single-story residence boasts soaring ceilings, rich hardwood floors, and sun-drenched interiors framed by expansive glass. At the heart of the home, a chefs kitchen showcases custom cabinetry, granite counters, a spacious center island, and elite appliances by Sub-Zero, Thermador, Miele, and Fisher & Paykel. Designed for effortless indoor-outdoor entertaining, view-filled decks overlook a Forno Bravo wood-fired pizza oven, cozy outdoor fireplace, built-in DCS grill, and lush hillside gardens of fruit trees, rosemary, and lavender. A tailored executive office with dual workstations and pocket doors easily converts to a private guest suite. Built for ultimate peace of mind, features include fully owned 14kW solar, dual Tesla Powerwalls, dual water sources, high-speed fiber, and a 20x10 workshop with 240V power. Tucked away on a quiet lane serving only six homes, with dual access via Kennedy and Top of the Hill Roads, this is luxury redefined. Enter on Top of the Hill Road to access property.

15333 Kennedy RD, Los Gatos

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

16057 Shannon RD, Los Gatos
$3,600,000
6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS
Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

18516 Skyline BLVD, Los Gatos
$5,000,000
2 Beds ⋅ 2 Baths ⋅ ML82050479 MLS
Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. **Accepting BackUp offers** At the heart of the estate, the Tuscany Revival farmhouse evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

18516 Skyline BLVD, Los Gatos

Listed by Billy Caruso, 408-304-4872 from KW Bay Area Estates
(If provided) CoList: Danielle Davenport from KW Bay Area Estates
265 Burrell Ct, Los Gatos
$1,998,000
5 Beds ⋅ 3 Baths ⋅ ML82042781 MLS
Tucked away on a peaceful ~4 acre setting in Los Gatos, 265 Burrell Ct is where modern luxury meets everyday escape. This beautifully renovated 5 bedroom, 3 bathroom home is filled with soaring ceilings and natural light, creating a warm, elevated living experience. Designed for the Silicon Valley lifestyle, this home offers the rare balance of total privacy and seamless connectivity, with fiber internet in place. Step outside to multiple decks, a large turf area for play, and thoughtfully designed garden beds. Enjoy your own private wellness retreat with a sauna, hot tub, and cold plunge surrounded by tranquil natural beauty. Beyond the immediate grounds, take in sweeping cross-canyon and ridgeline views framed by towering redwoods, a daily reminder of the landscape that makes this setting truly one of a kind. The property features two separate entrances for added flexibility, a dedicated RV parking pad, a detached 2 car garage with heating and cooling, and a separate ~450 sqft office with vaulted ceilings, private deck, and its own climate control. A backup generator adds comfort and peace of mind. Ideally located near the Summit Store and local schools, and just minutes from town, this is more than a home, it is a lifestyle defined by balance, privacy, and connection.

265 Burrell Ct, Los Gatos

Listed by The Gummow Brothers, 408-455-8339 from Christie's International Real Estate Sereno
(If provided) CoList: from

15016 Briggs CT, Los Gatos
$1,249,999
2 Beds ⋅ 2 Baths ⋅ ML82042348 MLS ⋅ Bellaterra @North40 BLDG.
It's rare to find a home in Los Gatos built in the last five years without a $2-3M price tag. 15016 Briggs Court is that rare opportunity....and more. As one of only seven units with this coveted floor plan in the entire 253-home Bellaterra community, this is a truly limited offering. Bellaterra @North40 is the only newer-built condo community in Los Gatos. Step inside and you're greeted by vaulted ceilings, large windows that allow for tons of natural light, and two private balconies with views of the Santa Cruz Mountains. The open-concept kitchen and living area feature quartz countertops, Bosch stainless steel appliances, and modern finishes throughout. The location speaks for itself. Just imagine mornings at the Bay Club, afternoon runs along the Los Gatos Creek Trail, weekends at Vasona Park, and evenings exploring the restaurants and boutiques of downtown Los Gatos all just minutes from your front door. If that isn't enough, you have access to top-rated Los Gatos schools. A brand new Whole Foods is up the street. And soon, The Junction, anchored by Michelin-recognized Mentone from acclaimed chef David Kinch and the nationally celebrated Manresa Bread will be right at your doorstep. In Los Gatos, you don't get all of this for this price. Until now. Welcome home.

15016 Briggs CT, Los Gatos

Listed by Nate Kelly, 408-836-4439 from Compass
(If provided) CoList: Chris Buchanan from Intero Real Estate Services
Cresci, Los Gatos
$225,000
ML82041164 MLS
Mostly flat, unimproved land. Has a couple good potential building sites with possible distant views of the other ridge. Cresci is a good paved road with an organized road association. PG&E is on the road and some nearby neighbors have connected to Summit West Water. Buyer to investigate buildability with Santa Cruz County. More photos to come.

Cresci, Los Gatos

Listed by Angele Price, 408-605-3005 from Compass
(If provided) CoList: from

12336 Indian Rock WAY, Los Gatos
$1,849,000
4 Beds ⋅ 3 Baths ⋅ ML82034367 MLS ⋅ Indian Rock Ranch BLDG.
Simply stunning modern contemporary home with breathtaking views. Located in the desirable Indian Rock Ranch community of the Los Gatos Mountains, this home offers the perfect blend of striking architecture and accessibility, just a short drive to Silicon Valley, the Peninsula, and downtown Saratoga. The great room showcases wraparound windows that capture the expansive views, creating a light-filled space ideal for both everyday living and entertaining. The gourmet kitchen allows you to cook and entertain while enjoying the scenery. The main level features a luxurious primary retreat where you wake up to stunning views, along with two large bedrooms, a beautifully updated bathroom, and a laundry room. The lower level includes a spacious family room that can serve as a fourth bedroom, a recently updated full bathroom, and a storage room with potential for a fifth bedroom. Ideal for outdoor enthusiasts with easy access to Skyline-to-the-Sea Trail, Castle Rock State Park, and Big Basin Redwoods. Served by top-rated schools.

12336 Indian Rock WAY, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

22125 Miller Ridge RD, Los Gatos
$1,650,000
4 Beds ⋅ 3 Baths ⋅ ML82037375 MLS ⋅ Las Cumbres BLDG.
Perched atop a sunny ridge, this home offers stunning views of the Santa Cruz Mountains in the tranquil Las Cumbres community, where natural serenity meets modern luxury. Recently remodeled, the interior features hardwood floors, granite countertops, recessed lighting, a home gym, and Nest and Ring smart home systems. Panoramic windows frame mountain vistas, while multiple decks invite relaxation. Outside, the home boasts just as much as within; enjoy the playground with a sandbox and room to run, a hot tub, and a gas fire pit under the stars. Wine enthusiasts will love the custom wine cellar, adding sophistication to this retreat. A large solar system, two electric car chargers, and a Generac backup generator provide sustainable energy and peace of mind. With high-speed internet, a home office with inspiring views becomes a reality. Practical touches include a two-car garage with a workshop, a fenced dog run, a spacious lower driveway, and ample upper parking. Top-rated schools include Lakeside Elementary, CT English Middle, and Los Gatos High. This is a serene mountain sanctuary.

22125 Miller Ridge RD, Los Gatos

Listed by Thomas Mendoza, 831-435-8518 from Compass
(If provided) CoList: from

15245 Stetson RD, Los Gatos
$1,100,000
3 Beds ⋅ 2 Baths ⋅ ML82026468 MLS
A stunning Los Gatos sanctuary where peace, beauty and convenience harmonize perfectly with breathtaking views for miles. This inviting home offers 3 beds,2 baths with 1,706 SF, nestled on 4.766 acres of abundant bliss. Soothing sounds of nature create a true sense of escape just minutes from downtown Los Gatos. Wake up to panoramic vistas and gentle morning light streaming through the trees. Experience balance with restorative fresh mountain air inviting you to slow down and breathe deeply. The open living spaces feature large windows that frame the surrounding landscape, blending indoor comfort with the natural splendor outside. Whether you're enjoying dining on the deck at sunset or hosting friends under a canopy of stars, this property embodies the essence of California mountain living, peaceful, private, and profoundly beautiful. This well located property offers an easy commute to Silicon Valleys major employers and top-rated Los Gatos schools (8/8/10 Great Schools ratings). You're close enough to downtown to enjoy world-class restaurants, wineries, concerts, boutique shopping, and weekend farmers markets, yet far enough to truly unwind and recharge. Don't miss this rare opportunity to own a piece of paradise, where convenience meets calm and every day feels like a getaway.

15245 Stetson RD, Los Gatos

Listed by Lisa Provenzano, 408-386-0467 from KW Bay Area Estates
(If provided) CoList: Mario Ramirez from KW Bay Area Estates
855 Oak Ridge RD, Los Gatos
$1,196,000
3 Beds ⋅ 2 Baths ⋅ ML82012819 MLS
Nestled on nearly 6 acres of usable land, this exceptional property offers both privacy and convenience with easy access to top-rated schools, such as Lakeside Elementary and Los Gatos High School. Just 15 minutes from downtown Los Gatos, you'll enjoy the tranquility of country living without sacrificing proximity to city amenities. This 3-bedroom, 2-bathroom home is designed with comfort and elegance in mind. A large stone fireplace creates a warm, inviting atmosphere in the living room, while the built-in stereo system creates the perfect mood for any occasion. The home also boasts a solarium, ready for a cedar hot tub, where you can unwind while soaking in the breathtaking views of the surrounding landscape. With high-beam ceilings throughout, the property is filled with natural light, creating a spacious and airy feel. The newly paved driveway leads to a private road with an electric gate, ensuring security and peace of mind. This estate truly offers the perfect balance of rustic charm, modern amenities, and expansive space for hobbies and leisure. Whether you're looking to keep horses, build additional structures, or simply enjoy the privacy and beauty of this remarkable property, it's ready to accommodate your desired lifestyle.

855 Oak Ridge RD, Los Gatos

Listed by Brandon Diamond, 209-404-4135 from Bailey Properties
(If provided) CoList: from

170 Twin Oaks DR, Los Gatos
$16,000,000
6 Beds ⋅ 5 Baths ⋅ ML81937235 MLS
EXCELLENT OPPORTUNITY! PRIME LOCATION! VALUE IS IN THE LAND 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...

170 Twin Oaks DR, Los Gatos

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

0 Twin Oaks DR, Los Gatos
$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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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.


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