$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 21 days 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:
April 6, 2026 at 6:23AM
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 $

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Location

Schools Nearby

A

Alta Vista Elementary School

1050 S Euclid Ave, Sarasota, FL, 34237

Grades PK-5

1.29 miles away

S

Sarasota School of Arts/Sciences

717 Central Ave, Sarasota, FL, 34236

Grades 6-8

0.78 miles away

S

Sarasota Military Academy

801 N Orange Ave, Sarasota, FL, 34236

Grades 6-12

0.84 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.