Listed by Devin Ratoosh of Red Oak Realty
On a quiet, tree-lined block, this turn-of-the-century triplex is being offered for the first time in over a generation and represents one of the most compelling value-add opportunities Central Berkeley has seen in some time. Two buildings, three substantial units, a 6,500 sq ft lot*, and the kind of layouts that simply aren't built anymore. The front building is a classic two-story duplex with one unit on each level, totaling roughly 2,700 square feet*. The upper unit spans nearly 1,300 sq ft* and offers three bedrooms, a full bath, and a beautifully proportioned turn-of-the-century floor plan flowing from a bay-windowed living room into an oversized formal dining room and an eat-in kitchen. The lower unit mirrors this footprint as a spacious two-bedroom with the same gracious living-dining-kitchen sequence. High ceilings, period millwork, and abundant natural light give both flats a character that modern construction can rarely match. Behind the duplex sits a detached rear cottage perched above a three-car garage and oversized storage an extraordinary bonus on a Berkeley lot. The cottage is a two-bedroom, one-bath apartment of approximately 720 sq ft* with its own kitchen, living room, and utility/laundry room ideal as a long-term rental**, in-law unit, or short-term stay. With two vacant units, this is a fantastic opportunity to owner-occupy the upstairs unit and have two rentals helping carry the mortgage in one of the East Bay's most consistently strong rental markets. Roosevelt sits within easy walking distance to downtown Berkeley, North Shattuck shopping, San Pablo Avenue's restaurants and cafs, and BART. UC Berkeley is a short ride away, and the leafy residential streets that surround the property are the kind that you'll never want to leave. Properties of this scale, in this location, with this much room to add value, do not come along often. Bring your contractor, your vision, and your long-term outlook and step into a Berkeley legacy asset with decades of upside ahead. BESO Score: *Per public record.

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Property Details of 2338 Roosevelt Avenue

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Based on information submitted to CRMLS as of May 19, 2026 10:51 PM 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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