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$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

Listing courtesy of Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services
$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

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

$1,998,000
5 Beds ⋅ 3 Baths ⋅ ML82042781 MLS
Tucked away on a peaceful ~4 acre setting in Los Gatos, 265 Burrell Ct is where modern luxury meets everyday escape. This beautifully renovated 5 bedroom, 3 bathroom home is filled with soaring ceilings and natural light, creating a warm, elevated living experience. Designed for the Silicon Valley lifestyle, this home offers the rare balance of total privacy and seamless connectivity, with fiber internet in place. Step outside to multiple decks, a large turf area for play, and thoughtfully designed garden beds. Enjoy your own private wellness retreat with a sauna, hot tub, and cold plunge surrounded by tranquil natural beauty. Beyond the immediate grounds, take in sweeping cross-canyon and ridgeline views framed by towering redwoods, a daily reminder of the landscape that makes this setting truly one of a kind. The property features two separate entrances for added flexibility, a dedicated RV parking pad, a detached 2 car garage with heating and cooling, and a separate ~450 sqft office with vaulted ceilings, private deck, and its own climate control. A backup generator adds comfort and peace of mind. Ideally located near the Summit Store and local schools, and just minutes from town, this is more than a home, it is a lifestyle defined by balance, privacy, and connection.

265 Burrell Ct, Los Gatos

Listing courtesy of The Gummow Brothers, 408-455-8339 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,250,000
3 Beds ⋅ 3 Baths ⋅ ML82041703 MLS ⋅ BIG REDWOOD PARK BLDG.
Redwood Canyon Retreat, Mountain Living, Convenience and Lifestyle! Tucked among towering redwoods, 15 min to Los Gatos, 20 min to Santa Cruz, easy Hwy 17 access via the Glenwood cutoff. This beautifully remodeled 3-bed, 3-bath mountain home delivers serenity without sacrificing convenience. With 2,744 sq ft of permitted living space across two renovated structures - Premium Wolf appliances, quartz countertops, hardwood floors and three gas fireplaces set the tone inside, while sweeping redwood decks and forest views complete the picture outside. The primary suite features a stone fireplace, hardwood floors, private deck access and redwood forest views. A second fully remodeled bathroom stuns with marble tile, backlit LED mirror, vessel sink, rain-head shower and matte-black fixtures - a spa-level finish rarely found at this price. The lower level functions as a self-contained 1-bed/1-bath unit and with a permitted guest cottage they EACH could generate ~ $1.8k-2.2k/month, offsetting ~ $4k of a monthly mortgage. Live in the main home and earn income from two units. 2-car garage, workshop, spacious parking, auto sprinklers and BBQ area. Top-rated Scotts Valley schools. Mountain escape. City access. Income potential. Rarely does one property deliver all three.

18485 Main BLVD, Los Gatos

Listing courtesy of Daniil Gorkov, 408-444-1093 from Beverly & Company
(If provided) CoList: from

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

18800 Saratoga Los Gatos RD, Los Gatos

Listing courtesy of Parrin Jalali, 408-497-7797 from Intero Real Estate Services
(If provided) CoList: from

$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

Listing courtesy of Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$1,249,999
2 Beds ⋅ 2 Baths ⋅ ML82042348 MLS ⋅ Bellaterra @North40 BLDG.
It's rare to find a home in Los Gatos built in the last five years without a $2-3M price tag. 15016 Briggs Court is that rare opportunity....and more. As one of only seven units with this coveted floor plan in the entire 253-home Bellaterra community, this is a truly limited offering. Bellaterra @North40 is the only newer-built condo community in Los Gatos. Step inside and you're greeted by vaulted ceilings, large windows that allow for tons of natural light, and two private balconies with views of the Santa Cruz Mountains. The open-concept kitchen and living area feature quartz countertops, Bosch stainless steel appliances, and modern finishes throughout. The location speaks for itself. Just imagine mornings at the Bay Club, afternoon runs along the Los Gatos Creek Trail, weekends at Vasona Park, and evenings exploring the restaurants and boutiques of downtown Los Gatos all just minutes from your front door. If that isn't enough, you have access to top-rated Los Gatos schools. A brand new Whole Foods is up the street. And soon, The Junction, anchored by Michelin-recognized Mentone from acclaimed chef David Kinch and the nationally celebrated Manresa Bread will be right at your doorstep. In Los Gatos, you don't get all of this for this price. Until now. Welcome home.

15016 Briggs CT, Los Gatos

Listing courtesy of Nate Kelly, 408-836-4439 from Compass
(If provided) CoList: Chris Buchanan from Intero Real Estate Services
$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

Listing courtesy of Brett Yoshihara, 408-674-5101 from Intero Real Estate Services
(If provided) CoList: Denise Yoshihara from Intero Real Estate Services
$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

Listing courtesy of Paul Oh, 669-888-4967 from New Star Realty Silicon Valley
(If provided) CoList: from

$1,898,000
ML82042527 MLS
Beautiful view vacant parcel awaiting the design and construction of your new home. This .93 of an acre property offers an expansive flat building pad with unobstructed views of the valley floor and San Francisco Bay. Utilities are available at the street providing San Jose Water, electricity and natural gas by PG&E, and fiber optic for internet by Frontier. Septic system will need to be tested for and installed. Updated geological, soil, and geotechnical reports will need to be obtained as these parcels were entitled in approximately 1985 by the city of Los Gatos. Survey and plot map available. Award winning Los Gatos schools.

16363 Aztec Ridge DR, Los Gatos

Listing courtesy of Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

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

104 Cherry Hill CT, Los Gatos

Listing courtesy of Christina M. Rubino, 408-728-3192 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,799,000
4 Beds ⋅ 3 Baths ⋅ ML82040088 MLS ⋅ Las Cumbres BLDG.
Welcome to this exceptional home in the highly desirable Las Cumbres community, where comfort, space, and natural beauty come together. A stunning entryway with vaulted ceilings and a grand staircase creates a warm first impression. The open floor plan features wide hallways and seamless flow between rooms, perfect for everyday living and entertaining. The remodeled kitchen is the heart of the home, offering new appliances, a large island, ample prep space, and an eating area with charming alcove windows. It opens to a spacious family room with a cozy wood-burning stove. A formal dining room connects to the kitchen and living areas, while the elegant living room features vaulted ceilings and its own wood-burning stove. The main level includes a versatile bedroom or office and a bonus playroom. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, large bathroom, and private deck. Two additional bedrooms include alcove spaces, with new flooring throughout the second floor. Additional highlights include a 3-car garage, newer interior paint, abundant natural light, and peaceful forest views. Ideally located just minutes from downtown Los Gatos. the community offers a clubhouse, pool, sports courts, trails, events, and top-rated Los Gatos High School.

18453 Las Cumbres RD, Los Gatos

Listing courtesy of Alfredo Barajas Team, 408-605-4800 from Coldwell Banker Realty
(If provided) CoList: from

$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

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
$2,598,000
3 Beds ⋅ 2 Baths ⋅ ML82040247 MLS
Rare Opportunity in the Beautiful and Prestigious town of Los Gatos This classic fixer-upper sits on a spacious, highly desirable lot that offers incredible potential. Perfect for contractors, visionaries, or anyone ready to build their dream home from the ground up. Tear down or renovate to create a custom residence in one of Silicon Valleys most sought-after communities, surrounded by luxury homes and excellent schools in the Los Gatos Union School District. The true value here is the generous lot size and prime location a blank canvas in an elite neighborhood where land opportunities are increasingly scarce.

16001 Stephenie LN, Los Gatos

Listing courtesy of Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

$1,399,000
3 Beds ⋅ 3 Baths ⋅ ML82040197 MLS
This beautiful home sits on a peaceful parcel offering privacy, open space, & stunning natural surroundings while remaining conveniently close to town.The main level includes living & entertaining. 2 separate entrances: main front entrance & practical mudroom entry, which is especially convenient throughout the seasons and ideal for families.2nd level, includes spacious office w/ large windows overlooking beautiful green meadow, built-in library, & light-filled workplace.Bedrooms are arranged in split-level layout.Exceptional outdoor living with 2 expansive decks ideal for entertaining/relaxing in nature.Plus a detached 2 car garage, storage shed, woodshed, an A-frame studio ideal for use as an art studio, fitness space, meditation room, or private retreat. Home equipped w/ full-house Guardian 22-kw generator, 2nd floor has air conditioning in bedrooms and office area. Heated by a propane powered forced air system serving both floors. The location is very convenient: approximately 10 minutes to Summit Road Exit and about 20 minutes to downtown Los Gatos, with easy access to Scotts Valley or Los Gatos for shopping, dining, and daily needs.This property offers space, privacy, versatility, and beautiful outdoor living, making it a truly special place to call home.

14161 Old Japanese RD, Los Gatos

Listing courtesy of Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$13,800,000
6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS
Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listing courtesy of Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$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

Listing courtesy of Kalina Wasman, 650-773-4049 from Compass
(If provided) CoList: from

$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

Listing courtesy of Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listing courtesy of Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

$2,250,000
ML82037658 MLS
This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water and temporary PG&E power. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

15397 Kennedy RD, Los Gatos

Listing courtesy of David Propach, 408-202-7125 from But Simple, Inc.
(If provided) CoList: from

$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

Listing courtesy of Bobbie J. Herteman, 831-566-5835 from Bobbie Herteman Real Estate
(If provided) CoList: from

$1,650,000
4 Beds ⋅ 3 Baths ⋅ ML82037375 MLS ⋅ Las Cumbres BLDG.
Perched atop a sunny ridge, this home offers stunning views of the Santa Cruz Mountains in the tranquil Las Cumbres community, where natural serenity meets modern luxury. Recently remodeled, the interior features hardwood floors, granite countertops, recessed lighting, a home gym, and Nest and Ring smart home systems. Panoramic windows frame mountain vistas, while multiple decks invite relaxation. Outside, the home boasts just as much as within; enjoy the playground with a sandbox and room to run, a hot tub, and a gas fire pit under the stars. Wine enthusiasts will love the custom wine cellar, adding sophistication to this retreat. A large solar system, two electric car chargers, and a Generac backup generator provide sustainable energy and peace of mind. With high-speed internet, a home office with inspiring views becomes a reality. Practical touches include a two-car garage with a workshop, a fenced dog run, a spacious lower driveway, and ample upper parking. Top-rated schools include Lakeside Elementary, CT English Middle, and Los Gatos High. This is a serene mountain sanctuary.

22125 Miller Ridge RD, Los Gatos

Listing courtesy of Thomas Mendoza, 831-435-8518 from Compass
(If provided) CoList: from

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

120 Oak Meadow DR, Los Gatos

Listing courtesy of Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty
$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

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
$1,698,000
4 Beds ⋅ 4 Baths ⋅ ML82035012 MLS
Offered through the Kennedy Estate. Set on 21.37 acres in the Los Gatos mountains, this property features a 2,559 square foot home built in 1952 with five bedrooms and three and a half bathrooms. The residence has been held by the Kennedy family for many years and remains in original condition, offering a rare opportunity for buyers seeking a large acreage setting with long established improvements. The land includes natural terrain, mature trees, and areas used for pear cultivation. A unique chance to own a substantial mountain property with privacy and space. Buyers are advised to verify all property details, including utilities, access, zoning, permits, square footage, with the appropriate county agencies.

24733 Loma Prieta AVE, Los Gatos

Listing courtesy of Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
$1,572,000
2 Beds ⋅ 1 Baths ⋅ ML82034135 MLS
This property is part of the Kennedy Estate. Two adjoining parcels (APN 098 011 22 and 098 011 23) totaling 44.61 acres in a peaceful, private mountain setting. These parcels include a small home, an additional structure suitable for storage, and an established orchard, offering a blend of existing improvements and expansive natural landscape. The property features open space, mature trees, and long-term land holding appeal. Buyers should verify zoning, utilities, access, septic, water sources, and all permitted uses with Santa Cruz County. A substantial acreage offering in a desirable rural location.

24580 Loma Prieta AVE, Los Gatos

Listing courtesy of Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
$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

Listing courtesy of Laura Lynn, 831-479-4894 from California Real Estate
(If provided) CoList: from

$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

Listing courtesy of George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$1,449,000
3 Beds ⋅ 3 Baths ⋅ ML82032455 MLS
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!

21386 Sunnyside 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
$1,100,000
3 Beds ⋅ 2 Baths ⋅ ML82026468 MLS
A stunning Los Gatos sanctuary where peace, beauty and convenience harmonize perfectly with breathtaking views for miles. This inviting home offers 3 beds,2 baths with 1,706 SF, nestled on 4.766 acres of abundant bliss. Soothing sounds of nature create a true sense of escape just minutes from downtown Los Gatos. Wake up to panoramic vistas and gentle morning light streaming through the trees. Experience balance with restorative fresh mountain air inviting you to slow down and breathe deeply. The open living spaces feature large windows that frame the surrounding landscape, blending indoor comfort with the natural splendor outside. Whether you're enjoying dining on the deck at sunset or hosting friends under a canopy of stars, this property embodies the essence of California mountain living, peaceful, private, and profoundly beautiful. This well located property offers an easy commute to Silicon Valleys major employers and top-rated Los Gatos schools (8/8/10 Great Schools ratings). You're close enough to downtown to enjoy world-class restaurants, wineries, concerts, boutique shopping, and weekend farmers markets, yet far enough to truly unwind and recharge. Don't miss this rare opportunity to own a piece of paradise, where convenience meets calm and every day feels like a getaway.

15245 Stetson RD, Los Gatos

Listing courtesy of Lisa Provenzano, 408-386-0467 from KW Bay Area Estates
(If provided) CoList: Mario Ramirez from KW Bay Area Estates

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