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Tucked away on a quiet dead end street with no rear neighbors, 1927 Eland Avenue combines charm, versatility, and an unbeatable Winter Park lifestyle. This beautifully maintained property offers both a character filled main home and a modern detached in law suite. The main residence features 3 bedrooms, 2 bathrooms, real wood floors, abundant natural light, and warm Spanish Colonial accents throughout. Highlights include a wood beamed dining room, cozy fireplace, and a built in bar with mini fridgeperfect for both everyday living and entertaining. Built in 2022, the detached in law suite adds 2 additional bedrooms, 1 bathroom, and a stylish kitchen with crisp white cabinetry, warm wood tone counters, and sleek modern finishesan ideal setup for guests, multi generational living, or rental income potential. Updates include a 2015 roof, 2018 windows, and 2022 HVAC. Outside, enjoy an inviting outdoor kitchen, brick paver patio, and a lush backyard oasis designed for relaxing evenings and weekend gatherings. You will be minutes from 17 92, I 4, and the best of Winter Park, Maitland, and College Park. From this central location, you can stroll to Lake Virginia, Park Avenues boutiques and restaurants, Rollins College, the farmers market, and the SunRail station. Minutes away are Winter Park Village, Trader Joes, Hillstone, the Mills District, and moreoffering the perfect balance of neighborhood tranquility and city convenience.