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18516 Skyline BLVD, Los Gatos
$4,465,000
2 Beds ⋅ 2 Baths ⋅ ML82050479 MLS
Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. **Accepting BackUp offers** At the heart of the estate, the Tuscany Revival farmhouse evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

18516 Skyline BLVD, Los Gatos

Listed by Billy Caruso, 408-304-4872 from KW Bay Area Estates
(If provided) CoList: Danielle Davenport from KW Bay Area Estates

Sold listing courtesy of Shawndy Linquist from COMPS

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

Listed by Bev Harada, 408-314-2864 from Christie's International Real Estate Sereno
(If provided) CoList: Janet Souza from Christie's International Real Estate Sereno

Sold listing courtesy of Ej Pulpan from SGP

18300 Lakeview CT, Los Gatos
$2,950,000
5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS
Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos

Listed by Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Yvonne Szu from NTERO

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

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

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

Listed by Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: from

Sold listing courtesy of Josie Chen from NTERO

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

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Olesia Woodward from Intero Real Estate Services

Sold listing courtesy of Nick Gummow from SGP

23457 Summit RD, Los Gatos
$2,550,000
5 Beds ⋅ 4 Baths ⋅ ML82049542 MLS
Perched on a picturesque 2.25 acres of sunny, usable land with mountain & partial ocean views in the desirable Los Gatos Mountains, this beautiful updated home offers 3,417 sq ft of living space just mins from Hwy 17. The gourmet kitchen features Viking & Thermador appliances, Miele built-in coffee system, center island, & custom cabinetry. The kitchen opens to the dining & living rooms with soaring ceilings, abundant natural light, & wood-burning fireplace. A lower level family room offers space for entertaining with access to the outdoor patio. The spacious light filled primary suite features a remodeled bathroom with soaking tub, oversized shower & dual walk-in closets. The outdoor amenities include an expansive covered pergola with custom bar, dining & lounge areas ideal for large gatherings or events, fire pit, sports court, & detached game room. The fully fenced gated grounds offer open lawn areas, mature redwoods, a hot tub with serene mountain views, ample parking & multiple outdoor spaces to unwind. Additional highlights include owned solar, whole-house generator, a 400 sq ft 1-bed 1-bath guest unit ideal for multigenerational living or rental income. Served by the exceptional Los Gatos-Saratoga High School District. 15 mins to Los Gatos and 20 mins to Santa Cruz.

23457 Summit RD, Los Gatos

Listed by Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Michal Amodai from AGAM

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

Listed by Kristy Kessler, 408-839-9518 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Justin Tarantino from ROOM

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

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

Sold listing courtesy of Tanya Gianatasio from EXPCA

23583 Summit RD, Los Gatos
$2,350,000
5 Beds ⋅ 4 Baths ⋅ ML82004329 MLS
Discover outstanding value in the Los Gatos mountains, offering more home & land while minutes from downtown & a short drive to beautiful SC beaches. Step into serenity at this exclusive gated country estate. Nestled in a park-like setting this is mountain living refined, where sweeping landscapes, beautiful tree lined views & lush privacy meet luxury & convenience. Prime Location & Lifestyle, this retreat offers tranquil seclusion yet a mere stroll from the Summit Store and the Elementary and Middle schools. Host unforgettable gatherings in the stunning outdoor kitchen, set among garden terraces under mature trees. Entertain against the backdrop of soaring redwoods, mountain views, expansive lawns, & a fenced vegetable garden awaiting your culinary imagination. Sun-Drenched Acreage, A rare find: perfect for recreation, a large private sauna, gardening or your dream pool/outdoor lounge. Through the gated entry, discover an interior flooded with natural light, soaring ceilings, & fine finishes. Office could be a 6th bedroom! The gourmet kitchen features high-end appliances, open sightlines,& flows seamlessly into both formal & casual living spaces. This property is a rare gem of privacy, lifestyle, & convenience, all wrapped in breathtaking natural beauty. Award winning Schools.

23583 Summit RD, Los Gatos

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

Sold listing courtesy of Craig Robinson from KWLGE

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

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Susan LaRagione from CGL

18131 June CT, Los Gatos
$1,999,000
4 Beds ⋅ 3 Baths ⋅ ML82055563 MLS ⋅ Redwood Estates BLDG.
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautifully updated retreat on a coveted 6 parcel lot offering exceptional privacy. Extensively renovated top to bottom, this home compares to like-new construction, with a stunning brand-new kitchen (2026) featuring premium cabinetry, appliances, and counters, a gorgeous new deck (2025) capturing peek-a-boo city lights views. Updated major systems and finishes: new roof, gutters and downspouts, whole-home generator, fire-hardened siding, new windows, remodeled bathrooms, laundry room, skylights, furnaces, A/C, water heater and softener, retaining wall, garage and entry doors, and more! True turnkey peace of mind for years to come. Enjoy a deer-fenced garden, raised planting beds, mature apple and citrus trees. Nestled in the desirable Redwood Estates community, residents enjoy a resort-style pool, community park, playground, sport field, and clubhouse pavilion, all within an easy stroll of Pizzeria Vittoria, Redwood Estates Store, and the U.S. Post Office. Approximately 6.3 miles to town. This exceptional property blends privacy, natural beauty, and move-in-ready comfort in one of the most sought-after settings. Award-winning Los Gatos schools. Don't miss this rare chance to make it yours.

18131 June CT, Los Gatos

Listed by Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

Sold listing courtesy of Lisa Sgarlato from COMPS

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

Listed by Matt McCormick, 650-710-0546 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Travis Conte from BHHS

22187 Old Santa Cruz HWY, Los Gatos
$1,785,000
4 Beds ⋅ 3 Baths ⋅ ML82010777 MLS
Amazing value close to town on a sunny acre with views and 5 car garage! This 4 spacious bedroom, 3-bathroom home is a haven of light and style. Formal entry leads to inviting living room, featuring high ceilings and abundant windows and views, complete with new carpets. The gourmet chef's kitchen boasts granite countertops, a center island with a breakfast bar, stainless steel appliances, and garden windows framing mountain vistas. Formal dining room, pantry and laundry area. Two primary suites, one is a retreat with exposed wood beams, distressed wide plank flooring, gas fireplace, enormous walk-in closet with built-ins and a luxurious bathroom with a sunken tub, and a shower with a stunning granite backsplash that leads to a private deck for morning coffee. Back yard has expansive Trex deck with breathtaking mountain valley views, grassy area, a large side yard with garden and horseshoe pit. Car enthusiasts will love the attached 3-car garage, carport, detached 2 car garage with barn/workshop, and a vast cement parking area. Additional features include updated electrical systems, internal fire sprinklers system, public water (sjwater), water tanks, whole house generator, central vacuum and comcast. Easy drive to town or beach. Los Gatos Schools (Loma Prieta, CT & LG High).

22187 Old Santa Cruz HWY, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Jill Cole from CBR

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

Listed by Karen Izzo, 408-309-9076 from Christie's International Real Estate Sereno
(If provided) CoList: Rebecca Smith from Christie's International Real Estate Sereno

Sold listing courtesy of Zunair Sheikh from COMPS

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

Listed by Datta Khalsa, 831-818-0181 from Main Street Realtors
(If provided) CoList: from

Sold listing courtesy of Melody Simpson from MELODY

21546 Alma CT, Los Gatos
$1,375,000
3 Beds ⋅ 3 Baths ⋅ ML82053710 MLS ⋅ Redwood Estates BLDG.
Wonderfully updated and comfortable REDWOOD ESTATES private home. Quality upgrades, fine craftsmanship, high functionality are highlights of this tastefully updated sunlit abode. Spectacular sunrises on sprawling decks with panoramic views of the lush and inspiring Sierra Azul. Huge usable lot welcomes creativity for vast gardening, pets, pool, ADU? or a variety of uses. The updates to this home include EV charger, on demand h20, back up whole house gen, high capacity AC, designer - paints, trim, lighting, switches, outlets, hardware, doors, Calif. closets, hardwoods, custom front door and trim pkg, hardwood floors, dbl pane windows, marble counters, deep sink, elec. blinds, designer hardware, copper gutters, downspouts and ext. lighting, built ins, murphy bed, Kitchen Aid appliance suite. Vaulted ceilings & skylight, large hearth and mantle, great floor plan offers fine livability. Neighborhood pool, pavilion, park, pizza place, playing field and convenience store provide a community hub adjacent to a large SCC Fire Station. World Class Los Gatos public schools, easy access freeway corridors and proximus to silicon valleys biggest tech campuses, SJC, SFO and downtown's Los Gatos finest entertainment, dining and shopping. You wont find this kind of living for this kind of price.

21546 Alma CT, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Hansen from DRIDGE

16420 Soda Springs RD, Los Gatos
$1,370,000
5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS
Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of REMY WEINSTEIN from T3282022

23762 Hutchinson Rd, Los Gatos
$1,250,088
3 Beds ⋅ 3 Baths ⋅ BE41136038 MLS
Experience the perfect blend of mountain serenity and Silicon Valley convenience. This beautifully updated Los Gatos home offers a rare opportunity to secure a move-in-ready residence with access to top-rated Los Gatos schools at an exceptional value. Recently remodeled, the home features a new roof, new flooring, and refreshed bathrooms - and a fully repaired and inspected septic system, so you can buy with confidence. The open-concept living areas are bathed in natural light, flowing seamlessly to a backyard deck with breathtaking skyline views and stunning sunrises. The versatile floor plan includes a flexible downstairs bedroom - perfect for a private home office, gym, or guest suite - while spacious upstairs bedrooms offer quiet privacy. Nestled in a peaceful forest setting, you are perfectly positioned for work and play: just 6 minutes from Highway 17 and only 15 minutes from the vibrant dining and shopping of Downtown Los Gatos. Whether you're hosting gatherings against a majestic mountain backdrop or enjoying a quiet morning coffee, this home delivers a lifestyle of privacy and prestige. An incredible value for those seeking the Los Gatos lifestyle without compromise.

23762 Hutchinson Rd, Los Gatos

Listed by Parul Arora, (510) 673-1238 from Compass
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR

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

Listed by Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

Sold listing courtesy of Donald Mitchell from RBT

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

Listed by Matthew Tenczar, 408-605-8124 from Compass
(If provided) CoList: from

Sold listing courtesy of Tanya Gianatasio from EXPCA

21550 Locust DR, Los Gatos
$1,160,000
3 Beds ⋅ 2 Baths ⋅ ML82047373 MLS ⋅ Redwood Estates BLDG.
Enchanting Redwood Estates Updated country cottage offers the perfect blend of charm, privacy, and modern comfort. Step through the inviting beveled and stained glass French door entry and onto hickory hardwood floors The airy living spaces are bathed in natural light thanks to a wall of windows, seamlessly connecting the indoors to the expansive trex decking. The updated kitchen featuring sleek stainless steel appliances, granite countertops, and plenty of refinished cabinetry. A cozy dining nook and a welcoming living room, complete with a pellet stove and double French doors leading to the deck. The primary suite is a luxurious retreat, boasting its own private patio, dual closets, and a spa-like bathroom with travertine finishes, a jacuzzi tub, and an oversized shower. Upstairs, you'll find two charming bedrooms with a shared bath and a private balcony perfect for sipping your morning coffee while taking in the mountain views. Lovely yard with yurt and an oversized storage shed and includes an additional lot. New water filtration system and comcast internet. 10 minutes from town, friendly community with playgrounds, a pool, a local store, a cafe, a fire station, and a post office. Los Gatos schools, Lexington Elementary (IB Programme), Fisher Middle, and Los Gatos High.

21550 Locust DR, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Alexandria Pembleton from OBOKWOAK

19730 Black RD, Los Gatos
$1,139,000
4 Beds ⋅ 2 Baths ⋅ ML82042115 MLS
Live in your own paradise on a serene private road w/tranquil lake views across the street! Enjoy coffee on the back deck overlooking a gorgeous forest and hear just the birds! Convenience is just minutes to downtown Los Gatos, & this enchanting 4-bedroom, 2-bath retreat offers spacious & comfortable living surrounded by towering redwoods & lush forest. Located next to Howell Reservoir, one of only two homes, the setting feels like a year-round vacation escape! The flexible layout features two bedrooms upstairs and two downstairs, ideal for guests or multi-generational living. The kitchen is equipped w/gorgeous countertops, electric range, refrigerator, dishwasher, exhaust fan, and 220V outlet. Enjoy modern comforts like central A/C, forced air heating, indoor laundry with washer/dryer, a spacious deck for relaxing or entertaining, and a backup generator for peace of mind. Covered two-car carport provides convenience. This cozy and endearing home is a true hidden gem with max privacy. Whether you're seeking a peaceful full-time residence, weekend getaway, or a sought-after Airbnb retreat, this property offers the perfect blend of nature, charm, convenience, value, & opportunity. One of the most affordable detached homes with LG schools, & you'll be closer to beach & nature.

19730 Black RD, Los Gatos

Listed by James Endo, 408-560-9021 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Sandra Darrow from REEB

17121 Laurel Rd, Los Gatos
$1,125,000
4 Beds ⋅ 3 Baths ⋅ BE41128263 MLS
Nestled among the trees at the top of Summit Road, just minutes from Highway 17, this four bedroom, three bathroom home offers a rare blend of privacy, accessibility, and potential. Set on a flat, stunning two acre lot in a peaceful wooded setting, the property provides a serene retreat while remaining ideal for commuting to Silicon Valley or Santa Cruz and beyond. The open-concept kitchen anchors the main living space and features lovely views of the front yard, creating a bright and welcoming atmosphere for daily living and entertaining. The floor plan offers ample room for family, guests, or a home office. The separate entry in the back allows the flexibility for private rental or multi-generational living. While three of the bedrooms are on the first floor, the spacious primary suite is located on the second floor, offering a private and relaxing escape. This home is ready for you to add your own personal updates as it is in mostly original condition, presenting an exceptional opportunity to create a customized retreat in a highly desirable location.

17121 Laurel Rd, Los Gatos

Listed by Christina Gray, (925) 998-1171 from Compass
(If provided) CoList: from

Sold listing courtesy of Olga Golovko from KWSV

20476 Santa Cruz HWY, Los Gatos
$1,060,000
4 Beds ⋅ 3 Baths ⋅ ML82043742 MLS
Charming and updated mountain home, move in ready with excellent floor plan. This is the best value in all of 95033. Nearly 3 acres across two parcels positioned on Highway 17 at the intersection of Silicon Valley work, Los Gatos schools, and Santa Cruz Mountain living. This 4BD/3BA, 1,855 sq ft home is genuinely turnkey: freshly painted interior and exterior, new carpet throughout, owned solar system, Tesla Powerwall battery backup, EV charging, and a detached workshop. Mutual water, septic. Sits in the Lexington Elementary, Raymond J. Fisher Middle, Los Gatos High (rated 10/10) school triangle. 15 minutes to downtown Los Gatos and top-rated schools. 20 minutes to Silicon Valley employment centers. Steps to world-class hiking and biking trails. Weekend accessible to Santa Cruz and Monterey Peninsula. Second parcel buildable, subject to county approval and buyer verification genuine flexibility without obligation. Built for buyers seeking land, schools, infrastructure investment, and access without compromise.

20476 Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Sunil John from Coldwell Banker Realty

Sold listing courtesy of Sunil John from CBR

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

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Dana Juncker from Compass

Sold listing courtesy of Erik Alcantar from APR

20246 Gist RD, Los Gatos
$939,000
4 Beds ⋅ 2 Baths ⋅ ML82031460 MLS
Ideally located in the Los Gatos mountains just minutes from downtown, this home offers room to relax, work, and play, with easy access to parks and scenic trails. The kitchen includes a dedicated breakfast room and opens to a spacious living room anchored by a cozy wood stove and framed by views of the surrounding outdoor space. The upper level features two inviting bedrooms and a full bath. The lower level provides added flexibility with a family room, game room, full bath, two more bedrooms, laundry, and abundant storage. Outside, a hardscaped patio offers the perfect setting for gatherings or quiet evenings. Served by award-winning Los Gatos schools.

20246 Gist RD, Los Gatos

Listed by Cole and Lister, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Rebecca A. Gallardo from NTERO

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

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

Sold listing courtesy of The Portola Group from KWSC

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 Bailey Properties 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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