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Rare Opportunity with Endless Possibilities on a 17,100 Sq Ft Lot in Los Gatos! Discover the potential of this classic ranch-style home in Los Gatos. Built in 1956, this 3-bedroom, 2.5-bath residence offers 1,881 sq ft of living space on an expansive 17,100 sq ft lot. The light-filled floor plan features a spacious living room, oak hardwood flooring throughout most of the home, and a kitchen and dining area. The kitchen boasts granite slab countertops, newer stainless steel stove and oven, stainless range hood, and Miele dishwasher. The primary suite features a private bath. Additional amenities include central heating and air conditioning, laundry room, clay tile roof, and garage with basement storage. The park-like backyard features mature trees, landscaping, a patio, and storage shed, offering possibilities for outdoor enjoyment or transformation. An exceptional opportunity for homeowners, investors, developers, & professional office users! Restore, remodel, or explore investment, professional office, medical office, or redevelopment opportunities. Buyers should verify zoning, permitted uses, & development potential with the Town of Los Gatos. Near shopping, dining, parks, trails, and downtown Los Gatos, with access to Carlton Elementary, Union Middle, & Leigh High School.

3 Beds ⋅ 2 Baths ⋅ ML82064665 MLS

Rare Opportunity with Endless Possibilities on a 17,100 Sq Ft Lot in Los Gatos! Discover the potential of this classic ranch-style home in Los Gatos. Built in 1956, this 3-bedroom, 2.5-bath residence offers 1,881 sq ft of living space on an expansive 17,100 sq ft lot. The light-filled floor plan features a spacious living room, oak hardwood flooring throughout most of the home, and a kitchen and dining area. The kitchen boasts granite slab countertops, newer stainless steel stove and oven, stainless range hood, and Miele dishwasher. The primary suite features a private bath. Additional amenities include central heating and air conditioning, laundry room, clay tile roof, and garage with basement storage. The park-like backyard features mature trees, landscaping, a patio, and storage shed, offering possibilities for outdoor enjoyment or transformation. An exceptional opportunity for homeowners, investors, developers, & professional office users! Restore, remodel, or explore investment, professional office, medical office, or redevelopment opportunities. Buyers should verify zoning, permitted uses, & development potential with the Town of Los Gatos. Near shopping, dining, parks, trails, and downtown Los Gatos, with access to Carlton Elementary, Union Middle, & Leigh High School.

National AVE, Los Gatos

Listed by John Jenkins, 408-823-3600 from Compass
(If provided) CoList: from

$7,100,000

With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS

With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

Listed by Charles Liu, 650-999-3888 from Compass
(If provided) CoList: from

$6,998,000

Downtown Los Gatos! Impressive Mediterranean-style villa, private & serene setting yet a quick stroll to dwntwn LG amenities & LG schools! Grand circular foyer & sunlit interior showcases beautiful views thru picture windows & French doors. Gorgeous Brazilian cherry hdwd floors flow thru expansive living spaces. Well-appointed kitchen w/ professional-grade appliances, Nero Zimbabwe stone countertops, sparkling painted cabinetry, breakfast bar w/ marble counter. Casual dining nook has wall of windows to capture views. Butlers' prep/wet bar area w/ full-size panel refrigerator. 2 main floor en-suite bedrooms & updated baths. Cast limestone stairs ascend to primary suite w/ private balcony & walk-in closet. Spa-inspired bath w/ dual vanity, lg shower & stacked W/D. Rotunda suite overlooks front landscape. French doors open to spacious balcony. Lower-level bonus room has12' lanai door opening to rear grounds w/ full bath, wet bar, wine storage & built-in Murphy bed. Beautiful gardens, mature trees, variegated shrubbery & expansive views create private setting. Sparkling pool & elevated spa, outdoor fireplace & sunny dining/ lounging areas provide year-round enjoyment. 3 car garage & gym. Lg motor court, ample off-street parking, Top Los Gatos schools & easy access to SV tech giants.

4 Beds ⋅ 6 Baths ⋅ ML82063707 MLS

Downtown Los Gatos! Impressive Mediterranean-style villa, private & serene setting yet a quick stroll to dwntwn LG amenities & LG schools! Grand circular foyer & sunlit interior showcases beautiful views thru picture windows & French doors. Gorgeous Brazilian cherry hdwd floors flow thru expansive living spaces. Well-appointed kitchen w/ professional-grade appliances, Nero Zimbabwe stone countertops, sparkling painted cabinetry, breakfast bar w/ marble counter. Casual dining nook has wall of windows to capture views. Butlers' prep/wet bar area w/ full-size panel refrigerator. 2 main floor en-suite bedrooms & updated baths. Cast limestone stairs ascend to primary suite w/ private balcony & walk-in closet. Spa-inspired bath w/ dual vanity, lg shower & stacked W/D. Rotunda suite overlooks front landscape. French doors open to spacious balcony. Lower-level bonus room has12' lanai door opening to rear grounds w/ full bath, wet bar, wine storage & built-in Murphy bed. Beautiful gardens, mature trees, variegated shrubbery & expansive views create private setting. Sparkling pool & elevated spa, outdoor fireplace & sunny dining/ lounging areas provide year-round enjoyment. 3 car garage & gym. Lg motor court, ample off-street parking, Top Los Gatos schools & easy access to SV tech giants.

38 Alpine AVE, Los Gatos

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

$2,198,000

Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

3 Beds ⋅ 2 Baths ⋅ ML82062990 MLS ⋅ Live Oak Manor BLDG.

Stunning, beautifully updated single-story ranch in prime Live Oak Manor with award-winning Los Gatos schools. Offering 3 bedrooms, 2 baths, and approx. 1,296 sq ft, this home pairs classic charm with fresh paint inside and out, new LVT flooring, dual-pane windows, and new recessed and accent lighting. A two-tone exterior, lush front lawn, and landscaped borders create inviting curb appeal. The living room features a fireplace with a tiled mantel and sliding glass doors to the backyard. The updated kitchen showcases Kashmir quartz counters, freshly painted cabinetry, new hardware, generous storage, and a bar-top peninsula. Appliances include a stainless steel gas downdraft cooktop, built-in oven and microwave, and stainless steel dishwasher. Refreshed baths include an updated guest vanity and tub/shower, plus a primary bath with new vanity, mirror, designer lighting, and glass-enclosed shower. Enjoy the interlocking brick patio, new lawn, heritage oak, and mature greenery. Attached two-car garage with refreshed floor finish. Near Live Oak Manor Park, Whole Foods, Trader Joe's, shopping and dining, Vasona Lake County Park, Oak Meadow Park, Los Gatos Creek Trail, and downtown Los Gatos. Award-winning LG schools: Blossom Hill Elementary, Fisher Middle, and Los Gatos High.

117 Hollycrest DR, Los Gatos

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: from

$1,495,000

This beautifully remodeled and extensively updated townhouse is in the highly desirable Los Gatos Village and offers a rare combination of comfort, privacy, and functionality. Its often said that a townhouse or condominium can feel like a single family home but this one truly does. Its unique design provides an exceptional level of peace, quiet, and privacy, with no common walls in the living areas. The only shared wall is at the garage. The thoughtfully designed floor plan features 3 spacious bedrooms, including one conveniently located on the lower level, along with 2 full bathrooms, one on each level. The generous living room features 2 sliding doors that open directly to a spacious, private brick patio, creating an inviting connection of indoor and outdoor living. A dining room with floor to ceiling windows overlooks the patio, while the beautifully updated kitchen features quartz countertops, high-end stainless steel appliances, and a comfortable breakfast nook. An additional loft provides flexible space for a home office, play area, or living space. The home also includes a large two car, attached, garage with ample room for storage. Ideally situated in a central and convenient location, this home offers easy access to shopping, dining, schools, and major commute routes.

3 Beds ⋅ 2 Baths ⋅ ML82063120 MLS ⋅ Los Gatos Village BLDG.

This beautifully remodeled and extensively updated townhouse is in the highly desirable Los Gatos Village and offers a rare combination of comfort, privacy, and functionality. Its often said that a townhouse or condominium can feel like a single family home but this one truly does. Its unique design provides an exceptional level of peace, quiet, and privacy, with no common walls in the living areas. The only shared wall is at the garage. The thoughtfully designed floor plan features 3 spacious bedrooms, including one conveniently located on the lower level, along with 2 full bathrooms, one on each level. The generous living room features 2 sliding doors that open directly to a spacious, private brick patio, creating an inviting connection of indoor and outdoor living. A dining room with floor to ceiling windows overlooks the patio, while the beautifully updated kitchen features quartz countertops, high-end stainless steel appliances, and a comfortable breakfast nook. An additional loft provides flexible space for a home office, play area, or living space. The home also includes a large two car, attached, garage with ample room for storage. Ideally situated in a central and convenient location, this home offers easy access to shopping, dining, schools, and major commute routes.

101 Milmar WAY, Los Gatos

Listed by Darren Carroll, 408-497-4957 from Coldwell Banker Realty
(If provided) CoList: from

$2,498,000

In the highly sought after Monte Sereno neighborhood of multi million dollar estates and located in the Saratoga school district, sits this beautiful, .58 acre newly formed parcel. This property offers beautiful vistas of the surrounding mountains. Discussions between the Civil Engineer and the City of Monte Sereno determined a Floor Area Ratio (FAR) maximum of 4,400sf of living area, not including the garage. Buyers to confirm this information with the City of Monte Sereno. Seller wishes to close escrow in year 2027. Topo and Survey available. Utilities are available at the street.

ML82062720 MLS

In the highly sought after Monte Sereno neighborhood of multi million dollar estates and located in the Saratoga school district, sits this beautiful, .58 acre newly formed parcel. This property offers beautiful vistas of the surrounding mountains. Discussions between the Civil Engineer and the City of Monte Sereno determined a Floor Area Ratio (FAR) maximum of 4,400sf of living area, not including the garage. Buyers to confirm this information with the City of Monte Sereno. Seller wishes to close escrow in year 2027. Topo and Survey available. Utilities are available at the street.

16099 Greenwood RD, Monte Sereno

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$2,588,888

Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/painting, & more. Appraised in '25 for $2.9M! Lives like a 1 level home & is close to the Los Gatos downtown, schools, shopping & commuter routes. Remodeled, solidly built, & impeccably maintained, this home features the best of all worlds w/open concept living & seamless indoor-outdoor entertaining. The Chef's gourmet kitchen is open to the great room, dining room, breakfast bar, sunny nook, warm & inviting living room all w/easy access to spacious decks for outdoor enjoyment. High volume ceilings soaring w/sunshine & views through abundant windows. The Chef's kitchen features modern cabinets, stainless appliances, pantry & sleek slab counters with plenty of prep space. The spacious primary features a large walk-in closet, slider to a deck & ensuite bathroom. The remodeled hall bath features contemporary tile, modern vanity & a designer shower. Additional features: private quiet location, gleaming wood floors, interior laundry, extra room for car, boat & RV parking with 3 driveways - the lower driveway is extra long. Room to play in the backyard & incredible nature trails nearby. City services: water, sewer, PG&E. Expansive basement perfect for storage & a wine cellar.

3 Beds ⋅ 3 Baths ⋅ ML82061908 MLS

Mid-Century Modern Los Gatos home w/excellent Los Gatos Schools. New Roof added in 6/26 along w/painting, & more. Appraised in '25 for $2.9M! Lives like a 1 level home & is close to the Los Gatos downtown, schools, shopping & commuter routes. Remodeled, solidly built, & impeccably maintained, this home features the best of all worlds w/open concept living & seamless indoor-outdoor entertaining. The Chef's gourmet kitchen is open to the great room, dining room, breakfast bar, sunny nook, warm & inviting living room all w/easy access to spacious decks for outdoor enjoyment. High volume ceilings soaring w/sunshine & views through abundant windows. The Chef's kitchen features modern cabinets, stainless appliances, pantry & sleek slab counters with plenty of prep space. The spacious primary features a large walk-in closet, slider to a deck & ensuite bathroom. The remodeled hall bath features contemporary tile, modern vanity & a designer shower. Additional features: private quiet location, gleaming wood floors, interior laundry, extra room for car, boat & RV parking with 3 driveways - the lower driveway is extra long. Room to play in the backyard & incredible nature trails nearby. City services: water, sewer, PG&E. Expansive basement perfect for storage & a wine cellar.

101 Ravinia WAY, Los Gatos

Listed by Heidi Herz, 408-205-9625 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,398,000

Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

4 Beds ⋅ 2 Baths ⋅ ML82061470 MLS

Welcome to this charming single-level home where comfort, character, and an incredible location come together. Offering 4 beds, 2 bathrooms, this light-filled home combines inviting indoor spaces with beautiful mountain views. Kitchen: garden window views of the surrounding mountains, stainless steel appliances: micro, fridge, stove/range, newer flooring throughout much of the home, dual-pane windows, a freestanding fireplace. Updated primary bathroom offers a fresh, modern touch. Inviting side deck, imagine starting your mornings with coffee, relaxing in the spa after a long day, enjoying dinner under the stars. The backyard offers additional space and exciting potential for creating your own outdoor retreat or future improvements. Buyer to verify all building possibilities/capabilities with appropriate authorities. Covered carport, abundance of storage beneath the home. Enjoy easy access to great LG schools, coffee shops, stores, medical facilities, dining, freeway, and downtown amenities. Beyond the doorstep, explore nearby trails, head up the road to TestaRossa Winery. With its single-level floor plan, mountain views, natural light, this home offers a rare opportunity to enjoy comfort, convenience, and the quintessential LG lifestyle including those beloved holiday parades!

200 Jackson ST, Los Gatos

Listed by Susan LaRagione, 408-242-5901 from Sync Brokerage Inc
(If provided) CoList: from

$2,725,000

TRANSPARENTLY PRICED FOR THIS STUNNING REIMAGINED MODERN LUXURY HOME W/ TOP LOS GATOS SCHOOLS, TUCKED AWAY ON A QUIET CUL-DE-SAC, IN ONE OF LOS GATOS' MOST SOUGHT-AFTER NEIGHBORHOODS. THIS COMPLETELY REIMAGINED, TURNKEY RESIDENCE FEATURES 4-BEDRMS, 2 FULL BATHROOMS & HAS BEEN THOUGHTFULLY RENOVATED, BLENDING TIMELESS DESIGN, MODERN COMFORT & AN EXCEPTIONAL OPEN FUNCTIONAL FLOOR PLAN. AT THE HEART OF THE HOME IS A BEAUTIFULLY APPOINTED KITCHEN FEATURING CUSTOM CABINETRY, A 6-BURNER WOLF RANGE, BOSCH REFRIGERATOR & CAREFULLY SELECTED DESIGNER FINISHES. BEYOND THE INTERIOR LIVING SPACE, THE FINISHED GARAGE PROVIDES VALUABLE ADD'T FLEXIBLE SPACE FOR A HOME GYM, OFFICE, PLAYROOM OR STUDIO. THE PROPERTY OFFERS INVITING OUTDOOR SPACES FOR ENTERTAINING, RELAXING & ENJOYING THE YEAR-ROUND INDOOR-OUTDOOR LIFESTYLE THAT MAKES LOS GATOS SO DESIRABLE. THE LOCATION BRINGS TOGETHER NEIGHBORHOOD CHARM & EXCEPTIONAL CONVENIENCE; TRADER JOE'S, THE NEW WHOLE FOODS, LGCAFE, PARKS, SHOPPING, DINING & EVERYDAY ESSENTIALS ARE ALL NEARBY, WHILE QUICK ACCESS TO HIGHWAYS 17 & 85 PROVIDES AN EASY CONNECTION TO MAJOR SILICON VALLEY EMPLOYMENT/TECH CENTERS. AT HOME, THE QUIET CUL-DE-SAC SETTING OFFERS A PEACEFUL RETREAT FROM IT ALL. PRIME LOS GATOS SCHOOL SYSTEM (BUYER TO VERIFY ENROLLMENT)

4 Beds ⋅ 2 Baths ⋅ ML82060804 MLS

TRANSPARENTLY PRICED FOR THIS STUNNING REIMAGINED MODERN LUXURY HOME W/ TOP LOS GATOS SCHOOLS, TUCKED AWAY ON A QUIET CUL-DE-SAC, IN ONE OF LOS GATOS' MOST SOUGHT-AFTER NEIGHBORHOODS. THIS COMPLETELY REIMAGINED, TURNKEY RESIDENCE FEATURES 4-BEDRMS, 2 FULL BATHROOMS & HAS BEEN THOUGHTFULLY RENOVATED, BLENDING TIMELESS DESIGN, MODERN COMFORT & AN EXCEPTIONAL OPEN FUNCTIONAL FLOOR PLAN. AT THE HEART OF THE HOME IS A BEAUTIFULLY APPOINTED KITCHEN FEATURING CUSTOM CABINETRY, A 6-BURNER WOLF RANGE, BOSCH REFRIGERATOR & CAREFULLY SELECTED DESIGNER FINISHES. BEYOND THE INTERIOR LIVING SPACE, THE FINISHED GARAGE PROVIDES VALUABLE ADD'T FLEXIBLE SPACE FOR A HOME GYM, OFFICE, PLAYROOM OR STUDIO. THE PROPERTY OFFERS INVITING OUTDOOR SPACES FOR ENTERTAINING, RELAXING & ENJOYING THE YEAR-ROUND INDOOR-OUTDOOR LIFESTYLE THAT MAKES LOS GATOS SO DESIRABLE. THE LOCATION BRINGS TOGETHER NEIGHBORHOOD CHARM & EXCEPTIONAL CONVENIENCE; TRADER JOE'S, THE NEW WHOLE FOODS, LGCAFE, PARKS, SHOPPING, DINING & EVERYDAY ESSENTIALS ARE ALL NEARBY, WHILE QUICK ACCESS TO HIGHWAYS 17 & 85 PROVIDES AN EASY CONNECTION TO MAJOR SILICON VALLEY EMPLOYMENT/TECH CENTERS. AT HOME, THE QUIET CUL-DE-SAC SETTING OFFERS A PEACEFUL RETREAT FROM IT ALL. PRIME LOS GATOS SCHOOL SYSTEM (BUYER TO VERIFY ENROLLMENT)

172 Maricopa DR, Los Gatos

Listed by Matt Zampella, 650-223-9343 from Christie's International Real Estate Sereno
(If provided) CoList: from

$5,488,000

Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS

Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty

$1,799,000

Absolutely darling home minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS

Absolutely darling home minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

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

$4,250,000

Welcome Home to 145 Central Ave, an Expansive Los Gatos Home w/ Mountain Views, Permitted Attached ADU & Award-Winning LG Schools! Bright Interior w/ Double Glass-Door Entry, Hardwood Floors, Recessed Lighting, Skylights & Glass Railings. Formal Dining Room w/ Vaulted Ceiling, Chandelier & Wood-Burning Fireplace. Stunning Kitchen w/ Granite Island, Breakfast Bar, Prep Sink, Quartz Counters, Wolf 6-Burner Range, Sub-Zero Refrigerator, Wine Refrigerator, Breakfast Nook, Slow-Close Cabinetry & Black Apron Sink. Spacious Living Room w/ Cathedral Ceiling, Skylights, Built-Ins, Bifold Windows, Mini-Split AC & French Doors to Multiple Balconies w/ Mountain Views! Luxurious Primary Suite w/ Vaulted Ceiling & Spa-Like Ensuite w/ Designer Tile, Dual Vanity, Sunken Tub, Walk-In Closet & Multi-Head Shower. Four Additional Bedrooms w/ 2 Full Baths & Laundry Room. Separate Bonus Room Ideal for Office, Gym or Recreation. Outdoor Living w/ Upper Balcony, Tiled Exercise Patio, Trex-Style Decking, Lawn, Water Feature & Mature Landscaping. 800 SF Attached ADU w/ Private Entry, Full Bath, Kitchenette, Office Nook, Built-Ins & Private Balcony. 3-Car Garage w/ Tesla EV Charger & Storage. Minutes to Downtown Los Gatos, Hwy 17, Trails, Parks, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

6 Beds ⋅ 5 Baths ⋅ ML82057820 MLS

Welcome Home to 145 Central Ave, an Expansive Los Gatos Home w/ Mountain Views, Permitted Attached ADU & Award-Winning LG Schools! Bright Interior w/ Double Glass-Door Entry, Hardwood Floors, Recessed Lighting, Skylights & Glass Railings. Formal Dining Room w/ Vaulted Ceiling, Chandelier & Wood-Burning Fireplace. Stunning Kitchen w/ Granite Island, Breakfast Bar, Prep Sink, Quartz Counters, Wolf 6-Burner Range, Sub-Zero Refrigerator, Wine Refrigerator, Breakfast Nook, Slow-Close Cabinetry & Black Apron Sink. Spacious Living Room w/ Cathedral Ceiling, Skylights, Built-Ins, Bifold Windows, Mini-Split AC & French Doors to Multiple Balconies w/ Mountain Views! Luxurious Primary Suite w/ Vaulted Ceiling & Spa-Like Ensuite w/ Designer Tile, Dual Vanity, Sunken Tub, Walk-In Closet & Multi-Head Shower. Four Additional Bedrooms w/ 2 Full Baths & Laundry Room. Separate Bonus Room Ideal for Office, Gym or Recreation. Outdoor Living w/ Upper Balcony, Tiled Exercise Patio, Trex-Style Decking, Lawn, Water Feature & Mature Landscaping. 800 SF Attached ADU w/ Private Entry, Full Bath, Kitchenette, Office Nook, Built-Ins & Private Balcony. 3-Car Garage w/ Tesla EV Charger & Storage. Minutes to Downtown Los Gatos, Hwy 17, Trails, Parks, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

145 Central AVE, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$19,998,888

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.

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

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

$4,300,000

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.

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

$11,600,000

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!

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

$8,498,000

Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS

Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$1,898,000

Beautiful view vacant parcel awaiting the design and construction of your new home. This .93 of an acre property offers an expansive flat building pad with unobstructed views of the valley floor and San Francisco Bay. Utilities are available at the street providing San Jose Water, electricity and natural gas by PG&E, and fiber optic for internet by Frontier. Septic system will need to be tested for and installed. Updated geological, soil, and geotechnical reports will need to be obtained as these parcels were entitled in approximately 1985 by the city of Los Gatos. Survey and plot map available. Award winning Los Gatos schools.

ML82042527 MLS

Beautiful view vacant parcel awaiting the design and construction of your new home. This .93 of an acre property offers an expansive flat building pad with unobstructed views of the valley floor and San Francisco Bay. Utilities are available at the street providing San Jose Water, electricity and natural gas by PG&E, and fiber optic for internet by Frontier. Septic system will need to be tested for and installed. Updated geological, soil, and geotechnical reports will need to be obtained as these parcels were entitled in approximately 1985 by the city of Los Gatos. Survey and plot map available. Award winning Los Gatos schools.

16363 Aztec Ridge DR, Los Gatos

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$1,650,000

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

ML82023960 MLS

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

0000 Wagner RD, Los Gatos

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

$1,150,000

Welcome to your future Tuscan-inspired estate, nestled in the scenic foothills of Los Gatos where rolling vineyards, oak-studded hillsides, and sweeping vistas create the perfect backdrop for luxury living. Just minutes from downtown Los Gatos, award winning schools, boutique shopping, fine dining, hiking trails, wineries and freeway access, this property offers both tranquility and convenience. Set on 1.19 acres, the proposed 4,310 sqft residence features a detached 2 car garage with workspace plus an attached 1 car garage. The homesite is ideally positioned to capture panoramic views while providing privacy and serenity. Much of the preparation work has already been completed: architectural plans, civil plans, soil engineering report, and topographic survey, with water and electricity nearby. This significantly shortens the development timeline, creating a rare opportunity for buyers looking to custom build their dream home or investors seeking a premier project in one of Silicon Valleys most desirable communities. Buyer to verify all disclosures, reports and information provided to their satisfaction.

ML82018990 MLS

Welcome to your future Tuscan-inspired estate, nestled in the scenic foothills of Los Gatos where rolling vineyards, oak-studded hillsides, and sweeping vistas create the perfect backdrop for luxury living. Just minutes from downtown Los Gatos, award winning schools, boutique shopping, fine dining, hiking trails, wineries and freeway access, this property offers both tranquility and convenience. Set on 1.19 acres, the proposed 4,310 sqft residence features a detached 2 car garage with workspace plus an attached 1 car garage. The homesite is ideally positioned to capture panoramic views while providing privacy and serenity. Much of the preparation work has already been completed: architectural plans, civil plans, soil engineering report, and topographic survey, with water and electricity nearby. This significantly shortens the development timeline, creating a rare opportunity for buyers looking to custom build their dream home or investors seeking a premier project in one of Silicon Valleys most desirable communities. Buyer to verify all disclosures, reports and information provided to their satisfaction.

14721 Shannon RD, Los Gatos

Listed by Nikil Balakrishnan, 408-813-8001 from Realty World Premier Properties
(If provided) CoList: Mohini Balakrishnan from Realty World Premier Properties