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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
$3,650,000
4 Beds ⋅ 3 Baths ⋅ ML82055485 MLS
Welcome to 17288 Eaton Lane, a timeless Monte Sereno residence nestled on a peaceful tree lined street and served by award winning Los Gatos schools. This classic two story home offers an exceptional blend of comfort and privacy. The versatile first floor features a formal living space, a main level guest bedroom, and a full bathroom ideal for visitors, multigenerational living, or a home office. Upstairs, the primary living areas include an eat-in kitchen that opens to the backyard, formal dining room, spacious family bedrooms, and an expansive great room. Surrounded by mature landscaping, the backyard offers multiple deck spaces perfect for entertaining, relaxing, or enjoying the tranquil setting. Ideally located just minutes from Downtown Los Gatos, residents enjoy easy access to acclaimed dining, boutique shopping, and community events. Outdoor enthusiasts will appreciate the nearby Los Gatos Creek Trail, while commuters benefit from convenient access to Highways 9, 17, and 85. Combining a premier Monte Sereno location, exceptional schools, and inviting living spaces, this remarkable property offers an outstanding opportunity to enjoy the best of Silicon Valley living.

17288 Eaton LN, Monte Sereno

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

$3,890,000
5 Beds ⋅ 3 Baths ⋅ ML82055445 MLS
*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino WAY, Los Gatos

Listed by Gretchen Hill, 208-870-4786 from The Agency
(If provided) CoList: from

$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
$2,598,000
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
$3,998,000
5 Beds ⋅ 3 Baths ⋅ ML82052985 MLS
Welcome to Noir 1891: turn-key luxury. Living on the coveted 100-block of lower Johnson means you can leave the car at home. Enjoy effortless strolls to morning coffee, workouts at the Club, dinner, award-winning schools, and weekend shopping. While the striking dark Victorian exterior offers exceptional curb appeal, the real magic is how effortlessly this home lives. The current owners spent years modernizing the entire infrastructure, giving you all the character of an authentic 1891 home without the historic headaches. Inside, warm, sophisticated spaces feature rich Acacia floors, spa-inspired bathrooms with TOTO bidets, automated custom silk drapery, and a dramatic marble fireplace. For entertaining, the back wall of the home folds completely open, connecting the living spaces to a sprawling Tigerwood deck and a private backyard. The level yard offers rare flexibility and is well suited for a future pool or add a garage. An original carriage house provides the perfect studio, gym or extra storage. The greatest luxury is peace of mind. With top-tier solar, full battery backup, and independent dual-zone HVAC with medical-grade air filtration, the home practically runs itself. A rare blend of historic soul, modern efficiency, and an unbeatable downtown location.

135 Johnson AVE, Los Gatos

Listed by QL Realty Group, 831-566-0006 from Coldwell Banker Realty
(If provided) CoList: from

$3,898,000
3 Beds ⋅ 3 Baths ⋅ ML82053747 MLS
Positioned off prestigious Kennedy Road, this private two-acre gated sanctuary blends dramatic panoramic views with unmatched resilience, just minutes from downtown Los Gatos. Impeccably reimagined for modern living, the single-story residence boasts soaring ceilings, rich hardwood floors, and sun-drenched interiors framed by expansive glass. At the heart of the home, a chefs kitchen showcases custom cabinetry, granite counters, a spacious center island, and elite appliances by Sub-Zero, Thermador, Miele, and Fisher & Paykel. Designed for effortless indoor-outdoor entertaining, view-filled decks overlook a Forno Bravo wood-fired pizza oven, cozy outdoor fireplace, built-in DCS grill, and lush hillside gardens of fruit trees, rosemary, and lavender. A tailored executive office with dual workstations and pocket doors easily converts to a private guest suite. Built for ultimate peace of mind, features include fully owned 14kW solar, dual Tesla Powerwalls, dual water sources, high-speed fiber, and a 20x10 workshop with 240V power. Tucked away on a quiet lane serving only six homes, with dual access via Kennedy and Top of the Hill Roads, this is luxury redefined.

15333 Kennedy RD, Los Gatos

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

$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

$4,500,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(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

$4,995,000
4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS
Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos

Listed by Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

$3,800,000
6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS
Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(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
$2,980,000
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

$4,500,000
5 Beds ⋅ 2 Baths ⋅ ML82049284 MLS
Standing proudly along one of Los Gatos most storied streets, 211 Glen Ridge is the historic George and Edith Green estate once home to the town's early pharmacist and a rare surviving 1909 Craftsman residence. This is not just a home, but a living piece of Los Gatos history, where early 20th-century craftsmanship, provenance, and enduring character converge in a way seldom found today. Meticulously restored with deep respect for its original integrity, the home preserves its authentic soul while offering an elegant solution to a complex problem, how to honor historic character while accommodating modern life. Period details remain intact: original-style hardwood floors, restored lighting, custom millwork, and finely crafted banisters that reflect true craftsmanship. Each space carries continuity, where history is genuinely retained. A gracious floor plan offers 5 bedrooms and 2 bathrooms, with light-filled living spaces anchored by a sunroom. The main level includes two bedrooms, a full bath, expansive living and dining rooms, kitchen, and sunroom; upstairs features three additional bedrooms, bath, and storage nooks. Occupying a 9,100 sq ft lot, the grounds include a rebuilt garage and a back gate to Bachman Park. This is a unique opportunity to own a piece of Los Gatos history

211 Glen Ridge AVE, Los Gatos

Listed by Michael Kenyon, 408-529-0248 from Compass
(If provided) CoList: from

$9,500,000
5 Beds ⋅ 8 Baths ⋅ ML82049293 MLS
Exceptional luxury estate featuring 5 bedrooms and 7.5 baths. Ideally located within walking distance of downtown Los Gatos and just off prestigious Karl Ave. Separate access via a private road and tucked at the end of a quiet cul-de-sac. This fully gated property offers exceptional privacy. While moments from town, the estate feels miles away, with remarkable tranquility, privacy, and breathtaking canyon views. Designed for modern living, the home features Lutron RadioRA lighting and automated shade systems, individually zoned heat/ac for every room, radiant floor heating, whole-house Sonos audio and central vacuum system. Enjoy breathtaking canyon views from the resort-style infinity-edge pool and spa, thoughtfully positioned on a separate level from the main yard for enhanced safety and an elevated resort ambiance. Outdoor amenities include a built-in fire pit with seating, plus a entertainment pavilion featuring a Lynx outdoor kitchen, BBQ, range, warming drawers, and more. An additional 300 sq. ft. open-concept pool house with a full bath and shower provides flexible space for guests, recreation, fitness, or entertaining and not included in the home's square footage. A rare opportunity to own a private, technology-forward retreat in one of Los Gatos most desirable locations.

15301 Robin Anne LN, Monte Sereno

Listed by George Montanari, 408-497-2213 from Compass
(If provided) CoList: from

$12,498,000
7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$3,488,800
4 Beds ⋅ 4 Baths ⋅ ML82048749 MLS
Brand-new modern farmhouse with attached ADU with kitchenette great for extended family. Located near Downtown Los Gatos and w/n the highly regarded Los Gatos school district. On the main level, open concept living and dining spaces. The chef's kitchen features slab quartz countertops, custom-crafted cabinetry, walk-in pantry, premium stainless-steel appliances and a large center island anchor the space. Luxury engineered hardwood flooring throughout with decorative wood-plank ceilings. Upstairs, a versatile loft provides the perfect setting for a secondary media lounge. An expansive laundry room. The light-filled primary suite is complete with a spa-inspired ensuite featuring dual vanities, designer finishes, and a generous walk-in closet. Two additional well-appointed bedrooms and a beautifully finished full bathroom with dual vanities complete the second floor. For that indoor outdoor living is an expansive covered veranda with wood-plank ceiling, slate tile. Rear yard includes paver patio, artificial turf, water-conscious landscaping, and modern landscape lighting. Additional amenities include Mitsubishi split-system heat pump, dual tankless water heaters, EV charging station, epoxy garage flooring, smart irrigation, alarm system, fire sprinklers, and built-in audio wiring.

16011 Stephenie LN, Los Gatos

Listed by Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

$6,995,000
5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.
Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(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

$2,200,000
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
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82044544 MLS
This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos

Listed by Parrin Jalali, 408-497-7797 from Intero Real Estate Services
(If provided) CoList: from

$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$8,950,000
7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS
Welcome to La Estancia, a rare historic estate in Glenridge, one of Los Gatos most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.55 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat. The offering includes two parcels a 56,102 sq ft (APN 51040159) plus an additional 11,416 sq ft lot with Overlook Road frontage (APN 51040160), providing flexibility for future possibilities, including a potential additional residence. Buyers should verify all options with the Town of Los Gatos. Widely regarded as one of the region's most iconic estates, La Estancia offers history, beauty, and the essence of California estate living.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty
$2,648,000
3 Beds ⋅ 2 Baths ⋅ ML82040247 MLS
Rare Opportunity in the Beautiful and Prestigious town of Los Gatos This classic fixer-upper sits on a spacious, highly desirable lot that offers incredible potential. Perfect for contractors, visionaries, or anyone ready to build their dream home from the ground up. Tear down or renovate to create a custom residence in one of Silicon Valleys most sought-after communities, surrounded by luxury homes and excellent schools in the Los Gatos Union School District. The true value here is the generous lot size and prime location a blank canvas in an elite neighborhood where land opportunities are increasingly scarce.

16001 Stephenie LN, Los Gatos

Listed by Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

$13,800,000
6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS
Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$3,988,000
4 Beds ⋅ 5 Baths ⋅ ML82036838 MLS
Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos

Listed by Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty
$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

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