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16880 Fillmer AVE, Los Gatos
$3,699,000
4 Beds ⋅ 4 Baths ⋅ ML82065263 MLS
Along one of Los Gatos' most picturesque tree-lined streets, this inviting residence offers a peaceful retreat with beautifully maintained grounds and indoor-outdoor living. The property features 2,634± sq ft of combined living space on an expansive 11,200± sq ft flat lot. A stamped concrete driveway and covered front porch welcome you home. Inside, hardwood floors, charming details, and skylights add warmth and character. The living room features vaulted wood-slat ceilings and abundant natural light. The kitchen offers custom cabinetry, generous storage, and beautiful backyard views. A separate dining room, wet bar, and 2 additional bedrooms add versatility. The primary suite features reading nook, desk area, oversized walk-in closet, and spa-like bath. Sliding glass doors connect the interior to the outdoors. The expansive backyard is ideal for relaxing and entertaining, with a pool, outdoor shower, picnic area, and 2 storage sheds. The ADU includes a kitchen and full bath, ideal for guests, extended family, or a private workspace. Enjoy walkability to all three Los Gatos schools, with parks, nature, Downtown LG, and freeway access nearby. A special Los Gatos setting, generous grounds, flexible living spaces, and a tranquil setting make this a special place to call home.

16880 Fillmer AVE, Los Gatos

Listing courtesy of Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: from

104 Cherry Hill CT, Los Gatos
$1,575,000
3 Beds ⋅ 3 Baths ⋅ ML82064183 MLS ⋅ Charter Oaks BLDG.
Welcome Home to 104 Cherry Hill Ct, a Beautifully Updated Los Gatos Townhome in the Sought-After Charter Oaks Community Right Along the LG Creek Trail w/ Award-Winning LG Schools! Freshly Painted Interior w/ Hardwood Floors, Recessed Lighting, Dual-Pane Windows & Contemporary Light Fixtures. Stunning Kitchen w/ Granite Counters, Designer Backsplash, Breakfast Bar w/ Glass Pendant Lighting, Ample Storage & Countertop Space, Bay Window, Slow-Close Cabinetry, Breakfast Nook, Viking Pro. 6-Burner Gas Range + Hood, Wine Refrigerator. Formal Dining Room w/ Vaulted Ceiling & Sliding Door to Private Back Patio! Spacious Living Room w/ Wood-Burning Fireplace. Primary Suite w/ Vaulted Ceiling, Private Balcony & Lighted Walk-In Closet. Ensuite w/ Natural Stone Vanity, Upgraded Cabinetry. Two Additional Bedrooms w/ Vaulted Ceilings, New Carpet & Closet Organizers. Guest Powder Room, Interior Laundry w/ Built-In Cabinetry. Private Front Courtyard w/ Pavers, Ipe (Fire & Termite resistant) Wood Deck, Raised Planters & Mature Landscaping. Finished 2-Car Garage w/ Overhead Storage & Automatic-Sensor Lighting. Dual-Zone HVAC. Charter Oaks Community w/ Clubhouse, Pool & Spa! Walk to Los Gatos Creek Trail, Vasona Park, Downtown Los Gatos, Hwy 85, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

104 Cherry Hill CT, Los Gatos

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

101 Milmar WAY, Los Gatos
$1,495,000
3 Beds ⋅ 2 Baths ⋅ ML82063120 MLS ⋅ Los Gatos Village BLDG.
This beautifully remodeled and extensively updated townhouse is in the highly desirable Los Gatos Village and offers a rare combination of comfort, privacy, and functionality. Its often said that a townhouse or condominium can feel like a single family home but this one truly does. Its unique design provides an exceptional level of peace, quiet, and privacy, with no common walls in the living areas. The only shared wall is at the garage. The thoughtfully designed floor plan features 3 spacious bedrooms, including one conveniently located on the lower level, along with 2 full bathrooms, one on each level. The generous living room features 2 sliding doors that open directly to a spacious, private brick patio, creating an inviting connection of indoor and outdoor living. A dining room with floor to ceiling windows overlooks the patio, while the beautifully updated kitchen features quartz countertops, high-end stainless steel appliances, and a comfortable breakfast nook. An additional loft provides flexible space for a home office, play area, or living space. The home also includes a large two car, attached, garage with ample room for storage. Ideally situated in a central and convenient location, this home offers easy access to shopping, dining, schools, and major commute routes.

101 Milmar WAY, Los Gatos

Listing courtesy of Darren Carroll, 408-497-4957 from Coldwell Banker Realty
(If provided) CoList: from

21112 Shear Creek RD, Los Gatos
$2,249,000
4 Beds ⋅ 3 Baths ⋅ ML82061648 MLS ⋅ Las Cumbres Conservation Corp BLDG.
BACK ON THE MARKETNEW PRICE, FRESH PAINT & NEW FLOORING! Reintroduced with a fresh look and a compelling new price, this Las Cumbres residence is ready to be experienced again. This 4-bedroom, 2.5-bath home offers approximately 2,858 square feet on an expansive 30,405-square-foot lot. Designed by Fuse Architects, the light-filled floor plan features fresh interior paint & new flooring throughout. Expansive windows & sliding glass doors connect the living areas to multiple decks while framing mountain views. Distinctive features include two Morsø wood-burning stoves, Pilkington channel glass, California Closets in the primary suite, and surround sound on both levels. Additional amenities include SolarEdge solar, EV charging, a Kinetico reverse-osmosis system, and a 1 Gbps fiber-optic network, can be upgraded to 10 Gbps. Las Cumbres amenities include private hiking trails, tennis and basketball courts, swimming pool, bocce ball, community field, and clubhouse. Nearby Castle Rock State Park and Sanborn County Park offer hiking, biking, and climbing. Approximately 20 minutes from Downtown Los Gatos and 35 minutes from Cupertino, with access to Highway 9 and Skyline Boulevard. New price. Fresh presentation. A renewed opportunity to experience 21112 Shear Creek.

21112 Shear Creek RD, Los Gatos

Listing courtesy of Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

23353 Deerfield RD, Los Gatos
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82062433 MLS
Private nearly one-acre mountain retreat with refined interiors, dual primary suites & a spectacular resort-style backyard in the Santa Cruz Mountains. Set on a quiet cul-de-sac, this stunning home is surrounded by natural beauty. An open floor plan, multiple skylights & expansive windows fill the home with natural light and frame tree-lined views from nearly every angle, creating a sophisticated retreat. Living spaces include a cozy living room, formal dining room, spacious family room & dedicated office. The modern kitchen features crisp white cabinetry, high-end appliances & a breakfast nook opening to the expansive backyard deck. Two primary suites offer privacy. The main-level suite features an en-suite bath & French doors to a private outdoor seating area. The lower-level suite includes a walk-in closet & spa-inspired bath with dual sinks, glass-enclosed shower & soaking tub. Also downstairs: a large laundry room & second family room ideal as a gym, game room, media room or flex space. Set on nearly one acre (43,299 sq ft), the resort-style backyard features expansive decking, a custom in-ground pool & spa, & low-maintenance landscaping. Minutes to Los Gatos, Santa Cruz & Moss Landing, with excellent Loma Prieta Elementary, C. T. English Middle & Los Gatos High schools.

23353 Deerfield RD, Los Gatos

Listing courtesy of Chris Alston, 408-921-4711 from KW Bay Area Estates
(If provided) CoList: Hannah Isaka from Keller Williams Realty-Silicon Valley

17808 Tourney RD, Los Gatos
$6,300,000
5 Beds ⋅ 6 Baths ⋅ ML82061245 MLS
Stunning Views of the Valley!! Situated on a Private Road, This Gated Modern Oasis Offers a Sweeping Panorama of the Mountains, Silicon Valley, and Bay Area Skylines. The Serene Setting Provides a True Sense of Retreat, While Just Minutes to Downtown Amenities. Exquisitely Designed For Everyday Luxury, Melding Sleek Architectural Features w/ a Soft Organic Aesthetic. Accordion Glass Nano-Doors Offer Seamless Indoor/Outdoor Transition for Entertaining w/ Fire Pit, BBQ and TV Lounge. Resort-Style Features Include Heated Saltwater Pool and Spa w/ Waterfall, In-Pool Seating, Sauna and Fully Equipped Outdoor Kitchen. Chef's Kitchen Features Thermador Appliances, Dual Ovens, Natural Stone Countertops and Accordion Window with Pass-through to Outdoor Bar. 4 En Suite Bedrooms Including a Main Floor Suite and Downstairs Guest Suite w/ Private Entrance. Luxurious Primary Suite Features Sweeping Views, Spa-Like Bathroom, Walk-In Closet and Adjoining Office (or 5th Bedroom). Lower-level Media/Game Room Adds Versatility. Wellness Features Include Radiant Heated Floors, MERV 16 Air Filtration and Whole-house Water Purification. Smart Home Control4 Automation System w/ Indoor/Outdoor Speakers, Perimeter Cameras, Gate Control and Security Alarm. Outdoor Decking Spans 2000+ SqFt. A True Sanctuary

17808 Tourney RD, Los Gatos

Listing courtesy of Tim O'Halloran, 408-930-2900 from Coldwell Banker Realty
(If provided) CoList: Cara O'Halloran from Coldwell Banker Realty

600 Ridge Top RD, Los Gatos
$2,295,000
3 Beds ⋅ 4 Baths ⋅ ML82060472 MLS
"Ridge Top" estate on 13 acres with breathtaking ocean, mountain & vineyard views! Tri-level Mediterranean-style home built in 1992. Spacious formal entry with vaulted ceilings. Steps up to living/dining room w/fireplace, vaulted wood ceilings, sliders to deck. Remodeled kitchen with cherry cabinets, granite countertops, stainless appliances. Pool view from kitchen window. Bright breakfast bay with floor-to-ceiling windows, spectacular 180 views. New hardwood flooring, bathrooms remodeled in '24. Two large primary suites, new custom plantation shutters. Primary bathroom features a luxurious deep, free-standing soaking tub under window, oversized shower, dual vanity. Steps down to guest suite with huge walk-in closet. Lower level family/rec room with wet bar, sitting area, spacious office bay. 3rd bedroom with fireplace, sliders to deck, adjacent hall bath. Lwr level layout designed for potential 4th bedroom. Lap pool w/spa, sunny travertine deck. Usable land offers space for vineyard, gardening, sport court or horses. Long circular driveway, generous parking, room for oversized vehicle/ RV. 4 car drive-thru garage, vaulted wood ceilings, potential to convert to ADU? Comcast internet, excellent shared well. Central location near Summit store & schools, easy drive to town or beach!

600 Ridge Top RD, Los Gatos

Listing courtesy of Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

26765 Havenhill LN, Los Gatos
$2,995,000
5 Beds ⋅ 3 Baths ⋅ ML82058469 MLS
Perched on the crest of the Santa Cruz Mountains, 26765 Havenhill Lane offers a rare combination of luxury living, privacy, space, and the natural beauty of the mountains. Sweeping mountain and Monterey Bay views, neighboring vineyards, and spectacular sunsets create a setting intimately connected to the landscape. Set on just over an acre, the Mediterranean-inspired home is designed for entertaining, everyday comfort, and seamless indoor-outdoor living. A gourmet kitchen, wine room, indoor sports court, and media/game room offer spaces to gather, unwind, and have fun. Outside, an infinity-edge pool and spa, outdoor kitchen, fire pit, covered terraces, and landscaped grounds create a true resort-like experience. A detached workshop, garden, and chicken coop offer space to create, grow, and connect with the land. Starlink, Ubiquiti networking, owned solar, a commercial-grade generator, two EV chargers, and a three-car garage make remote work and daily life effortless. 5 min to Summit Store and 20 min to downtown Los Gatos, with Silicon Valley within commuting reach and prime mountain biking out your door--close enough to feel connected, far enough to exhale. A rare property with space to gather, unwind, and enjoy the best of the Santa Cruz Mountains.

26765 Havenhill LN, Los Gatos

Listing courtesy of Mike Bloch, 831-588-1588 from Christie's International Real Estate Sereno
(If provided) CoList: Lindsey Didia from Christie's International Real Estate Sereno

16345 Los Gatos BLVD 6, Los Gatos
$1,348,000
3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS ⋅ Villa de Los Gatos BLDG.
Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos BLVD 6, Los Gatos

Listing courtesy of Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty

18836 Favre Ridge RD, Los Gatos
$1,850,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.
Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

Listing courtesy of Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

26756 Adams RD, Los Gatos
$2,250,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, EV2 charger. Only 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, Los Gatos

Listing courtesy of Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

15220 Upper Ellen RD, Los Gatos
$1,798,000
4 Beds ⋅ 3 Baths ⋅ ML82035634 MLS
GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

15220 Upper Ellen RD, Los Gatos

Listing courtesy of Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty

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