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$8,500,000

  • For Sale
  • Active
  • Single Family
  • 10 Beds
  • 13 Total Baths
  • 13,762 Sq. Ft.
  • Updated 10 days ago
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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.

Full Property Details for 530 S Orange Ave

General

  • Price: $8,500,000
  • Taxes: $24,013 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4686338
  • Updated: 3/16/2026
  • Added to Site: 11 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), Thermostat

Rooms

Bathrooms

  • Total Bathrooms: 13

Bedrooms

  • Total Bedrooms: 10

Other Rooms

  • Laundry: Common Area

Exterior

  • Exterior Features: Balcony

Location

  • Area: 34236 - Sarasota
  • County: Sarasota
  • Development Name: 34236 - Sarasota
  • Subdivision: PLAT OF SARASOTA EXHIBIT
  • Driving Directions: Center of Little Five Points, accesable on Pineapple or Orange

Community

  • Community Name: 34236 - Sarasota

Heating & Cooling

  • Cooling Type: Wall/Window Unit(s)
  • Heating Type: Central, Wall Units / Window Unit

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Public, Sewer Connected

Structural Information

  • # Buildings: 2
  • Builder: THEE Owen Burns
  • Exterior Const.: Block, Other
  • Roof: Built-Up
  • Square Feet: 13,762
  • Sq. Ft. Source: Public Records
  • Year Built: 1925

Lot Features

  • Property View: City
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,252
  • Lot Size: 6252
  • Street/Road Desc.: Asphalt, Paved

Financial Considerations

  • Tax Amount: $24,013
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Sole Proprietor
  • Special Conditions: None
  • Legal Description: BEG 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 SARASOTA, BEING A PORTION OF LANDS AS DESC IN ORI 2003259102
  • Flood Zone Info: AE, X
  • APN: 2027140020
  • Property ID: 2027140020
  • Block/Lot/Section: 1B

Listed by Compass Florida Llc

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Listing agent

— 530 S Orange Ave —

  • Compass Florida Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 530 S Orange Ave

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-51.6 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.6 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 530 S Orange Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/16/2026
Listed
$8,500,000
325%
MLS
7/31/2009
Sold
$2,000,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 530 S Orange Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,924
-24%
$1,378,972
-15%
2024
$26,318
6%
$1,615,036
1%
2023
$24,716
20%
$1,595,009
35%
2021
$20,585
-2%
$1,181,359
-16%
2022
$21,088
2%
$1,412,668
15%
2021
$20,585
-1%
$1,223,483
4%
2019
$20,825
5%
$1,176,047
6%
2018
$19,793
2%
$1,109,349
3%
2017
$19,376
7%
$1,072,843
6%
2016
$18,043
2%
$1,014,225
6%
2015
$17,762
7%
$958,077
9%
2014
$16,592
4%
$878,459
9%
2013
$15,958
—
$805,408
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass Florida Llc

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530 S Orange Avenue, Sarasota, FL 34236 (MLS# A4686338) is a Single Family property with 10 bedrooms and 0 full bathrooms. 530 S Orange Avenue is currently listed for $8,500,000 and was received on March 16, 2026. Want to learn more about 530 S Orange Avenue? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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