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18132 Bayview DR, Los Gatos
$1,100,000
3 Beds ⋅ 3 Baths ⋅ ML81995984 MLS ⋅ Redwood Estates BLDG.
Welcome to this charming 3-bedroom, 2.5-bathroom home located in the highly coveted Los Gatos Mountains' community of Redwood Estates. Spanning 1,177 sq ft, this residence offers plenty of windows and two decks to enjoy city lights and breathtaking cross canyon views high above Lexington Reservoir. With a spacious dining area and an eat-in kitchen, its the perfect space for enjoying culinary delights and entertaining. The kitchen is well-appointed and provides ample storage and workspace. Enjoy the coziness of the central forced air heating and the added charm of a fireplace, which provides a wonderful focal point in the living area. The home features convenient in-garage laundry facilities, complete with a tub/sink and washer/dryer. Designer carpet and hardwood flooring throughout the home is both stylish and functional, enhancing the overall aesthetic of the interior. The property includes a 2-car garage, and additional gated off street parking. Residents have access to a community pool, and wonderful playground ideal for great times outdoors in nature. Located within the Award Winning Los Gatos Union Elementary School District, this home is perfect for people seeking a welcoming community. Don't miss this opportunity to own a lovely home in a prime location.

18132 Bayview DR, Los Gatos
18300 Montevina RD, Los Gatos
$3,045,000
4 Beds ⋅ 3 Baths ⋅ ML81996130 MLS
Exquisite Estate Just Minutes from Downtown Los Gatos. Design, quality, and an unbeatable location define this stunning residence, offering a seamless blend of luxury and recreation. Every detail of this home has been thoughtfully crafted, from the sand volleyball court and pickleball court to the private putting green. Breathtaking Living Room with soaring ceilings and a wall of windows framing views of the pool, elevated hot tub, vineyard, and Lexington Reservoir. The gourmet kitchen offers a gas cooktop, double ovens, and a spacious center island. Luxurious primary retreat with vaulted ceilings, walk-in closets, and a spa-like sumptuous en-suite bathroom. The main level is completed by two additional bedrooms and a beautifully updated bathroom. The lower level retreat has a large family room overlooking the vineyard, office/4th bedroom, and a full bath with easy pool access. Additional Features include wine storage, solar, and a detached oversized two-car garage. All of this is within minutes of downtown Los Gatos, offering the perfect balance of convenience and seclusion. Served by award-winning schools: Lexington Elementary, Raymond J Fisher Middle School, and Los Gatos High.

18300 Montevina RD, Los Gatos
20624 Black RD, Los Gatos
$1,750,000
4 Beds ⋅ 2 Baths ⋅ ML81995810 MLS
Situated on a sunny and private hilltop in the beautiful Los Gatos Mountains, this single-story retreat boasts spectacular mountain, city, and Lexington Reservoir views. The home offers 2,246 square feet of living space with 4 bedrooms and 2 bathrooms on over 10 acres with a spacious deck and multiple areas to relax and entertain. The light and bright floor plan features high ceilings and large picture windows for an abundance of natural light. Breathtaking great room, remodeled kitchen, updated bathrooms, and spacious bedrooms. Easily accessible from HWY 17 or HWY 9 and so close to downtown Los Gatos with boutique shops, casual and fine dining, parks, hiking trails and lively community events. Distinguished Los Gatos schools.

20624 Black RD, Los Gatos
22370 Old Santa Cruz HWY, Los Gatos
$1,000,000
4 Beds ⋅ 2 Baths ⋅ ML81994151 MLS
Two contiguous parcels totaling approx. 7+/- acres. APN 558-05-026 and APN 558-08-055 being sold together. PLEASE NOTE: all structures INCLUDING MAIN HOUSE were built without permits. County has issued Notice of Violations requiring corrections of all violations AND full Building Site Approval (BSA) which means the new owner would submit plans to county for review including environmental, geologic, safety, design and more. The process may include public hearings, environmental impact assessments, and approvals from multiple agencies. BAS precedes construction which also requires approved architectural plans and building permits. Essentially, this is unimproved land as the The County does not recognize any of the structures. This property is in a prime location. Mostly flat and gently sloping. Abundant sunlight creates a warm, bright lifestyle. Enjoy sun-kissed mornings and golden afternoons at your mountain paradise. Plenty of space for outdoor enjoyment, orchards or vineyards. Majestic redwood trees punctuate the landscape. The perfect balance between seclusion and accessibility, it's just 13 min to Los Gatos and 23 min to Santa Cruz. Loma Prieta Elementary, C.T. English Middle Los Gatos High. This is a rare property offering, privacy lots of sun and convenient access to Hwy 17.

22370 Old Santa Cruz HWY, Los Gatos
21525 Aldercroft HTS, Los Gatos
$1,275,000
3 Beds ⋅ 3 Baths ⋅ ML81992951 MLS
Set in the scenic Los Gatos Mountains, this enchanting residence, spanning 3,000 sq ft, captures the essence of mountain living with 1.21 acres across two parcels. Enveloped by panoramic canyon views, nearly every room in this home opens to the natural beauty of its surroundings. The open-beam cathedral ceilings and oak hardwood flooring lend a sophisticated warmth, with wood-framed French doors leading to multiple decks perfect for indoor-outdoor living. Spacious dining room opens to a deck while the huge kitchen boasts an abundance of cabinetry, counter space, and an eat-in bar. Upstairs primary suite offers vaulted ceilings, 2 closets, and private balcony with stunning vistas, plus spa-like ensuite with dual vanities and shower over tub. Downstairs, large family room includes built-in desk space, wine cellar, and deck access, 2 bedrooms, and dedicated laundry room. Additional highlights include 3-car carport, back-up generator, and separate parcel with 14,400 sq ft of usable land (APN 558-24-025). Award-winning LG schools: Lexington Elementary, R.J. Fisher Middle, and Los Gatos High (buyer to verify) and near the amenities of downtown Los Gatos, Lexington Reservoir County Park, and major highways, this mountain haven offers the perfect blend of tranquility and convenience.

21525 Aldercroft HTS, Los Gatos
20920 Panorama DR, Los Gatos
$800,000
2 Beds ⋅ 2 Baths ⋅ ML81991567 MLS
Attention contractors and investors! This fixer-upper is a rare gem just outside of downtown Los Gatos, offering endless potential and located within the coveted Los Gatos School District. Over a half an acre lot with stunning panoramic views. The main house is ready for your vision and creative touch. Set up presently as 4 bedrooms and 1.5 baths with basement. Adjacent to the main house, you'll find a barn style structure with a 3-car garage and an upstairs 1-bedroom, 1-bathroom unit with its own kitchen, living room, and spacious deck. This unit is ideal for guests, in-laws, or rental income. Additionally, a large 34 x 30 workshop with 14 foot ceilings provides ample space for storage or any projects you may have in mind. 100+ year old Palm tree. Walnut, Pomegranate, Lemon, Avocado, Magnolia, Japanese Maple, Olive, Plum, Persimmon, Apricot trees! The square footage, permits, and bedroom/bathroom count have not been verified by the owner or agents. Buyers are strongly encouraged to verify all details independently. Showings are available by appointment only. Please do not disturb the owner. Don't miss out on this incredible opportunity to create your dream home in a prime Los Gatos location.

20920 Panorama DR, Los Gatos
20700 Hillside DR, Los Gatos
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML81991073 MLS
Stunning mountain estate nestled on 2.98 acres, offering unparalleled privacy and breathtaking views. Surrounded by majestic trees and picturesque scenery, this two-story home features high ceiling, recessed lights, chandeliers, maple hardwood floors, abundant windows, skylights, owned solar panels, zoned heating & cooling, and fresh interior/exterior paint. Thoughtfully designed floor plan includes formal living room with cozy fireplace & separate family room/den. Gourmet kitchen boasts granite countertops, SS appliances, walk-in pantry & custom island. Luxurious primary suite includes office area, spacious walk-in closet, with magnificent mountain views. Beautifully renovated ensuite bath & guest bath. Oversized 2-car garage with workshop, dumbwaiter & EV charger. The outdoor space is perfect for entertaining, with expansive decks, flat lawn, lots of fruit trees (cherry, apple, citrus & cherry plum ) & possibility to add an ADU. Surrounded by nature, enjoy nearby hiking, biking trails & picnicking. Excellent schools: Lexington Elem, Fisher Middle & Los Gatos High. Just minutes from vibrant downtown Los Gatos with exceptional dining, boutique shopping & wine tasting. This home perfectly blends luxury living with the tranquility of nature. Don't miss this incredible opportunity!

20700 Hillside DR, Los Gatos
19520 Montevina RD, Los Gatos
$3,800,000
4 Beds ⋅ 8 Baths ⋅ ML81988807 MLS
Sales Price reflect No buyer or buyer agent concession. Situated in the coveted Montevina neighborhood of the Los Gatos mountains is Halls Manor. This stately, gated, equestrian and vintner estate offers a unique blend of elegance w/numerous onsite amenities, presenting an unparalleled lifestyle opportunity just 6 miles from town. Set on an expansive 7.2± acre lot, the property boasts dramatic views of Lexington Reservoir, surrounding mountains and canyons, and valley floor. The vineyard, which yields approx 5-6 tons of Pinot Noir varietal, adds a touch of vintner charm to the estate. Enjoy the putting/chipping practice green, golf tee box, and horse shoe pit. Estate is designed w/ fully functioning equestrian facility, including a 4-stall barn, tack room, service kitchen, 1 & ½ baths, expansive game room/bunk house. The equestrian area is further enhanced with hot walker, palpation chutes, and paddock. Spanning 7,591± sf, the residence features 4 bedrooms, 4 full baths, 2- ½ baths, 5 fireplaces, dramatic vaulted ceilings, theater, expansive office and extensive finished attic and basement spaces. Photovoltaic solar for the main house and barn, 4 zones for heat and a/c, whole-house generator, and 2 large propane tanks.

19520 Montevina RD, Los Gatos
19315 Bear Creek RD, Los Gatos
$1,650,000
4 Beds ⋅ 4 Baths ⋅ ML81989167 MLS
MAIN 2BD, 2BA. | SECOND 2BD, 1.5BA. A Timeless Jewel, History Meets a New Beginning! Atop a clearing in the Los Gatos Mountains, minutes from town, discover a rare Bernard Maybeck masterpiece, The Dyer House (built in 1910), commissioned by Lelia Peel Dyer and built as Los Gatos was blossoming. Pass through gated entry into redwood forest surrounded by protected open space and enchanting trails. History meets new at this extraordinary property where you have Starlink Internet with your valley views along trails. 10 AC to explore! The Main residence, a harmonious blend of nature and craftsmanship has 2bd., incl. Primary Ste. with a private, outside staircase entry, 2ba., Library/Office, and grand Living Room with soaring wood-beamed ceilings and stately Maybeck fireplace. A vine-draped breezeway connects the Main to a second residence with 2bd incl. Primary Ste., 1.5ba., Kitchen (for both homes), Living Room, Library, Family Room, Storage Room. Both homes ready for updates! 2-story Workshop with Liv. Rm., 1ba. (potential Guest Hm). Art Studio. Retreat area with separate driveway features three charming yurts (sleeping, kitchen dining, prayer/yoga), dip pool, hot tub, shower cabana, firepit, fun!! 4.7 MI. to Los Gatos High, 18.8 MI to SJ Airport. 3D-walk thru tour on website.

19315 Bear Creek RD, Los Gatos
24796 Loma Prieta AVE, Los Gatos
$1,350,000
3 Beds ⋅ 3 Baths ⋅ ML81985639 MLS
Located in one of the most sought-after areas of the mountains, Loma Prieta Ave provides easy access to Summit Store, local wineries, and top-rated schools. Set on 2 acres of usable land, this property offers boundless potential. Classic mountain aesthetics blend seamlessly with modern comforts, featuring a spacious living room with two fireplaces and artisan woodwork. The kitchen includes Corian countertops, double ovens, and a pantry. The primary suite, located on the main level, provides a private retreat of comfort and relaxation. A second, large bedroom with two closets completes the lower level. Upstairs, a bright bedroom with a high ceiling and a storage loft add charm and versatility. A family room with a wood stove and a large sunroom open to a spacious deck, making this level perfect for relaxation. The home is served by top-rated schools, including Loma Prieta Elementary, C.T. English Middle School, and Los Gatos High. Additional features include Comcast internet and a private well, offering modern conveniences in a beautiful, natural setting.

24796 Loma Prieta AVE, Los Gatos
22185 Old Santa Cruz Highway, Los Gatos
$1,025,000
3 Beds ⋅ 2 Baths ⋅ ML81985714 MLS
Two properties, addresses/assessors parcel numbers, for the price of one. One legal, separate lot, and driveway, and The Main house and lot. The main house floor plan feels much bigger than its 1,149 sf. Larger size main bedroom with walk in closet, twin sink bathroom and walk-in shower. The 2nd bedroom is larger also, with a double mirrored door closet, the 3rd bedroom/office has a walk-in closet. Very roomy living room, lots of light year-round. Dining area. New Roof/Gutters/Downspouts, New Hot Water Heater, New Refrigerator/Gas Stove Top/Dishwasher/Trash Compactor. Big deck, for outdoor dining and entertaining. House is very easy to find, a quiet location, year-round sunlight and has a rare concrete driveway. NEW CITY water system. SECOND Legal lot has its own entry, ample area for a second home or a guest house/ADU for the main house. The lot has a flat area and the slope is gentle for new construction.

22185 Old Santa Cruz Highway, Los Gatos
19251 Black RD, Los Gatos
$6,000,000
5 Beds ⋅ 4 Baths ⋅ ML81982411 MLS
Set on 30 sprawling acres, private paradise in highly sought-after Los Gatos! Exceptional indoor living spaces, updated thru-out w/ pic windows & multiple balconies showcasing incredible views, executive office, main flr primary & theater rm, 2 laundry rms + incredible outdoor amenities promising endless entertainment & relaxation. Playground for adults & children alike, resort-style experience right at home! Lg areas for family & friends to gather, on-site parking for 100+/- vehicles! 2 garages w/ parking for 7+ cars. Pool & Spa originally featured on HGTV's Dream Builders, masterpiece of design w/ multiple cascading waterfalls, hidden grotto, incredible waterslide! Tiled & limestone decks & areas w/ artificial turf for low maintenance. Views of hills, city lights, Lexington reservoir! Authentic English conservatory w/ drainage & irrigation, 1+ mile of hiking & biking trails on property, multiple gardens & 7-acre walnut orchard! Ease of maintenance w/ integrated smart home systems, solar for house & pool, back up Tesla batteries. Escape hustle & bustle & around corner from world-class shopping & dining, top-rated LGHS, & wealth of outdoor activities. Luxury, comfort, & natural beauty converge, representing a rare opportunity-embrace an exquisite lifestyle in coveted Los Gatos.

19251 Black RD, Los Gatos
17655 Old Summit RD, Los Gatos
$1,750,000
4 Beds ⋅ 2 Baths ⋅ ML81983016 MLS
Offering tree-strewn mountains, endless outdoor recreation, and dreamy panoramas, 17655 Old Summit Rd occupies a serene 6-acre stretch of land in Lexington Hills. Linger on the covered porch to take in fresh air and calming views before revealing a massive living space with log walls, exposed beams, and a brick hearth, emphasizing a cozy atmosphere that blends effortlessly into a scenic environment. Embrace farm-to-table living by nurturing your garden and serving home-grown meals in the sunny kitchen and dining room, surrounded by picturesque vistas. After a long day, unwind in the primary suite with a luxurious ensuite and glass sliders opening to a wide deck overlooking rolling hills and starry skies. Three guest bedrooms and two baths grace the main house, while a detached guest home includes another bedroom and bath. Cloaked in an air of seclusion, enjoy peace and quiet while only being a few miles from beloved Los Gatos amenities.

17655 Old Summit RD, Los Gatos
21507 Betty Ann, Los Gatos
$950,000
3 Beds ⋅ 2 Baths ⋅ ML81981426 MLS
Beautifully updated home in sought-after Redwood Estates! This is a 3 bed / 2.5 bath home with an additional room upstairs that can be an office or hobby room. Spacious living areas and open floor-plan with lovely light throughout. Functional living with indoor laundry and half bath downstairs, all bedrooms upstairs with nice primary en-suite with spacious double shower and double sink and Jack and Jill bedrooms with bath that has shower over tub. Recent improvements include new counters and backsplashes in all baths and the kitchen, new exhaust hood in the kitchen, new interior paint, new wall to wall carpet on the stairs and on the second floor. Flagstone walkway leads to the side yard which includes plenty of entertainment space, a firepit and an outdoor bar window from the garage. The garage adds an enormous amount of storage or possible office space. The front of the home has a charming wrap around porch for relaxing at the end of the day. Fantastic community with pool, playgrounds, community center, new fire station, cafe, store and post office. Great commute location, 5 minutes to town and 15 minutes to the beach! Best Los Gatos schools: Lexington elem (IB programme), Fisher middle and Los Gatos High

21507 Betty Ann, Los Gatos
21513 Betty Ann CT, Los Gatos
$990,000
4 Beds ⋅ 3 Baths ⋅ ML81981085 MLS
Welcome to the best living on Betty Ann! This incredible four bedroom three bath home is perfectly situated on a 9,148 sqft lot which offers completely level outdoor living with spacious deck along with plenty of RV parking in your own backyard. The spacious lot can comfortably accommodate an ADU. The primary suite will make you feel like you're on vacation every day with the large walk-in closet, spacious bathroom and more. Updated kitchen with all the amenities to make masterpiece meals and then enjoy them in the separate dining room. Don't forget that the laundry room and space throughout will make daily function a breeze. Incredible Redwood Estate community with pool, playgrounds, community center, store, cafe, post office. Great commute! Quick access to Highway 17, location just seven minutes to town, Los Gatos schools; Lexington IB, Fisher, Middle, Los Gatos high!

21513 Betty Ann CT, Los Gatos
23235 Summit RD, Los Gatos
$2,280,000
3 Beds ⋅ 2 Baths ⋅ ML81980956 MLS
Welcome to this stunning Los Gatos property, a sun-drenched mountain retreat perfect for both serene living and vibrant entertaining. Set on a generous 62,291 square foot flat lot, this estate offers ample space for family and friend gatherings, poolside dining, and more. Enjoy the convenience of easy access to the picturesque Santa Cruz beaches and the charming town of Los Gatos. The main residence features 3 bedrooms and 2 bathrooms with the primary bedroom having a spa-like bathroom and a large walk in closet. The property includes a separate office/den with bathroom adjacent to the oversized 3 car garage, two wells and a whole house generator. The spacious living and dining areas flow seamlessly into the family room and chefs dream kitchen, which is complemented by access to the backyard featuring the ultimate California indoor/outdoor living. The expansive grounds are perfect for children to play and explore, featuring an in ground pool, pool house with outdoor restroom, storage and turf. Enjoy the convenience of Chasewood Drive, off Summit Road, nearby to Summit Store, equestrian trails, and highly-rated schools (Los Gatos High). This property combines elegant style, functional living with the tranquility of a mountain retreat, making it a truly exceptional find.

23235 Summit RD, Los Gatos
19465 Montevina RD, Los Gatos
$3,800,000
5 Beds ⋅ 3 Baths ⋅ ML81976378 MLS
Magnificent gated estate offering awe-inspiring views of Lexington Reservoir, mountains, downtown San Jose, East Foothills, including Mount Umunhum. Minutes from downtown LG. Step inside to discover an open spacious floor plan designed for comfort & elegance. The 1st floor offers an office w/Cherrywood cabinets, a large picture window framing the mesmerizing views. The adjacent dining room showcases stunning vistas. The kitchen/family room combination boasts an abundance of cabinets, slab granite countertops, built-in refrigerator, gas cooktop, built-in oven/microwave & breakfast nook. Family room features walls of windows capturing the panoramic views. A full bedroom & bathroom on the 1st floor. A sweeping custom-built staircase leads to the 2nd level, featuring a loft area and 2nd office. Separate gym room offers a space to stay active enjoying the views. The primary suite is a sanctuary of comfort, viewing deck, and a romantic bath w/ separate sinks, stall shower, jetted tub & granite countertops. Amenities include a barn with a workshop & ample storage space. Loft area presenting the possibility of an ADU. Enjoy the tranquil surroundings with a large water feature, veranda & outdoor kitchen. Award-winning schools, Lexington Elementary, Raymond J Fisher , Los Gatos High

19465 Montevina RD, Los Gatos
21560 Madrone DR, Los Gatos
$1,100,000
3 Beds ⋅ 3 Baths ⋅ ML81979230 MLS ⋅ Redwood Estates BLDG.
Spectacular canyon views from this charming Redwood Estates property! Separated into 2 units with treehouse vibes and unique woodwork throughout! Enter main home into spacious living room with vaulted ceilings, recessed lighting, wood burning stove, library and study areas and slider to deck. Kitchen has custom shelves, amazing storage with walk-in pantry, gas range/oven, wide plank flooring, opens to step-up dining featuring a wall of windows for spectacular views and writing nook with vintage built-in desk and lovely stained glass. Upstairs bedroom with vaulted ceiling and half bath. Unique tile bathroom with shower over tub and custom 2 sink vanity. Lower apartment features Living area with views, new carpets, slider to deck, kitchen with electric range/oven, refrigerator and microwave, 1 spacious bedroom with bonus storage, bathroom with stall shower. 2nd bedroom and half bath or keep as separate office. 1 car garage with workshop, storage and laundry below opens to amazing spacious wrap around decks on both sides of home for entertaining. Extra guest room with half bath above garage has private deck with views. Fantastic community with pool, playgrounds, community center, store, post office and cafe. Easy commute location, 7 min to town, Lexington elem, Fisher & LG High

21560 Madrone DR, Los Gatos
18546 Vina DR, Los Gatos
$1,350,000
4 Beds ⋅ 1 Baths ⋅ ML81978241 MLS
Welcome home! This massive lot of 34,371 square feet provides potential galore! The existing home features a charming and secluded escape from the hustle and bustle of Silicon Valley, yet it's just a few short minutes to Downtown Los Gatos. Two bedrooms are on each level, plus incredible storage with an open basement and multiple sheds. The expansive deck overlooks the backyard's natural beauty. There's more than enough room to play with on this lot, both in front of and behind the home, to create not only your dream home but your dream property from front to back!

18546 Vina DR, Los Gatos
21599 Madrone DR, Los Gatos
$930,000
3 Beds ⋅ 3 Baths ⋅ ML81977563 MLS ⋅ Redwood Estates Services Assoc. BLDG.
Welcome to your Dream Retreat Nestled in the Serene Los Gatos Mountains! This Rare 3-bedroom, 2 +1 partial bathroom Estate spans 1,752sqft, offering a Harmonious blend of Nature and Luxury. Wake up to the Soothing Sounds of your own Trickling Creek with small Waterfalls just outside your bedroom doors. The Peaceful Ambiance of the Babbling Water creates a Perfect Backdrop for Relaxation. Step outside to discover your Personal Paradise, complete with a large Natural Stone Deck and a Charming Stone Paver Garden Patio, ideal for Entertaining or Quiet Contemplation. Towering Redwoods surround the property, adding Privacy and a sense of Tranquility. With dual road access (Madrone Drive and Alma Ct.) and a Convenient Commute location, this Stunning Redwood Estates property balances Seclusion with Accessibility. A detached Storage Shed, Workshop, and Chicken Coops, provide ample space for your hobbies and storage needs. Close to Nonno's Italian, Community Pool, Store, US Post Office, Pavilion, New Fire Station, Sheriff Substation, and Located in the award-winning Los Gatos school district, this unique Estate combines the best of Mountain Living with Top-Tier Education. Don't miss your opportunity to own this exceptional property!

21599 Madrone DR, Los Gatos
21591 Naomi CT, Los Gatos
$915,000
2 Beds ⋅ 1 Baths ⋅ ML81969533 MLS ⋅ Redwood Estates BLDG.
Excellent Opportunity to own over an acre in Redwood Estates. New 30 year composition roof, new interior & exterior paint, cabinets in kitchen and bathroom, LED lighting, newer SS appliances, new carpet. Hot tub and outdoor shower. Fire maintenance done & fire insurance quote. Sold w/ ML81969432 lot. Offers presented as they come in.

21591 Naomi CT, Los Gatos
21685 Woolaroc DR, Los Gatos
$975,000
2 Beds ⋅ 1 Baths ⋅ ML81976634 MLS
Nestled in nature, this charming SFR features an updated kitchen with granite countertops, stainless steel appliances, and hardwood floors. A private courtyard welcomes you, leading into a sunny foyer with skylights and a spacious living room with a fireplace. Both bedrooms offer serene forest views and access to redwood decks, ideal for evening BBQs and sunset watching. The versatile family room has windows on three sides and its own entrance, with potential for conversion into an additional room. Recent updates include refinished hardwood floors, new carpets, and fresh paint. Enjoy the secluded backyard deck, perfect for quiet family time or entertaining. There is also scope for expansion, making this property ideal for future growth. Conveniently located between Los Gatos downtown with its amazing restaurants and the Santa Cruz beach town, this home is also close to Vasona Lake Park with activities like train rides & walking trails. Located in Redwood Estates with community amenities like a center, playgrounds, pool, park, convenience store, and restaurant. Ideal for Silicon Valley commuters and beachgoers, and within Los Gatos Schools with potential for Saratoga High. This home is perfect as an owner-occupied, vacation retreat, or rental with strong investment potential.

21685 Woolaroc DR, Los Gatos
17765 Umatilla TRL, Los Gatos
$1,235,000
2 Beds ⋅ 2 Baths ⋅ ML81975374 MLS ⋅ Chemeketa Park BLDG.
Rare and exceptional property nestled in the highly sought-after Chemeketa Park Community. This unique offering boasts two distinct homes on a flat level, sunny, 1/3 acre single lot, providing a versatile living arrangement. Completely rebuilt in 1983, main residence features 2 bedrooms, 2 bathrooms, and a spacious 1390 square feet of living space. 2nd unit (ADU) is on Cherokee Trail, complete with its own address and amenities, providing a separate 877 sf living space with 1 bedroom and 1 bathroom. Upon entering the main home, you are greeted by an open living room adorned with vaulted ceilings and exposed wood beams, complemented by a cozy fireplace and French doors leading to the backyard. The kitchen boasts new stainless steel appliances, custom cabinets, and a garden window overlooking the backyard. Central heat, new flooring, fresh paint, a detached garage. Step outside to enjoy the expansive, sunny backyard with a lush lawn area, built-in BBQ, and a tranquil man-made pond. The ADU has a separate living space with its own kitchen, living room, bedroom, and backyard area. Both units feature laundry rooms. Friendly, community and fantastic location near Chemeketa Park playground, close to town and great Los Gatos Schools (Lexington elem)

17765 Umatilla TRL, Los Gatos
24360 Loma Prieta AVE, Los Gatos
$2,950,000
4 Beds ⋅ 4 Baths ⋅ ML81974876 MLS
Nestled on one of the most coveted streets in the Los Gatos Mountains, Loma Prieta Ave., this property makes its debut on the market for the first time since its acquisition in the late 1800s. Encompassing 6.48 acres of picturesque land, it presents an idyllic canvas for a vineyard enthusiast, complemented by a serene hiking trail that winds through its breathtaking landscape. The expansive main house, gracing the estate, features 3 bedrooms, an office, and 3 full bathrooms & a 1/2 bath, 3,645 sq.ft,, offering ample space for comfortable living and entertaining. Step into the heart of the home, where a gourmet kitchen awaits, meticulously designed and equipped with high-end appliances, custom cabinetry, and elegant finishes. Ideal for hosting gatherings, the property boasts an expansive deck and pool area where guests can bask in the tranquility of the surroundings. Additionally, a separate beautifully updated 3 bedrooms+office, 2.5 bathroom guest house on the grounds offers an enticing opportunity for rental income or as a private retreat for guests, further enriching the property's allure and potential. Award-winning Los Gatos Schools, Loma Prieta Elementary, C.T. English Middle School, Los Gatos High. Served by Comcast Internet.

24360 Loma Prieta AVE, Los Gatos
17870 Geraldine CT, Los Gatos
$860,000
2 Beds ⋅ 1 Baths ⋅ ML81974801 MLS
Creative, cheerful end-of-the-cul-de-sac Redwood Estates home. Remodeled kitchen, Energy Star appliances, granite counter, maple cabinets. Remodeled BA: Granite counter, travertine floors. Skylights, air conditioning and ceiling fan. On demand water, solid wood doors, dual pane windows, redwood and treks decks. Floor plan was imaginatively modified for the sellers needs. Lots of possibilities! Sunny, peaceful, private, spacious lot with lovely views. Detached art studio/office & single car garage (New roof 8/3 & 8/4.) Close to Los Gatos. LG schools.

17870 Geraldine CT, Los Gatos
20100 Thompson RD, Los Gatos
$1,075,000
3 Beds ⋅ 2 Baths ⋅ ML81971153 MLS
Luxury Live Auction! Bidding to start from $800,000.00! Welcome to your very own private paradise amidst the Redwood Groves. This 1,362 sqft 3br/2Ba home has lots of upgrades and a detached 352 sqft studio/guestroom. The kitchen includes concrete countertop and all stainless-steel appliances. The living room and dining area face the stunning backyard and grove views. Both bathrooms were beautifully updated, and the house has fresh paint throughout. The detached studio features hardwood floors, full bathroom and private deck. The landscaped flat backyard creates an enchanting retreat, ideal for unwinding amidst peace and tranquility. There is plenty of parking as well as two separate storage sheds. Enjoy the added benefit of top-rated Los Gatos schools, easy access to Highway 17, proximity to downtown Los Gatos, and outdoor trails.

20100 Thompson RD, Los Gatos
23295 Summit RD, Los Gatos
$850,000
2 Beds ⋅ 1 Baths ⋅ ML81953855 MLS
Gorgeous slice of earth in this terrific Summit Rd location, just minutes to the 17 Freeway and 8.5 miles from downtown Los Gatos and conveniently located near award-winning schools, Loma Prieta Elementary and CT English Middle School, Summit Store and featuring Los Gatos High School. The home is situated towards the back of this fairly flat 2.67 acre lot and noise from Summit Rd is minimal. With the potential to build a new home on the property, remodel existing home and restore the Japanese-style garden to its original beauty, this listing offers a unique opportunity for buyers looking to create their dream home in a desirable location. Generator is fairly new and property has several sheds, along with fruit trees, apple, persimmon, quince and citrus plus wisteria and so much more!

23295 Summit RD, Los Gatos
11835 Skyline BLVD, Los Gatos
$1,600,000
3 Beds ⋅ 2 Baths ⋅ ML81968955 MLS
Situated on the well known and scenic Skyline Boulevard, this 3 bed/2 bath home features a plethora of upgrades over the last few years; its easy to see why this fully turn-key home is just what youve been looking for. In the heart of the home, you will find a thoughtfully remodeled kitchen with a gorgeous marble backsplash, bespoke countertops and sink, Samsung smart appliances, reverse osmosis water filter, and so much more! Other upgrades include two full bathroom remodels with stunning quartzite countertops, custom cabinetry, lighting, fixtures, toilets, sinks, and showers, and newer flooring throughout. Outside, you will find extensive tree removal and trimming to take advantage of the gorgeous surrounding forest and keep the home safe, it was fully reroofed within the last six months, as well as updated landscaping and a fresh coat of paint on the house. Thanks to a whole-house generator and seamless cabling for Starlink, there is no need to worry about power outages or Wi-Fi connection. All of this, and its just 35 minutes to the heart of Silicon Valley and part of the Saratoga school district.

11835 Skyline BLVD, Los Gatos
21471 Lee DR, Los Gatos
$680,000
2 Beds ⋅ 2 Baths ⋅ ML81967916 MLS ⋅ Redwood Estates BLDG.
Escape to this charming 2BD, 2BA mountain retreat nestled in desirable Redwood Estates, just a short drive from downtown Los Gatos. Tucked away on 18,797 square feet of land adjacent to community protected open green space, this secluded cottage offers a peaceful getaway. Completely remodeled from the ground up, this cozy home features a 1 BD 1 BA unit upstairs and a separate entry to the 1 BD 1 BA downstairs, offering potential for partial rental income. Step inside to discover custom Alderwood cabinetry, newer appliances including a dishwasher and low-profile microwave, new skylights and custom updated light fixtures and barnwood closet doors. Beautiful views from every window. Enchanting outdoor living, with 2 decks and bulit-in seating and entertainment areas providing the perfect spot to soak in stunning nature. Back patio for Bbqing. With central heat, a/c, in-unit laundry, Comcast internet and ample storage, this mountain retreat offers both comfort and convenience. Redwood Estates has a private community pool, playgrounds and community center, village store, restaurant and post office. Easy access to Hwy 17, just 10 minute to downtown and Santa Cruz in 20 minutes. Los Gatos Schools. Don't miss this opportunity to make this secret mountain cottage your own. Welcome home!

21471 Lee DR, Los Gatos
21526 Betty Ann CT, Los Gatos
$1,130,000
3 Beds ⋅ 2 Baths ⋅ ML81967809 MLS ⋅ Redwood Estates BLDG.
Welcome to your charming and private hideaway in Redwood Estates! This home 1767 sf home is a cozy retreat on a private court lot, fully fenced for your peace of mind. Step onto the expansive deck and soak in the breathtaking views. With a living area boasting exposed wood beams and a wood-burning fireplace, this home exudes character. The kitchen features a new refrigerator, granite countertops, and soft-closing drawers. Enjoy your morning coffee at the breakfast bar, or dine in the delightful dining room with a garden window. The downstairs bedroom, currently used as the primary bedroom, with its French doors opening to the front patio, offers a serene escape. Downstairs, discover a versatile space that could be your office, gym, or rec room, complete with built-in shelving. Upstairs, you'll find two bedrooms with high vaulted ceilings, creative walls providing separate sitting areas great for lounging, studying or just or a cozy homework area. Replace wall to re-create the 4th bedroom. With hardwood flooring, skylights, and a stall shower, this home is a unique gem. Fantastic Redwood Estates community with pool, playgrounds, community center, store, cafe, post office. Great Commute location 7 minutes to town. Los Gatos Schools: Lexington IB, Fisher Middle, Los Gatos High!

21526 Betty Ann CT, Los Gatos

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

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