530 Orange Avenue — $8,500,000 | MaxLife Realty

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$8,500,000

530 Orange Avenue

Sarasota, FL 34236

Active

Beds

Baths

13,762

Sq Ft

0.14

Acres

1925

Built

◆$618/sqft

About this home

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.

Estimated monthly payment

$48,878/mo

Principal & interest$42,981

Property taxes$2,001

Home insurance (est.)$3,896

Down payment

20%

$1,700,000 downRate

6.5%

Term

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history39 days on market

Status: Active
Mar 16, 2026
Listed$8,500,000
Mar 16, 2026
Price increased$8,500,000

Facts & features

Property type: Residential Income
Sub type: Multi-Family 5+
Status: Active
Days on market: 39
Subdivision: Plat Of Sarasota Exhibit
County: Sarasota
Year built: 1925
Living area: 13,762 sq ft
Price/sq ft: $618
Building area: 14,266 sq ft (Public Records)
Lot size: 6,252 sq ft
Lot category: 0 to less than 1/4
Flood zone: AE, X (12115C0133F)
Annual taxes: $24,013 (2025)
Parcel #: 2027140020
Zoning: DTC
MLS #: A4686338

Interior Details

Bedrooms: 10
Interior features: Ceiling Fans(s), Thermostat
Laundry: Common Area

Heating & Cooling

Heating: Central, Ductless
Cooling: Wall/Window Unit(s)

HOA & Financial

Total monthly fees: $0/mo
Total annual fees: $0
CDD: No
Listing terms: Cash, Conventional
Ownership: Sole Proprietor

Exterior & Construction

Exterior features: Balcony
Construction materials: Block, Other
Roof: Built-Up
Foundation: Slab
Road surface: Asphalt, Paved

Utilities

Sewer: Public Sewer
Water source: Public
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Connected

Listing Details

Listing date: 2026-03-16
On market date: 2026-03-16
Original list price: $8,500,000
MLS area: 34236 - Sarasota
Listing AOR: Sarasota - Manatee
Status changed: 2026-03-16
Tax 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

Location

Flood zone: AE, X(12115C0133F)

Directions

Center of Little Five Points, accesable on Pineapple or Orange

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Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of April 24, 2026 at 12:46 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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