Search Los Gatos Homes with a Guest House or ADUActive, pending and sold MLS listings with a second living unit

Los Gatos Homes for Sale with a Guest House or ADU

By Don Orason | Silicon Valley Real Estate Team

Los Gatos home for sale with an attached guest house ADU

Looking for a Los Gatos home with a second unit on the lot? The listings below pull every Los Gatos home on the MLS tagged with an accessory dwelling unit, a guest house or an apartment over the garage. Sold homes stay in the mix. You'll see what these properties actually trade for.

Los Gatos is an incorporated town of about 33,000 people at the base of the Santa Cruz Mountains, according to the U.S. Census Bureau. That detail matters here. The Town of Los Gatos, not Santa Clara County, writes the ADU rules for every home inside town limits.

An ADU, or accessory dwelling unit, is a second home on the same lot with its own kitchen, bathroom and entrance. Town of Los Gatos rules cap an ADU at 1,200 square feet and a junior ADU, built inside the main house, at 500. Most detached units top out at 16 feet. Setbacks run 4 feet from the side and rear lines, and the owner doesn't have to live on site. Any ADU approved after February 6, 2018 can't be rented for under 30 days, and no ADU can be sold apart from the house. Small units skip the Town's traffic impact fee.

Los Gatos ADU & Guest House Homes All Los Gatos Homes for Sale Bay Area ADU & Guest House Homes Los Gatos Homes Market Report

Scroll down for live listings, or jump to the Los Gatos ADU rules and buyer checklist.

What Are the Los Gatos ADU Rules?

Los Gatos follows California's ADU law, then layers its own standards on top. The table below comes from the Town of Los Gatos ADU summary brochure and lists the figures that matter when you buy a home with a second unit, or plan to add one. Start here.

Rule	Town of Los Gatos standard
ADU maximum size	1,200 square feet, attached or detached
Junior ADU maximum size	500 square feet, inside the main house
Smallest allowed unit	150 square feet (efficiency unit)
Height	16 feet for most ground-floor units
Side and rear setbacks	4 feet
Parking	1 space for each ADU, with exemptions; none for a junior ADU
Owner occupancy	Not required for an ADU
Short-term rentals	Prohibited in ADUs approved after February 6, 2018
Separate sale	Not allowed
Traffic impact fee	None for ADUs under 750 square feet
Bedrooms	No limit

Source: Town of Los Gatos ADU information and the Town ADU summary brochure.

Some figures shift with the site. According to the California Department of Housing and Community Development ADU Handbook, a detached ADU within half a mile of major transit can reach 18 feet and needs no parking space at all. Converting an existing garage doesn't trigger replacement parking either.

Hillside lots work differently. The Town allows ADUs in its hillside and rural zones, where a detached unit may even sit in front of the main house, and the Hillside Development Standards and Guidelines shape the design. Planning staff review the smaller parcels.

One more thing. The Town has an update to its ADU ordinance under review, and state law keeps shifting, including on how many units a single-family lot can hold. Call the Los Gatos Planning Division at (408) 354-6874 before you write an offer that depends on a specific rule.

What Do Guest House, ADU and In-Law Suite Mean in a Listing?

A listing that says "guest house" isn't promising a legal second home. On the MLS, the seller's agent picks the label from a short menu, and that choice says nothing about permits, kitchens or whether anyone can legally live there. So read the terms below as clues. Proof comes later.

Accessory dwelling unit. Under California law, an ADU has complete independent living facilities, meaning a place to sleep, cook, eat and bathe, according to the HCD ADU Handbook. It can stand alone, attach to the house or fill a converted garage. Permitted ones count as legal homes.

Junior ADU. Smaller, and always inside the walls of the main house. A junior ADU needs only an efficiency kitchen and may share a bathroom with the rest of the home.

Guest house. A detached building, yes. But does it have a kitchen? A permit? Some Los Gatos guest houses are full ADUs, while others are a bedroom and bath out by the pool.

Apartment over the garage. Same question, different spot. A unit above a detached garage counts as an ADU only if the Town permitted it as one.

In-law suite, casita or granny flat. These are marketing terms, not legal categories. An in-law suite is often a bedroom wing inside the house with its own bath, sometimes with no kitchen at all.

What about a home with a second primary suite and no tag? It won't show up in the search on this page. Browse the full list of Los Gatos homes for sale for those.

Pro Tip

Ask the listing agent for the building permit and final inspection on the second unit, then compare its square footage with the Santa Clara County Assessor record.

What Should You Check Before Buying a Los Gatos Home with an ADU?

Start with the permit. A permitted ADU is a legal second home, while lenders, appraisers and insurers may treat an unpermitted one as little more than a bonus room with a sink. Utilities, any existing lease and your own rental plans come next. Price the difference into your offer.

The Town of Los Gatos Building Division keeps permit records and takes requests at (408) 354-6876. Then look at the utilities. Does the unit share the main house's electrical panel and water meter, or run on its own?

Rental plans need their own homework. If a tenant already lives in the unit, get the lease and any rent history before you remove contingencies. State and local tenant rules may carry over to you as the new owner.

Planning to build after closing? Los Gatos offers a gallery of pre-approved ADU plans, which you must use without changes. State law also puts the Town on a firm clock once your application is complete, according to HCD.

Money questions come next. Ask your lender whether projected ADU rent can count toward qualifying, then test the payment in the SVRET mortgage calculator. The buyers guide walks through the rest of the process.

Selling instead? A Los Gatos home valuation built on MLS comparable sales shows how a permitted second unit shapes your price. The sellers guide covers prep and timing.

Los Gatos Mailing Address vs. Town Limits

A Los Gatos mailing address doesn't always mean the Town's rules apply. Homes in unincorporated pockets follow Santa Clara County standards. Up in the mountains, parts of the 95033 ZIP code sit in Santa Cruz County.

Check the parcel first. The Los Gatos ZIP codes map shows how the area divides, and you can browse ZIP 95030 homes for sale or ZIP 95032 homes for sale on each side of town.

Want a wider net? The Bay Area homes with a guest house or ADU page covers the whole region. Nearby city pages narrow it to Campbell, San Jose, Sunnyvale and Cupertino. Read the team's Client Reviews before you call.

Los Gatos ADU and Guest House FAQ

How big can an ADU be in Los Gatos?

Town rules allow an ADU of up to 1,200 square feet, attached or detached. A junior ADU inside the main house is capped at 500 square feet. Up to 800 square feet of ADU space doesn't count against a lot's floor-area limit, so even a tight parcel can often fit one. Confirm the standard for a specific address with the Town's Planning Division.

Can you rent a Los Gatos ADU on Airbnb?

Usually not. According to the Town of Los Gatos, rentals shorter than 30 days are prohibited in any ADU the Town approved after February 6, 2018. An older unit may qualify under the Town's short-term rental program, which carries its own registration and night limits. Longer leases are a different story, and those are allowed.

Can an ADU be sold separately from the house in Los Gatos?

No. The Town's ADU summary states that an ADU stays with the main house and can't be sold on its own. State law does let a city opt in to selling ADUs as condominiums. Ask the Town whether that has changed before you count on it.

Do you have to live on a Los Gatos property that has an ADU?

Not because of the ADU. A standard ADU in Los Gatos carries no owner-occupancy requirement, so an owner can rent out both the house and the unit on long-term leases. Junior ADUs are different. One can carry an owner-occupancy rule, so check with the Town before you buy a home where a tenant already lives in one.

Does a guest house count as an ADU in Los Gatos?

Only if it was permitted as one. A guest house with a kitchen, a bathroom and its own entrance may be a legal ADU, but the listing label alone doesn't prove it. Ask for the permit and final inspection. Then confirm the record with the Town's Building Division.

This page summarizes public Town of Los Gatos and State of California ADU information for home buyers. It is not legal advice. Rules change, so verify every standard with the Town of Los Gatos and consult an attorney or licensed design professional before you buy, build or rent.

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Los Gatos Homes with a Guest House or ADU

$3,948,000

5 Beds ⋅ 5 Baths ⋅ ML82064031 MLS

High design and unparalleled quality are the hallmarks of this architectural gem in central Los Gatos. Completed in 2023, this modern Belgian farmhouse offers 5 bedrooms and 4 baths in 2,624 SF, including a 799 SF ADU that lives as a separate 2-bedroom, 1-bath apartment or as part of the main house. Built to a standard well above typical new construction: 200-year-old oak beams, European white oak floors, Marvin windows with custom shades, and ceilings of roughly 9.5 feet. The kitchen pairs rift-cut white oak cabinetry with natural quartzite and granite counters and Thermador appliances, including induction cooktop, built-in refrigerator, and speed oven. Living and dining open through wide glass doors to a patio under the oaks. The ADU sits above the attached 2-car garage and suits extended family, guests, an in-law or au pair suite, or a home office. All-electric and energy efficient, with solar and a heat pump for heating and cooling. Upstairs laundry, plus an oversized mudroom with room for a second laundry. Garage storage and workbench. Mature landscaping with orange, lemon, and olive trees enhance meandering paths and elegant patios, Situated on a cul-de-sac adjacent to downtown Los Gatos and top-rated schools. Tesla and Rivian chargers included.

102 Alta Heights CT, Los Gatos

$5,980,000

4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS

Extensively remodeled with full town permits, this exceptional 4-suite and 2- half bathroom residence, complete with a basement (i.e. about 927 sq ft), offers approximately 4,787 sq ft on a private, serene lot exceeding 23,000 sq ft - within the coveted Los Gatos High School boundaries. The open-concept kitchen dazzles with brand-new custom cabinetry, Thermador appliances, a gas range, and quartz countertops flowing into an expansive island. Spacious living, family, and dining rooms make everyday living and entertaining effortless. Every detail has been elevated: new Marvin windows throughout the bedrooms, dimmable recessed lighting, Emtek hardware, new engineered flooring, and fully remodeled bathrooms with Kohler fixtures. Heat-pump A/C, an electric water heater, and new electric fireplaces add comfort and warmth. A refinished historic-style entry door welcomes you home. The newly landscaped, permitted grounds create a private outdoor retreat, while the detached, permitted 1BR/1BA ADU with approximately 425 sq ft offers flexible space for guests or extended family. Minutes to Vasona Lake, Los Gatos Creek Trail, top schools, and Highways 85/17 a rare blend of permitted renovation, quality, and space in one of Los Gatos's finest neighborhoods.

17085 17087 Summit WAY, Los Gatos

$4,900,000

4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS

A custom Cape Codstyle home on a seven-home cul-de-sac in Los Gatos. Since its 2007 purchase. It received a complete $2,000,000 exterior and interior renovation. Exterior: Marvin casement double-pane windows throughout, redesigned and enlarged front windows, new roof, completely redesigned and rebuilt portico, new wood siding and gutters, and a resort-style backyard with pool, spa, outdoor kitchen and fire pit. Interior: Wolf/Sub-Zero/Miele chefs kitchen, expanded family room, refinished floors, custom wood bookshelves, California Closets throughout, Sonos speakers indoors and out, and remodeled baths with radiant floor heating. 4 beds (incl. ADU), 3.5 baths, 3,146 sq ft. close to Van Meter, Fisher and Los Gatos High, in districts ranked in Californias top 3%.

104 Bella Vista CT, Los Gatos

$3,650,000

5 Beds ⋅ 4 Baths ⋅ ML82061357 MLS

Beautifully Updated Custom Home with Attached ADU / Guest House. * 5 bedrooms (4 spacious bedrooms downstairs), 3.5 baths, and 3,479 sf of living space on an about 10,000 sf lot, located in the Belwood/Westhill neighborhood of Los Gatos. * First-floor, attached ADU (In-Law Suite) with separate entrance and backyard access. Ideal for extended family, rental, guests. * Open floor plan with engineered hardwood, dual-pane windows, and LED lighting. Updated main-level baths. Possible under-stair wine closet * The heart of the home is a large remodeled chef's kitchen and family room, built to entertain: large granite island with a generous stainless steel farmhouse sink, under-island storage, wine refrigerator, KitchenAid 6-burner gas range with two ovens, and KitchenAid refrigerator (2026). * Primary suite with mountain views and two custom closets. Upstairs bonus room with a sink, for an office, kids' study, or play area. * Backyard features a bar area with mini fridge, TV, natural-gas BBQ, custom fire pit, and built-in heaters. * Award-winning schools: Noddin Elementary, Union Middle, and Leigh High. Short walk to Belgatos Park. *Newer roof (2020), solar with battery backup (2023), 50-amp EV outlet, two furnaces and two water heaters. Optional Belwood Cabana Club membership

215 Belgatos RD, Los Gatos

$5,987,000

4 Beds ⋅ 5 Baths ⋅ ML82061957 MLS

A rare opportunity to own an exceptional Estate designed by award-winning architect Mark English. Distinctive, truly one of a kind, this home offers a refreshing departure from conventional architecture. Enjoy remarkable luxury & privacy without driving into the hills. Minutes from top schools, downtowns Los Gatos/ Saratoga, it offers convenience with a retreat-like setting. Gated private driveway creates feeling of a hidden jewel. Home's Euro-style with soaring ceilings, floor-to-ceiling glass framing magnificent oak trees, tranquil gardens. Set on 2.4 acres, near 4,700 sq ft living space & a 700+ sq ft in-law suite with kitchenette, luxurious bath. Designed for entertaining, the open floor plan features European cabinetry, hardwood floors, a chef's kitchen, honed granite, premium SS appliances, custom lighting, spectacular in-the-round dining space, 2 offices, library, media room, wine cellar, walk-in closet, grand primary bath, bedrooms with an upper-level lounge for reading, games, sleepovers, mudroom dedicated media control room. Enjoy a high-end kitchen, BBQ, bar, hot tub, living and dining areas, fireside lounge, sports court, additional parking, creekside setting, hillside with mature vineyard grapes. Modern luxury, exceptional privacy, architectural distinction.

217 Mistletoe RD, Los Gatos

$3,750,000

4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS

Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

$2,698,000

3 Beds ⋅ 4 Baths ⋅ ML82061021 MLS

Rare opportunity to create a private residential estate on approximately 2.05 acres in Los Gatos. Town-approved plans include the merger of three parcels into one approximately 89,281 SF parcel and a thoughtfully designed contemporary residence with attached ADU, surrounded by mature trees and set well back from Reservoir Road. The approved design features a 3,352 SF main residence, 903 SF attached ADU and 668 SF garage, for 4,255 SF of total living area. Two existing structures are located on the property and will be demolished as part of the approved project. An exceptional opportunity for an end user seeking to create a custom Los Gatos estate or a builder/developer looking for a well-advanced project with significant entitlement work already completed. Extensive architectural, civil, landscape, geotechnical, arborist and entitlement materials are available for review. Buyer to independently verify plans, approvals, square footage, schools, and development potential.

70 Reservoir RD, Los Gatos

$5,500,000

4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS

Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

$19,998,888

10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS

Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

$6,400,000

5 Beds ⋅ 5 Baths ⋅ ML82056345 MLS

This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

$4,700,000

5 Beds ⋅ 4 Baths ⋅ ML82055468 MLS

New Construction with an amazing location this single-story 3,032 sqft (2,616 sqft main home + 416 sqft ADU) features a Cape Cod style modern residence by AL Homes. The flexible layout includes a 4BD/3BA main home plus an attached 1BD/1BA ADU, a 504 sqft attached two-car garage, and solar for enhanced energy efficiency. Bright, airy interiors offer ceilings up to 14'4", dual 12' sliding doors for seamless indooroutdoor living, bedroom skylights, a separate family room, and a welcoming front porch. The primary suite features dual closets and a spa-style bath with double sinks, a walk-in shower, and a soaking tub. The low-maintenance backyard includes an expansive deck and multiple seating areas ideal for meetings, entertaining and enjoying the California weather. Located in an amazing walkable neighborhood just a short distance to downtown dining, boutiques, and schools. Served by the top-rated Los Gatos Union School District (including Louise Van Meter Elementary and Los Gatos High School). Buyer to verify all information.

16970 Cypress WAY, Los Gatos

$6,250,000

5 Beds ⋅ 7 Baths ⋅ ML82053834 MLS

Welcome Home to 16070 Matilija Dr, a 3,050 SF Main House + 1,000 SF ADU a Gorgeous Estate in a Prestigious Los Gatos Location w/ Saratoga Schools! Set on Over Half an Acre w/ a 4BD Main Home + Detached 1BD ADU, 4 Full & 3 Half Baths & Mountain Views. Driveway w/ Paver Apron, Cultured Limestone Facade, Covered Entry w/ Exterior Chandelier & Oversized Pivot Door Provide Gorgeous Curb Appeal. Open Floor Plan w/ 10' Ceilings, White Oak Wide-Plank Hardwood Floors, Skylights & Sun Tunnels. Great Room w/ 72" Linear Fireplace, Travertine Surround & Multi-Directional Sliding Doors. Chef's Kitchen w/ Raised Ceiling, Skylights, Long Quartzite Island, Lavender Marble Counters & Backsplash, Pass-Through Bi-Fold Windows, Viking & Wolf Appliances. Primary Suite w/ Mountain Views, Back Garden Access, Custom Walk-In Closet & Spa-Like Ensuite w/ Radiant Heat, Dual Vanity, Oversized Shower & Standalone Tub. Detached ADU w/ Full Kitchen, Laundry, Bedroom Suite & Mini-Split Heating/Cooling. Finished 2-Car Garage w/ Epoxy Floors, Cabinetry, Skylights & Half Bath. Back Patio w/ Pergola, Outdoor Kitchen, Artificial Lawn, Water Feature & Resort-Style Landscaping. Minutes to Downtown Los Gatos & Saratoga, Farmers Markets, Hwy 17, Apple & NVIDIA.

16070 Matilija DR, Los Gatos

$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

$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

$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

$3,300,000

4 Beds ⋅ 4 Baths ⋅ ML82042958 MLS

Excellent Opportunity to Own a Gorgeous Flat Piece of Property w/Two Beautiful Light & Bright Houses on a HUGE 11,040 Sq Ft Lot in Highly Desirable Los Gatos w/Award Winning Daves Avenue, Fisher Middle & Los Gatos High! In the Main House, Explore the Many Features Including a Spacious Floor Plan Showcasing (4) Bedrooms, (2.5) Bathrooms, 2,221 +/- Sq Ft of Living Space PLUS 447 +/- Sq Ft Finished Basement, Inviting Living Room w/Cozy Wood Burning Fireplace, Oversized Family Room, Sun-Lit Kitchen w/New Gas Cooktop, Hood & Double Oven, White Cabinetry & Peninsula, Luxury VP Flooring, Re-imagined Bathrooms, Recessed Lighting, Skylights, Sun Tunnel, Raised Panel Doors, New Modern Light Fixtures & Door Handles, Modern Interior & Exterior Paint. The Second Home Offers an Open Floor Plan w/Full Kitchen & Kitchen Nook w/Abundance of Cabinetry, Open Bedroom w/Flex Space, Bathroom, Living Room, Dining Area, Recessed Lighting & Carpeting Boasting 628 +/-Sq Ft of Living Space. Enjoy the Captivating Front & Back Yard Boasting Newly Planted Drought Tolerant Shrubs, Rose Bushes, Newly Installed Fresh Sod, Mature Trees, & Large Deck for Indoor/Outdoor Entertaining. Potential for Expansion w/Premier Location. Minutes to Shopping, Restaurants, Vasona Park, Trails & Downtown Los Gatos.

17391 E Vineland AVE, Los Gatos

$3,650,000

4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

$7,800,000

5 Beds ⋅ 5 Baths ⋅ ML82044168 MLS

A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

140 Twin Oaks DR, Los Gatos

$4,499,999

6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS

MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina RD, Los Gatos

$3,600,000

3 Beds ⋅ 2 Baths ⋅ ML82044730 MLS

Beautiful Home In One Of The Best Areas Of Los Gatos! 3 Bedrooms And 1.5 Baths. Located On A Large 11,200 SF Yard With Views Of The Santa Cruz Mountain's In The Backdrop. Top Rated Los Gatos Schools! Gorgeous Kitchen With Designer Appliance's and Built In Refrigerator, Convection Dual Oven And Stone Counters, Custom Cabinets. Hardwood Floors In All Rooms. Huge Detached Two Car Garage (500 SF Plus) With Its Own A/C Unit. Nice ADU Unit/Guest Unit/Office Off Detached Garage (140 SF) In Size With Bathroom And Shower. Beautiful Landscaping Surrounds The Home Which Has An Above Ground Spa. New A/C Compressor in 2023, Home Has Electronic Security Gate For Added Privacy. Truly An Amazing Home!!!! Open Saturday and Sunday 6/21 and 6/22 1-4 PM.

16528 Marchmont DR, Los Gatos

$9,850,000

7 Beds ⋅ 8 Baths ⋅ ML82044544 MLS

This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos

$5,375,000

7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS

Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.289 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat.

18000 Overlook RD, Los Gatos

$2,300,000

4 Beds ⋅ 3 Baths ⋅ ML82041623 MLS

Welcome to this exceptional two-unit property in the heart of Los Gatos, where smart investing meets genuine livability. Whether you're looking to offset your mortgage or simply keep family close, this property delivers on both fronts. The primary residence features two spacious bedrooms and two full bathrooms, with living areas that feel genuinely roomy. Thoughtful, practical amenities include indoor laundry and ample storage throughout. Out back, the crown jewel awaits: a stunning Pebble Tec pool and spa, complete with a cascading waterfall, the kind of backyard that turns any evening into something worth looking forward to. The attached ADU is a two-bedroom, one-bath unit with a one-car garage and its own private backyard, perfect for tenants seeking a self-contained space with room to breathe or for multigenerational living done right. And for the most important detail: this property sits just steps from the beloved Los Gatos landmark, Happy Hound, meaning a delicious lunch or dinner is a short stroll away.

16737 Leroy AVE, Los Gatos

$2,400,000

4 Beds ⋅ 3 Baths ⋅ ML82040577 MLS

Two homes, two separate addresses (20471 Black Rd and 20469 Black Rd), over 32 acres of beautiful land dropping down to a creek. Wide trail to creek and current owners take their dirt bikes on rides through the lower property. Incredible views, very peaceful. The main house has the primary suite on one side with a nearby second bedroom that can be used as an office. Two other bedrooms are on the opposite side of the home for privacy. One bedroom is an ensuite, the other has a bathroom just outside its door. Large laundry room. Kitchen, dining room and living room have incredible views of the nearby hills. Large orchard and multiple fruit trees including apple and Meyers lemons. Current owner is working to separate the two homes into two properties. both homes have their own addresses. Once separated, you could add an ADU to each home for rental income. If you enjoy hiking or offroad trail riding on private land, this property is for you. The second home has its own garage with an upper level storage area, 3 bedrooms, 1.5 baths, and a deck overlooking the hills and meadow. Zillow estimate is for only one home.

20471 Black RD, Los Gatos

$1,241,730

3 Beds ⋅ 2 Baths ⋅ ML82039803 MLS ⋅ Redwood Estates BLDG.

Tucked among towering redwoods and overlooking the shimmering waters of Lexington Reservoir, this enchanting Tahoe-style A-frame cabin blends rustic charm with thoughtful modern upgrades offering a rare opportunity to own two parcels totaling approximately 14,466 sq ft. Step inside and experience a home that truly embraces you. This residence lives much larger thanks to flexible bonus room, converted garage and a versatile shedio perfect for a home office, studio, or additional living quarters. If you need more room, this property delivers creative possibilities that will pleasantly surprise. The home features designer finishes throughout, including custom sinks, countertops, and cabinetry, along with abundant storage. New roof and a spacious brick patio ideal for entertaining under the trees. Outdoor living shines here; Expansive deck surrounded by majestic redwoods, Sunny garden area, Hot tub hookup for relaxing under the stars. Park-like open space and trails from the backyard. Breathtaking reservoir and city light views, and a short walk to Pizzeria Vittoria, Store, post office, pool, park, sports field, and pavilion. More than a home its a warm, inviting mountain escape with room to grow, space to breathe, and a lifestyle to love. Lexington Elem, and Los Gatos High School.

18081 Redwood DR, Los Gatos

$2,650,000

6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS

Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

$4,425,000

5 Beds ⋅ 4 Baths ⋅ ML82038833 MLS

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

203 Alexander AVE, Los Gatos

$3,300,000

4 Beds ⋅ 3 Baths ⋅ ML82039619 MLS

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

46 Pleasant ST, Los Gatos

$3,950,000

4 Beds ⋅ 3 Baths ⋅ ML82035518 MLS

This classic, traditionally designed home built by Dave Flick, is located in one of the most sought-after neighborhoods just above vibrant downtown Los Gatos. Thoughtfully crafted and exceptionally well-maintained, the home blends timeless architecture with modern comfort, and the quality is evident the moment you step inside. Off the formal entry, the elegant living room is warmed by a fireplace and offers an inviting setting for entertaining. The chef's kitchen features a large island, custom cabinetry, a Viking range, and slab granite counters, all oriented toward serene views of the back garden and surrounding foothills. The adjoining family room provides a second fireplace, custom bookshelves, and built-in kitchen nook with pullout drawers , an ideal space for everyday living. High ceilings throughout both levels enhance the home's sense of openness, while rich hardwood floors add warmth and sophistication. A beautifully finished ADU offers exceptional flexibility, perfect for visitors, family, aupair or rental income. Additional features include owned NEM2 solar panels, AC, and a whole-house water filtration system. A rare opportunity to own a quality-built home in a premier Los Gatos location, offering comfort, craftsmanship, and convenience in equal measure.

45 Central AVE, Los Gatos

$2,280,000

2 Beds ⋅ 2 Baths ⋅ ML82036032 MLS

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

14 Cross WAY, Los Gatos

$6,518,929

5 Beds ⋅ 5 Baths ⋅ ML82035234 MLS

Located in a highly desirable setting in the heart of downtown Los Gatos, this beautifully updated residence offers 3,429sq ft in the main home with 4 bedrooms and 3.5 baths, plus a flexible office/yoga studio, and the 5th bedroom is a detached 1-bed, 1-bath cottage (210 sq ft) ideal for guests, extended family, or private work-from-home retreat. Since 2018, the property has benefited from over $700K in improvements, including new A/C and furnace for the main home, new HVAC and hardwood floors in the cottage, and a fully integrated A/V and whole-home internet system. The kitchen has been thoughtfully refreshed with new Perrin & Rowe hardware, a professional Wolf gas range, complemented by a marble backsplash in both the kitchen and butler's pantry. Interiors are elevated by a striking stone fireplace wall in the great room and refinished hardwood floors throughout. The resort-style backyard is a true showpiece, completely reimagined with an outdoor fireplace and a built-in BBQ, earning 1st Place in the Medium Landscape Category (CLCA Awards, 2021). The improvements by JT Masters Construction reflect quality craftsmanship throughout. Dining, boutiques, Sunday Farmer's Market, trails, and more, this is turnkey living in one of Silicon Valley's most sought-after neighborhoods.

146 Tait AVE, Los Gatos

$5,880,070

6 Beds ⋅ 8 Baths ⋅ ML82035442 MLS

New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

16484 S Kennedy RD, Los Gatos

$4,300,000

3 Beds ⋅ 3 Baths ⋅ ML82033520 MLS

Welcome to this stunning Los Gatos home blending modern luxury, comfort, and award-winning design. A charming Dutch front door and skylit entry invite you into a beautifully designed floor plan featuring a chefs kitchen with Wolf, Sub-Zero & Cove appliances, oversized island, custom Rutt cabinetry, and hidden details throughout. The spacious great room, dining, and living areas flow seamlessly to a private courtyard oasis; perfect for entertaining. Enjoy an outdoor kitchen with DCS grill, deck, hardscape lounge with fire table, and serene nature zone beneath a majestic oak tree. Owned solar, new dual-zone HVAC, whole-home water conditioner system, wired for Dolby Atmos, built-in Murphy Bed and epoxy garage with EV charger. The luxurious primary suite offers a curbless shower and walk-in closet. The 2023 Design Matters award-winning ADU (605 sq ft) features 1 bed, 1 bath, full kitchen with accordion doors opening to the backyard, designer finishes, and sound-reducing construction; an ideal guest retreat or income opportunity. Permit only street parking ensures a quiet and private street while only feet from downtown. Located two blocks to Salt & Straw; self discipline required.

247 Edelen AVE, Los Gatos

$5,995,000

5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS

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

22700 Old Santa Cruz HWY, Los Gatos

$11,000,000

6 Beds ⋅ 8 Baths ⋅ ML82030244 MLS

Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

16140 Matilija DR, Los Gatos

$3,100,000

4 Beds ⋅ 3 Baths ⋅ ML82028514 MLS

Modern design define this extensively remodeled 4 bdr/3ba 2007 sq ft single-level home with a high-end detached 2bdr/2ba 1150 sq ft ADU for a TOTAL of 3157 square feet of living space. Rebuilt with professional architecture and interiors, the main home features a spacious great room with a back-lit paneled wall, travertine accents, and sliding glass doors for seamless indoor/outdoor living. The designer kitchen features a waterfall island, full-height quartz backsplash, custom cabinetry, and premium appliances, while a wine bar elevates the adjacent dining space.The main home offers four bedrooms and three baths, including a luxe primary suite with spa-style marble bath and custom walk-in closet, plus a junior suite and a separate bedroom wing. A detached ADU mirrors the same elevated finish level with a full kitchen, two bedrooms, two baths, and private laundry, ideal for guests, extended family, or income potential.All new systems and infrastructure include heat-pump HVAC, updated plumbing and electrical, dual-pane windows, and a new roof. Low-maintenance landscaping surrounds a private courtyard with a built-in outdoor kitchen, while EV charging, smart home features, and ample storage complete the offering. Prime Los Gatos location near trails, Bay Club, and commuter routes.

761 Pollard RD, Los Gatos

$2,900,000

4 Beds ⋅ 4 Baths ⋅ ML82027713 MLS

Discover the best of Los Gatos living with this rare offering, two distinct homes on over ¼ acre, showcasing sweeping city lights and mountain views. Just minutes from vibrant downtown, this property blends mid-century modern architecture with minimalist boho design, creating an open, harmonious space drenched in natural light. This 5-bedroom property includes a 2,216 sq ft, 4-bedroom, 3.5-bath main residence features clean lines, walls of glass, and seamless indoor-outdoor flow. Thoughtfully remodeled with high-end, eco-conscious finishes, it preserves the integrity of its original style while offering modern comfort. The separate 926sqft, 1-bedroom, 1-bath ADU is full of charm with high ceilings, hardwood floors, and oversized picture windows that frame garden and city views. Recent ADU upgrades include a designer kitchen, new bathroom with heated floors, new roof, and updated plumbing and electrical. Private, tranquil, and just a short stroll to downtown shopping, dining, hiking trails, and top-rated Los Gatos schools, this is a rare opportunity to enjoy space, views, and the coveted downtown lifestyle.

25 Grove ST, Los Gatos

$3,700,000

4 Beds ⋅ 4 Baths ⋅ ML82020797 MLS

Welcome to a home designed for effortless living and unforgettable gatherings. This single level, newly built home combines soaring 18+ft ceilings with thoughtful details throughout, including an additional 2bed 990 sq ft ADU (total permitted: 3030sq ft). Built in 2024, the home features a gourmet kitchen, boasting custom cabinetry, Thermador stainless steel appliances, and beverage station complete with a built-in coffee machine. Flowing seamlessly into the living and dining spaces, its perfect for morning rituals or lively evenings w/ friends. Every detail has been carefully curated. Custom automatic shades, smart lighting, and custom Millgard windows invite natural light, while waterproof WPC flooring and custom thicker glass showers add both beauty and durability. Enjoy low-maintenance, drought-friendly landscaping, where manicured turf stays lush and green all year. Additional detached guest suite also offers a flexible private space designed for visiting guests, a home office, gym, or creative retreat. The separate 2 bedroom ADU offers a perfect opportunity for multigenerational living, extended family stays, or rental income. With leased solar and modern features throughout, this is more than a house, it is a lifestyle of convenience, comfort, and understated luxury.

15729 Linda AVE, Los Gatos

$5,250,000

6 Beds ⋅ 8 Baths ⋅ ML82017888 MLS

Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

16383 Aztec Ridge DR, Los Gatos

$6,940,000

4 Beds ⋅ 4 Baths ⋅ ML82017790 MLS

Don't wait! For a limited time Seller will entertain offers between $7.3M and $8M for the entire 9.6 acre property with ability to capture up to 3 legal developable parcels. One parcel currently offered for sale at $1.8M pending approvals (ML82017796). Options abound: keep the existing home while gaining two new parcels to develop or sell, offset costs by selling one or more parcels, or double the property's underlying value and hold for generational wealth. Arguably one of the finest estate properties in Los Gatos, this fully fenced and gated retreat offers unmatched privacy features sweeping 270 degree views of bucolic hills and the valley below. Despite being less than 5 minutes to Los Gatos Blvd, this multi-acre property features meandering trails wind through organic fruit trees, custom enclosures, and landscaped grounds with sunset vistas. Outdoor amenities include bocce, volleyball, swimming, and multiple gathering areas. The recently updated home is centered around a beautiful courtyard entry and features spacious bedrooms, a serene office, and multiple entertainment spaces. Expansive Brazilian Ipe decking surrounds the residence, framing sweeping hillside views. Located minutes from Los Gatos High, fine dining, and shopping, and served by top-rated Los Gatos schools.

15651 Kennedy RD, 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 .