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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.
| DAYS ON MARKET | 7 | LAST UPDATED | 10/16/2026 |
|---|---|---|---|
| TRACT | KILLARNEY ESTATES | YEAR BUILT | 1949 |
| COMMUNITY | 32789 - Winter Park | COUNTY | Orange |
| STATUS | Active | PROPERTY TYPE(S) | Commercial |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dryer, Microwave, Refrigerator, Washer |
| AREA | 32789 - Winter Park |
| CONSTRUCTION | Block, Stucco |
| HEAT | Central |
| LOT | 7841 sq ft |
| SEWER | Public Sewer |
| STORIES | 1 |
| SUBDIVISION | KILLARNEY ESTATES |
| TAXES | 11445.21 |
| UTILITIES | Electricity Available, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
0
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*Estimate only
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Listing provided by Robert Arnold, Jr, SAND DOLLAR REALTY GROUP INC, 407-389-7318
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 10/23/26 6:30 AM PDT.
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