Gabriella Massaro

Positioned on one of the largest residential lots in Downtown Orlando and overlooking Lake Cherokee, this 1884 Queen Anne Victorian is a rare opportunity to own one of the city’s true architectural landmarks. Located along iconic Historic Honeymoon Row, the home blends preserved period detail with thoughtful modern updates, offering timeless character without sacrificing livability. The 5-bedroom main residence features 4 full baths and 2 powder rooms, soaring ceilings, restored hardwood floors, original millwork, stained-glass accents, and eight decorative fireplaces. Expansive formal living and dining spaces create an elegant setting for entertaining, while oversized windows frame tranquil lake views throughout. The updated chef’s kitchen includes premium appliances, custom cabinetry, and soapstone countertops, designed to complement the home’s historic integrity while delivering modern performance. A sunlit Florida room overlooks the water, and a private library and multiple flex spaces provide versatility for office, studio, or additional living areas. Upstairs, the primary suite captures sweeping views of Lake Cherokee and includes a spacious bath with a soaking tub and dual vanities. An original (non-operational) elevator remains as a preserved historic feature. A detached, fully renovated 1-bedroom guest house offers ideal accommodations for extended family, visitors, or a private workspace. Outdoors, the estate-like grounds include a saltwater pool, mature canopy trees, winding garden pathways, and a stocked koi pond, creating a private retreat just minutes from the heart of downtown. Close in proximity to Lake Eola Park and minutes from the Dr. Phillips Center for the Performing Arts, this property offers a unique blend of history, location, and scale rarely available in Central Florida. A once-in-a-generation offering for buyers seeking architectural significance, lakefront views, and Downtown proximity, all in one irreplaceable address.