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Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park's highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park's most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.
| DAYS ON MARKET | 5 | LAST UPDATED | 5/8/2026 |
|---|---|---|---|
| TRACT | TROTTERS REP | YEAR BUILT | 1942 |
| COMMUNITY | 32789 - Winter Park | COUNTY | Orange |
| STATUS | Active | PROPERTY TYPE(S) | Multi Family |
| Elementary School | Audubon Park K8 |
|---|---|
| Jr. High School | Audubon Park K-8 |
| High School | Winter Park High |
| ADDITIONAL DETAILS | |
| AIR | Wall/Window Unit(s) |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Range, Refrigerator, Washer |
| AREA | 32789 - Winter Park |
| CONSTRUCTION | Block |
| EXTERIOR | Storage |
| FIREPLACE | Yes |
| HEAT | Ductless |
| LOT | 4792 sq ft |
| PARKING | Common, Driveway, Off Street |
| SEWER | Public Sewer |
| STORIES | 1 |
| SUBDIVISION | TROTTERS REP |
| TAXES | 5764.82 |
| UTILITIES | Cable Available, Electricity Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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*Estimate only
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Listing provided by Brian Opre, THE REAL ESTATE PRINCIPLE, INC, 407-739-7209
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 5/13/26 10:12 AM PDT.
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