Glenridge Real Estate, Homes, Condos for Sale in Los Gatos, CA

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

$4,500,000

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

$3,650,000

4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erfan Modir from NTERO

$6,250,000

4 Beds ⋅ 3 Baths ⋅ ML82045746 MLS

Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

227 Alexander AVE, Los Gatos

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

Sold listing courtesy of Greg Simpson from KWLGE

$6,750,000

6 Beds ⋅ 4 Baths ⋅ ML82042289 MLS

Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

115 Glenridge AVE, Los Gatos

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

Sold listing courtesy of Ducky Grabill from SGP

$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

$3,525,000

2 Beds ⋅ 2 Baths ⋅ ML82036852 MLS

Welcome to this Single Story, Spanish Style, charming home located in downtown Los Gatos.1601 SF of living space, featuring Two comfortable bedrooms, including a primary suite with a walk-in closet and French Door to backyard. Two full bathrooms, plus a separate Study/Office. The eat-in kitchen features tile countertops, center island, decorative custom tile back splash, gas oven range, dishwasher, microwave, trash compactor, a double door refrigerator, garden window, and an abundance of cabinets. French Doors lead to the lovely, backyard w/private patio area, great for entertaining. Separate living room & dining room. Many custom features.Hardwood and tile flooring throughout, vaulted ceilings, arched doorways, large half-round front window, central cooling and heating systems. Balconies, brick walkways,1-car separate garage, partial basement. The living room includes a cozy fireplace with gas starter, and double French Doors that open to front and back decks. Conveniently, there is an inside laundry area with a washer and dryer. Mature landscaping. Close to Bachman Neighborhood Park, Vasona Park. Los Gatos Creek Trials, Casual and Fine Dining, Shopping, Freeway Access, and all the Los Gatos has to offer. Remodeled in 1997 and 2015. This home is very charming and a must see!

73 Ellenwood AVE, Los Gatos

Listed by Linda Rodriguez, 408-234-6083 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Donald Knight from CBR

$5,400,000

6 Beds ⋅ 6 Baths ⋅ ML82030875 MLS

A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

101 Glen Ridge AVE, Los Gatos

Listed by Barton Call, 408-483-9632 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Mahnaz Westerberg from AGNC

$3,200,000

3 Beds ⋅ 2 Baths ⋅ ML82016796 MLS

Experience the charm of Downtown Los Gatos with an elegant, single level home and extensive storybook garden located in the heart of the highly-desirable Almond Grove District. Magnificent, updated and well-kept living space with gorgeous, solid hardwood floors throughout, high ceilings, extensive framed windows and skylights, fireplace, plantation shutters, handsome built-ins and stately French doors that lead onto 2 walk-out decks and garden with pergola, stone patio and paver walkways, 2 lawns, potting bench with sink and fountains - a tranquil and private space. Large, light-drenched kitchen with extensive cabinet space, gas range, pantry and spectacular over-the-sink window offering both backyard and wonderful hill views. Nicely appointed bathrooms with updated and spa-like multi-head shower enclosure and soaking tub under a large skylight. Bonus reading room - great as a study, hobby room or large walk-in closet. Indoor laundry closet with modern appliances. Glorious dogwood, Japanese maples, sycamores and other mature plant life. Spacious 2-car garage. Large driveway with pavers. Just one block to beautiful Bachman Park. Top-rated Los Gatos schools.

327 Bachman AVE, Los Gatos

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Michele Rodriguez from NTERO

$5,050,000

4 Beds ⋅ 5 Baths ⋅ ML82006220 MLS

In the prestigious downtown Glenridge neighborhood of Los Gatos is 57 Ellenwood Ave. Set upon a ½ acre property sits this lovely 3,355± sf, 4 bed, 4.5 bath home, mostly all on 1 level. The current owners expanded and remodeled this lovely property in 2015 including a new workshop, swimming pool and spa, and extensive landscape upgrades. This serene property offers convenient access to the downtown amenities of Los Gatos including beautiful Bachman Park. This lovingly updated home offers the modern conveniences demanded today w/an open kitchen great room floor plan, an abundance of natural light, an expansive office/game room and formal living & dining rooms, and a whole house generator system. Primary suite is a lovely retreat w/ fireplace and bright well-appointed bath. There is a spacious elevator, from the garage, providing accessibility options. Serene backyard w/ Bluestone slate patio offers a lovely entertainment space. New workshop w/roll up doors provides the hobbyist w/a separate space to create and tinker, while looking out to the verdant landscape. In addition, nature abounds under a beautiful canopy of trees at the rear of the property w/a lovely patio, allowing one to enjoy the peace and serenity in a natural setting. Academic opportunities w/Los Gatos schools.

57 Ellenwood AVE, Los Gatos

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

Sold listing courtesy of John Jenkins from COMPS

$2,925,000

4 Beds ⋅ 3 Baths ⋅ ML81996011 MLS

Brimming with vintage charm and timeless elegance, this beautifully preserved Victorian home sits on a corner lot, surrounded by a mature garden with a custom Redwood bridge. Original highlights include antique light fixtures, picture molding, and solid 5-paneled doors. The curved sitting room, along with the inviting living and dining rooms, offer warm and welcoming gathering spaces. The kitchen remodeled in 2012 blends classic character with modern convenience, featuring custom cabinetry, Corian counters, built-in refrigerator, and GE Profile oven & cooktop. A spacious and sunlit breakfast room with built-in hutch is the ideal space for morning coffee and informal dining. The front porch offers a tranquil spot to take in the lush surroundings. Two ground-floor bedrooms share a Jack and Jill bath, while a designer-finished bath adds a whimsical touch. Upstairs leads to the primary suite and an additional bedroom, while the downstairs family room offers additional entertaining space. Completing this timeless retreat is a detached 2-car garage and an enchanting outdoor setting, perfect for those who appreciate both beauty and history. Coveted downtown Los Gatos location close to shopping, fine dining, Bachman Park, as well as hiking & biking trails. Outstanding Los Gatos Schools.

69 Hernandez 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 Gretchen Swall from APR

$3,650,000

3 Beds ⋅ 1 Baths ⋅ ML81993667 MLS

A once in a life time opportunity to own a masterpiece estate in the prestigious Glen Ridge Neighborhood of Downtown Los Gatos. Simply move in, or completely remodel & expand in this $6M to $9M neighborhood. Designed by famous architect, Frank Wolfe. One of the most striking Los Gatos Prairie House designs built for the Crider Family. Wolfe & Wolfe "California Prairie" designed homes are influenced by Frank Lloyd Wright & Henry Trost which became a signature style. Impeccable quality & craftsmanship creating a comfortable & entertaining ambience both inside & out. Fabulous floor plan features over 2,569 SQFT that includes 4 bedrooms, formal dining room, enormous living room, light filled kitchen, a 269 SQFT full basement, a 263 SQFT ADU, & a 461 SQFT detached two car garage. Stunning grounds offer a seamless integration of indoor/outdoor living w/ mature trees, lawns, gardens, patios, terraced entertaining areas, BBQ area, & plenty of room to add an elegant small pool/spa. Enormous & rare 10,200 SQFT lot w/ mountain views. Distinguished LG Schools. Incredible scale and unrivaled quality all in one of the most exceptional settings in Los Gatos. Unique & rare one story home. Unparalleled privacy & proximity restaurants & shopping. Warm & elegant living in a very intimate setting!

25 Hernandez AVE, Los Gatos

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

Sold listing courtesy of Anthony Jacobo from EXPCA

$4,300,000

5 Beds ⋅ 5 Baths ⋅ ML81988897 MLS

This stunning 5-bedroom, 4-bathroom home is located in the desirable downtown area of Los Gatos. Spanning 2,734 sq ft plus an additional 1,200 sqft ADU (2-BD-1.5BA) and situated on a generous 8,480 sq ft lot, this residence offers ample space and comfort. The kitchen is a chef's dream, featuring granite countertops, stainless steel appliances, large gas range and hood, loads of storage. Formal dining adjacent to kitchen, cozy up to the fireplace in the family room with fireplace overlooks the pool/spa and patio/deck. Large formal living room with fireplace, vaulted ceilings and hardwood floors. The property also includes a bay window, vaulted ceilings, and a large patio/deck for added comfort and luxury. The spectacular ADU/Guest house was completed in 2020 with the ultimate design and finishes. A large "great room" with hardwood floors, large kitchen and dining area and half bath. The second levlel features 2/BD and !/BA plus laundry. The home is part of the Los Gatos Union Elementary School District. Central AC and ceiling fans ensure year-round comfort, while the 2-car garage provides ample parking and storage. Don't miss this incredible opportunity to own a beautiful home in Los Gatos.

8 Palm AVE, Los Gatos

Listed by Dana & Cyndi, 408-621-4855 from Compass
(If provided) CoList: from

Sold listing courtesy of Dana & Cyndi from COMPS

$2,975,000

5 Beds ⋅ 3 Baths ⋅ ML81982583 MLS

Experience sophisticated urban living in the desirable Glenridge neighborhood, just steps from the vibrant heart of downtown Los Gatos. Built in 1925 by Laurence G. Case, this historic Spanish-inspired home offers over 2,800 sq. ft. of charm and craftsmanship. Laurence Case, who also built the Steinbeck family home, shared many evenings here with famed author John Steinbeck. The home features 5 bedrooms, including 2 on the lower level with a great room, dark room, and a separate entrance ideal for guests or extended family. The main level boasts a grand living room, elegant dining area, Timeless quaint kitchen with pass-through cabinetry connecting to a bright casual dining room/sunroom. Three additional bedrooms, with refinished oak flooring, and abundant natural light complete the upper level. The beautifully landscaped grounds, lush with mature trees, offer a perfect setting for entertaining, all within walking distance of downtown Los Gatos, close to miles of hiking, and biking trails, great dining, shopping and highly ranked Los Gatos school system.The current family became stewards of this historic Pennsylvania residence in 1972, cherishing it for decades. Now, this well-loved home is ready for a new family to write the next chapter and create memories to last a lifetime!

309 Pennsylvania AVE, Los Gatos

Listed by Jackie Jones, 408-315-6186 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Les Juan Ruan from KINE

$4,000,000

4 Beds ⋅ 4 Baths ⋅ ML81982012 MLS

Incredible Opportunity in the highly coveted Glenridge area. This tranquil 2901 sf 4 bedrooms+office, 3 full bathrooms +1/2 bath home is situated on an over 11,250+sq ft lot with expansive mountain views. This property was removed from the historic list. Vaulted ceilings & extensive windows. Separate family room, and dining room. Gourmet kitchen with Viking gas stove, deep soapstone sink, custom cabinetry, and breakfast bar opens into a cozy family room. The family room offers plenty of storage and access to the idyllic backyard for entertaining. Beautiful deck space for dining or outdoor living. Newly sodded park-like yard and updated irrigation, garden area with raised beds. Extensive care has been put into this home with new main Electrical panels and subpanels and 3 prong grounded outlets. New Tesla charger, new painted exterior, newly expanded double-wide driveway leads to the oversized attached 2 car garage. Downstairs bedroom can serve as the Primary bedroom or as an ADU/in-law quarter. This wonderful space has a walk-in closet, living space with a wood-burning stove for those cozy mornings. Enjoy the freshly remodeled full bathroom with beautiful walk-in shower. 2 indoor washer and dryers. Steps from Bachman park and downtown Los Gatos. Top Los Gatos Schools.

216 Alexander AVE, Los Gatos

Listed by Donna Chan, 408-930-8606 from Christie's International Real Estate Sereno
(If provided) CoList: Suzanne Dix from Christie's International Real Estate Sereno

Sold listing courtesy of Erin Burke from CBR