$8,500,000
530 Orange Avenue
Sarasota, FL 34236
Listing updated: April 24, 2026 at 12:46 PM ET
Listing courtesy of Compass Florida Llc · Jason Skowronski · MLS #A4686338 · Active · 941-279-3630Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
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.
Local Insight
At $618/sqft for a 1925 multifamily asset in prime downtown Sarasota, you're paying for location and potential redevelopment value rather than modern construction—this property will require significant capital investment to compete with newer complexes, so your real return depends on either a strong existing tenant base generating immediate cash flow or a clear conversion/development play. The tight 0.14-acre lot and AE flood zone designation are serious constraints that'll impact both financing and insurance costs, so you'll need a structural engineer and flood specialist to validate whether renovations are economically feasible versus demolition and rebuild scenarios. The 10-bed, 13-bath configuration suggests this could be a converted historic property or older multifamily, which means any work will likely face preservation regulations or surprise structural issues common to Sarasota's 1920s stock.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
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: ActiveMar 16, 2026
- Listed$8,500,000Mar 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
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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
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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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