Exceptional opportunity in the heart of Historic Downtown Kissimmee! Downtown Kissimmee, including Main, Broadway, and Emmett Streets, offers a vibrant mix of locally owned businesses, shops, restaurants, and year-round community events. Ideally situated on Darlington Avenue, this property is directly across from the Kissimmee Police Department, less than half a mile from HCA Florida Osceola Hospital, and within walking distance of the shops, restaurants, and entertainment surrounding Broadway and Darlington. The entire second floor has been completely redesigned and renovated by a professional designer into four residential units, featuring thoughtfully designed interiors and an upscale common area enhanced with stylish finishes and contemporary lighting. Each residence features brand-new flooring, fresh interior paint, new cabinetry, and a full appliance package, including a microwave, dishwasher, range, washer, and dryer. The extensive renovation combines modern design, functionality, and convenience while complementing the character and walkability of Historic Downtown Kissimmee. A unique opportunity to own a beautifully renovated property in one of Kissimmee’s most established and walkable downtown locations, with convenient access to dining, shopping, employment centers, healthcare, and major Central Florida destinations.
- Built in 1915
- Lot size: 3,746 sqft
- Directions: Merge onto Florida's Turnpike Toll road 10.1 mi Take exit 249 for Osceola Parkway Toll road 0.3 mi Keep right at the fork, follow signs for Kissimmee/Disney World, and merge onto E Osceola Pkwy Toll road 200 ft Merge onto E Osceola Pkwy 0.4 mi Turn left onto Michigan Ave 2.6 mi Continue onto E Oak St 0.9 mi Turn left onto N Main St 0.3 mi Turn right onto Church St 0.4 mi Turn left onto N Stewart Ave 102 ft Turn left onto W Darlington Ave
- County: Osceola
- Geo subdivision: SOUTH FLORIDA RAILROAD CO
Features
Interior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Jessica Giraldo
Realtor®
- Source: Stellar MLS
- MLS #: O6446820
Listing updated: October 4, 2026 at 4:49PM
Listing provided by: Ya Lan Chien, CINO INTERNATIONAL INC
Last checked 2 hours ago
Listing provided by: Ya Lan Chien, CINO INTERNATIONAL INC
Last checked 2 hours ago
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