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$9,800,000
4 Beds 3 Baths ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, Los Gatos

$5,995,000
5 Beds 7 Baths ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

$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

$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

$4,750,000
3 Beds 2 Baths ML82042918 MLS
Rare Commercial Tourism (CT) Opportunity on Highway 17 with 586' of frontage! Situated at the summit of scenic Highway 17 between Los Gatos and Santa Cruz, this versatile 2.34-acre parcel offers endless possibilities for investors and business owners. This must-see property features high-visibility highway frontage with a dedicated turn lane and is improved with a charming 3-bedroom, 2-bathroom house, a former restaurant building with a full kitchen, a 4-car garage, and three 12x14 cottages with a dedicated 8x8 bathroom facility. Benefit from massive exposure with over 40,000 vehicles passing daily, with even higher volumes on weekends and holidays. Offering unlimited business potential for a boutique lodge, destination eatery, retail shop, or service-oriented venture. Bring your vision to this iconic Santa Cruz Mountains site! Buyer to verify all intended uses, sizes, permits, statues/legality of all existing structures and zoning requirements with the Santa Cruz County Planning Department.

22990 Santa Cruz Highway 17, Los Gatos

$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

$3,798,000
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

$3,495,000
5 Beds 4 Baths 226097537 MLS
Comprehensive top-to-bottom remodel completed in July 2026. Set on 4.5 private, highly usable acres, this 3,659 sq. ft. mountain estate combines soaring architectural design, high-tech infrastructure, and resort-style grounds just 15 minutes from downtown Los Gatos and a 4-minute walk to a local neighborhood park. The formal living room features dramatic 25-foot soaring ceilings and a wall of floor-to-ceiling glass framing panoramic redwood forest views. The floor plan offers a clear separation of space, flooded with natural light and high-end modern finishes throughout. Infrastructure Advantages: Public Water: Connected to San Jose Water a rare premium for mountain properties eliminating well dependencies. Power & Climate: Brand-new heat pump HVAC (installed July 2026), solar power, and a full-home commercial automatic backup generator. Connectivity: Active Starlink internet installed and ready for work-from-home needs. Resort Grounds & Outdoor Living: Outdoor Space: 2,000+ sq. ft. deck built for outdoor dining and entertaining. Pool & Spa: Solar-heated pool with a custom waterfall, hot tub, and an enclosed gazebo featuring a large stone fireplace, prep sink, and mini-fridge. Turf & Grounds: 2,000 sq. ft. of low-maintenance artificial turf, a built-in playhouse, a glass-and-redwood greenhouse, 8 raised garden beds, an enclosed chicken coop with an outdoor run, and mature fruit and citrus trees. Parking: 3-car garage plus an expansive driveway with ample guest and RV parking. A turnkey, modern mountain sanctuary where all the heavy lifting has already been done.

21631 Summit Road, Los Gatos

$3,400,000
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

$3,298,888
5 Beds 4 Baths ML82038848 MLS
Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

$3,035,000
3 Beds 3 Baths ML82053525 MLS
Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

$2,949,000
5 Beds 5 Baths ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

$2,900,000
3 Beds 2 Baths ML82027837 MLS
Enjoy sweeping Monterey Bay views, as far as your eyes can see, clean fresh air, and full sun, and your brand-new Custom Home awaits. This private property is the perfect getaway. Gated entrance fruit trees line driveway, elegant concrete steps, open great room, custom lighting, high ceilings, wood trim windows, a beautiful rock Fireplace, baby grand piano, Chefs Kitchen, abundant granite counterspace wrap-around island, pantry, laundry room, 6 car garage ~1200 sqft for all your motorcycles & toys, outdoor kitchen BBQ area, outbuilding could be a guest house, off-grid, solar-powered with a backup generator, flowing tasty water, SURFnet internet ~33 Acres of nature trails to explore, gardening, room to add a pool and hot tub, vineyard, infinity pool, helipad, etc. feels remote, whisked to beach, Silicon Valley, Santa Cruz, Monterey Bay, San Jose & San Francisco airports.

30005 Summit RD, Los Gatos

$2,850,000
5 Beds 5 Baths ML82050514 MLS
Incredible location for this stunning remodel in the Los Gatos Hills! Gated entry and set on on a private, sunny 1.26 acre lot with gorgeous fountains, beautiful oaks and vineyard, home features a grand entry and flexible floor plan with in-law/adu potential. Upgrades galore with chefs gourmet kitchen featuring a La Cornue range, stunning island/breakfast bar with leather counters, stained glass skylights, walk-in pantry and perfected temp wine room. Lovely living areas with hardwood floors and veranda overlooking vineyard and mountain views and formal dining room. Stunning spa like primary suite with fireplace and private balcony. Lower level features Travertine floors with radiant heating system. 2 en-suite bedrooms plus separate 3 rooms off the garage that makes great in-law or potential adu. Separate office space with sports room has french doors opening to back patio. New windows throughout. Great outdoor space for entertaining with patios, bbq area, bocce ball, raised bed gardens, and storage sheds. Property is fully fenced serviced by Villa del monte water plus agricultural well for vineyard. Central Summit road location near Regale and Burrell wineries and schools. Easy commute location 10 minutes to town 15 to the beach. Loma Prieta Schools and Los Gatos High

23005 Del Monte WAY, Los Gatos

$2,750,000
4 Beds 4 Baths ML82052505 MLS
Beautiful estate offering breathtaking mountain views with a peek of the ocean, situated on nearly 4 usable acres with endless possibilities, including equestrian use, organic gardening, or creating your dream outdoor retreat. The main residence features 4 bedrooms, 2 full baths, and 2 half baths, and an oversized 3-car garage with abundant storage. Interior highlights include Brazilian walnut flooring in the main living area, fresh interior paint, newer windows, a spa-inspired primary suite, and a chef's kitchen with updated stainless steel appliances. Designed for entertaining, the home offers an indoor bar, exterior putting green, and driving area. The sun-drenched grounds feature mature fruit trees, a large chicken coop, RV and boat parking, a shipping container for additional storage, and ample room to expand. A newly renovated 2-bedroom, 1-bath guest house currently generates approximately $36,000 annually in rental income, and tenants would like to remain on the property, making it ideal for investment or multigenerational living. This home offers both privacy and flexibility. Connected to a private mutual water system and Comcast high-speed internet. Located within a highly sought-after school district serving students from kindergarten to high school. Come check it out!

23965 Mountain Charlie RD, Los Gatos

$2,750,000
4 Beds 5 Baths ML82042923 MLS
Welcome to the Los Gatos mountain dream. 24010 Summit Woods Drive offers the perfect blend of natural beauty, luxury, space, privacy and convenience. Spanning a fully usable 1.26-acre parcel, this exceptional property provides a peaceful retreat with an easy drive to the Silicon Valley, the coast, and all the stunning destinations in between. Boasting an impressive 5,120 SF floor plan there's ample space for working from home, entertaining and comfortably living the mountain dream year around. The home is thoughtfully laid out with 4 spacious bedrooms - 3 of them with en-suite baths and all with large walk-in closets. The primary bedroom on the ground floor features a stunning spa like bath with double shower and separate vanities. The kitchen is a chef and entertainer's delight that flows perfectly with the eat-in kitchen and huge formal dining room. Outside a patio wraps the entire backside of the home maximizing your enjoyment of the mountains. A finished 6 (yes, SIX) car garage with dedicated workshop offers endless options for hobbyists. Other mountain amenities include a large pantry, custom built chicken coop, water storage tank, generator, utility building and fully fenced perimeter. Excellent Loma Prieta Elementary, CT English Middle and Los Gatos High Schools.

24010 Summit Woods DR, Los Gatos

$2,548,000
5 Beds 3 Baths ML82042111 MLS
Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

$2,438,000
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

$2,350,000
2 Beds 1 Baths ML82060794 MLS
Surrounded by $3M to $6M estates, this beautifully remodeled home offers exceptional privacy, sweeping 270 degree views, Los Gatos schools, and expansive, usable land with endless possibilities and all just approximately 10 minutes from downtown Los Gatos and 28 minutes from Santa Cruz. The property is serviced by PG&E electricity and features a high-production private well with 20,000 gallons of fresh water storage. Approximately three fenced acres are ready for a vineyard, while an additional three acres across the road offer potential for another home, expanded vineyard acreage, or other possibilities. Inside, the main living space features soaring 15+ foot ceilings, Andersen sliding doors, Sonos audio, and a home theater system. A highly insulated, temperature-controlled wine cellar is finished with stone throughout. Two versatile sheds provide laundry facilities, additional storage, and flexible space for a variety of uses. Plans for a home expansion and infinity pool are available upon request.

19375 Montevina 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

$2,295,000
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

$2,150,000
3 Beds 3 Baths CRFR26194826 MLS
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc DR, Los Gatos

$2,150,000
3 Beds 3 Baths 226111824 MLS
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132 projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc Drive, Los Gatos

$1,998,000
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

$1,950,000
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

$1,895,000
3 Beds 2 Baths ML82037619 MLS
Ocean Views clear to Monterey from this quiet location nestled in nature! Stunning views every day! Served by top schools & just minutes from downtown Los Gatos and Santa Cruz beaches. This home boasts 1,900 square feet with gleaming hardwood floors; an updated kitchen with quartz counters, breakfast area and bar seating at the center island plus a beautiful view! 3 bedrooms + an office (with a lot); a family room & sunny dining room. You'll love working from home! 2 car garage with storage AND a huge 24 x 48 detached garage/workshop with full bathroom, air compressor, oversized door & pull-through capabilities. The awesome property is 5.69 acres w/over 3 acres fully fenced w/gated entry. Versatility in the land! A small private wine/table grape vineyard + orchard with several varieties of fruit trees including: apple, pear, peach, fig, persimmon, lemon plum, orange & pomegranate. Separate garden space. 10,000 gallons of water storage; an adorable tree house; ample outdoor space for entertaining & plenty of parking! Located in an award winning school district and an easy commute to Santa Cruz or the Silicon Valley this property has it all. Expand the vineyard or enjoy your private harvest! So many possibilities here!

24854 Skyland RD, 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

$1,825,000
4 Beds 2 Baths ML82050096 MLS
Truly a magical setting! Feel worlds away while being so close to town! Beautifully updated Los Gatos Mountains retreat offers the perfect blend of privacy & convenience in a spectacular setting nestled amongst majestic redwoods! Backyard oasis w/multiple entertaining areas, gas fire pit, fountain, hot tub, bocce ball court & serene forest views. Enjoy the best of mountain living w/easy access to Silicon Valley & the Santa Cruz coast. You can't beat this location! Minutes to schools, Summit Store, Hwy 17, 8 minutes to downtown Los Gatos & 20 minutes to Santa Cruz Harbor. Plus, Old Santa Cruz Hwy provides an alternate convenient route. Open floor plan features abundant natural light, big windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Spacious separate family room. Remodeled bathroom w/separate shower & soaking tub. Freshly painted interior. Tranquil views from each room. Use the Bonus room as office, gym or hobby room. Detached garage, Tesla EV charger & storage structure. Long driveway w/space for multiple cars & easy turnaround. Excellent schools: Loma Prieta Elem, C.T. English Middle & Los Gatos High. Served by Melody Woods Water & high-speed Xfinity cable. Wonderful neighborhood/community.

17275 Melody LN, Los Gatos

$1,800,000
3 Beds 3 Baths ML82030169 MLS
This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

$1,699,000
4 Beds 3 Baths ML82047653 MLS
Amazing new price for this sun-filled Aldercroft Heights home with awesome canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation, and completed inspections. Includes parcel (APN #558-22-018) across the street. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home!

20955 Panorama DR, Los Gatos

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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