271 South Orlando Avenue
- Boutique short term rental asset in A class Winter Park, FL
- Immediate value creation opportunity through repositioning
- Proven hospitality layout ready for new ownership
- Year-round demand, independent of theme-park seasonality
Property Description
100Units.com presents a 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. For a buyer who knows this location, 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. Supply of legally operating short-term rental product in this submarket is effectively fixed, which is the real barrier to entry here. The value-add is in operations, not entitlement: professionalize the unit finishes, reposition to a branded boutique STR platform, and capture the spread between long-term rents and nightly rates. The office suite adds a separate income stream or on-site management and check-in presence.
Key Property Information
| Listing Status: | Available |
|---|---|
| Listing Type: | Call for offers |
| Property Types: | Hospitality |
| Price: | $1,545,000 |
| No. of Units: | 12 |
| Average Occupancy: | 9.59 |
| Year Built: | 1949 |
| Lot Size: | 0.18 Acres |
| Opportunity Zone: | No |
| Price per unit: | $128,750 |
| Property Website | Click Here |
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