Refine Search
Sort by
21568 Alma CT, Los Gatos
$946,000
2 Beds ⋅ 2 Baths ⋅ ML82051193 MLS
Escape to the tranquility of the Santa Cruz Mountains without giving up proximity to town. This move in ready Redwood Estates retreat was rebuilt down to the studs in 2015 and blends modern comfort with the natural beauty of its redwood surroundings. This home offers light-filled spaces designed for today's lifestyle. An open-concept floor plan creates seamless flow between the living area and well-appointed kitchen, featuring granite countertops, breakfast bar seating, and abundant cabinetry. Wood window framing, crown molding, and travertine flooring add warmth and quality throughout. The floor plan offers space well suited for a home office, creative studio, or guest accommodations. Privacy surrounds the property, while ample parking provides a valuable advantage. Approx.10 min. from Downtown Los Gatos, enjoy convenient access to shopping, dining, recreation, and major Silicon Valley employment centers while maintaining the serenity and beauty of mountain living. Those seeking a full-time residence, a quiet retreat, or a place to recharge will find the perfect balance of accessibility and escape. In the highly regarded Los Gatos School District, this is a rare opportunity to enjoy modern living, natural beauty, and a highly sought-after location all in one special property.

21568 Alma CT, Los Gatos

Listing courtesy of Kathleen Hendricks, 831-917-0839 from Sotheby's International Realty
(If provided) CoList: from

20955 Panorama DR, Los Gatos
$1,699,000
4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS
Beautiful sun-filled Aldercroft Heights home with stunning 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 & drop down stairs and completed inspections. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home! Interest rate buy-down possible!

20955 Panorama DR, Los Gatos

Listing courtesy of Kathy Royer, 408-391-6200 from Coldwell Banker Realty
(If provided) CoList: from

18445 Black RD, Los Gatos
$1,100,000
ML82050758 MLS
Custom Home Development Land, 4.23 acres along Black Road, in the Santa Cruz Mountains area of Los Gatos, Located approximately .6 mile from Hwy 17. Very close to downtown Los Gatos, hiking, biking trails, near Lexington Reservoir and several open-space preserves. Just 13 minutes/ 7.3 miles to El Camino Health-Los Gatos Hospital. Property sits across the street from Black Ridge Vineyards. Build you custom dream home, a quiet sanctuary surrounded by nature, yet staying connected to the vibrant energy of downtown Los Gatos and Silicon Valley. Buildability to be verified by the buyer with the City. Don't forget, the Parks close by - Castle Rock State Park, Vasona Lake County Park, Heintz Open Space, St. Joseph's Hill Open Space, and stop and shop at the Los Gatos Shopping Center.

18445 Black RD, Los Gatos

Listing courtesy of Mercedes Albana, 510-468-2347 from American Gateway R.E. & Financial Solutions Inc.
(If provided) CoList: from

14411 Shannon RD, Los Gatos
$11,600,000
7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

Listing courtesy of Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

449 Alberto WAY 131, Los Gatos
$498,000
2 Beds ⋅ 2 Baths ⋅ ML82048633 MLS
Welcome to Los Gatos Commons, one of the areas most desirable 55+ communities, just moments from vibrant Downtown Los Gatos. This beautifully ground-floor residence features a light-filled open layout with radiant heating and stylish modern finishes throughout. The kitchen showcases elegant granite countertops, white cabinets, newer fixtures including a stove, microwave, and dishwasher. Both spacious bedroom suites offer comfort and privacy, while the enclosed private patio provides a peaceful space to relax and enjoy the tranquil surroundings. Enjoy a serene lifestyle with easy access to shopping, dining, walking trails, and all the charm of Downtown Los Gatos. Convenient access to Highway 17 makes commuting simple while still enjoying the comfort and quiet of this welcoming community.

449 Alberto WAY 131, Los Gatos

Listing courtesy of Kim Lam, 408-893-5622 from Premier Century Real Estate Services
(If provided) CoList: from

25405 Adams RD, Los Gatos
$998,000
2 Beds ⋅ 1 Baths ⋅ ML82046887 MLS
Is a mountain escape calling you? This cottage hideaway is a must see and full of potential! No valley noise, down a beautiful forest road, and just minutes from delicious food from Summit Grocery, Friday Farmer's Market, and Taylor Farm Stand! Flat usable space, privacy, sun and shade, outdoor enjoyment patios and an easy maintenance yard. Unwind surrounded by nature and inside the home cozy up to the warm, soft glow of the pellet stove. 2 upstairs bedrooms feature views into the treetops like you're in a treehouse. Ground floor has the full bath with great natural light, and a living room with sliding glass doors opening onto the back balcony. Breakfast bar opens to a brick laid patio and backyard. Light, bright kitchen perfect to grow herbs, and you can prep meals on a gas stove. Low-maintenance fake grass, high-production private water well great for the gardener and homesteading. Store all your holiday decor, crafts you swear you'll use one day, sports collectibles and more in the outbuilding, or the shed. Addt'l 3rd garden shed. So much parking! Covered for large vehicle or 2, plus parking for 4+ cars, plus RV. Close by are dog-friendly award winning wineries, or cruise the redwoods along historic Soquel San Jose Rd. to Santa Cruz to the beach!

25405 Adams RD, Los Gatos

Listing courtesy of Rob Ellis, 408-858-5222 from RE/MAX Realty Partners
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty

14380 Long Ridge RD, Los Gatos
$1,495,000
3 Beds ⋅ 3 Baths ⋅ ML82048042 MLS
NEW PRICE!!! Experience the perfect blend of refined living & mountain serenity in this immaculate Los Gatos home. Surrounded by natural beauty on 1.3 acres, mature fruit trees & a separate vegetable garden. An adorable, permitted turnkey/move-in ready 952 sq ADU is perfect for guests or rental income. The ADU features a 1 BR/1 BA with an upstairs loft, & in-unit washer & dryer, complete with outdoor space for entertaining, and its own storage space & parking. Avg. rental rates for an ADU is $2500-$3200. Just outside your front door, the property unfolds into a tranquil English garden. Delight in all the garden views from the comfort of the homes wraparound porch. This unique estate offers versatility, elegance, with plenty of room to live, work & entertain. The spacious 2,401 sq main home features 3 large BR, 3 full BA, a formal living room, formal dining, a beautiful eat-in-kitchen with breakfast bar, expansive rear deck, a separate laundry room, and a flexible bonus room which can be used as a family room, office, or hobby room. The abundant 990 sq barn is perfect for storage, cars, boats, RV, workshop or hobbies. Award winning Los Gatos Schools. A magical setting with your own storybook home for you to cherish offering lifestyle, tranquility and space.

14380 Long Ridge RD, Los Gatos

Listing courtesy of Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

20100 Black RD, Los Gatos
$2,950,000
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

Listing courtesy of David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

24580 Loma Prieta AVE, 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

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

27510 Loma Prieta WAY, Los Gatos
$1,695,000
3 Beds ⋅ 3 Baths ⋅ ML82045960 MLS
Only 30 Minutes to Los Gatos or Santa Cruz * This "Top of the World" Custom Home Commands Sweeping Views of the Coastline and Unforgettable Sunsets * Designed with Both Elegance and Intention, the Upgraded Chef's Kitchen Showcases Quartz Countertops, Wolf Range, Viking Warming Drawer, Other High-End Appliances, Custom Cabinetry, Recessed Lighting, Pantry with a Glass Panel Door * Distinctive Touches * Repurposed Redwood and Walnut Accents * Freestanding Stove Lend Warmth, Character and Craftsmanship * Living Room is Defined by a Dramatic Wall of Picture Windows, Seamlessly Blending Indoor and Outdoor Beauty While Filling the Space with Natural Light * Fireplace * Rich Architectural Details Include Custom Wood Wainscoting * Hardwood and Tile Flooring * Arched Doorways * Old-World Textured Walls and Ceilings Creating a Timeless, Sophisticated Ambiance * A Few Stairs Will Direct You to a Loft-Style Game Room with Plank Floors Offers Flexible Living Space * Bonus Room Could Be 4th Bedroom * Expansive View Decks Invite Effortless Entertaining or Quiet Beautiful Sunsets * Additional Amenities Include an Automatic Water Shutoff System, Wrought Iron Fencing, Multiple View Patios, Generator Readiness for Added Security, New Septic System, and Covered Parking.

27510 Loma Prieta WAY, Los Gatos

Listing courtesy of John Espinosa, 408-309-3848 from Alta Realty Group CA
(If provided) CoList: Jennifer Espinosa from Alta Realty Group CA

19534 Montevina RD, Los Gatos
$4,499,999
6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS
MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! 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

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

18836 Favre Ridge RD, Los Gatos

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

443 Alberto WAY B218, Los Gatos
$499,950
2 Beds ⋅ 1 Baths ⋅ ML82045049 MLS ⋅ Los Gatos Commons BLDG.
This is it, YOUR NEW HOME! Welcome to this bright and beautiful condo in the heart of Silicon Valley. Stand out features include a welcoming floor plan filled with natural light; brand new designer paint throughout; brand new carpet; updated bathroom; an updated kitchen with granite countertops, modern cabinets, and high-quality appliances; radiant heating; new water heater; private enclosed balcony; and low monthly HOA. Los Gatos Commons is a secure, gated 55+ senior community that includes elevator, pool, spa, exercise room, club house, and library in a quiet and safe park-like setting. Conveniently located, this complex sits just minutes to numerous shops, restaurants, parks, and vibrant Downtown Los Gatos. Whatever your lifestyle, the neighborhood's ideal location and distinctive community lets you create a life uniquely you, and this beautiful modern condo will have you living the good life for years to come. WELCOME TO YOUR NEW HOME!

443 Alberto WAY B218, Los Gatos

Listing courtesy of Alana Lam, 408-981-6012 from Intero Real Estate Services
(If provided) CoList: from

16840 Cypress WAY, Los Gatos
$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

18453 Las Cumbres RD, Los Gatos
$1,695,000
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

2950 Bear Canyon RD, Los Gatos
$575,000
3 Beds ⋅ 2 Baths ⋅ ML82041033 MLS
Motivated Seller! Set on 17 private acres in the Santa Cruz Mountains, this off-grid 3 bedroom, 2 bathroom property offers privacy, space, and a great setup for those looking for a horse property or peaceful mountain retreat. With plenty of usable land for riding, exploring, or enjoying the outdoors, the property also offers space for hiking trails, mountain biking, ATV adventures, and more. The home is designed to take advantage of the natural surroundings with spacious decks ideal for outdoor dining, entertaining, or relaxing under the stars. A detached two-car garage adds extra flexibility for storage, hobbies, or workshop space. Inside, recent updates include durable LVP flooring and a comfortable layout with abundant natural light. Located within a gated ~300 acre community, the property feels private and tucked away while still being about 30 minutes from town and everyday conveniences. Set within the highly regarded Los Gatos school district, this is a rare opportunity to enjoy acreage, privacy, and mountain living with room to make it your own.

2950 Bear Canyon RD, Los Gatos

Listing courtesy of Pavlina&Tarantino, 831-275-7315 from Room Real Estate
(If provided) CoList: Dylan Linde from Room Real Estate

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

26756 Adams RD, Los Gatos

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

Sunset View Road, Los Gatos
$369,000
426114942 MLS
*Seller financing available* Welcome to 0 Sunset View Rd, an exceptional opportunity to own a piece of paradise in the prestigious Los Gatos area. This expansive parcel of land offers a blank canvas for you to design and build your dream home, nestled amidst the serene beauty of nature. Spanning a generous size, this property provides ample space for a custom residence, gardens, and outdoor living areas, all while maintaining privacy and tranquility. Located in a highly desirable neighborhood, this land boasts breathtaking views of the surrounding hills and valleys, offering a picturesque backdrop for your future home. The natural landscape provides a sense of seclusion, yet you are conveniently close to the vibrant downtown Los Gatos, where you can enjoy a variety of dining, shopping, and recreational options. With easy access to major Highway 17, this location combines the best of both worlds: a peaceful retreat and connectivity to the bustling Silicon Valley. Whether you envision a modern architectural masterpiece or a charming traditional estate, this property offers the flexibility to bring your vision to life. Don't miss this rare opportunity to create a custom sanctuary in one of California's most sought-after regions! For transparency, a prior landslide in 2017 occurred in a lower portion of the property. Buyer to investigate all aspects of the property including geology, access, and development feasibility. Contact the listing agent, David Qiao for additional information and disclosures.

Sunset View Road, Los Gatos

Listing courtesy of David Qiao, from Real Brokerage Technologies
(If provided) CoList: from

22065 Old Santa Cruz HWY, Los Gatos
$360,000
ML82038705 MLS
Imagine your dream home nestled amongst the majestic redwoods of the Santa Cruz Mountains. This remarkable parcel offers the rare advantage of a mostly flat building envelope, a blank canvas ready for your architectural vision. Privacy, peace, and unparalleled natural beauty surround you. From this elevated vantage point, enjoy breathtaking views glittering city lights stretching across the valley and the tranquil expanse of Lexington Reservoir shimmering under the California sun. Beyond the views, discover a profound connection to nature. Towering trees, the calming sounds of the forest, and an abundance of local wildlife create an idyllic retreat from the everyday. This is more than a property; it's a lifestyle. Significant investments have been made in its development. Numerous investigations and meticulously prepared reports lay the groundwork for your build; septic perc test, a detailed geological report, architectural renderings for conceptual purposes, and precise build pad drawings, PGE substructure designs and a shared well agreement, simplifying your path to development. Ready for its new owner to make the final push for build site approval and break ground. EZ commute. Nearby historic town of Patchen, rich local history. Loma Prieta Elem. Los Gatos High School.

22065 Old Santa Cruz HWY, Los Gatos

Listing courtesy of Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

25200 Loma Prieta AVE, Los Gatos
$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

19975 Skyline BLVD, Los Gatos
$2,599,000
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

21578 Alma CT, Los Gatos
$375,000
ML82037707 MLS
A rare buildable parcel in the heart of Redwood Estates offers over half an acre of prime land with maximum privacy, sunshine and an easy commute to town. This is the perfect place for someone looking to build their dream home in the Los Gatos Mountains on a lot with a flat building pad at the end of a quiet cul-de-sac with running water from the municipal water company (no new water service needs to be installed), electricity at the street, a septic system already in place, a nearby working fire hydrant and an existing garage structure. Sale includes full architectural plans and reports to build a 2600 s/f single family home or aide you in strategizing and executing your own plans. Just 15 minutes from downtown Los Gatos, with top-rated Los Gatos schools, this lower Redwood Estates property will allow you to retreat to the mountains but stay within touching distance of all things Silicon Valley. Redwood Estates is a self-sufficient community that has its own post office, convenience store, restaurant, a newly construction fire station and a community center. Members of the community have access to a swimming pool, two parks and a beautiful building perfect for celebrating important life events. Seller financing is available.

21578 Alma CT, Los Gatos

Listing courtesy of Victor Nemechek, 408-373-1178 from Radius Agent Realty
(If provided) CoList: from

15397 Kennedy RD, Los Gatos
$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. On-site temporary PG&E 200 amp service; infrastructure there for simple conversion to permanent. 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

24854 Skyland RD, Los Gatos
$1,895,000
3 Beds ⋅ 2 Baths ⋅ ML82037619 MLS
OPEN SUN 10/25 from 1-3pm! 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. Horses are certainly possible!

24854 Skyland RD, Los Gatos

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

board logoBased 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.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!