271 S ORLANDO AVE, Winter Park, FL 32789
271 S ORLANDO AVE, Winter Park, FL 32789
271 S ORLANDO AVE, Winter Park, FL 32789
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Kathleen Comerford

Kathleen Comerford

+1(561) 419-5525
$1,550,000
Est. payment /mo
3,430 SqFt
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UPDATED:

Key Details

Property Type Commercial

Sub Type Multi-Family 5+

Listing Status Active

Purchase Type For Sale

Square Footage 3,430 sqft

Price per Sqft $451

Subdivision Killarney Estates

MLS Listing ID O6450599

Construction Status Completed

HOA Y/N No

Year Built 1949

Annual Tax Amount $11,445

Lot Size 7,840 Sqft

Acres 0.18

Property Sub-Type Multi-Family 5+

Source Stellar MLS

Property Description

Rare hospitality-yield opportunity in Winter Park's Class A core, directly in the Hillstone trade area on South Orlando Avenue. The offering consists of 12 short-term rental units — 8 studios and 4 one-bedroom/one-bath — plus a street-facing office suite fronting S. Orlando Ave. The thesis is straightforward: Winter Park generates year-round, non-theme-park demand — Rollins, Park Avenue, AdventHealth Winter Park, and the corporate and event traffic that fills the surrounding hotels at rates a 12-unit boutique operation can match without a hotel's cost structure.

Location

State FL

County Orange

Community Killarney Estates

Area 32789 - Winter Park

Zoning C-3

Interior

Heating Central

Cooling Central Air

Appliance Dryer, Microwave, Refrigerator, Washer

Exterior

Utilities Available Electricity Available, Public, Water Connected

View Y/N No

Water Access No

Roof Type Concrete

Building

Story 1

Foundation Block, Brick/Mortar

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Structure Type Block,Stucco

New Construction false

Construction Status Completed

Others

Ownership Fee Simple

Acceptable Financing Cash, Commercial Financing

Listing Terms Cash, Commercial Financing

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6450599

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Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Robert Arnold, Jr SAND DOLLAR REALTY GROUP INC

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271 S ORLANDO AVE

Kathleen Comerford
Kathleen Comerford

Team Leader | Broker Associate License ID: BK3455404

+1(561) 419-5525 | team@thecomerfordgroupfl.com

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