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50 Old Orchard RD, Los Gatos
$979,000
3 Beds ⋅ 3 Baths ⋅ ML82056631 MLS
Great first time buyer and income potential property. Located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 2.55-acre lot surrounded by majestic redwood trees . The 3,201 sq. ft. home offers a main upstairs house with three bedrooms and two full bathrooms. The living room features a wood stove fireplace, providing a cozy ambiance. The dining area is integrated into the living room, with no separate family room present. There are two downstairs apartments. One is a 1 bedroom with an office, kitchen and bathroom and the other is a 1 bedroom, bathroom and updated kitchen. The property does not have cooling or garage spaces. Heating is provided by a wood stove. This residence is part of the Loma Prieta Joint Union Elementary School District. This home combines spacious living with a large lot in the mountains of Los Gatos. Excellent commute location to Hwy 17, 15-20 minutes to Soquel or the beach, close to The Summit Store, wineries, and abundant biking paths. A MUST SEE! As is sale.

50 Old Orchard RD, Los Gatos

Listing courtesy of Jeanne Jensen Shada, 831-438-2208 from Scotts Valley Propty Mgmt.
(If provided) CoList: from

1095 Wilderfield, Los Gatos
$1,420,000
3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS
Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

Listing courtesy of David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

23695 Hutchinson RD, Los Gatos
$1,800,000
3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS
This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

Listing courtesy of Katie Keeler, 831-588-6959 from eXp Realty of California Inc
(If provided) CoList: from

950 Oak Ridge RD, Los Gatos
$2,388,000
3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS
A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listing courtesy of Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

25970 Mar Vista CT, Los Gatos
$1,450,000
3 Beds ⋅ 3 Baths ⋅ ML82054147 MLS
Nestled on 2.47 sunny acres with a tranquil year round creek in the desirable Los Gatos Mountains, this light-filled home offers the perfect balance of peaceful mountain living and exceptional privacy, all while conveniently located close to Silicon Valley & the beaches of Santa Cruz. The spacious floor plan features soaring ceilings, abundant natural light, and an expansive great room anchored by a stunning floor-to-ceiling river rock fireplace. The kitchen and dining area are ideal for entertaining, featuring a massive Sub-Zero refrigerator, abundant cabinetry, and generous prep space. The expansive light filled primary suite features a dramatic floor to ceiling stone fireplace & large walk in closets. Additional highlights include a gated entry, wine cellar, dual-zone air conditioning, and an oversized two-car garage with an attached storage room/workshop. The expansive wraparound porch extends the living space outdoors, providing the perfect place to enjoy morning coffee, entertain guests, or relax while listening to the soothing sounds of the creek & surrounding nature. This beautifully maintained property offers easy access to hiking & biking trails, local wineries, the Summit Store, and award-winning schools, Loma Prieta Elementary, C.T. English Middle, & Los Gatos High.

25970 Mar Vista CT, Los Gatos

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

20378 Black RD, Los Gatos
$3,035,000
3 Beds ⋅ 3 Baths ⋅ ML82053525 MLS
Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

Listing courtesy of Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

24250 Glenwood DR, Los Gatos
$1,099,000
3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS
Offers reviewed Oct 12 at 5:00pm. Come to the open house today Oct 11 from 1-4. 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

181 Spring Water LN, Los Gatos
$1,500,000
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

16345 Los Gatos BLVD 6, Los Gatos
$1,348,000
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

14380 Long Ridge RD, Los Gatos
$1,495,000
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. 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. 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. 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

27510 Loma Prieta WAY, Los Gatos
$1,695,000
3 Beds ⋅ 3 Baths ⋅ ML82045960 MLS
Only 30 Minutes to Los Gatos or Santa Cruz * This "Top of the World" Custom Home Commands Sweeping Views of the Coastline and Unforgettable Sunsets * Designed with Both Elegance and Intention, the Upgraded Chef's Kitchen Showcases Quartz Countertops, Wolf Range, Viking Warming Drawer, Other High-End Appliances, Custom Cabinetry, Recessed Lighting, Pantry with a Glass Panel Door * Distinctive Touches * Repurposed Redwood and Walnut Accents * Freestanding Stove Lend Warmth, Character and Craftsmanship * Living Room is Defined by a Dramatic Wall of Picture Windows, Seamlessly Blending Indoor and Outdoor Beauty While Filling the Space with Natural Light * Fireplace * Rich Architectural Details Include Custom Wood Wainscoting * Hardwood and Tile Flooring * Arched Doorways * Old-World Textured Walls and Ceilings Creating a Timeless, Sophisticated Ambiance * A Few Stairs Will Direct You to a Loft-Style Game Room with Plank Floors Offers Flexible Living Space * Bonus Room Could Be 4th Bedroom * Expansive View Decks Invite Effortless Entertaining or Quiet Beautiful Sunsets * Additional Amenities Include an Automatic Water Shutoff System, Wrought Iron Fencing, Multiple View Patios, Generator Readiness for Added Security, New Septic System, and Covered Parking.

27510 Loma Prieta WAY, Los Gatos

Listing courtesy of John Espinosa, 408-309-3848 from Alta Realty Group CA
(If provided) CoList: Jennifer Espinosa from Alta Realty Group CA

2950 Bear Canyon RD, Los Gatos
$575,000
3 Beds ⋅ 2 Baths ⋅ ML82041033 MLS
Motivated Seller! Set on 17 private acres in the Santa Cruz Mountains, this off-grid 3 bedroom, 2 bathroom property offers privacy, space, and a great setup for those looking for a horse property or peaceful mountain retreat. With plenty of usable land for riding, exploring, or enjoying the outdoors, the property also offers space for hiking trails, mountain biking, ATV adventures, and more. The home is designed to take advantage of the natural surroundings with spacious decks ideal for outdoor dining, entertaining, or relaxing under the stars. A detached two-car garage adds extra flexibility for storage, hobbies, or workshop space. Inside, recent updates include durable LVP flooring and a comfortable layout with abundant natural light. Located within a gated ~300 acre community, the property feels private and tucked away while still being about 30 minutes from town and everyday conveniences. Set within the highly regarded Los Gatos school district, this is a rare opportunity to enjoy acreage, privacy, and mountain living with room to make it your own.

2950 Bear Canyon RD, Los Gatos

Listing courtesy of Pavlina&Tarantino, 831-275-7315 from Room Real Estate
(If provided) CoList: Dylan Linde from Room Real Estate

14161 Old Japanese RD, Los Gatos
$1,399,000
3 Beds ⋅ 3 Baths ⋅ ML82040197 MLS
This beautiful home sits on a peaceful parcel offering privacy, open space, & stunning natural surroundings while remaining conveniently close to town.The main level includes living & entertaining. 2 separate entrances: main front entrance & practical mudroom entry, which is especially convenient throughout the seasons and ideal for families.2nd level, includes spacious office w/ large windows overlooking beautiful green meadow, built-in library, & light-filled workplace.Bedrooms are arranged in split-level layout.Exceptional outdoor living with 2 expansive decks ideal for entertaining/relaxing in nature.Plus a detached 2 car garage, storage shed, woodshed, an A-frame studio ideal for use as an art studio, fitness space, meditation room, or private retreat. Home equipped w/ full-house Guardian 22-kw generator, 2nd floor has air conditioning in bedrooms and office area. Heated by a propane powered forced air system serving both floors. The location is very convenient: approximately 10 minutes to Summit Road Exit and about 20 minutes to downtown Los Gatos, with easy access to Scotts Valley or Los Gatos for shopping, dining, and daily needs.This property offers space, privacy, versatility, and beautiful outdoor living, making it a truly special place to call home.

14161 Old Japanese RD, Los Gatos

Listing courtesy of Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

24854 Skyland RD, Los Gatos
$1,895,000
3 Beds ⋅ 2 Baths ⋅ ML82037619 MLS
OPEN SUN 10/25 from 1-3pm! Ocean Views clear to Monterey from this quiet location nestled in nature! Stunning views every day! Served by top schools & just minutes from downtown Los Gatos and Santa Cruz beaches. This home boasts 1,900 square feet with gleaming hardwood floors; an updated kitchen with quartz counters, breakfast area and bar seating at the center island plus a beautiful view! 3 bedrooms + an office (with a lot); a family room & sunny dining room. You'll love working from home! 2 car garage with storage AND a huge 24 x 48 detached garage/workshop with full bathroom, air compressor, oversized door & pull-through capabilities. The awesome property is 5.69 acres w/over 3 acres fully fenced w/gated entry. Versatility in the land! A small private wine/table grape vineyard + orchard with several varieties of fruit trees including: apple, pear, peach, fig, persimmon, lemon plum, orange & pomegranate. Separate garden space. 10,000 gallons of water storage; an adorable tree house; ample outdoor space for entertaining & plenty of parking! Located in an award winning school district and an easy commute to Santa Cruz or the Silicon Valley this property has it all. Horses are certainly possible!

24854 Skyland RD, Los Gatos

Listing courtesy of Bobbie J. Herteman, 831-566-5835 from Bobbie Herteman Real Estate
(If provided) CoList: from

30005 Summit RD, Los Gatos
$2,900,000
3 Beds ⋅ 2 Baths ⋅ ML82027837 MLS
Enjoy sweeping Monterey Bay views, as far as your eyes can see, clean fresh air, and full sun, and your brand-new Custom Home awaits. This private property is the perfect getaway. Gated entrance fruit trees line driveway, elegant concrete steps, open great room, custom lighting, high ceilings, wood trim windows, a beautiful rock Fireplace, baby grand piano, Chefs Kitchen, abundant granite counterspace wrap-around island, pantry, laundry room, 6 car garage ~1200 sqft for all your motorcycles & toys, outdoor kitchen BBQ area, outbuilding could be a guest house, off-grid, solar-powered with a backup generator, flowing tasty water, SURFnet internet ~33 Acres of nature trails to explore, gardening, room to add a pool and hot tub, vineyard, infinity pool, helipad, etc. feels remote, whisked to beach, Silicon Valley, Santa Cruz, Monterey Bay, San Jose & San Francisco airports.

30005 Summit RD, Los Gatos

Listing courtesy of Laura Lynn, 831-479-4894 from California Real Estate
(If provided) CoList: from

21386 Sunnyside RD, Los Gatos
$1,449,000
3 Beds ⋅ 3 Baths ⋅ ML82032455 MLS
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!

21386 Sunnyside RD, Los Gatos

Listing courtesy of Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

15245 Stetson RD, Los Gatos
$1,100,000
3 Beds ⋅ 2 Baths ⋅ ML82026468 MLS
A stunning Los Gatos sanctuary where peace, beauty and convenience harmonize perfectly with breathtaking views for miles. This inviting home offers 3 beds,2 baths with 1,706 SF, nestled on 4.766 acres of abundant bliss. Soothing sounds of nature create a true sense of escape just minutes from downtown Los Gatos. Wake up to panoramic vistas and gentle morning light streaming through the trees. Experience balance with restorative fresh mountain air inviting you to slow down and breathe deeply. The open living spaces feature large windows that frame the surrounding landscape, blending indoor comfort with the natural splendor outside. Whether you're enjoying dining on the deck at sunset or hosting friends under a canopy of stars, this property embodies the essence of California mountain living, peaceful, private, and profoundly beautiful. This well located property offers an easy commute to Silicon Valleys major employers and top-rated Los Gatos schools (8/8/10 Great Schools ratings). You're close enough to downtown to enjoy world-class restaurants, wineries, concerts, boutique shopping, and weekend farmers markets, yet far enough to truly unwind and recharge. Don't miss this rare opportunity to own a piece of paradise, where convenience meets calm and every day feels like a getaway.

15245 Stetson RD, Los Gatos

Listing courtesy of Lisa Provenzano, 408-386-0467 from KW Bay Area Estates
(If provided) CoList: Mario Ramirez from KW Bay Area Estates

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