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19915 Wright DR, Los Gatos
$2,250,000
8 Beds ⋅ ML82065898 MLS
THREE RESIDENCES. ESTABLISHED INCOME. EXCEPTIONAL LOS GATOS LOCATION. Three income-producing residences on nearly an acre, just five minutes from downtown Los Gatos and 100 yards from Lexington Reservoir. The attached in-law unit and detached cottage currently generate approximately $6,000 per month combined. The five-bedroom main home previously rented for an additional $6,000 per month, bringing potential gross rental income to approximately $12,000 monthly, or $144,000 annually, based on current and historical rents. The main home features brand-new flooring throughout, dual-pane windows, fresh paint, stainless steel appliances, and quartz countertops. A two-car garage and approximately 540-square-foot semi-finished basement provide additional utility and storage. Desirable Los Gatos schools, proximity to downtown, and access to Lexington Reservoir strengthen the property's rental appeal. With two rentals already generating income and an established rental history for the main home, this versatile property offers a compelling opportunity for investors seeking multiple income streams in a sought-after Los Gatos location. This is a very rare opportunity and excellent value. Don't miss out on this incredible investment opportunity!

19915 Wright DR, Los Gatos

Listed by Scott C. Poncetta, 408-757-1007 from KW Bay Area Estates
(If provided) CoList: Judith Vandsburger from KW Bay Area Estates
19915 Wright DR, Los Gatos
$2,250,000
5 Beds ⋅ 3 Baths ⋅ ML82065888 MLS
EXCEPTIONAL LOCATION. THREE RESIDENCES. ENDLESS POSSIBILITIES. Enjoy remarkable versatility and value on nearly an acre, just five minutes from downtown Los Gatos and 100 yards from Lexington Reservoir. Within walking distance of highly desirable Lexington Elementary, this property features a five-bedroom, three-bath main home, an attached in-law unit, and a detached cottage offering flexible options for multigenerational living, guests, or rental income. The cottage and in-law unit currently generate approximately $6,000 per month in combined rental income, creating an exceptional opportunity to live in the main home while rental income helps offset your living expenses. The main home shines with brand-new flooring throughout, complemented by dual-pane windows, fresh paint, stainless steel appliances, and quartz countertops. A two-car garage and approximately 540-square-foot semi-finished basement provide additional space for storage, hobbies, or future possibilities. An outstanding combination of location, flexibility, and income potential, all with desirable Los Gatos schools.

19915 Wright DR, Los Gatos

Listed by Scott C. Poncetta, 408-757-1007 from KW Bay Area Estates
(If provided) CoList: Judith Vandsburger from KW Bay Area Estates
17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82064735 MLS
Just under a mile along scenic Summit Rd, Melody Lane is a welcoming enclave tucked beneath majestic redwoods. This updated Los Gatos Mountains retreat sits privately on over an acre in an enchanting natural setting. The open layout offers abundant light, oversized windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Generous downstairs family room. Remodeled bath w/separate shower & soaking tub. Fresh interior paint. Peaceful forest views from every room. Bonus room ideal for office, gym or spacious closet. Backyard getaway w/several gathering spaces, gas fire pit, bocce court & redwood views! a perfect spot to relax & entertain Experience mountain living w/convenient access to Silicon Valley & the Santa Cruz coast. Enjoy this coveted location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery & 15 min to Santa Cruz. Old Santa Cruz Hwy offers another easy route. Detached garage, Tesla EV charger & exterior storage shed. Long driveway accommodates multiple cars with an easy turnaround. Nearby hiking & biking trails abound. Served by Melody Woods Water & high-speed Xfinity cable. Top Schools: Loma Prieta, CT English, Los Gatos High. A special opportunity in a magical setting. Don't miss out!

17275 Melody LN, Los Gatos

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

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

19050 Skyline BLVD, Los Gatos

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

21601 Norman DR, Los Gatos
$599,000
1 Beds ⋅ 2 Baths ⋅ ML82063180 MLS
Tucked among the peaceful beauty of the Los Gatos Mountains, this charming property feels like a page from a storybook. Lovingly cared for as a cherished home for many years, it is filled with warmth and character, and the quiet rhythm of mountain living. The inviting floorplan features an ample living room with vaulted ceiling and a light-filled sunroom, the perfect spot for dining, reading, or entertaining.The lower level is a sanctuary, featuring a relaxing primary suite which includes a bedroom, a separate flex room for office or hobbies, plus a powder room. Nature views from every window, abundant skylights fill the rooms with sun! Recent upgrades include fresh paint, new carpet, and refinished cabinets, complemented by beautiful fir floors and dual-pane windows. An over-sized one-car garage and separate shed provide valuable storage and workspace.Enjoy easy access via well maintained roads to the property, plus plenty of parking! Three patios and a deck create wonderful opportunities for outdoor living.Embrace the serenity of the mountains while remaining close to down-town Los Gatos and everyday conveniences.Located in the award winning Los Gatos School District! This turnkey mountain retreat is ready for its next chapter and for new memories to be made. Your dream awaits!

21601 Norman DR, Los Gatos

Listed by Heidi Robinson, 831-234-9823 from Compass
(If provided) CoList: from

00-2 Old Santa Cruz HWY, Los Gatos
$3,950,000
ML82057902 MLS
PREMIUM WATERFRONT ESTATE PARCEL ~ LOS GATOS, CA (SANTA CLARA COUNTY) Nowhere else in the entire Bay Area will you find such an exceptional 3.11-acre waterfront parcel, where you can build your dream estate, compound, or retreat center. Located in prestigious Los Gatos offering direct Lexington Reservoir access with optimal square-footage development footprint. Professionally surveyed, septic plan complete, engineered and planning underway. Pre-submittal phase with rare customization window: shape home placement, design, site parameters, and development vision before parameters finalize. STANDOUT FEATURES: Prime development footprint ideal for luxury estate siting. Direct water access in a rare waterfront development setting. Adjacent hiking and biking trails. Minutes to downtown Los Gatos. Santa Clara County regulatory flexibility enables innovative design approaches. Top-rated schools. Surrounded by multimillion dollar estate homes. Optimal footprint and water access enable distinctive luxury home positioning with full design control. Massei Construction is a highly regarded luxury homebuilder developing estates throughout California. Price includes pre-development work and site studies customized to your vision for the property.

00-2 Old Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty
21477 Old Mine RD, Los Gatos
$899,000
2 Beds ⋅ 2 Baths ⋅ ML82056085 MLS
Experience peaceful mountain living with Silicon Valley convenience in the Los Gatos hills above Lexington Reservoir. Surrounded by mature trees and scenic hillside views, this thoughtfully updated home has easy access to both nature and city life. Located in the sunny Aldercroft Heights Community, this home includes 2 cozy bedrooms, 2 updated bathrooms, hardwood flooring, granite kitchen countertops, central heat, dual-pane windows with remote-controlled shades, and a tankless water heater. A detached Zomes dome set on its own platform with easy access from the main house serves as an inspiring bonus space for music, art, fitness, or remote work. Enjoy a spacious deck overlooking the surrounding hills and sounds of nature. The property features newer fences, a dedicated dog run, play area, storage sheds, and covered parking with electric vehicle charging. Conveniently located just minutes from downtown Los Gatos, Lexington Reservoir, hiking and biking trails, and major commute routes, all within the highly regarded Los Gatos school district, including Lexington Elementary, Fisher Middle, & Los Gatos High. Aldercroft Heights is truly a hidden gem, with an abundance of sunshine, beautiful trees, fast internet and just a 10-15 minute drive to the heart of downtown Los Gatos

21477 Old Mine RD, Los Gatos

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

1095 Wilderfield, Los Gatos
$1,420,000
3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS
Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

Listed by David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

23695 Hutchinson RD, 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

Listed by Katie Keeler, 831-588-6959 from eXp Realty of California Inc
(If provided) CoList: from

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

20905 Comanche TRL, Los Gatos

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

20378 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

Listed by Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

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

Listed by Kathleen Hendricks, 831-917-0839 from Sotheby's International Realty
(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

Listed by David Conti, 408-896-4081 from KW Bay Area Estates
(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

Listed by 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

Listed by Kalina Wasman, 650-773-4049 from Compass
(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

Listed by Victor Nemechek, 408-373-1178 from Radius Agent Realty
(If provided) CoList: from

24733 Loma Prieta AVE, Los Gatos
$698,000
1 Beds ⋅ 1 Baths ⋅ ML82034137 MLS
This property is part of the Kennedy Estate. A rare 26.8-acres Los Gatos mountain property featuring a natural spring, mature trees, and exceptional privacy. This property includes an older home situated within a serene, wooded setting, offering a unique opportunity for those seeking substantial acreage and a natural water source. Buyers should verify zoning, access, utilities, square footage, septic, water rights, and all permitted uses with Santa Clara County. A peaceful retreat ideal for those looking to secure significant land in a desirable mountain location.

24733 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
22700 Old Santa Cruz HWY, 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

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Compass are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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