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$2,548,000
3 Beds 2 Baths ML82055499 MLS
Welcome to 359 Penn Way, a thoughtfully redesigned home where modern elegance meets exceptional craftsmanship. Completely remodeled from top to bottom, this turnkey residence features an open-concept floor plan centered around a stunning chef's kitchen with premium finishes, custom cabinetry, high-end Thermador appliances, and an oversized island. Extensive upgrades include remodeled bathrooms, hardwood flooring, recessed lighting, solid-core doors, new plumbing, updated electrical with 200-amp service, new HVAC, dual-pane windows, and designer finishes throughout. Enjoy seamless indoor-outdoor living with a spacious backyard featuring a large grass area, expansive patio, and outdoor chef's kitchenperfect for entertaining and everyday living. Ideally located in one of Los Gatos' most desirable neighborhoods near top-rated schools, parks, shopping, dining, and major commute routes, this is a rare opportunity to own a fully redesigned, move-in-ready home.

359 Penn WAY, Los Gatos

Listed by John Schrup, 650-714-4819 from Intero Real Estate Services
(If provided) CoList: Zach Tornquist from Intero Real Estate Services

$2,380,000
4 Beds 2 Baths ML82055281 MLS
Rare combination of location, large lot size, substantial flat area and future expansion potential! Tucked beneath a beautiful tree canopy in the heart of historic downtown Los Gatos and encircled by private hillsides with mature landscaping. Privacy and calm just moments from the best of everything. Perfect indoor-outdoor living with a spacious deck for dining and relaxing among the trees and enjoying mountain views. Ideal for entertaining. Thoughtful upgrades include LVP flooring thru-out, dual paned windows, central forced air heating, fresh paint, remodeled primary w/walk-in closet. Kitchen opens to living area and features stainless steel appliances. Easy walk to Los Gatos High School, local coffee spots, dining, boutiques, Los Gatos Jones Trail, and Testarossa Winery just over Donkey Hill-- all while coming home to a quiet peaceful street. Expansive 10,071 sf lot, incredible opportunity to create your dream home in one of Silicon Valley's most desirable settings. Highly rated Los Gatos schools! Van Meter Elem, Fisher Mid, LG or Saratoga HS. Easy commute to Netflix, Google, Apple, NVidia.

200 Jackson ST, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

$2,398,888
4 Beds 3 Baths ML82055326 MLS
Rare Opportunity! Tucked away on a quiet cul-de-sac and set back from Blossom Hill Rd, this beautiful Los Gatos home offers privacy, convenience, and lifestyle within the highly sought-after Leigh High School district. Enjoy close proximity to top-rated schools, premier shopping, dining, and scenic nature trails while coming home to a peaceful setting. Situated on an approximately 7,500 sq ft lot, this move-in ready home has been newly painted inside and out, features new flooring throughout, and is filled with natural light. A grand foyer with soaring ceilings welcomes you into the elegant living and dining areas. The gourmet kitchen features upgraded appliances, quality finishes, a breakfast nook, and flows into a versatile family room, easily convertible into a downstairs bedroom. Upstairs, all four bedrooms feature high ceilings and generous closet space, including a spacious primary suite with soaring ceilings and an ensuite bathroom. Step outside to a private, low-maintenance backyard ideal for entertaining or relaxing. A side yard with storage shed adds functionality. Rarely does a home offer this combination of privacy, location, updates, and move-in-ready condition. A wonderful opportunity to own a beautifully updated home in one of Los Gatos' desirable neighborhoods.

15055 Blossom Hill RD, Los Gatos

Listed by Chandani Group, (650) 492-0234 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty

$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

$2,488,000
3 Beds 3 Baths ML82054818 MLS
Private ridge-top sanctuary just minutes from downtown Los Gatos. Set on approximately 21.6 sun-drenched acres, this exceptional estate offers remarkable privacy, sweeping valley and mountain views, and the perfect balance of peaceful retreat living with convenient Silicon Valley access. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, and a light-filled open floor plan designed to capture breathtaking vistas. A spacious dedicated office provides an ideal work-from-home setting. Generous living areas flow seamlessly to expansive view decks, perfect for entertaining or enjoying spectacular sunsets. A detached guest house/ADU (484 sq ft) adds flexibility for extended family, guests, a studio, or potential rental income. The usable acreage includes private trails, orchard and garden areas, and multiple outdoor spaces. Equipped with owned solar, backup power, and private well, this property blends self-sufficiency with modern comfort. A rare opportunity to own a private Los Gatos mountain estate with space, views, and versatility.

950 Oak Ridge RD, Los Gatos

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

$2,999,000
5 Beds 5 Baths ML82050514 MLS
Incredible location for this stunning remodel in the Los Gatos Hills! Gated entry and set on on a private, sunny 1.26 acre lot with gorgeous fountains, beautiful oaks and vineyard, home features a grand entry and flexible floor plan with in-law/adu potential. Upgrades galore with chefs gourmet kitchen featuring a La Cornue range, stunning island/breakfast bar with leather counters, stained glass skylights, walk-in pantry and perfected temp wine room. Lovely living areas with hardwood floors and veranda overlooking vineyard and mountain views and formal dining room. Stunning spa like primary suite with fireplace and private balcony. Lower level features Travertine floors with radiant heating system. 2 en-suite bedrooms plus separate 3 rooms off the garage that makes great in-law or potential adu. Separate office space with sports room has french doors opening to back patio. New windows throughout. Great outdoor space for entertaining with patios, bbq area, bocce ball, raised bed gardens, and storage sheds. Property is fully fenced serviced by Villa del monte water plus agricultural well for vineyard. Central Summit road location near Regale and Burrell wineries and schools. Easy commute location 10 minutes to town 15 to the beach. Loma Prieta Schools and Los Gatos High

23005 Del Monte WAY, Los Gatos

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

$2,598,000
3 Beds 2 Baths ML82054103 MLS
Beautifully rebuilt and thoughtfully expanded in 2022, this exceptional 3-Bed & 2-Bath Los Gatos home combines timeless charm with the quality of modern construction. Renovated down to the studs, the home features a new roof, electrical, copper plumbing, windows, insulation, and a thoughtfully designed addition including a large primary bedroom with a walk-in closet, while preserving the home's original built-ins, offering years of worry-free modern living in the heart of a historical gem. Light-filled living spaces flow seamlessly to beautifully landscaped grounds with an automatic sprinkler system, newer fences, new front and backyard pavers, and a built-in BBQ, creating the perfect setting for indoor-outdoor entertaining. The detached garage has been finished into a versatile additional 1-bed/1-bath living space, ideal for guests, a home office, or rental income, and can easily be converted back to a garage if desired. There is also a partially finished basement that can be used as storage or a wine cellar, and a fully enclosed porch/mudroom. Just minutes from downtown Los Gatos, top-rated schools, parks, shopping, and dining, this turnkey home offers the rare opportunity to enjoy the character of an established neighborhood with the comfort and efficiency of a like-new home.

245 Los Gatos BLVD, Los Gatos

Listed by Dave Keefe Team, 650.269.2625 from Action Properties Inc
(If provided) CoList: Katy Blus from Action Properties Inc

$2,999,000
4 Beds 3 Baths ML82053657 MLS Belwood of Los Gatos BLDG.
Prime Setting!! Nestled in the highly sought-after Belwood neighborhood, moments from Belgatos Park hiking, biking, & riding trails, this storybook home blends timeless charm, comfort, and convenience. Filled with natural light, the thoughtfully designed floor plan features formal living and dining rooms, a well-appointed kitchen with granite countertops, center island, and stainless steel appliances, and an inviting family room with fireplace. The spacious main-level primary suite offers backyard access and a beautifully updated ensuite bath, while two additional bedrooms and an expansive bonus room provides flexible space for home office, recreation room, fitness studio, or guest retreats. Updated main-level bathroom is ideally set for guest & resident use. Upstairs are two generously sized bedrooms and an updated hall bathroom. The beautifully landscaped backyard features a paver patio and lush lawn areas, ideal for entertaining or relaxing outdoors. Enjoy an exceptional location just minutes from downtown Los Gatos, boutique shopping, acclaimed dining, Belgatos Park, and the private Belwood Cabana Club (annual HOA of $820), with convenient access to Highways 17 and 85 and top-rated Los Gatos schools.

193 Bacigalupi DR, Los Gatos

Listed by Cynthia Smith, 650-743-6865 from Compass
(If provided) CoList: from

$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 1,875 sq ft plus an attached 443 square foot Accessory Dwelling Unit, for a total of 2,318 square feet.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

$2,458,800
3 Beds 3 Baths ML82047758 MLS
Beautiful home in a highly desirable Los Gatos neighborhood situated on a spacious corner lot! This light-filled residence welcomes you with an elegant living room featuring recessed lighting, gleaming hardwood floors. Formal dining area with sliding doors to patio. Versatile family room offers a full bath and wet bar, making it ideal as a separate living space, guest suite, or potential 4th bedroom. Open kitchen with Quartz countertops, gas cooktop, & ample cabinet space. Fresh interior paint & newer carpet in the bedrooms. Step outside to a private, park-like backyard complete with a deck, lawn area, and endless possibilities to create your dream outdoor retreat. Whether you choose to move right in or customize to your personal taste, this home offers exceptional potential. Additional features include a newer roof, dual-pane windows, copper plumbing, hardwood flooring in the living and dining areas, and hardwood floors beneath the carpet in the bedrooms and hallway. Abundant storage throughout, including a hidden upstairs closet with potential for a laundry room conversion. Conveniently located near shopping, dining, and scenic hillside trails. Served by top-rated schools: Alta Vista, Union Middle & Leigh High. A wonderful opportunity to own in one of Los Gatos!

200 Danville DR, Los Gatos

Listed by Jessica Hooley, 408-313-8813 from Coldwell Banker Realty
(If provided) CoList: Megan Fletcher from Coldwell Banker Realty

$2,750,000
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

$2,980,000
4 Beds 3 Baths ML82050572 MLS
Extensively remodeled in 2024 to 2025, this beautifully upgraded home is nestled in one of the areas most sought-after neighborhoods. Recent major improvements include a brand-new ROOF, HVAC, and water heater, along with elegant engineered hardwood flooring, updated lighting, a stunning remodeled kitchen, and a luxurious primary bathroom. The home was also fumigated in 2024 and includes a 3-year termite-free warranty for added peace of mind. A grand formal foyer welcomes you into the sophisticated living room, highlighted by a warm fireplace. The redesigned kitchen features sleek SS appliances and a peninsula that seamlessly connects to the dining area. This flexible space can also serve as a family room, with direct access to the side yard. The spacious primary suite is a true retreat, opening to a large private deck, perfect for relaxing mornings or evening unwinding. Additional upgrades include an extended driveway with new paving and redwood gate, as well as a beautifully landscaped backyard complete with mature fruit trees, including a fig tree.Located within a top-rated school district and just a short stroll to vibrant downtown Los Gatos, this home also offers convenient access to major commute routes and nearby open spaces. A rare, turnkey opportunity not to be missed.

321 Johnson AVE, Los Gatos

Listed by Serena Zhang, 510-272-7777 from Shè Homes
(If provided) CoList: from

$2,499,000
4 Beds 3 Baths ML82042375 MLS Las Cumbres Conservation Corp BLDG.
Located in the Las Cumbres community of Los Gatos, this 4-bedroom, 2.5-bathroom home offers approximately 2,858 square feet on a 30,405 square foot lot. Designed by Fuse Architects, the property features a functional floor plan with natural light and indoor-outdoor flow. The main living areas include large windows and sliding glass doors opening to multiple decks, with views of the surrounding mountains. Interior features include two wood-burning stoves, channel glass details, California Closets in the primary suite, and surround sound systems on both levels. Additional features include a solar energy system, EV charging capability, reverse osmosis water system, and connection to a community fiber optic network with high-speed internet. Las Cumbres amenities include private hiking trails, tennis courts, basketball courts, a swimming pool, bocce ball courts, and a community clubhouse. The property is approximately 20 minutes from downtown Los Gatos and 35 minutes from Cupertino, with access to Skyline Boulevard and Highway 9. Nearby outdoor recreation includes Castle Rock State Park and Sanborn County Park, offering hiking, biking, and climbing. The property is served by the Los Gatos-Saratoga Joint Union High School District.

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

$2,999,999
4 Beds 3 Baths ML82049095 MLS
This exceptional Los Gatos Mountains estate offers a rare blend of elegance, privacy, and natural beauty. The custom-built Queen Anne Victorian sits on 22 acres, surrounded by majestic redwoods, sunny open spaces, and a 20k SF curated garden with orchard, specimen plantings, a bespoke European fountain, outdoor kitchen, and dining areas. A one-mile private trail with storybook bridges over Burrell Creek winds through the property, creating a peaceful, nature-filled retreat unlike anything in Silicon Valley. Yet Los Gatos, Capitola, and Summit Store are just minutes away. Inside, exceptional craftsmanship shines through coffered and boxed-beam ceilings, custom millwork, French doors, hardwood floors and designer finishes. The gourmet chefs kitchen features an oversized island, artisan cabinetry, Viking range, Thermador appliances, and Sub-Zero refrigerator. Designed for year-round indoor/outdoor living, light-filled rooms capture beautiful views throughout. Luxurious primary suite with a spa-inspired bath. Flexible guest and office spaces for modern living. Two wells, 30k G of water storage, backup generator, excellent internet, security system, and meticulous maintenance. Elegant, comfortable, and deeply connected to nature, this is a truly extraordinary place to call home.

24431 Soquel San Jose Road, Los Gatos

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

$2,150,000
ML82048189 MLS
Perched above Montevina Road in the Los Gatos Mountains, this 15-acre gated estate offers privacy, scale, and panoramic views of the Bay Area, Lexington Reservoir, and Lyndon Canyon, just minutes from downtown Los Gatos. A paved road leads to a gated entrance, creating a private mountain retreat with dramatic sunrises and sunsets. The property includes an approximately 3 acre fenced area suitable for vineyard use, along with an additional 3 acres across the road offering potential for a second residence or expanded vineyard acreage. A high producing well is complemented by two 10,000 gallon storage tanks and an on site fire hydrant. The home features stone mosaic wall cladding, knotty pine cabinetry, solid core doors, hardwood floors, and a temperature controlled wine cellar finished in stone. The kitchen offers a stone island with seating, a chef quality six burner Jade range, and a Thermador oven. Two versatile outbuildings provide laundry and storage. Located within the Los Gatos School District, this is a rare opportunity to own a private, view-driven estate with close proximity to town!

19375 Montevina RD, Los Gatos

Listed by Ashley Melikian, 831-419-6685 from eXp Realty of California Inc
(If provided) CoList: from

$2,198,000
5 Beds ML82027892 MLS
Welcome to 228 Union Ave, an exceptional duplex opportunity in the heart of Los Gatos. Each unit offers an inviting blend of comfort, functionality, and outdoor living, making this a perfect property for both investors and owner-occupants alike. Both residences feature well designed layouts, abundant natural light, and generous living spaces. Each unit enjoys its own large private backyard, ideal for entertaining, gardening, relaxing, or creating the outdoor space of your dreams. Properties with this level of outdoor usability are truly rare in Los Gatos. With its prime location just minutes from top rated Los Gatos schools, shopping, dining, and major commute routes, this duplex delivers convenience and long term value. Whether you're looking to live in one unit and rent the other, expand your portfolio, or add additional income potential, the possibilities are endless. Dont miss the chance to own a versatile duplex with fantastic outdoor amenities in one of Silicon Valleys most desirable communities.

228 Union AVE, Los Gatos

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

$2,299,000
3 Beds 2 Baths ML82047467 MLS
Beautifully updated East Los Gatos single-story home blending comfort, style, and everyday functionality in a highly desirable neighborhood. This inviting 3-bedroom, 2-bath residence features a bright, well-designed floor plan with timeless hardwood floors, abundant natural light, and refreshed interior spaces. Both bathrooms have been tastefully remodeled, offering modern finishes and move-in-ready appeal. The updated kitchen and spacious living areas flow seamlessly for comfortable daily living and effortless entertaining. Enjoy valuable upgrades including owned solar, central A/C, whole house and attic fans, plus a permitted family room addition with skylights that adds warmth and versatility. A flexible bonus space off the garage is ideal for a home office or craft room and includes a window A/C for warm summer days. The private backyard is designed for both relaxation and low-maintenance enjoyment, featuring artificial turf, deck space, and a spa. With Stratford School just steps away, school drop-off is simple and walkable for families. Ideally located near highly rated schools, parks, groceries, shopping, dining, and convenient commute routes, this home offers exceptional everyday convenience and a wonderful opportunity to enjoy the best of Los Gatos living.

239 Kensington WAY, Los Gatos

Listed by Angela Chen, 925-330-9961 from Realty One Group Infinity
(If provided) CoList: from

$2,274,999
4 Beds 3 Baths ML82046670 MLS
PRICE REDUCED! Perfect home in the coveted Town of Los Gatos lifestyle! Tucked away on a quiet court, this beautifully maintained 4-bedroom single-family home backs up to historic OLD NOT ACTIVE railroad tracks, offering the ultimate premium privacy with no rear neighbors and absolutely no active train. Inside, enjoy a polished, approachable modern aesthetic with a versatile floor plan bathed in brilliant natural light. Families will love the "triple crown" of Los Gatos education: Dave's Avenue Elementary, Raymond J. Fisher Middle, and Los Gatos High School! The location is truly unbeatable. You are within easy walking distance to the Bay Club Courtside, where families can enjoy a vibrant social community, fitness, and 3 amazing pools. While this private enclave offers a peaceful retreat, you are strategically positioned just minutes from the Netflix campus, premier Silicon Valley employers, the 85 freeway, and weekend golf at La Rinconada Country Club. A rare opportunity for a premier "in-town" location!

129 Smith Ranch CT, Los Gatos

Listed by Shannon Ray, 408-677-8684 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,998,000
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

$2,199,000
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

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,200,000
4 Beds 3 Baths ML82044580 MLS
Welcome to 17250 Pine Ave - Tucked away at the end of a private drive shared with only one neighboring home, this fully renovated home (2015) sits on over 3/4 of an acre and offers exceptional privacy in a secluded, retreat-like setting. Located on one of Los Gatos' most sought-after streets and within walking distance to downtown and top-rated schools. Inside, beautiful hardwood flooring throughout, fresh interior paint and abundant natural light. The spacious living room features elegant details including a rounded archway, crown molding, custom stone fireplace and recessed lighting. The modern kitchen offers quartz countertops, stainless steel appliances, generous cabinetry and seamless access to the outdoor patio and expansive grounds. Flexible living spaces include a dining or family room option, along with a convenient main floor bedroom ideal for guests, extended family or a home office. A detached studio provides the perfect space for an art studio, fitness area or yoga retreat. Nestled within a lush wooded setting among towering trees, featuring a relaxing spa, multiple outdoor areas designed for entertaining, a circular driveway, 2-car garage with workshop and multiple storage areas along with previously approved ADU plans offering potential for future expansion.

17250 Pine AVE, Los Gatos

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

$2,949,000
4 Beds 5 Baths ML82042923 MLS
Welcome to the Los Gatos mountain dream. 24010 Summit Woods Drive offers the perfect blend of natural beauty, luxury, space, privacy and convenience. Spanning a fully usable 1.26-acre parcel, this exceptional property provides a peaceful retreat with an easy drive to the Silicon Valley, the coast, and all the stunning destinations in between. Boasting an impressive 5,120 SF floor plan there's ample space for working from home, entertaining and comfortably living the mountain dream year around. The home is thoughtfully laid out with 4 spacious bedrooms - 3 of them with en-suite baths and all with large walk-in closets. The primary bedroom on the ground floor features a stunning spa like bath with double shower and separate vanities. The kitchen is a chef and entertainer's delight that flows perfectly with the eat-in kitchen and huge formal dining room. Outside a patio wraps the entire backside of the home maximizing your enjoyment of the mountains. A finished 6 (yes, SIX) car garage with dedicated workshop offers endless options for hobbyists. Other mountain amenities include a large pantry, custom built chicken coop, water storage tank, generator, utility building and fully fenced perimeter. Excellent Loma Prieta Elementary, CT English Middle and Los Gatos High Schools.

24010 Summit Woods DR, Los Gatos

Listed by Brett Yoshihara, 408-674-5101 from Intero Real Estate Services
(If provided) CoList: Denise Yoshihara from Intero Real Estate Services

$2,150,000
2 Beds 1 Baths ML82033907 MLS
Perched above Montevina Road in the Los Gatos Mountains, this 15-acre gated estate offers privacy, scale, and panoramic views of the Bay Area, Lexington Reservoir, and Lyndon Canyon, just minutes from downtown Los Gatos. A paved road leads to a gated entrance, creating a private mountain retreat with dramatic sunrises and sunsets. The property includes an approximately 3 acre fenced area suitable for vineyard use, along with an additional 3 acres across the road offering potential for a second residence or expanded vineyard acreage. A high producing well is complemented by two 10,000 gallon storage tanks and an on site fire hydrant. The home features stone mosaic wall cladding, knotty pine cabinetry, solid core doors, hardwood floors, and a temperature controlled wine cellar finished in stone. The kitchen offers a stone island with seating, a chef quality six burner Jade range, and a Thermador oven. Two versatile outbuildings provide laundry and storage. Located within the Los Gatos School District, this is a rare opportunity to own a private, view-driven estate with close proximity to town!

19375 Montevina RD, Los Gatos

Listed by Ashley Melikian, 831-419-6685 from eXp Realty of California Inc
(If provided) CoList: from

$2,295,000
5 Beds 5 Baths ML82040368 MLS
Spellbinding ocean views! Expansive long-range vistas over mountains and ridges to the beaches of the Monterey Bay. A peaceful setting on a private cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, and 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 incl. 3 primary suites, one on ground floor - ideal au pair/in-law quarters. 4 full baths & 1/2 bath. Swimming pool & spa with expansive patio, full sun all day! Gravel paths lead to raised gardens, low maintenance landscaping, grassy front yard...over an acre all usable and perimeter fenced. Photos from 2019 - recent upgrades not shown incl. owned solar system, auto whole house generator, pool refinished 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, dining room painted, EV2 charger. 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

$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 and temporary PG&E power. 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

$2,295,000
3 Beds 4 Baths ML82029008 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

$2,588,888
3 Beds 3 Baths ML82034362 MLS
Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/additional work performed. Dream home lives like a 1 level home in a gorgeous quiet setting, yet it's 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. 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 & 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

$2,950,000
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

$2,400,000
ML82023205 MLS
This property is one of the 4 lots available (544-58-015 with 4 acres) within the 20+ year established, exclusive, private, and gated 8 lot subdivision, Black Ridge Vineyard Estates. Perched high above the valley, offering world-class vineyard land and ready-to-build luxury trophy homesites. Just 1 exit from downtown Los Gatos, this location grants both secluded tranquility and exceptional convenience. As you enter, the level of attention and care is immediately evident, a testament to exquisite craftsmanship and the use of the finest quality materials throughout the existing infrastructure. The estate parcels highlight the natural surroundings and incredible hilltop and vineyard views. 3 of the 8 parcels within the subdivision are built out with magnificent custom homes and now 4 of the 5 remaining vineyard parcels may be purchased as a package or select your favorite one (ranging in size: 3.5, 4.0, 4.9, and 11 acres, totaling 23+ acres). Underground utilities and street improvements, reports are available, including topo, engineering, perc test, and a geotechnical report. The established neighborhood features CC&Rs to assure the quality of future custom homes. The 8 parcels collectively own a Mutual State Small Water Company, which is supplied by on-site wells.

18650 Black RD, Los Gatos

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

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