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$1,549,000
4 Beds ⋅ 3 Baths ⋅ ML82053342 MLS
Perched in the scenic Los Gatos Mountains, this beautifully maintained 4-bedroom, 3-bathroom home offers breathtaking panoramic views, spacious living, and exceptional flexibility for today's lifestyle. Thoughtfully designed, the home features hardwood floors, generously sized bedrooms, and an inviting floor plan that blends comfort with functionality. The expansive upstairs bonus area provides incredible versatility, making it ideal as a guest bedroom, home office, media room, playroom, fitness space, or multi-purpose retreat to fit your changing needs. Large windows frame the stunning mountain vistas, creating a peaceful backdrop throughout the home while filling the living spaces with natural light. Pride of ownership is evident inside and out, with meticulous maintenance allowing the next owner to move right in and enjoy. Whether you're searching for a Los Gatos mountain home, a property with gorgeous views, flexible living space, or room to work from home while enjoying a tranquil setting, this home delivers the perfect balance of privacy and space.

27255 Loma Prieta WAY, Los Gatos

Listing courtesy of Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: Michele Replogle from Compass
$1,399,888
ML82050069 MLS
Rare opportunity to build your dream estate in one of Los Gatos' most desirable locations. With planning approval already complete, this fully flat and highly usable parcel offers a streamlined path to creating a custom luxury residence. The thoughtfully designed floor plan is functional, timeless, and appeals to a wide range of buyers, from growing families to multi-generational households. Don't let the address fool you, this property is tucked away on a private lane, offering exceptional privacy and tranquility while remaining close to everything Los Gatos has to offer. Located within the highly sought-after Carlton Elementary, Union Middle, and Leigh High School boundaries, this is a premier homesite in an outstanding school district. Whether you're looking to build your forever home or capitalize on a prime development opportunity, this property represents one of the best values in town. Flat land, approved plans, incredible privacy, top schools, and a fantastic floor plan, everything is in place for you to bring your vision to life. Don't miss this rare opportunity.

16153 Los Gatos Almaden Rd (Parcel 2), Los Gatos

Listing courtesy of Karishma Chandani, 650-492-0599 from Anthem Realty
(If provided) CoList: from

$1,800,000
ML82052900 MLS
Rare opportunity to own approximately 18 acres in the picturesque Los Gatos Mountains along Soda Springs Road. Comprised of 4 contiguous parcels, this exceptional property is located just 30 minutes from Downtown Los Gatos. A private road winds through the property, providing access to multiple potential building sites positioned to capture sweeping views of Monterey Bay, Vasona Reservoir, Silicon Valley, and on clear days, the San Francisco Peninsula. Held by the same family for generations, this legacy property offers significant possibilities - a private estate, multi-generational family compound, vineyard, equestrian retreat, hobby farm, or luxury mountain getaway. Enjoy the privacy and tranquility of your own mountain landscape while remaining within easy reach of Silicon Valley. Seller will finance subject to acceptable terms and conditions. Buyers should verify zoning, development potential, utilities, water rights, access, and all land use possibilities.

0 Soda Springs RD, Los Gatos

Listing courtesy of Geoff Hollands, 408-761-7307 from Coldwell Banker Realty
(If provided) CoList: Michael Majchrowicz from Coldwell Banker Realty
$1,195,000
4 Beds ⋅ 3 Baths ⋅ ML82043742 MLS
Charming and updated mountain home, move in ready with excellent floor plan. This is the best value in all of 95033. Nearly 3 acres across two parcels positioned on Highway 17 at the intersection of Silicon Valley work, Los Gatos schools, and Santa Cruz Mountain living. This 4BD/3BA, 1,855 sq ft home is genuinely turnkey: freshly painted interior and exterior, new carpet throughout, owned solar system, Tesla Powerwall battery backup, EV charging, and a detached workshop. Mutual water, septic. Sits in the Lexington Elementary, Raymond J. Fisher Middle, Los Gatos High (rated 10/10) school triangle. 15 minutes to downtown Los Gatos and top-rated schools. 20 minutes to Silicon Valley employment centers. Steps to world-class hiking and biking trails. Weekend accessible to Santa Cruz and Monterey Peninsula. Second parcel buildable, subject to county approval and buyer verification genuine flexibility without obligation. Built for buyers seeking land, schools, infrastructure investment, and access without compromise.

20476 Santa Cruz HWY, Los Gatos

Listing courtesy of Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Sunil John from Coldwell Banker Realty
$1,099,000
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

Listing courtesy of Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML82050523 MLS
Beautifully updated single story retreat home perched in the Los Gatos hills is everything you've waited for! Every inch radiates pride of ownership. Enter to wide plank floors and spacious vaulted ceilings and open kitchen/living/dining floorplan that feels crisp, modern and inviting. Lovely barnwood wall with fireplace and large high quality windows and sliders for beautiful light throughout and breathtaking mountain views. Gourmet Kitchen features stunning marble counters, oversize breakfast bar, wine refrigerator, great storage/pantry and high-end stainless steel appliances with 6 burner chef's stove. Separate laundry room. Fantastic Primary suite with bathroom and walk-in closets, 3rd bedroom is double sized, makes for great office/playroom combo. This home is as efficient as it is beautiful, boasting a 2016 roof and a 2019 solar system with two Tesla Powerwalls. Central heat, a/c and fronteir DSL high speed internet. Great storage space behind 1st garage plus separate 2 car garage. Outside, enjoy sunny 2.8 acres with mostly level backyard area and dog run at back of property near well. Set in the highly desirable, quiet Sklyine area, just 15 minutes to town and best Los Gatos Schools: Lakeside elementary school, CT English Middle, and Los Gatos High.

181 Spring Water LN, Los Gatos

Listing courtesy of Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: Georgia Howard from Compass
$1,598,000
ML82052751 MLS
Beautiful 5,518 square foot building lot, surrounded by mature trees in close proximity to Los Gatos Creek Trail and Vasona Park. Price includes approved plans for a 2,450 square foot home, designed by acclaimed Los Gatos architect, Jay Plett. This lot is adjacent to an exquisite historic home at 120 Oak Meadow that is currently listed for sale, as well. Purchased together, these properties could be combined for a rare family compound in downtown.

225 Oak Meadow DR, Los Gatos

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

Listing courtesy of Carol Jeans, 408-332-2797 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,448,000
3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS ⋅ Villa de Los Gatos BLDG.
Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos BLVD 6, Los Gatos

Listing courtesy of Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty
$1,000,000
ML82051741 MLS
Stunning Views. Build Your Dream Home. Award Winning Saratoga Schools. Contact Los Gatos-Saratoga School Districts for School Options.

0 Wood Acres RD, Los Gatos

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$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

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$4,498,000
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

Listing courtesy of Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

$3,600,000
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

Listing courtesy of Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

$1,599,000
2 Beds ⋅ 2 Baths ⋅ ML82050480 MLS
Waterfront living in Los Gatos? If the Valley's pace has you wound up, you need a retreat. Tranquil peaceful living that enhances your life's satisfaction is here. See yourself in this fully redesigned, and masterfully updated lakeside home. Immersed in a secure private park setting, the lifestyle in this premier Los Gatos gated development is unmatched. Sprawling over 100 acres, this very well managed community includes 10 private pools/hot tub, pickleball, tennis, bocce, a community center, BBQ area, paved walking trails and more. Minutes to ranking schools. Proximity to downtown LG/Campbell, fab dining, groceries, pharmacy, Westgate, commute corridors, tech campuses, and hospitals, makes accessing life's conveniences easy. 30 foot ceilings, modern vibe, spacious deck over the water and windows bathed in sunlight.  Fully transformed kitchen has made this home feel idyllic for entertaining, and a rung above the rest. Thoughtfully designed architecture makes the orientation of each lakeside home uniquely private and serene. A thriving community with regular events, gatherings, family vibes and 24hr. gated security access make this a winner! Kids can ride bikes or walk to all 3 top ranking schools. Your cordially invited to see, hear, smell & feel for yourself. See you here!

135 Vista Del Lago, Los Gatos

Listing courtesy of Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$2,650,000
5 Beds ⋅ 4 Baths ⋅ ML82049542 MLS
Perched on a picturesque 2.25 acres of sunny, usable land with mountain & partial ocean views in the desirable Los Gatos Mountains, this beautiful updated home offers 3,417 sq ft of living space just mins from Hwy 17. The gourmet kitchen features Viking & Thermador appliances, Miele built-in coffee system, center island, & custom cabinetry. The kitchen opens to the dining & living rooms with soaring ceilings, abundant natural light, & wood-burning fireplace. A lower level family room offers space for entertaining with access to the outdoor patio. The spacious light filled primary suite features a remodeled bathroom with soaking tub, oversized shower & dual walk-in closets. The outdoor amenities include an expansive covered pergola with custom bar, dining & lounge areas ideal for large gatherings or events, fire pit, sports court, & detached game room. The fully fenced gated grounds offer open lawn areas, mature redwoods, a hot tub with serene mountain views, ample parking & multiple outdoor spaces to unwind. Additional highlights include owned solar, whole-house generator, a 400 sq ft 1-bed 1-bath guest unit ideal for multigenerational living or rental income. Served by the exceptional Los Gatos-Saratoga High School District. 15 mins to Los Gatos and 20 mins to Santa Cruz.

23457 Summit RD, Los Gatos

Listing courtesy of Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,699,000
4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS
Amazing new price for this sun-filled Aldercroft Heights home with awesome canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation, and completed inspections. Includes parcel (APN #558-22-018) across the street. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home!

20955 Panorama DR, Los Gatos

Listing courtesy of Kathy Royer, 408-391-6200 from Coldwell Banker Realty
(If provided) CoList: from

$1,500,000
5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS
Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos

Listing courtesy of Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

$1,100,000
ML82050758 MLS
Custom Home Development Land, 4.23 acres along Black Road, in the Santa Cruz Mountains area of Los Gatos, Located approximately .6 mile from Hwy 17. Very close to downtown Los Gatos, hiking, biking trails, near Lexington Reservoir and several open-space preserves. Just 13 minutes/ 7.3 miles to El Camino Health-Los Gatos Hospital. Property sits across the street from Black Ridge Vineyards. Build you custom dream home, a quiet sanctuary surrounded by nature, yet staying connected to the vibrant energy of downtown Los Gatos and Silicon Valley. Buildability to be verified by the buyer with the City. Don't forget, the Parks close by - Castle Rock State Park, Vasona Lake County Park, Heintz Open Space, St. Joseph's Hill Open Space, and stop and shop at the Los Gatos Shopping Center.

18445 Black RD, Los Gatos

Listing courtesy of Mercedes Albana, 510-468-2347 from American Gateway R.E. & Financial Solutions Inc.
(If provided) CoList: from

$1,029,000
2 Beds ⋅ 2 Baths ⋅ CC41137874 MLS
Fully remodeled 2-bedroom, 2-bath home in the highly sought-after Los Gatos school district, just 8 minutes from vibrant downtown Los Gatos. This exceptional redwood retreat offers the rare combination of modern comfort, natural beauty, and everyday convenience. Nestled among towering redwoods in the desirable Redwood Estates community, the home seamlessly connects with its surroundings through soaring ceilings, warm wood accents, abundant natural light, and timeless architectural character. Thoughtfully updated throughout, it preserves original charm while incorporating modern upgrades for today's lifestyle. Designed for both everyday living and effortless entertaining, the open-concept layout flows naturally between indoor and outdoor spaces. The updated kitchen features real wood cabinetry, brand-new appliances, an oversized granite workstation sink, and a charming arched doorway. The living area opens to a newly stained deck overlooking the forest canopy, creating a seamless extension of the home - ideal for morning coffee, outdoor grilling and dining, entertaining, or relaxing among the trees. The spacious primary suite offers a true retreat with room for a king-sized bed and additional furnishings. The newly remodeled spa-inspired bathroom includes a deep soaking tub, rain

18103 La Verne Dr, Los Gatos

Listing courtesy of Carissa Brikken Brown, (925) 209-4842 from Christie's Intl RE Sereno
(If provided) CoList: from

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

321 Johnson AVE, Los Gatos

Listing courtesy of Serena Zhang, 510-272-7777 from Shè Homes
(If provided) CoList: from

$5,000,000
2 Beds ⋅ 2 Baths ⋅ ML82050479 MLS
Set across approximately 30.9 gently rolling acres at approximately 2,400 feet in elevation within the prestigious Santa Cruz Mountains AVA, Ascona Vineyards is a distinguished wine country estate that seamlessly blends agricultural functionality with timeless architectural elegance. Sweeping vineyard and countryside views frame approximately 16 acres of organically farmed vines planted with a curated collection of premium grape varietals, presenting a rare opportunity for boutique wine production, lifestyle ownership, or long-term legacy investment. **Accepting BackUp offers** At the heart of the estate, the Tuscany Revival farmhouse evokes the warmth and character of a refined European vineyard retreat. Thoughtfully positioned to capture the surrounding natural beauty and tranquil setting, the residence features luxurious finishes, inviting living spaces, and an effortless connection to the landscape. Designed for both private enjoyment and commercial vineyard operations, the property is fully fenced and extensively improved with a professionally designed winery facility, utility and storage buildings, and infrastructure supporting ongoing production and future expansion.

18516 Skyline BLVD, Los Gatos

Listing courtesy of Billy Caruso, 408-304-4872 from KW Bay Area Estates
(If provided) CoList: Danielle Davenport from KW Bay Area Estates
$11,600,000
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

Listing courtesy of Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$3,388,800
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

Listing courtesy of Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

$1,499,000
2 Beds ⋅ 1 Baths ⋅ ML82048729 MLS
APN 562-31-014 & APN 562-31-013. Mountaintop Privacy & Panoramic OCEAN & City Lights Views at 15880 Soda Springs Road, Los Gatos. Perched high above Silicon Valley on nearly eight acres of pristine hilltop land, Two lots of record, 15880 Soda Springs Rd offers a rare combination of seclusion, scale, & truly sweeping views, while remaining just 20 minutes from the heart of Los Gatos. The property sits adjacent to the 19,000 acre Sierra Azul Open Space Preserve, protected by Santa Clara County's High Scenic zoning. This not only safeguards long-term views and value, but also provides direct access to miles of scenic trails for hiking or horseback riding. This is a property designed for those who value privacy, nature, and the freedom to create a legacy estate in one of Northern California's most desirable mountain settings. On this property is a charming English style home that blends comfort with character. Featuring high ceilings, large casement windows flooding the interior with natural light, wood flooring throughout, a spacious attic for storage or future living space, and an expansive deck ideal for enjoying sunsets, coastal breezes, and starlit evenings. Opportunity to live in the existing home while creating your dream custom home and/or luxury equestrian estate.

15880 Soda Springs RD, Los Gatos

Listing courtesy of Monterey Peninsula Home Team, 831-601-3284 from KW Coastal Estates
(If provided) CoList: from

$1,550,000
3 Beds ⋅ 3 Baths ⋅ ML82048042 MLS
NEW PRICE!!! Experience the perfect blend of refined living & mountain serenity in this immaculate Los Gatos home. Surrounded by natural beauty on 1.3 acres, mature fruit trees & a separate vegetable garden. Just outside your front door, the property unfolds into a tranquil English garden. Delight in all the garden views from the comfort of the homes wraparound porch. This unique estate offers versatility, elegance, with plenty of room to live, work & entertain. The spacious 2,401 sq main home features 3 large BR, 3 full BA, a formal living room, formal dining, a beautiful eat-in-kitchen with breakfast bar, expansive rear deck, a separate laundry room, and a flexible bonus room which can be used as a family room, office, or hobby room. The abundant 990 sq barn is perfect for storage, cars, boats, RV, workshop or hobbies. An adorable, permitted turnkey/move-in ready 952 sq ADU is perfect for guests or rental income. The ADU features a 1 BR/1 BA with an upstairs loft, & in-unit washer & dryer, complete with outdoor space for entertaining, and its own storage space & parking. Avg. rental rates for an ADU is $2500-$3200. Award winning Los Gatos Schools. A magical setting with your own storybook home for you to cherish offering lifestyle, tranquility and space.

14380 Long Ridge RD, Los Gatos

Listing courtesy of Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

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

228 Union AVE, Los Gatos

Listing courtesy of Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

$5,500,000
3 Beds ⋅ 2 Baths ⋅ ML82047686 MLS
A rare, fully improved private estate compound opportunity in Los Gatos. Set across 8.23 secluded acres just 20 minutes from downtown, this extraordinary property offers immediate luxury living today and a dramatically accelerated path to a future world-class custom estate! Accessed through two secure electric gates and a long stone-paver drive, the property includes an architecturally designed luxury guest residence with sophisticated smart-home integration, floor-to-ceiling glass, automatic shades, wide-plank engineered hardwoods, quartz finishes, steam shower, expansive view deck, spa, dual EV charging, and high-speed Starlink connectivity. What makes this offering exceptionally rare is the immense infrastructure and time-compression value already in place: premium flat buildable estate area, completed site work, permitted septic infrastructure, domestic well, substantial water storage, advanced solar and intelligent battery microgrid, and the ability to bypass years of planning, excavation, and development complexity. A true private sanctuary with top Los Gatos schools, exceptional proximity to Silicon Valley, and extraordinary optionality for the visionary buyer seeking a legacy estate, luxury retreat, or multi-generational compound.

19751 Hicks RD, Los Gatos

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

$3,298,888
5 Beds ⋅ 4 Baths ⋅ ML82038848 MLS
Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

Listing courtesy of David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

$1,928,000
6 Beds ⋅ ML82047225 MLS
Rare opportunity to own a well-maintained duplex in a prime Los Gatos location! One unit features 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1.5 bathrooms. With approximately 2,397 total square feet of living space, this property offers flexibility for owner-occupants, investors, or multi-generational living. Desirable floor plans, and a highly sought-after location make this a standout property. Convenient commute access near major employers, shopping, dining, and top-rated schools.

624 Vasona AVE, Los Gatos

Listing courtesy of Mark Gissler, 408-205-1729 from Intero Real Estate Services
(If provided) CoList: Caroline Anderson from Intero Real Estate Services
$2,548,000
5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS
Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

Listing courtesy of Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty

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