$8,500,000

530 S ORANGE AVENUE, Sarasota, FL 34236

  • 10 beds |
  • 13 baths |
  • 13,762 sqft
  • Property Icon Multi-Family Home
  • Property Year Built Icon Built in 1925
  • Property Lot Size Icon6,098sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $618/sqft
  • Property List Date Icon Listed 4 months ago

Property Description

The Historic Pineapple Apartments, the centerpiece of Burns Square. This building has deep ties to Sarasota history, built by Owen Burns (our city's first developer) in 1925. Last purchased in 1986, you will never walk a more curated and cared-for building. It's a step back into the Roaring '20s and a modern-day reminder that community is local. At one time an apartment building, it now serves as a thriving vacation rental. It has 8 suites (could be 13), 7 retail shops below, and a 3,000 sq ft owner's suite. Wrought-iron balconies align the exterior walls, Venetian plaster the interiors, multiple exposed beams, and a historical monument next to the fountain at Little Five Points. It's Sarasota's "Flatiron Building," triangulated architecture, impossible to go unnoticed. It is the entrance to downtown from the south, a beacon, a landmark for our great city.

Listing Status:
Active
Date Added:
March 16, 2026
Data Last Updated:
July 28, 2026 at 2:21PM
Listing Office:
COMPASS FLORIDA LLC : 941-279-3630
Listing Agent:
Jason Skowronski : 941-812-6090
MLS ID:
A4686338
  • General: Ceiling Fans(s)Thermostat
  • Laundry: Common Area
  • A/C: Wall/Window Unit(s)
  • Heating: CentralDuctless
  • General: Balcony
  • Roofing: Built-Up
  • General: BlockOtherSlab
  • Road/Access: AsphaltPaved
  • Originating MLS: Stellar MLS
  • County: Sarasota
  • Zoning: DTCBEG AT SE COR OF LOT 4 TH N ALG ORANGE AVE 50 FT TH W ACROSS LOTS 2 & 4 TO WLY SIDE OF LOT 2 TH SELY ALG SAID LOT 2 TO SW COR OF LOT 2 TH E ALG LOTS 2 & 4 TO POB BEING PART OF BLK 1B PLAT OF SARASOTABEING A PORTION OF LANDS AS DESC IN ORI 20032591022027140020
  • View: City
  • Utilities: BB/HS Internet AvailableCable AvailableElectricity AvailablePublicSewer Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Sole Proprietor

This listing courtesy of Jason Skowronski , COMPASS FLORIDA LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location