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/ 2,640+/- 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!

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Property Details of 365 Pennsylvania Avenue

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Listed by Shelli Baker of Coldwell Banker Realty

Based on information submitted to CRMLS as of May 15, 2026 8:50 AM EDT . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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