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$1,950,000
6 Beds ML82060337 MLS
A rare opportunity to own a well-maintained duplex in Los Gatos. Built in 1965 and set on a 7,130 sq ft lot, 645 Vasona Avenue delivers approximately 2,397 sq ft across two generously sized units: a 3-bedroom, 2-bath and a 3-bedroom, 1.5-bath. The property has been thoughtfully cared for, including a newly installed heat pump HVAC system providing energy-efficient heating and cooling in both units. Single-story layout, private garages, private yards, in-unit laundry, and a fireplace add to the appeal for tenants and owners alike. For investors, this is a stabilized, low-maintenance asset with two large three-bedroom floor plans, a unit type that stays in consistently high demand in Los Gatos. For a future owner-occupant, it's a chance to live in one unit while the other helps offset the mortgage, in one of the South Bay's most sought-after towns. Great location and amenities, with a short walk to Vasona Lake County Park and the Los Gatos Creek Trail, minutes to downtown Los Gatos shops and restaurants, and convenient to Highways 17 and 85 for Silicon Valley commutes.

645 Vasona AVE, Los Gatos

Listed by Amit Urban, 650-282-0477 from BellStreet Inc.
(If provided) CoList: from

$2,175,000
8 Beds ML82059591 MLS
919 Castlewood Drive presents a rare opportunity to acquire a four-unit multifamily investment property in a prime Los Gatos location. The property features an excellent unit mix consisting of one 3-bedroom/2-bathroom unit, two 2-bedroom/1-bathroom units, and one 1-bedroom/1-bathroom unit. The property has benefited from significant electrical upgrades, including a new main electrical panel and new subpanels in all four units. Additional features include dual-pane windows, private patios, on-site laundry, and approximately 3,681 square feet of living space on an 8,400-square-foot lot. Current rents provide attractive income growth potential, while the location offers convenient access to Downtown Los Gatos, Downtown Campbell, The Pruneyard, Los Gatos Creek Trail, Netflix headquarters, and Highways 17 and 85. An attractive opportunity to acquire a well-located Los Gatos multifamily asset with a strong unit mix, meaningful rental upside, and long-term appreciation potential.

Castlewood DR, Los Gatos

Listed by Mitchell Zurich, 408-888-9594 from Marcus & Millichap
(If provided) CoList: from

$4,250,000
6 Beds 5 Baths ML82057820 MLS
Welcome Home to 145 Central Ave, an Expansive Los Gatos Home w/ Mountain Views, Permitted Attached ADU & Award-Winning LG Schools! Bright Interior w/ Double Glass-Door Entry, Hardwood Floors, Recessed Lighting, Skylights & Glass Railings. Formal Dining Room w/ Vaulted Ceiling, Chandelier & Wood-Burning Fireplace. Stunning Kitchen w/ Granite Island, Breakfast Bar, Prep Sink, Quartz Counters, Wolf 6-Burner Range, Sub-Zero Refrigerator, Wine Refrigerator, Breakfast Nook, Slow-Close Cabinetry & Black Apron Sink. Spacious Living Room w/ Cathedral Ceiling, Skylights, Built-Ins, Bifold Windows, Mini-Split AC & French Doors to Multiple Balconies w/ Mountain Views! Luxurious Primary Suite w/ Vaulted Ceiling & Spa-Like Ensuite w/ Designer Tile, Dual Vanity, Sunken Tub, Walk-In Closet & Multi-Head Shower. Four Additional Bedrooms w/ 2 Full Baths & Laundry Room. Separate Bonus Room Ideal for Office, Gym or Recreation. Outdoor Living w/ Upper Balcony, Tiled Exercise Patio, Trex-Style Decking, Lawn, Water Feature & Mature Landscaping. 800 SF Attached ADU w/ Private Entry, Full Bath, Kitchenette, Office Nook, Built-Ins & Private Balcony. 3-Car Garage w/ Tesla EV Charger & Storage. Minutes to Downtown Los Gatos, Hwy 17, Trails, Parks, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

145 Central AVE, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$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 $45,000 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

$4,648,000
6 Beds 5 Baths ML82055683 MLS
A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. Private without being remote. Architectural yet warm. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, a private patio and freestanding soaking tub. A detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office or studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

$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

$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

$4,998,000
6 Beds 7 Baths ML82041336 MLS
$1,000,000 PRICE IMPROVEMENT BEST VALUE IN LOS GATOS! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services

$9,850,000
7 Beds 8 Baths ML82044544 MLS
This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos

Listed by Parrin Jalali, 408-497-7797 from Intero Real Estate Services
(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

$4,888,000
21 Beds 14 Baths ML81991766 MLS
Take advantage of this opportunity to own this private 34-acre property with the ultra rare zoning of Private Campground. Perfect for a private retreat center or high-end family getaway. The Lodge is a spacious 4,413 sq ft main building featuring seven bedrooms, a large Grand room, a commercial kitchen, offices, & more. Additionally, there are eight cozy 192 sq ft half bath cabins equipped with electric fireplaces, kitchenettes, sofa beds, & loft beds for extra guests. Six dorm-style A-frames, totaling 768 sq ft, also provide additional accommodations. A highlight of the property is the Grand room, which showcases a stunning handcrafted redwood table. This artistic centerpiece seats 20 comfortably & can be lifted to the ceiling, offering a flexible space for various activities. Additional work spaces in the Grand room look out over the grounds. Nature lovers will appreciate the open-air amphitheater, a tranquil meadow, a network of winding trails, & more. A flowing creek with a small dam and a private beach area add to the magic. The campground is equipped with high-speed internet, making it suitable for a family compound, a serene retreat center, or an off-site coding facility. Pricing includes all 4 parcels. Price per sq ft is $728 across 6,717 total sq ft of living space.

16770 Redwood Lodge RD, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

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