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$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos
$4,000,000
6 Beds ⋅ 3 Baths ⋅ ML82056437 MLS
Beautiful tri-level home ideally situated at the end of a quiet cul-de-sac on an approximately 10,585 sq ft landscaped lot. Designed for comfortable everyday living and effortless entertaining, the private backyard features a sparkling pool, expansive deck, and low-maintenance landscaping, creating the perfect outdoor retreat. Inside, the light-filled contemporary floor plan offers an inviting blend of formal and casual living spaces, enhanced by a freshly painted exterior and interior with new carpeting. Sliding glass doors from the family room and informal dining area open seamlessly to the spacious deck for year-round dining and relaxation. The generous kitchen offers abundant counter space and overlooks the picturesque backyard. The spacious primary suite features an en suite bath and walk-in closet. Enjoy the best of downtown Los Gatos living, just one block from Bachman Park and moments from vibrant shops, acclaimed restaurants, the weekly farmers' market, and scenic hiking and biking trails. Convenient access to Highways 17 and award-winning Los Gatos schools complete this move-in-ready home, offering an exceptional combination of location, lifestyle, and indoor-outdoor living.

16342 Alexander AVE, Monte Sereno
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos
$1,875,000
4 Beds ⋅ 3 Baths ⋅ ML82054642 MLS
Charming English-style cottage in the heart of Downtown Los Gatos, just steps from Old Town's premier shops, restaurants, and entertainment. This unique single-family home is currently configured as a duplex w a total of 4b/3b offering approximately 2,582 sq. ft.-front-1083 sq ft & back 1499)buyer to verify) on a spacious 6,600± sq. ft. lot with three private parking spaces. The front unit features 1 bedroom, 1 bathroom, a bright living room, separate family room or office, kitchen, welcoming entry, and large picture windows that fill the home with natural light. The rear unit has a private entrance and features 2 bedrooms and 1 bathroom, formal living room with fireplace, kitchen, dining area, laundry, and a versatile bonus room ideal for a media room, playroom, office, or gym. The added bonus is a detached 3rd bedroom/office/granny unit with its own bathroom. Whether you're seeking a home with rental income, multigenerational living, or an exceptional development opportunity, this property offers incredible flexibility. Surrounded by mature landscaping and historic homes, it's an ideal setting to enjoy today while planning for the future. Renovate, expand, build your dream home, or create a luxury spec residence in one of Los Gatos' most sought-after downtown locations.

104 Edelen AVE, Los Gatos
$4,802,000
5 Beds ⋅ 5 Baths ⋅ ML82055120 MLS
Experience refined California living in this 3,000 sq. ft. majestic newly constructed Modern Farmhouse, ideally situated on an expansive 10,000-square-foot lot in the prestigious community of Monte Sereno. Professionally designed with exceptional craftsmanship and timeless elegance, this stunning residence seamlessly blends luxury, comfort, and contemporary style. The light-filled open floor plan is highlighted by soaring vaulted ceilings, wide-plank French oak flooring, and a dramatic floor-to-ceiling fireplace that creates a warm yet sophisticated focal point. The heart of the home is a spectacular chef's kitchen, featuring premium high-end appliances, custom cabinetry, an oversized island, and effortless indoor-outdoor living through a dramatic LaCantina folding glass door. The luxurious primary suite offers a private retreat with a spa-inspired ensuite bathroom complete with large double vanity, freestanding garden tub, an oversized walk-in shower, and an expansive walk-in closet. Two additional ensuite bedrooms as well as an ADU provide exceptional comfort and privacy for family or guests. Enjoy entertaining in the backyard equipped with a built-in kitchen, covered sitting area, low maintenance drought tolerant plantings.

15975 Rose AVE, Monte Sereno
$4,700,000
5 Beds ⋅ 4 Baths ⋅ ML82055468 MLS
New Construction with an amazing location this single-story 3,032 sqft (2,616 sqft main home + 416 sqft ADU) features a Cape Cod style modern residence by AL Homes. The flexible layout includes a 4BD/3BA main home plus an attached 1BD/1BA ADU, a 504 sqft attached two-car garage, and solar for enhanced energy efficiency. Bright, airy interiors offer ceilings up to 14'4", dual 12' sliding doors for seamless indooroutdoor living, bedroom skylights, a separate family room, and a welcoming front porch. The primary suite features dual closets and a spa-style bath with double sinks, a walk-in shower, and a soaking tub. The low-maintenance backyard includes an expansive deck and multiple seating areas ideal for meetings, entertaining and enjoying the California weather. Located in an amazing walkable neighborhood just a short distance to downtown dining, boutiques, and schools. Served by the top-rated Los Gatos Union School District (including Louise Van Meter Elementary and Los Gatos High School). Buyer to verify all information.

16970 Cypress WAY, Los Gatos
$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
$5,998,880
4 Beds ⋅ 4 Baths ⋅ ML82054948 MLS
Exceptional custom estate in Monte Sereno's coveted La Rinconada neighborhood, blending timeless architecture, privacy, and resort-style living in one of Silicon Valleys most desirable locations. A striking arrival begins with stone-clad exterior details, manicured grounds, and a grand custom entry that sets the tone for the residence beyond. Designed for both elegant entertaining and comfortable everyday living, the home offers expansive interiors, soaring ceilings, rich hardwood floors, and refined craftsmanship throughout. Formal living and dining spaces complement a chefs kitchen with premium appliances, oversized island, breakfast nook, and seamless connection to the main gathering areas. Highly desirable floor plan includes multiple bedroom suites, flexible living spaces, and generous room proportions throughout. The grounds are truly special, featuring an expansive covered patio with retractable awnings, multiple entertaining areas, lush lawn, mature trees, and exceptional privacy. A detached bonus structure offers ideal flexibility for AUD, office, fitness room, or golf cart parking. Located moments from downtown Los Gatos, key commute routes, and award-winning Los Gatos schools. Rarely does a property combine this level of presence, comfort, and location.

15027 Natalye RD, Monte Sereno
$2,700,000
3 Beds ⋅ 1 Baths ⋅ ML82054251 MLS
A historic jewel box in the heart of the Broadway Historic District, this 1915 Craftsman is a love letter to classic Los Gatos living. Perfectly scaled and rich in architectural soul, the home sits just one block from the vibrant boutiques, Michelin-starred dining, and cafes of Santa Cruz Avenue, offering a sophisticated lifestyle with unparalleled walkability. From the curb, the home captivates with its quintessential enclosed covered front porch, an inviting spot for morning espresso. Inside, warm, light-filled spaces feature pristine period details, including classic wood-framed windows, elegant wainscoting, and clean Craftsman lines. Underneath the main level, a generous unfinished basement offers exceptional storage or space for a private wine cellar or creative workshop. The living space transitions beautifully to the outdoors, where a fenced backyard with a lush lawn and patio offers a private, serene setting for alfresco dining. Moments from scenic local trails and Vasona Park, and flanked by top-rated schools, this is a rare opportunity to own a piece of town history. Owners recently upgraded electric systems and lighting, heat pump, water heater, dishwasher. New floors and paint. New roof. Owned Nem 2.0 Solar covers the majority of electric needs.

42 Broadway, Los Gatos
$2,750,000
3 Beds ⋅ 2 Baths ⋅ ML82054291 MLS
Nestled in a welcoming neighborhood of Los Gatos, 136 Loma Alta Avenue offers space, flexibility, timeless character, and a true sense of community. The inviting front porch swing, loved by several generations, welcomes you inside and sets the tone the moment you arrive. The home has been extensively remodeled throughout and sits on a lovely 7000sf lot with alley access.

136 Loma Alta AVE, Los Gatos
$1,370,000
2 Beds ⋅ 3 Baths ⋅ ML82053916 MLS
Welcome to 18400 Overlook Rd. #13 in the desirable Rancho De Los Gatos community. Perched just above downtown in the highly sought after Glen Ridge area, sits this lovely 2-bedroom, 2.5-bath townhome. This serene development is surrounded by the elegant Old World homes of old Los Gatos and the picturesque Los Gatos Mountains. This home offers an open floor plan with a lofty ceilinged living room and picture window. A well- appointed kitchen includes gas range, microwave, dishwasher, refrigerator, wine fridge, and generous cabinet and countertop space. Off the kitchen is a convenient powder room, and separate laundry room with additional storage cabinets. Upstairs offers two spacious bedrooms and baths, including the primary suite with two wardrobe closets, a private balcony overlooking the hills surrounding the valley, and ensuite bath with a jetted soaking tub, and separate shower. The second bedroom includes built-in closet storage and a private balcony overlooking the backyard. The HOA dues cover water, garbage, cable TV, two pools, landscaping, exterior maintenance of common areas, roofs, and homeowners & earthquake insurance. Conveniently located near downtown Los Gatos, Bachman Park, and open space for walking trails and biking. Top-rated Los Gatos schools.

18400 Overlook RD 13, Los Gatos
$6,250,000
5 Beds ⋅ 7 Baths ⋅ ML82053834 MLS
Welcome Home to 16070 Matilija Dr, a 3,050 SF Main House + 1,000 SF ADU a Gorgeous Estate in a Prestigious Los Gatos Location w/ Saratoga Schools! Set on Over Half an Acre w/ a 4BD Main Home + Detached 1BD ADU, 4 Full & 3 Half Baths & Mountain Views. Driveway w/ Paver Apron, Cultured Limestone Facade, Covered Entry w/ Exterior Chandelier & Oversized Pivot Door Provide Gorgeous Curb Appeal. Open Floor Plan w/ 10' Ceilings, White Oak Wide-Plank Hardwood Floors, Skylights & Sun Tunnels. Great Room w/ 72" Linear Fireplace, Travertine Surround & Multi-Directional Sliding Doors. Chef's Kitchen w/ Raised Ceiling, Skylights, Long Quartzite Island, Lavender Marble Counters & Backsplash, Pass-Through Bi-Fold Windows, Viking & Wolf Appliances. Primary Suite w/ Mountain Views, Back Garden Access, Custom Walk-In Closet & Spa-Like Ensuite w/ Radiant Heat, Dual Vanity, Oversized Shower & Standalone Tub. Detached ADU w/ Full Kitchen, Laundry, Bedroom Suite & Mini-Split Heating/Cooling. Finished 2-Car Garage w/ Epoxy Floors, Cabinetry, Skylights & Half Bath. Back Patio w/ Pergola, Outdoor Kitchen, Artificial Lawn, Water Feature & Resort-Style Landscaping. Minutes to Downtown Los Gatos & Saratoga, Farmers Markets, Hwy 17, Apple & NVIDIA.

16070 Matilija DR, Los Gatos
$3,200,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, a retreat offering breathtaking city light views, with over 5.3 acres, and access to award-winning Saratoga schools. Situated in the coveted Los Gatos Hills, this unique property blends tranquility, privacy, and convenience in an exceptional setting. The two story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move in ready residence or envision transforming the property into your dream estate, the possibilities are endless. The expansive grounds offer a rare sense of seclusion while remaining just minutes from downtown Los Gatos and Saratoga. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres RD, Los Gatos
$4,350,000
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
$3,645,000
5 Beds ⋅ 3 Baths ⋅ ML82051183 MLS
Rare 5-Bedroom Craftsman in Iconic Almond Grove! Perfectly positioned on one of Los Gatos' most coveted tree-lined streets, this distinguished 2,861+/-SF residence seamlessly blends historic character, modern comfort & an unmatched walk-to-town lifestyle just 3 blocks from Santa Cruz Ave for dining, shopping, cafes, wine bars. Just 2 blocks to Bachman Park. A gracious front porch welcomes you into elegant living spaces featuring the perfect blend of modern & historic charm. Beautiful craftsman built-ins, decorative window accents, & exceptional millwork pair nicely with renovated kitchen & baths. Expansive floorplan features a Chefs kitchen with shaker cabinetry, premium appliances, gas range, pantry, & sunny breakfast nook. The main level offers 3BD/2BA, including a primary suite with en-suite bath. The lower level presents 2BD/1BA and a compelling opportunity for guest quarters, multigenerational living, or income-producing rental use featuring a kitchenette & private entrance! Modern conveniences include new engineered wood floors, central heating & AC, interior laundry, & abundant storage. Enjoy the outdoors in your private paradise with an expansive deck, outdoor fireplace, flagstone patios, pergola draped in grape vines, bougainvillea, & fountains. Top Los Gatos Schools!

156 Massol AVE, Los Gatos
$2,580,000
3 Beds ⋅ 4 Baths ⋅ ML82050528 MLS
Welcome to University Avenue, a rare opportunity to own a beautifully maintained duplex in one of Los Gatos' most sought-after historic neighborhoods. Nestled among charming single-family homes, this duplex lives like a primary residence with an attached ADU, offering exceptional flexibility for owner-occupants, multigenerational living, or rental income potential. Built in 1995 and thoughtfully updated, the property features central A/C, hardwood flooring, fireplaces, attached garages, private outdoor spaces, and more. Each residence enjoys its own private entrance, garage, laundry, and yards. 236 University Avenue (approx. 1,800 sq. ft.) offers a two-story layout with 2 spacious bedrooms, an office/den, 3 bathrooms, soaring vaulted ceilings, family room, and attached garage. 232 University Avenue (approx. 700 sq. ft.) features 1 bedroom and 1 bathroom with its own private amenities and outdoor space. The location is truly exceptional. Just steps from vibrant Downtown Los Gatos, you'll enjoy easy access to renowned restaurants including Dio Deka, Telefèric Barcelona, and Los Gatos Soda Works, boutique shopping along North Santa Cruz Avenue, and nearby favorites such as Vasona Lake County Park, Oak Meadow Park, the Los Gatos Creek Trail, and Testarossa Winery.

232/236 University AVE, Los Gatos
$4,000,000
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
$4,710,000
5 Beds ⋅ 3 Baths ⋅ ML82049338 MLS
Set atop a knoll, this spacious single-story residence enjoys a tranquil cul-de-sac location. Dotted by majestic oak trees that frame flat landscape of the 3/4 acre parcel offers exceptional privacy. Experience generous square footage and flexible floor plan, ready for its next chapter. With fresh exterior and interior paint & new roof, the thoughtful floorplan has spacious rooms and open living areas. Upon entry, revel in the expansive living/dining room and, just beyond, the kitchen with dining nook adjacent separate family room enjoys a gas fireplace. A wall of sliding glass doors frame views of the rear yard bring in abundant natural light. On the left wing, a guest bedroom or office make a perfect in-law quarters with easy access to the full bath. A generous laundry room & attached 2-car garage just beyond. In the right wing, the primary suite is generously sized with large bath & generous walk-in closet along with 3 guest bedrooms and full bath. Filled with mature trees that create a natural retreat-like setting, rear grounds offer ample opportunity to create your own escape. A kidney shaped pool & large slate patio provides a strong foundation ample space for entertaining. Detached 1-car garage for added storage. Conveniently located off Quito/HWY 9 with Campbell schools.

15208 Stratford CT, Monte Sereno
$5,150,000
4 Beds ⋅ 4 Baths ⋅ ML82049092 MLS
Tucked away on one of Monte Sereno's most coveted neighborhoods. It's a private sanctuary where classic elegance meets the effortless ease of California living. From the moment you see the white picket fence, youre greeted by an incredible sense of scale and serenity. The expansive, sun-drenched floor plan flows seamlessly from one room to the next, featuring soaring ceilings and oversized windows that frame the lush, manicured grounds. At the heart of the home, the chefs kitchen and inviting family room serve as the ultimate gathering spot, while the formal living and dining spaces are tailor-made for hosting unforgettable dinner parties with a new custom bar. Completely renovated in 2022. Brand new kitchen with state of art appliances and custom cabinets.All the baths completely renovated. Custom laid marble floors, herringbone hardwood throughout entire second floor.Step outside to find a sprawling backyard oasis that feels worlds away from the hustle and bustle. Rose bushes on front brick path, apple and pear espaliers, seven different kind of fruit trees.Located just minutes from the vibrant shops and world-class dining of downtown Los Gatos. Whether your'e looking for a sophisticated retreat or a vibrant space to grow into, this property delivers on every level.

17660 Vista AVE, Monte Sereno
$1,744,000
3 Beds ⋅ 3 Baths ⋅ ML82044566 MLS
Modern Luxury in Los Gatos! This beautifully upgraded home in the serene University Oaks community offers a stylish, move-in-ready living experience. You are just a 3-minute walk to Vasona Lake Park, Oak Meadow Park, and only a 9-minute walk to Downtown Los Gatos with its restaurants, coffee shops, and boutiques. The Los Gatos School District, with its top-rated schools, including Daves Avenue Elementary, is just a short walk away. The fully remodeled kitchen features custom quartz countertops, stainless steel appliances, and plenty of space for cooking and entertaining. Beautiful hardwood floors bring warmth and elegance throughout the home. The bathrooms were recently remodeled with clean, modern finishes and high-quality details, including heated flooring in the primary bathroom. The spacious primary suite feels like a private retreat, complete with its own balcony. Youll also enjoy practical upgrades such as a new roof, improved backyard drainage, double-pane windows, epoxy-coated garage flooring, and a Tesla Level 2 charger. Step outside to your private backyard perfect for relaxing, weekend BBQs, entertaining guests, or creating a fun play space.

704 Winchester BLVD, Los Gatos
$4,000,000
3 Beds ⋅ 3 Baths ⋅ ML82048380 MLS
Nestled on a beautifully landscaped corner lot in the coveted Rinconada Country Club neighborhood, this expanded and thoughtfully remodeled single-story residence offers timeless appeal, exceptional privacy, and an ideal Silicon Valley commute location. Surrounded by mature landscaping and set behind a peaceful streetscape, the home offers well-designed living spaces with expansive gathering areas and seamless indoor-outdoor flow. A gracious entry welcomes guests and opens to elegant formal living and dining rooms, creating an inviting setting for both everyday living and entertaining. At the heart of the home, the remodeled kitchen features a center island, breakfast nook, stainless steel appliances, and abundant workspace, opening comfortably into the family living areas. The spacious family room is highlighted by vaulted ceilings, a fireplace, and wet bar, with direct access to the private backyard for effortless indoor-outdoor entertaining. The generously sized primary suite serves as a peaceful retreat with vaulted ceilings and an airy, open feel. Additional amenities include indoor laundry and an attached two-car garage. The private backyard provides a tranquil setting surrounded by mature trees and landscaping, offering space to relax and entertain.

17311 Zena AVE, Monte Sereno
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82047692 MLS
Set on a private cul-de sac, close to Los Gatos vibrant downtown areas, this 4 bedroom, 2.5 bath residence is defined by soaring ceilings, quiet views of trees and great Los Gatos schools. Warm refined finishes and curated details create an elevated and inviting atmosphere. Every space is designed for exceptional living and entertaining. From the dramatic street setting to the spacious, one of a kind kitchen, this property offers areas of open gathering rooms to private retreats. The outdoor entertaining areas are set for al fresco gatherings or a dip in the beautiful, private pool. Easy access to freeways 17 or 85 make for a convenient commute to the Silicon Valley and Bay Area. Please plan a visit to experience this extraordinary home!

15820 Bruce CT, Monte Sereno
$3,300,000
4 Beds ⋅ 4 Baths ⋅ ML82042958 MLS
Excellent Opportunity to Own a Gorgeous Flat Piece of Property w/Two Beautiful Light & Bright Houses on a HUGE 11,040 Sq Ft Lot in Highly Desirable Los Gatos w/Award Winning Daves Avenue, Fisher Middle & Los Gatos High! In the Main House, Explore the Many Features Including a Spacious Floor Plan Showcasing (4) Bedrooms, (2.5) Bathrooms, 2,221 +/- Sq Ft of Living Space PLUS 447 +/- Sq Ft Finished Basement, Inviting Living Room w/Cozy Wood Burning Fireplace, Oversized Family Room, Sun-Lit Kitchen w/New Gas Cooktop, Hood & Double Oven, White Cabinetry & Peninsula, Luxury VP Flooring, Re-imagined Bathrooms, Recessed Lighting, Skylights, Sun Tunnel, Raised Panel Doors, New Modern Light Fixtures & Door Handles, Modern Interior & Exterior Paint. The Second Home Offers an Open Floor Plan w/Full Kitchen & Kitchen Nook w/Abundance of Cabinetry, Open Bedroom w/Flex Space, Bathroom, Living Room, Dining Area, Recessed Lighting & Carpeting Boasting 628 +/-Sq Ft of Living Space. Enjoy the Captivating Front & Back Yard Boasting Newly Planted Drought Tolerant Shrubs, Rose Bushes, Newly Installed Fresh Sod, Mature Trees, & Large Deck for Indoor/Outdoor Entertaining. Potential for Expansion w/Premier Location. Minutes to Shopping, Restaurants, Vasona Park, Trails & Downtown Los Gatos.

17391 E Vineland AVE, Los Gatos
$3,650,000
4 Beds ⋅ 3 Baths ⋅ ML82047268 MLS
Located within one of the most desirable neighborhoods in Monte Sereno and Los Gatos, this exceptional contemporary estate blends timeless elegance with sophisticated and warm design, all within moments of downtown Los Gatos, Vasona Park, and the award-winning Los Gatos Schools. Completely remodeled with meticulous attention to detail, this extraordinary 4-bedroom, 3.5-bath residence offers approximately 2,801 square feet of luxurious living space on beautifully manicured grounds framed by mature oak trees and resort-inspired outdoor living areas. A grand open floor plan creates an effortless flow between the formal living room, elegant dining room, expansive great room, and the spectacular epicurean kitchen featuring Vadara Calcutta Blanco countertops, a dramatic center island, custom cabinetry, butlers pantry, and top-tier designer appliances. Rich white oak hardwood floors, exquisite designer lighting, fresh interior and exterior paint, and refined architectural details elevate every space. The luxurious primary suite offers a serene retreat with a spa-inspired marble bathroom, oversized seamless glass shower, freestanding soaking tub, and custom walk-in closet designed with uncompromising style and functionality. Perfectly designed for elegant family living!

17506 Vineland AVE, Monte Sereno
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82047040 MLS
Rare opportunity to reimagine this historic Victorian in sought-after dwntwn Los Gatos neighborhood! Freshly painted exterior & rich in classic architectural detail, craftsmanship & character define this true Victorian design. A compelling canvas for restoration, expansion, or thoughtful redevelopment within historic guidelines. Intricate trim, steep rooflines, tall windows & distinctive proportion elements are increasingly difficult to replicate of a bygone era, this residence retains all those defining exterior features, contributing to a streetscape of well-preserved homes that reinforce both charm & long-term value. Generous lot w/ spacious rear yard framed by mature trees provide privacy & natural backdrop. Wonderful location offers close proximity to top Los Gatos K-12 schools, dwntwn shops, dining, & nearby parks. Inside, a glimpse into its past w/ period crown molding and solid wood doors w/ original crystal hardware. For those who value architectural heritage, this is an opportunity to preserve & enhance a true Victorian LG treasure, while shaping it to be suited to modern living. A great location in dwntwn LG, stroll to shops, dining, parks & trails! Top LG schools and easy commute w/ close access to hwy 9/880/17.

54 Whitney AVE, Los Gatos
$3,650,000
4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS
An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos
$4,250,000
4 Beds ⋅ 3 Baths ⋅ ML82046035 MLS
Set on an expansive lot backing to a tranquil, tree-lined creek, this Los Gatos residence offers a rare sense of privacy and calm in one of the areas most sought-after neighborhoods. A gracious formal entry opens to beautifully proportioned living spaces, including a refined living room & a separate family room each with its own fireplace alongside a formal dining room designed for effortless entertaining. The kitchen is both functional and inviting, featuring an eat-in area, generous workspace & a full suite of appliances including a gas range, dishwasher, microwave, and oven.The primary suite is a comfortable retreat, complete with a spacious tile shower, dual vanities & a walk-in closet. The hall bathroom also offers double sinks, blending style with everyday convenience. Hardwood flooring extends through the kitchen, family room, and den (first bedroom), complemented by dual-pane windows that bring in natural light throughout the home. Outdoors, the approximately 11,840 sqft lot unfolds into a serene Creekside setting offering a sense of space and opportunity thats increasingly rare in Los Gatos. Additional highlights include a utility room, composition shingle roof, and an attached 2-car garage with attic storage. All within the highly regarded Los Gatos school district.

125 Via Santa Maria, Los Gatos
$5,650,000
5 Beds ⋅ 4 Baths ⋅ ML82044208 MLS
Incredible opportunity in the highly desirable Loma Serena Equestrian neighborhood. Rarely available, this single-level home offers 5 bedrooms, 2 full baths, and 2 half baths with a highly functional floor plan. A formal entry with gleaming hardwood floors and a skylight welcomes you in. The spacious kitchen features travertine slab countertops, island with marble top and abundant cabinetry that opens to an oversized family room with vaulted ceilings, a fireplace, large windows, and french doors that open to the backyard patio. A separate living and dining great room showcase vaulted ceilings and dual glass doors that invite seamless indoor-outdoor living. Hardwood floors run throughout the main living areas. The primary suite includes a remodeled bath, walk-in closet, and windows overlooking the front yard. The lushly landscaped front yard includes a wrap around paver driveway. The expansive backyard is ideal for entertaining & relaxing with a covered patio, outdoor TV and fireplace lounge, built-in BBQ island, fire pit, pool and spa, large lawn and separate vegetable garden, still with ample room for additional play area or ADU. The property backs to Loma Serena opens space with 40 acres of private hiking & equestrian trails.

15392 Via Palomino, Monte Sereno
$6,250,000
4 Beds ⋅ 3 Baths ⋅ ML82045746 MLS
Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

227 Alexander AVE, Los Gatos
$3,625,000
4 Beds ⋅ 3 Baths ⋅ ML82045681 MLS

19544 Sky Oaks WAY, Los Gatos

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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