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$8,498,000
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

$2,385,000
5 Beds ⋅ 3 Baths ⋅ ML82043271 MLS
Nestled in a desirable Los Gatos neighborhood, this home presents a rare opportunity to create your dream home on a spacious lot w/mountain views. This 2 story home offers generous living spaces, a flexible floor plan, & endless potential for customization. Bring your designer or architect & reimagine this home to your exact vision. Main level features an inviting living room with cozy fireplace, a formal dining area, and an eat-in kitchen. 2 ground-floor bedrooms including one with an en-suite bath featuring a stall shower. Guest bathroom includes shower over tub. A sunroom off downstairs bedrooms offers a bright and versatile space, perfect for relaxing. Upstairs features 2 sizable bedrooms plus an expansive primary suite or family room with its own fireplace, a private retreat. Upstairs features a Jack-and-Jill bathroom with dual vanities, tub, and a separate stall shower. Enjoy peaceful mountain views from the 2nd floor deck. Large backyard offers ample room for outdoor living, gardening, or entertaining, complete w/patio ideal for BBQs. 2 car garage w/off street parking. Close to top-rated schools, shopping, & the vibrant dining scene of downtown Los Gatos. Convenient freeway access for commuting. Unique chance to transform this property into a stunning custom home.

16970 Placer Oaks RD, Los Gatos

Listed by Travis R. Bertelsen, 408.316.1623 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Travis R. Bertelsen from SGP
$4,500,000
5 Beds ⋅ 5 Baths ⋅ ML82042839 MLS
Quintessential tree-lined street in the heart of downtown Los Gatos. This stunning Victorian has been completely reimagined from top to bottom, blending timeless architecture with a fresh, modern feel. Newly updated front and rear landscaping create an inviting first impression, while inside, every detail has been thoughtfully curated. The showpiece kitchen is both elegant and functional, featuring custom white cabinetry with quartzite countertops and professional-grade Viking appliances. A dedicated butler's pantry seamlessly connects to the formal dining room. The main level offers a versatile ensuite bedroom, currently styled as an office. Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired walk-in shower and dual vanity. Two additional spacious bedrooms, a beautifully remodeled full bath, and a conveniently located laundry room complete the upper level. The finished lower level offers incredible flexibility, with a second living area, 5th bedroom, a bonus room, and a full bath, perfect for guests or extended family. Smart home features include Alexa-enabled controls, Sonos, and smart thermostats. Plans for an ADU above the detached two-car garage offer exceptional future potential and added value.

117 Edelen AVE, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Fran Papapietro from SGP
$2,410,000
5 Beds ⋅ 3 Baths ⋅ ML82041363 MLS
Welcome to Camellia Terrace, a rare opportunity in the desirable Blossom Manor neighborhood of Los Gatos. Nestled among single-family homes, valued $3M-4M+, this duplex offers a unique entry point into the neighborhood while living like a single-family residence with an attached ADU. The layout supports a variety of living arrangements, including the option to occupy one side while utilizing the other for extended living or rental income to help offset the mortgage. Thoughtfully updated with many upgrades, including new A/C on both sides. Each side offers its own private entrance, garage, laundry, and private, fenced front and backyards, with a connecting rear gate that adds flexibility and versatility. 124 (approx. 1,100 sq ft) is vacant and move-in ready with 3 bedrooms, 2 baths, family room, dining, and garage with laundry. 126 (approx. 885 sq ft) offers 2 bedrooms, 1 bath, and is currently occupied by a wonderful tenant. Enjoy an 87 'Very Walkable' score close to Whole Foods, Kings Court Shopping Center, Vasona Lake Park, and the Los Gatos Creek Trail. Easy access to Highways 17 & 85 and major Silicon Valley employers like Netflix, eBay, Apple, Adobe and Nvidia. Top-rated Los Gatos schools complete the package, offering lifestyle, flexibility, and long-term value.

124 & 126 Camellia TER, Los Gatos

Listed by Dani Wolter, 408-355-4222 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Darcey Arena from COMPS
$3,850,000
5 Beds ⋅ 6 Baths ⋅ ML82042364 MLS
Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

16353 Aztec Ridge DR, Los Gatos

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

Sold listing courtesy of Emily Baratzadeh from CBR
$2,480,000
5 Beds ⋅ 5 Baths ⋅ ML82042183 MLS
Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

23185 Old Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

Sold listing courtesy of Robert Beneshan from EXPCA
$2,295,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spellbinding ocean views! Expansive long-range vistas over mountains and ridges to the beaches of the Monterey Bay. A peaceful setting on a private cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, and wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms incl. 3 primary suites, one on ground floor - ideal au pair/in-law quarters. 4 full baths & 1/2 bath. Swimming pool & spa with expansive patio, full sun all day! Gravel paths lead to raised gardens, low maintenance landscaping, grassy front yard...over an acre all usable and perimeter fenced. Photos from 2019 - recent upgrades not shown incl. owned solar system, auto whole house generator, pool refinished with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, dining room painted, EV2 charger. 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno
$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

Listed by Annette Seaborn, 408-859-5881 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Conley from CBR
$3,161,000
5 Beds ⋅ 3 Baths ⋅ ML82039203 MLS
Impeccably renovated home designed for effortless entertaining and everyday comfort. This 5-bedroom home includes a convenient main-level bedroom, 2.5 bathrooms, expanded by 150 sq ft, the home offers over 2,212 sq ft of living space, highlighted by a spacious family room with a bar area and a stunning see through fireplace that opens to the serene backyard. The spacious family room features a bar area and a striking see-through fireplace that opens to the serene backyard. The living room offers a bay window overlooking the front patio, while the formal dining area connects seamlessly to outdoor seating through French doors. The kitchen showcases quartzite countertops, Thermador and Samsung appliances, pot filler, hood range, and modern cabinetry. Andersen French doors and Milgard sliding doors create seamless indoor-outdoor flow to a lush backyard with mature trees and a picturesque creek setting. The backyard includes an outdoor BBQ kitchen, refrigerator, pool table, saltwater hot tub, TV, and Sonos speakers. Additional highlights include dual-pane windows, custom tile flooring, remodeled bathrooms, crown molding, updated carpet and paint, epoxy garage with built-ins, tankless water heater, new landscaping with lighting, two storage sheds, and central AC and heating.

1451 Elwood DR, Los Gatos

Listed by Dennis Delisle, 408-422-3612 from EQ1
(If provided) CoList: Michael Bui from EQ1

Sold listing courtesy of Maria Nichols from RVL
$3,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038994 MLS
Set in the highly coveted Oakwood neighborhood of Los Gatos, 727 Bicknell Rd presents a rare opportunity to own an estate-like property on an approx. ONE-ACRE picturesque lot. Surrounded by natural beauty and privacy, the home captures sweeping views and exceptional natural light throughout. The main living area features vaulted ceilings and an effortless flow between the living room, dining area, and updated kitchen w/ granite countertops - ideal for both everyday living + entertaining. The home offers five bedrooms plus an office space, providing flexibility for a variety of lifestyles. The lower level is designed for entertaining w/ a theatre room + wet bar. Expansive windows frame beautiful views from nearly every room, while the large multi-level composite deck creates the perfect setting for relaxing or hosting upcoming summer evenings outdoors. The grounds and sprawling lot offer an unparalleled peaceful + tranquil setting. Additional highlights include three-zone central heat and A/C, an electric car charger, two-car garage, and an additional garage bay ideal for storage or a golf cart. Conveniently located near downtown Los Gatos and Saratoga, La Rinconada Country Club, local schools, and commute routes. Do not miss this - It's time to call 727 Bicknell your HOME!

727 Bicknell RD, Los Gatos

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO
$3,149,000
5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

$3,250,000
5 Beds ⋅ 3 Baths ⋅ ML82038631 MLS
Welcome Home to 215 Vista de Sierra in the Heart of One of the Most Sought-After Walking Neighborhoods in All of Los Gatos! Owned Solar Panels w/ 2 Tesla Battery Back-Up Power Walls! Los Gatos Schools! Set on a Hillside w/ Beautiful Mountain Views this Home Boasts the Open Great Room Floor Plan that so many of the Most Discerning Buyers are Looking for! High, Vaulted Ceilings w/ Skylights, Recessed Lights, & Designer Chandeliers! Gas Fireplace w/ Dramatic, Modern Tile Backdrop all the way to the Roofline! Spacious Kitchen w/ Ample Cabinetry, Gas Range & Hood, Island, Breakfast Bar & Direct Exterior Access! Indoor / Outdoor Living at It's Finest w/ Six Exterior Access Points! Full Downstairs Bedroom & Bath or Potential Family Room w/ Double Glass Door Access to the Front Patio! Upgraded Bathrooms on Upper Level! Double Vessel Sinks, Mosaic Tile & Sun Tunnel in Primary Ensuite! Walk-In Closet w/ Organizers in Primary Bedroom! Sliding Glass Door Access from Multiple Bedrooms to Exterior! Terraced Gardens in the Front & the Back! Water Feature & Fire Pit! Multiple Seating Areas & Trex-Style Deck! 8 Min Walk to Worcester Park! 6 Min Drive to Starbucks, Whole Foods, or Lunardi's. 7 Min Drive to Downtown LG! 9 Min Drive to Hwy 85, 18 Min Drive to Apple HQ! Stellar Location!

215 Vista De Sierra, Los Gatos

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

Sold listing courtesy of Carol Hsu from GNVR
$2,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038415 MLS
Let's just get this out of the way, the view here is ridiculous. The kind that interrupts conversations. Someones halfway through a sentence, glances out the window & suddenly the whole room goes quiet for a second. Some days it's crystal clear across the valley. Other days clouds drift through the mountains. At night, the lights below start to sparkle. The main living spaces were clearly designed around it. The kitchen & family room sit in the center of the home & naturally become the gathering spot. Someone's cooking, someone's leaning on the counter, & before long everyone has drifted toward the windows again. Outside, two large connected decks make entertaining easy & the hot tub tends to become the evening destination once the valley lights come on. A garden path leads to a small vineyard, giving the property its own little slice of Napa, but with a spectacular view of Monterey Bay. The primary suite is grand & positioned perfectly toward the valley & ocean beyond, complete with a see-through fireplace & a copper soaking tub that tends to turn five minutes into an hour. There's also an office with the same outlook, which means you'll never need a generic Zoom background again. Space, privacy, fresh air & a setting that somehow manages to steal the show every single time.

25220 Quail Ridge RD, Los Gatos

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mark Micheletti from EXPCA
$4,600,000
5 Beds ⋅ 5 Baths ⋅ ML82037364 MLS
Spectacular views and a coveted walk-to-downtown Los Gatos setting define this impeccably remodeled residence offering approx. 3,912± sq ft on an expansive lot. With 5 beds/4.5 baths, the flexible layout is designed for everyday comfort and effortless entertaining, showcasing quality design and modern updates throughout. Soaring ceilings, skylights, open-beam accents, and large windows provide abundant natural light. The generous living room showcases a dramatic picture window framing sweeping views. The stunning kitchen features a large island, quartzite counters, premium appliances, pantry and designer lighting, seamlessly connecting to formal and casual dining spaces. The primary suite serves as a serene, private retreat. A separate and spacious family room offers versatility with an attached loft bedroom, office area, full bath, kitchenette, and separate exterior entry ideal for extended guests or multi-generational living. Beautifully landscaped grounds offer multiple new decks, lawn areas, and inviting outdoor spaces. The impressive covered pavilion includes a large island, bar seating, mounted TV, overhead heaters, outdoor refrigerator, built-in storage and more. All just moments from vibrant downtown LG, scenic St. Joseph's Hill trails, and award-winning LG schools.

86 Central AVE, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Meena Jandir from RDFIN
$6,800,000
5 Beds ⋅ 7 Baths ⋅ ML82034938 MLS
Spectacular Downtown LG custom gated estate. Exquisite finishes, French & Italian stone floors with radiant heat, state of the art kitchen with quartzite counters and backsplash. Top of the line appliances, butlers pantry, wine cellar. Gorgeous plaster walls throughout the expansive living spaces. Spacious en-suite bedrooms. Beautiful outdoor living spaces, stone patios, lush landscaping, great outdoor kitchen, elevated covered terrace, inground pool, fountain, basketball court, putting green.

90 Reservoir RD, Los Gatos

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

Sold listing courtesy of Katie Ruddell from KWSV
$4,300,000
5 Beds ⋅ 3 Baths ⋅ ML82035272 MLS
Welcome to this beautiful family home in the highly sought-after Blossom Hill Manor neighborhood of Los Gatos. Thoughtfully designed with a flexible floor plan, the home offers 4 bedrooms plus an office that can easily function as a fifth bedroom, along with 3 full bathrooms, and a desirable main-level primary suite. The spacious primary retreat features French doors that open to the backyard, a walk-in closet, and a full bathroom recently remodeled, creating a comfortable and private space. Upstairs, two bedrooms are complemented by a generous bonus area perfect for a playroom, study space, or media lounge. Formal living and dining rooms provide inviting spaces that are perfect for entertaining, while the open-concept kitchen and family room with vaulted ceilings create a bright and welcoming everyday gathering space. The expansive backyard offers a patio lounge with fire pit and an open lawn, perfect for entertaining or everyday enjoyment, with plenty of space to further customize or expand the outdoor living experience. Located near Blossom Hill Elementary, Whole Foods, Vasona Lake Park, local trails, and with easy freeway access, this home offers the best of Los Gatos living.

16508 Oleander AVE, Los Gatos

Listed by Monica Thomas, 408-771-4431 from Compass
(If provided) CoList: Tabea Thornton from Compass

Sold listing courtesy of Diana Ye from KWCU
$3,466,000
5 Beds ⋅ 4 Baths ⋅ ML82035062 MLS
DISCOVER ARCHITECTURAL ELEGANCE IN THIS STUNNING 1997-BUILT RESIDENCE, NESTLED ON A PRESTIGIOUS CUL-DE-SAC IN LOS GATOS WITH MODERN CONSTRUCTION STANDARDS. A MAGNIFICENT 11' GLASS FRONT DOOR INVITES YOU INTO A GRAND FOYER, WHERE SOARING 20' CEILINGS CREATE AN UPLIFTING SENSE OF SPACE AND RADIANT LIGHT. EVERY DETAIL EXUDES QUALITY, FROM TOP-TIER ANDERSEN WINDOWS TO LUXURIOUS SKYLIGHTS IN THE HALLWAY AND PRIMARY WALK-IN CLOSET. EXPERIENCE UNPARALLELED COMFORT WITH THREE DESIGNER FIREPLACES LOCATED IN THE LIVING ROOM, FAMILY ROOM, AND PRIVATE PRIMARY SANCTUARY. THE INTERIOR IS ANCHORED BY EXQUISITE EUROPEAN OAK HARDWOOD FLOORING, NEWLY INSTALLED IN 2022. THE GOURMET CHEFS KITCHEN IS A CULINARY HAVEN, BOASTING A CENTER ISLAND, COMMERCIAL-GRADE VIKING 6-BURNER/GRIDDLE COOKTOP, AND DOUBLE DECK OVENS FOR ELITE ENTERTAINING. PEACE OF MIND IS ASSURED WITH RECENT HIGH-VALUE UPGRADES, INCLUDING A DUAL-CLIMATE ZONE WITH TWO SETS OF NEW A/C AND FURNACES (2024) AND A NEW WATER HEATER (2025). THE EXTERIOR IS A PICTURESQUE OASIS OF LOW-MAINTENANCE, DROUGHT-TOLERANT LANDSCAPING FEATURING NEW ARTIFICIAL TURF (2022). COMPLEMENTED BY AN EXTRA-SPACIOUS 640+ SQFT GARAGE AND MASSIVE UNDER-STAIR STORAGE, THIS TURNKEY 5-BEDROOM, 4-BATH MASTERPIECE IS A RARE OPPORTUNITY IN A PRIME LOCATION.

114 Gemini CT, Los Gatos

Listed by Alex Y.S. Chang, 408-482-5238 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
$3,500,000
5 Beds ⋅ 3 Baths ⋅ ML82035983 MLS
Extensively remodeled in 2013, 287 Calle Lolita, Los Gatos is a beautifully designed 5-bedroom, 3-bath home blends timeless style with effortless California living on a peaceful cul-de-sac. With approximately 2,697 square feet of living space on a 10,293 square foot lot, the home was thoughtfully crafted for connection, comfort, and year-round indoor/outdoor enjoyment. The open great room showcases sweeping views of the backyard and flows seamlessly into the granite-appointed chefs kitchen with an oversized island and quality appliances. A luxurious primary suite offers direct patio access, a spa-inspired bath, and an expansive walk-in closet, while a second bedroom or office and full bath provide flexibility on the main level. Upstairs, three spacious bedrooms surround a dual-sink hall bath. Outside, the resort-style backyard invites unforgettable entertaining with large paver patios, an outdoor kitchen, elevated pool, vast area of lush lawn, and raised garden beds. Moments from shopping, dining, La Rinconada Golf Course, Jack Fischer Park, and major commute routes, this is Los Gatos living at its finest.

287 Calle Lolita, Los Gatos

Listed by Anthony Dibiase, 408-410-8219 from Intero Real Estate Services
(If provided) CoList: The Troyer & Cabot Group from Intero Real Estate Services

Sold listing courtesy of Susanne Bohl from RDFIN
$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

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA
$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

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$2,360,000
5 Beds ⋅ 6 Baths ⋅ ML82032592 MLS
PRIME LOCATION & TOP LOS GATOS SCHOOLS | Just blocks from Downtown Los Gatos, this rarely available corner-lot Victorian duplex offers timeless character and exceptional flexibility. Zoned for top Los Gatos schools, its ideal for owner-occupants, multi-generational living, or long-term investment. The upper unit (3 bd / 2.5 ba) is freshly updated with new carpet, designer lighting, and updated bathrooms, while maintaining its vintage charm through soaring ceilings, stained-glass accents, and a clawfoot tub. Vacant and move-in ready, its set up for an owner to live upstairs and collect rent from the lower unit to offset the mortgage. The lower unit (2 bd / 2.5 ba) has a remodeled kitchen with soft-close cabinetry, quartz countertops, and stainless appliances, plus two en-suites with walk-in closets (tenant occupied at market rent). Both units include private laundry and direct access to a shared backyard with lawn, dining, and lounge zones, rare this close to downtown. Enjoy 8 off-street parking spaces and room to add a garage + ADU (buyer to verify). Minutes to Downtown Los Gatos and quick access to HWY 17. Strong inspections, updated systems, and consistent maintenance deliver a turnkey opportunity with meaningful upside.

256 Los Gatos BLVD, Los Gatos

Listed by Roxy Laufer, 408-314-1290 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Andy Pickering from CALOP
$4,400,000
5 Beds ⋅ 4 Baths ⋅ ML82032317 MLS
Exquisitely remodeled and completely reimagined, this Craftsman-style residence offers a rare blend of warmth, quality, and effortless single-level living. Designed with intention and care, the custom home unfolds with a natural sense of comfort, scale, and connection to its surroundings. The chef's kitchen anchors the home, opening seamlessly to an expansive great room with picture-perfect views of the backyard. Soaring ceilings, oak hardwood floors, striking fireplace, and natural light create inviting spaces ideal for everyday living and gracious entertaining. Expansive doors blur the line between indoors and out, while recessed lighting and Lutron system enhance the home's refined yet relaxed ambiance. The primary suite offers a tranquil retreat with spa-like finishes and bespoke details. A separate family room, additional bedroom wing, and dedicated office provide versatility for guests, work, or multigenerational living. Outdoors, lush lawn areas, pergola patio, and fire pit create a serene setting for year-round enjoyment. With a 1-bed ADU, owned solar, and prime location close to trails and nature - just 1 block from the bridge over Ross Creek and near Alta Vista Elementary - this is a home defined by enduring quality, thoughtful design, and timeless livability.

15681 Camino Del Cerro, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Michael Kenyon from COMPS
$2,499,000
5 Beds ⋅ ML82031463 MLS
Well-maintained and fully updated triplex offering strong income with low operating expenses. The property features two spacious 2-bedroom/1-bath units and one 1-bedroom/1-bath unit, all in excellent condition with nothing needed. Each unit offers larger kitchens, generously sized bedrooms and bathrooms, in-unit washer/dryers, private porches, and outdoor areas ideal for planting or personal use. Centrally located near the high school off of East Main then Pleasant Street, providing excellent walkability to town and trails and consistent tenant demand. Solid rental history with good rents, very low expenses, and reliable long-term tenants in place with newly extended leases. Turnkey investment with stable cash flow, would be easily filled if vacated due to location and unit quality. Expenses provided are estimates for 12 months.

16 Terrace CT, Los Gatos

Listed by Bill Rippe, 408-209-0706 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Lexie Smith from NTERO
$4,700,000
5 Beds ⋅ 4 Baths ⋅ ML82030291 MLS
Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

108 Teresita WAY, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Mary Pope-Handy from SGP
$2,950,000
5 Beds ⋅ 3 Baths ⋅ ML82028551 MLS
Beautifully remodeled 5 beds 3 full baths located in one of the most secluded streets of Los Gatos. Newly designed kitchen layout with new cabinets with quartz countertops, all new stainless steel appliances, all new recessed lights and newly resurfaced hardwood floors thru out the whole house. Newly remodeled bathrooms. Fresh new exterior and interior paint. New Epoxy flooring in garage. Ideally situated in the Strathmore neighborhood which includes membership to the Cabana Club, and close proximity to Alta Vista Elementary, Union Middle, and Leigh High (National Blue Ribbon) - This home boasts an extra large 8200 sqft lot. First floor bedroom and full bath with laundry room. Central A/C, Dual zoned App based thermostat, dual pane windows with shutters, mature trees and low maintenance established landscaping, huge private yard with patio and shed. Easy access to downtown Los Gatos, hiking trails, Stratford School, Hillbrook School-Lower and Middle, The Harker School-Middle School Campus, Challenger School-Harwood, Safeway, Whole Foods, Trader Joe's, Lunardi's, Starbucks, Vasona Park, Belgatos Park, HWY 85, HWY 17 and much more!

141 Cambrian View WAY, Los Gatos

Listed by Neil H. Le, 408-221-6993 from EMALEI Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Jeani Stevens from HV12D
$3,275,000
5 Beds ⋅ 3 Baths ⋅ ML82027524 MLS
Elegant home positioned on a premium corner lot in a highly coveted Los Gatos neighborhood, easy walk to downtown Los Gatos, with no front neighbors and exceptional privacy. Beautifully updated chefs kitchen showcases custom cabinetry, full-slab quartz counters, a designer backsplash, and stainless steel appliances, creating a refined culinary experience. Updated bathrooms provide spa-like comfort with thoughtfully selected finishes. The flexible floor-plan includes a desirable downstairs bedroom ideal as a guest suite, office, or den. Completed with fresh paint, upgraded interior doors, LED recessed lighting, and a new tile roof installed in 2023. A charming side courtyard, and seamless indoor-outdoor flow enhance your daily living. The expansive corner lot provides generous space for year-round entertaining, gardening, or future outdoor enhancements. Two Tesla solar batteries deliver exceptional energy efficiency and whole-home backup power. Perfectly situated near award-winning, highly sought-after Los Gatos schools. This residence combines luxury, convenience, and timeless appeal, offering an elevated lifestyle with remarkable comfort and distinguished surroundings.

99 Calfhill CT, Los Gatos

Listed by Tuan D. Tran, 408-882-1618 from Home Page Real Estate
(If provided) CoList: from

Sold listing courtesy of Cassidy McIntire from SGP
$8,000,000
5 Beds ⋅ 5 Baths ⋅ ML82025266 MLS

17050 Wild WAY, Los Gatos

Listed by Paul Younan, 408-315-1172 from Compass
(If provided) CoList: from

Sold listing courtesy of Monica Thomas from COMPS
$4,350,000
5 Beds ⋅ 5 Baths ⋅ ML82024705 MLS
A rare Los Gatos offering, this custom-built estate by renowned builder Steve Nazzal exemplifies ground-up craftsmanship, timeless architecture, and modern sophistication. Designed for effortless entertaining, it features grand open spaces, bespoke finishes, and a seamless connection between indoor and outdoor living. Expansive deck overlook twinkling city lights, while lush, resort-style grounds and thoughtful design create an atmosphere of elegance and ease.

129 Dover ST, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Gummow from Christie's International Real Estate Sereno

Sold listing courtesy of Edie Halenbeck from COMPS
$1,690,000
5 Beds ⋅ 5 Baths ⋅ ML82023399 MLS
Mid-Century Modern Gem with 5-Bedrooms, 3-Full Bathrooms, 2-Half Bathrooms, 3,860 Sq Ft, situated on 2.9 acres of mostly flat usable land with full sun all day and spectacular ocean views. The main house offers 3-Bedrooms, 2-Full Bathrooms, and 2 Half Bathrooms. A true Mid-Century Modern with clean lines, seamless indoor-outdoor living with expansive windows, high open beam ceilings, slate floors, sunken living room with 2-way stone fireplace, built-in couches, hidden wet bar and workspace, Large kitchen w/newer appliances, laundry room and a serene primary retreat. The 2 additional bedrooms have their own private wing with a sitting area and full bathroom. The attached ADU has 2-bedrooms, 1-bathroom, private entrance, full kitchen, living room with slider to back patio. The ADU is perfect as a private guest wing, multi-generational living, or to rent out. Solar panels and batteries are fully owned, 3 sheds and oversized garage for all your storage needs. This is a rare opportunity to own such a spacious property with stunning architectural features and breath-taking ocean views. Located next to Loma Prieta Winery. Visit Rancho Prieta today, before its gone.

800 Rancho Prieta RD, Los Gatos

Listed by Scott Green, 408-761-2092 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Green from COMPS
$1,750,000
5 Beds ⋅ 5 Baths ⋅ ML82023300 MLS
Secluded contemporary split-level in the Los Gatos Mountains, minutes from downtown, on 2.8 park-like acres along a private road with garden space, chicken coop, sand volleyball court, and equestrian possibilities within fully fenced grounds and an electric gate. The 4-bedroom, 4-bath main home plus 736 sq ft ADU with full kitchen & loft offers versatile living, abundant storage, & bonus spaces. Enter into the formal living room with a vaulted ceiling, fireplace, & built-in cabinetry. A few steps down, the lower-level primary suite features a large bedroom, sitting area with built-in window seats, flex space, wood-burning stove, & spa-inspired ensuite. On the main floor, the remodeled chefs kitchen with granite countertops & large island opens to a breakfast nook & open-concept family room with vaulted ceiling & wood-burning stove, plus a separate dining room. Three additional bedrooms include an upper-level guest suite with full bath, two main-floor bedrooms & full baths, and a dedicated office. Highlights include a loft, mudroom with laundry, oversized two-car garage with workshop, partial basement with storage or wine cellar potential, & a 24KW Generac generator. Relaxed mountain living just 5 minutes to Hwy 17, 15 minutes to downtown Los Gatos, & easy Silicon Valley access.

215 Marty RD, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Matthew Luan from NTERO

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