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$5,500,000
5 Beds ⋅ 4 Baths ⋅ ML82062001 MLS
Welcome to 15550 Glen Una Dr. Welcome to Shangri-La. A rare opportunity in the coveted Glen Una enclave surrounded by magnificent estate properties. Built in 1906 and set on .55 acres, this approx. 3,392 sq. ft, 5 BR, 3.5 BA bath residence with separate cottage of approx. 739 sq. ft. offers timeless character and charm. Period details include a gracious wrap around veranda, beautiful moldings, sunroom, formal living areas, library, and hobby room. Restore and reimagine this special residence or explore the opportunity to create your dream estate! Charm and character prevail.

15550 Glen Una DR, Los Gatos

Listed by Susie Villapudua Kubota, 408-605-0094 from Coldwell Banker Realty
(If provided) CoList: from

$2,380,000
1 Beds ⋅ 1 Baths ⋅ ML82041031 MLS
Value is in the land. Rare opportunity to acquire an exceptional 20,600± SF parcel in a prime Los Gatos location in the heart of Silicon Valley. Offering significant redevelopment potential, this oversized property presents an exciting opportunity for builders, developers, and investors looking to unlock the value of a substantial parcel in one of the Bay Areas most desirable communities. Explore the possibilities for new construction, an SB 9 lot split, duplex configurations, and/or Accessory Dwelling Unit(s) (ADU) and Junior ADU (JADU), subject to applicable requirements and approvals. With its generous lot size, sought-after Los Gatos location, and multiple potential development paths, opportunities of this scale are increasingly difficult to find. Buyer to independently investigate and verify development potential, allowable uses, lot split eligibility, and all requirements with the Town of Los Gatos and other applicable agencies.

585 Vasona AVE, Los Gatos

Listed by Joanne McPhee, 408-710-8078 from Coldwell Banker Realty
(If provided) CoList: from

$2,600,000
3 Beds ⋅ 2 Baths ⋅ ML82057196 MLS
Wonderful downtown Los Gatos location in the popular Loma Alta/Johnson neighborhood! This beautiful, almost 1/3-acre parcel features an existing historic home on a spacious lot just steps away from top Los Gatos schools, shops and dining. The expansive, open floor plan enjoys large picture windows overlooking the front as well as the tree studded ravine at the rear of the property. Update and expand while maintaining the historic nature of the exterior front facade. A unique opportunity to own a piece of history in a very desirable location in downtown Los Gatos!

110 Johnson AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$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

Listed by Julie Charron, 408-309-9999 from Coldwell Banker Realty
(If provided) CoList: Grant Sedgwick from Coldwell Banker Realty

Sold listing courtesy of Blaire Jahn from CBR
$3,650,000
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

$2,700,000
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

Listed by Nicholas French, 650-773-8000 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Andrea Ivarsson from CBR
$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

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

$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

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

Sold listing courtesy of Barton Call from SGP
$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

Listed by Mary Clark, 408-309-8985 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of William Lister from CBR
$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

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

Sold listing courtesy of Nicholas French from SGP
$899,999
2 Beds ⋅ 2 Baths ⋅ ML82048081 MLS ⋅ Laurel Community League- Water BLDG.
**Santa Cruz Mountains Retreat with Privacy, Redwoods & Easy Highway 17 Access** Escape to the peaceful beauty of the Santa Cruz Mountains with this charming rural retreat located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 6.9 acres surrounded by majestic redwood trees, this property offers privacy, tranquility, and convenient access just minutes from Highway 17. Ideally located halfway between Santa Cruz and Silicon Valley and within the sought-after Scotts Valley School District. This inviting home features approximately 1,700 sq ft with 2 bedrooms, 1 1/2 bathrooms, a loft, and a basement. Enjoy an expanded front porch deck with a new overhang porch, perfect for relaxing and taking in the serene mountain setting. The remodeled kitchen includes new cabinets, laminate countertops, an R/O water system, and whole-house water softener. The updated bathroom features a luxurious steam shower, while new vinyl flooring enhances the interior. Additional highlights include a basement, workshop, multiple outbuildings and sheds, ample parking, and a 500-gallon reserve water tank. Whether you are seeking a full-time residence or peaceful getaway, this unique mountain property offers the perfect blend of comfort, nature, and convenience.

16730 Laurel RD, Los Gatos

Listed by Debbie P. Marino, 408-210-2400 from Pellego
(If provided) CoList: from

$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

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jeet Dholakia from KWLGE
$2,000,000
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

Sold listing courtesy of Moshe Fogel from AGAM
$6,750,000
6 Beds ⋅ 4 Baths ⋅ ML82042289 MLS
Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

115 Glenridge AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Ducky Grabill from SGP
$5,375,000
7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS
Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns 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 1.289 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.

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

Sold listing courtesy of Michael Roberts from CBR
$4,425,000
5 Beds ⋅ 4 Baths ⋅ ML82038833 MLS
This classic California Craftsman is a rare, once-in-a-lifetime opportunity in the highly sought-after Glenridge neighborhood of Los Gatos with approximately 3000 square feet living space. Set on an expansive 11,850 sq. ft. lot, this single-story home offers effortless living surrounded by beautiful garden views. Just a few blocks from downtown Los Gatos and steps to Bachman Park, the location is truly exceptional. Rich in character and charm, the home features stunning stained glass windows, high ceilings, and an abundance of natural light throughout. The thoughtfully updated four-bedroom, three-bath layout includes extensive built-in cabinetry, a spacious attic and basement for storage, and a full-size two-car garage. A separate one-bedroom ADU overlooks the serene garden and black-bottom pool, creating a private retreat for guests or extended family. Brick patio, corner lot positioning, and additional five-car parking off W. Ellenwood. Homes on this coveted street rarely become availableoften once every 30 to 60 years. Dining room and kitchen views overlooking a grand neighboring estate garden, this is truly a special property that seldom comes to market. Los Gatos schools. House is approximately 2422 sq. ft and ADU approxiiately 600. Buyer to verify square footage

203 Alexander AVE, Los Gatos

Listed by Annette Seaborn, 408-859-5881 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Conley from CBR
$3,300,000
4 Beds ⋅ 3 Baths ⋅ ML82039619 MLS
Welcome to this beautifully remodeled and gated home in the heart of historic downtown Los Gatos. Thoughtfully updated throughout, it blends modern convenience with the warmth and character of its original design. The inviting living room features an original stone woodburning fireplace, creating a cozy place to gather. The chefs kitchen offers slab porcelain countertops, custom cabinetry, and topoftheline appliances, flowing into a dining room with builtin display cabinets and views of the outdoor entertaining areas. A spacious utility room off the kitchen provides excellent storage. The mainlevel primary suite offers a peaceful retreat with its spalike bathroom. A charming detached cottage adds wonderful flexibility with a full kitchen and bathroom ideal for guests, extended family, or a private workspace. Multiple outdoor spaces make entertaining effortless, including an outdoor kitchen with a barbecue, smoker, and refrigeration. Ideally located near toprated schools and downtown amenities, this home feels like a private sanctuary in the center of it all.

46 Pleasant ST, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

Sold listing courtesy of Shannon Ray from GGSIR
$4,600,000
5 Beds ⋅ 5 Baths ⋅ ML82037364 MLS
Spectacular views and a coveted walk-to-downtown Los Gatos setting define this impeccably remodeled residence offering approx. 3,912± sq ft on an expansive lot. With 5 beds/4.5 baths, the flexible layout is designed for everyday comfort and effortless entertaining, showcasing quality design and modern updates throughout. Soaring ceilings, skylights, open-beam accents, and large windows provide abundant natural light. The generous living room showcases a dramatic picture window framing sweeping views. The stunning kitchen features a large island, quartzite counters, premium appliances, pantry and designer lighting, seamlessly connecting to formal and casual dining spaces. The primary suite serves as a serene, private retreat. A separate and spacious family room offers versatility with an attached loft bedroom, office area, full bath, kitchenette, and separate exterior entry ideal for extended guests or multi-generational living. Beautifully landscaped grounds offer multiple new decks, lawn areas, and inviting outdoor spaces. The impressive covered pavilion includes a large island, bar seating, mounted TV, overhead heaters, outdoor refrigerator, built-in storage and more. All just moments from vibrant downtown LG, scenic St. Joseph's Hill trails, and award-winning LG schools.

86 Central AVE, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Meena Jandir from RDFIN
$2,380,000
3 Beds ⋅ 2 Baths ⋅ ML82036489 MLS
This beautifully renovated home is ideally located in the heart of downtown Los Gatos and blends timeless charm with extensive modern upgrades, all within a premier school district. The home features a newly added primary suite with walk-in closet and spa-inspired bath with radiant floor heating, walk-in shower, custom floating vanity, and heated towel rack. The updated kitchen includes premium appliances such as a Miele dishwasher, Viking Range Hood, and a convenient coffee nook appliance garage. New white oak and tile flooring throughout the home, complemented by recessed Philips Hue smart lighting and a fully remodeled bathroom with custom tile, ceramic tub, and modern accents. Recent improvements include a new roof, underlayment and eaves (2023), exterior stucco resurfacing and repaint (2023), electrical upgrades with new sub-panel and GFCI protection, upgraded power lines from Pacific Gas and Electric Company, and ABS main drain line replacement (2021). The backyard is designed for entertaining with a Trex composite deck, expanded patio, outdoor kitchen with custom island, built-in grill, Big Green Egg, plumbed sink, outdoor TV, and gas line for a firepit, plus a redwood pergola, modern fencing, and landscaped yard with Jacaranda and Japanese maple trees.

222 Nicholson AVE, Los Gatos

Listed by Virginia Gonzalez, 408-781-1375 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE
$2,420,000
3 Beds ⋅ 3 Baths ⋅ ML82038076 MLS
Exceptionally large lot 5 minutes walk from Downtown. This beautifully remodeled home on a single-level offers a lifestyle of luxury, nature, and convenience, making it your chance to secure a foothold in this exclusive neighborhood. Additional 325 SF utility room. Stunning designer touches throughout. Exceptional views and privacy. Gorgeous open kitchen with island, breakfast bar, recessed lighting and high-end appliances. Stunning open living and dining areas with open beam ceiling, large windows, skylights and oversized sliding doors leading to huge deck. Gleaming floors. Central A/C. Dream primary suite with dual closets, private deck access and luxurious ensuite bathroom. Private backyard with beautiful tiered landscaping and enormous deck with multiple outdoor sitting, dining, work and entertaining spaces. Retreat-like tranquility and connection with surrounding nature. Walk to Downtown Los Gatos, winery, dining, shopping and scenic hiking trails. Convenient commute location with easy freeway access. Award-winning schools: Los Gatos High (only 0.3 miles away), Raymond J. Fisher Middle and Louise Van Meter Elementary.

52 Jackson ST, Los Gatos

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

Sold listing courtesy of Hailey Chang from COMPS
$975,000
2 Beds ⋅ 2 Baths ⋅ ML82036928 MLS ⋅ Redwood Estates BLDG.
Wow views, beautiful kitchen and living spaces. Los Gatos schools. A must See home in a great commute location. Community has pool, community center, fire station, market & Pizza parlor. This is a unique property with plenty of extra high end features. Fridge/freeze is built in(cabinet doors). Inside laundry. Extra office space(s). Nice big decks for entertaining. Large open yard for dog(s). Easy on/off commute location- close to Los Gatos and Santa Cruz.

21496 Mary Alice WAY, Los Gatos

Listed by Bryan Chambers, 831-359-3575 from Bailey Properties
(If provided) CoList: from

Sold listing courtesy of Sheila McIntyre from CBR
$2,280,000
2 Beds ⋅ 2 Baths ⋅ ML82036032 MLS
Rare single-story opportunity just moments from town! This charming 2BR/2BA home offers approx 1,252sf on a 3,600sf lot, plus a ~200sf casita. A winding brick pathway, classic picket fence, and expansive front porch create inviting curb appeal. Inside, the bright great room is ideal for everyday living and entertaining. The spacious kitchen features a breakfast bar, island, abundant cabinetry, and direct backyard access, with a convenient laundry closet. Beautifully refinished hardwood floors throughout. The secondary bedroom and hall bath are thoughtfully positioned for privacy. The expansive primary suite is a true retreat with a fireplace, walk-in closet, built-ins, recessed lighting, and private patio. The spa-like bath includes a stall shower, oversized jetted tub, dual vanities, and separate toilet room. Outdoor living shines with multiple paver patios, backyard TV sitting area, bistro lighting, vegetable planter boxes, and charming hidden dog house. The converted one-car garage offers a versatile detached casita with kitchenette, full bath, and laundry (without permits). Tons extra storage in casita attic. Close to downtown shops, dining, parks, and top-rated schools in a peaceful neighborhood setting. Electric vehicle charger and permit parking add to the convenience.

14 Cross WAY, Los Gatos

Listed by Nicolette Rodman Kelly, 408-483-8040 from Golden Gate Sotheby's International Realty
(If provided) CoList: Marlene Rodman from Golden Gate Sotheby's International Realty

Sold listing courtesy of Neen Martelino from GGSIR
$1,640,500
2 Beds ⋅ 2 Baths ⋅ ML82033814 MLS
Set at the end of a quiet cul-de-sac, this Los Gatos residence offers a peaceful, private setting paired with timeless character. The thoughtfully designed layout creates an easy flow between the living room, dining area, sun-filled retreat, and expansive outdoor spacesperfect for both everyday living and hosting guests. A generous patio that captures sweeping, scenic views, ideal for unwinding or entertaining. The custom craftsman-inspired outdoor kitchen features a large dual-basin sink, professional-grade gas grill, integrated lighting, and abundant storage. Over the years, the home has benefited from key structural and system improvements, including a strengthened foundation, updated plumbing and electrical, a redesigned interior layout, an extended deck, and a newer roof. While the property offers an exciting opportunity for personalization and enhancement, it also provides a solid core to restore and elevate its original charm. The gently sloped backyard has additional space for creative landscaping or expansion ideas. Enjoy the convenience of being just moments from downtown Los Gatos acclaimed restaurants and boutique shopping, top-rated schools, and nearby scenic trails. A rare opportunity to own a character-rich home in a tranquil setting with exceptional upside.

8 Central CT, Los Gatos

Listed by Joel Stieber, 408-799-7029 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Joel Stieber from KWLGE
$2,750,000
2 Beds ⋅ 1 Baths ⋅ ML82034492 MLS
142 Wheeler Ave is a quintessential Los Gatos residence offering the perfect blend of character, location, and future potential. Nestled on a generous 0.33-acre lot. This is considered a Historical Home by age. This home occupies a highly desirable neighborhood just minutes from downtown Los Gatos

142 Wheeler AVE, Los Gatos

Listed by Mark Dunne, 408-202-1616 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Maria Antunes from ANTNE
$950,000
2 Beds ⋅ 2 Baths ⋅ ML82033631 MLS
CHARMING 2-BDRM 1.5-BA COTTAGE WITH BONUS SPACE BELOW! | SEPARATE 2-STORY WORKSHOP | GATED & PRIVATE | If you love nature you will love life among the redwoods and the huge ocean views just up the road from the property! Peaceful mornings on your deck, enjoy sunsets through the trees. In the main home, an open living rm-kitchen, lots of light, and balcony with redwood views. Additional to the home's 800±sf is a partially finished basement accessible from the deck! Extra space features a .5 ba., laundry area, and space for gym, hobbies, etc. Separate 2-story 1307±sf workshop is a dream for creators, builders, plant lovers, more! Oversized barn door allows for large pieces or equipment, 500lb upper-level hoist, heat, water, outlets. Could be an art studio, woodworking haven, or plant spot! 2nd level is full of natural light and treetop views that inspire. Fresh exterior paint! Convenient drive-through driveway encircles both home and workshop. Top schools nearby, close to grocery shopping at Summit Store, and just 12± mi. to Capitola taking the famed backroad, Soquel-San Jose Rd.! Cottage previously rented at $2,600/mo., income potential. If you want a cozy home, weekend retreat, or a place to build and create, this property invites you to live, work, and play among nature.

50 Ocean View RD, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Terence Leary from Golden Gate Sotheby's International Realty

Sold listing courtesy of Holly Manzano from REEB
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$2,360,000
5 Beds ⋅ 6 Baths ⋅ ML82032592 MLS
PRIME LOCATION & TOP LOS GATOS SCHOOLS | Just blocks from Downtown Los Gatos, this rarely available corner-lot Victorian duplex offers timeless character and exceptional flexibility. Zoned for top Los Gatos schools, its ideal for owner-occupants, multi-generational living, or long-term investment. The upper unit (3 bd / 2.5 ba) is freshly updated with new carpet, designer lighting, and updated bathrooms, while maintaining its vintage charm through soaring ceilings, stained-glass accents, and a clawfoot tub. Vacant and move-in ready, its set up for an owner to live upstairs and collect rent from the lower unit to offset the mortgage. The lower unit (2 bd / 2.5 ba) has a remodeled kitchen with soft-close cabinetry, quartz countertops, and stainless appliances, plus two en-suites with walk-in closets (tenant occupied at market rent). Both units include private laundry and direct access to a shared backyard with lawn, dining, and lounge zones, rare this close to downtown. Enjoy 8 off-street parking spaces and room to add a garage + ADU (buyer to verify). Minutes to Downtown Los Gatos and quick access to HWY 17. Strong inspections, updated systems, and consistent maintenance deliver a turnkey opportunity with meaningful upside.

256 Los Gatos BLVD, Los Gatos

Listed by Roxy Laufer, 408-314-1290 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Andy Pickering from CALOP
$1,400,000
1 Beds ⋅ 1 Baths ⋅ ML82029870 MLS
In the Heart of Almond Grove this charming 1 bed, 1 bath home (764 sq ft on a 2,544 sq ft lot) offers a rare chance to create a custom 1,439 sqft two-story residence with an ADU in highly coveted Almond Grove, just blocks from cafes, restaurants, boutiques, theatre, Bachman Park, and top-rated Los Gatos schools. Set within a historic neighborhood renowned for its Victorian-era homes, this property offers the ideal blend of timeless charm, downtown convenience, and redevelopment potential. Now as a no cost option this Premier Build-Ready Addition & ADU Opportunity comes with engineering, soils reports, and related technical work that are complete, and plans have received Historic Architecture & Site Review Committee approval. Building plans are near final approval, allowing the next owner to move directly into the permit process and begin construction confidently avoiding typical delays in historic neighborhoods. Proposed plans envision a spacious, open-concept gourmet kitchen, vaulted ceilings in the living room, two generous upstairs bedrooms with a bath, and a versatile downstairs ADU perfect for a private primary suite, guest quarters, or supplemental studio space rental income. A truly rare opportunity to build in one of Los Gatos most iconic locations.

310 Tait AVE, Los Gatos

Listed by Lindsay Berry, 408-621-7652 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Trolan from Christie's International Real Estate Sereno

Sold listing courtesy of Erfan Modir from NTERO
$975,000
3 Beds ⋅ 3 Baths ⋅ ML82027755 MLS ⋅ Redwood Estates BLDG.
Discover a unique opportunity to own a charming residence in the heart of Redwood Estates. This versatile property, nestled on a spacious lot, offers flexibility and potential for various living arrangements. Main house features beautiful updates Inside, enjoy the warmth of a pellet stove in the inviting living area, complemented by dual pane windows and laminate flooring throughout. The kitchen is updated with range/oven refrigerator, tile flooring, recessed lighting, and a skylight. French doors lead to an inviting patio with mountain views and a wraparound balcony, offering seamless indoor-outdoor living. The lower unit adds additional space with its tile flooring, dual sliding closets, and exposed wood beams. It also includes a full bath with a stall shower and a kitchen equipped with a granite counter and freestanding oven range. Additional converted garage has 1 bedroom/1 bathroom with shower plus office,kitchen and living space. Amenities include guest parking, garden areas, a Generac generator, public water, comcast internet. Friendly community features, pool, parks, community center, new fire station, village store, cafe and post office. 10 min to town and best Los Gatos Schools: Lexington, Fisher and LG High

21577 Locust DR, Los Gatos

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

Sold listing courtesy of Erik Alcantar from APR
$6,200,000
7 Beds ⋅ 7 Baths ⋅ ML82021197 MLS
Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

16420 S Kennedy RD, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Erin Burke from CBR

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