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320 Bachman AVE, Los Gatos
$2,998,000
3 Beds ⋅ 2 Baths ⋅ ML82058028 MLS
ENCHANTING UPDATED HOME BY DOWNTOWN | Built in 1923, this home seamlessly blends the charm of years past with today's modern conveniences. Located within blocks of Santa Cruz Avenue, this Almond Grove residence affords coveted access to downtown shopping and dining without compromising privacy and tranquility. Period details like picture railing and ceiling treatments add authenticity, while an array of new upgrades, including new flooring, roofing, and full interior renovation lends modern style and convenience. The pristine remodeled kitchen is nestled at the heart of the layout, and the large primary suite is private with an elegant bath and backyard access. Extra storage on basement level. Flat and spacious, the grounds offer a formal entry garden, gated drive with plenty of off-street parking, newly landscaped backyard, and plenty of space for play, private relaxation, and future expansion. The detached two-car garage comes complete with HVAC and provides potential for an ADU with private yard. Enjoy excellent proximity to downtown destinations, Bachman Park, Vasona Lake, and excellent Los Gatos schools such as Daves Avenue Elementary, Fisher Middle, and Los Gatos High (buyer to verify).

320 Bachman AVE, Los Gatos

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

26765 Havenhill LN, Los Gatos
$2,995,000
5 Beds ⋅ 3 Baths ⋅ ML82058469 MLS
Perched on the crest of the Santa Cruz Mountains, 26765 Havenhill Lane offers a rare combination of luxury living, privacy, space, and the natural beauty of the mountains. Sweeping mountain and Monterey Bay views, neighboring vineyards, and spectacular sunsets create a setting intimately connected to the landscape. Set on just over an acre, the Mediterranean-inspired home is designed for entertaining, everyday comfort, and seamless indoor-outdoor living. A gourmet kitchen, wine room, indoor sports court, and media/game room offer spaces to gather, unwind, and have fun. Outside, an infinity-edge pool and spa, outdoor kitchen, fire pit, covered terraces, and landscaped grounds create a true resort-like experience. A detached workshop, garden, and chicken coop offer space to create, grow, and connect with the land. Starlink, Ubiquiti networking, owned solar, a commercial-grade generator, two EV chargers, and a three-car garage make remote work and daily life effortless. 5 min to Summit Store and 20 min to downtown Los Gatos, with Silicon Valley within commuting reach and prime mountain biking out your door--close enough to feel connected, far enough to exhale. A rare property with space to gather, unwind, and enjoy the best of the Santa Cruz Mountains.

26765 Havenhill LN, Los Gatos

Listed by Mike Bloch, 831-588-1588 from Christie's International Real Estate Sereno
(If provided) CoList: Lindsey Didia from Christie's International Real Estate Sereno

15560 Blossom Hill RD, Los Gatos
$2,980,000
3 Beds ⋅ 3 Baths ⋅ ML82058081 MLS
Welcome to your own private, gated retreat, completely transformed through an extensive luxury renovation with large windows, timeless view and lots of natural light throughout. This remodeled home with Top Rated schools features a spacious open floor plan, custom kitchen cabinetry, designer finishes, lots of storage space, finished garage with built in cabinets, and an exceptional indoor-outdoor setting on a beautifully landscaped private, over half-acre lot. Step inside to soaring vaulted ceilings, skylights, the expansive open-concept floor plan allows the living, dining, and kitchen spaces to flow seamlessly perfect for entertaining and everyday living. At the heart of the home is a spectacular modern chefs kitchen featuring custom cabinetry, high-end appliances, stunning waterfall island, and new flooring throughout.The primary suite offers a peaceful retreat with views and privacy, custom-built walk-in closet and Spa-inspired bathrooms. The private over half-acre property has been completely transformed and fully landscaped in both the front and rear with lots of parking area within the property. A paved and concrete driveway, retaining walls, and a private entry gate enhance privacy and curb appeal, creating the feeling of arriving at your own private compound.

15560 Blossom Hill RD, Los Gatos

Listed by Ghazal Torun, 408-966-8889 from Coldwell Banker Realty
(If provided) CoList: Sitki Torun from Coldwell Banker Realty

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

16490 Wood Acres RD, Los Gatos
$2,900,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, offering stunning city light views, over 5.3 acres, a dedicated spring water source located on parcel 510-28-006 that is considered part of the sale and currently valued at $640,000, and access to award-winning Saratoga schools. Ideally situated between Los Gatos Hills and Saratoga. This unique property blends tranquility, privacy, and convenience in an exceptional setting. The two-story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move-in-ready residence or envision transforming the property into your dream estate, the possibilities are endless. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres RD, Los Gatos

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

30005 Summit RD, Los Gatos
$2,900,000
3 Beds ⋅ 2 Baths ⋅ ML82027837 MLS
Enjoy sweeping Monterey Bay views, as far as your eyes can see, clean fresh air, and full sun, and your brand-new Custom Home awaits. This private property is the perfect getaway. Gated entrance fruit trees line driveway, elegant concrete steps, open great room, custom lighting, high ceilings, wood trim windows, a beautiful rock Fireplace, baby grand piano, Chefs Kitchen, abundant granite counterspace wrap-around island, pantry, laundry room, 6 car garage ~1200 sqft for all your motorcycles & toys, outdoor kitchen BBQ area, outbuilding could be a guest house, off-grid, solar-powered with a backup generator, flowing tasty water, SURFnet internet ~33 Acres of nature trails to explore, gardening, room to add a pool and hot tub, vineyard, infinity pool, helipad, etc. feels remote, whisked to beach, Silicon Valley, Santa Cruz, Monterey Bay, San Jose & San Francisco airports.

30005 Summit RD, Los Gatos

Listed by Laura Lynn, 831-479-4894 from California Real Estate
(If provided) CoList: from

108 Mojonera CT, Los Gatos
$2,800,000
3 Beds ⋅ 2 Baths ⋅ ML82062889 MLS
Immaculate and beautifully remodeled single level home tucked away on a peaceful court. The open plan formal living and dining rooms feature an impressive cathedral ceiling with recessed lighting, pendant lights and rich hardwood floor. A gas fireplace impresses with modern lines and attractive surround. Large skylights flood the remodeled kitchen with natural light. An array of pantry, storage and display cabinets along with an island, modern appliances and ample slab countertops ensure the home chef has everything they need at hand. The kitchen opens to a spacious family room with a vaulted ceiling and patio doors to the backyard. The primary suite is located to the rear of the home and benefits from a recently remodeled bathroom and large walk-in closet. The expanded second bedroom has a two room suite configuration ideal for sharing siblings or an elderly relative. Custom blinds and closet organizers throughout. An indoor laundry with cabinet storage leads to a large 3 car garage. Outdoors there's a pool, spa and retractable awning ideal for long summer days. Beautiful landscaping adds to the curb appeal of the home. Located close to Los Gatos Swim and Racquet, Vasona and the Los Gatos Creek Trail as well as convenient access to both 17 and 85 for easy commute options.

108 Mojonera CT, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

172 Maricopa DR, Los Gatos
$2,725,000
4 Beds ⋅ 2 Baths ⋅ ML82060804 MLS
TRANSPARENTLY PRICED FOR THIS STUNNING REIMAGINED MODERN LUXURY HOME W/ TOP LOS GATOS SCHOOLS, TUCKED AWAY ON A QUIET CUL-DE-SAC, IN ONE OF LOS GATOS' MOST SOUGHT-AFTER NEIGHBORHOODS. THIS COMPLETELY REIMAGINED, TURNKEY RESIDENCE FEATURES 4-BEDRMS, 2 FULL BATHROOMS & HAS BEEN THOUGHTFULLY RENOVATED, BLENDING TIMELESS DESIGN, MODERN COMFORT & AN EXCEPTIONAL OPEN FUNCTIONAL FLOOR PLAN. AT THE HEART OF THE HOME IS A BEAUTIFULLY APPOINTED KITCHEN FEATURING CUSTOM CABINETRY, A 6-BURNER WOLF RANGE, BOSCH REFRIGERATOR & CAREFULLY SELECTED DESIGNER FINISHES. BEYOND THE INTERIOR LIVING SPACE, THE FINISHED GARAGE PROVIDES VALUABLE ADD'T FLEXIBLE SPACE FOR A HOME GYM, OFFICE, PLAYROOM OR STUDIO. THE PROPERTY OFFERS INVITING OUTDOOR SPACES FOR ENTERTAINING, RELAXING & ENJOYING THE YEAR-ROUND INDOOR-OUTDOOR LIFESTYLE THAT MAKES LOS GATOS SO DESIRABLE. THE LOCATION BRINGS TOGETHER NEIGHBORHOOD CHARM & EXCEPTIONAL CONVENIENCE; TRADER JOE'S, THE NEW WHOLE FOODS, LGCAFE, PARKS, SHOPPING, DINING & EVERYDAY ESSENTIALS ARE ALL NEARBY, WHILE QUICK ACCESS TO HIGHWAYS 17 & 85 PROVIDES AN EASY CONNECTION TO MAJOR SILICON VALLEY EMPLOYMENT/TECH CENTERS. AT HOME, THE QUIET CUL-DE-SAC SETTING OFFERS A PEACEFUL RETREAT FROM IT ALL. PRIME LOS GATOS SCHOOL SYSTEM (BUYER TO VERIFY ENROLLMENT)

172 Maricopa DR, Los Gatos

Listed by Matt Zampella, 650-223-9343 from Christie's International Real Estate Sereno
(If provided) CoList: from

19975 Skyline BLVD, Los Gatos
$2,699,000
5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

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

70 Reservoir RD, Los Gatos
$2,698,000
ML82061025 MLS
Town-Approved Los Gatos Home Project Ready for the Next Stage. Rare opportunity to create a private residential estate on approximately 2.05 acres, steps from downtown Los Gatos. The $2.698M offering includes three parcels being merged into one development parcel, with Town-approved plans for a contemporary residence featuring a 3,352 SF main home, 903 SF attached ADU and 668 SF garage, for 4,255 SF of total living area. The lengthy architectural and Town development-review process is complete, allowing the buyer to move forward with the approved design rather than starting from scratch. Buyers may also pursue modifications to the approved plans, subject to Town review and approval. Surrounded by mature trees and set well back from Reservoir Road, the property offers remarkable privacy so close to downtown. Two existing structures are approved for demolition as part of the project. Exceptional opportunity to build a custom Los Gatos estate with substantial architectural and entitlement work already complete. Extensive project materials available for review. Offering price excludes demolition and construction. Buyer to verify plans, approvals, square footage, schools and development potential.

70 Reservoir RD, Los Gatos

Listed by Mark Vantress, 408-841-6303 from Christie's International Real Estate Sereno
(If provided) CoList: from

70 Reservoir RD, Los Gatos
$2,698,000
3 Beds ⋅ 4 Baths ⋅ ML82061021 MLS
Rare opportunity to create a private residential estate on approximately 2.05 acres in Los Gatos. Town-approved plans include the merger of three parcels into one approximately 89,281 SF parcel and a thoughtfully designed contemporary residence with attached ADU, surrounded by mature trees and set well back from Reservoir Road. The approved design features a 3,352 SF main residence, 903 SF attached ADU and 668 SF garage, for 4,255 SF of total living area. Two existing structures are located on the property and will be demolished as part of the approved project. An exceptional opportunity for an end user seeking to create a custom Los Gatos estate or a builder/developer looking for a well-advanced project with significant entitlement work already completed. Extensive architectural, civil, landscape, geotechnical, arborist and entitlement materials are available for review. Buyer to independently verify plans, approvals, square footage, schools, and development potential.

70 Reservoir RD, Los Gatos

Listed by Mark Vantress, 408-841-6303 from Christie's International Real Estate Sereno
(If provided) CoList: from

24010 Summit Woods DR, Los Gatos
$2,650,000
4 Beds ⋅ 5 Baths ⋅ ML82064954 MLS
Elegant mountain home situated in the desirable 'Summit Woods', close to the heart of the Summit community and local amenities including the Summit Store, wineries, churches, Loma Prieta elementary & CT English middle schools. Approx 20 mins to downtown Los Gatos & Los Gatos High, or Capitola & the beach! Over 5000 sqft luxurious living space, set on 1.26 acres sunny, all usable land...ample space to add a pool, sports court, vineyard...even horses. The ground floor comprises a formal entry & parlor, chefs ktichen with island and informal dining, living room with vaulted ceilings & rock fireplace. Huge formal dining room features walk-in wine cellar with wrought iron gate. Expansive master suite with spa-like bathroom. Laundry room leads to attached SIX CAR garages with marble tile floors! On the 2nd floor; 3 further bedrooms incl. 2 ensuite baths, hall bath and family room/den, large balcony with mountain views. The property exterior features a gated entry with paver driveway, perimeter fencing, rear deck with views over the raised gardens & gently sloped land. Huge enclosed dog run, custom chicken coop, garden tractor garage, and whole house generator. Summit Woods annually welcomes the mountain community for Halloween trick-or-treating. Beloved family friendly neighborhood!

24010 Summit Woods DR, 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

101 Ravinia WAY, Los Gatos
$2,588,888
3 Beds ⋅ 3 Baths ⋅ ML82061908 MLS
Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/painting, & more. Appraised in '25 for $2.9M! Lives like a 1 level home & is close to the Los Gatos downtown, schools, shopping & commuter routes. Remodeled, solidly built, & impeccably maintained, this home features the best of all worlds w/open concept living & seamless indoor-outdoor entertaining. The Chef's gourmet kitchen is open to the great room, dining room, breakfast bar, sunny nook, warm & inviting living room all w/easy access to spacious decks for outdoor enjoyment. High volume ceilings soaring w/sunshine & views through abundant windows. The Chef's kitchen features modern cabinets, stainless appliances, pantry & sleek slab counters with plenty of prep space. The spacious primary features a large walk-in closet, slider to a deck & ensuite bathroom. The remodeled hall bath features contemporary tile, modern vanity & a designer shower. Additional features: private quiet location, gleaming wood floors, interior laundry, extra room for car, boat & RV parking with 3 driveways - the lower driveway is extra long. Room to play in the backyard & incredible nature trails nearby. City services: water, sewer, PG&E. Expansive basement perfect for storage & a wine cellar.

101 Ravinia WAY, Los Gatos

Listed by Heidi Herz, 408-205-9625 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

24580 Loma Prieta AVE, Los Gatos
$2,548,000
5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS
Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

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

104 Old Orchard Dr, Los Gatos
$2,500,000
5 Beds ⋅ 3 Baths ⋅ ML82061809 MLS
Beautifully updated 5-bedroom, 3-bath home in an established East Los Gatos neighborhood. The home lives primarily as a single story, with a private bedroom, full bath, laundry, and bonus room above the oversized 2-car attached garage. Hardwood floors, a cozy fireplace, and a light-filled kitchen with stainless steel appliances and a skylight create a warm and inviting interior. Situated in a quiet neighborhood on approximately 1/4 acre, the backyard features a sparkling pool with plenty of space to relax and entertain. Close to Belgatos Park and its scenic walking and hiking trails. Roof replaced approximately two years ago. Served by Noddin Elementary, Union Middle, and Leigh High School. Buyer to verify enrollment and attendance boundaries.

104 Old Orchard Dr, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

23353 Deerfield RD, Los Gatos
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82062433 MLS
Private nearly one-acre mountain retreat with refined interiors, dual primary suites & a spectacular resort-style backyard in the Santa Cruz Mountains. Set on a quiet cul-de-sac, this stunning home is surrounded by natural beauty. An open floor plan, multiple skylights & expansive windows fill the home with natural light and frame tree-lined views from nearly every angle, creating a sophisticated retreat. Living spaces include a cozy living room, formal dining room, spacious family room & dedicated office. The modern kitchen features crisp white cabinetry, high-end appliances & a breakfast nook opening to the expansive backyard deck. Two primary suites offer privacy. The main-level suite features an en-suite bath & French doors to a private outdoor seating area. The lower-level suite includes a walk-in closet & spa-inspired bath with dual sinks, glass-enclosed shower & soaking tub. Also downstairs: a large laundry room & second family room ideal as a gym, game room, media room or flex space. Set on nearly one acre (43,299 sq ft), the resort-style backyard features expansive decking, a custom in-ground pool & spa, & low-maintenance landscaping. Minutes to Los Gatos, Santa Cruz & Moss Landing, with excellent Loma Prieta Elementary, C. T. English Middle & Los Gatos High schools.

23353 Deerfield RD, Los Gatos

Listed by Chris Alston, 408-921-4711 from KW Bay Area Estates
(If provided) CoList: Hannah Isaka from Keller Williams Realty-Silicon Valley

00-1 Old Santa Cruz Highway, Los Gatos
$2,475,000
ML82054897 MLS
Build your dream estate on the last remaining waterfront properties feat. 6.55 acres with orivacy, direct access to nature, and exceptional convenience less than five minutes from downtown Los Gatos. Preliminary designs for a 13,252 SF estate by Kohlsaat & Associates establishes the vision, with four levels of lake-facing living, covered verandas, wellness suite, theater, golf simulator, catering kitchen, wine room, elevator, four-car garage, and extensive indoor-outdoor entertaining areas. Yet the design is only one expression of what may be possible. County jurisdiction offers meaningful flexibility for buyers seeking greater scale, massing, height, square footage, and additional buildings. Envision a private family compound, secure technology-enabled retreat, underground safe rooms, guest residences, collector garages, recreation facilities, formal gardens, orchards, or a secluded wellness estate. Dual driveway access, a private well, and public water availability add flexibility. Acquire the land and plans, customize the program with Massei Construction, or contract for the completed estate. More than a homesite, this is a rare platform for a one-of-a-kind Silicon Valley legacy property.

00-1 Old Santa Cruz Highway, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

23965 Mountain Charlie RD, Los Gatos
$2,465,000
4 Beds ⋅ 4 Baths ⋅ ML82052505 MLS
Beautiful estate offering breathtaking mountain views with a peek of the ocean, situated on nearly 4 usable acres with endless possibilities, including equestrian use, organic gardening, or creating your dream outdoor retreat. The main residence features 4 bedrooms, 2 full baths, and 2 half baths, and an oversized 3-car garage with abundant storage. Interior highlights include Brazilian walnut flooring in the main living area, fresh interior paint, newer windows, a spa-inspired primary suite, and a chef's kitchen with updated stainless steel appliances. Designed for entertaining, the home offers an indoor bar, exterior putting green, and driving area. The sun-drenched grounds feature mature fruit trees, a large chicken coop, RV and boat parking, a shipping container for additional storage, and ample room to expand. A newly renovated 2-bedroom, 1-bath guest house currently generates approximately $36,000 annually in rental income, and tenants would like to remain on the property, making it ideal for investment or multigenerational living. This home offers both privacy and flexibility. Connected to a private mutual water system and Comcast high-speed internet. Located within a highly sought-after school district serving students from kindergarten to high school. Come check it out!

23965 Mountain Charlie RD, Los Gatos

Listed by Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

28320 Loma Prieta WAY, Los Gatos
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82046269 MLS
Have you been dreaming of creating a retreat, an equestrian dream, a winery, a wedding venue, dirt bike haven or maybe a mountain bike haven? Rare Los Gatos Mountain Estate with Panoramic Ocean Views! Nearly 128 acres in the coveted Los Gatos school district with breathtaking views stretching from Monterey to Santa Cruz. Zoned Special Use. Approx 20 usable acres immediately surround the home, offering exceptional space for equestrian, agricultural, recreation or estate uses. The property also features approx 4 1/2 acres of pinot grape vines ready for revitalization. The spacious 3 bedroom, 2 Full bath and 2 half bath home features generously sized rooms throughout, with recent improvements including updated lighting, new flooring, interior/exterior paint and a New Roof. Home offers zoned central forced heat and AC and 2 wood burning fireplaces. A large backup generator provides added peace of mind. Attached sunroom and art room offer additional flexible living space beyond the stated square footage. The property also features 2 seasonal ponds, 2 detached garages and a 2-car attached garage. This is a truly unique opportunity to create your dream escape. Art room contains 1/2 bath and may make a good ADU conversion. Close to Loma Prieta Winery, Summit Store and Los Gatos Schools.

28320 Loma Prieta WAY, Los Gatos

Listed by Dana Juncker, 408-828-3909 from Compass
(If provided) CoList: Lisa Sgarlato from Compass

317 Market ST, Los Gatos
$2,395,000
4 Beds ⋅ 3 Baths ⋅ ML82059162 MLS
Stunning detached home in newer European-inspired Santina complex. Impeccably maintained home showcasing an open concept main level floorplan w/many windows, high ceilings, wood floors, spacious living/dining/kitchen. Chefs kitchen w/professional-style SS appliances, quartz island w/bar seating, custom cabinetry/walk-in pantry, GE Monogram refrigerator, 5-burner gas cooktop, new oven. Ground floor bedroom w/full bath, smart-home technology and designer upgrades (No basic builder grade here). Upstairs has 3 more beds/2 baths, laundry room and large loft area, ideal for family gatherings, home theatre, gym. Opulent primary suite w/soaker tub, walk-in shower, dbl quartz vanities, walk-in closet w/custom organizers. Solar panels, tankless water heater, NEST dual-zone heating/AC. Private backyard. Minutes to 85/17, Bay Club/Courtside, New Netflix campus, charming downtown Campbell and Los Gatos w/shopping/dining/Farmer Markets. This home offers style, function and quality in every detail.

317 Market ST, Los Gatos

Listed by Yulan Carr, 408-823-6179 from Bay One Realty
(If provided) CoList: from

950 Oak Ridge RD, Los Gatos
$2,388,000
3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS
A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listed by Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

205 Gregg DR, Los Gatos
$2,298,000
4 Beds ⋅ 2 Baths ⋅ ML82063761 MLS
Have it all in this meticulous move-in ready home in a highly sought after neighborhood w/ outstanding schools: Alta Vista, Union & Leigh. Exceptional curb appeal invites you inside thru a solid cherry door into this light filled versatile floor plan offering amazing spaces for optimal living. At the heart of the home is the tastefully remodeled kitchen featuring stainless steel appliances, gas range, quartz counters & stylish cabinetry. The spacious adjoining dining/family room is perfect for all to gather. The living room opens to a private backyard oasis, a fantastic retreat for entertaining, playing, gardening & is highlighted w/a stone seat wall, travertine patio & mountain views! The primary suite is a perfect retreat featuring a newly remodeled bath w/porcelain tile surround. Features: remodeled hall bath, hardwood, recessed lighting, Andersen windows, AC, smooth coat stucco, stamped concrete/travertine/slate/wrought iron accents, AC, 200 amp panel, copper plumbing & solid cedar garage door. The finished garage is pristine w/tile, recessed lighting & storage galore! Close to schools, Belgatos Park, trails, Safeway, Starbucks & minutes to Dtwn LG, Campbell, WG, 85,17, 87. This beautiful home blends everyday comfort in a vibrant community. You'll never find another like it!

205 Gregg DR, Los Gatos

Listed by Bonafede Team, 408-335-3010 from Compass
(If provided) CoList: Shelli Baker from Coldwell Banker Realty

16281 Camino Del Sol, Los Gatos
$2,298,000
2 Beds ⋅ 2 Baths ⋅ ML82052361 MLS
Exceptional opportunity in academically acclaimed Los Gatos Schools to complete plans submitted for future remodel/expansion of existing home to 2318 sq ft including 443 square foot Accessory Dwelling Unit. Expanded home would feature four bedrooms plus office and four and a half bathrooms.Alternatively, may be ideal for a remodel without expansion.The existing house is on a level 7,700 sq ft lot featuring expansive front and back yards, mature trees, patio and a multitude of possibilities for outdoor fun and entertainment.Recently painted and carpeted, the home features a bright living/great room with fireplace, formal dining area, and an eat-in kitchen with abundant storage and newer butcher-block kitchen countertops. Both sunny bedrooms have full-wall closets. Hall bathroom includes shower over tub.Additional spaces include a fully enclosed sunroom with a half bathroom and an oversized two-car garage with new garage door and workbench perfect for hobbies or storage. Ideal location with easy access to Hwys 17, 880 & 85, within minutes of fantastic shopping, dining, and charming vibrant downtown Los Gatos. Top-rated Blossom Hill Elementary, Raymond J. Fisher Middle, and Los Gatos High (Buyer to Verify) complete this rare opportunity.

16281 Camino Del Sol, Los Gatos

Listed by Carol Jeans, 408-313-0067 from Christie's International Real Estate Sereno
(If provided) CoList: from

600 Ridge Top RD, Los Gatos
$2,295,000
3 Beds ⋅ 4 Baths ⋅ ML82060472 MLS
"Ridge Top" estate on 13 acres with breathtaking ocean, mountain & vineyard views! Tri-level Mediterranean-style home built in 1992. Spacious formal entry with vaulted ceilings. Steps up to living/dining room w/fireplace, vaulted wood ceilings, sliders to deck. Remodeled kitchen with cherry cabinets, granite countertops, stainless appliances. Pool view from kitchen window. Bright breakfast bay with floor-to-ceiling windows, spectacular 180 views. New hardwood flooring, bathrooms remodeled in '24. Two large primary suites, new custom plantation shutters. Primary bathroom features a luxurious deep, free-standing soaking tub under window, oversized shower, dual vanity. Steps down to guest suite with huge walk-in closet. Lower level family/rec room with wet bar, sitting area, spacious office bay. 3rd bedroom with fireplace, sliders to deck, adjacent hall bath. Lwr level layout designed for potential 4th bedroom. Lap pool w/spa, sunny travertine deck. Usable land offers space for vineyard, gardening, sport court or horses. Long circular driveway, generous parking, room for oversized vehicle/ RV. 4 car drive-thru garage, vaulted wood ceilings, potential to convert to ADU? Comcast internet, excellent shared well. Central location near Summit store & schools, easy drive to town or beach!

600 Ridge Top 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

200 Jackson ST, Los Gatos
$2,288,000
4 Beds ⋅ 2 Baths ⋅ ML82061470 MLS
Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

200 Jackson ST, Los Gatos

Listed by Susan LaRagione, 408-242-5901 from Sync Brokerage Inc
(If provided) CoList: from

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

26756 Adams RD, Los Gatos

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

15397 Kennedy RD, Los Gatos
$2,250,000
ML82037658 MLS
This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water. On-site temporary PG&E 200 amp service; infrastructure there for simple conversion to permanent. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

15397 Kennedy RD, Los Gatos

Listed by David Propach, 408-202-7125 from But Simple, Inc.
(If provided) CoList: from

21112 Shear Creek RD, Los Gatos
$2,249,000
4 Beds ⋅ 3 Baths ⋅ ML82061648 MLS ⋅ Las Cumbres Conservation Corp BLDG.
BACK ON THE MARKETNEW PRICE, FRESH PAINT & NEW FLOORING! Reintroduced with a fresh look and a compelling new price, this Las Cumbres residence is ready to be experienced again. This 4-bedroom, 2.5-bath home offers approximately 2,858 square feet on an expansive 30,405-square-foot lot. Designed by Fuse Architects, the light-filled floor plan features fresh interior paint & new flooring throughout. Expansive windows & sliding glass doors connect the living areas to multiple decks while framing mountain views. Distinctive features include two Morsø wood-burning stoves, Pilkington channel glass, California Closets in the primary suite, and surround sound on both levels. Additional amenities include SolarEdge solar, EV charging, a Kinetico reverse-osmosis system, and a 1 Gbps fiber-optic network, can be upgraded to 10 Gbps. Las Cumbres amenities include private hiking trails, tennis and basketball courts, swimming pool, bocce ball, community field, and clubhouse. Nearby Castle Rock State Park and Sanborn County Park offer hiking, biking, and climbing. Approximately 20 minutes from Downtown Los Gatos and 35 minutes from Cupertino, with access to Highway 9 and Skyline Boulevard. New price. Fresh presentation. A renewed opportunity to experience 21112 Shear Creek.

21112 Shear Creek RD, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

200 Carlester DR, Los Gatos
$2,198,000
3 Beds ⋅ 2 Baths ⋅ ML82063149 MLS
Completely reimagined from the inside out, 200 Carlester Drive is a beautifully renovated 3-bedroom, 2-bathroom home offering timeless style, modern comfort, and thoughtful design. At 1,296 square feet, this inviting residence has been transformed into a sophisticated, move-in-ready retreat. The beautifully redesigned kitchen features classic shaker cabinetry and elegant quartz countertops, creating a stylish and functional heart of the home. Brand-new flooring flows throughout, complemented by all-new interior lighting. Both bathrooms have been completely refreshed with brand-new tile, contemporary vanities, and new faucets, creating beautifully appointed spaces with a fresh, elevated feel. The extensive renovation includes all-new plumbing, a newly installed AC system, new exterior paint, and all-new exterior lighting. Every detail has been thoughtfully selected to create a cohesive home that is as comfortable as it is beautiful. Ideally located in Los Gatos and served by Los Gatos schools, enjoy nearby parks, downtown shopping and dining, and convenient access to Silicon Valley. Beautifully renovated. Thoughtfully designed. Completely turnkey. A wonderful opportunity to enjoy the Los Gatos lifestyle in a home where every detail has been newly considered.

200 Carlester DR, Los Gatos

Listed by Kristy Hawley, 408-348-8016 from Golden Gate Sotheby's International Realty
(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 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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