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20471 Black RD, Los Gatos
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML82040577 MLS
Two homes, two separate addresses (20471 Black Rd and 20469 Black Rd), over 32 acres of beautiful land dropping down to a creek. Wide trail to creek and current owners take their dirt bikes on rides through the lower property. Incredible views, very peaceful. The main house has the primary suite on one side with a nearby second bedroom that can be used as an office. Two other bedrooms are on the opposite side of the home for privacy. One bedroom is an ensuite, the other has a bathroom just outside its door. Large laundry room. Kitchen, dining room and living room have incredible views of the nearby hills. Large orchard and multiple fruit trees including apple and Meyers lemons. Current owner is working to separate the two homes into two properties. both homes have their own addresses. Once separated, you could add an ADU to each home for rental income. If you enjoy hiking or offroad trail riding on private land, this property is for you. The second home has its own garage with an upper level storage area, 3 bedrooms, 1.5 baths, and a deck overlooking the hills and meadow. Zillow estimate is for only one home.

20471 Black RD, Los Gatos

18081 Redwood DR, Los Gatos
$1,241,730
3 Beds ⋅ 2 Baths ⋅ ML82039803 MLS ⋅ Redwood Estates BLDG.
Tucked among towering redwoods and overlooking the shimmering waters of Lexington Reservoir, this enchanting Tahoe-style A-frame cabin blends rustic charm with thoughtful modern upgrades offering a rare opportunity to own two parcels totaling approximately 14,466 sq ft. Step inside and experience a home that truly embraces you. This residence lives much larger thanks to flexible bonus room, converted garage and a versatile shedio perfect for a home office, studio, or additional living quarters. If you need more room, this property delivers creative possibilities that will pleasantly surprise. The home features designer finishes throughout, including custom sinks, countertops, and cabinetry, along with abundant storage. New roof and a spacious brick patio ideal for entertaining under the trees. Outdoor living shines here; Expansive deck surrounded by majestic redwoods, Sunny garden area, Hot tub hookup for relaxing under the stars. Park-like open space and trails from the backyard. Breathtaking reservoir and city light views, and a short walk to Pizzeria Vittoria, Store, post office, pool, park, sports field, and pavilion. More than a home its a warm, inviting mountain escape with room to grow, space to breathe, and a lifestyle to love. Lexington Elem, and Los Gatos High School.

18081 Redwood DR, Los Gatos

22108 Call Of The Wild RD, Los Gatos
$2,650,000
6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS
Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

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

21565 Alma CT, Los Gatos
$355,000
3 Beds ⋅ 1 Baths ⋅ ML82039156 MLS
Opportunity knocks in the heart of Redwood Estates! This 3-bedroom, 1-bath home sits on a sunny double lot, totaling approximately 0.46 acres (0.27 acres + 0.19 acres), surrounded by towering redwoods and serene forest views. Its your chance to craft the home of your dreams and build equity with a little vision and elbow grease. Beyond the charm of the natural surroundings, this property offers the ultimate combination of tranquility and convenience. Located within the highly regarded Los Gatos School District featuring Lexington Elementary, Fisher Middle, and Los Gatos High. Plus, youre just a quick commute to Los Gatos and San Jose, making it perfect for those who want the best of both worlds: peaceful retreat and city accessibility. Whether youre looking to renovate, rebuild, or reimagine, this property is brimming with potential. Dont miss this rare opportunity to create something truly special in a coveted location!

21565 Alma CT, Los Gatos

18355 Idylwild RD, Los Gatos
$2,850,000
4 Beds ⋅ 3 Baths ⋅ ML82036764 MLS
Located just minutes from downtown Los Gatos, this home offers the perfect blend of privacy, convenience, and luxury. Sunny Flat 2 acre lot. Solar-powered, custom designed, built in 2012, formal entry, soaring vaulted ceilings, exposed wood beams, expansive windows bathe the home in natural light. Living room features a cozy gas fireplace, dual ceiling fans, French doors that open to patio. Adjacent is the gourmet kitchen with Thermador gas range, double ovens, built-in refrigerator, and island with breakfast bar, leather granite counters, a pasta faucet, walk-in pantry and dining area. Sanctuary primary suite features vaulted ceilings, french doors to courtyard, huge walk-in closet and spa-like primary bath with sunken jetted tub, dual sinks, marble countertops, a stall shower with a bench. Downstairs, a family/game room, wet bar, a hobby/wrapping room and a charming playroom under the stairs, 2 additional large bedrooms and full bath. Outside landscaped multi-level patios, an outdoor kitchen and gas fireplace in the courtyard, hot tub, play structure, raised bed gardens, separate patio with waterfall and fire-pit overlooking serene creek. Detached garage, carport, ample parking, and a private well. Fantastic neighborhood, best LG schools! Additional 2.68 acres lot available.

18355 Idylwild RD, Los Gatos

28860 Loma Chiquita RD, Los Gatos
$296,820
1 Beds ⋅ 2 Baths ⋅ ML82036881 MLS
Private retreat in the Los Gatos Mountains. This owner-built mountain cabin, constructed in 1985, sits on 10 serene acres offering peace, privacy, and stunning long-range views. The property features ample usable land with plenty of space for parking vehicles, recreational equipment, or the potential to build an additional cabin (buyer to verify). private well, 8,000 gallons of water storage, The main living space offers an open-concept kitchen, dining area, and living room plus a full bathroom. Cabin has a spacious primary bedroom with a large closet and an additional full bath. Vaulted ceilings create an airy feel and offer potential for loft areas. Enjoy beautiful natural surroundings without sacrificing connectivity with good internet and cell phone coverage. Access is primarily via Highway 17 and Summit Road, followed by an approximate 35-minute drive on an unimproved road that is passable year-round. Alternate access is available via a dirt road off Croy Road in Morgan Hill. This is a private, hard-to-find property, no drive-bys, Cash sale only; property will not qualify for conventional or FHA financing.

28860 Loma Chiquita RD, Los Gatos

22575 Summit RD, Los Gatos
$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML82036816 MLS
Experience elevated living in this beautifully remodeled home featuring high-end finishes throughout. The open-concept layout is enhanced by vaulted ceilings and skylights that flood the living space with natural light. The updated kitchen showcases premium stainless steel appliances, quartzite countertops, a breakfast bar, and an inviting dining area with a built-in bar and cabinetry. The spacious primary suite offers serene views of redwood trees and the surrounding mountain range. It includes a walk-in closet and a custom bathroom with a standalone soaking tub, tile stall shower, and dual vanities. Two additional bedrooms provide comfort and versatility; one features a Murphy bed, the other offers built-in bookshelves above the closet with ladder access. A full bathroom with a custom stall shower serves this wing of the home. Set back from the road, the home also features a private patio with a built-in BBQ grill, outdoor fireplace, and integrated for entertaining or relaxing in peaceful surroundings. Follow the charming walkway to the side yard, where a wine cellar and cozy seating area create an ideal space to enjoy the property's natural beauty. The expansive back deck offers outdoor dining and relaxation. A detached laundry room offers a full sink and generous cabinetry.

22575 Summit RD, Los Gatos

18101 Idylwild RD, Los Gatos
$2,660,000
4 Beds ⋅ 3 Baths ⋅ ML82036603 MLS
Experience privacy, open space, and sweeping meadow and mountain views on approximately 7.45 acres in the Los Gatos Mountains. Built in 2000, this Craftsman-style 4-bedroom, 2.5-bath home offers approximately 2,838 square feet of light-filled living space just minutes from downtown Los Gatos. The main level features wide plank pine floors, skylights, and two wood-burning fireplaces. The open kitchen and family room include a gas cooktop and island, creating an ideal layout for everyday living and entertaining. Two bedrooms and 1.5 baths are located on the ground floor, along with a spacious laundry/mudroom. Upstairs, the primary suite includes a private balcony with meadow and mountain views, walk-in closet, and bath with soaking tub and separate shower. A fourth bedroom and large bonus room provide flexible space for office, media, or guest use. Outdoor living includes a covered front porch, patio with outdoor fireplace, outdoor kitchen, fenced yard, raised garden beds, and mature fruit trees. Detached 3-car garage with additional open/RV parking. Well water with storage tank, septic system, and propane on site. A rare combination of acreage, views, privacy, and proximity to Los Gatos within the Los Gatos school districts (buyer to verify). Fireplace photos include an AI fire.

18101 Idylwild RD, Los Gatos

17741 Comanche Trl, Los Gatos
$710,000
1 Beds ⋅ 1 Baths ⋅ BE41124177 MLS
Impeccably maintained cottage in Chemeketa Park! Home is located near the community garden, clubhouse and playground. Remodeled kitchen with quartz countertops with granite effect and bathroom remodeled with ceramic tile floors with in-floor radiant heat. A wood-burning stove with an exterior intake will efficiently heat the entire house. Dual-pane windows. Several sun tunnels and large windows bring tons of natural light. Additional detached building offers additional storage for bikes, gardening tools, etc. Google maps says drive time from home to downtown Los Gatos is 10 minutes. Highly sought after Los Gatos School District: Lexington Elementary School, Fisher Middle School, and Los Gatos High School. This is a perfect little gem of a house. It is super adorable, well laid out, well-appointed, and in a fantastic location. You MUST see this in person to really appreciate this property. The photos do not do it justice!

17741 Comanche Trl, Los Gatos

18400 Lakeview CT, Los Gatos
$4,315,000
6 Beds ⋅ 6 Baths ⋅ ML82034426 MLS
Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

18400 Lakeview CT, Los Gatos

22116 Call Of The Wild RD, Los Gatos
$2,000,000
4 Beds ⋅ 3 Baths ⋅ ML82031228 MLS
Stunning mountain home set in a prime location just minutes from downtown Los Gatos. The open, spacious floor plan features a luxurious living room with soaring ceilings and a fireplace, opening seamlessly into the formal dining area, perfect for entertaining. The gourmet kitchen is appointed with double ovens, a gas cooktop, and a large center island. The family room includes a second fireplace and direct access to the rear yard. The main level is completed by a generous bedroom and an updated full bathroom with a walk-in shower. Upstairs, the primary retreat offers a large ensuite bath with a soaking tub with jets and a separate shower. Two additional spacious bedrooms complete the upper level. The grounds include a sparkling pool with a waterfall, an outdoor kitchen, and a barn for the horse enthusiast. An attached 2-car garage plus a detached 2-car garage/workshop provide ample parking and storage. Served by top-rated schools: Loma Prieta, C.T. English, and Los Gatos High.

22116 Call Of The Wild RD, Los Gatos

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

21386 Sunnyside RD, Los Gatos
$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

19850 Skyline BLVD, Los Gatos
$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82031979 MLS
Large Tahoe-Inspired Home on 4 Acres, with Mountain and Valley Views tucked into a premier Los Gatos Hills enclave, this estate offers sweeping views of Mount Umunhum and Silicon Valley. The 4-acre grounds feature fruit trees and space for an arena, pool, or sport court. Access is via a freshly paved, county-maintained road whose winding, narrow format naturally limits traffictransforming the final approach into a de facto shared driveway that ensures quiet and privacy for local residents. Inside, soaring open-beam ceilings and walls of glass frame the landscape. The chefs kitchen boasts twin granite peninsulas, while the atrium dining room invites you to eat under the stars. Relax in the grand primary suite with an oversized jetted tub, or retreat to the separate family room with cathedral windows. With brand-new Energy Star HVAC, solar power, and a massive recreation loft, this home balances rustic mountain charm with modern efficiency. This is the secluded retreat youve been waiting for!

19850 Skyline BLVD, Los Gatos

18165 Santa Ana RD, Los Gatos
$875,000
2 Beds ⋅ 3 Baths ⋅ ML82030773 MLS ⋅ Redwood Estates BLDG.
Welcome to your new home in Los Gatos! Located in the highly desired community of Redwood Estates, just minutes to Silicon Valley and Santa Cruz beaches. Top Los Gatos schools. Lot size includes 3 adjacent parcels totaling over 1 acre. 2nd floor area was converted into living space which includes a the 2nd full bath, bedroom, and office area which could be converted into a 3rd bedroom. This brings the total living area to +/- 2000 sq ft. Full basement offers an excellent workshop, fitness center, storage area, or possibly even an ADU. Redwood Estates is a FireWise community which qualifies for a discount on fire insurance. Navigation is incorrect. Waze will get you there. Or just follow the main road through Redwood Estates and you will see the real estate sign.

18165 Santa Ana RD, Los Gatos

21565 Old Mine RD, Los Gatos
$1,198,000
4 Beds ⋅ 2 Baths ⋅ ML82030704 MLS
Set in the desirable Aldercroft Heights neighborhood, this updated mountain home offers long-range views, privacy, and a quiet setting just minutes from downtown Los Gatos. The light-filled interior features vaulted, beamed ceilings, skylights, hardwood and stone flooring, and custom woodwork throughout. The great room is anchored by a wood-burning fireplace with a natural stone surround and flows into the updated kitchen with granite countertops, tile backsplash, custom maple cabinetry, and premium appliances including a Bertazzoni six-burner professional range. The lower levels include generously sized bedrooms, updated baths, a laundry room, and access to expansive decks that connect the home to its natural surroundings. A detached treehouse provides an additional outdoor space to enjoy the setting. The property consists of two separate parcels, creating a functional layout that includes a dedicated covered carport and added separation from the main residence. Located within the Los Gatos school district and served by top-rated schools, the home also benefits from Comcast high-speed internet availability. An ideal opportunity for buyers seeking privacy, natural surroundings, and a distinctive mountain setting close to downtown Los Gatos.

21565 Old Mine RD, Los Gatos

20080 Gist RD, Los Gatos
$895,000
1 Beds ⋅ 1 Baths ⋅ ML82018385 MLS
View property with 2 legal addresses 19990 & 20080 Gist Rd. Shared driveway/private road 'Old Gist Rd' leads to former home site with long distance Silicon Valley and city light views! 3 large sunny pads, view patio, 500sf metal carport. Remnants of original 1920-built 3 bed home at 19990 Gist, destroyed by fire in 1985. 20080 Gist (1bd/1ba, 750sf) is currently the primary residence, re-built in 1991 from the foundation up, with permits. Features vaulted knotty pine ceilings, skylights, remodeled kitchen with granite countertops, full bathroom with shower over tub, office nook. Large living/dining room with wood-burning fireplace, separate bedroom... sliders to back patio with shed. Additional storage under the house. Attached carport and private driveway off Gist Rd. Additional parking at the entrance from Old Gist Rd. Private trails in the beautiful redwood grove. Live in the cozy cottage while planning and building a home on the upper view site, or downsize...bring your horses, oversized vehicles, or cultivate your dream garden or hobby farm! Excellent private well. Endless possibilities, just 9 mins/4.8 miles from downtown Los Gatos, in a desirable neighborhood with high-end homes and estates! Lakeside Elementary, Los Gatos High school district.

20080 Gist RD, Los Gatos

21577 Locust DR, Los Gatos
$975,000
3 Beds ⋅ 3 Baths ⋅ ML82027755 MLS ⋅ Redwood Estates BLDG.
Discover a unique opportunity to own a charming residence in the heart of Redwood Estates. This versatile property, nestled on a spacious lot, offers flexibility and potential for various living arrangements. Main house features beautiful updates Inside, enjoy the warmth of a pellet stove in the inviting living area, complemented by dual pane windows and laminate flooring throughout. The kitchen is updated with range/oven refrigerator, tile flooring, recessed lighting, and a skylight. French doors lead to an inviting patio with mountain views and a wraparound balcony, offering seamless indoor-outdoor living. The lower unit adds additional space with its tile flooring, dual sliding closets, and exposed wood beams. It also includes a full bath with a stall shower and a kitchen equipped with a granite counter and freestanding oven range. Additional converted garage has 1 bedroom/1 bathroom with shower plus office,kitchen and living space. Amenities include guest parking, garden areas, a Generac generator, public water, comcast internet. Friendly community features, pool, parks, community center, new fire station, village store, cafe and post office. 10 min to town and best Los Gatos Schools: Lexington, Fisher and LG High

21577 Locust DR, Los Gatos

18065 Soda Springs RD, Los Gatos
$751,000
2 Beds ⋅ 1 Baths ⋅ ML82022594 MLS
18065 Soda Springs Road offers a rare combination of privacy, charm, and potential. Set on a 0.72-acre hillside lot surrounded by mature trees, this 1950-built home features two bedrooms, one bath, a large screen room (not included in the square footage), a 1-car garage, and approximately 1,008 square feet of comfortable living space. The peaceful natural setting provides a sense of retreat while remaining within easy reach of downtown Los Gatos and Silicon Valley. Large windows invite natural light and views of the surrounding hills, blending indoor comfort with outdoor serenity. Ideal as a primary residence, weekend getaway, or investment opportunity, short or long term rental. The propertys generous lot allows room for gardens and includes an expansive deck in the rear of the house. This unique and private estate offers tranquility, character, and room to personalize, capturing the essence of relaxed Los Gatos mountain living.

18065 Soda Springs RD, Los Gatos

17944 Madrone DR, Los Gatos
$720,000
2 Beds ⋅ 1 Baths ⋅ ML82024547 MLS ⋅ Redwood Estates Services Assoc. BLDG.
Priced to Sell!! Award winning Los Gatos Schools. This Home is located in the desirable Redwood Estates community and features 1296 square feet of living space, two bedrooms and an updated bathroom with dual vanity with quartz countertop, and laundry area. An open and spacious living area with gorgeous nature views, kitchen with an island and repainted cabinets and a work from home office space and/or bonus room. The exterior decks offer the perfect space for lounging and entertaining, all newly repainted decks. The community offers a pool Event Center and kids playground and green space all surrounded by beautiful trees and natural surroundings enjoy easy access to Hwy 17 and Old Santa Cruz Highway as well as downtown Los Gatos and Santa Cruz beaches. Redwood Estates Service Association is NOT an HOA. It is a California non-profit, mutual benefit corporation (501C-12). It does not control what you can do with your property. It maintains the roads, culverts. pool, community center, parks, signage and more.

17944 Madrone DR, Los Gatos

20715 Brush RD, Los Gatos
$1,975,000
4 Beds ⋅ 3 Baths ⋅ ML82025137 MLS
Thoughtfully Reimagined and Fully Refreshed. Tucked away in scenic Los Gatos, this stunning view residence has been completely transformed with a modern aesthetic and warm, inviting design. Every corner of this home has been revitalized - from new lighting throughout and refinished hardwood floors to a freshly repainted interior that enhances the homes natural light and flow. The interior has been modernized throughout, blending timeless materials with contemporary finishes for a refined, cohesive feel. The exterior has been fully refreshed as well, featuring newly replaced decking and new paint that complement the homes tranquil natural setting. Interested in multi-generational living or even renting out the separate guest home, this second unit is perfect for many options. Expertly staged and furnished to feel like a cozy, welcoming home, each space has been thoughtfully curated to balance comfort and sophistication. The result is a property that feels both elevated and effortlessly livable ideal for relaxing, entertaining, and enjoying the serene Los Gatos lifestyle. Less than 10 min to downtown, offers Los Gatos schools and walking distance to private trails. This community of approximately 32 properties was once home to John Steinbeck and has a traditional July 4th parade.

20715 Brush RD, Los Gatos

20841 Comanche TRL, Los Gatos
$490,000
2 Beds ⋅ 1 Baths ⋅ ML82019232 MLS ⋅ Chemeketa Park BLDG.
Updated mountain cabin just minutes to Silicon Valley! Charming home featuring laminate wood flooring, propane forced-air heating, tankless water heater, stainless steel range and refrigerator, and indoor washer/dryer hookups. The bathroom includes radiant heated floors for extra comfort. Enjoy cozy winter evenings by the wood stove and sunny afternoons on the deck. An additional room off the living area offers flexibility for a small bedroom, office, or hobby space. The property also includes a garage with workshop/storage area. Located in the friendly Chemeketa Park community with access to a playground and clubhouse nearby. Perfect for first-time buyers, those looking to downsize, or as an income-producing rental. Chemeketa Park maintains its own private water company and roads. This is not an HOA. Dues, including water, are approximately $200 per month.

20841 Comanche TRL, Los Gatos

17855 Kiowa TRL, Los Gatos
$1,100,000
5 Beds ⋅ 3 Baths ⋅ ML82018772 MLS
Welcome to your mountain sanctuary at 17855 Kiowa Trail in Los Gatos, CA, where nature and comfort blend seamlessly. This expansive 3,402 square foot home is nestled on a generous 16,800 square foot lot, offering a peaceful retreat with ample space for everyone. Step inside to discover five spacious bedrooms and three well-appointed bathrooms, providing versatility and convenience for your needs. The interior charms with carpet and hardwood floors & Pergo, ensuring a cozy atmosphere. Gather around the inviting fireplace on chilly evenings, creating warm memories with loved ones. The updated deck is perfect for enjoying the serene surroundings, including majestic redwood trees that lend a sense of tranquility and privacy. This home is part of the friendly Chemeketa Park community, benefitting from the reliable services of the Mutual Water Company. With five parking spots, there's plenty of room for guests and vehicles, making hosting a breeze. Though this fixer-upper needs some tender loving care, it offers a unique opportunity to infuse your personal style and preferences into a space that can truly become your own. Embrace the essence of mountain living while being conveniently close to the amenities of Los Gatos. This home is a lifestyle waiting for you to experience.

17855 Kiowa TRL, Los Gatos

23435 Summit RD, Los Gatos
$2,550,000
5 Beds ⋅ 4 Baths ⋅ ML82015755 MLS
Nestled on a 2.46-acre lot, this architecturally stunning retreat blends country charm with modern luxury, just minutes from Downtown Los Gatos. Enter through striking double doors into a travertine-tiled foyer, leading to a family room with vaulted wood-inlay ceilings, hardwood floors, and expansive forest views. The high-end epicurean kitchen showcases JennAir appliances, maple cabinetry, granite counters, and a breakfast bar including a prep sink and an induction fondue cooktop. The home features 4 bedrooms, a dedicated den, and a versatile loft (5th bedroom/craft room). The primary suite offers vaulted ceilings, a gas fireplace, dual walk-in closets, private deck, and a modern spa-like bathroom with radiant floors, floating vanities, and a steam shower. Smart amenities include triple-zone NEST climate control, Sonos-controlled speakers, owned solar, a tankless & a solar water heater, and a private well. Enjoy a finished 3-car garage and a climate-controlled gym. Multiple decks invite relaxation, while a gazebo-covered hot tub sits beside a cascading waterfall and serene lily-pad pond. A pellet stove-warmed barn/workshop welcomes year-round projects. Served by top schools, including Los Gatos High, this retreat offers nature, technology, and craftsmanship in perfect harmony.

23435 Summit RD, Los Gatos

18702 Bear Creek RD, Los Gatos
$3,480,000
4 Beds ⋅ 4 Baths ⋅ ML82015649 MLS
Tucked in the scenic hills above Los Gatos, this private Mediterranean estate offers resort-style living just minutes from Downtown Los Gatos. Set on a gated property surrounded by preserved open space, this home combines elegance, functionality, and tranquility. The main residence features 3 bedrooms and 3 bathrooms with beautifully refinished hardwood floors, a spacious formal living room, separate family room, and a wine cellar. The chef's kitchen is equipped with granite countertops, a Viking range, stainless steel appliances, and both a breakfast bar and casual dining area. A detached ADU with its own kitchenette and full bath provides flexible space for guests, a private office, or extended family. Outdoors, enjoy a fully equipped entertaining space with a built-in BBQ, bar, multiple fireplaces, a hot tub, and a cascading waterfall. There's even a custom chicken coop and integrated Sonos sound system throughout the home and yard. With a 3-car garage, trail access, and under five minutes to Downtown Los Gatos, this is a rare opportunity to own a turnkey estate that feels worlds away yet is close to everything.

18702 Bear Creek RD, Los Gatos

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

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