Historic Vacation Rental
For Sale
$8,500,000
530 S ORANGE Avenue, Sarasota, FL 34236
MULTI_FAMILY - SARASOTA, FL
Property Size13,762 SF
Lot Size0.14 Acres
Price / SF$617.64
Days on Market145
Property Features for 530 S ORANGE Avenue
General Information
Property type
Residential Multi Family
Property subtype
Other
Zoning
DTC
Bedrooms
10
Bathrooms
13
Full bathrooms
13
Rooms
Bathroom 13, Bathroom 5, Bathroom 1, Bedroom 9, Bathroom 7, Bedroom 8, Bedroom 5, Bedroom 1, Bathroom 9, Bathroom 10, Bathroom 6, Bathroom 3, Bedroom 4, Bathroom 11, Bedroom 3, Bedroom 7, Bedroom 10, Bathroom 4, Bathroom 8, Bedroom 2, Bedroom 6, Bathroom 2, Bathroom 12
Interior features
Ceiling Fans(s), Thermostat
Exterior features
Balcony
Subdivision
PLAT OF SARASOTA EXHIBIT
Lot features
Corner Lot, Historic District, City Limits, Irregular Lot
View
City
Directions
Center of Little Five Points, accesable on Pineapple or Orange
Standard status
Active
APN
2027140020
Size
13,762 SF
Lot size
0.14 Acres
Taxes and HOA fees
Tax Year
2025
Tax 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
Tax Annual Amount
24013
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
Utilities
Utilities
Cable Available
Sewer type
Public Sewer
Heating system
Ductless (Heating), Central
Cooling system
Window Unit(s), Wall/Window Unit(s)
Water source
Public
Building Details
Year built
1925
Number of units
21
Building materials
Block
Roof type
Built-Up
Listing Agency:
COMPASS FLORIDA LLC
(941) 279-3630
Listed By:
Jason Skowronski · License #3288062
(941) 812-6090
Added: Mar 16
Changed: Aug 3
Last Checked: Aug 7 at 5:06AM
MLS# A4686338
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Investment Insights
Based on property information with market context.
The Historic Pineapple Apartments is a block-built property dating to 1925, now operating as a vacation rental. The building features wrought-iron balconies, with interior finishes noted as Venetian plaster and multiple exposed beams. It includes ceiling fans and a thermostat, plus ductless heating alongside central heating, and wall/window or window unit cooling. The roof is built-up.
The property is configured with eight suites that could be expanded to 13, along with seven retail shops below. A 3,000 sq ft owner's suite is also part of the layout. Utilities include cable available, and services are public water and public sewer.
Situated on a 0.14-acre site with 13,762 square feet of total property size, the building is zoned DTC.
The property is configured with eight suites that could be expanded to 13, along with seven retail shops below. A 3,000 sq ft owner's suite is also part of the layout. Utilities include cable available, and services are public water and public sewer.
Situated on a 0.14-acre site with 13,762 square feet of total property size, the building is zoned DTC.
Key Highlights
- Block‑built building constructed in 1925 with wrought‑iron balconies
- Vacation rental configuration: 8 suites, with potential to convert to 13
- 7 retail shops below the suites
Property Analytics
Property Profile
Current Use
Lease Details
Multi-tenant
Tenancy
Location Intelligence
Trade Area within ½ mile
3,278
Businesses Nearby
Explore this area
Business Placement
Demographics for 34236, FL
14,083
Population
11,661
Households
1.2
Avg Household Size
66
Median Age
62%
College-Educated
96%
High-School Grad
3.6 sq mi
ZIP Area
3,912
Density / Sq Mi
$96,400
Median Household Income
$48,828
Median Earnings
$2,010
Median Rent
$917,100
Median Home Value
Market
Vacancy Rate% for Multifamily in South region
Questions? Ask Rey
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Frequently Asked Questions
What type of property is this?
Short term rental property - Historic vacation rental building offers eight suites and seven retail shops below, zoned DTC.
Where is this short term rental property located?
The property is located at 530 S ORANGE Avenue Sarasota, FL.
What is the asking price?
The asking price for this property is $8,500,000.
What are key features of this property?
This property features: Block‑built building constructed in 1925 with wrought‑iron balconies; Vacation rental configuration: 8 suites, with potential to convert to 13; 7 retail shops below the suites
