29 E Smith St
Winter Garden, FL 34787
29 E Smith St, Winter Garden, FL 34787 · Office Property For Sale

29 E Smith Street is a 1921 balloon-frame commercial structure located within the Historic Downtown District of Winter Garden and zoned WG-C-1 (Central Commercial). The property is designated as a contributing historic structure and reflects early 20th-century frame vernacular architecture with original elements including Dade County pine construction, plaster walls, dual fireplaces, and exposed rafters.
The building is currently vacant and requires full renovation to meet current commercial occupancy standards. No redevelopment entitlements are in place. Any change of use, structural modification, or request for increased intensity will require review by the City of Winter Garden Planning Division in accordance with C-1 zoning regulations and Historic Preservation Guidelines. Buyers should conduct full due diligence with the city regarding allowable uses, required improvements, and historic review processes.
Per county records, the property reflects a Gross Building Area of approximately 2,078 SF and a Planned A/C Area of approximately 1,150 SF. Owner-measured estimates indicate approximately 2,195 SF gross and ±1,585 SF planned A/C square footage. The lot measures approximately 60’ x 141.5’ (±8,490 SF) with dual street frontage. The structure’s original construction date is 1921 with an effective age of 1980 per county assessment.
The asset is classified under Orange County Property Appraiser Use Code 1200 (Store/Office/Res I), indicating mixed-use potential subject to city review. The property is not owner-occupied and will be delivered vacant at closing. No HVAC system is currently installed.
This offering is suited for an owner-user or investor seeking to reposition a character-driven historic structure within a high-visibility commercial corridor surrounded by civic buildings, professional offices, restaurants, boutique retail, and regional attractions. The surrounding trade area includes strong demographics from Winter Garden, Windermere, Oakland, and Ocoee, supporting retail, office, boutique service, wellness, and specialty commercial concepts.
Supporting documentation available within the property packet includes zoning code references, historic district guidelines, traffic counts, demographic reports, and a full site URL with image gallery and virtual tour for buyer due diligence. Seller disclosure available upon request.