Our marketsFLAll offices
PREN Elite — Florida♡
☰
← Back to search

Commercial — for sale

271 S ORLANDO AVE

WINTER PARK, FL 32789

Listed by SAND DOLLAR REALTY GROUP INC · MLS# MFRO6450599

271 S ORLANDO AVE — photo 1 of 14

$1,550,000

0 baths3,430 sqftMulti-Family 5+
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 MFRO6450599. Listing details must be independently verified.

Listing data last updated Nov 8, 2026, 2:01 PM UTC.