Mixed-Use Property with Short-Term
New
For Sale
$1,550,000
271 S ORLANDO Avenue, Winter Park, FL 32789
Residential Income, WINTER PARK, FL
Property Size3,430 SF
Lot Size0.18 Acres
Price / SF$451.90
Days on Market1
Property Features for 271 S ORLANDO Avenue
General Information
Property type
Residential Multi Family
Property subtype
Quadruplex
Zoning
C-3
Bedrooms
4
Bathrooms
12
Full bathrooms
12
Rooms
Bedroom 3, Bedroom 1, Bathroom 7, Bathroom 9, Bathroom 4, Bedroom 2, Bathroom 1, Bedroom 4, Bathroom 8, Bathroom 10, Bathroom 11, Bathroom 12, Bathroom 5, Bathroom 2, Bathroom 3, Bathroom 6
Interior features
Ceiling Fans(s)
Exterior features
Awning(s), Sidewalk
Appliances
Dryer, Exhaust Fan, Microwave, Refrigerator, Washer
Subdivision
KILLARNEY ESTATES
Directions
From I-4, take Exit 87 (Fairbanks Ave) east approx. 1.5 miles to US 17-92 / S Orlando Ave. Turn left (north) on S Orlando Ave; property is on the left (west side) just south of Hillstone, at 271 S Orlando Ave.
Standard status
Active
APN
12-22-29-4172-07-101
Size
3,430 SF
Lot size
0.18 Acres
Taxes and HOA fees
Tax Year
2026
Tax Description
KILLARNEY ESTATES RESURVEY L/9 LOT 10 (LESS N 3 FT OF W 40 FT & LESS E 10 FT & R/W ACROSS SE COR) & E 10 FT OF S 62 FT OF LOT 7 BLK 7
Tax Annual Amount
11445
Legal Description
KILLARNEY ESTATES RESURVEY L/9 LOT 10 (LESS N 3 FT OF W 40 FT & LESS E 10 FT & R/W ACROSS SE COR) & E 10 FT OF S 62 FT OF LOT 7 BLK 7
Utilities
Sewer type
Public Sewer
Heating system
Central
Cooling system
Central Air
Water source
Public
Building Details
Year built
1949
Floors in Building
1
Number of units
12
Building materials
Block, Stucco
Roof type
Concrete
Listing Agency:
SAND DOLLAR REALTY GROUP INC
Listed By:
Robert Arnold, Jr · License #627826
(407) 389-7318
Added: Oct 16
Last Checked: Oct 16 at 7:06PM
MLS# O6450507
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.
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Investment Insights
Based on property information with market context.
At 271 S Orlando Avenue, this 3,430-square-foot mixed-use property combines 12 short-term rental units with a street-facing office suite. The residential mix includes 8 studios and 4 one-bedroom, one-bath units. The property occupies 0.18 acres and is zoned C-3.
Built in 1949, the building has block and stucco construction, central heating and air conditioning, and a concrete roof. Interior features include ceiling fans; listed appliances include a washer, dryer, refrigerator, microwave, and exhaust fan. Public water and public sewer serve the property.
Built in 1949, the building has block and stucco construction, central heating and air conditioning, and a concrete roof. Interior features include ceiling fans; listed appliances include a washer, dryer, refrigerator, microwave, and exhaust fan. Public water and public sewer serve the property.
Key Highlights
- 12 short‑term rental units: 8 studios and 4 one‑bedroom, one‑bath units
- Street‑facing office suite along S. Orlando Avenue
- 3,430 square feet on 0.18 acres
Financial Insights
Estimated NOI and Cap Rate
NOI / Yr
$45,276
Cap Rate
2.92%
Suggested Prices Based on Cap Rates
Cap Rate 5%
$905,520
$905.5K
Cap Rate 7%
$646,800
$646.8K
Cap Rate 9%
$503,067
$503.1K
Market Conditions
NOI Build-Up for 3,430 SF
Gross rent
$82.3K $24.00/SF
− Vacancy
−$9.9K −$2.88/SF
EGI
$72.4K $21.12/SF
− OpEx
−$27.2K −$7.92/SF
NOI
$45.3K $13.20/SF
Area
Orange County, FL
Vacancy
12.00%
Lease Rate
$24.00 /SF/Yr
Expense Ratio
37.50%
Simulate Cap Rate and NOI
Suggested Prices Based on Cap Rates
Cap Rate 5%
$905,520
Cap Rate 7%
$646,800
Cap Rate 9%
$503,067
Alternative Uses
Best Use
Mixed Use
$646.8K
$566.0K – $754.6K
NOI $45,276 @ 7.0% cap · market cap 2.92%
Second Best
Apartment 5plus
$601.7K
$526.5K – $702.0K
NOI $42,121 @ 7.0% cap · market cap 2.72%
Theoretical Best
Office A
$976.1K
$854.1K – $1.14M
NOI $68,326 @ 7.0% cap · market cap 4.41%
Zoning and permitted uses should be independently verified with authorities.
How Realmo checks its estimates
Property Analytics
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Current Use
Lease Details
12
Residential units
Location Intelligence
Trade Area within ½ mile
3,491
Businesses Nearby
Explore this area
Business Placement
Demographics for 32789, FL
26,399
Population
12,945
Households
2
Avg Household Size
44
Median Age
63%
College-Educated
98%
High-School Grad
7.8 sq mi
ZIP Area
3,384
Density / Sq Mi
$100,213
Median Household Income
$65,652
Median Earnings
$1,667
Median Rent
$695,000
Median Home Value
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Cap Rate, Value Estimation, Potential NOI and more
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Market
Vacancy Rate% for Multifamily in South region
Frequently Asked Questions
What type of property is this?
Mixed-use property - Eight studios, four one-bedroom units, and a street-facing office share a compact Winter Park property.
Where is this mixed-use property located?
The property is located at 271 S ORLANDO Avenue Winter Park, FL.
What is the asking price?
The asking price for this property is $1,550,000.
What are key features of this property?
This property features: 12 short‑term rental units: 8 studios and 4 one‑bedroom, one‑bath units; Street‑facing office suite along S. Orlando Avenue; 3,430 square feet on 0.18 acres
