Charming home in the heart of Rose Isle. Step into a piece of history with this architecturally timeless two story home, one of the first to be built in the sought after Rose Isle community. Nestled on a spacious 16,500 square foot lot with a sprawling front yard, this residence boasts incredible curb appeal, shaded by magnificent Oak trees that enhance its timeless beauty. Offering over 4,200 square feet of living space, this home presents a wonderful opportunity to create your dream residence tailored to your tastes and needs. The main level features a first floor primary suite, providing comfort and convenience. The expansive 34 foot long Florida room overlooks a large pool, offering the perfect space for relaxation or entertaining with natural light streaming through the vast windows. Additional features include a grand formal living room with a wood burning fireplace, a formal dining room ideal for hosting gatherings, and an open family room with a charming brick fireplace adjacent to a cozy dinette for casual meals. The second floor houses four generously sized bedrooms, three of which include walk in closets, offering ample storage and comfort. Located in the tranquil and picturesque Rose Isle neighborhood, which borders both Winter Park and Orlando, this home is less than a five minute drive to Advent Health and the Orlando Museum of Art, a ten minute drive to the vibrant shopping and dining scene of downtown Winter Park, and only 15 minutes to downtown Orlando. The home is zoned for top rated schools: K 8 Audubon Park and Winter Park High School. Experience the charm, comfort, and convenience of life in Rose Isle. Dont miss this rare opportunity to own a piece of history and make it your own.