Welcome to 21 Oakwood Ave! Offered for the first time in 50 years, this meticulously maintained home reflects decades of thoughtful care inside and out. Set on a beautifully landscaped lot surrounded by mature greenery. Step inside to hardwood floors and charming details throughout. The living room features a wood-burning fireplace and slider to a balcony overlooking the backyard, with stairs providing direct access to the grounds. A charming dining room flows into the kitchen featuring stainless steel appliances, a wall oven and center island. A first-floor bedroom and full bath offer added flexibility. Upstairs, you'll find two additional bedrooms, including a spacious primary with ample closet space, along with a second full bath. The finished lower level provides substantial additional living space with two direct exterior access points, potential for a 4th bedroom, a full walk-in pantry, and an enclosed screened-in porch overlooking the lush yard. Newer roof as well as exterior cedar shingles painted in 2025. Conveniently located near shopping, dining, Route 1 and public transportation, with Boston, Logan Airport and two area beaches approximately 15 minutes away.