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$1,650,000
O6408922 MLS
Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.

304 Lakeshore Boulevard, Kissimmee

Listing courtesy of ROMAN'S PRO REALTY LLC. 407-610-1970
$525,000
2 Baths ⋅ S5144441 MLS
Fully remodeled duplex – excellent investment opportunity in a prime location! Each unit offers 2 spacious bedrooms, a beautifully renovated bathroom, a fully equipped kitchen with modern finishes, and tile flooring throughout for easy maintenance. Both units also include dedicated laundry areas with washer and dryer hookup connections. Each residence features one carport space, providing ample parking for tenants or guests. Located in the heart of Historic Downtown Kissimmee, directly across from the iconic Monument of States, this property offers unbeatable convenience. Just minutes from Main Street and Kissimmee Lakefront Park, and within walking distance to Kissimmee Station (SunRail/Amtrak), the location provides easy access to transportation, dining, shopping, entertainment, and major attractions. Whether you are looking to expand your rental portfolio or live in one unit and rent the other, this centrally located, move-in-ready duplex is a fantastic opportunity. Don’t miss out—submit your offer today!

307 E Monument Avenue Unit A, Kissimmee

Listing courtesy of CENTURY 21 WOLF'S CROSSING REALTY. 407-449-0000