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$1,599,999
3 Beds 3 Baths ML82042346 MLS Charter Oaks BLDG.
Experience the best of Los Gatos living in this beautifully updated 3-bedroom, 2.5-bath townhome offering 1,574 sq ft of thoughtfully designed space. A charming front courtyard welcomes you in, perfect for morning coffee or relaxed entertaining. Inside, hardwood floors, fresh interior paint, and modern light fixtures create a warm, elevated feel throughout. The kitchen features granite countertops, quality cabinetry, and top-of-the-line appliances, flowing seamlessly into the dining and living areas. The primary suite offers a private balcony and walk-in closet, while two additional bedrooms with new carpet provide flexibility for guests or a home office. Enjoy HOA amenities including a pool, spa, and clubhouse, plus a detached 2-car garage and private back patio. HOA covers water. Ideally located just steps from the Los Gatos Creek Trail and moments to downtown Los Gatos with its renowned dining, shopping, and fitness options including Bay Club Courtside and The Club at Los Gatos. Commuters will appreciate easy access to Highways 85 & 17 and proximity to major tech campuses like Netflix, Barracuda, and Good Samaritan Hospital. Located within the highly sought-after Los Gatos-Saratoga Joint Union High School District.

104 Cherry Hill CT, Los Gatos

Listed by Christina M. Rubino, 408-728-3192 from Christie's International Real Estate Sereno
(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

$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

$3,988,000
4 Beds 5 Baths ML82036838 MLS
Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos

Listed by Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty

$2,588,888
3 Beds 3 Baths ML82034362 MLS
Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/additional work performed. Dream home lives like a 1 level home in a gorgeous quiet setting, yet it's close to the Los Gatos downtown, schools, shopping & commuter routes. Remodeled, solidly built, & impeccably maintained, this home features the best of all worlds w/open concept living & seamless indoor-outdoor entertaining. The Chef's gourmet kitchen is open to the great room, dining room, breakfast bar, sunny nook, warm & inviting living room all w/easy access to spacious decks for outdoor enjoyment. Volume ceilings soaring w/sunshine & views through abundant windows. The Chef's kitchen features modern cabinets, stainless appliances, pantry & sleek slab counters with plenty of prep space. The spacious primary features a large walk-in closet, slider to a deck & ensuite bathroom. The remodeled hall bath features contemporary tile, modern vanity & a designer shower. Additional features: private quiet location, gleaming wood floors, interior laundry, extra room for car & RV parking with 3 driveways - the lower driveway is extra long. Room to play in the backyard & incredible nature trails nearby. City services: water, sewer, PG&E. Expansive basement perfect for storage & a wine cellar.

101 Ravinia WAY, Los Gatos

Listed by Heidi Herz, 408-205-9625 from Golden Gate Sotheby's International Realty
(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

$1,150,000
ML82018990 MLS
Welcome to your future Tuscan-inspired estate, nestled in the scenic foothills of Los Gatos where rolling vineyards, oak-studded hillsides, and sweeping vistas create the perfect backdrop for luxury living. Just minutes from downtown Los Gatos, award winning schools, boutique shopping, fine dining, hiking trails, wineries and freeway access, this property offers both tranquility and convenience. Set on 1.19 acres, the proposed 4,310 sqft residence features a detached 2 car garage with workspace plus an attached 1 car garage. The homesite is ideally positioned to capture panoramic views while providing privacy and serenity. Much of the preparation work has already been completed: architectural plans, civil plans, soil engineering report, and topographic survey, with water and electricity nearby. This significantly shortens the development timeline, creating a rare opportunity for buyers looking to custom build their dream home or investors seeking a premier project in one of Silicon Valleys most desirable communities. Buyer to verify all disclosures, reports and information provided to their satisfaction.

14721 Shannon RD, Los Gatos

Listed by Nikil Balakrishnan, 408-813-8001 from Realty World Premier Properties
(If provided) CoList: Mohini Balakrishnan from Realty World Premier Properties

$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

$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

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