Winter Park Real Estate Search

Winter Park Commercial Properties for Sale

Our website features the best real estate search for commercial properties available in Winter Park and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Winter Park Commercial Properties for Sale

$2,500,000
Killarney Estates SubDv. 32789 Zip Code
Prime Winter Park office opportunity with exceptional visibility and accessibility. This well-maintained two-story masonry office building offers approximately 6,049 square feet on a 0.31-acre corner lot with 112 feet of frontage on Fairbanks Avenue and 114 feet along Lakeview Avenue. Located just one mile from I-4, the property provides quick access to downtown Orlando and downtown Winter Park. Fairbanks Avenue has recently undergone a major streetscape transformation including underground utilities, decorative street lighting, and a new sewer system, enhancing the corridor's appeal and long-term value. The building was originally constructed in 1948 and expanded with a second story addition in 1985, creating a professional office environment with flexible layout options for investors or owner-users. The property features 18 parking spaces and is zoned O-1 Office District by the City of Winter Park. Ideally positioned in a vibrant and highly walkable area, the building is steps from premier dining and retail including Hillstone Restaurant, Superica, Sixty Vines, and Trader Joe's. Recent improvements include a new tile roof (2009), full window replacement (2012), parking lot resurfacing (2013) extensive interior renovations (2017 and 2022), exterior repainting (2021), termite tenting (2023), new perimeter wall construction (2025), and professionally landscaped (2026). The downstairs suite is leased, generating 7,521.75 per month with the tenant paying utilities, alarm, housekeeping, building taxes, and insurance. The upstairs suite is currently vacant, offering an excellent opportunity for an owner-occupant or additional income. A rare chance to acquire a well-located Winter Park asset with stable income and value-add potential in one of Central Florida's most desirable business corridors.

1477 W Fairbanks Avenue, Winter Park

$535,000
Suburban Homes SubDv. 32792 Zip Code
Prime Freestanding Commercial Opportunity in the heart of Winter Park! This versatile property is zoned 1210 – Store/Office/Residential II, offering flexible use for investors, owner-occupants, or live/work scenarios. Previously utilized as a real estate office and currently operating as a counseling center, the layout easily adapts to a wide range of professional or service-based businesses including legal, financial, medical, wellness, or boutique retail. Strategically positioned directly across from the United States Postal Service, the property benefits from consistent daily traffic and strong visibility. Located along N Palm Avenue with quick connectivity to major corridors including State Road 436, State Road 417, and State Road 408, providing seamless access to the greater Orlando metro and both major airports. Surrounded by established residential communities and professional offices, and just minutes from the highly desirable Winter Park amenities including dining, retail, and business services. The property features a functional floor plan, a 12x12 storage addition, and a newly upgraded paver driveway enhancing curb appeal and client accessibility. An exceptional opportunity to own a standalone building in a high-demand area where commercial inventory is limited. Ideal for businesses seeking visibility, accessibility, and long-term growth potential, or investors looking for a strong rental asset in a thriving corridor.

4947 N Palm Avenue, Winter Park

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