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$1,200,000

Nestled among majestic redwoods on desirable Glenwood Drive, this peaceful mountain retreat offers the perfect blend of privacy, natural beauty, and modern comfort. A quiet, tree-lined approach welcomes you home, where expansive decks and tranquil gardens invite you to relax and enjoy the serene surroundings. Inside, soaring open-beam ceilings, skylights, and abundant natural light create a warm, inviting atmosphere. The updated kitchen features quartz countertops, stainless steel appliances, and opens seamlessly to the living and dining areas, anchored by a cozy pellet stove. The main level includes two bedrooms and a full bath, while the lower level offers a private-entry guest suite with its own bedroom, bath, and kitchenette, ideal for extended family, guests, a home office, or multi-generational living. Outside, enjoy a rare flat, sun-filled backyard with raised garden beds, a pergola-covered patio, detached studio, and private sauna with outdoor shower. Recent upgrades include an underpinned foundation and updated septic system. Located in the Scotts Valley school district with high-speed internet and easy Highway 17 access, this is mountain living at its best.

3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS

Nestled among majestic redwoods on desirable Glenwood Drive, this peaceful mountain retreat offers the perfect blend of privacy, natural beauty, and modern comfort. A quiet, tree-lined approach welcomes you home, where expansive decks and tranquil gardens invite you to relax and enjoy the serene surroundings. Inside, soaring open-beam ceilings, skylights, and abundant natural light create a warm, inviting atmosphere. The updated kitchen features quartz countertops, stainless steel appliances, and opens seamlessly to the living and dining areas, anchored by a cozy pellet stove. The main level includes two bedrooms and a full bath, while the lower level offers a private-entry guest suite with its own bedroom, bath, and kitchenette, ideal for extended family, guests, a home office, or multi-generational living. Outside, enjoy a rare flat, sun-filled backyard with raised garden beds, a pergola-covered patio, detached studio, and private sauna with outdoor shower. Recent upgrades include an underpinned foundation and updated septic system. Located in the Scotts Valley school district with high-speed internet and easy Highway 17 access, this is mountain living at its best.

24250 Glenwood DR, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$11,350,000

Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

8 Beds ⋅ 11 Baths ⋅ ML82010691 MLS

Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

15681 Kennedy RD, Los Gatos

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE

$1,920,000

Experience a taste of Carmel in the Los Gatos Mountains. Truly captivating with a midcentury-inspired timeless design, this home provides one of the most wonderful mountain settings you will find. Long-range views of the Monterey Bay provide the backdrop, where on a clear day you can see the sailboats and sandy beaches. With a sunny and private expanse of usable land, the home's outdoor spaces have been designed to maximize the indoor-outdoor lifestyle, with numerous decks, patios and play areas. Interior spaces feature soaring ceilings, thoughtfully integrated natural wood and windows to draw in the natural light and offer views from in almost every direction. A large living room with wood burning fireplace centers the home, which features 4 spacious bedrooms and three full baths and close to 3,500 SF of living area. The home also offers two large living area, including a family room off the large gourmet kitchen with custom cabinetry and butcher block countertops. Additional amenities include covered RV or car parking, an in-utility room for laundry, a 2-car garage with EV Level 2 (240 volts) hookup, and a 400 +/- SF bonus room above detached garage. Owned solar panels offset power costs substantially. Served by top-rated Loma Prieta and Los Gatos Schools.

4 Beds ⋅ 3 Baths ⋅ ML81999004 MLS

Experience a taste of Carmel in the Los Gatos Mountains. Truly captivating with a midcentury-inspired timeless design, this home provides one of the most wonderful mountain settings you will find. Long-range views of the Monterey Bay provide the backdrop, where on a clear day you can see the sailboats and sandy beaches. With a sunny and private expanse of usable land, the home's outdoor spaces have been designed to maximize the indoor-outdoor lifestyle, with numerous decks, patios and play areas. Interior spaces feature soaring ceilings, thoughtfully integrated natural wood and windows to draw in the natural light and offer views from in almost every direction. A large living room with wood burning fireplace centers the home, which features 4 spacious bedrooms and three full baths and close to 3,500 SF of living area. The home also offers two large living area, including a family room off the large gourmet kitchen with custom cabinetry and butcher block countertops. Additional amenities include covered RV or car parking, an in-utility room for laundry, a 2-car garage with EV Level 2 (240 volts) hookup, and a 400 +/- SF bonus room above detached garage. Owned solar panels offset power costs substantially. Served by top-rated Loma Prieta and Los Gatos Schools.

25820 Adams RD, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mitchell Lucio from OBOBDH

$4,888,000

Take advantage of this opportunity to own this private 34-acre property with the ultra rare zoning of Private Campground. Perfect for a private retreat center or high-end family getaway. The Lodge is a spacious 4,413 sq ft main building featuring seven bedrooms, a large Grand room, a commercial kitchen, offices, & more. Additionally, there are eight cozy 192 sq ft half bath cabins equipped with electric fireplaces, kitchenettes, sofa beds, & loft beds for extra guests. Six dorm-style A-frames, totaling 768 sq ft, also provide additional accommodations. A highlight of the property is the Grand room, which showcases a stunning handcrafted redwood table. This artistic centerpiece seats 20 comfortably & can be lifted to the ceiling, offering a flexible space for various activities. Additional work spaces in the Grand room look out over the grounds. Nature lovers will appreciate the open-air amphitheater, a tranquil meadow, a network of winding trails, & more. A flowing creek with a small dam and a private beach area add to the magic. The campground is equipped with high-speed internet, making it suitable for a family compound, a serene retreat center, or an off-site coding facility. Pricing includes all 4 parcels. Price per sq ft is $728 across 6,717 total sq ft of living space.

21 Beds ⋅ 14 Baths ⋅ ML81991766 MLS

Take advantage of this opportunity to own this private 34-acre property with the ultra rare zoning of Private Campground. Perfect for a private retreat center or high-end family getaway. The Lodge is a spacious 4,413 sq ft main building featuring seven bedrooms, a large Grand room, a commercial kitchen, offices, & more. Additionally, there are eight cozy 192 sq ft half bath cabins equipped with electric fireplaces, kitchenettes, sofa beds, & loft beds for extra guests. Six dorm-style A-frames, totaling 768 sq ft, also provide additional accommodations. A highlight of the property is the Grand room, which showcases a stunning handcrafted redwood table. This artistic centerpiece seats 20 comfortably & can be lifted to the ceiling, offering a flexible space for various activities. Additional work spaces in the Grand room look out over the grounds. Nature lovers will appreciate the open-air amphitheater, a tranquil meadow, a network of winding trails, & more. A flowing creek with a small dam and a private beach area add to the magic. The campground is equipped with high-speed internet, making it suitable for a family compound, a serene retreat center, or an off-site coding facility. Pricing includes all 4 parcels. Price per sq ft is $728 across 6,717 total sq ft of living space.

16770 Redwood Lodge RD, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$800,000

Dream Big with this fixer opportunity at Great Price and Big views. In established Summit neighborhood with tons of Sun, distant views of the ocean and plenty of flat or gently sloped usable areas for: parking, gardens, horse, grapes, fruit trees, 2nd unit?, etc. Pass beautiful pond with ducks next door. Well(s) with multiple water tanks. Great open Canvas for your dream Estate.

3 Beds ⋅ 2 Baths ⋅ ML81987199 MLS

Dream Big with this fixer opportunity at Great Price and Big views. In established Summit neighborhood with tons of Sun, distant views of the ocean and plenty of flat or gently sloped usable areas for: parking, gardens, horse, grapes, fruit trees, 2nd unit?, etc. Pass beautiful pond with ducks next door. Well(s) with multiple water tanks. Great open Canvas for your dream Estate.

280 Heron LN, Los Gatos

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

Sold listing courtesy of Michael Smith from MREG