Oakdale beauty! Classic 4-bedroom, 2-bath Colonial set on an extraordinarily private lot directly across from Longfellow Park - a rare offering in this sought-after Oakdale neighborhood. Step inside to a warm, sun-filled foyer with hardwood floors and a beautifully preserved staircase that sets the tone for the home's timeless character. The bright living room, centered around a classic fireplace with built-in bookshelves on either side, flows seamlessly into a formal dining room - ideal for both everyday living and entertaining. The eat-in kitchen features absolute black granite counters, white shaker cabinetry, stainless appliances, a charming breakfast nook bathed in natural light, and a side entrance to the deck leading to a one-car detached garage just beyond. Upstairs, the primary suite and three additional bedrooms offer comfortable, light-filled space, complemented by an updated full bath with a classic clawfoot soaking tub and separate tiled shower. The finished lower level adds valuable flexible living space with a cozy family room and a second full bath - perfect for guests, a home office, play room, or a media room. Outside, the idyllic backyard is a true retreat: a deck off the kitchen leads down to a stone patio tucked among mature trees and lush plantings, offering a level of privacy rarely found this close to the heart of Portland. With its unbeatable location across from the park, generous lot, and thoughtful updates throughout, 29 Longfellow Street is a special opportunity in one of Portland's most treasured neighborhoods.