Browse All Los Gatos/Monte Sereno CA Properties with Pool for Sale

6 Beds ⋅ 3 Baths ⋅ ML82056437 MLS

Beautiful tri-level home ideally situated at the end of a quiet cul-de-sac on an approximately 10,585 sq ft landscaped lot. Designed for comfortable everyday living and effortless entertaining, the private backyard features a sparkling pool, expansive deck, and low-maintenance landscaping, creating the perfect outdoor retreat. Inside, the light-filled contemporary floor plan offers an inviting blend of formal and casual living spaces, enhanced by a freshly painted exterior and interior with new carpeting. Sliding glass doors from the family room and informal dining area open seamlessly to the spacious deck for year-round dining and relaxation. The generous kitchen offers abundant counter space and overlooks the picturesque backyard. The spacious primary suite features an en suite bath and walk-in closet. Enjoy the best of downtown Los Gatos living, just one block from Bachman Park and moments from vibrant shops, acclaimed restaurants, the weekly farmers' market, and scenic hiking and biking trails. Convenient access to Highways 17 and award-winning Los Gatos schools complete this move-in-ready home, offering an exceptional combination of location, lifestyle, and indoor-outdoor living.

16342 Alexander AVE, Monte Sereno

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

$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 $55,000 a month on a year to year basis,

18911 Decatur RD, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$3,998,000

4 Beds ⋅ 4 Baths ⋅ ML82056494 MLS

San Francisco to Gilroy views from 13.5 acres in Los Gatos, with usable, gently sloped land near the home and hillside beyond, shaded by heritage oak trees. Room for farm animals or a future vineyard. Minutes from downtown Los Gatos, Saratoga, Campbell, and San Jose, with easy freeway access. The 2,830 sq ft home has a Tahoe-esque feel, hardwood and tile floors, and was extensively remodeled in 2017. The kitchen is built for real cooking: six-burner stove, pot filler, double ovens, and its own fireplace. Solid core doors throughout. The primary suite has a fireplace and feels like its own retreat. 4 bedrooms, 3.5 baths. Attached 2-car garage plus a detached 2-car garage with pool storage, and a pool. Outdoor kitchen and two sitting areas make this the spot for every family gathering, with land still left over to explore. Part of the original Blossom Hill, this is only the second time the property has changed hands in over 100 years! If you love a view, this is the one to see; it has some of the best in Silicon Valley.

14942 Larga Vista DR, Los Gatos

Listed by Suzanne Freeze Manning, 408-623-5599 from Coldwell Banker Realty
(If provided) CoList: from

$6,698,888

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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: Bonafede Team from Compass

$6,995,000

5 Beds ⋅ 4 Baths ⋅ ML82049070 MLS ⋅ Surrey Farms BLDG.

This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$1,898,000

4 Beds ⋅ 3 Baths ⋅ ML82054909 MLS ⋅ Wimbledon Place Homeowners Assoc BLDG.

Welcome to 405 Clearview Drive! This thoughtfully updated 4-bedroom, 3-bath townhome in Los Gatos offers a spacious, well-planned layout designed for comfort and convenience. Upon entry, a central foyer connects the living room, kitchen, and private courtyard. The living room features a vaulted ceiling and opens to both the separate dining room and kitchen. Off the dining room, a covered patio is perfect for entertaining and enjoying the outdoors year-round. The kitchen features light-toned countertops, two-tone black and light brown cabinetry, and stainless steel appliances, with abundant natural light from the adjacent patio and a view above the sink. The primary bedroom offers sloped ceilings and its own private covered patio, while the primary bath includes a large shower, separate soaking tub, and dual vanities. The additional bedrooms are generously sized, each with large glass-door closets. Additional upgrades include a new air conditioning system and an EV charging outlet in the attached two-car garage. Residents enjoy a community pool. Located within the highly regarded Los Gatos school district while enjoying an exceptional location near the Bay Club, Netflix, downtown LG and convenient access to Highways 85 and 17. A blend of comfort, modern updates, and community!

405 Clearview DR, Los Gatos

Listed by Benjamin Frieden, 408-888-9507 from KW Bay Area Estates
(If provided) CoList: Jason D'amico from KW Bay Area Estates

$569,000

2 Beds ⋅ 1 Baths ⋅ ML82052297 MLS ⋅ Villa Capri BLDG.

Enjoy comfortable Los Gatos living in this desirable 55+ gated community, just minutes from Downtown Los Gatos and Vasona Lake County Park. This spacious 2-bedroom, 1-bath condo features a freshly painted interior, central heat and air conditioning, engineered hardwood floors throughout, and an oversized private balcony. Enjoy secure underground assigned parking a personal private storage room, and elevator access. Community amenities include a gated pool, spa, BBQ area, and recreation room with a full kitchen. One occupant 55+, 2nd occupant 45+, but buyers could be younger. Conveniently located near Highways 17 and 85, this is an excellent opportunity to enjoy low-maintenance living in a sought-after Los Gatos location.

576 W Parr AVE 21, Los Gatos

Listed by Desiree Dutra, 408-648-7013 from Coldwell Banker Realty
(If provided) CoList: from

$2,999,000

4 Beds ⋅ 3 Baths ⋅ ML82053657 MLS ⋅ Belwood of Los Gatos BLDG.

Prime Setting!! Nestled in the highly sought-after Belwood neighborhood, moments from Belgatos Park hiking, biking, & riding trails, this storybook home blends timeless charm, comfort, and convenience. Filled with natural light, the thoughtfully designed floor plan features formal living and dining rooms, a well-appointed kitchen with granite countertops, center island, and stainless steel appliances, and an inviting family room with fireplace. The spacious main-level primary suite offers backyard access and a beautifully updated ensuite bath, while two additional bedrooms and an expansive bonus room provides flexible space for home office, recreation room, fitness studio, or guest retreats. Updated main-level bathroom is ideally set for guest & resident use. Upstairs are two generously sized bedrooms and an updated hall bathroom. The beautifully landscaped backyard features a paver patio and lush lawn areas, ideal for entertaining or relaxing outdoors. Enjoy an exceptional location just minutes from downtown Los Gatos, boutique shopping, acclaimed dining, Belgatos Park, and the private Belwood Cabana Club (annual HOA of $820), with convenient access to Highways 17 and 85 and top-rated Los Gatos schools.

193 Bacigalupi DR, Los Gatos

Listed by Cynthia Smith, 650-743-6865 from Compass
(If provided) CoList: from

$4,500,000

4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS

This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

$539,000

1 Beds ⋅ 1 Baths ⋅ ML82053248 MLS ⋅ Los Gatos Commons BLDG.

Fantastic opportunity to own a 1bedroom(plus an office/study) upstairs unit near elevator in this senior living community. One member must be 55 years old and companion must be at least 45. Spacious and and bright bedroom with ai den/study/office. Great balcony off of large living room affords outside privacy and place for table and more. Wall A/C unit and radiant heat included and assigned covered parking spot just outside the unit and locked storage area included. Awesome community club house with all the amenities like a full kitchen, billiards, library, pool/spa, gym and more. Close to charming downtown Los Gatos and and all of its wonderful amenities.

443 Alberto WAY B219, Los Gatos

Listed by Frank Kuo, 408-393-9986 from Kuo Properties
(If provided) CoList: from

$1,498,000

3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS ⋅ Villa de Los Gatos BLDG.

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

16345 Los Gatos BLVD 6, Los Gatos

Listed by Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty

$1,649,000

4 Beds ⋅ 3 Baths ⋅ ML82051632 MLS ⋅ Common Interest Management Servi BLDG.

Exceptional SPACE and VALUE! Beautifully refreshed, MOVE-IN READY 4-Bedroom, 2.5-Bath Los Gatos townhome offers 2,302 sq. ft, one of the Community's LARGER Floor Plans. VAULTED Ceilings, Skylights, and abundant NATURAL LIGHT create a Bright, Airy Interior. Spacious layout includes LIVING Room with Fireplace, separate FAMILY Room, Dining area, and FLEXIBLE spaces. Private SUNDECK between Bedrooms offers a PEACEFUL Retreat, while 4th Bedroom offers tranquil TREE Views. Multiple PATIOS and many fruit trees: Apple, Orange, Fig, and Plum Trees, enhancing Outdoor Living. KITCHEN features GRANITE Countertops, Stainless-Steel Appliances, generous Cabinetry, a NEW Electric cooktop, NEW Dishwasher, and convenient STUDY Nook. UPGRADES include NEW premium CARPET, FRESH interior paint, Brazilian HARDWOOD Flooring and stairs, refreshed Deck surfaces, Exterior Paint, Roof improvements, NEWER Appliances, etc. Attached TWO-CAR GARAGE adds convenience. Community Amenities include a POOL, Gardens, Greenbelts, BBQ areas, Playground, and REDWOOD TREES. Conveniently located near DOWNTOWN LOS GATOS, Vasona Park, Bay Club, Netflix, Hospitals, Shopping, Dining, Highways 85/17, etc. Enjoy Generous LIVING Space, FLEXIBLE rooms, PRIVATE Outdoor Areas, and an Amenity-Rich Los Gatos community.

102 Lancewood PL, Los Gatos

Listed by Amar Realtor, 650-686-2627 from Keller Williams Palo Alto
(If provided) CoList: from

$3,800,000

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

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

$1,599,000

2 Beds ⋅ 2 Baths ⋅ ML82050480 MLS

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

135 Vista Del Lago, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$9,500,000

5 Beds ⋅ 8 Baths ⋅ ML82049293 MLS

Exceptional luxury estate featuring 5 bedrooms and 7.5 baths. Ideally located within walking distance of downtown Los Gatos and just off prestigious Karl Ave. Separate access via a private road and tucked at the end of a quiet cul-de-sac. This fully gated property offers exceptional privacy. While moments from town, the estate feels miles away, with remarkable tranquility, privacy, and breathtaking canyon views. Designed for modern living, the home features Lutron RadioRA lighting and automated shade systems, individually zoned heat/ac for every room, radiant floor heating, whole-house Sonos audio and central vacuum system. Enjoy breathtaking canyon views from the resort-style infinity-edge pool and spa, thoughtfully positioned on a separate level from the main yard for enhanced safety and an elevated resort ambiance. Outdoor amenities include a built-in fire pit with seating, plus a entertainment pavilion featuring a Lynx outdoor kitchen, BBQ, range, warming drawers, and more. An additional 300 sq. ft. open-concept pool house with a full bath and shower provides flexible space for guests, recreation, fitness, or entertaining and not included in the home's square footage. A rare opportunity to own a private, technology-forward retreat in one of Los Gatos most desirable locations.

15301 Robin Anne LN, Monte Sereno

Listed by George Montanari, 408-497-2213 from Compass
(If provided) CoList: from

$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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$6,995,000

5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.

Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$550,000

2 Beds ⋅ 2 Baths ⋅ ML82047084 MLS ⋅ Villa Capri BLDG.

55+ Community. NEW Incredible Price! TOP FLR END UNIT 2BD/2BA *Elevators and underground parking**one of ONLY 6 units like this one... 2bd/2ba AND only 4 of these are top floor - this is your opportunity** Elevator in Bldg. Private balcony w/mountain views off the living area, lovely view! Quick access to visitor parking, pool & spa from this unit. 1 assigned space in secure underground parking+secure private storage closet large enough to hold bicycles and boxes etc. BBQ area and a recreation room with full kitchen for entertaining. Close to Highway 17 & 85. Minutes to downtown Los Gatos & Campbell. Turn key, move right in and enjoy! Brand new carpet just installed for selling, this can be changed to LVP flooring with Board approval. Nice small community! 35 residences in total. Walk to LG/Campbell Trail, Aldos, Purple Onion, Breathe Yoga, and El Camino Hospital. Gated secure community.

576 W Parr AVE 32, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

$1,598,000

4 Beds ⋅ 3 Baths ⋅ ML82045624 MLS ⋅ Los Gatos Woods BLDG.

Welcome to Los Gatos Woods Community 320 Pine Wood Lane. Most spacious model in the community totaling 1891sq, ft of living space with 4 bedrooms, 2.5 bath plus a large practical office ideal for remote work, study, or can be easily converted into 5th bedroom. Gorgeous open layout very bright with abundant windows welcome natural sun lights throughout home. The kitchen features stainless appliances, a gas stove, breakfast nook that opens to the living room, ample cabinet storage spaces and the living room sliding door opens to the private backyard enjoying your morning coffee and perfect for entertaining guests. Hardwood floors throughout, new interior paint, new light fixtures, EV charger, Central AC, convenient inside side-by-side full laundry for maximum convenience. Los Gatos Wood offers 2 pools, tennis courts, gym, club house and maintenance all for low $467 fee. Located across from Beautiful Jack Fisher Park, downtown Los Gatos, Vasona park, various shopping plazas and all schools are minutes away and quick access to major commute routes. This fabulous home is offered at great price and ready for everyone in the family. You must see this home.

320 Pine Wood LN, Los Gatos

Listed by Hyo Jin Pak, 408-828-6953 from Intero Real Estate Services
(If provided) CoList: from

$5,875,000

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

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

$13,800,000

6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS

Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$16,000,000

6 Beds ⋅ 5 Baths ⋅ ML81937235 MLS

EXCELLENT OPPORTUNITY! PRIME LOCATION! VALUE IS IN THE LAND Perfect Estate property or Subdivision. One of the last large and close-in properties in Los Gatos. Located in the prestigious neighborhood of Surrey Farms, this was the original developer's home and land. The property offers sweeping valley and mountain views with gently rolling hills studded with majestic oak trees but still offers an abundance of level acreage. This special property offers an endless array of possibilities... Grand Estate, Development Opportunity, Vineyard, Equestrian...

170 Twin Oaks DR, Los Gatos

Listed by Gaylene Wyatt, 408-832-6922 from Christie's International Real Estate Sereno
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Los Gatos/Monte Sereno Homes with Pool

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