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15495 Via Caballero, Monte Sereno
$4,355,000
5 Beds ⋅ 4 Baths ⋅ ML82024558 MLS
Welcome to 15495 Via Caballero, Monte Sereno, a classic two story Colonial with Kelly Green shutters and door. Nestled in one of Monte Sereno's most sought after neighborhoods just off Daves Avenue. This beautifully maintained home offers space, privacy, and versatility on an expansive lot of over half an acre. The thoughtfully designed floor plan includes formal living and dining rooms, as well as a spacious great room adjacent to the kitchen perfect for everyday living and seamless entertaining. Step outside to discover a serene and private backyard with flat, usable space ideal for play, relaxation, or hosting gatherings. Enjoy the convenience of being just minutes from the vibrant Downtown Los Gatos and Saratoga, with renowned dining, shopping, and entertainment. Part of the Loma Serena Association which provides around 45 acres of open space, horse trails, walking trails, 2 riding arenas, and a hard track. Outdoor enthusiasts will love the proximity to Los Gatos Creek trails, Hakone Gardens, Villa Montalvo, and a variety of bike trails. Commuters will appreciate easy access to major routes including Hwy 9, 17, 85, and Saratoga Sunnyvale Road. All this, plus award winning Los Gatos schools, makes this an exceptional place to call home.

15495 Via Caballero, Monte Sereno

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

Sold listing courtesy of Erin Burke from CBR

52 Hernandez AVE, Los Gatos
$4,350,000
4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS
Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos

Listed by Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

Sold listing courtesy of Barton Call from SGP

202 Granada WAY, Los Gatos
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82059410 MLS
Welcome home to 202 Granada Way, a distinctive contemporary residence where dramatic architecture, abundant natural light and seamless indoor-outdoor living come together. Vaulted ceilings, multiple skylights, walls of windows, refinished hardwood floors and unique architectural details enhance the open design. Formal living and dining rooms complement a separate family room with direct outdoor access. The Chef's kitchen features extensive custom wood cabinetry, specialized storage, center island with raised breakfast bar and premium appliances. The spacious primary suite offers vaulted ceilings, patio access and a spa inspired bath with soaking tub, oversized rain shower, dual vanity and marble finishes. Multiple decks extend the living spaces outdoors to an expansive stone patio surrounded by terraced gardens mature landscaping and private spaces for dining and entertaining, Additional highlights include Lennox HVAC, Nest Thermostat, Solar energy system and FranklinWH home battery and energy management system & EV Charging. Ideally positioned across scenic La Rinconada Park, near distinguished schools. Easy access to Hwys 85, 280 and Lawrence Expwy fro a convenient Silicon Valley commute. Minutes to downtown Los Gatos, Campbell and Saratoga. Tse you soon!

202 Granada WAY, Los Gatos

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

Sold listing courtesy of Jerry Haslam from CBR

15820 Bruce CT, Monte Sereno
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82047692 MLS
Set on a private cul-de sac, close to Los Gatos vibrant downtown areas, this 4 bedroom, 2.5 bath residence is defined by soaring ceilings, quiet views of trees and great Los Gatos schools. Warm refined finishes and curated details create an elevated and inviting atmosphere. Every space is designed for exceptional living and entertaining. From the dramatic street setting to the spacious, one of a kind kitchen, this property offers areas of open gathering rooms to private retreats. The outdoor entertaining areas are set for al fresco gatherings or a dip in the beautiful, private pool. Easy access to freeways 17 or 85 make for a convenient commute to the Silicon Valley and Bay Area. Please plan a visit to experience this extraordinary home!

15820 Bruce CT, Monte Sereno

Listed by Sherry Hitchcock, 408-314-0678 from Compass
(If provided) CoList: Eileen Bosch from Compass

Sold listing courtesy of Emily Baratzadeh from CBR

17660 Vineland AVE, Monte Sereno
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82043846 MLS
Welcome to 17660 Vineland, ideally located just minutes from vibrant downtown Los Gatos with convenient access to major transportation routes. This beautifully remodeled single-story home is set in one of Monte Sereno's most sought-after neighborhoods and showcases exceptional quality and attention to detail throughout. The recently remodeled kitchen features slab countertops, designer tile backsplash, custom cabinetry, and top-of-the-line appliances. The inviting living room features two seating areas and sliding doors opening to the backyard garden. A spacious formal dining room is perfect for entertaining, while a separate step-down family room includes a fireplace and access to the rear patio. The home offers four bedrooms, including two ensuite bedrooms, plus a dedicated office area. The generous primary suite features ample closet space and a spa-like bathroom with backyard views. Additional highlights include hardwood floors, air conditioning, and solid wood interior doors. You do not want to miss this opportunity!

17660 Vineland AVE, Monte Sereno

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

Sold listing courtesy of Un Represented from NOBUY

21 Euclid AVE, Los Gatos
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82033826 MLS
Gorgeous one story Craftsman rebuilt circa 2012. Huge great room with volume ceilings, skylights, open kitchen, large center island, slab marble counter tops, subway tiled marble back-splash, breakfast bar, S/S appliances, gas range/oven, built-in microwave drawer, dishwasher, french door refrigerator, recessed & pendant lighting. Formal dining area for entertaining. Family room with gas fireplace & built-in cabinetry. Bedrooms with closet built-ins. One bedroom with secret child's loft area. Separate den/office for remote work. Hall bath with shower/tub, granite counter & tile surfaces. Primary bedroom with a stone/marble surfaced bathroom, duel sinks, large marble surfaced shower, walk-in closet. 1/2 bath ( could be full bath if needed) Inside laundry room with built-in cabinets. Mud room with built-in cabinetry/storage. Craftsman style interior doors, double pane windows & sliders. Hardwood floors throughout. Recessed & custom fixtures throughout. Central forced heating & air-conditioning. Custom window coverings & moulding. 2 car garage. Access to backyard from one side of the home for RV & Boat parking. Exterior storage shed. Huge flat backyard with desert landscaping and room for an ADU, pool, sport court. Close to Jones Trail, downtown LG, Los Gatos Schools.

21 Euclid AVE, Los Gatos

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

Sold listing courtesy of Aaron Derbacher from KWLGE

530 Santa Rosa DR, Los Gatos
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82037101 MLS ⋅ Community Management Services BLDG.
Perched in the scenic Los Gatos foothills, this exceptional estate offers 4,644 sf of refined living with sweeping views across the Santa Clara Valley. Designed for both entertaining & everyday comfort, featuring a solar-heated pool & spa, gazebo, & multiple expansive decks capturing stunning vistas & twinkling evening lights. The chef's kitchen boasts an oversized island with skylight, quartz countertops, plentiful cabinetry, SS dbl ovens & Sub-Zero refrigerator. A charming breakfast nook overlooks gently sloping low-maintenance grounds with numerous fruit trees, creating a private hillside retreat. Gleaming hardwood floors & a full bthrm & bd/office w/private balcony grace the main level, & recessed lights, a cozy gas fireplace, numerous windows & glass doors, & an elegant formal dining room highlight the living spaces. The primary suite offers dbl French doors, private atrium, & spa-like ensuite w/ soaker tub, steam shower, dbl sinks, & 2 walk-in closets. The flexible layout offers a lg rec rm w/wet bar, sauna or wine room, laundry rm & ample storage. A 4-car garage & large circular driveway provide abundant parking. This is a rare opportunity to own a luxurious foothill estate offering space, privacy, & unparalleled views in one of Silicon Valley's most desirable communities.

530 Santa Rosa DR, Los Gatos

Listed by Brian Schwatka, 408-499-9561 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Benjamin Frieden from KWLGE

16508 Oleander AVE, Los Gatos
$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

247 Edelen AVE, Los Gatos
$4,300,000
3 Beds ⋅ 3 Baths ⋅ ML82033520 MLS
Welcome to this stunning Los Gatos home blending modern luxury, comfort, and award-winning design. A charming Dutch front door and skylit entry invite you into a beautifully designed floor plan featuring a chefs kitchen with Wolf, Sub-Zero & Cove appliances, oversized island, custom Rutt cabinetry, and hidden details throughout. The spacious great room, dining, and living areas flow seamlessly to a private courtyard oasis; perfect for entertaining. Enjoy an outdoor kitchen with DCS grill, deck, hardscape lounge with fire table, and serene nature zone beneath a majestic oak tree. Owned solar, new dual-zone HVAC, whole-home water conditioner system, wired for Dolby Atmos, built-in Murphy Bed and epoxy garage with EV charger. The luxurious primary suite offers a curbless shower and walk-in closet. The 2023 Design Matters award-winning ADU (605 sq ft) features 1 bed, 1 bath, full kitchen with accordion doors opening to the backyard, designer finishes, and sound-reducing construction; an ideal guest retreat or income opportunity. Permit only street parking ensures a quiet and private street while only feet from downtown. Located two blocks to Salt & Straw; self discipline required.

247 Edelen AVE, Los Gatos

Listed by Julie Wyss, 408-455-9646 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Laurie Chase from RIALT

125 Via Santa Maria, Los Gatos
$4,250,000
4 Beds ⋅ 3 Baths ⋅ ML82046035 MLS
Set on an expansive lot backing to a tranquil, tree-lined creek, this Los Gatos residence offers a rare sense of privacy and calm in one of the areas most sought-after neighborhoods. A gracious formal entry opens to beautifully proportioned living spaces, including a refined living room & a separate family room each with its own fireplace alongside a formal dining room designed for effortless entertaining. The kitchen is both functional and inviting, featuring an eat-in area, generous workspace & a full suite of appliances including a gas range, dishwasher, microwave, and oven.The primary suite is a comfortable retreat, complete with a spacious tile shower, dual vanities & a walk-in closet. The hall bathroom also offers double sinks, blending style with everyday convenience. Hardwood flooring extends through the kitchen, family room, and den (first bedroom), complemented by dual-pane windows that bring in natural light throughout the home. Outdoors, the approximately 11,840 sqft lot unfolds into a serene Creekside setting offering a sense of space and opportunity thats increasingly rare in Los Gatos. Additional highlights include a utility room, composition shingle roof, and an attached 2-car garage with attic storage. All within the highly regarded Los Gatos school district.

125 Via Santa Maria, Los Gatos

Listed by Chuck Nunnally, 408-568-1779 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of George Montanari from COMPS

16344 Camellia TER, Los Gatos
$4,250,000
4 Beds ⋅ 3 Baths ⋅ ML82042418 MLS
Beyond custom gates in Los Gatos coveted Blossom Manor, this single-level Cape Cod masterpiece extensively reimagined by renowned builder Reid Hastings exudes architectural grace and meticulous craft. Inside, a luminous tray-ceiling foyer flows into an elegant formal living room, accented by crisp crown molding and stately baseboards that frame the space with architectural precision. The heart of the home is an open great room featuring rich hickory floors, bespoke built-ins, and a sleek contemporary fireplace. ulinary dreams await in the French-inspired kitchen, draped in Carrara marble and honed black granite, featuring premium appliances, a walk-in pantry, and an adjacent dining area for seamless entertaining overlooking the lush, vibrant gardens.The grounds offer lush tapestry of mature plantings and vibrant blooms creating a private sanctuary of timeless botanical elegance. Entertain on the patio under a spacious pergola or the remote-retractable awning, featuring a BBQ area, raised gardens, and a potting station with a wet bar. A permitted 182 SF detached cottage provides a sophisticated flex space for a studio or office. Moments from elite schools and scenic trailsthis is refined California living at its finest!

16344 Camellia TER, Los Gatos

Listed by Denise Carr, 408-839-6323 from Compass
(If provided) CoList: from

Sold listing courtesy of Bouja & Swenson Group from GGSIR

20 Mariposa AVE, Los Gatos
$4,250,000
4 Beds ⋅ 5 Baths ⋅ ML82016920 MLS
Outstanding property in downtown LG! Lovely Spanish Mediterranean w/ modern comfort & efficiency. Expanded & remodeled in 2012 w/ new systems, upgraded by current owner w/ designer finishes & fixtures. Wonderful interior space flows to spectacular rear yard! True indoor/outdoor living! Light-filled great rm w/ pic windows, coved ceilings, gas fireplace. Elegant oak flooring thru out. Spacious kitchen has glazed custom cabinetry, honed granite counters, professional-grade appliances, wine refrig. Exquisite hand-blown glass pendants over center island! Main floor has 2 bds that share adjoining bath. Upstairs 2 bdrm including spacious primary suite. Suite enjoys 2 custom walk-in closets, balcony, bath has beautiful Calacutta marble, dual vanity, steam shower & copper clad soaking tub imported frm Italy. 4th bed w/ pic window & full bath. Detached 2 car garage w/ attached guest unit offers additional living space w/ sitting rm, motorized Murphy bed, full kit/full bath. Rear yd is private sanctuary designed for leisure & celebration alike. Sparkling pool, jetted spa, outdoor fireplace, built-in BBQ & multiple lounging areas. Entertain in style or relax in your resort style paradise! Short stroll to shopping, dining & parks! Enjoy top Los Gatos Schools & convenient fwy access!

20 Mariposa AVE, Los Gatos

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

Sold listing courtesy of Irina Luck from APR

16988 Kennedy RD, Los Gatos
$4,200,000
4 Beds ⋅ 5 Baths ⋅ ML82039850 MLS
Refined, sophisticated, and thoughtfully designed, this exceptional Kennedy Road residence offers elevated luxury living in one of Los Gatos most desirable locations. Built with high-end finishes and architectural intention, the home showcases tall ceilings, abundant natural light, and seamless flow throughout. The interiors blend timeless elegance with modern comfort ideal for both everyday living and stylish entertaining. The chefs kitchen features premium appliances, custom cabinetry, and an inviting layout that opens to beautifully appointed living spaces. The primary suite is a true sanctuary, complete with a spa-inspired bath and generous proportions. Secondary bedrooms are well-sized and private, reflecting the homes overall sense of comfort and refinement. Main level guest bedroom includes attached en-suite. Outside, the grounds are meticulously maintained and designed for ease offering privacy and charm without the maintenance of a large estate. Enjoy indoor-outdoor living in a setting that feels peaceful yet connected. Located just minutes to downtown Los Gatos, top-rated Los Gatos schools, dining, and commuter routes, 16988 Kennedy Road represents polished Silicon Valley living at its finest. Owned solar with backup battery and EV car charger.

16988 Kennedy RD, Los Gatos

Listed by Stine Jackson, 408-320-5256 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

Sold listing courtesy of Lori Shaheen from SGP

18782 Withey RD, Monte Sereno
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82038157 MLS
Major $500K adjustment from the original list price. A rare Monte Sereno hillside property on prestigious Withey Road, offering one of the South Bays best views of the Valley, with sweeping city-light, garden, and vineyard outlooks. The elevated setting creates the dramatic outlook, peaceful separation, and tucked-away feel while still being only a 4-min drive to vibrant downtown Los Gatos. The property offers privacy, charm, and rare seclusion in one of the areas most exclusive enclaves. The elegant two-story residence is move-in ready and filled with natural light through high ceilings, large windows, and skylights. The very spacious kitchen offers abundant cabinetry and opens to the main living areas and a large deck. 2 fireplaces, a private primary balcony, large walk-in closet, and second ensuite with stunning hillside views. Outdoor has a flat lawn area, detached wine house with running water & electricity, small vineyard, mature landscaping, and 8 private parking spaces exclusive to this residence. Large rear-yard access provides flexibility for a potential ADU with separate entrance, plus opportunity to expand usable grounds from the vineyard or lawn. A remodeled bathroom, new dual HVAC systems, and Tesla EV charger. Saratoga Unified Schools, Highways 85 and 17.

18782 Withey RD, Monte Sereno

Listed by Spencer Hsu, 408-223-5493 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mike Masoumi from REMAX

210 Vista Del Monte, Los Gatos
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82034486 MLS
Popular Vista Del Monte neighborhood! A great location w/ easy stroll to K-12 top Los Gatos schools, dwntwn LG, hiking & biking trails. Expansive single-story w/ lovely floorplan showcasing large living space, hardwood floors and tons of natural light. Spacious living room w/ vaulted ceiling & sunroom provides access to rear yard. Wonderful kitchen w/ professional grade appliances including Thermador cooktop, oven, warming drawer & microwave plus generous dining nook. Large great room w/ built-in bookcases surrounding fireplace and access to rear yard. 4 bedrooms including primary bedroom on left wing of home. 3 bedrooms share 2 full baths & primary suite enjoys french doors w/ side lites, lg walk-in closet for wardrobe storage & generous spa bath w/ soaking tub & sep shower. Large mud room has workstation, laundry area & 1/2 bath w/ access to 2 car garage. Entertain in style! Resort-style rear yard enjoys sparkling pool & spa, multiple patio areas, & lush landscaping w/ blooms, grasses & shrubbery. Bistro lighting sparkle in the night sky. Outdoor lighting, pool light/temp controlled remotely for ease. Spectacular property in awesome neighborhood plus exquisite dining and boutique shopping in downtown Los Gatos. Easy access to Highways 9 & 85, Van Meter, Fisher & LGHS!

210 Vista Del Monte, Los Gatos

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

Sold listing courtesy of Stephen Slater from NTERO

15098 Elm Park PARK, Monte Sereno
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82026060 MLS
Discover the perfect blend of modern elegance, natural serenity, and prime location in Monte Sereno. Set on approx. 1.37 acres of picturesque land, this extraordinary property offers the rare combination of privacy and convenience, just minutes from vibrant Downtown Los Gatos. Beautifully updated throughout, the home features a stunning remodeled chefs' kitchen - the true centerpiece - crafted with both style and function in mind. Light-filled interiors, refined finishes, and thoughtful design create an inviting flow that complements today's modern lifestyle. Outside, majestic oak trees and lush surroundings frame the property, offering a tranquil, park-like setting perfect for relaxation or entertaining. Designated as horse property with allowance for up to two horses, the possibilities are endless - equestrian pursuits and expansive gardens await. Beyond its beauty, this estate presents exceptional potential to develop, expand, or create a one-of-a-kind dream estate, with SB9 subdivision possibilities (Buyer to Verify) offering even more opportunity. Located within the prestigious Los Gatos school district, this is more than a home - it's a rare chance to shape your future in one of Silicon Valleys most coveted settings, surrounded by modern luxury and timeless natural beauty.

15098 Elm Park PARK, Monte Sereno

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

Sold listing courtesy of The Gummow Brothers from SGP

285 Marchmont DR, Los Gatos
$4,100,000
4 Beds ⋅ 3 Baths ⋅ ML82042351 MLS
Rare single-level luxury in prime Los Gatos! Beautifully upgraded 4BD/2.5BA home offering 2,577 sq.ft., 502 sq.ft. attached 2-car garage with new epoxy finish, a private 10,000 sq.ft. lot in highly sought-after location near downtown, top schools, and premier shopping. Extensively renovated in 2026: new roof, interior/exterior paint, updated plumbing (~60 ft), new water heater, one new sump pump, new lighting and foundation vent covers. Fresh landscaping with new flowers, mulch, and upgraded irrigation system. Interior features new carpeting and a new French door in the primary suite. Elegant living spaces showcase hardwood floors, crown molding, and a formal living room with vaulted beam ceilings and fireplace. Chef's kitchen with quartz island, farmhouse sink, Wolf 6-burner range, Sub-Zero fridge, Bosch dishwasher, and custom cabinetry. Luxurious primary suite with backyard access, walk-in closet, and spa bath with jetted tub, rainfall shower, and skylight.Private backyard with lush lawn, mature trees, pergola-covered hot tub, and flagstone patio.Features include A/C, Nest thermostat, skylights, water softener & security alarm.Near top schools, Blossom Hill Elementary, stroll to Hillbrook school, Whole Foods, Trader Joes, Lunardis, the Los Gatos creek trail & downtown Los Gatos

285 Marchmont DR, Los Gatos

Listed by Valerie Mein, 408-891-1332 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sia Shahrestani from RDFIN

49 Fillmer AVE, Los Gatos
$4,100,000
4 Beds ⋅ 3 Baths ⋅ ML82035113 MLS
Completely remodeled and stunning contemporary home on quintessential tree-lined street in a desirable Los Gatos neighborhood. Incredible fixtures, finishes and details throughout. Chef's kitchen with custom cabinets, high end European stainless steel Miele and Bosch appliances, Dining room area has stunning 10 ft wide accordion doors that completely open to a large Ipe wood deck. Luxurious guest bathroom with heated floors. Wide plank white oak flooring throughout. Sun tunnels in the front two bedrooms. Fabulous skylights and details throughout. The back 1400 sq ft addition of the home was completely built from the ground up in 2022. The addition includes wonderful high ceilings, radiant heating, tankless water heater and a nice laundry room, highlighted by a luxurious primary suite with a walk-in closet, an impressive spa like bathroom with free standing tub and curbless shower. There is also a large en-suite bedroom with a phenomenal loft. Welcoming paver driveway, low maintenance landscaping in front and back, fruit trees and raised planter boxes, Two large storage structures. 6.7kW Owned Solar with Enphase battery. Smooth stucco finish. Truly immaculate!

49 Fillmer AVE, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE

16180 Jasmine WAY, Los Gatos
$4,055,000
3 Beds ⋅ 3 Baths ⋅ ML82051102 MLS
Beautifully updated single-story ranch in one of Los Gatos most sought-after neighborhoods with access to highly acclaimed, top-rated schools. Set on a sprawling 10,000+ sq ft corner lot, this 2,571 sq ft Blossom Manor home offers timeless style, an exceptional floor plan, and nearly $100,000 in recent upgrades. Light-filled interiors feature 5 skylights throughout, refinished hardwood floors, custom built-ins, and fireplaces in both the living and family rooms. The refreshed kitchen includes a large island, Porcelanosa tile backsplash, updated lighting, and refinished cabinetry, opening to the vaulted family room. Spacious primary suite overlooks the backyard and pool, with a spa-like bath, dual vanities, oversized shower, and walk-in closet. Two additional bedrooms plus a separate office offer flexibility. Resort-style backyard with fresh landscaping, pool, spa, outdoor kitchen, pergola, and fireplace. Smart home features, updated fixtures, new water heater, and finished garage. Prime Los Gatos location just minutes to downtown, top dining, shopping, and easy access to Hwy 17 & 85.

16180 Jasmine WAY, Los Gatos

Listed by Julie Wyss, 408-455-9646 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

116 Regent DR, Los Gatos
$4,000,499
4 Beds ⋅ 4 Baths ⋅ ML82045562 MLS ⋅ Heritage Grove of Los Gatos BLDG.
Welcome to 116 Regent Dr in Los Gatos in the desirable Heritage Grove development and nearby to the Heintz Open Space Preserve. This home offers lovely vistas of the valley floor across to Mount Diablo. This home offers 3,320±sf of living space on a .25 acre lot. A spacious bonus room/formal office and separate living room with a gas fireplace are located off the entry. A formal dining room offers an abundance of entertainment space. The kitchen opens to a great room which offers high ceilings, a wood-burning fireplace, and large windows overlooking the verdant backyard. The kitchen features a gas cooktop, built-in double oven, island with sink, granite counters, built-in refrigerator, and dishwasher. Upstairs are 4 beds and 3 baths, including the primary suite. The primary offers a private balcony and windows overlooking beautiful valley views featuring a double-sink vanity, large jetted soaking tub, separate stall shower, and spacious walk-in closet. There is a second en-suite bed, and beds 3 and 4 conveniently share a Jack and Jill bath. The backyard has a wide variety of fruit trees, including fig, apricot, pomegranate, orange, lemon, loquat, peach, persimmon, and avocado. Conveniently located near hiking trails with easy access to Hwy 85. Alta Vista Elementary.

116 Regent DR, Los Gatos

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

Sold listing courtesy of Moe Baniani from COMPS

14302 Lora DR, Los Gatos
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ML82061015 MLS
Newly built in 2026, this stunning Los Gatos home blends modern design with everyday comfort. Featuring 5 bedrooms each with its own en suite bath, the home offers approximately 4,467 sq ft of thoughtfully designed living space. A grand entry with soaring 21 ft ceilings, a statement chandelier, and oversized skylight sets the tone, complemented by wide plank flooring and curated designer finishes throughout. The flowing layout includes a formal living room with curved windows, an elegant dining area, and an expansive great room that opens seamlessly to the backyard through floor to ceiling glass doors, perfect for indoor outdoor living. The chefs kitchen is a true centerpiece, showcasing top of the line appliances, ample cabinetry, and an oversized island, complemented by a full secondary butlers kitchen, ideal for entertaining and everyday functionality. Additional highlights include a detached two car garage with two charging points, owned solar, and a light filled interior throughout. Ideally located right around the corner from La Rinconada Country Club and Bay Club Sports and Tennis, just a short drive to downtown Los Gatos and downtown Campbell, and within walking distance of Wedgewood Park, with easy access to major commuting routes.

14302 Lora DR, Los Gatos

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

Sold listing courtesy of Olesia Woodward from NTERO

124 Massol AVE, Los Gatos
$4,000,000
5 Beds ⋅ 3 Baths ⋅ ML82056024 MLS
Located in the iconic Almond Grove neighborhood, this beautifully reimagined five bedroom home offers the ultimate downtown Los Gatos lifestyle. Just blocks from the vibrant energy of Santa Cruz Avenues premier dining and boutiques, and Bachman Park. At the heart of the home, the chefs kitchen is a showstopper, featuring a vintage-inspired AGA Legacy multi-function range, Silestone Quartz countertops, and an island designed for social gatherings. High-end appliances, Bosch dishwasher and GE Monogram refrigerator, all are framed by custom cabinetry. The dining area and an expansive family room, leads to glass sliding doors that open to the private backyard retreat. The expansive primary suite is complete with a meticulously remodeled bathroom. For those seeking extra space, the fully finished basement has been transformed into a versatile living area; a full bath, an additional bedroom, and abundant storage & perfect for guests, workout room or a dedicated home office. Outdoor living is just as impressive. The front yard, professionally landscaped to include an inviting sitting area, while the backyard is an entertainer's dream including a built-in BBQ station with granite counters, a covered deck, and a hot tub under the stars. EZ access to 17, Major Businesses, parks and more.

124 Massol AVE, Los Gatos

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

Sold listing courtesy of Erin Burke from CBR

16342 Alexander AVE, Monte Sereno
$4,000,000
6 Beds ⋅ 3 Baths ⋅ ML82056437 MLS
Beautiful tri-level home ideally situated at the end of a quiet cul-de-sac on an approximately 10,585 sq ft landscaped lot. Designed for comfortable everyday living and effortless entertaining, the private backyard features a sparkling pool, expansive deck, and low-maintenance landscaping, creating the perfect outdoor retreat. Inside, the light-filled contemporary floor plan offers an inviting blend of formal and casual living spaces, enhanced by a freshly painted exterior and interior with new carpeting. Sliding glass doors from the family room and informal dining area open seamlessly to the spacious deck for year-round dining and relaxation. The generous kitchen offers abundant counter space and overlooks the picturesque backyard. The spacious primary suite features an en suite bath and walk-in closet. Enjoy the best of downtown Los Gatos living, just one block from Bachman Park and moments from vibrant shops, acclaimed restaurants, the weekly farmers' market, and scenic hiking and biking trails. Convenient access to Highways 17 and award-winning Los Gatos schools complete this move-in-ready home, offering an exceptional combination of location, lifestyle, and indoor-outdoor living.

16342 Alexander AVE, Monte Sereno

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

Sold listing courtesy of Tanya Gianatasio from EXPCA

211 Glen Ridge AVE, Los Gatos
$4,000,000
5 Beds ⋅ 2 Baths ⋅ ML82049284 MLS
Standing proudly along one of Los Gatos most storied streets, 211 Glen Ridge is the historic George and Edith Green estate once home to the town's early pharmacist and a rare surviving 1909 Craftsman residence. This is not just a home, but a living piece of Los Gatos history, where early 20th-century craftsmanship, provenance, and enduring character converge in a way seldom found today. Meticulously restored with deep respect for its original integrity, the home preserves its authentic soul while offering an elegant solution to a complex problem, how to honor historic character while accommodating modern life. Period details remain intact: original-style hardwood floors, restored lighting, custom millwork, and finely crafted banisters that reflect true craftsmanship. Each space carries continuity, where history is genuinely retained. A gracious floor plan offers 5 bedrooms and 2 bathrooms, with light-filled living spaces anchored by a sunroom. The main level includes two bedrooms, a full bath, expansive living and dining rooms, kitchen, and sunroom; upstairs features three additional bedrooms, bath, and storage nooks. Occupying a 9,100 sq ft lot, the grounds include a rebuilt garage and a back gate to Bachman Park. This is a unique opportunity to own a piece of Los Gatos history

211 Glen Ridge AVE, Los Gatos

Listed by Michael Kenyon, 408-529-0248 from Compass
(If provided) CoList: from

Sold listing courtesy of Nicholas French from SGP

15675 El Gato LN, Los Gatos
$4,000,000
4 Beds ⋅ 3 Baths ⋅ ML82049995 MLS
Exceptional new Craftsman-style residence on a quiet, tree-lined street in a coveted Los Gatos pocket. The main level features a dining area and spacious great room with fireplace and doors to the backyard, plus a gourmet kitchen with island, walk-in pantry, and eat-in dining. A flex room and secondary bedroom complete the first floor. Upstairs offers a laundry room, two bedrooms, and a full bath. The grand suite boasts mountain views, a walk-in closet, and a spa-like bath. Enjoy abundant natural light, top-tier schools, Alta Vista just a short walk via a nearby path, nearby parks, shopping, Good Samaritan Hospital, and easy access to Los Gatos and Cambrian. This home is approximately a short 8 minute drive to downtown Los Gatos. MOVE-IN READY! Take a tour of this completed and beautifully staged home today!

15675 El Gato LN, Los Gatos

Listed by Frances Ibay, 408-205-9858 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

Sold listing courtesy of Jackie Miano from KWLGE

17311 Zena AVE, Monte Sereno
$4,000,000
3 Beds ⋅ 3 Baths ⋅ ML82048380 MLS
Nestled on a beautifully landscaped corner lot in the coveted Rinconada Country Club neighborhood, this expanded and thoughtfully remodeled single-story residence offers timeless appeal, exceptional privacy, and an ideal Silicon Valley commute location. Surrounded by mature landscaping and set behind a peaceful streetscape, the home offers well-designed living spaces with expansive gathering areas and seamless indoor-outdoor flow. A gracious entry welcomes guests and opens to elegant formal living and dining rooms, creating an inviting setting for both everyday living and entertaining. At the heart of the home, the remodeled kitchen features a center island, breakfast nook, stainless steel appliances, and abundant workspace, opening comfortably into the family living areas. The spacious family room is highlighted by vaulted ceilings, a fireplace, and wet bar, with direct access to the private backyard for effortless indoor-outdoor entertaining. The generously sized primary suite serves as a peaceful retreat with vaulted ceilings and an airy, open feel. Additional amenities include indoor laundry and an attached two-car garage. The private backyard provides a tranquil setting surrounded by mature trees and landscaping, offering space to relax and entertain.

17311 Zena AVE, Monte Sereno

Listed by Bouja & Swenson Group, 408-655-9398 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Nik Gartmanov from KWSN

14990 Winchester BLVD, Los Gatos
$4,000,000
4 Beds ⋅ 5 Baths ⋅ ML82038974 MLS
Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

14990 Winchester BLVD, Los Gatos

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

Sold listing courtesy of Eric McCafferty from GGSIR

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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