This 1940 bungalow pairs enduring character with an exceptionally large in-city parcel — a combination rarely available in Southeast Portland. The 3-bedroom, 1.5-bath home (approx. 1,163 SF) retains original wood floors and a cozy living room fireplace with a wood-burning insert that distributes heat efficiently through the main living area. A practical layout includes a dining area off the kitchen, a separate laundry space, and a primary bedroom with a convenient half bath. The main bathroom has been updated with tile for everyday ease.
Step outside to a fully fenced yard that occupies more than half an acre (23,086 SF). The circular driveway and dual frontage on Webster Rd and Jennings Ave give the property easy access while maximizing usable yard space. The grounds are ideal for a productive garden, small orchard, play areas, or for siting an ADU or detached shop — a homeowner’s dream for those who prioritize outdoor living and urban homesteading.
For buyers seeking immediate comfort, the house is move-in ready with classic mid-century details; for renovators and investors, the property offers meaningful upside. Add an accessory dwelling, expand the primary residence, or explore small-scale infill (subject to City of Portland zoning and permitting). The lot’s size and configuration deliver flexibility not often found in the market.
Located in far Southeast Portland with quick access to I-205 and regional shopping, this property balances quiet residential streets with practical connectivity. Whether you’re a gardener, a multigenerational household looking to create a compound, or a builder evaluating long-term lot potential, 16421 SE Webster Rd is worth a close look. Contact the listing agent for showings and to discuss zoning and development possibilities.