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    530 S ORANGE Ave Sarasota, FL 34236

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    For Sale
    $8,500,000

    Landmark mixed-use property with vacation rentals and retail.

    Type:Investment
    Property size:
    3,000 SF
    Added:
    Apr 24, 2026
    Days on Market:
    5
    Last Refresh:
    Apr 24 at 3:37 pm

    Property Features for 530 S ORANGE Ave

    General Information

    Standard status
    Active
    Size
    3,000 SF
    Property subtype
    Investment

    Building Details

    Year Built
    1925

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    Listing Contact
    Jason Skowronski
    Jason Skowronski

    Listing agent Jason Skowronski License #3288062

    Listing office Compass

    Listing date Apr 24, 2026

    Source Elliman

    Displayed information is deemed reliable but is not guaranteed and should be independently verified.

    All listing content including descriptions, pricing, images are the copyrighted material of Compass


    Overview

    Historic Pineapple Apartments in Burns Square

    The Historic Pineapple Apartments, a centerpiece of Burns Square, possesses deep ties to Sarasota history. Constructed in 1925 by Owen Burns, Sarasota's first developer, this building now serves as a thriving vacation rental property. The building features 8 suites (with the potential for 13) and 7 retail shops on the ground floor, complemented by a 3,000 sq ft owner's suite. Wrought-iron balconies adorn the exterior, while Venetian plaster and exposed beams characterize the interiors. Adjacent to the fountain at Little Five Points stands a historical monument. This triangulated architecture, reminiscent of Sarasota's "Flatiron Building," is a recognizable landmark at the southern entrance to downtown. The property has a bike score of 62, indicating it is bikeable, a walk score of 88, indicating it is very walkable, and a transit score of 44, indicating some transit options are available.
    Location Intelligence

    Current Use by Public Records

    Dane Spencer Landscape ... Landscaping Hello tattoo parlor Tattoo & Piercing Shop MOONZ Clothing Store

    Suggested Use

    Restaurant Dental Office Law Firm Hair Salon Spa & Massage Center Nail Salon Food Market Grocery & Convenience Store Daycare Center Pharmacy

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Sarasota
    County
    Manatee
    State
    Florida
    Longitude
    -82.5388254
    Latitude
    27.3317364

    FAQs

    What type of property is this?
    Short term rental property - Landmark mixed-use property with vacation rentals and retail.
    Where is this short term rental property located?
    The property is located at 530 S ORANGE Ave Sarasota, FL.
    What is the asking price?
    The asking price for this property is $8,500,000.
    What are key features of this property?
    This property features: Historic building built in 1925 by Owen Burns, Sarasota's first developer; Prime location in Burns Square with 7 retail shops and a 3,000 sq ft owner's suite; Currently operating as a thriving vacation rental with 8 suites (potential for 13)
    More about this property
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