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117 Hollycrest DR, Los Gatos
$2,198,000
3 Beds ⋅ 2 Baths ⋅ ML82062990 MLS ⋅ Live Oak Manor BLDG.
Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

117 Hollycrest DR, Los Gatos

245 El Cajon WAY, Los Gatos
$2,198,000
4 Beds ⋅ 3 Baths ⋅ ML82053245 MLS
Set on one of the largest corner lots in one of Los Gatos most sought after neighborhoods, this exceptional property enjoys an ideal location in the coveted sweet spot between Lark Avenue, Vasona Park, & Hwy 17. Tucked behind the Vasona Dam, a natural hillside buffers the sound of the freeway, creating a peaceful setting where youll enjoy the sounds of songbirds & seasonal migration of wild geese. Just a short stroll from Vasona Lake, yet removed from the weekend crowds, this home offers the best of both worlds. Take in breathtaking sunsets over the lake, or enjoy a scenic 15 min. bike ride along the Los Gatos Creek Trail to the charming shops, restaurants, & cafés of Downtown Los Gatos. A majestic redwood tree one of the few in the neighborhood provides welcome shade during the summer months while enhancing the homes natural beauty. Inside, soaring vaulted ceilings and abundant natural light fill the spacious, open living areas, creating an inviting setting for both everyday living & entertaining. The flexible floor plan includes 3 bedrooms & 2 bathrooms in the main home, plus a generous studio or 4th bedroom located beyond the garage with its own private bathroom, ideal for guests, a home office, creative studio, or multigenerational living.

245 El Cajon WAY, Los Gatos

22443 Tim Tam CT, Los Gatos
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061119 MLS ⋅ Riva Ridge BLDG.
Experience luxury mountain living without compromise in the Riva Ridge community - an exclusive enclave of custom-designed homes. This unique estate showcases high-end modern finishes w/ flexible floorpan sprawling across 3 levels. Renowned Los Gatos School District, this property offers an ideal blend of privacy, community & proximity to major tech hubs & coastal destinations. Gourmet Kitchen, Equipped w/ Viking range, full-slab granite intentionally accent the space. Custom climate-controlled wine room elevates this entertainers space. Bright & open interior featuring architecturally pleasing design, windows, skylights. Wide-plank engineered hardwood flooring & Viewrail steel railings. The top floor Penthouse suite showcases a private balcony, sunroom, upgraded bathroom & bonus 3 room "flex" space perfectly suited for a home gym, work-from-home office, art studio or nursery. Owned Solar + Batteries. Inviting curb appeal featuring custom paver driveway & intentional landscaping. Spacious decks & outdoor entertaining areas designed to enjoy the surroundings. Exclusive access to the only private pickleball & tennis courts on the Summit + trailhead w/ sweeping panoramic ocean & mountain view. Firewise certified w/community maintenance provides safety + significant insurance perks.

22443 Tim Tam CT, Los Gatos

169 Ivy Hill WAY, Los Gatos
$1,999,888
3 Beds ⋅ 2 Baths ⋅ ML82061493 MLS
Tucked away on a peaceful cul-de-sac near Vasona Lake County Park, this is a rare opportunity to enjoy park-side living, exceptional privacy, and highly regarded Los Gatos schools. The home boasts 7 skylights and large windows, bringing in abundant natural light, while fresh interior paint, hardwood floors, and views of greenery create a warm and inviting vibe. The updated kitchen features white cabinetry and stainless steel appliances, flowing into a sun-filled dining area. The spacious primary bedroom offers a walk-in closet and a refined ensuite bath. Large front and back lawns offer plenty of space for kids and pets to play, while the paved patio is perfect for outdoor dining or simply relaxing. Just 5 minutes from Netflix, Bay Club, La Rinconada Country Club, and Good Samaritan Hospital, with easy access to Highways 17 and 85, plus shopping, dining, and downtown Los Gatos all within easy reach. Where a life surrounded by nature meets everyday convenience, this is a place you'll love to call home!

169 Ivy Hill WAY, Los Gatos

160 Maggi CT, Los Gatos
$1,998,000
3 Beds ⋅ 3 Baths ⋅ ML82061292 MLS ⋅ Bella Vista Village BLDG.
Welcome to 160 Maggi Court! A wonderfully updated home in the highly desirable Bella Vista Village. Great floor plan with an abundance of natural light. Updated kitchen with granite countertops, crown molding, recessed lighting, stainless steel appliances, gas range, dishwasher, refrigerator, center island with built-in wine storage. Dining Area with decorative chandelier and French doors opening to a spacious balcony, perfect for indoor-outdoor dining and entertaining. Spacious Living Room with cozy gas fireplace, built-in cabinetry, and French doors leading to the private back patio. The Primary Suite features vaulted ceilings, ceiling fan, gas fireplace, & private balcony. The en-suite bath features a skylight, dual-sink vanity, oversized walk-in shower, & spacious walk-in closet. Secondary bedrooms both have great views of the mountains. Oversized 2-Car Garage with plenty of extra space for storage, workshop, gym or flex space. Conveniently located within walking distance to all 3 top rated schools. Tucked away at the back of the community with just a few steps away from the pool, plenty of guest parking nearby. Just minutes away from Downtown Los Gatos, top schools, dining, shopping & walking trails. This home is a must see!

160 Maggi CT, Los Gatos

19375 Montevina RD, Los Gatos
$1,950,000
2 Beds ⋅ 1 Baths ⋅ ML82060794 MLS
~15 acres of heaven on top of the hill in Los Gatos. Surrounded by $3M to $6M estates, this beautifully remodeled home offers exceptional privacy, sweeping 270 degree views, Los Gatos schools, and expansive, usable land with endless possibilities and all just approximately 10 minutes from downtown Los Gatos and 28 minutes from Santa Cruz. The property is serviced by PG&E electricity and features a high-production private well with 20,000 gallons of fresh water storage. Approximately three fenced acres are ready for a vineyard, while an additional three acres across the road offer potential for another home, expanded vineyard acreage, or other possibilities. Inside, the main living space features soaring 15+ foot ceilings, Andersen sliding doors, Sonos audio, and a home theater system. A highly insulated, temperature-controlled wine cellar is finished with stone throughout. Two versatile sheds provide laundry facilities, additional storage, and flexible space for a variety of uses. Plans for a home expansion and infinity pool are available upon request.

19375 Montevina RD, Los Gatos

15895 Ravine RD, Los Gatos
$1,950,000
2 Beds ⋅ 2 Baths ⋅ ML82059067 MLS
A truly unique opportunity in an extraordinary Los Gatos setting. Nestled beneath a canopy of mature trees on approximately 1.02 private acres, this distinctive 2-bedroom, 2-bath home offers approximately 1,972 sq. ft. of living space just 2.2 miles from downtown Los Gatos and only .7 mile from Saratoga-Los Gatos Road. Filled with character, the home features three wood-burning fireplaces, hardwood flooring upstairs, authentic brick flooring on the lower level and a Colonial-inspired exterior. The property's origins date to the early 1900s, when it was reportedly part of the expansive estate of San Francisco financier Max Cohn, with the structure later converted to a residence. Several additional outbuildings, including an approximately 640 sq. ft. structure, add to the possibilities. Surrounded by mature trees and exceptional privacy, this remarkable acre offers a rare canvas to renovate, expand, reimagine or create your own vision in one of Los Gatos' most sought-after settings.

15895 Ravine RD, Los Gatos

18836 Favre Ridge RD, Los Gatos
$1,950,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.
Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

302 Creekside Village DR, Los Gatos
$1,899,000
3 Beds ⋅ 3 Baths ⋅ ML82049846 MLS ⋅ Creekside Village BLDG.
Experience the unique charm and feel of a European-style village nestled in the heart of downtown Los Gatos, with sweeping unobstructed views of the Los Gatos Creek from your own backyard, along with stunning mountain views from both sides of the house. This exceptionally private setting offers a peaceful and tranquil experience within walking or biking distance of restaurants, shops and award-winning Los Gatos schools. Beautifully maintained and thoughtfully updated, this sophisticated Craftsman-style home features an open-concept kitchen and family room with refinished hardwood floors, freshly painted kitchen and bathroom cabinets, and new luxurious carpeting. The generous master bedroom offers exceptional views and a large walk-in closet. The primary bath features dual sinks, soaking tub with jets, private commode and walk-in shower. Two guest bedrooms offer spacious walk-in closets and a private patio. The home also offers an attached oversized two-car garage and convenient upstairs laundry. Residents enjoy the amenities of a clubhouse, fitness center, pool and spa

302 Creekside Village DR, Los Gatos

24854 Skyland RD, Los Gatos
$1,895,000
3 Beds ⋅ 2 Baths ⋅ ML82037619 MLS
Ocean Views clear to Monterey from this quiet location nestled in nature! Stunning views every day! Served by top schools & just minutes from downtown Los Gatos and Santa Cruz beaches. This home boasts 1,900 square feet with gleaming hardwood floors; an updated kitchen with quartz counters, breakfast area and bar seating at the center island plus a beautiful view! 3 bedrooms + an office (with a lot); a family room & sunny dining room. You'll love working from home! 2 car garage with storage AND a huge 24 x 48 detached garage/workshop with full bathroom, air compressor, oversized door & pull-through capabilities. The awesome property is 5.69 acres w/over 3 acres fully fenced w/gated entry. Versatility in the land! A small private wine/table grape vineyard + orchard with several varieties of fruit trees including: apple, pear, peach, fig, persimmon, lemon plum, orange & pomegranate. Separate garden space. 10,000 gallons of water storage; an adorable tree house; ample outdoor space for entertaining & plenty of parking! Located in an award winning school district and an easy commute to Santa Cruz or the Silicon Valley this property has it all. Expand the vineyard or enjoy your private harvest! So many possibilities here!

24854 Skyland RD, Los Gatos

754-2 Pollard, Los Gatos
$1,888,000
ML82034875 MLS
Permits approved and shovel ready for construction! One of the rare flat lots in Los Gatos with approved plans and permits ready for construction. Recently approved SB-9 Lot Split. 8134 sq/ft lot ready for you to custom build your own dream home or modify the existing plans to fit your needs. The current approved plan features an approximately 3000 sq/ft home with an ADU of 413 sq/ft. The adjacent lot is also on the market for sale (754 Pollard Road #1, 8675 sq/ft, 3000 sq/ft home + 615 sq/ft ADU). Buy one lot or both lots for multi-generational living/family compound or to create your own grand estate. The lots are located in a neighborhood with several multi-million dollar homes in close proximity. Close to major shopping/highways/and top schools. Top Rated Schools: Marshall Lane Elementary ranked 9, Rolling Hills Middle ranked 9, Westmont High ranked 9. Permitting fees and construction estimates available. Reach out for more information and don't miss out on this rare opportunity. Land loans available, please inquire. Construction/building estimates also available for serious and qualified buyers.

754-2 Pollard, Los Gatos

754 Pollard, Los Gatos
$1,888,000
ML82034874 MLS
Permits approved and shovel ready for construction! One of the rare flat lots in Los Gatos with approved plans and permits ready for construction. Recently approved SB-9 Lot Split. 8675 sq/ft lot ready for you to custom build your own dream home or modify the existing plans to fit your needs. The current plan currently features an approximately 3000 sq/ft home with an ADU of 615 sq/ft. The adjacent lot is also on the market for sale (754 Pollard Road #2, 8134 sq/ft, 3000 sq/ft home + 413 sq/ft ADU). Buy one lot or both lots for multi-generational living/family compound or to create your own grand estate. The lots are located in a neighborhood with several multi-million dollar homes in close proximity. Close to major shopping/highways/and top schools. Top Rated Schools: Marshall Lane Elementary ranked 9, Rolling Hills Middle ranked 9, Westmont High ranked 9. Permitting fees and construction estimates available. Reach out for more information and don't miss out on this rare opportunity. Land loans available, please inquire. Construction/building estimates also available for serious and qualified buyers.

754 Pollard, Los Gatos

23695 Hutchinson RD, Los Gatos
$1,800,000
3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS
This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

0 Soda Springs RD, Los Gatos
$1,800,000
ML82052900 MLS
Rare opportunity to own approximately 18 acres in the picturesque Los Gatos Mountains along Soda Springs Road. Comprised of 4 contiguous parcels, this exceptional property is located just 30 minutes from Downtown Los Gatos. A private road winds through the property, providing access to multiple potential building sites positioned to capture sweeping views of Monterey Bay, Vasona Reservoir, Silicon Valley, and on clear days, the San Francisco Peninsula. Held by the same family for generations, this legacy property offers significant possibilities - a private estate, multi-generational family compound, vineyard, equestrian retreat, hobby farm, or luxury mountain getaway. Enjoy the privacy and tranquility of your own mountain landscape while remaining within easy reach of Silicon Valley. Seller will finance subject to acceptable terms and conditions. Buyers should verify zoning, development potential, utilities, water rights, access, and all land use possibilities.

0 Soda Springs RD, Los Gatos

16900 Sheldon RD, Los Gatos
$1,799,000
2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS
Absolutely darling cottage minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

15220 Upper Ellen RD, Los Gatos
$1,798,000
4 Beds ⋅ 3 Baths ⋅ ML82035634 MLS
GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

15220 Upper Ellen RD, Los Gatos

21670 Woolaroc Dr, Los Gatos
$1,788,888
3 Beds ⋅ 3 Baths ⋅ FR26194826 MLS
Welcome to one󠃳󠂠󠂀󠂠󠃢󠂁󠂢󠃢󠂁󠂣󠃢󠂁󠂣󠃍󠂏󠃍󠂏 of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the propertys most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room. Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the propertys most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc Dr, Los Gatos

17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82050096 MLS
Just .8 of a mile down the picturesque Summit Rd is Melody Lane, a charming community nestled along towering redwoods. This beautifully updated Los Gatos Mountains retreat is privately situated on over an acre of land in a truly magical setting. Open floor plan features abundant natural light, big windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Spacious downstairs family room. Remodeled bathroom w/separate shower & soaking tub. Freshly painted interior. Tranquil views from each room. Bonus room could be office, gym or big closet. Backyard oasis w/multiple entertaining areas, gas fire pit, bocce ball court & forest views! Enjoy the best of mountain living w/easy access to Silicon Valley & the Santa Cruz coast. You can't beat this highly sought after location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery, 15 min to Santa Cruz. Plus, Old Santa Cruz Hwy is an alternate convenient route. Detached garage, Tesla EV charger & outside storage structure. Long driveway w/space for multiple cars & easy turnaround Abundant hiking & biking opportunities. Served by Melody Woods Water & high-speed Xfinity cable. Loma Prieta Elementary, Los Gatos High. This is a rare opportunity, don't miss out!

17275 Melody LN, Los Gatos

20955 Panorama DR, Los Gatos
$1,699,000
4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS
Beautiful sun-filled Aldercroft Heights home with stunning canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation & drop down stairs and completed inspections. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home!

20955 Panorama DR, Los Gatos

26175 Pierce RD, Los Gatos
$1,698,000
4 Beds ⋅ 3 Baths ⋅ ML82051834 MLS
Motivated, owner financing available. Live your dream in the Santa Cruz Mountains on nearly 4 private, park-like acres, just 20 minutes from downtown Los Gatos and located within one of CA sought-after school districts. This beautifully maintained home offers the perfect blend of privacy and comfort, with numerous upgrades throughout. Featuring 3 beds, 3 baths, an office, and several additional flexible-use rooms, the home can easily be customized to fit your lifestyle and needs. Natural light fills the spacious interior, while the chef's kitchen is perfect for everyday living and entertaining. Additional features include an oversized garage, generator backup system, RV and boat parking, and outdoor space to expand your vision. The property is dotted with mature fruit trees and offers plenty of room for additional orchards, gardens, or even a small vineyard. Appreciate the peaceful setting and endless possibilities. A small barn, which could also be a detached workshop/man cave, and outbuildings provide exceptional flexibility for hobbies, storage, or creative projects. Whether you're seeking an entertainer's paradise or a unique property with room to grow, this exceptional Los Gatos home delivers. We are offering a flooring credit. Huge attic for an additional room.

26175 Pierce RD, Los Gatos

24733 Loma Prieta AVE, Los Gatos
$1,698,000
4 Beds ⋅ 4 Baths ⋅ ML82035012 MLS
Offered through the Kennedy Estate. Set on 21.37 acres in the Los Gatos mountains, this property features a 2,559 square foot home built in 1952 with five bedrooms and three and a half bathrooms. The residence has been held by the Kennedy family for many years and remains in original condition, offering a rare opportunity for buyers seeking a large acreage setting with long established improvements. The land includes natural terrain, mature trees, and areas used for pear cultivation. A unique chance to own a substantial mountain property with privacy and space. Buyers are advised to verify all property details, including utilities, access, zoning, permits, square footage, with the appropriate county agencies.

24733 Loma Prieta AVE, Los Gatos

16497 S Kennedy RD, Los Gatos
$1,698,000
ML82009030 MLS
Spectacular 2.58+/- acre estate building opportunity in the prestigious South Kennedy Road enclave of Los Gatos, offering breathtaking, unobstructed views of the surrounding Los Gatos Mountains. This exceptional parcel presents a rare opportunity to design and build your dream home in one of the area's most sought-after neighborhoods. The Town of Los Gatos has received planning approval for a 4,810+/- square foot residence featuring 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing a clear and efficient path to development. Surrounded by estate-quality homes, the location offers the perfect balance of privacy and convenience, with close proximity to charming downtown Los Gatos, top-rated schools, shopping, and major commuter routes. Two potential entry points allow for an elegant approach and flexible site design. City utilities are available at or very near the building site, streamlining development. Geotechnical and soils reports, survey, and topographical studies are available. Situated within the highly regarded Los Gatos School District, this is a truly rare opportunity to create a legacy property in an exceptional setting.

16497 S Kennedy RD, Los Gatos

16497 S Kennedy RD, Los Gatos
$1,698,000
5 Beds ⋅ 6 Baths ⋅ ML82008703 MLS
Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

16497 S Kennedy RD, Los Gatos

175 Villa AVE, Los Gatos
$1,695,000
2 Beds ⋅ 2 Baths ⋅ ML82060276 MLS
WALKING DISTANCE TO DOWNTOWN LOS GATOS. Completely reimagined with nearly $300,000 in high-end upgrades, this stylish 2-bedroom, 1.5-bath townhome offers modern sophistication Open-concept living features vaulted ceilings, wide-plank light hardwood floors, a sleek modern fireplace, and designer lighting. Sliding doors create seamless indoor-outdoor flow. The gourmet kitchen showcases beige flat-panel cabinetry, brass hardware, luxurious marble counters and backsplash, and a full suite of stainless steel appliances. The primary suite includes a spacious custom walk-in closet. A versatile second bedroom and dedicated laundry room complete the interior. The finished garage offers flexible space currently used as a home gym/workspace. Enjoy low-maintenance living just steps from Downtown. A rare turnkey opportunity in one of the Bay Areas most desirable locations. Just minutes distance from the best dining, shopping, and entertainment that Los Gatos has to offer.

175 Villa AVE, Los Gatos

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

27510 Loma Prieta WAY, Los Gatos

0000 Wagner RD, Los Gatos
$1,650,000
ML82023960 MLS
Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

0000 Wagner RD, Los Gatos

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This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,