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$5,700,000
4 Beds ⋅ 4 Baths ⋅ ML82043859 MLS
Tucked into one of Los Gatos most sought-after, country-style lanes, 16255 Short Road offers a rare blend of privacy, scale, and natural beauty on 0.56+/- acre with picturesque hillside views. Designed by renowned architect Chris Spaulding and built by Dave Flick, this beautifully maintained residence showcases timeless craftsmanship and thoughtful design. Featuring 4 bedrooms plus a main-level office (optional 5th bedroom), the home offers a versatile and functional floor plan ideal for both everyday living and entertaining. Expansive windows, soaring ceilings, and multiple fireplaces fill the home with natural light and warmth. The dramatic family room opens seamlessly to a chefs kitchen with premium appliances, center island, and walk-in pantry. Outdoor living is exceptional, with a pool, spa, expansive patios, and lush grounds oriented to capture stunning sunset views. A separate outdoor office/studio provides added flexibility. Additional highlights include a newer roof and beautifully landscaped grounds. Located just minutes from downtown Los Gatos with boutique shopping, dining, and top-rated Los Gatos schools.

16255 Short RD, Los Gatos

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS
$3,120,000
3 Beds ⋅ 2 Baths ⋅ ML82039993 MLS
Absolutely Charming Vintage Gem, Nestled beneath Majestic trees, in the Vibrant Sought-After Town of Los Gatos. Bathed in Sunlight with Delightful Blooming Gardens providing incentive to enjoy being outdoors! Remodeled with Designers eye, the Captivating Interiors boast rich oak floors, walls of windows, Superb Chef's Kitchen offering a perfect blend for Entertaining and Family gatherings! Impressive kitchen is a highlight, with gas range, stone counters, and abundance of cabinets, making it ideal for culinary enthusiasts. Upstairs Spacious Primary Suite sets the stage for a Retreat and Haven of Privacy to Unwind the day with Spacious Sitting area, High Ceilings, Walls of Windows, Walk-In Closet and Classy Fireplace! Stay Cool with A/C and efficient Ceiling fans! Backyard invites Play or just morning coffee. Detached 2 car Garage with EV Hookup allows access to Terrace Court and additional parking. Exceptional Urban Setting, just steps to Award-Winning Los Gatos High and all it has to Offer! Close to Fabulous Restaurants, Shopping, Hiking and so much more!

40 Pleasant ST, Los Gatos

Listed by Lucy Wedemeyer, 408-891-6861 from Christie's International Real Estate Sereno
(If provided) CoList: Keith Andry from Christie's International Real Estate Sereno

Sold listing courtesy of Gigi Zhang from ASPR
$3,850,000
4 Beds ⋅ 4 Baths ⋅ ML82012852 MLS
Contemporary masterpiece w/ unrivaled quality & tremendous entertainment value just one minute to downtown Los Gatos*This resort like estate has 4 bedrooms, 3.5 designer bathrooms, & every room & bathroom was completely remodeled to perfection*This backyard is one of the most exceptional settings in Los Gatos*This entertainer's dream yard includes a stunning sparkling pool & Sundance spa, outdoor BBQ pavillion area, multiple patio areas for dining and entertaining, firepit, & a massive covered front porch*Open floor plan w/ a gourmet chefs kitchen w/ a large center island, top of the line stainless appliances, & custom cabinets*Family room/kitchen has an exquisite wet bar and separate sitting center island*Exquisite dinning room w/ wood burning fireplace & separate living room w/ cathedral ceilings*Exquisite downstairs primary suite has an opulent remodeled bathroom that boasts amazing scale w/ an enormous custom walk in closet*Three spectacular designer bedrooms suites & laundry room upstairs*Newer white oak hardwood & staircase*Newer designer light fixtures, new plumbing, new paint, & new carpets*This estate has resort like grounds which provide an impressive retreat to relax & entertain* Los Gatos Distinguished School: Van Meter, Fisher, & Los Gatos High School!

305 Albert DR, Los Gatos

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

Sold listing courtesy of Heather Sangster from APR
$7,600,000
6 Beds ⋅ 5 Baths ⋅ ML81993528 MLS
This completely remodeled 4,877 SQFT estate is located on a flat 21,780 SQFT park like creekside estate* Over $1M contemporary interior remodel just completed in 2024*Six expansive bedrooms, formal library, & four full designer brand new bathrooms & one half bathrooms*Spectacularly remodeled epicurean kitchen, huge center island, top GE Monogram appliances, marble counters, wine cellar, and enormous patry. All new wide planked white oak hardwood floors throughout this estate*Great room has nano doors opening to backyard patio/pool*Centrally located dining room could be a living room*Opulent newly remodeled master suite w/ an enormous walk in closet with custom cabinetry, new exquisite master bath w/ a tall shower steam room enclosure* The ultimate entertaining home w/ a stunning resort-like lap pool, spa, fire pit, outdoor kitchen/pergola, manicured garden, multiple sitting areas, and ultimate privacy along a seasonal creek*This completely remodeled home has an enormous bonus room/ 7th bedroom with half bathroom which could also be used as another guest suite*Stunning office & bedroom suite on 1st level*Spectacular views of the back yard & surrounding mountains*Distinguished Los Gatos Schools*Seller willing to sell now or lease on a long term basis at $25K per month*Turnkey!!

107 Kennedy CT, Los Gatos

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

Sold listing courtesy of Jennifer Colson from CBR
$1,350,000
4 Beds ⋅ 4 Baths ⋅ ML81977715 MLS
Welcome to this charming Cape Cod-style home, nestled in the highly sought-after Las Cumbres Community. Boasting 4 bedrooms and 2.5 bathrooms, this spacious home offers an inviting atmosphere. Step inside to discover a beautifully remodeled kitchen, complete with custom cabinets, top-of-the-line appliances, including a wine refrigerator, and more. This culinary haven is perfect for both everyday meals and entertaining guests in style. The primary suite offers a peaceful retreat with a walk-in closet, a cozy sitting area, and convenient access to the deck. Outside, an expansive deck provides ample space for outdoor living and entertaining, offering the perfect setting for gatherings with family and friends. Additionally, a separate 1 bedroom/1 bathroom guest house with a kitchen provides versatile accommodation options, ideal for visiting family or hosting guests. Attached 2 car garage. Ample parking. Easy access to both South Bay and Peninsula employment areas, while Las Cumbres amenities such as a shared community garden, community center, bocce/basketball/tennis courts, pool, and playground. There are over 1,200+ acres of surrounding shared conservation to explore. Served by top-rated Lakeside Elementary and Los Gatos High.

19005 Old Vineyard RD, Los Gatos

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

Sold listing courtesy of Nevis and Ardizzone from COMPS
$420,000
1 Beds ⋅ 2 Baths ⋅ ML81964061 MLS
Charming 1 bed/1 bath home on a sunny ridge top in the picturesque Santa Cruz mountains. Bountiful natural light streams through the large windows, while the vaulted ceilings make it feel like you're up amongst the trees. French doors lead onto a flat, sunny area, a perfect spot to enjoy a cup of coffee in the morning just 24 minutes to downtown Los Gatos and 35 minutes to the idyllic beaches of Santa Cruz.

14315 Treehouse WAY, Los Gatos

Listed by Desantis&Associates, 831.566.8237 from Room Real Estate
(If provided) CoList: from

Sold listing courtesy of Claudia Blackwood from GEHL
$5,300,000
4 Beds ⋅ 3 Baths ⋅ ML81956220 MLS
Indulge in unparalleled elegance with this single-story Cape Cod style home on nearly 1/2 acre in Los Gatos' highly sought-after Surrey Farms neighborhood. Tucked away in a platinum cul-de-sac, this home offers a desirable and private location. Craftsmanship and attention to detail shine throughout, creating an artisan charm that defines luxury. The great room seamlessly connects to a state-of-the-art culinary kitchen featuring top Thermador stainless appliances and leathered stone countertops. The separate family room and solarium lead to a covered verandas overlooking expansive grounds with a pool, fire pit, and built-in BBQ. The owner's suite retreat features a walk-in closet, outside access to the veranda and a stunning bathroom with tub. A lower-level bonus room adds versatility as a pool cabana, gym or office. European wire-brushed oak flooring, indoor laundry room with stackable washer/ dryer and sink, newer roof, solar electricity, a tankless water heater, electric car charging and Nest technology are further enhancements to this home. With an expansive circular driveway and access to highly rated Los Gatos schools, this residence combines sophistication and comfort in an ideal location. Don't miss the chance to call this impeccably designed home your own!

104 Twin Oaks DR, Los Gatos

Listed by Kimberly Richman, 408-406-9533 from Compass
(If provided) CoList: Georgia Howard from Compass

Sold listing courtesy of Boyenga Team from COMPS
$2,680,000
3 Beds ⋅ 2 Baths ⋅ ML81938001 MLS
Enchanting Storybook Cottage with Timeless Appeal! Lovingly Remodeled Over the Years! Vibrant Downtown Los Gatos! Tucked Away under a Canopy of Majestic Trees!Inspiring Gardens!Tons of Natural Light Blends the Indoors/Gardens. Rich White Oak Floors, 2 Fpl, Designer Interiors! Custom Chef's Kitchen Boasts Stunning Stone Counters, All New SS Appliances!Huge Island!Fab FamRm, Walls of Windows to Inviting Backyard. Delightful Bricked Front Porch Offers a Restful Respite to Enjoy Morning Coffee! Multiple Areas for Play and Firepits for Evening Gatherings! 2 Spacious Bedrooms Plus Full Shower/Tub Bath on Main Level+Hall Laundry! Awesome Upstairs Primary Bedrm Suite Features Fireplace,Sitting Area+Walk-In Closet+ Double Sink Vanity!Det 2 car Gar!Stroll to the Farmers Market, Los Gatos Hotel, Meet friends at the Coffee Roasting-So Much to Explore+Don't Forget...Just Steps to FRIDAY NIGHT LIGHTS!! Los Gatos FOOTBALL! Always an Exciting Community Event!

40 Pleasant ST, Los Gatos

Listed by Lucy Wedemeyer, 408-891-6861 from Christie's International Real Estate Sereno
(If provided) CoList: Keith Andry from Christie's International Real Estate Sereno

Sold listing courtesy of Anna Maria Valenzuela from SGP
$6,750,000
5 Beds ⋅ 5 Baths ⋅ ML81932480 MLS
This is a phenomenal executive home located in one of the most prestigious estate neighborhoods in Los Gatos*This contemporary 4,500 SQFT estate w/ a 200 SQFT Guest House is located on a 22,215 SQFT park like estate for all ages*Five expansive bedrooms, formal library, & five full designer bathrooms, one half bathroom, & a guest house w/ a home gym & a sitting room/bedroom*Open epicurean kitchen, huge center island, top of the line appliances, granite counters, refinished hardwood oak floors*Enormous great room & dining/billards room is fantastic for entertaining*Opulent primary suite w/ an enormous walk in closet*Exquisite primary bath is spacious & open*The ultimate entertaining home w/ a stunning resort-like pool, spa, fire pit, outdoor kitchen, guest house, manicured garden, multiple sitting areas, and ultimate privacy along a seasonal creek*Spectacular views of the back yard & surrounding mountains*This excellent floor plan has phenomenal & unparalleled architectural features*10!!

103 Kennedy CT, Los Gatos

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

Sold listing courtesy of Ducky Grabill from SGP
$1,167,500
3 Beds ⋅ 2 Baths ⋅ ML81926764 MLS
Located in the idyllic Lexington Hills minutes from downtown Los Gatos, this charming home enjoys a serene setting on almost 2/3 of an acre, offering sunny usable land and long range mountain views. The 2-level home is bright and spacious with vaulted ceilings in the primary bedroom and the living room which opens to kitchen and dining area. Primary suite on main level with sliders opening to the deck. Recently renovated downstairs includes two more bedrooms (one serves as a guest suite or family room) and laundry room. Relax outdoors on the wrap-around deck. Gently sloped property offers an abundance of space for gardening, entertaining, a chicken coop, and storage shed. Private driveway provides ample off-street parking which could accommodate an oversize vehicle, boat, or RV. A 2nd driveway below has access to the lower part of the property. Lovely home and setting offer an affordable option within the Los Gatos School district: Lexington Elementary, Fisher Middle, Los Gatos High!

20875 Panorama DR, Los Gatos

Listed by Karen Izzo, 408-309-9076 from Christie's International Real Estate Sereno
(If provided) CoList: Rebecca Smith from Christie's International Real Estate Sereno

Sold listing courtesy of Lisa Sgarlato from APR

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