USAFLWinter ParkKillarney Estates271 S Orlando Ave
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$1,550,000

For Sale

4 days ago

271 S Orlando Ave, Winter Park, FL

House

MLS® O6450599

0 Bed

0 Bath

3430 sqft

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  • Key Facts
  • Description
  • Map

Key Facts

Type Multi Family
Levels Commercial Sale
Size 3430 sqft
Garage 
Taxes $11,445
Days Active 4
Lot Size 0.18 Acres
Approx. Age 1949
Avg. Price Per Sqft $451
MLS® Number O6450599

Property Address: 271 S Orlando Ave, WINTER PARK, FL, 32789-3681

Average square foot calculated using Size range provided by listing agent.

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.
MLS® NumberO6450599
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1949
Basement
Driveway
Garage Spaces
HeatCentral
A/CCentral Air

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 16, 2026List Date
$1,550,000List Price
-End Date
Not Sold YetSold Price

For Sale

Oct 16, 2026List Date
$1,550,000List Price
  • Commute

Commute

Starting Address
Destination Address
271 S Orlando Ave, Winter Park, FL

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