About 101 E Winter Park Street
Discover this exceptional Turn-Key Duplex Investment Opportunity at 101/103 E. Winter Park Street in the highly sought out College Park District. Fully renovated duplex on a Double corner lot, ready for immediate income or owner-occupancy. Each unit features 2 bedrooms and 1 bathroom with modern finishes, bonus front rooms and inside laundry rooms for ultimate tenant convenience. Perfect for a house-hack strategy-live in one unit and Airbnb or lease the other to offset your mortgage and generate income. Both units have separate electrical and water meters simplifying management and maximizing efficiency along with a Generac generator serving both units during power outages. The property offers ample space for expansion, including the potential to add an ADU for increased rental income. The detached “as-is” GARAGE offers buyer opportunity to customize or upgrade. Conveniently located within walking distance to Advent Health, its highly attractive to healthcare professionals and long-term tenants. A versatile, income-producing property with modern upgrades, tenant-friendly amenities, and future expansion potential. One side is currently rented as an Airbnb. Seller will transfer current SUPERHOST Airbnb account for the property. Superhost status for over 5 years with many recurring guests.
Features of 101 E Winter Park Street
| MLS® # | O6390682 |
|---|---|
| Price | $725,000 |
| Sold Price | $675,000 |
| Bedrooms | 4 |
| Bathrooms | 2.00 |
| Square Footage | 1,742 |
| Acres | 0.30 |
| Year Built | 1953 |
| Type | Residential Income |
| Sub-Type | Duplex |
| Status | Sold |
| Taxes | $4,584 |
| Sold Date | 2026-07-27 |
Community Information
| Address | 101 E Winter Park Street |
|---|---|
| Area | Orlando/College Park |
| Subdivision | IVANHOE TERRACE |
| City | ORLANDO |
| County | Orange |
| State | FL |
| Zip Code | 32804-4513 |
Amenities
| Parking | Driveway, Off Street |
|---|---|
| # of Garages | 1 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior Features | Ceiling Fan(s), Dry Bar, Stone Counters |
|---|---|
| Appliances | Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer |
| Heating | Central, Electric |
| Cooling | Central Air |
| Fireplace | No |
Exterior
| Exterior Features | Fenced, Private Yard, Sidewalk |
|---|---|
| Lot Description | Corner Lot |
| Roof | Shingle |
| Foundation | Crawlspace |
School Information
| Elementary | Princeton Elem |
|---|---|
| Middle | College Park Middle |
| High | Edgewater High |
Other Information
| Date Listed | March 26th, 2026 |
|---|---|
| Days on Market | 140 |
| Zoning | R-2A/T/W |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | CHARLES RUTENBERG REALTY ORLANDO |
|---|