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17055 Pine AVE, Los Gatos
$12,998,888
5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS
Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine AVE, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

16730 Laurel RD, Los Gatos
$889,999
2 Beds ⋅ 2 Baths ⋅ ML82065690 MLS ⋅ Laurel Community League- Water BLDG.
Santa Cruz Mountains Retreat with Privacy, Redwoods & Easy Highway 17 Access. Escape to the peaceful beauty of the Santa Cruz Mountains with this charming rural retreat located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 6.9 acres surrounded by majestic redwood trees, this property offers privacy, tranquility, and convenient access just minutes from Highway 17. Ideally located halfway between Santa Cruz and Silicon Valley and within the sought-after Scotts Valley School District. This inviting home features approximately 1,700 sq ft with 2 bedrooms, 1 1/2 bathrooms, Bonus Rooms, a loft, and a basement. Enjoy an expanded front porch deck with a new overhang porch, perfect for relaxing and taking in the serene mountain setting. The remodeled kitchen includes new cabinets, laminate countertops, an R/O water system, and whole-house water softener. The updated bathroom features a luxurious steam shower, while new LVP flooring enhances the interior. Additional highlights include a basement, workshop, multiple outbuildings and sheds, ample parking, and a 500-gallon reserve water tank. Whether you are seeking a full-time residence or peaceful getaway, this unique mountain property offers the perfect blend of comfort, nature, and convenience.

16730 Laurel RD, Los Gatos

Listed by Debbie P. Marino, 408-210-2400 from Pellego
(If provided) CoList: from

Ocean View RD, Los Gatos
$785,000
ML82064017 MLS
Enjoy sweeping top of the world views of Monterey Bay and Santa Cruz as you drive into the serene Ocean View neighborhood consisting of estate homes, leading to a tranquil setting framed by majestic oak trees. Skip the years of red tape and the endless cycle of county reviews. This is your rare opportunity to move past the grueling planning process and straight toward building your dream home. Shovel-ready and sitting on approximately 2.5 acres, this property offers a combination of privacy, natural beauty, and development readiness that is nearly impossible to find. Much of the many year pre-construction work is already behind you. Permits have been issued for a 2,330-square-foot residence and an 819-square-foot garage. Geological and soils testing are finished, and grading plans are fully approved and in place. A well is already installed, and power is available at the street, providing a massive head start on the infrastructure needed to bring your vision to life. Served by highly regarded local schools, including Loma Prieta Elementary, C.T. English Middle, and Los Gatos High. You're just a minute from the Skyland Mountain Church and five minutes from the Summit Center Market. Only 20 minutes from the beach or the vibrant shops and dining of downtown Los Gatos.

Ocean View RD, Los Gatos

Listed by Keith Kanady, 408-316-1666 from Compass
(If provided) CoList: from

24010 Summit Woods DR, Los Gatos
$2,650,000
4 Beds ⋅ 5 Baths ⋅ ML82064954 MLS
Elegant mountain home situated in the desirable 'Summit Woods', close to the heart of the Summit community and local amenities including the Summit Store, wineries, churches, Loma Prieta elementary & CT English middle schools. Approx 20 mins to downtown Los Gatos & Los Gatos High, or Capitola & the beach! Over 5000 sqft luxurious living space, set on 1.26 acres sunny, all usable land...ample space to add a pool, sports court, vineyard...even horses. The ground floor comprises a formal entry & parlor, chefs ktichen with island and informal dining, living room with vaulted ceilings & rock fireplace. Huge formal dining room features walk-in wine cellar with wrought iron gate. Expansive master suite with spa-like bathroom. Laundry room leads to attached SIX CAR garages with marble tile floors! On the 2nd floor; 3 further bedrooms incl. 2 ensuite baths, hall bath and family room/den, large balcony with mountain views. The property exterior features a gated entry with paver driveway, perimeter fencing, rear deck with views over the raised gardens & gently sloped land. Huge enclosed dog run, custom chicken coop, garden tractor garage, and whole house generator. Summit Woods annually welcomes the mountain community for Halloween trick-or-treating. Beloved family friendly neighborhood!

24010 Summit Woods DR, Los Gatos

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

17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82064735 MLS
Just under a mile along scenic Summit Rd, Melody Lane is a welcoming enclave tucked beneath majestic redwoods. This updated Los Gatos Mountains retreat sits privately on over an acre in an enchanting natural setting. The open layout offers abundant light, oversized windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Generous downstairs family room. Remodeled bath w/separate shower & soaking tub. Fresh interior paint. Peaceful forest views from every room. Bonus room ideal for office, gym or spacious closet. Backyard getaway w/several gathering spaces, gas fire pit, bocce court & redwood views! a perfect spot to relax & entertain Experience mountain living w/convenient access to Silicon Valley & the Santa Cruz coast. Enjoy this coveted location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery & 15 min to Santa Cruz. Old Santa Cruz Hwy offers another easy route. Detached garage, Tesla EV charger & exterior storage shed. Long driveway accommodates multiple cars with an easy turnaround. Nearby hiking & biking trails abound. Served by Melody Woods Water & high-speed Xfinity cable. Top Schools: Loma Prieta, CT English, Los Gatos High. A special opportunity in a magical setting. Don't miss out!

17275 Melody LN, Los Gatos

Listed by Natasha Barringer, 408-887-5082 from Christie's International Real Estate Sereno
(If provided) CoList: from

18143 Gloria CT, Los Gatos
$1,248,888
2 Beds ⋅ 2 Baths ⋅ ML82062350 MLS ⋅ Redwood Estates BLDG.
Welcome home to your peaceful retreat among the soaring redwoods! Stunning cross canyon views from your light, bright, and freshly painted charming upper Redwood Estates home offering 1,410 sq ft of finished living space with gleaming hardwood floors and plenty of sunlight. Two large bedrooms and two recently renovated bathrooms provide comfort, while the modern kitchen and dining area open to a large, fenced and gated backyard. A spiral staircase leads to an unfinished second floor of approximately 1,000 sq ft with dormer windows, ready for your luxury primary suite? A huge walk-out basement and large workshop add plenty of room for hobbies, storage, or projects. Massive gated and fenced parking area with unlimited possibilities. Peace of mind comes standard with high speed internet, whole-house generator, tankless water heater, copper plumbing, and San Jose Water Company water. Residents of the desirable Redwood Estates community enjoy a resort-style pool, community park, playground, sports field, and clubhouse pavilion, all just moments from Pizzeria Vittoria, the Redwood Estates Store, and the U.S. Post Office. Approximately 6.4 miles to town and served by award-winning Los Gatos schools. A rare opportunity for mountain living with room to grow!

18143 Gloria CT, Los Gatos

Listed by Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

19050 Skyline BLVD, Los Gatos
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82006582 MLS
A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

19050 Skyline BLVD, Los Gatos

Listed by Skylight Homes, 408-665-7309 from Skylight Homes
(If provided) CoList: from

16421 Matilija DR, Los Gatos
$7,100,000
4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS
With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

Listed by Charles Liu, 650-999-3888 from Compass
(If provided) CoList: from

117 Hollycrest DR, Los Gatos
$2,198,000
3 Beds ⋅ 2 Baths ⋅ ML82062990 MLS ⋅ Live Oak Manor BLDG.
Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

117 Hollycrest DR, Los Gatos

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: from

24766 Skyland RD, Los Gatos
$1,575,000
3 Beds ⋅ 2 Baths ⋅ ML82063639 MLS
Perched in the celebrated Skyland community of Los Gatos, 24766 Skyland Road is a rare find that captures the essence of a modern rural lifestyle on nearly three sprawling acres. At the heart of the property sits a modern 14-year-old main residence with breathtaking views that stretch across the valley to the Loma Prieta Ridge. The private outdoor oasis, where the grounds have lots of usable land features persimmons, berries, lemons, apples, pears, and plums; a true gardener's dream. The property's heritage as part of a historic ranch is reflected in its versatile structures. An oversized rustic shop provides parking for two vehicles plus a generous amount of space for projects, or additional covered storage. Two additional structures include the original ranch house, which now serves as a functional ADU, and a separate accessory structure which was previously utilized as a living unit. Parking for many vehicles. Significant recent investment has been poured into the grounds and the secondary structures. For those looking to embrace the equestrian or outdoor lifestyle, the partial stables offer a unique head start. This is a property that offers both the quiet beauty of the mountains and the modern infrastructure and flexibility to support a busy, creative lifestyle.

24766 Skyland RD, Los Gatos

Listed by Keith Kanady, 408-316-1666 from Compass
(If provided) CoList: from

24343 Mountain Charlie RD, Los Gatos
$1,400,000
2 Beds ⋅ 2 Baths ⋅ ML82060488 MLS
Find your bliss on this sanctuary 6+ acre property with rolling hills, plenty of level areas and stunning views! Lovely 2070 sf 2 bedroom 2 bathroom home with 3 car garage and workshop with upstairs room for potential apartment. Living room has vaulted ceilings and soaring cathedral windows that showcase the amazing views and includes dining area plus step down to cozy seating at handsome stone fireplace. Updated kitchen with pantry and beautiful granite counters and decorative tile floor. Spacious loft primary suite continues to showcase the views and has walk in closet and bath with tiled shower. Lower bedroom is 400+ sf and can be walled for a 3rd bedroom. New carpet throughout and exterior paint. Oversize 3 car garage with workbench has upstairs room with private entry for storage or ADU potential. 6 acres has several flat areas for second unit, lots of sun for gardening and room for animals to live your homestead dreams! Private mutual water company. Friendly mountain community. Experience the best of both worlds in this serene, private mountain location close to Los Gatos and Silicon Valley beyond and Santa Cruz beaches. Best Los Gatos schools: Loma Prieta Elementary, CT English Middle and Los Gatos High.

24343 Mountain Charlie RD, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Dana Juncker from Compass

28320 Loma Prieta WAY, Los Gatos
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82046269 MLS
Have you been dreaming of creating a retreat, an equestrian dream, a winery, a wedding venue, dirt bike haven or maybe a mountain bike haven? Rare Los Gatos Mountain Estate with Panoramic Ocean Views! Nearly 128 acres in the coveted Los Gatos school district with breathtaking views stretching from Monterey to Santa Cruz. Zoned Special Use. Approx 20 usable acres immediately surround the home, offering exceptional space for equestrian, agricultural, recreation or estate uses. The property also features approx 4 1/2 acres of pinot grape vines ready for revitalization. The spacious 3 bedroom, 2 Full bath and 2 half bath home features generously sized rooms throughout, with recent improvements including updated lighting, new flooring, interior/exterior paint and a New Roof. Home offers zoned central forced heat and AC and 2 wood burning fireplaces. A large backup generator provides added peace of mind. Attached sunroom and art room offer additional flexible living space beyond the stated square footage. The property also features 2 seasonal ponds, 2 detached garages and a 2-car attached garage. This is a truly unique opportunity to create your dream escape. Art room contains 1/2 bath and may make a good ADU conversion. Close to Loma Prieta Winery, Summit Store and Los Gatos Schools.

28320 Loma Prieta WAY, Los Gatos

Listed by Dana Juncker, 408-828-3909 from Compass
(If provided) CoList: Lisa Sgarlato from Compass

22443 Tim Tam CT, Los Gatos
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061119 MLS ⋅ Riva Ridge BLDG.
Experience luxury mountain living without compromise in the Riva Ridge community - an exclusive enclave of custom-designed homes. This unique estate showcases high-end modern finishes w/ flexible floorpan sprawling across 3 levels. Renowned Los Gatos School District, this property offers an ideal blend of privacy, community & proximity to major tech hubs & coastal destinations. Gourmet Kitchen, Equipped w/ Viking range, full-slab granite intentionally accent the space. Custom climate-controlled wine room elevates this entertainers space. Bright & open interior featuring architecturally pleasing design, windows, skylights. Wide-plank engineered hardwood flooring & Viewrail steel railings. The top floor Penthouse suite showcases a private balcony, sunroom, upgraded bathroom & bonus 3 room "flex" space perfectly suited for a home gym, work-from-home office, art studio or nursery. Owned Solar + Batteries. Inviting curb appeal featuring custom paver driveway & intentional landscaping. Spacious decks & outdoor entertaining areas designed to enjoy the surroundings. Exclusive access to the only private pickleball & tennis courts on the Summit + trailhead w/ sweeping panoramic ocean & mountain view. Firewise certified w/community maintenance provides safety + significant insurance perks.

22443 Tim Tam CT, Los Gatos

Listed by Evangela Masih, 831-999-0190 from Room Real Estate
(If provided) CoList: from

101 Ravinia WAY, Los Gatos
$2,588,888
3 Beds ⋅ 3 Baths ⋅ ML82061908 MLS
Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/painting, & more. Appraised in '25 for $2.9M! Lives like a 1 level home & is 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. High 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, boat & 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

17575 Mountain Charlie RD, Los Gatos
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS
Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

Listed by Anita Salas, 408-310-3918 from The Agency
(If provided) CoList: from

200 Jackson ST, Los Gatos
$2,288,000
4 Beds ⋅ 2 Baths ⋅ ML82061470 MLS
Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

200 Jackson ST, Los Gatos

Listed by Susan LaRagione, 408-242-5901 from Sync Brokerage Inc
(If provided) CoList: from

172 Maricopa DR, Los Gatos
$2,725,000
4 Beds ⋅ 2 Baths ⋅ ML82060804 MLS
TRANSPARENTLY PRICED FOR THIS STUNNING REIMAGINED MODERN LUXURY HOME W/ TOP LOS GATOS SCHOOLS, TUCKED AWAY ON A QUIET CUL-DE-SAC, IN ONE OF LOS GATOS' MOST SOUGHT-AFTER NEIGHBORHOODS. THIS COMPLETELY REIMAGINED, TURNKEY RESIDENCE FEATURES 4-BEDRMS, 2 FULL BATHROOMS & HAS BEEN THOUGHTFULLY RENOVATED, BLENDING TIMELESS DESIGN, MODERN COMFORT & AN EXCEPTIONAL OPEN FUNCTIONAL FLOOR PLAN. AT THE HEART OF THE HOME IS A BEAUTIFULLY APPOINTED KITCHEN FEATURING CUSTOM CABINETRY, A 6-BURNER WOLF RANGE, BOSCH REFRIGERATOR & CAREFULLY SELECTED DESIGNER FINISHES. BEYOND THE INTERIOR LIVING SPACE, THE FINISHED GARAGE PROVIDES VALUABLE ADD'T FLEXIBLE SPACE FOR A HOME GYM, OFFICE, PLAYROOM OR STUDIO. THE PROPERTY OFFERS INVITING OUTDOOR SPACES FOR ENTERTAINING, RELAXING & ENJOYING THE YEAR-ROUND INDOOR-OUTDOOR LIFESTYLE THAT MAKES LOS GATOS SO DESIRABLE. THE LOCATION BRINGS TOGETHER NEIGHBORHOOD CHARM & EXCEPTIONAL CONVENIENCE; TRADER JOE'S, THE NEW WHOLE FOODS, LGCAFE, PARKS, SHOPPING, DINING & EVERYDAY ESSENTIALS ARE ALL NEARBY, WHILE QUICK ACCESS TO HIGHWAYS 17 & 85 PROVIDES AN EASY CONNECTION TO MAJOR SILICON VALLEY EMPLOYMENT/TECH CENTERS. AT HOME, THE QUIET CUL-DE-SAC SETTING OFFERS A PEACEFUL RETREAT FROM IT ALL. PRIME LOS GATOS SCHOOL SYSTEM (BUYER TO VERIFY ENROLLMENT)

172 Maricopa DR, Los Gatos

Listed by Matt Zampella, 650-223-9343 from Christie's International Real Estate Sereno
(If provided) CoList: from

19465 Montevina RD, Los Gatos
$3,598,000
5 Beds ⋅ 3 Baths ⋅ ML82056050 MLS
Experience the pinnacle of gated estate living with breathtaking views stretching from Lexington Reservoir & Mt Umunhum to the lights of downtown San Jose. Just minutes from Los Gatos, this sophisticated residence combines privacy, luxury, & an exceptional setting. The refreshed interior features new flooring, fresh paint, & an open floor plan designed for effortless living & entertaining. The main level offers an office & guest suite with a full bath. At the heart of the home is the chefs kitchen with granite countertops, a gas cooktop, & abundant cabinetry, flowing seamlessly into a light-filled living area where walls of glass frame the views. Upstairs, the versatile floor plan includes two additional bedrooms & a private gym. The luxurious primary retreat is a sanctuary of comfort, featuring a spa-inspired bath & private viewing deck. Outdoor living is equally impressive, with an expansive veranda & outdoor kitchen, creating the perfect setting for entertaining. The property also features a detached barn with a workshop, loft, & abundant storage. The loft offers potential for an ADU, while the barn & usable acreage provide possibilities for equestrian use, hobbies, or additional workspace. Served by Lexington Elementary, Raymond J. Fisher Middle School, and Los Gatos High.

19465 Montevina RD, Los Gatos

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

23349 Deerfield RD, Los Gatos
$1,450,000
3 Beds ⋅ 2 Baths ⋅ ML82060531 MLS
Welcome to 23349 Deerfield Rd, a beautifully updated single story home located in the prestigious Villa Del Monte neighborhood. This 1,517 sf home is perfectly situated on a spacious sun drenched 38,071 sf usable lot on a peaceful cul-de-sac. Bright & inviting, the home features: Milguard windows, hardwood flooring, updated hall bath, modern fixtures, inside laundry room w/ storage & outdoor access, oversized finished garage, pristine decking & copper plumbing. The kitchen flows into the dining/family room adorned with a cozy gas fireplace & slider that leads onto the expansive deck with breathtaking views of your own majestic grounds & trees! Adjoining the family room is a comfortable separate living room w/ picture window overlooking the rear grounds. The primary suite features views of the backyard, 2 large closets & a fully remodeled bath w/ a dual sink vanity & tiled plank flooring. The private outdoor space offers an abundance of room for playing, gardening, entertaining or simply enjoying the peace & serenity that mountain living offers. Perfect land for future home expansion, Additional Dwelling Unit & solar! Conveniently located close to excellent Loma Prieta schools, The Summit Store, local wineries & easy access to Hwy 17. Served by Villa Del Monte Private Water!

23349 Deerfield RD, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

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

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

15730 Shannon Heights RD, Los Gatos
$5,488,000
4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS
Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, 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

16900 Sheldon RD, Los Gatos
$1,799,000
2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS
Absolutely darling home minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

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

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

19544 Sky Oaks WAY, Los Gatos
$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

18911 Decatur RD, Los Gatos
$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

17515 Comanche TRL, Los Gatos
$1,200,000
3 Beds ⋅ 2 Baths ⋅ ML82056717 MLS ⋅ Chemeketa Park BLDG.
Nestled in the heart of the Chemeketa Park surrounded by natural beauty and tranquility. This property serves as a private sanctuary where the air feels crisper and the pace of life slows down, all while keeping the amenities of downtown Los Gatos within easy reach and offering Los Gatos Schools. Spacious and charming 3 bedrooms and 2 full baths featuring a primary suite with wood stove. Hardwood floors and tile throughout, with living and dining rooms and laundry with mud room entry. The homes design invites the outdoors in, featuring expansive windows that frame breathtaking views of the surrounding greenery and rolling hills and skylights. Natural light pours into the open living spaces, vaulted ceilings highlighting thoughtful finishes and a layout that flows effortlessly from room to room. The kitchen is a chefs delight, perfectly positioned for both daily living and effortless entertaining. Retreat to the primary suite, a peaceful space designed for relaxation. Outside, there is ample room for gardening, outdoor dining under the redwoods, or simply soaking in the serene atmosphere. spacious 2 car garage and over size shed for storage or home office/art studio. Fenced for dogs. Friendly community with playground and clubhouse and 5 min to town and Lexington Elementary!

17515 Comanche TRL, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

21477 Old Mine RD, Los Gatos
$899,000
2 Beds ⋅ 2 Baths ⋅ ML82056085 MLS
Experience peaceful mountain living with Silicon Valley convenience in the Los Gatos hills above Lexington Reservoir. Surrounded by mature trees and scenic hillside views, this thoughtfully updated home has easy access to both nature and city life. Located in the sunny Aldercroft Heights Community, this home includes 2 cozy bedrooms, 2 updated bathrooms, hardwood flooring, granite kitchen countertops, central heat, dual-pane windows with remote-controlled shades, and a tankless water heater. A detached Zomes dome set on its own platform with easy access from the main house serves as an inspiring bonus space for music, art, fitness, or remote work. Enjoy a spacious deck overlooking the surrounding hills and sounds of nature. The property features newer fences, a dedicated dog run, play area, storage sheds, and covered parking with electric vehicle charging. Conveniently located just minutes from downtown Los Gatos, Lexington Reservoir, hiking and biking trails, and major commute routes, all within the highly regarded Los Gatos school district, including Lexington Elementary, Fisher Middle, & Los Gatos High. Aldercroft Heights is truly a hidden gem, with an abundance of sunshine, beautiful trees, fast internet and just a 10-15 minute drive to the heart of downtown Los Gatos

21477 Old Mine RD, Los Gatos

Listed by Aubrie Avina, 408-348-1022 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

20905 Comanche TRL, Los Gatos
$919,000
2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS ⋅ Chemeketa Park BLDG.
Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche TRL, Los Gatos

Listed by Brant Schenk, 831-227-5739 from eXp Realty of California Inc
(If provided) CoList: from

00-1 Old Santa Cruz Highway, Los Gatos
$2,475,000
ML82054897 MLS
Build your dream estate on the last remaining waterfront properties feat. 6.55 acres with orivacy, direct access to nature, and exceptional convenience less than five minutes from downtown Los Gatos. Preliminary designs for a 13,252 SF estate by Kohlsaat & Associates establishes the vision, with four levels of lake-facing living, covered verandas, wellness suite, theater, golf simulator, catering kitchen, wine room, elevator, four-car garage, and extensive indoor-outdoor entertaining areas. Yet the design is only one expression of what may be possible. County jurisdiction offers meaningful flexibility for buyers seeking greater scale, massing, height, square footage, and additional buildings. Envision a private family compound, secure technology-enabled retreat, underground safe rooms, guest residences, collector garages, recreation facilities, formal gardens, orchards, or a secluded wellness estate. Dual driveway access, a private well, and public water availability add flexibility. Acquire the land and plans, customize the program with Massei Construction, or contract for the completed estate. More than a homesite, this is a rare platform for a one-of-a-kind Silicon Valley legacy property.

00-1 Old Santa Cruz Highway, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

950 Oak Ridge RD, Los Gatos
$2,388,000
3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS
A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listed by Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

board logoThe 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 The Villages Realty - Rodda Realty Team 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.


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